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Hercules Capital

htgc · NASDAQ Financial Services
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Ticker htgc
Exchange NASDAQ
Sector Financial Services
Industry Asset Management
Employees 51-200
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FY2023 Annual Report · Hercules Capital
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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
_____________________________________________________________
FORM 10-K

(Mark One)
x    ANNUAL REPORT PURSUANT TO SECTION 13 OR 15 (d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the fiscal year ended December 31, 2023

OR

o    TRANSITION REPORT PURSUANT TO SECTION 13 OR 15 (d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from ___ to___

Commission File No. 814-00702
_____________________________________________________________

HERCULES CAPITAL, INC.

(Exact name of Registrant as specified in its charter)

Maryland
(State or other jurisdiction of incorporation or organization)

74-3113410
(I.R.S. Employer Identification Number)

1 North B Street, Suite 2000
San Mateo, California 94401
(Address of principal executive offices) (Zip Code)
Registrant’s telephone number, including area code: (650) 289-3060
Securities registered pursuant to Section 12(b) of the Act:

Title of each class

Trading Symbol(s)

Name of each exchange on which registered

Common Shares, par value $0.001 per share
6.25% Notes due 2033

HTGC
HCXY

New York Stock Exchange
New York Stock Exchange

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. Yes x No o
Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or 15(d) of the Act. Yes o No x
Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for
such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days: Yes x No o

Auditor Firm Id:

238

Auditor Name:

PricewaterhouseCoopers, LLP

Auditor Location:

San Francisco, CA

Securities registered pursuant to Section 12(g) of the Act: None

Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§ 232.405 of this chapter)
during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). Yes x No o
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See the
definitions of “large accelerated filer”, “accelerated filer”, “smaller reporting company”, and “emerging growth company” in Rule 12b-2 of the Exchange Act.
Large accelerated filer x Accelerated filer o Non-accelerated filer o Smaller reporting company o Emerging growth company o
If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with a new or revised financial accounting standards
provided pursuant to Section 13(a) of the Exchange Act. o
Indicate by check mark whether the registrant has filed a report on and attestation to its management's assessment of the effectiveness of its internal control over financial reporting under Section
404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report. x
If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statements of the registrant included in the filing reflect the correction of an error to
previously issued financial statements. o
Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by any of the registrant’s executive
officers during the relevant recovery period pursuant to §240.10D-1(b). o
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes o No x

The aggregate market value of the voting and non-voting common stock held by non-affiliates of the registrant as of the last business day of the registrant’s most recently completed second fiscal
quarter was approximately $1.96 billion based upon a closing price of $14.80 reported for such date on the New York Stock Exchange. Common shares held by each executive officer and director
and by each person who owns 5% or more of the outstanding common shares have been excluded in that such persons may be deemed to be affiliates. This determination of affiliate status is not
intended and shall not be deemed to be an admission that, such persons are affiliates of the Registrant.

On February 8, 2024, there were 158,379,784 shares outstanding of the registrant’s common stock, $0.001 par value.

DOCUMENTS INCORPORATED BY REFERENCE

Portions of the registrant’s Proxy Statement to be filed with the Securities and Exchange Commission pursuant to Regulation 14A in connection with the registrant's 2024 Annual Meeting of
Stockholders, which will be filed subsequent to the date hereof, are incorporated by reference into Part III of this Annual Report on Form 10-K. Such proxy statement will be filed with the
Securities and Exchange Commission not later than 120 days following the end of the registrant's fiscal year ended December 31, 2023.

Table of Contents

Item 1.

Item 1A.

Item 1B.

Item 1C.

Item 2.

Item 3.

Item 4.

Item 5.

Item 6.

Item 7.

Item 7A.

Item 8.

Item 9.

Item 9A.

Item 9B.

Item 9C

Item 10.

Item 11.

Item 12.

Item 13.

Item 14.

HERCULES CAPITAL, INC.
FORM 10-K
ANNUAL REPORT

Part I.

Business

Risk Factors

Unresolved SEC Staff Comments

Cybersecurity

Properties

Legal Proceedings

Mine Safety Disclosures

Market for the Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities

Part II.

Reserved

Management’s Discussion and Analysis of Financial Condition and Results of Operations

Quantitative and Qualitative Disclosure About Market Risk

Financial Statements and Supplementary Data

Changes in and Disagreements with Accountants on Accounting and Financial Disclosure

Controls and Procedures

Other Information

Disclosure Regarding Foreign Jurisdictions that Prevent Inspections

Directors, Executive Officers and Corporate Governance

Executive Compensation

Part III.

Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters

Certain Relationships and Related Transactions and Director Independence

Principal Accountant Fees and Services

Item 15.

Item 16.

Signatures

Exhibits and Financial Statement Schedules

Form 10-K Summary

Part IV.

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Hercules Capital, Inc., our logo and other trademarks of Hercules Capital, Inc. are the property of Hercules Capital, Inc. All other trademarks or trade names referred to in this
Annual Report on Form 10-K are the property of their respective owners.

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In this Annual Report on Form 10-K, or Annual Report, the “Company,” “Hercules,” “we,” “us,” and “our” refer to Hercules Capital, Inc., its wholly owned

subsidiaries, and its affiliated securitization trust unless the context otherwise requires.

CAUTIONARY STATEMENT REGARDING FORWARD-LOOKING STATEMENTS

This report contains forward-looking statements that involve substantial risks and uncertainties that are within the meaning of Section 27A of the Securities Act of 1933, as
amended (the “Securities Act”), and Section 21E of the Securities Exchange Act of 1934, as amended (the “Exchange Act”). You can identify these statements using forward-
looking terminology such as “may,” “will,” “should,” “expect,” “anticipate,” “project,” “target,” “estimate,” “intend,” “continue” or “believe” or the negatives of, or other
variations on, these terms or comparable terminology. You should read statements that contain these words carefully because they discuss our plans, strategies, prospects, and
expectations concerning our business, operating results, financial condition, and other similar matters. We believe that it is important to communicate our future expectations to
our investors. Our forward-looking statements include information in this report regarding general domestic and global economic conditions, our future financing plans, our
ability to operate as a business development company (“BDC”) and the expected performance of, and the yield on, our portfolio companies. There may be events in the future,
however, that we are not able to predict accurately or control. The factors listed under “Risk Factors” in this annual report on Form 10-K, as well as any cautionary language in
this report, provide examples of risks, uncertainties and events that may cause our actual results to differ materially from the expectations we describe in our forward-looking
statements. The occurrence of the events described in these risk factors and elsewhere in this report could have a material adverse effect on our business, results of operations
and financial position. Any forward-looking statement made by us in this report speaks only as of the date of this report. Factors or events that could cause our actual results to
differ from our forward-looking statements may emerge from time to time, and it is not possible for us to predict all of them. We undertake no obligation to publicly update or
review any forward-looking statements, whether as a result of new information, future developments or otherwise, except as required by applicable law.

Item 1.     Business

PART I

GENERAL

Hercules Capital, Inc. is a specialty finance company with a focus on and a goal of providing financing solutions to high-growth, innovative venture capital-backed

and institutional-backed companies in a variety of technology, life sciences, and sustainable and renewable technology industries. We make investments in companies that are
active across a variety of technology industry sub-sectors or are characterized by products or services that require advanced technologies, including, but not limited to,
computer software and hardware, networking systems, semiconductors, semiconductor capital equipment, information technology infrastructure or services, consumer and
business services, telecommunications, telecommunications equipment, media, life sciences, and renewable or alternative energy. Within the life sciences sub-sector, we
generally focus on medical devices, bio-pharmaceutical, drug discovery and development, drug delivery, health care services and information systems companies. Within the
sustainable and renewable technology sub-sector, we focus on sustainable and renewable energy technologies and energy efficiency and monitoring technologies. We refer to
all of these companies as “technology-related” companies and intend, under normal circumstances, to invest at least 80% of the value of our total assets in such businesses.

Our primary business objectives are to increase our net income, net investment income, and net asset value (“NAV”) through our investments in primarily Structured
Debt or senior secured debt instruments of venture capital-backed and institutional-backed companies across a variety of technology-related industries at attractive yields. We
use the term “Structured Debt” to refer to a debt investment that is structured with an equity, warrant, option, or other right to purchase or convert into common or preferred
stock. We aim to achieve our business objectives by maximizing our portfolio total return through generation of current income from our debt investments and capital
appreciation from our warrant and equity investments.

We, our subsidiaries or our affiliates, may also agree to manage certain other funds that invest in debt, equity or provide other financing or services to companies in a

variety of industries for which we may earn management or other fees for our services. We may also invest in the equity of these funds, along with other third parties, from
which we would seek to earn a return and/or future incentive allocations. Some of these transactions could be material to our business. Consummation of any such transaction
will be subject to completion of due diligence, finalization of key business and financial terms (including price) and negotiation of final definitive documentation as well as a
number of other factors and conditions, which may include, depending on the transaction and without limitation, the approval of our Board of Directors (the "Board"), required
regulatory or third-party consents, and/or the approval of our stockholders. Accordingly, there can be no assurance that any such transaction would be consummated. Any of
these transactions or funds may require

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significant management resources either during the transaction phase or on an ongoing basis depending on the terms of the transaction.

CORPORATE STRUCTURE

We are an internally managed, non-diversified closed-end investment company that has elected to be regulated as a business development company under the

Investment Company Act of 1940 (the “1940 Act”). As a BDC, we are required to comply with certain regulatory requirements. For instance, we generally have to invest at
least 70% of our total assets in “qualifying assets,” including securities of private U.S. companies, cash, cash equivalents, U.S. government securities and high-quality debt
investments that mature in one year or less. As a BDC, we must also maintain a coverage ratio of total assets to total senior securities, which include all of our borrowings
(including accrued interest payable) except for debentures issued by the Small Business Administration (the “SBA”) and any preferred stock we may issue in the future, of at
least 150% subsequent to each borrowing or issuance of senior securities. Certain of our wholly owned subsidiaries are licensed to operate as a small business investment
company (a “SBIC” or “SBICs”) under the authority of the SBA. Through SBIC licensed vehicles we may access capital from the SBA debenture program. See “Regulation”
for additional information related to our capital requirements.

As an internally managed BDC, we do not pay management or advisory fees, but instead incur costs customary for an operating company and are governed through

supervision by the Board. Some of those costs include recruiting and marketing expenses as well as the costs associated with employing management, investment and portfolio
management professionals, and technology, secretarial and other support personnel. In connection with our recruiting, branding and marketing efforts, we may, among other
things, make charitable contributions in amounts we believe to be immaterial and that do not exceed $500 thousand in the aggregate in any year. We believe that many of these
contributions help us raise our profile in the communities and benefit us in attracting and retaining talent and investment opportunities.

Effective January 1, 2006, we elected to be treated for U.S. federal tax purposes as a regulated investment company (“RIC”) under the Internal Revenue Code of 1986,

as amended (“the Code”). As a RIC, we generally will not be subject to U.S. federal income tax on the portion of our investment company taxable income and net capital gain
(i.e., net realized long-term capital gains in excess of net realized short-term capital losses) we distribute (or are deemed to distribute) as dividends for U.S. federal income tax
purposes to stockholders with respect to that taxable year. We will be subject to a 4% non-deductible U.S. federal excise tax on certain undistributed income and gains unless
we make distributions treated as dividends for U.S. federal income tax purposes in a timely manner to our stockholders in respect of each calendar year subject to certain
requirements as defined for RICs. See “Certain United States Federal Income Tax Considerations” for additional information. Additionally, we have established wholly owned
subsidiaries that are not consolidated for U.S. federal tax purposes and may generate income tax expense, or benefit, and tax assets and liabilities as a result of their ownership
of certain portfolio investments.

In 2020, we formed Hercules Capital Management LLC and Hercules Adviser LLC as wholly owned Delaware limited liability subsidiaries. We were granted no-

action relief by the staff of the Securities and Exchange Commission (“SEC”) to allow Hercules Adviser LLC (the “Adviser Subsidiary”) to register as a registered investment
adviser under the Investment Advisers Act of 1940, as amended (the “Advisers Act”). See “— Regulation—No-action and Exemptive Relief Obtained” for additional
information regarding our Adviser Subsidiary. The Adviser Subsidiary provides investment advisory and related services to investment vehicles (“Adviser Funds”) owned by
one or more unrelated third-party investors (“External Parties”). The Adviser Subsidiary is owned by Hercules Capital Management LLC and collectively held and presented
with Hercules Partner Holdings, LLC, which separately wholly owns the general partnership vehicles to each of the Adviser Funds.

CORPORATE HISTORY AND OFFICES

We are a Maryland corporation formed in December 2003 that began investment operations in September 2004. On February 25, 2016, we changed our name from

“Hercules Technology Growth Capital, Inc.” to “Hercules Capital, Inc.” Until February 12, 2024, our principal executive offices are located at 400 Hamilton Avenue, Suite 310,
Palo Alto, California 94301. Effective February 12, 2024, our principal executive offices are located at 1 North B Street, Suite 2000, San Mateo, California 94401. Our
telephone number is (650) 289-3060. We also have offices in Boston, MA, New York, NY, Bethesda, MD, Denver, CO, Westport, CT, Chicago, IL, San Diego, CA, and
London, United Kingdom.

We file with or submit to the SEC our annual, quarterly, current reports, proxy statements and other information meeting the informational requirements of the

Securities Exchange Act of 1934, as amended (“the Exchange Act”). We make available, free of charge, on our website our proxy statement, annual report on Form 10-K,
quarterly reports on Form 10-Q, current reports on Form 8-K and amendments to those reports and other publicly filed information available as soon as reasonably practicable
after we electronically file such material with, or furnish it to the SEC. Our Internet address

AVAILABLE INFORMATION

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where these documents and other information can be found is www.htgc.com. Information contained on our website is not incorporated by reference into this Annual Report,
and you should not consider that information to be part of this Annual Report. Our annual, quarterly, periodic and current reports, proxy statements and other public filings are
also available free of charge on the EDGAR Database on the SEC's Internet website at www.sec.gov.

OUR MARKET OPPORTUNITY

We believe that technology-related companies compete in one of the largest and most rapidly growing sectors of the U.S. economy and that continued growth is

supported by ongoing innovation and performance improvements in technology products as well as the adoption of technology across virtually all industries in response to
competitive pressures. We believe that an attractive market opportunity exists for a specialty finance company focused primarily on investments in Structured Debt, senior debt,
and equity securities in technology-related companies for the following reasons:

•

•

•

technology-related companies have generally been underserved by traditional lending sources;

unfulfilled demand exists for Structured Debt financing to technology-related companies due to the complexity of evaluating risk in these investments; and

Structured Debt products are less dilutive and complement equity financing from venture capital and private equity funds.

Technology-Related Companies are Underserved by Traditional Lenders.

We believe many viable technology-related companies backed by financial sponsors have been unable to obtain sufficient growth financing from traditional lenders,
including financial services companies such as commercial banks and finance companies because traditional lenders have continued to consolidate and have adopted a more
risk-averse approach to lending. More importantly, we believe traditional lenders are typically unable to underwrite the risk associated with these companies effectively.

The unique cash flow characteristics of many technology-related companies typically include significant research and development expenditures and high projected

revenue growth thus often making such companies difficult to evaluate from a credit perspective. In addition, the balance sheets of these companies often include a
disproportionately large amount of intellectual property assets, which can be difficult to value. Finally, the speed of innovation in technology and rapid shifts in consumer
demand and market share add to the difficulty in evaluating technology-related companies.

Due to the difficulties described above, we believe traditional lenders generally refrain from entering the Structured Debt financing marketplace, instead preferring the

risk-reward profile of asset-based lending. Traditional lenders generally do not have flexible product offerings that meet the needs of technology-related companies. The
financing products offered by traditional lenders typically impose on borrowers many restrictive covenants and conditions, including limiting cash outflows and requiring a
significant depository relationship to facilitate rapid liquidation.

Unfulfilled Demand for Structured Debt Financing to Technology-Related Companies.

Private debt capital in the form of Structured Debt financing from specialty finance companies continues to be an important source of funding for technology-related

companies. We believe that the level of demand for Structured Debt financing is a function of the level of annual venture equity investment activity.

We believe that demand for Structured Debt financing is currently underserved. The venture capital market for the technology-related companies in which we invest

has been active. Therefore, to the extent we have capital available, we believe this is an opportune time to be active in the structured lending market for technology-related
companies.

Structured Debt Products Complement Equity Financing from Venture Capital and Private Equity Funds.

We believe that technology-related companies and their financial sponsors will continue to view Structured Debt securities as an attractive source of capital because it

augments the capital provided by venture capital and private equity funds. We believe that our Structured Debt products provide access to growth capital that otherwise may
only be available through incremental investments by existing equity investors. As such, we provide portfolio companies and their financial sponsors with an opportunity to
diversify their capital sources. Generally, we believe many technology-related companies at all stages of development target a portion of their capital to be debt in an attempt to
achieve a higher valuation through internal growth. In addition, because financial sponsor-backed companies have reached a more mature stage prior to reaching a liquidity
event, we believe our investments could provide the debt capital needed to grow or recapitalize during the extended period sometimes required prior to liquidity events.

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Our strategy to achieve our investment objective includes the following key elements:

Leverage the Experience and Industry Relationships of Our Management Team and Investment Professionals.

OUR BUSINESS STRATEGY

We have been investing in venture capital-backed and institutional-backed companies for over 20 years. Our investment professionals are led by individuals with

extensive experience as venture capitalists, commercial lenders, and originators of Structured Debt and equity investments in technology-related companies. In addition, our
team members have originated Structured Debt, senior debt, and equity investments in over 600 technology-related companies, representing approximately $19.0 billion in
commitments from inception to December 31, 2023, and have developed a network of industry contacts with investors and other participants within the venture capital and
private equity communities. Members of our management team also have operational, research and development and finance experience with technology-related companies.
Furthermore, we have established contacts with leading venture capital and private equity fund sponsors, public and private companies, research institutions and other industry
participants, which we believe will enable us to identify and attract well-positioned prospective portfolio companies.

We focus our investing activities generally in industries in which our investment professionals have investment experience. We believe that our focus on financing

technology-related companies will enable us to leverage our expertise in structuring prospective investments, to assess the value of both tangible and intangible assets, to
evaluate the business prospects and operating characteristics of technology-related companies and to identify and originate potentially attractive investments with these types of
companies.

Mitigate Risk of Principal Loss and Build a Portfolio of Warrant and Equity Securities.

We expect that our investments have the potential to produce attractive risk-adjusted returns through current income, in the form of interest and fee income, as well as

capital appreciation from warrant and equity securities. We believe that we can mitigate the risk of loss on our debt investments through the combination of loan principal
amortization after an initial interest only period, cash interest payments, relatively short maturities (typically between 36-48 months), security interests in the assets of our
portfolio companies, and on select investment covenants requiring prospective portfolio companies to have certain amounts of available cash at the time of our investment and
the continued support from a venture capital or private equity firm at the time we make our investment. Although we generally do not engage in significant hedging
transactions, we may engage in hedging transactions in the future utilizing instruments such as forward contracts, currency options and interest rate swaps, caps, collars, and
floors.

Historically our Structured Debt investments to technology-related companies typically include warrants or other equity interests, giving us the potential to realize

equity-like returns on a portion of our investment. In addition, in some cases, we receive the right to make additional equity investments in our portfolio companies, including
the right to convert some portion of our debt into equity, in connection with future equity financing rounds. We believe these equity interests will create the potential for
meaningful long-term capital gains in connection with the future liquidity events of these technology-related companies.

Provide Customized Financing Complementary to Financial Sponsors’ Capital.

We offer a broad range of investment structures and possess expertise and experience to effectively structure and price investments in technology-related companies.

Unlike many of our competitors that only invest in companies that fit a specific set of investment parameters, we have the flexibility to structure our investments to suit the
particular needs of our portfolio companies. We offer customized financing solutions ranging from senior debt, including below-investment grade debt instruments, also known
as “junk bonds”, to equity capital, with a focus on Structured Debt.

We use our relationships in the financial sponsor community to originate investment opportunities. Because venture capital and private equity funds typically invest
solely in the equity securities of their portfolio companies, we believe that our debt investments will be viewed as an attractive and complementary source of capital, both by
the portfolio company and by the portfolio company’s financial sponsor. In addition, we believe that many venture capital and private equity fund sponsors encourage their
portfolio companies to use debt financing for a portion of their capital needs as a means of potentially enhancing equity returns, minimizing equity dilution and increasing
valuations prior to a subsequent equity financing round or a liquidity event.

Invest at Various Stages of Development.

We provide growth capital to technology-related companies at all stages of development, including select publicly listed companies and select special opportunity
lower middle market companies that require additional capital to fund acquisitions, recapitalizations and refinancings and established-stage companies. We believe that this
provides us with a broader range of potential investment opportunities than those available to many of our competitors, who generally focus

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their investments on a particular stage in a company’s development. Because of the flexible structure of our investments and the extensive experience of our investment
professionals, we believe we are well positioned to take advantage of these investment opportunities at all stages of prospective portfolio companies’ development.

Benefit from Our Efficient Organizational Structure.

We believe that the perpetual nature of our corporate structure enables us to be a long-term partner for our portfolio companies in contrast to traditional investment

funds, which typically have a limited life. In addition, because of our access to the equity markets, we believe that we may benefit from a lower cost of capital than that
available to private investment funds. We are not subject to requirements to return invested capital to investors, nor do we have a finite investment horizon. Capital providers
that are subject to such limitations are often required to seek a liquidity event more quickly than they otherwise might, which can result in a lower overall return on an
investment.

OUR INVESTMENTS AND OPERATIONS

We principally invest in debt securities and, to a lesser extent, equity securities, with a particular emphasis on Structured Debt. We generally seek to invest in

companies that have been operating for at least six to twelve months prior to the date of our investment. We anticipate that such entities may, at the time of investment, be
generating revenues or will have a business plan that anticipates generation of revenues within 24 to 48 months. Further, we anticipate that on the date of our investment we
will generally obtain a lien on available assets, which may or may not include intellectual property, and these companies will have sufficient cash on their balance sheet to
operate as well as potentially amortize their debt for at least three to nine months following our investment. We generally require that a prospective portfolio company, in
addition to having sufficient capital to support leverage, demonstrate an operating plan capable of generating cash flows or raising the additional capital necessary to cover its
operating expenses and service its debt, for an additional six to twelve months subject to market conditions.

We expect that our investments will generally range from $25.0 million to $100.0 million, although we may make investments in amounts above or below this range.

We typically structure our debt securities to provide for amortization of principal over the life of the loan, but may include a period of interest-only payments. Our loans will
typically be collateralized by a security interest in the borrower’s assets, although we may not have the first claim on these assets and the assets may not include intellectual
property. Our debt investments carry fixed or variable contractual interest rates which generally ranged from approximately 8% to 18% as of December 31, 2023.
Approximately 95.9% of our loans were at floating rates or floating rates with a floor and 4.1% of the loans were at fixed rates as of December 31, 2023.

In addition to the cash yields received on our loans, our loans generally include one or more of the following: exit fees, balloon payment fees, commitment fees,

success fees, or prepayment fees. In some cases, our loans also include contractual payment-in-kind ("PIK") interest arrangements. The increases in loan balances as a result of
contractual PIK arrangements are included in income for the period in which such PIK interest was accrued, which is often in advance of receiving cash payment, and are
separately identified on our statements of cash flows. We also may be required to include in income for U.S. federal, state, and local tax purposes certain other amounts prior to
receiving the related cash.

Moreover as noted above, our debt investments in venture capital-backed and institutional-backed companies are generally structured with equity enhancement

features. These enhancement features typically are received in the form of warrants or other equity securities that are considered original issue discounts ("OID") to our loans
and are designed to provide us with an opportunity for potential capital appreciation. Warrants received are typically immediately exercisable upon issuance and generally will
remain exercisable for the lesser of five to ten years or three to five years after completion of an initial public offering (“IPO”). The exercise prices for the warrants varies from
nominal exercise prices to exercise prices that are at or above the current fair market value of the equity for which we receive warrants. We may structure warrants to provide
minority rights provisions or, on a very select basis, put rights upon the occurrence of certain events. We generally target a total annualized return (including interest, fees and
value of warrants) of 10% to 20% for our debt investments.

Typically, our debt and equity investments take one of the following forms:

•

Structured Debt: We seek to invest a majority of our assets in debt structured with warrants, equity, options, or other rights to purchase or convert into common or preferred
stock of prospective portfolio companies. Our investments in Structured Debt may be the only debt capital on the balance sheet of our portfolio companies, and in many
cases, we have a first priority security interest in all of our portfolio company’s assets, or in certain investments we may have a negative pledge on intellectual property.
Our Structured Debt typically has a maturity of between two and five years, and it may provide for full amortization after an interest only period. Our Structured Debt with
warrants carries an interest rate referenced to Prime, SOFR, BSBY, or a similar benchmark rate plus a spread with a floor and may include an additional exit fee payment or
contractual PIK interest arrangements. Additionally, our Structured Debt financings

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may include restrictive affirmative and negative covenants, default penalties, prepayment penalties, lien protection, equity calls, change-in-control provisions or board
observation rights.

•

•

Senior Debt: We seek to invest a limited portion of our assets in senior debt. Senior debt may be collateralized by accounts receivable and/or inventory financing of
prospective portfolio companies. Senior debt has a senior position with respect to a borrower’s scheduled interest and principal payments and holds a first priority security
interest in the assets pledged as collateral. Senior debt also may impose covenants on a borrower with regard to cash flows and changes in capital structure, among other
items. We generally collateralize our investments by obtaining security interests in our portfolio companies’ assets, which may include their intellectual property. In other
cases, we may obtain a negative pledge covering a company’s intellectual property. Our senior loans, in certain instances, may be tied to the financing of specific assets. In
connection with a senior debt investment, we may also provide the borrower with a working capital line-of-credit that will carry an interest rate generally referenced to
Prime, SOFR, BSBY, or a similar benchmark rate plus a spread with a floor, generally maturing in three to five years, and typically secured by accounts receivable and/or
inventory. We also provide “unitranche” loans, which are loans that combine both senior and mezzanine debt, generally in a first lien position with security interest in all
the assets of the portfolio company. The loans can either be “first out” or “last out”, whereby the “last-out” loans will be subordinated to the “first-out” portion of the
unitranche loan in a liquidation, sale or other disposition.

Equity Securities: The equity securities we hold consist primarily of warrants or other equity interests generally obtained in connection with our Structured Debt
investments. In addition to the warrants received as a part of a Structured Debt financing, we typically receive the right to make equity investments in a portfolio company
in connection with that company’s next round of equity financing. We may also hold certain debt investments that have the right to convert a portion of the debt investment
into equity. These rights will provide us with the opportunity to further enhance our returns over time through opportunistic equity investments in our portfolio companies.
These equity investments are typically in the form of preferred or common equity and may be structured with a dividend yield, providing us with a current return, and with
customary anti-dilution protection and preemptive rights. We may achieve liquidity through a merger or acquisition of a portfolio company, a public offering of a portfolio
company’s stock or by exercising our right, if any, to require a portfolio company to buy back the equity securities we hold. We may also make stand-alone direct equity
investments into portfolio companies in which we may not have any debt investment in the company. As of December 31, 2023, we held warrant and equity securities in
160 portfolio companies.

In addition to the characteristics described above, the table below compares the typical features of our investments.

Typical Structure

Term debt with warrants

Term or revolving debt

Warrants, preferred stock, or common
stock

Structured Debt

Senior Debt

Equity Securities

Investment Horizon

Long-term: 2 to 5 years; Average of
3.5 years

Covenants

Less restrictive; mostly financial

Generally under 4 years

3 to 7 years

Generally borrowing base and
financial

None

Investment Criteria

We have identified several criteria, among others, that we believe are important in achieving our investment objective with respect to prospective portfolio companies.

These criteria, while not inclusive, provide general guidelines for our investment decisions.

Portfolio Composition - While we generally focus our investments in venture capital-backed and institutional-backed companies in a variety of technology-related
industries, we seek to invest across various financial sponsors as well as across various stages of companies’ development and various technology industry sub-sectors and
geographies. As of December 31, 2023, approximately 78.5% of the fair value of our portfolio was composed of investments in three industries: 38.7% was composed of
investments in the "Drug Discovery & Development" industry, 23.6% was composed of investments in the "Software" industry, and 16.2% was composed of investments in the
"Consumer & Business Services" industry.

Continuing Support from One or More Financial Sponsors - We generally invest in companies in which one or more established financial sponsors have previously

invested and continue to make a contribution to the management of the business. We believe that having established financial sponsors with meaningful commitments to the
business is a key characteristic of a prospective portfolio company. In addition, we look for representatives of one or more financial sponsors to maintain seats on the board of
directors of a prospective portfolio company as an indication of such commitment.

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Company Stage of Development - While we invest in companies at various stages of development, we generally require that prospective portfolio companies be
beyond the seed stage of development and generally have received or anticipate having commitments for their first institutional round of equity financing for early-stage
companies. We expect a prospective portfolio company to demonstrate progress in its product development or demonstrate a path towards revenue generation or increase its
revenues and operating cash flow over time. The anticipated growth rate of a prospective portfolio company is a key factor in determining the value that we ascribe to any
warrants or other equity securities that we may acquire in connection with an investment in debt securities.

Operating Plan - We generally require that a prospective portfolio company, in addition to having potential access to capital to support leverage, demonstrate an
operating plan capable of generating cash flows or the ability to potentially raise the additional capital necessary to cover its operating expenses and service its debt for a
specific period. Specifically, we require that a prospective portfolio company demonstrate at the time of our proposed investment that in addition to having sufficient capital to
support leverage, it has an operating plan capable of generating cash flows or raising the additional capital necessary to cover its operating expenses and service its debt for an
additional six to twelve months subject to market conditions.

Security Interest - In many instances we seek a first priority security interest in all of the portfolio company’s tangible and intangible assets as collateral for our debt

investment, subject in some cases to permitted exceptions. In other cases, we may obtain a negative pledge prohibiting a company from pledging or otherwise encumbering
their intellectual property. Although we do not intend to operate as an asset-based lender, the estimated liquidation value of the assets, if any, collateralizing the debt securities
that we hold is an important factor in our credit analysis and subject to assumptions that may change over the life of the investment especially when attempting to estimate the
value of intellectual property. We generally evaluate both tangible assets, such as accounts receivable, inventory and equipment, and intangible assets, such as intellectual
property, customer lists, networks and databases.

Covenants - Our investments may include one or more of the following covenants: cross-default; material adverse change provisions; requirements that the portfolio

company provide periodic financial reports and operating metrics; and limitations on the portfolio company’s ability to incur additional debt, sell assets, dividend recapture,
engage in transactions with affiliates and consummate an extraordinary transaction, such as a merger or recapitalization without our consent. In addition, we may require other
performance or financial based covenants, as we deem appropriate.

Exit Strategy - Prior to making a debt investment that is accompanied by a warrant or other equity security in a prospective portfolio company, we analyze the
potential for that company to increase the liquidity of its equity through a future event that would enable us to realize appreciation in the value of our equity interest. Liquidity
events may include an IPO, a private sale of our equity interest to a third party, a merger or an acquisition of the company or a purchase of our equity position by the company
or one of its stockholders.

Investment Process

We have organized our management team around the four key elements of our investment process:

•

•

•

•

Origination;

Underwriting;

Documentation; and

Loan and Compliance Administration.

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Our investment process is summarized in the following chart:

Origination

The origination process for our investments includes sourcing, screening, preliminary due diligence and deal structuring and negotiation, all leading to an executed

non-binding term sheet. As of December 31, 2023, our investment origination team, which consists of more than 50 investment professionals, is headed by our Chief
Investment Officer and Chief Executive Officer. The origination team is responsible for sourcing potential investment opportunities and members of the investment origination
team use their extensive relationships with various leading financial sponsors, management contacts within technology-related companies, trade sources, technology
conferences and various publications to source prospective portfolio companies. Our investment origination team is divided into life sciences, technology, SaaS finance,
sustainable and renewable technology, and special situation sub-teams to better source potential portfolio companies.

In addition, we have developed a comprehensive proprietary database to track various aspects of our investment process including sourcing, originations, transaction
monitoring and post-investment performance. Our proprietary database allows our origination team to maintain, cultivate and grow our industry relationships while providing
our origination team with comprehensive details on companies in the technology-related industries and their financial sponsors.

If a prospective portfolio company generally meets certain underwriting criteria, we perform preliminary due diligence, which may include high level company and
technology assessments, evaluation of its financial sponsors’ support, market analysis, competitive analysis, identifying key management, risk analysis and transaction size,
pricing, return analysis and structure analysis. If the preliminary due diligence is satisfactory, and the origination team recommends moving forward, we then structure,
negotiate and execute a non-binding term sheet with the potential portfolio company. Upon execution of a term sheet, the investment opportunity moves to the underwriting
process to complete formal due diligence review and approval.

Underwriting

The underwriting review includes formal due diligence and approval of the proposed investment in the portfolio company.

Due Diligence - Our due diligence on a prospective investment is typically completed by two or more investment professionals whom we define as the underwriting
team. The underwriting team for a proposed investment consists of the deal sponsor who typically possesses general industry knowledge and is responsible for originating and
managing the transaction, other investment professionals who perform due diligence, credit and corporate financial analyses and our legal professionals, as needed. To ensure
consistent underwriting, we generally use our standardized due diligence methodologies, which include due diligence on financial performance and credit risk as well as an
analysis of the operations and the legal and applicable regulatory framework of a prospective portfolio company. The members of the underwriting team work together to
conduct due diligence and understand the relationships among the prospective portfolio company’s business plan, operations and financial performance.

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As part of our evaluation of a proposed investment, the underwriting team prepares an investment memorandum for presentation to the investment committee. In

preparing the investment memorandum, the underwriting team typically interviews select key management of the company and select financial sponsors and assembles
information necessary to the investment decision. If and when appropriate, the investment professionals may also contact industry experts and customers, vendors or, in some
cases, competitors of the company. The underwriting team collaborates with the credit and legal teams to ensure the final credit underwriting deal structure meets our standards.
In addition to the aforementioned members of the investment team, each deal is also assigned to a member of the credit team. The credit team is responsible for making sure
that all material risks in the transaction are identified and mitigated to the extent possible in the investment memorandum and that the legal documentation properly reflects the
transaction as approved by the investment committee.

Approval Process - The sponsoring managing director or principal presents the investment memorandum to our investment committee for consideration. Each
investment requires the approval of at least 80% of the investment committee members who are present and eligible to vote on the matter. The investment committee members
include our Chief Executive Officer and Chief Investment Officer, Chief Financial Officer, Chief Credit Officer, and certain other senior investment professionals. The
investment committee meets on an as-needed basis.

Documentation

Our legal department administers the documentation process for our investments. This department is responsible for documenting the transactions approved by our

investment committee with a prospective portfolio company. This department negotiates loan documentation and, subject to appropriate approvals, final documents are
prepared for execution by all parties. The legal department generally uses the services of external law firms to complete the necessary documentation.

Loan and Compliance Administration

Our investment committee, supported by our investment team, credit team, and finance department, administers loans and tracks covenant compliance, if applicable, of

our investments and oversees periodic reviews of our critical functions to ensure adherence with our internal policies and procedures. After the funding of a loan in accordance
with the investment committee’s approval, the loan is recorded in our loan administration software and our proprietary database. The investment team, credit team, and finance
department are responsible for ensuring timely interest and principal payments and collateral management as well as advising the investment committee on the financial
performance and trends of each portfolio company, including any covenant violations that occur, to aid us in assessing the appropriate course of action for each portfolio
company and evaluating overall portfolio quality. In addition, the investment team and credit team advise the investment committee and the Audit Committee of our Board,
accordingly, regarding the credit and investment grading for each portfolio company as well as changes in the value of collateral that may occur.

The investment team and credit team monitor our portfolio companies in order to determine whether the companies are meeting our financing criteria and their
respective business plans and also monitors the financial trends of each portfolio company from its monthly or quarterly financial statements to assess the appropriate course of
action for each company and to evaluate overall portfolio quality. In addition, our management team closely monitors the status and performance of each individual company
through our proprietary database and periodic contact with our portfolio companies’ management teams and their respective financial sponsors.

Credit and Investment Grading System. Our investment and credit teams use an investment grading system to characterize and monitor our outstanding loans. They

monitor and when appropriate, recommend changes to investment grading. Our investment committee reviews and approves the recommendations and/or changes to the
investment grading. These approved investment gradings are provided on a quarterly basis to the Audit Committee and our Board, along with valuations for our investments
which are submitted for approval.

From time to time, we will identify investments that require closer monitoring or become workout assets. We develop a workout strategy for workout assets and our

investment committee monitors the progress against the strategy. We may incur losses from our investing activities; however, we work with our troubled portfolio companies to
recover as much of our investments as is practicable, including possibly taking control of the portfolio company. There can be no assurance that principal will be recovered.

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We use the following investment grading system approved by our Board:

Grade 1

Grade 2

Grade 3

Grade 4

Grade 5

Loans involve the least amount of risk in our portfolio. The borrower is performing above expectations, and the trends and risk profile is
generally favorable.

The borrower is performing as expected and the risk profile is neutral to favorable. All new loans are initially graded 2.

The borrower may be performing below expectations, and the loan’s risk has increased materially since origination. We typically increase
procedures to monitor a borrower when it is determined that credit risk has increased meaningfully since origination, such as, when the
borrower is approaching a low liquidity point and an expected capital raise event is not imminent, when an expected milestone has slipped
or failed, when performance or new business is materially below our plan, or if the estimated fair value of the enterprise is materially
lower than it was when the loan was originated.

The borrower is performing materially below expectations, and the loan risk has substantially increased since origination with the
prospect of raising additional capital significantly in question. Loans graded 4 may experience some partial loss or full return of principal
but are expected to realize some loss of interest which is not anticipated to be repaid in full, which, to the extent not already reflected,
may require the fair value of the loan to be reduced to the amount we anticipate will be recovered. Grade 4 investments are closely
monitored.

The borrower is in workout, materially performing below expectations and a significant risk of principal loss is probable. Loans graded 5
will experience some partial principal loss or full loss of remaining principal outstanding is expected. Grade 5 loans will require the fair
value of the loans be reduced to the amount, if any, we anticipate will be recovered.

As of December 31, 2023, our investment portfolio had a weighted average investment grading of 2.24.

Managerial Assistance

As a BDC, we are generally required to offer and provide, upon request, significant managerial assistance to our portfolio companies. This assistance could involve

monitoring the operations of our portfolio companies, participating in board and management meetings, consulting with and advising officers of portfolio companies and
providing other organizational and financial guidance, among other things. We may, from time to time, receive fees for these services. In the event that such fees are received,
they are incorporated into our operating income and are passed through to our stockholders, given the nature of our structure as an internally managed BDC. See “—Regulation
—Significant Managerial Assistance” for additional information.

COMPETITION

Our primary competitors provide financing to prospective portfolio companies and include non-bank financial institutions, federally or state-chartered banks, venture

debt funds, financial institutions, venture capital funds, private equity funds, investment funds and investment banks. Many of these entities have greater financial and
managerial resources than we have, and the 1940 Act imposes certain regulatory restrictions on us as a BDC to which many of our competitors are not subject. However, we
believe that few of our competitors possess the expertise to properly structure and price debt investments to venture capital-backed and institutional capital-backed companies
in technology-related industries. We believe that our specialization in financing technology-related companies will enable us to determine a range of potential values of
intellectual property assets, evaluate the business prospects and operating characteristics of prospective portfolio companies and, as a result, identify investment opportunities
that produce attractive risk-adjusted returns. For additional information concerning the competitive risks we face, see “Item 1A. Risk Factors—Risks Related to our Business
Structure—We operate in a highly competitive market for investment opportunities”.

HUMAN CAPITAL DISCLOSURES

As an internally managed BDC, we believe that one of the strengths and principal reasons for the long-term success of our company is the quality and dedication of

our people. As of December 31, 2023, our team comprises over 100 professionals across our 9 offices globally. Our investment team is comprised of more than 50 employees,
and is led by professionals with extensive experience in venture capital, structured finance, origination of debt and equity investments, commercial lending and acquisition
finance with technology and biomedical companies. The investment team is supported by treasury, finance, operations, risk management, administrative support, IT and human
resources professionals. We leverage the experience and relationships of our management team to successfully identify attractive investment opportunities, underwrite
prospective portfolio companies and structure customized financing solutions. Our investment team leverages established contacts with leading venture capital and private
equity fund sponsors, public and

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private companies, research institutions and other industry participants, to identify and source our investments. We believe that leveraging the relationships that our investment
teams have established will enable us to continue to identify and attract well-positioned prospective portfolio companies.

Talent Acquisition and Retention

We are committed to attracting, developing, and retaining the right blend of talent to support our business. Our recruiting process is strategic and purposeful to ensure

our business and culture continue to thrive. We may contract with employment agencies with whom we have developed relationships and who have learned our culture to assist
with our recruitment efforts. From time to time, we may also contract with independent contractors on a temporary basis. We also sponsor an internship program that invites
quality college students from a diverse pool of applicants to learn our business and contribute to our work for a period of approximately six months. Students who intern in our
investment teams are provided visibility into the full investment process from due diligence to closing to ongoing portfolio management activities, and the internship may lead
to permanent roles.

Retention of our personnel is important to the management of our business and believe that compensation and benefits and opportunities for professional development

are a key driver of retention. We offer a competitive, compensation and benefits structure that we believe attracts current and prospective professionals relative to their local
markets and industry. Our compensation strategy includes, for certain professionals, equity incentive plans. Such plans are structured to further align the interests of our
professionals with those of our stockholders, and to cultivate a strong sense of ownership and commitment to our Company. To foster professional development, we provide
training opportunities for our employees to continue to build their skills and increase their effectiveness as members of our team. Such opportunities include a variety of
external and internal classes and training sessions as well as hands-on learning and one-on-one mentorship. Through our goal setting and performance review process,
employees are annually evaluated by managers and senior management to ensure employees continue to develop and advance as expected. As we hire and develop individuals,
we also plan for succession. We have succession plans in place for each of our named executive officers.

Our Culture

We are committed to fostering a workplace conducive to the open communication of any concerns regarding unethical, fraudulent or illegal activities. We seek to

promote a safe environment that is free of harassment or bullying. We do not tolerate discrimination or harassment of any kind, including, but not limited to, sexual, gender
identity, race, religion, ethnicity, age, or disability, among others. We seek feedback from employees on matters related to their employment or our operations including its
financial statement disclosures, accounting, internal accounting controls or auditing matters. Under our Whistleblower Policy, each director, officer, regular full-time, part-time
and temporary employee of the Company has the ability to confidentially report any: questionable or improper accounting, internal controls, auditing matters, disclosure, or
fraudulent business practices or other illegal or unethical behavior. We seek to protect the confidentiality of those making reports of possible misconduct and our Whistleblower
Policy prohibits retaliation against those who report activities believed in good faith to be a violation of any law, rule, regulation or internal policy.

Our Code of Business Conduct and Ethics establishes applicable policies, guidelines, and procedures that promote ethical practices and conduct by the Company and
all its employees, officers, and directors. Upon joining and annually, all employees receive compliance training. Our Whistleblower Policy and Code of Business Conduct and
Ethics Policy can be found on our website at investor.htgc.com/corporate-governance/governance-documents. Information contained on our website is not incorporated by
reference and into this Annual Report, and you should not consider that information to be part of this Annual Report.

Diversity, Equity, and Inclusion

At Hercules, we feel strongly that building a diverse and inclusive team is an important priority. We aim to attract, motivate, and retain a diverse group of individuals

and to create an inclusive community where all individuals are welcomed, valued, respected, and heard. We are proud that our workforce consists of diverse professionals
including approximately 60% that are women or people of diverse ethnic backgrounds. Over 50% of our senior leaders, which includes our managing directors on the
investment team and senior executives are women or people of diverse ethnic backgrounds. We strive to continue to create a welcoming and inclusive work environment for our
employees.

Philanthropy

Hercules encourages and supports our employees to be active participants in our local communities. As a Company, we support local non-profit organizations by
hosting annual fundraising, food, supply, and toy drives. In addition to our Company sponsored philanthropic initiatives, we also provide employees with paid days off to
volunteer at organizations of their choice. Hercules supports a variety of non-profit organizations through corporate sponsorship and

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donations. In addition, we support our employees and the causes that are most important to them through our Charitable Donation Matching program, in which we match
donations our employees make to qualified 501(c)(3) non-profits (subject to maximum limits per employee).

For more information on our approach to social, governance, and environmental topics, please refer to our Environmental, Social and Governance Policy (“ESG

Policy”), which can be found on our website at investor.htgc.com/esg. Information contained on our website is not incorporated by reference and into this Annual Report, and
you should not consider that information to be part of this Annual Report.

REGULATION

We have elected to be regulated as a BDC under the 1940 Act. The following discussion is a general summary of the material prohibitions and descriptions governing

BDCs. It does not purport to be a complete description of all of the laws and regulations affecting BDCs.

Regulation as a Business Development Company

A BDC primarily focuses on investing in or lending to private companies and making significant managerial assistance available to them, while providing its

stockholders with the ability to retain the liquidity of a publicly traded stock. The 1940 Act contains prohibitions and restrictions relating to transactions between BDCs and
their directors and officers and principal underwriters and certain other related persons and requires that a majority of the directors be persons other than “interested persons,” as
that term is defined in the 1940 Act. In addition, the 1940 Act provides that we may not change the nature of our business so as to cease to be, or to withdraw our election as, a
BDC unless approved by a majority of our outstanding voting securities as defined in the 1940 Act. A majority of the outstanding voting securities of a company is defined
under the 1940 Act as the lesser of: (i) 67% or more of such company’s shares present at a meeting if more than 50% of the outstanding shares of such company are present or
represented by proxy, or (ii) more than 50% of the outstanding shares of such company.

Qualifying Assets

Under the 1940 Act, a BDC may not acquire any asset other than assets of the type listed in Section 55(a) of the 1940 Act, which are referred to as qualifying assets,
unless, at the time the acquisition is made, qualifying assets represent at least 70% of the company’s total assets. The principal categories of qualifying assets relevant to our
business are the following:

(1)

Securities purchased in transactions not involving any public offering from the issuer of such securities, which issuer (subject to certain limited exceptions) is an eligible
portfolio company, or from any person who is, or has been during the preceding 13 months, an affiliated person of an eligible portfolio company, or from any other
person, subject to such rules as may be prescribed by the SEC. An eligible portfolio company is defined in the 1940 Act as any issuer which:

(a)

(b)

(c)

is organized under the laws of, and has its principal place of business in, the United States;

is not an investment company (other than a SBIC wholly owned by the BDC) or a company that would be an investment company but for certain
exclusions under the 1940 Act; and

does not have any class of securities listed on a national securities exchange; or if it has securities listed on a national securities exchange such company has
a market capitalization of less than $250 million; is controlled by the BDC and has an affiliate of a BDC on its Board; or meets such other criteria as may
be established by the SEC.

Securities of any portfolio company which we control, as defined by the 1940 Act.

Securities purchased in a private transaction from a U.S. issuer that is not an investment company or from an affiliated person of the issuer, or in transactions incident
thereto, if the issuer is in bankruptcy and subject to reorganization or if the issuer, immediately prior to the purchase of its securities was unable to meet its obligations as
they came due without material assistance other than conventional lending or financing arrangements.

Securities of an eligible portfolio company purchased from any person in a private transaction if there is no ready market for such securities and we already own 60% of
the outstanding equity of the eligible portfolio company.

Securities received in exchange for or distributed on or with respect to securities described in (1) through (4) above, or pursuant to the exercise of warrants or rights
relating to such securities.

(2)

(3)

(4)

(5)

(6)

Cash, cash equivalents, U.S. Government securities or high-quality debt securities maturing in one year or less from the time of investment.

We do not intend to acquire securities issued by any investment company, including other BDCs, that exceed the limits imposed by the 1940 Act. Under these limits,

we generally cannot acquire more than 3% of the voting stock of any

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investment company (as defined in the 1940 Act), invest more than 5% of the value of our total assets in the securities of one such investment company or invest more than
10% of the value of our total assets in the securities of such other investment companies in the aggregate. SEC rules permit us to exceed these limits, subject to certain
conditions. With regard to that portion of our portfolio invested in securities issued by investment companies, it should be noted that such investments might subject our
stockholders to additional expenses.

Significant Managerial Assistance

BDCs generally must offer to make available to the issuer of the securities significant managerial assistance, except in circumstances where either (i) the BDC controls
such issuer of securities or (ii) the BDC purchases such securities in conjunction with one or more other persons acting together and one of the other persons in the group makes
available such managerial assistance. Making available significant managerial assistance means, among other things, any arrangement whereby the BDC, through its directors,
officers or employees, offers to provide and, if accepted, does so provide, significant guidance and counsel concerning the management, operations or business objectives and
policies of a portfolio company through monitoring of portfolio company operations, selective participation in board and management meetings, consulting with and advising a
portfolio company’s officers or other organizational or financial guidance.

Temporary Investments

Pending investment in other types of qualifying assets, as described above, our investments may consist of cash, cash equivalents, U.S. government securities or high-

quality debt securities maturing in one year or less from the time of investment, which we refer to, collectively, as temporary investments, so that 70% of our assets are
qualifying assets. We may invest in U.S. Treasury bills or in repurchase agreements, provided that such agreements are fully collateralized by cash or securities issued by the
U.S. government or its agencies. A repurchase agreement involves the purchase by an investor, such as us, of a specified security and the simultaneous agreement by the seller
to repurchase it at an agreed upon future date and at a price which is greater than the purchase price by an amount that reflects an agreed-upon interest rate. There is no
percentage restriction on the proportion of our assets that may be invested in such repurchase agreements. However, if more than 25% of our total assets constitute repurchase
agreements from a single counterparty, we generally would not meet the diversification tests imposed on us by the Code in order to qualify as a RIC for U.S. federal tax
purposes. Thus, we do not intend to enter into repurchase agreements with a single counterparty in excess of this limit. We will monitor the creditworthiness of the
counterparties with which we enter into repurchase agreement transactions.

Warrants, Options, and Restricted Stock

Under the 1940 Act, a BDC is subject to restrictions on the amount of warrants, options, restricted stock or rights to purchase shares of capital stock that it may have

outstanding at any time. In particular, the amount of capital stock that would result from the conversion or exercise of all outstanding warrants, options or other rights to
purchase or convert into capital stock cannot exceed 25% of the BDC’s total outstanding shares of capital stock. This amount is reduced to 20% of the BDC’s total outstanding
shares of capital stock if the amount of warrants, options or rights issued pursuant to an executive compensation plan would exceed 15% of the BDC’s total outstanding shares
of capital stock. We have received exemptive relief from the SEC permitting us to issue stock options and restricted stock to our employees and directors subject to the above
conditions, among others. For a discussion regarding the conditions of this exemptive relief, see “—No-action and Exemptive Relief Obtained” below and "Note 8 - Equity
Incentive Plans" to our consolidated financial statements.

Reduced Asset Coverage Requirements

In accordance with the Small Business Credit Availability Act ("SBCAA"), our Board and stockholders approved the reduction of our minimum asset coverage ratio

applicable under Section 61(a)(2) of the 1940 Act on September 4, 2018 and December 6, 2018, respectively. As a result, effective December 7, 2018, the minimum asset
coverage ratio under the 1940 Act applicable to us decreased from 200% to 150%, permitting us to incur additional leverage.

Senior Securities; Coverage Ratio

We will be permitted, under specified conditions, to issue multiple classes of indebtedness and one class of stock senior to our common stock if our asset coverage, as

defined in the 1940 Act, is at least equal to 150% immediately after each such issuance. In addition, we may not be permitted to declare any cash dividend distribution on our
outstanding common shares, or purchase any such shares, unless, at the time of such declaration or purchase, we have asset coverage of at least 150% after deducting the
amount of such distribution or purchase price. On April 5, 2007, we received approval from the SEC on our request for exemptive relief that permits us to exclude the
indebtedness of our wholly owned subsidiaries that are SBICs from the 150% asset coverage requirement applicable to us. We may also borrow amounts up to 5% of the value
of our total assets for temporary or emergency purposes. For a discussion of the risks associated with the

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resulting leverage, see “Item 1A. Risk Factors—Risks Related To Leverage—Because we borrow money, the potential for gain or loss on amounts invested in us is magnified
and may increase the risk of investing in us.”

Capital Structure

Subject to limited exceptions, we are not generally able to issue and sell our common stock at a price per share below NAV. We may, however, sell our common stock,

or warrants, options or other rights to acquire such common stock, at a price below the current NAV if our Board determines that such sale is in the best interests of our
stockholders and if stockholders, including a majority of those stockholders that are not affiliated with us, approve of such sale.

In any such case, the price at which our securities are to be issued and sold may not be less than a price that, in the determination of the Board, closely approximates

the market value of such securities (less any distribution commission or discount). Our stockholders have authorized us to issue common stock at a price below the then-current
NAV per share, subject to certain conditions including Board approval, for a twelve-month period expiring on July 20, 2024. We cannot predict whether we will make any such
sales.

Other 1940 Act Regulations

As a closed-end investment company that has elected to be regulated as a BDC under the 1940 Act, we are periodically examined by, and required to submit

information to, the SEC for compliance with the Exchange Act and the 1940 Act. We are also prohibited under the 1940 Act from knowingly participating in certain
transactions with our affiliates without the prior approval of our Board who are not interested persons and, in some cases, prior approval by the SEC. We are required by the
1940 Act to provide and maintain a bond issued by a reputable fidelity insurance company to protect us against larceny and embezzlement. Furthermore, as a BDC, we are
prohibited from protecting any director or officer against any liability to our stockholders arising from willful misfeasance, bad faith, gross negligence or reckless disregard of
the duties involved in the conduct of such person’s office. We are also required to adopt and implement written policies and procedures reasonably designed to prevent violation
of the federal securities laws, review these policies and procedures annually for their adequacy and the effectiveness of their implementation. Our Chief Compliance Officer is
responsible for administering these policies and procedures.

Code of Ethics

We have adopted and will maintain a code of ethics that establishes procedures for personal investments and restricts certain personal securities transactions. Personnel

subject to the code may invest in securities for their personal investment accounts, including securities that may be purchased or held by us, so long as such investments are
made in accordance with the code’s requirements. We may be prohibited under the 1940 Act from conducting certain transactions with our affiliates without the prior approval
of our directors who are not interested persons and, in some cases, the prior approval of the SEC.

Our current code of ethics is posted on our website at investor.htgc.com/corporate-governance/governance-documents. Information contained on our website is not

incorporated by reference and into this Annual Report, and you should not consider that information to be part of this Annual Report. In addition, the code of ethics is available
on the EDGAR Database on the SEC’s Internet site at http://www.sec.gov. You may also obtain copies of the code of ethics, after paying a duplicating fee, by electronic request
at the following e-mail address: publicinfo@sec.gov.

Privacy Principles

We are committed to maintaining the privacy of our stockholders and safeguarding their non-public personal information. The following information is provided to

help you understand what personal information we collect, how we protect that information and why, in certain cases, we may share information with select other parties.

Generally, we do not receive any non-public personal information relating to our stockholders, although certain non-public personal information of our stockholders

may become available to us. We do not disclose any non-public personal information about our stockholders or former stockholders, except as permitted by law or as is
necessary in order to service stockholder accounts (for example, to a transfer agent).

We restrict access to non-public personal information about our stockholders to our employees with a legitimate business need for the information. We maintain

physical, electronic and procedural safeguards designed to protect the non-public personal information of our stockholders.

Indemnification Agreements

We have entered into indemnification agreements with our directors and executive officers. The indemnification agreements are intended to provide our directors and

executive officers the maximum indemnification permitted under Maryland law and the 1940 Act. Each indemnification agreement provides that we shall indemnify the
director or executive

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officer who is a party to the agreement, or an “Indemnitee,” including the advancement of legal expenses, if, by reason of his or her corporate status, the Indemnitee is, or is
threatened to be, made a party to or a witness in any threatened, pending, or completed proceeding, to the maximum extent permitted by Maryland law and the 1940 Act. We
and our executives and directors are covered by Directors and Officers Insurance, with the directors and officers being indemnified by us to the maximum extent permitted by
Maryland law subject to the restrictions in the 1940 Act.

Proxy Voting Policies and Procedures

We vote proxies relating to our portfolio securities in the best interest of our stockholders. Our proxy voting decisions are made by members of the Company's
investment team, who review on a case-by-case basis each proposal submitted to a stockholder vote to determine its impact on the portfolio securities held by us. Although we
generally vote against proposals that may have a negative impact on our portfolio securities, we may vote for such a proposal if there exists compelling long-term reasons to do
so. We generally do not believe it is necessary to engage the services of an independent third party to assist in issue analysis and vote recommendation for proxy proposals.

To ensure that our vote is not the product of a conflict of interest, we require that: (i) anyone involved in the decision making process disclose to our Chief Compliance

Officer any potential conflict that he or she is aware of and any contact that he or she has had with any interested party regarding a proxy vote; and (ii) employees involved in
the decision making process or vote administration are prohibited from revealing how we intend to vote on a proposal in order to reduce any attempted influence from
interested parties.

Small Business Administration Regulations

We make investments in qualifying small businesses through wholly owned SBIC subsidiaries. SBICs are designed to stimulate the flow of private equity capital to
eligible small businesses. Under present SBA regulations, eligible small businesses include those businesses that are below small business size standards as published by the
North American Industry Classification System (“NASIC”) and adopted by the SBA or any eligible business that has a tangible net worth not exceeding $19.5 million and have
average annual fully taxed net income not exceeding $6.5 million for the two most recent fiscal years. In addition, SBICs must devote 25.0% of its investment activity to
“smaller” enterprises as defined by the SBA. A smaller enterprise is one that meets the NASIC size standard for its industry or has a tangible net worth not exceeding $6.0
million and has average annual fully taxed net income not exceeding $2.0 million for the two most recent fiscal years. According to SBA regulations, SBICs may make long-
term loans to small businesses, invest in the equity securities of such businesses and provide them with consulting and advisory services.

Each SBIC subsidiary is subject to regulation and oversight by the SBA, including requirements with respect to maintaining certain minimum financial ratios and other
covenants. As part of the SBA's oversight, each SBIC is periodically examined and audited by the SBA’s staff to determine their compliance with SBA regulations. If any of our
SBICs fails to comply with applicable SBA regulations, the SBA could, depending on the severity of the violation, limit or prohibit our SBICs' use of debentures, declare
outstanding debentures immediately due and payable, and/or limit our SBICs from making new investments. In addition, our SBICs may also be limited in their ability to make
distributions to us if they do not have sufficient capital in accordance with SBA regulations. Such actions by the SBA would, in turn, negatively impact us because our SBICs
are wholly owned subsidiaries. Further, the SBA restricts the ability of SBICs to repurchase their capital stock. SBA regulations also include restrictions on a “change of
control” or transfer of an SBIC and require that SBICs invest idle funds in accordance with SBA regulations. As of December 31, 2023, as a result of having sufficient capital as
defined under the SBA regulations, our SBICs were in compliance with the terms of the SBA’s leverage requirements.

The receipt of an SBIC license does not assure that a SBIC will receive SBA guaranteed debenture funding, which is dependent upon our SBICs continuing to be in

compliance with SBA regulations and policies. The SBA, as a creditor, will have a superior claim to our SBICs’ assets over our stockholders in the event we liquidate our
SBICs or the SBA exercises its remedies under the SBA-guaranteed debentures issued by our SBICs upon an event of default.

Compliance with the Securities Exchange Act of 1934 and Sarbanes-Oxley Act

We are subject to the reporting and disclosure requirements of the Exchange Act, including the filing of quarterly, annual and current reports, proxy statements and

other required items. In addition, we are subject to the Sarbanes-Oxley Act of 2002, which imposes a wide variety of regulatory requirements on publicly-held companies and
their insiders. For example:

•

•

pursuant to Rule 13a-14 of the Exchange Act, our Chief Executive Officer and Chief Financial Officer are required to certify the accuracy of the consolidated financial
statements contained in our periodic reports;
pursuant to Item 307 of Regulation S-K, our periodic reports are required to disclose our conclusions about the effectiveness of our disclosure controls and procedures;

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•

•

pursuant to Rule 13a-15 of the Exchange Act, our management is required to prepare a report regarding its assessment of our internal control over financial reporting,
which must be audited by our independent registered public accounting firm;
pursuant to Item 308 of Regulation S-K and Rule 13a-15 of the Exchange Act, our periodic reports must disclose whether there were significant changes in our internal
control over financial reporting or in other factors that could significantly affect these controls subsequent to the date of their evaluation, including any corrective
actions with regard to significant deficiencies and material weaknesses.

The Sarbanes-Oxley Act requires us to review our policies and procedures to determine whether we comply with the Sarbanes-Oxley Act and the regulations
promulgated thereunder. We will continue to monitor our compliance with all future regulations that are adopted under the Sarbanes-Oxley Act and will take actions necessary
to ensure that we are in compliance therewith.

Compliance with The New York Stock Exchange (NYSE) Corporate Governance Regulations

Our common stock is listed on the NYSE under the symbol “HTGC”. As a listed company on the NYSE, we are subject to various listing standards including
corporate governance listing standards. We believe we are in compliance with such corporate governance listing standards. We intend to monitor our compliance with all future
listing standards and to take all necessary actions to ensure that we stay in compliance.

Brokerage Allocations and Other Practices

Because we generally acquire and dispose of our investments in privately negotiated transactions, we typically do not use brokers in the normal course of business.

However, from time to time, we may work with brokers to sell positions we have acquired in the securities of publicly listed companies or to acquire positions (principally
equity) in companies where we see a market opportunity to acquire such securities at attractive valuations. In cases where we do use a broker, we do not execute transactions
through any particular broker or dealer, but will seek to obtain the best net results for the Company, taking into account such factors as price (including the applicable brokerage
commission or dealer spread), size of order, difficulty of execution, and operational facilities of the firm and the firm’s risk and skill in positioning blocks of securities. While
we generally seek reasonably competitive execution costs, we may not necessarily pay the lowest spread or commission available. Subject to applicable legal requirements, we
may select a broker based partly upon brokerage or research services provided to us. In return for such services, we may pay a higher commission than other brokers would
charge if we determine in good faith that such commission is reasonable in relation to the services provided.

No-action and Exemptive Relief Obtained

On May 11, 2020, we received no-action relief from the SEC staff that allowed us to form the Adviser Subsidiary as a registered investment adviser under the Advisers

Act. Separately, for information regarding our SEC exemptive relief obtained, please see the section entitled “Regulation – Exemptive Relief Obtained” in our Annual Report
on Form 10-K for the year ended December 31, 2019, filed with the SEC on February 20, 2020 (the “2019 10-K”), which is incorporated by reference.

Investment Adviser Regulation

The Adviser Subsidiary, which is wholly owned by us, is subject to regulation under the Advisers Act. The Advisers Act establishes, among other things, recordkeeping

and reporting requirements, disclosure requirements, limitations on transactions between the adviser's account and an advisory client's account, limitations on transactions
between the accounts of advisory clients, and general anti-fraud prohibitions. The Adviser Subsidiary may be examined by the SEC from time to time for compliance with the
Advisers Act.

CERTAIN UNITED STATES FEDERAL INCOME TAX CONSIDERATIONS

The following discussion is a general summary of certain material U.S. federal income tax considerations relating to our qualification and taxation as a RIC and the

acquisition, ownership and disposition of our preferred stock or common stock, but does not purport to be a complete description of the income tax considerations relating
thereto. Except as otherwise noted, this discussion assumes you are a taxable U.S. person (as defined for U.S. federal income tax purposes) and that you hold your shares of our
stock as capital assets for U.S. federal income tax purposes (generally, assets held for investment). This discussion is based upon current provisions of the Code, the regulations
promulgated thereunder and judicial and administrative authorities, all of which are subject to change or differing interpretations by the courts or the Internal Revenue Service
(the “IRS”), possibly with retroactive effect. No attempt is made to present a detailed explanation of all U.S. federal income tax concerns affecting us and our stockholders
(including stockholders subject to special rules under U.S. federal income tax law).

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The discussions set forth herein do not constitute tax advice. We have not sought and will not seek any ruling from the IRS regarding any matters discussed herein. No
assurance can be given that the IRS would not assert, or that a court would not sustain, a position contrary to those set forth below. This summary does not discuss any aspects
of foreign, state or local tax. Prospective investors must consult their own tax advisers as to the U.S. federal income tax consequences (including the alternative minimum tax
consequences) of acquiring, holding and disposing of shares of our stock, as well as the effects of state, local, and foreign tax laws.

Election to be Subject to Tax as a Regulated Investment Company

Through December 31, 2005, we were subject to U.S. federal income tax as a corporation under Subchapter C of the Code. Effective for the tax year beginning on

January 1, 2006, we met the criteria specified below to qualify as a RIC and elected to be treated as a RIC under Subchapter M Part I of the Code. To qualify for treatment as a
RIC we must, among other requirements, meet certain source of income and asset diversification tests, as well as distribution requirements, which are described in the below
section.

Qualifying as a Regulated Investment Company

•

•

•

•

In order to qualify as a RIC for U.S. federal income tax purposes and obtain the tax benefits of our RIC status, we must, among other requirements:

have in effect at all times during each taxable year an election to be regulated as a BDC under the 1940 Act;

derive in each taxable year at least 90% of our gross income from (a) dividends, interest, payments with respect to certain securities loans, gains from the sale of stock
or other securities, foreign currencies, or other income derived with respect to our business of investing in such stock or securities and (b) net income derived from an
interest in a “qualified publicly traded partnership” (the “Income Test”);

diversify our holdings so that at the end of each quarter of the taxable year:

◦

◦

at least 50% of the value of our assets consists of cash, cash equivalents, U.S. government securities, securities of other RICs, and other securities if such
other securities of any one issuer do not represent more than 5% of the value of our assets or more than 10% of the outstanding voting securities of such
issuer; and

no more than 25% of the value of our assets is invested in (i) securities (other than U.S. government securities or securities of other RICs) of any one issuer,
(ii) securities (other than U.S. government securities or securities of other RICs) of two or more issuers that are controlled, as determined under applicable tax
rules, by us and that are engaged in the same or similar or related trades or businesses or (iii) securities of one or more “qualified publicly traded partnerships”
(the “Asset Test”).

distribute to our stockholders, in respect of each taxable year, dividends for U.S. federal income tax purposes of an amount generally at least equal to 90% of our
"investment company taxable income," which is generally equal to the sum of our net ordinary income plus the excess of our realized net short-term capital gains over
our realized net long-term capital losses, determined without regard to any deduction for distributions paid (the "Distribution Requirements").

Taxation as a Regulated Investment Company

Following our RIC election, we made the election to recognize built-in gains as of the effective date of our election to be treated as a RIC and therefore were not

subject to any built-in gains tax when we sold those assets. However, if we subsequently acquire built-in gain assets from a C corporation in a carryover basis transaction, then
we may be subject to taxes on the gains recognized by us on the dispositions of such assets unless we make a special election to pay corporate-level taxes on such built-in gain
at the time the assets are acquired. We will be subject to U.S. federal income taxes at regular corporate rates on any income or capital gains not distributed (or deemed
distributed) and dividends for U.S. federal income tax purposes to our stockholders.

For any taxable year after our initial election year, in which we:

•

•

qualify as a RIC; and

distribute dividends for U.S. federal income tax purposes to our stockholders of an amount at least equal to the Distribution Requirements.

We generally will not be subject to U.S. federal income tax on the portion of our investment company taxable income and net capital gains we distribute (or are

deemed to distribute) as dividends for U.S. federal income tax purposes to stockholders with respect to that taxable year.

As a RIC, we will be subject to a 4% non-deductible U.S. federal excise tax on certain undistributed income and gains unless we make distributions treated as

dividends for U.S. federal income tax purposes in a timely manner to our

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stockholders in respect of each calendar year of an amount at least equal to the sum of (1) 98% of our ordinary income (taking into account certain deferrals and elections) for
each calendar year, (2) 98.2% of our capital gain net income (adjusted for certain ordinary losses) for the 1-year period ending October 31 of each such calendar year and (3)
any ordinary income and capital gain net income realized, but not distributed, in preceding calendar years (“Excise Tax Requirement”). We are not subject to this excise tax on
any amount on which we incurred U.S. federal income taxes.

Depending on the level of taxable income earned in a taxable year, we may choose to carry over taxable income in excess of current taxable year distributions treated

as dividends for U.S. federal income tax purposes from such taxable income into the next taxable year and incur a 4% U.S. federal excise tax on such taxable income, as
required. The maximum amount of excess taxable income that may be carried over for distribution in the next taxable year under the Code is the total amount of distributions
treated as dividends for U.S. federal income tax purposes paid in the following taxable year, subject to certain declaration and payment guidelines. To the extent we choose to
carry over taxable income into the next tax year, distributions declared and paid by us in a tax year may differ from our taxable income for that tax year. As such, distributions
may include the distribution of the current tax year taxable income, the distribution of the prior tax year taxable income that has been carried over and distributed in the current
tax year, or may include a return of capital.

Taxable Income Considerations

We may invest in partnerships which may result in us being subject to state, local, or foreign income, franchise or other tax liabilities. In addition, some of the income

and fees that we may recognize will not be qualifying income under the Income Test. In order to mitigate the risk that such income and fees would disqualify us as a RIC as a
result of a failure to satisfy the Income Test, we may be required to recognize such income and fees indirectly through one or more entities classified as corporations for U.S.
federal income tax purposes. Such corporations generally will be subject to U.S. federal, state, and potentially local taxes, which ultimately will reduce our return on such
income and fees.

We may be required to recognize taxable income in circumstances in which we do not receive a corresponding payment in cash. For example, certain debt investments

may earn OID or PIK income, which we must include in taxable income regardless of whether cash representing such income is received by us in the same tax year. Because
OID or PIK income recognized is generally required to be included in our taxable income in the tax year it is recognized, we may be required to make a distribution to our
stockholders in order to satisfy the Distribution Requirements or the Excise Tax Requirement even though we will not have received any corresponding cash amounts.

Gains or losses realized by us from the sale or exchange of equity or warrants acquired by us, as well as any losses attributable to the lapse of such warrants, generally

will be treated as capital gains or losses. Such capital gains or losses will be long-term or short-term, depending on how long we held related equity or warrant instrument.

Investment income received from sources located within foreign countries, or capital gains earned by investing in securities of foreign issuers, may be subject to
foreign income taxes and withheld at the source. In this regard, countries with which the United States does not have a tax treaty can result in high withholding tax rates,
dependent on each taxpayer's circumstances. The United States has entered into tax treaties with many foreign countries that may entitle us to a reduced rate of tax or
exemption from tax on this related income and capital gains. The effective rate of foreign taxes may vary depending on the location, status of tax treaties, changes in
international tax laws, and types of investment held, among other reasons. Further, we do not anticipate being eligible for the special election that allows a RIC to treat foreign
income taxes paid by us as having been paid by its stockholders.

If we acquire the equity securities of passive foreign investment companies (“PFICs”), which are foreign corporations that earn at least 75% of their annual gross

income from passive sources (such as interest, dividends, rents, royalties or capital gain) or hold at least 50% of their total assets in investments producing such passive income,
we could be subject to federal income tax and additional interest charges on “excess distributions” received from such companies or gain from the sale of stock in such
companies, even if all income or gain actually received by us is timely distributed to our stockholders to the extent that such income or gain is attributable to our ownership of
PFIC stock in a prior taxable year. We would not be able to pass through to our stockholders any credit or deduction for such a tax. Certain elections may, if available,
ameliorate these adverse tax consequences, but any such election could require us to recognize taxable income or gain without the concurrent receipt of cash. We intend to limit
and/or manage our holdings in PFICs to minimize our liability for any such taxes and related interest charges.

If we acquire the equity securities of a controlled foreign corporation (a “CFC”), which is a foreign corporation in which more than 50% of the stock, by vote or value,

is owned by U.S. persons each of whom either directly or constructively own 10% or more of the stock of a foreign corporation by vote or by value, we would generally be
required to include as ordinary income our allocable share of the CFC's income derived from certain specified sources with our investment company taxable income for such
tax year, regardless of when the CFC makes distributions to us. We intend to

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limit and/or manage our holdings in issuers that could be treated as CFCs in order to limit our tax liability or maximize our after-tax return from these investments.

Our functional currency, for U.S. federal income tax purposes, is the U.S. dollar. Under the Code, foreign exchange gains and losses realized by us in connection with
certain transactions involving foreign currencies, or payables or receivables denominated in a foreign currency, as well as certain non-U.S. dollar denominated debt securities,
certain foreign currency futures contracts, foreign currency option contracts, foreign currency forward contracts, and similar financial instruments are subject to Code
provisions that generally treat such gains and losses as ordinary income and losses and may affect the amount, timing and character of distributions to our stockholders. Any
such transactions that are not directly related to our investment in securities (possibly including speculative currency positions or currency derivatives not used for hedging
purposes) also could, under future Treasury regulations, produce income not among the types of qualifying income from which a RIC must derive at least 90% of its annual
gross income.

Distribution Considerations

Under applicable Treasury regulations and other administrative guidance issued by the IRS, we are permitted to treat certain distributions payable in our stock as

taxable distributions that will satisfy the Distribution Requirements as well as the Excise Tax Requirement, provided that stockholders have the opportunity to elect to receive
the distribution in cash. Taxable stockholders receiving such distributions will be required to include the full amount of such distributions as ordinary income (or as long-term
capital gains to the extent such distribution is properly reported as a capital gain dividend) to the extent of our current and accumulated earnings and profits for U.S. federal
income tax purposes. As a result, a U.S. stockholder may be subject to tax with respect to such distributions in excess of any cash received. If a U.S. stockholder sells the stock
it receives as a distribution in order to pay this tax, the sales proceeds may be less than the amount included in income with respect to the distribution, depending on the market
price of our stock at the time of the sale. Furthermore, with respect to non-U.S. stockholders, we may be required to withhold certain U.S. taxes with respect to such
distributions, including in respect of all or a portion of such distribution that is payable in stock. In addition, if a significant number of our stockholders determine to sell shares
of our stock in order to pay taxes owed on distributions, then such sales may put downward pressure on the trading price of our stock. We may in the future determine to make
taxable distributions that are payable in part in our common stock.

We are authorized to borrow funds and to sell assets in order to satisfy the Distribution Requirements and the Excise Tax Requirement (collectively the "Code
Distributions"). However, under the 1940 Act, we are not permitted to make distributions to our stockholders while our debt obligations and other senior securities are
outstanding unless certain “asset coverage” tests are met. See “Regulation—Senior Securities; Coverage Ratio”. Additionally, we may also be restricted from making
distributions under the terms of our debt obligations themselves unless certain conditions are satisfied. Moreover, our ability to dispose of assets to meet the Code Distributions
may be limited by (1) the illiquid nature of our portfolio, or (2) other requirements relating to our status as a RIC, including the Diversification Tests. If we dispose of assets in
order to meet the Code Distributions, we may make such dispositions at times that, from an investment standpoint, are not advantageous. If we are prohibited from making
distributions or are unable to obtain cash from other sources to make the distributions, we may lose our RIC status.

In addition, we may have to request a waiver of the SBA’s restrictions applicable to our SBICs to enable us to meet the RIC Distribution Requirement. Our SBIC

subsidiaries are subject to regulation by the Small Business Investment Act of 1958, as amended, and SBA regulations governing SBICs. Certain SBA regulations may restrict
us from making distributions from our SBICs that may be necessary to make RIC distributions in order to maintain our status as a RIC. While we may request a waiver of the
SBA's restrictions, we cannot assure you that the SBA will grant such waiver. If our SBICs are unable to obtain a waiver, compliance with the SBA regulations may cause us to
lose our RIC status.

Certain of our investment practices are subject to special and complex U.S. federal income tax provisions that may, among other things, (i) convert distributions that

would otherwise constitute qualified dividend income into ordinary income, (ii) treat distributions that would otherwise be eligible for deductions available to certain U.S.
corporations under the Code as ineligible for such treatment, (iii) disallow, suspend or otherwise limit the allowance of certain losses or deductions, (iv) convert long-term
capital gains into short-term capital gains or ordinary income, (v) convert short-term capital losses into long-term capital losses, (vi) convert an ordinary loss or deduction into a
capital loss (the deductibility of which is more limited), (vii) cause us to recognize income or gain without a corresponding receipt of cash, (viii) adversely alter the
characterization of certain complex financial transactions, and (ix) produce gross income that will not constitute qualifying gross income for purposes of the Income Test. These
rules also could affect the amount, timing and character of distributions to stockholders.

A RIC is limited in its ability to deduct expenses in excess of its taxable income. If our otherwise deductible expenses in a given tax year exceed our ordinary taxable
gross income, we would incur a net operating loss for that tax year. However, a RIC is not permitted to carry back or carry forward net operating losses, respectively, to prior
and

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subsequent tax years, and such net operating losses would not pass through to the RIC’s stockholders. In addition, deductible expenses can only be used to offset investment
company taxable income, and not any net capital gains recognized. Furthermore, RICs cannot use net capital losses to offset the RIC’s investment company taxable income.
However, a RIC generally may carry forward such net capital losses in order to use them as an offset to future capital gains indefinitely. Due to these limitations on the
deductibility of expenses and net capital losses, we may for U.S. federal tax purposes have aggregate taxable income for several tax years that we are required to distribute and
that is taxable to our stockholders even if such taxable income is greater than the aggregate net income we actually earned during those tax years. Such required distributions
may be made from our cash assets or by liquidation of investments, if necessary. We may realize capital gains or losses from such liquidations. In the event we realize net
capital gains from such transactions, you may receive a larger capital gain distribution than you would have received in the absence of such transactions.

Failure to Qualify as a Regulated Investment Company

If we were unable to qualify for treatment as a RIC and are unable to rectify the failure, for example, by disposing of certain investments timely or raising additional
capital to prevent the loss of RIC status, we generally would be subject to U.S. federal income tax on all of our taxable income at regular corporate rates. The Code provides
some relief from RIC disqualification due to failures to comply with the Income Test and the Asset Test, although there could be additional taxes due in such cases. We cannot
assure you that we would qualify for any such relief should we fail the Income Test or the Asset Test.

Should failure occur, not only would all our taxable income be subject to U.S. federal income taxes at regular corporate rates, we would not be able to deduct dividend
distributions to stockholders, nor would they be required to be made. Distributions, including distributions of net long-term capital gain, would generally be treated as ordinary
dividend income to the extent of our current and accumulated earnings and profits. Subject to certain limitations under the Code, certain corporate stockholders would be
eligible to claim dividends received deduction with respect to such dividends and non-corporate stockholders would generally be able to treat such dividends as “qualified
dividend income,” which is subject to reduced rates of U.S. federal income tax. Distributions in excess of our current and accumulated earnings and profits would be treated
first as a return of capital to the extent of the stockholder’s tax basis, and any remaining distributions would be treated as a capital gain. Further, we would also be subject to
regular corporate tax on any net built-in gains with respect to certain of our assets (i.e., the excess of the aggregate gains, including items of income, over aggregate losses that
would have been realized with respect to such assets if we had been liquidated) that we elect to recognize on requalification or when recognized over the next five taxable
years. The remainder of this discussion assumes that we qualify as a RIC and have satisfied the Distribution Requirements.

DETERMINATION OF NET ASSET VALUE

We determine the NAV per share of our common stock quarterly. The NAV per share is equal to the value of our total assets minus liabilities and any preferred stock

outstanding divided by the total number of shares of common stock outstanding. As of the date of this report, we do not have any preferred stock outstanding.

As of December 31, 2023, approximately 95.1% of our total assets represented investments in portfolio companies whose fair value is determined in good faith by the

Board. Value, as defined in Section 2(a)(41) of the 1940 Act, is (i) the market price for those securities for which a market quotation is readily available and (ii) for all other
securities and assets, fair value is as determined in good faith by the Board. Our investments are carried at fair value in accordance with the 1940 Act and ASC Topic 946 and
measured in accordance with ASC Topic 820, Fair Value Measurements and Disclosures. Our debt securities are primarily invested in venture capital-backed and institutional-
backed companies in technology-related industries including technology, drug discovery and development, biotechnology, life sciences, healthcare, and sustainable and
renewable technology at all stages of development. Given the nature of lending to these types of businesses, substantially all of our investments in these portfolio companies are
considered Level 3 assets under ASC Topic 820 because there is no known or accessible market or market indexes for these investment securities to be traded or exchanged. As
such, we value substantially all of our investments at fair value as determined in good faith pursuant to a consistent valuation policy by our Board in accordance with the
provisions of ASC Topic 820 and the 1940 Act. Due to the inherent uncertainty in determining the fair value of investments that do not have a readily available market value,
the fair value of our investments determined in good faith by our Board may differ significantly from the value that would have been used had a readily available market existed
for such investments, and the differences could be material.

We intend to continue to engage one or more independent valuation firm(s) to provide us with assistance regarding our determination of the fair value of selected

portfolio investments each quarter unless directed by the Board to cancel such valuation services. Specifically, on a quarterly basis, we will identify portfolio investments with
respect to which an independent valuation firm will assist in valuing. We select these portfolio investments based on a number of factors, including, but not limited to, the
potential for material fluctuations in valuation results, credit quality and the time lapse since the last valuation of the portfolio investment by an independent valuation firm. The
scope of the services

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rendered by an independent valuation firm is at the discretion of the Board. Our Board is ultimately, and solely, responsible for determining the fair value of our investments in
good faith.

See “Note 2 – Summary of Significant Accounting Policies” in the notes to the consolidated financial statements for a detailed discussion of our investment portfolio

valuation process and procedures.

Determinations in Connection with Offerings

In connection with each offering of shares of our common stock, the Board or a committee thereof is required to make the determination that we are not selling shares

of our common stock at a price below our then current NAV at the time at which the sale is made, unless it is determined by the Board that such sale is in the best interests of
our stockholders. The Board considers the following factors, among others, in making such determination:

•

•

•

the NAV of our common stock disclosed in the most recent periodic report we filed with the SEC;

our management’s assessment of whether any material change in the NAV has occurred (including through the realization of net gains on the sale of our portfolio
investments) from the period beginning on the date of the most recently disclosed NAV to the period ending two days prior to the date of the sale of our common
stock; and

the magnitude of the difference between (i) a value that our Board or an authorized committee thereof has determined reflects the current NAV of our common stock,
which is generally based upon the NAV of our common stock disclosed in the most recent periodic report that we filed with the SEC, as adjusted to reflect our
management’s assessment of any material change in the NAV of our common stock since the date of the most recently disclosed NAV of our common stock, and (ii)
the offering price of the shares of our common stock in the proposed offering.

Importantly, this determination does not require that we calculate NAV in connection with each offering of shares of our common stock, but instead it involves the
determination by the Board or a committee thereof that we are not selling shares of our common stock at a price below the then current NAV at the time at which the sale is
made.

Moreover, to the extent there is a possibility that we may issue shares of our common stock at a price below the then current NAV (and we do not have requisite

shareholder authorization and Board approval to do so), the Board or a committee thereof will elect to either (i) postpone the offering until such time that there is no longer the
possibility of issuing shares at a price below the then current NAV or (ii) to undertake to determine NAV within two days prior to any such sale to ensure that such sale will not
be below our then current NAV. In addition, if, during an offering pursuant to a prospectus, there is a possibility that we may trigger the undertaking to suspend the offering of
shares of our common stock if the NAV fluctuates by certain amounts (as described in the relevant prospectus), the Board or a committee thereof will either (i) comply with
such undertaking or (ii) undertake to determine NAV to ensure that such undertaking has not been triggered.

These processes and procedures are part of our compliance policies and procedures. Records will be made contemporaneously with all determinations described in this

section and these records will be maintained with other records we are required to maintain under the 1940 Act.

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SUMMARY OF RISK FACTORS

The risk factors described below are a summary of the principal risk factors associated with an investment in us. These are not the only risks we face. You should carefully
consider these risk factors, together with the risk factors set forth in Item 1A. of this Annual Report on Form 10-K and the other reports and documents filed by us with the
SEC.

Risks Related To Our Business And Structure

• We operate in a highly competitive market for investment opportunities.
• We are dependent upon senior management personnel for our future success, particularly our CEO, Scott Bluestein.
•
•
•
• We may not be able to pay distributions to our stockholders, our distributions may not grow over time, and a portion of distributions paid to our stockholders may be a

Our success depends on attracting and retaining qualified personnel in a competitive environment.
Our business model depends to a significant extent upon strong referral relationships.
Our Board may change our operating policies and strategies without prior notice or stockholder approval, the effects of which may be adverse.

return of capital, which is a distribution of the stockholders’ invested capital.

• We are subject to risks related to corporate social responsibility.

Risks Related To Our Investments

•
•

Our investments in portfolio companies involve higher levels of risk, and we could lose all or part of our investment.
Our investments are concentrated in certain technology-related industries, which subjects us to the risk of significant loss if any one or more of such industries experiences
a downturn.
Our financial results could be negatively affected if a significant portfolio investment fails to perform as expected.

•
• We may be exposed to higher risks with respect to our investments that include PIK interest or Exit fees.
•
• We may not have the funds or ability to make additional investments in our portfolio companies.
•
• We are a non-diversified investment company within the meaning of the 1940 Act, and therefore we are not limited with respect to the proportion of our assets that may be

There may be circumstances where our debt investments could be subordinated to claims of other creditors or we could be subject to lender liability claims.

The lack of liquidity in our investments may adversely affect our business.

invested in securities of a single issuer, which may subject us to a risk of significant loss if any such issuer experiences a downturn.

• We generally will not control our portfolio companies, which may result in the portfolio company making decisions which could adversely impact the value of our

•
•

•

investments in the portfolio company’s securities.
Defaults by our portfolio companies will harm our operating results.
Substantially all of our portfolio investments are recorded at fair value as determined in accordance with our Valuation Guidelines and, as a result, there may be uncertainty
as to the value of our portfolio investments.
Any unrealized depreciation we experience on our investment portfolio may be an indication of future realized losses, which could reduce our income available for
distribution and could impair our ability to service our borrowings.

• We are subject to risks associated with the current interest rate environment and changes in interest rates will affect our cost of capital, net investment income and the value

of our investments.

• We may not realize gains from our equity or warrant investments.
•

Our investments in foreign securities or investments denominated in foreign currencies may involve significant risks in addition to the risks inherent in U.S. and U.S.-
denominated investments.

Risks Related To Leverage

•
•

Because we borrow money, the potential for gain or loss on amounts invested in us is magnified and may increase the risk of investing in us.
Substantially all of our assets are subject to security interests under our senior securities and if we default on our obligations under our senior securities, we may suffer
adverse consequences, including foreclosure on our assets.

Risks Related To Our Investment Management Activities

•

Our executive officers and employees, through the Adviser Subsidiary, are expected to manage the Adviser Funds or separately managed accounts, which includes funds
from External Parties, that operate in the same or a related line of business as we do, which may result in significant conflicts of interest.
Investments in the Adviser Funds managed by our Adviser Subsidiary may create conflicts of interests.

•
• We, through the Adviser Subsidiary, derive revenues from managing third-party funds pursuant to management agreements that may be terminated, which could negatively

impact our operating results.

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Risks Related To BDCs

•

•
•
•

Failure to comply with applicable laws or regulations and changes in laws or regulations governing our operations may adversely affect our business or cause us to alter
our business strategy.
Failure to maintain our status as a BDC would reduce our operating flexibility.
Operating under the constraints imposed on us as a BDC and RIC may hinder the achievement of our investment objectives.
Regulations governing our operation as a BDC will affect our ability to, and the way in which we, raise additional capital.

Risks Related To Our Securities

•
•
•
•

•

•
•

Investing in our securities may involve a high degree of risk.
Shares of closed-end investment companies, including BDCs, may trade at a discount to their NAV.
The market price of our securities may be volatile and fluctuate significantly.
Stockholders may incur dilution if we sell shares of our common stock in one or more offerings at prices below the then current NAV per share of our common stock or
issue securities to subscribe to, convert to or purchase shares of our common stock.
Certain debt securities are unsecured and therefore effectively subordinated to any current or future secured indebtedness or may be structurally subordinated to the
indebtedness and other liabilities of our subsidiaries.
Our debt securities may or may not have an established trading market. If a trading market in our debt securities is developed, it may not be maintained.
A downgrade, suspension, or withdrawal of the credit rating assigned by a rating agency to us or our debt securities, if any, or change in the debt markets could cause the
liquidity or market value of our debt securities to decline significantly.
The indentures under which our debt securities were issued contain limited protections for the holders of the debt securities.
If we default on our obligations to pay our other indebtedness, we may not be able to make payments on our outstanding Notes and Credit Facilities.

•
•
• We may not be able to prepay the Notes upon a change in control.

Risks Related To Our SBIC Subsidiaries

• We, through our wholly owned subsidiary, issue debt securities guaranteed by the SBA and sold in the capital markets. As a result of its guarantee of the debt securities, the

•
•

SBA has fixed dollar claims on the assets of our subsidiary that are superior to the claims of our securities holders.
Our wholly owned subsidiary is licensed by the SBA, and therefore subject to SBIC regulations.
Our SBIC subsidiary may be unable to make distributions to us that will enable us to meet or maintain RIC status, which could result in the imposition of an entity-level
tax.

Risks Related To Operating As A RIC And U.S. Federal Income Taxes

• We will be subject to U.S. federal income taxes if we are unable to qualify as a RIC under Subchapter M of the Code.
• We may have difficulty paying the distributions required to maintain our RIC status under the Code if we recognize income before or without receiving cash representing

such income.
Legislative or regulatory tax changes could adversely affect our stockholders.

•

General Risk Factors

• We are currently operating in a period of economic and political uncertainty, and capital markets may experience periods of disruption and instability in the future. These
market conditions may materially and adversely affect debt and equity capital markets in the United States and abroad, which may have a negative impact on our business
and operations.
Terrorist attacks, acts of war, public health crises or natural disasters may affect any market for our securities, impact the businesses in which we invest and harm our
business, operating results and financial condition.

•

• We are highly dependent on information systems and systems failures could significantly disrupt our business, which may, in turn, negatively affect the market price of our

•

common stock and our ability to pay dividends.
The failure in cyber security systems, as well as the occurrence of events unanticipated in our disaster recovery systems and business continuity planning could impair our
ability to conduct business effectively.

• We may be the target of litigation.

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Item 1A.    Risk Factors

Investing in our securities involves a number of significant risks. In addition to the other information contained in this Annual Report on Form 10-K, you should

carefully consider the following information before making an investment in our securities. The risks set forth below are not the only risks we face. Additional risks and
uncertainties not presently known to us or not presently deemed material by us may also impair our operations and performance. If any of the following events occur, our
business, financial condition, and results of operations could be materially adversely affected. In such case, our NAV and the trading price of our common stock or the value of
our other securities could decline, and you may lose all or part of your investment.

Risks Related To Our Business Structure

We operate in a highly competitive market for investment opportunities.

We compete for investments with a number of other investment funds (including venture capital and private equity funds, debt funds, BDCs and SBICs), as well as

traditional financial services companies such as commercial and investment banks and other sources of funding. Many of our competitors are substantially larger and have
considerably greater financial, technical, marketing and other resources than we do. For example, some competitors may have a lower cost of funds and/or access to funding
sources that are not available to us. In addition, some of our competitors may have higher risk tolerances or different risk assessments than we have. These characteristics could
allow our competitors to consider a wider variety of investments, establish more relationships and offer better pricing and more flexible structuring than we are able to do. We
may lose investment opportunities if we do not match our competitors’ pricing, terms and structure. If we do match our competitors’ pricing, terms or structure, we may not be
able to achieve acceptable returns on our investments or may bear substantial risk of capital loss. A significant increase in the number and/or the size of our competitors in this
target market could force us to accept less attractive investment terms. Furthermore, many of our competitors are not subject to the regulatory restrictions that the 1940 Act
imposes on us as a BDC or that the Code imposes on us as a RIC.

We are dependent upon senior management personnel for our future success, particularly our CEO, Scott Bluestein.

We depend upon the members of our senior management, particularly Mr. Bluestein, and other key personnel for the identification, final selection, structuring, closing

and monitoring of our investments. These employees have critical industry experience and relationships on which we rely to implement our business plan. Our future success
depends on the continued service of our senior management team. The departure of Mr. Bluestein or any member of our senior management team or a significant number of the
members of our investment team could have a material adverse effect on our ability to achieve our investment objective as well as our business, financial condition or results of
operation. As a result, we may not be able to operate our business as we expect, and our ability to compete could be harmed, which could cause our operating results to suffer.

Our success depends on attracting and retaining qualified personnel in a competitive environment.

Our growth will require that we retain new investment and administrative personnel in a competitive market. Our ability to attract and retain personnel with the

requisite credentials, experience and skills depends on several factors including, but not limited to, our ability to offer competitive wages, benefits and professional growth
opportunities. Many of the entities, including investment funds (such as venture capital funds, private equity funds, debt funds and mezzanine funds) and traditional financial
services companies, with which we compete for experienced personnel have greater resources than we have.

The competitive environment for qualified personnel may require us to take certain measures to ensure that we are able to attract and retain experienced personnel.

Such measures may include increasing the attractiveness of our overall compensation packages, altering the structure of our compensation packages through the use of
additional forms of compensation, or other steps. The inability to attract and retain experienced personnel would have a material adverse effect on our business.

As an internally managed BDC, we are subject to certain restrictions that may adversely affect our business.

As an internally managed BDC, the size and categories of our assets under management is limited, and we are unable to offer as wide a variety of financial products to
prospective portfolio companies and sponsors (potentially limiting the size and diversification of our asset base). We therefore may not achieve efficiencies of scale and greater
management resources available to externally managed business development companies. In addition, if we fail to comply with restrictions applicable to an internally managed
BDC, for example with respect to the portion of our assets representing qualifying assets, we may be subject to further restrictions that could have a negative impact on our
business. See “Item 1. Business — Regulation.”

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Additionally, as an internally managed BDC, our ability to offer more competitive and flexible compensation structures, such as offering both a profit-sharing plan and

an equity incentive plan, is subject to the limitations imposed by the 1940 Act, which limits our ability to attract and retain talented investment management professionals. As
such, these limitations could inhibit our ability to grow, pursue our business plan and attract and retain professional talent, any or all of which may have a negative impact on
our business, financial condition and results of operations.

Our business model depends to a significant extent upon strong referral relationships.

We expect that members of our management team will maintain their relationships with venture capital and private equity firms, other financial institutions and

intermediaries, investment bankers, commercial bankers, financial advisers, attorneys, accountants, consultants and other individuals within our network, and we will rely to a
significant extent upon these relationships to provide us with potential investment opportunities. If we fail to maintain our existing relationships or develop new relationships
with sources of investment opportunities, we will not be able to grow our investment portfolio. In addition, individuals with whom members of our management team have
relationships are not obligated to provide us with investment opportunities and, therefore, there is no assurance that such relationships will general investment opportunities for
us.

Our Board may change our operating policies and strategies without prior notice or stockholder approval, the effects of which may be adverse.

Our Board has the authority to modify or waive certain of our current operating policies and strategies without prior notice and without stockholder approval. We

cannot predict the effect any changes to our current operating policies and strategies would have on our business, NAV, operating results and value of our stock. However, the
effect might be adverse, which could negatively impact our ability to pay interest and principal payments to holders of our debt instruments and dividends to our stockholders
and cause our investors to lose all or part of their investment in us.

We may not be able to pay distributions to our stockholders, our distributions may not grow over time, and a portion of distributions paid to our stockholders may be a
return of capital, which is a distribution of the stockholders’ invested capital.

We intend to pay distributions to our stockholders out of assets legally available for distribution. We cannot assure you that we will achieve investment results that will

allow us to pay a specified level of cash distributions, previously projected distributions for future periods, or year-to-year increases in cash distributions. Our ability to pay
distributions might be adversely affected by, among other things, the impact of one or more of the risk factors described herein. In addition, the inability to satisfy the asset
coverage test applicable to us as a BDC could limit our ability to pay distributions. All distributions will be paid at the discretion of our Board and will depend on our earnings,
our financial condition, maintenance of our RIC status, compliance with applicable BDC regulations, compliance with our debt covenants and such other factors as our Board
may deem relevant from time to time. We cannot assure you that we will pay distributions to our stockholders in the future.

When we make distributions, we will be required to determine the extent to which such distributions are paid out of current or accumulated taxable earnings,
recognized capital gains or capital. To the extent there is a return of capital, investors will be required to reduce their basis in our stock for U.S. federal income tax purposes,
which may result in higher tax liability when the shares are sold, even if they have not increased in value or have lost value. In addition, any return of capital will be net of any
sales load and offering expenses associated with sales of shares of our common stock. In the future, our distributions may include a return of capital.

We are subject to risks related to corporate social responsibility.

Our business faces increasing public scrutiny related to environmental, social and governance (“ESG”) activities. We risk damage to our brand and reputation if we fail

to act responsibly in a number of areas, such as diversity and inclusion, environmental stewardship, support for local communities, corporate governance and transparency and
considering ESG factors in our investment processes. Adverse incidents with respect to ESG activities could impact the value of our brand, the cost of our operations and
relationships with investors, all of which could adversely affect our business and results of operations. Additionally, new regulatory initiatives related to ESG could adversely
affect our business. In addition, different stakeholder groups have divergent views on ESG matters, which increases the risk that any action or lack thereof with respect to ESG
matters will be perceived negatively by at least some stakeholders and may adversely impact our reputation and business. If we do not successfully manage ESG-related
expectations across these varied stakeholder interests, it could erode stakeholder trust, impact our reputation and constrain our business.

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Risks Related To Our Investments

Our investments in portfolio companies involve higher levels of risk, and we could lose all or part of our investment.

Investing in our portfolio companies exposes us indirectly to a number of significant risks. Among other things, these companies:

• may have limited financial resources (including the inability to obtain additional equity or debt financing as needed) and may be unable to meet their obligations under
their debt instruments that we hold, which may be accompanied by a deterioration in the value of any collateral and a reduction in the likelihood of us realizing any
guarantees from subsidiaries or affiliates of our portfolio companies that we may have obtained in connection with our investment, as well as a corresponding decrease
in the value of the equity components of our investments;

• may require substantial additional financing to satisfy their continuing working capital and other cash requirements;

• may have shorter operating histories, narrower product lines, smaller market shares and/or significant customer concentrations than larger businesses, which tend to

render them more vulnerable to competitors’ actions and market conditions, as well as general economic downturns;

•

•

are more likely to depend on the management talents and efforts of a small group of persons; therefore, the death, disability, resignation, termination or significant
under-performance of one or more of these persons could have a material adverse impact on our portfolio company and, in turn, on us;

generally have less predictable operating results which may fluctuate suddenly and dramatically, may from time-to-time be parties to litigation, may be engaged in
rapidly changing businesses with products subject to a substantial risk of obsolescence, may require substantial additional capital to support their operations, finance
expansion or maintain their competitive position, and may have more limited access to capital and higher funding costs;

• may be adversely affected by a lack of IPO or merger and acquisition opportunities; and

•

generally have less publicly available information about their businesses, operations and financial condition. We are required to rely on the ability of our management
team and investment professionals to obtain adequate information to evaluate the potential returns from investing in these companies. If we are unable to uncover all
material information about these companies, we may not make a fully informed investment decision, and may lose all or part of our investment.

In addition, in the course of providing significant managerial assistance to certain of our portfolio companies, certain of our officers and directors may serve as
directors on the boards of such companies. To the extent that litigation arises out of our investments in these companies, our officers and directors may be named as defendants
in such litigation, which could result in an expenditure of funds (through our indemnification of such officers and directors) and the diversion of management time and
resources.

A lack of IPO or merger and acquisition opportunities may cause companies to stay in our portfolio longer, leading to lower returns, unrealized depreciation, or realized
losses.

A lack of IPO or merger and acquisition, or M&A, opportunities for private companies, including venture capital-backed and institutional-backed companies could
lead to portfolio companies staying longer in our portfolio as private entities still requiring funding. IPO activity in particular has slowed significantly during 2022-2023 and
this trend may remain for the foreseeable future. This situation may adversely affect the amount of available funding for early-stage companies in particular as, in general,
venture capital, institutional, and other sponsor firms are being forced to provide additional financing to late-stage companies that cannot complete an IPO or M&A transaction.
In the best case, such stagnation would dampen returns, and in the worst case, could lead to unrealized depreciation and realized losses as some portfolio companies run short of
cash and have to accept lower valuations in private fundings or are not able to access additional capital at all. A lack of IPO or M&A opportunities for private companies can
also cause some venture capital, institutional, and other sponsor firms to change their strategies, leading some of them to reduce funding to their portfolio companies and
making it more difficult for such companies to access capital and to fulfill their potential, which can result in unrealized depreciation and realized losses in such portfolio
companies by other companies, such as ourselves, who are co-investors in such portfolio companies.

Investing in publicly traded companies can involve a high degree of risk and can be speculative.

A portion of our portfolio is invested in publicly traded companies or companies that are in the process of completing an IPO. As publicly traded companies, the

securities of these companies may not trade at high volumes, and prices can be volatile, particularly during times of general market volatility, which may restrict our ability to
sell our positions and may have a material adverse impact on us.

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In addition, our ability to invest in public companies may be limited in certain circumstances. To maintain our status as a BDC, we are not permitted to acquire any
assets other than “qualifying assets” specified in the 1940 Act unless, at the time the acquisition is made and giving effect to it, at least 70% of our total assets are qualifying
assets (with certain limited exceptions). Subject to certain exceptions for follow-on investments and distressed companies, an investment in an issuer that has outstanding
securities listed on a national securities exchange may be treated as a qualifying asset only if such issuer has a market capitalization that is less than $250.0 million at any point
in the 60 days prior to the time of such investment and meets the other specified requirements.

Our investments are concentrated in certain technology-related industries, which subjects us to the risk of significant loss if any one or more of such industries experiences
a downturn.

We have invested and intend to continue investing in a number of companies that operate in technology-related industries. A downturn in one or more technology-

related industry sectors and particularly those in which we are heavily concentrated could materially adversely affect our financial condition more than if we invested in a wider
range of industries. As of December 31, 2023, approximately 78.5% of the fair value of our portfolio comprised investments in three industries: 38.7% comprised investments
in the “Drug Discovery and Development” industry, 23.6% comprised investments in the “Software” industry and 16.2% comprised investments in the “Consumer & Business
Services” industry. Companies in technology-related industries are subject to numerous risks, including:

•

•

Technology Industry (including Software and Consumer & Business Services Industries) Risk. The market prices and values of companies operating in the technology
industry – including software and consumer and business services companies – tend to exhibit a greater degree of risk and volatility than other types of investments.
These companies may fall in and out of favor with the public and investors rapidly, which may cause sudden selling and dramatically lower market prices. These
companies also may be affected adversely by changes in technology, consumer and business purchasing patterns, short product cycles, falling prices and profits,
government regulation, lack of standardization or compatibility with existing technologies, intense competition, aggressive pricing, advances in artificial intelligence
and machine learning, dependence on copyright and/or patent protection and/or obsolete products or services. Certain technology-related companies may face special
risks that their products or services may not prove to be commercially successful. Technology-related companies are also strongly affected by worldwide scientific or
technological developments. As a result, their products may rapidly become obsolete.

Companies in the application software industry, in particular, may also be negatively affected by the decline or fluctuation of subscription renewal rates for their
products and services, which may have an adverse effect on profit margins. Companies in the systems software industry may be adversely affected by, among other
things, actual or perceived security vulnerabilities in their products and services, which may result in individual or class action lawsuits, state or federal enforcement
actions and other remediation costs.

Such companies are also often subject to governmental regulation and may, therefore, be adversely affected by governmental policies. In addition, a rising interest rate
environment tends to negatively affect technology and technology-related companies. Those technology or technology-related companies seeking to finance their
expansion would have increased borrowing costs, which may negatively impact their earnings. Technology-related companies are often smaller and less experienced
companies and may be subject to greater risks than larger companies, such as limited product lines, markets and financial and managerial resources. These risks may
be heightened for technology companies in foreign markets.

Drug Discovery & Development Industry Risk. The success of pharmaceutical companies operating in the drug discovery and development industry is highly
dependent on the development, procurement and marketing of drugs. The values of pharmaceutical companies are also dependent on the development, protection and
exploitation of intellectual property rights and other proprietary information, and the profitability of pharmaceutical companies may be significantly affected by such
things as the expiration of patents or the loss of, or the inability to enforce, intellectual property rights. The research and other costs associated with developing or
procuring new drugs and the related intellectual property rights can be significant, and the results of such research and expenditures are unpredictable. There can be no
assurance that those efforts or costs will result in the development of a profitable drug. Pharmaceutical companies may be susceptible to product obsolescence. Many
pharmaceutical companies face intense competition from new products and less costly generic products. Moreover, the process for obtaining regulatory approval by
the FDA or other governmental regulatory authorities is long and costly and there can be no assurance that the necessary approvals will be obtained or maintained.

Pharmaceutical companies are also subject to rapid and significant technological change and competitive forces that may make drugs obsolete or make it difficult to
raise prices and, in fact, may result in price discounting. Pharmaceutical companies may also be subject to expenses and losses from extensive litigation based on
intellectual property, product liability and similar claims. Failure of pharmaceutical companies to comply with

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applicable laws and regulations can result in the imposition of civil and criminal fines, penalties and, in some instances, exclusion of participation in government
sponsored programs such as Medicare and Medicaid. Pharmaceutical companies may be adversely affected by government regulation and changes in reimbursement
rates. The ability of many pharmaceutical companies to commercialize current and any future products depends in part on the extent to which reimbursement for the
cost of such products and related treatments are available from third party payors, such as Medicare, Medicaid, private health insurance plans and health maintenance
organizations. Third-party payors are increasingly challenging the price and cost-effectiveness of medical products. Significant uncertainty exists as to the
reimbursement status of health care products, and there can be no assurance that adequate third-party coverage will be available for pharmaceutical companies to
obtain satisfactory price levels for their products.

The international operations of many pharmaceutical companies expose them to risks associated with instability and changes in economic and political conditions,
foreign currency fluctuations, changes in foreign regulations and other risks inherent to international business. Additionally, a pharmaceutical company’s valuation can
often be based largely on the potential or actual performance of a limited number of products. A pharmaceutical company’s valuation can also be greatly affected if one
of its products proves unsafe, ineffective or unprofitable. Such companies also may be characterized by thin capitalization and limited markets, financial resources or
personnel, as well as dependence on wholesale distributors. The values of companies in the pharmaceutical industry have been and will likely continue to be extremely
volatile.

Biotechnology Industry Risk. The success of biotechnology companies is highly dependent on the development, procurement and/or marketing of drugs, products,
and/or technologies. The values of biotechnology companies are also dependent on the development, protection and exploitation of intellectual property rights and
other proprietary information, and the profitability of biotechnology companies may be significantly affected by such things as the expiration of patents or the loss of,
or the inability to enforce, intellectual property rights. The research and other costs associated with developing or procuring new drugs, products or technologies and
the related intellectual property rights can be significant, and the results of such research and expenditures are unpredictable. There can be no assurance that those
efforts or costs will result in the development of a profitable drug, product or technology. Moreover, the process for obtaining regulatory approval by the FDA or other
governmental regulatory authorities is long and costly and there can be no assurance that the necessary approvals will be obtained or maintained. Biotechnology
companies are also subject to rapid and significant technological change and competitive forces that may make drugs, products or technologies obsolete or make it
difficult to raise prices and, in fact, may result in price discounting. Biotechnology companies may also be subject to expenses and losses from extensive litigation
based on intellectual property, product liability and similar claims.

Failure of biotechnology companies to comply with applicable laws and regulations can result in the imposition of civil and/or criminal fines, penalties and, in some
instances, exclusion of participation in government sponsored programs such as Medicare and Medicaid. Biotechnology companies may be adversely affected by
government regulation and changes in reimbursement rates. Healthcare providers, principally hospitals, that transact with biotechnology companies, often rely on third
party payors, such as Medicare, Medicaid, private health insurance plans and health maintenance organizations to reimburse all or a portion of the cost of healthcare
related products or services. Biotechnology companies will continue to be affected by the efforts of governments and third-party payors to contain or reduce health
care costs. For example, certain foreign markets control pricing or profitability of biotechnology products and technologies. In the United States, the Inflation
Reduction Act has imposed a number of provisions aimed at reducing drug spending and there has been, and there will likely continue to be, a number of additional
federal and state proposals to implement additional controls. A biotechnology company’s valuation could be based on the potential or actual performance of a limited
number of products. A biotechnology company’s valuation could be affected if one of its products proves unsafe, ineffective or unprofitable. Such companies may also
be characterized by thin capitalization and limited markets, financial resources or personnel. The stock prices of companies involved in the biotechnology sector have
been and will likely continue to be extremely volatile.

Life Sciences Industry Risk. Life sciences industries are characterized by limited product focus, rapidly changing technology and extensive government regulation. In
particular, technological advances can render an existing product, which may account for a disproportionate share of a company’s revenue, obsolete. Obtaining
governmental approval from agencies such as the FDA, the U.S. Department of Agriculture and other governmental agencies for new products can be lengthy,
expensive and uncertain as to outcome. Any delays in product development may result in the need to seek additional capital, potentially diluting the interests of
existing investors such as the Company. In addition, governmental agencies may, for a variety of reasons, restrict the release of certain innovative technologies of
commercial significance, such as genetically altered material. These

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various factors may result in abrupt advances and declines in the securities prices of particular companies and, in some cases, may have a broad effect on the prices of
securities of companies in particular life sciences industries.

Intense competition exists within and among certain life sciences industries, including competition to obtain and sustain proprietary technology protection. Life
sciences companies can be highly dependent on the strength of patents, trademarks and other intellectual property rights for maintenance of profit margins and market
share. The complex nature of the technologies involved can lead to patent disputes, including litigation that may be costly and that could result in a company losing an
exclusive right to a patent. Competitors of life sciences companies may have invested substantially in developing technologies and products that are more effective or
less costly than any that may be developed by life sciences companies in which the Company invests and may also prove to be more successful in production and
marketing. Competition may increase further as a result of potential advances in health services and medical technology and greater availability of capital for
investment in these fields.

With respect to healthcare, cost containment measures already implemented by the federal government, state governments and the private sector have adversely
affected certain sectors of these industries. Increased emphasis on managed care in the United States may put pressure on the price and usage of products sold by life
sciences companies in which the Company may invest in and may adversely affect the sales and revenues of life sciences companies.

Product development efforts by life sciences companies may not result in commercial products for many reasons, including, but not limited to, failure to achieve
acceptable clinical trial results, limited effectiveness in treating the specified condition or illness, harmful side effects, failure to obtain regulatory approval, and high
manufacturing costs. Even after a product is commercially released, governmental agencies may require additional clinical trials or change the labeling requirements
for products if additional product side effects are identified, which could have a material adverse effect on the market price of the securities of those life sciences
companies.

Certain life sciences companies in which the Company may invest may be exposed to potential product liability risks that are inherent in the testing, manufacturing,
marketing and sale of pharmaceuticals, medical devices or other products. There can be no assurances that a product liability claim would not have a material adverse
effect on the business, financial condition or securities prices of a company in which the Company has invested.

Healthcare Services Industry Risk. The operations of healthcare services companies are subject to extensive federal, state and local government regulations, including
Medicare and Medicaid payment rules and regulations, federal and state anti-kickback laws, the physician self-referral law and analogous state self-referral prohibition
statutes, Federal Acquisition Regulations, the False Claims Act and federal and state laws regarding the collection, use and disclosure of patient health information and
the storage, handling and administration of pharmaceuticals. The Medicare and Medicaid reimbursement rules related to claims submission, enrollment and licensing
requirements, cost reporting, and payment processes impose complex and extensive requirements upon dialysis providers as well. A violation or departure from any of
these legal requirements may result in government audits, lower reimbursements, significant fines and penalties, the potential loss of certification, recoupment efforts
or voluntary repayments. If healthcare services companies fail to adhere to all of the complex government regulations that apply to their businesses, such companies
could suffer severe consequences that would substantially reduce revenues, earnings, cash flows and stock prices. If healthcare companies are unable to successfully
expand their product lines through internal research and development and acquisitions, their business may be materially and adversely affected. In addition, if these
companies are unable to successfully grow their businesses through marketing partnerships and acquisitions, their business may be materially and adversely affected.

Sustainable and Renewable Technology Industry Risk. Companies in sustainable and renewable technology sectors may be subject to extensive regulation by foreign,
U.S. federal, state and/or local agencies. Changes in existing laws, rules or regulations, or judicial or administrative interpretations thereof, new laws, rules or
regulations, or changes in government priorities or limitations on government resources could all have an adverse impact on the business and industries of these
companies. We are unable to predict whether any such changes in laws, rules or regulations will occur and, if they do occur, the impact of these changes on our
portfolio companies and our investment returns. Furthermore, if any of our portfolio companies fail to comply with applicable regulations, they could be subject to
significant penalties and claims that could materially and adversely affect their operations, which would also impact our ability to realize value since our exit from the
investment may be subject to the portfolio company obtaining the necessary regulatory approvals. Our portfolio companies may be subject to the expense, delay and
uncertainty of the regulatory approval process for their products and, even if approved, these products may not be accepted in the marketplace. In addition, there is
considerable uncertainty about whether foreign, U.S., state and/or local governmental entities will enact or maintain legislation or regulatory programs that mandate
reductions in greenhouse gas emissions or provide incentives for sustainable and renewable technology companies. Without such regulatory policies, investments in
sustainable and renewable

•

•

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technology companies may not be economical and financing for sustainable and renewable technology companies may become unavailable.

Further, industries within the energy sector are cyclical with fluctuations in commodity prices and demand for, and production of commodities driven by a variety of
factors. The highly cyclical nature of the industries within the energy sector may lead to volatile changes in commodity prices. Commodity price fluctuation may
adversely affect the earnings of companies in which we may invest.

Our financial results could be negatively affected if a significant portfolio investment fails to perform as expected.

Our total investment in companies may be significant individually or in the aggregate. As a result, if a significant investment in one or more companies fails to perform

as expected, our financial results could be more negatively affected, and the magnitude of the loss could be more significant than if we had made smaller investments in more
companies.

The following table shows the fair value of the investments held in portfolio companies as of December 31, 2023, that represent greater than 5% of our net assets:

(in thousands)

Axsome Therapeutics, Inc.

Phathom Pharmaceuticals, Inc.

Corium, Inc.
SeatGeek, Inc.

Worldremit Group Limited

December 31, 2023

Fair Value

Percentage of Net
Assets

$

162,022 

129,738 

108,545 
108,053 

96,020 

9.0 %

7.2 %

6.0 %
6.0 %

5.3 %

•

•

Axsome Therapeutics, Inc. is a biopharmaceutical company developing novel therapies for the management of central nervous system disorders for which there are
limited treatment options.
Phathom Pharmaceuticals, Inc. is a biopharmaceutical company focused on the development and commercialization of novel treatments for gastrointestinal diseases
and disorders.
Corium, Inc. develops, engineers, and manufactures drug delivery products and devices that utilize the skin and mucosa as a primary means of transport.
SeatGeek, Inc. is a mobile-focused ticket platform that enables users to buy and sell tickets for live sports, concerts and theater events.

•
•
• Worldremit Group Limited is a global online money transfer business.

Our financial results could be materially adversely affected if these portfolio companies or any of our other significant portfolio companies encounter financial

difficulty and fail to repay their obligations or to perform as expected.

We may be exposed to higher risks with respect to our investments that include PIK interest or exit fees.

Our investments may include contractual PIK interest and exit fees. PIK interest represents contractual interest added to a loan’s principal balance and is due in
accordance with the loan’s amortization terms. Exit fees represent a contractual fee accrued over the life of the loan and is typically due at loan payoff. To the extent PIK
interest and exit fees constitute a portion of our income, we are exposed to typical risks associated with such income being required to be included in taxable and accounting
income prior to receipt of cash, including the following:

•

•

•

PIK interest and exit fee instruments may have higher yields, which reflect the payment deferral and credit risk associated with these instruments;

PIK interest and exit fee instruments may have unreliable valuations because their continuing accruals require continuing judgments about the collectability of the
deferred payments and the value of the collateral; and

PIK interest and exit fee instruments may represent a higher credit risk than coupon loans; even if the conditions for income accrual under generally accepted
accounting principles in the United States of America are satisfied, a borrower could still default when actual payment is due upon the maturity of such loan.

The lack of liquidity in our investments may adversely affect our business.

We generally invest in companies whose securities are not publicly traded and/or whose securities will be subject to legal and other restrictions on resale or will
otherwise be less liquid than publicly traded securities. The illiquidity of these investments may make it difficult for us to sell these investments when desired. In addition, if we
are required to liquidate all or a portion of our portfolio quickly, we may realize significantly less than the value at which we had previously recorded these investments. As a
result, we do not expect to achieve liquidity in our investments in the near-term. Our investments are usually subject to contractual or legal restrictions on resale or are
otherwise illiquid because

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there is usually no established trading market for such investments. Even if an established trading market for such securities were established, we may be limited in our ability
to divest ourselves from a debt or equity instrument for a variety of reasons, such as limited trading volume in a public company’s securities, or regulatory factors such as the
receipt of material non-public information or insider blackout periods when we are legally prohibited from selling. The illiquidity of most of our investments may make it
difficult for us to dispose of them at a favorable price or at all and, as a result, we may suffer losses.

We may not have the funds or ability to make additional investments in our portfolio companies.

We may not have the funds or ability to make additional investments in our portfolio companies. After our initial investment in a portfolio company, we may be called

upon from time to time to provide additional funds to such company or have the opportunity to increase our investment through the extension of additional loans, the exercise
of a warrant to purchase equity securities, or the funding of additional equity investments. There is no assurance that we will make, or will have sufficient funds to make,
follow-on investments. Any decisions not to make a follow-on investment or any inability on our part to make such an investment may have a negative impact on a portfolio
company in need of such an investment, may result in a missed opportunity for us to increase our participation in a successful operation, may reduce our ability to protect an
existing investment or may dilute our equity interest or otherwise reduce the expected yield on the investment.

There may be circumstances where our debt investments could be subordinated to claims of other creditors or we could be subject to lender liability claims.

Our portfolio companies may have, or may be permitted to incur, other debt that ranks equally with, or senior to, the debt in which we invest. By their terms, such debt

instruments may entitle the holders to receive payment of interest or principal on or before the dates on which we are entitled to receive payments with respect to the debt
instruments in which we invest. Also, in the event of insolvency, liquidation, dissolution, reorganization or bankruptcy of a portfolio company, holders of debt instruments
ranking senior to our investment in that portfolio company would typically be entitled to receive payment in full before we receive any distribution. After repaying such senior
creditors, such portfolio company may not have any remaining assets to use for repaying its obligation to us. In the case of debt ranking equally with debt instruments in which
we invest, we would have to share on an equal basis any distributions with other creditors holding such debt in the event of an insolvency, liquidation, dissolution,
reorganization or bankruptcy of the relevant portfolio company.

Even if our investment is structured as a senior-secured loan, principles of equitable subordination, as defined by existing case law, could lead a bankruptcy court to
subordinate all or a portion of our claim to that of other creditors and transfer any lien securing such subordinated claim to the bankruptcy estate. The principles of equitable
subordination defined by case law have generally indicated that a claim may be subordinated only if its holder is guilty of misconduct or where the senior loan is re-
characterized as an equity investment and the senior lender has actually provided significant managerial assistance to the bankrupt debtor. We may also be subject to lender
liability claims for actions taken by us with respect to a borrower’s business or instances where we exercise control over the borrower. It is possible that we could become
subject to a lender liability claim, including as a result of actions taken in rendering significant managerial assistance or actions to compel and collect payments from the
borrower outside the ordinary course of business.

We are a non-diversified investment company within the meaning of the 1940 Act, and therefore we are not limited with respect to the proportion of our assets that may be
invested in securities of a single issuer, which may subject us to a risk of significant loss if any such issuer experiences a downturn.

We are classified as a non-diversified investment company within the meaning of the 1940 Act, which means that we are not limited by the 1940 Act with respect to

the proportion of our assets that we may invest in securities of a single issuer. Under the 1940 Act, a “diversified” investment company is required to invest at least 75% of the
value of its total assets in cash and cash items, government securities, securities of other investment companies and other securities limited in respect of any one issuer to an
amount not greater than 5% of the value of the total assets of such company and no more than 10% of the outstanding voting securities of such issuer. As a non-diversified
investment company, we are not subject to this requirement. To the extent that we assume large positions in the securities of a small number of issuers, our NAV may fluctuate
to a greater extent than that of a diversified investment company as a result of changes in the financial condition or the market’s assessment of the issuer. We may also be more
susceptible to any single economic or regulatory occurrence than a diversified investment company might be. Beyond our RIC asset diversification requirements, we do not
have fixed guidelines for portfolio diversification, and our investments could be concentrated in relatively few portfolio companies. See “Risk Factors – Risks Related to
Operating as a RIC and U.S. Federal Income Taxes.”

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We generally will not control our portfolio companies, which may result in the portfolio company making decisions which could adversely impact the value of our
investments in the portfolio company’s securities.

In some instances, we may control our portfolio companies or provide our portfolio companies with significant managerial assistance. However, we do not, and do not

expect to, control the ultimate decision making in most of our portfolio companies, even though we may have board representation or board observation rights, and our debt
agreements may contain certain restrictive covenants. As a result, we are subject to the risk that a portfolio company in which we invest will make business decisions with
which we disagree, and the management of such company will take risks or otherwise act in ways that do not serve our interests as debt investors or minority equity holders.
Due to the lack of liquidity for our investments in non-traded companies, we may not be able to dispose of our interests in our portfolio companies as readily as we would like
or at an appropriate valuation. As a result, a portfolio company may make decisions that would decrease the value of our portfolio holdings.

Defaults by our portfolio companies will harm our operating results.

A portfolio company’s failure to satisfy financial or operating covenants imposed by us or other lenders could lead to non-payment of interest and other defaults and,

potentially, termination of its loans and foreclosure on its secured assets, which could trigger cross-defaults under other agreements and jeopardize a portfolio company’s ability
to meet its obligations under the debt or equity securities that we hold. In addition, in the event of a default by a portfolio company on a secured loan, we will only have
recourse to the assets collateralizing the loan, which in some cases excludes the IP on which we have only a negative pledge. In any case, the assets collateralizing our loan may
not be sufficient to fully cover our indebtedness. Further, some of our secured loans are secured by a negative pledge on a portfolio company’s intellectual property. In the event
of a default on a loan, there can be no assurance that our security interest will be enforceable in a court of law or bankruptcy court or that there will not be others with senior or
pari passu credit interests. We may incur expenses to the extent necessary to seek recovery upon default or to negotiate new terms, which may include the waiver of certain
financial covenants, with a defaulting portfolio company.

Substantially all of our portfolio investments are recorded at fair value as determined in accordance with our Valuation Guidelines and, as a result, there may be
uncertainty as to the value of our portfolio investments.

As a BDC, we are required to carry our investments at market value or, if no market value is ascertainable, at the fair value as determined in accordance with our

Valuation Guidelines adopted pursuant to Rule 2a-5 under the 1940 Act. As of December 31, 2023, portfolio investments, whose fair value is determined in good faith by our
Valuation Committee and approved by the Board were approximately 95.1% of our total assets. Due to the inherent uncertainty of determining the fair value of investments that
do not have a readily available market value, the fair value of our investments may differ significantly from the values that would have been used had a readily available market
value existed for such investments, and the differences could be material. Our NAV could be adversely affected if determinations regarding the fair value of these investments
were materially higher than the values ultimately realized upon the disposal of such investments.

Any unrealized depreciation we experience on our investment portfolio may be an indication of future realized losses, which could reduce our income available for
distribution and could impair our ability to service our borrowings.

Decreases in the market values or fair values of our investments will be recorded as unrealized depreciation. Any unrealized depreciation in our portfolio could be an

indication of a portfolio company’s inability to meet its repayment obligations to us with respect to the affected loans or potential impairment of the value of affected equity
investments. This could result in realized losses in the future and ultimately in reductions of our income and gains available for distribution in future periods.

Prepayments of our debt investments by our portfolio companies could adversely impact our results of operations and reduce our return on equity.

During the year ended December 31, 2023, we received early principal payments and early payoffs on our debt investments of approximately $925.1 million. We are

subject to the risk that the debt investments we make in our portfolio companies may be repaid prior to maturity. When this occurs, we will generally reinvest these proceeds in
temporary investments, pending their future investment in new portfolio companies. These temporary investments will typically have substantially lower yields than the debt
being prepaid, and we could experience significant delays in reinvesting these amounts. Any future investment in a new portfolio company may also be at lower yields than the
debt that was repaid. As a result, our results of operations could be materially adversely affected if one or more of our portfolio companies elect to prepay amounts owed to us.
Additionally, prepayments could negatively impact our return on equity, which could result in a decline in the market price of our securities.

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The phase-out and replacement of LIBOR may adversely affect the value of our portfolio securities.

As of June 30, 2023, no settings of LIBOR continue to be published on a representative basis and publication of many non-U.S. Dollar LIBOR settings have been
entirely discontinued. On July 29, 2021, the U.S. Federal Reserve, in conjunction with the Alternative Reference Rates Committee, a steering committee comprised of large
U.S. financial institutions, recommended replacing U.S. dollar LIBOR with alternative reference rates based on the Secured Overnight Financing Rate (“SOFR”). SOFR
significantly differs from LIBOR, both in the actual rate and how it is calculated. Further, on March 15, 2022, the Consolidated Appropriations Act of 2022, which includes the
Adjustable Interest Rate (LIBOR) Act (“LIBOR Act”), was signed into law in the United States. This legislation established a uniform benchmark replacement process for
certain financial contracts that mature after June 30, 2023 that do not contain clearly defined or practicable LIBOR fallback provisions. The legislation also created a safe
harbor that shields lenders from litigation if they choose to utilize a replacement rate recommended by the Board of Governors of the U.S. Federal Reserve. In addition, the
U.K. Financial Conduct Authority, which regulates the publisher of LIBOR (ICR Benchmark Administration) has announced that it will require the continued publication of
one, three and six month tenors of U.S. dollar LIBOR on a non-representative synthetic basis until the end of September 2024, which may result in certain non-U.S. law-
governed contracts and U.S. law-governed contracts not being covered by the federal legislation remaining on synthetic U.S. dollar LIBOR until the end of this period. The
transition from LIBOR or the use of synthetic LIBOR in floating-rate debt securities in our portfolio or issued by us could have a material and adverse impact on the value or
liquidity of those instruments. The transition away from LIBOR to alternative reference rates is complex and could have a material adverse effect on our business, financial
condition and results of operations, including as a result of any changes in the pricing of our investments, changes to the documentation for certain of our investments and the
pace of such changes, disputes and other actions regarding the interpretation of current and prospective loan documentation or modifications to processes and systems.

We are subject to risks associated with the current interest rate environment and changes in interest rates will affect our cost of capital, net investment income and the
value of our investments.

To the extent we borrow money or issue debt securities or preferred stock to make investments, our net investment income will depend, in part, upon the difference

between the rate at which we borrow funds or pay interest or dividends on such debt securities or preferred stock and the rate at which we invest these funds. In addition, many
of our debt investments and borrowings have floating interest rates that reset on a periodic basis, and many of our investments are subject to interest rate floors and caps. As of
December 31, 2023, approximately 95.9% of our debt investments were at floating rates or floating rates with a floor, and 4.1% of our debt investments were at fixed rates. As a
result, a change in market interest rates could have a material adverse effect on our net investment income, in particular with respect to increases from current levels to the level
of the interest rate caps on certain investments. In periods of rising interest rates, our cost of funds will increase because the interest rates on the amounts borrowed under our
Credit Facilities are floating and are not subject to interest rate caps, which could reduce our net investment income to the extent any debt investments have either fixed interest
rates, or floating interest rates subject to an interest rate cap below the then current levels, and as a result such interest rates on these debt investments will not increase.

Some of our portfolio companies have debt investments which bear interest at variable rates and may be negatively affected by changes in market interest rates. An

increase in market interest rates would increase the interest costs and reduce the cash flows of our portfolio companies that have variable rate debt instruments, a situation
which could reduce the value of our investments in these portfolio companies. The value of our securities could also be reduced from an increase in market interest rates as
rates available to investors could make an investment in our securities less attractive than alternative investments. Conversely, decreases in market interest rates could
negatively impact the interest income from our variable rate debt investments. A decrease in market interest rates may also have an adverse impact on our returns by requiring
us to accept lower yields on our debt investments and by increasing the risk that our portfolio companies will prepay our debt investments, resulting in the need to redeploy
capital at potentially lower rates. See further discussion and analysis at “Item 7A. Quantitative and Qualitative Disclosures about Market Risk.”

We may not realize gains from our equity or warrant investments.

Certain investments that we have made in the past and may make in the future include warrants or other equity securities. Investments in equity securities involve a

number of significant risks, including the risk of further dilution as a result of additional issuances, inability to access additional capital and failure to pay current distributions.
We may from time to time make non-control, equity investments in portfolio companies. Our goal is ultimately to realize gains upon our disposition of such equity interests.
However, the equity interests we receive may not appreciate in value and, in fact, may decline in value. Accordingly, we may not be able to realize gains from our equity
interests, and any gains that we do realize on the disposition of any equity interests may not be sufficient to offset any other losses we experience. We also may be unable to
realize any value if a portfolio company does not have a liquidity event, such as a sale of the business, recapitalization or public offering, which would allow us to sell the
underlying equity interests. We may seek puts or similar rights to give us the right to sell our equity securities back to the portfolio company issuer; however, we may be unable
to exercise these put rights for the consideration provided in our investment documents if the issuer is in financial

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distress. In addition, we anticipate that approximately 50% of our warrants may not realize any exit or generate any returns. Furthermore, because of the financial reporting
requirements under U.S. generally accepted accounting principles (“U.S. GAAP”), of those approximately 50% of warrants that we do not realize any exit, the assigned costs to
the initial warrants may lead to realized losses when the warrants either expire or are not exercised.

We may expose ourselves to risks when we engage in hedging transactions.

When we engage in hedging transactions, we may expose ourselves to risks associated with such transactions. We may utilize instruments such as forward contracts,
currency options and interest rate swaps, caps, collars and floors to seek to hedge against fluctuations in the relative values of our portfolio positions from changes in currency
exchange rates and market interest rates. Hedging against a decline in the values of our portfolio positions does not eliminate the possibility of fluctuations in the values of such
positions or prevent losses if the values of such positions decline. However, such hedging can establish other positions designed to gain from those same developments, thereby
offsetting the decline in the value of such portfolio positions. Such hedging transactions may also limit the opportunity for gain if the values of the underlying portfolio
positions should increase. It may not be possible to hedge against an exchange rate or interest rate fluctuation that is so generally anticipated that we are not able to enter into a
hedging transaction at an acceptable price. Moreover, for a variety of reasons, we may not seek to establish a perfect correlation between such hedging instruments and there
can be no assurance that any such hedging arrangements will achieve the desired effect. During the year ended and as of December 31, 2023, we had entered into and held one
outstanding foreign currency forward contract. We do not utilize hedge accounting and as such we recognize the value of our derivatives at fair value on the Consolidated
Statements of Assets and Liabilities with changes in the net unrealized appreciation (depreciation) on forward currency forward contracts recorded on the Consolidated
Statements of Operations.

Our investments in foreign securities or investments denominated in foreign currencies may involve significant risks in addition to the risks inherent in U.S. and U.S.-
denominated investments.

Our investment strategy contemplates potential investments in securities of foreign companies. Our total investments at value in foreign companies were

approximately $386.4 million or 11.9% of total investments as of December 31, 2023. Investing in foreign companies may expose us to additional risks not typically associated
with investing in securities of U.S. companies. These risks include changes in exchange control regulations, political and social instability, expropriation, imposition of foreign
taxes, less liquid markets and less available information than is generally the case in the U.S., higher transaction costs, less government supervision of exchanges, brokers and
issuers, less developed bankruptcy laws, difficulty in enforcing contractual obligations, lack of uniform accounting and auditing standards and greater price volatility.

Although most of our investments will be U.S. dollar denominated, any investments denominated in a foreign currency will be subject to the risk that the value of a

particular currency will change in relation to one or more other currencies. Among the factors that may affect currency values are trade balances, the level of short-term interest
rates, differences in relative values of similar assets in different currencies, long-term opportunities for investment and capital appreciation, and political developments.

The disposition of our investments may result in contingent liabilities.

Many of our investments involve private securities. In connection with the disposition of an investment in private securities, we may be required to make
representations about the business and financial affairs of the portfolio company typical of those made in connection with the sale of a business. We may also be required to
indemnify the purchasers of such investment to the extent that any such representations turn out to be inaccurate or with respect to certain potential liabilities. These
arrangements may result in contingent liabilities that ultimately yield funding obligations that must be satisfied through our return of certain distributions previously made to us.

Depending on funding requirements, we may need to raise additional capital to meet our unfunded commitments through additional borrowings.

As of December 31, 2023, we had approximately $335.3 million of available unfunded commitments, including undrawn revolving facilities, which were available at

the request of the portfolio company and unencumbered by milestones.

Our unfunded contractual commitments may be significant from time-to-time. A portion of these unfunded contractual commitments are dependent upon the portfolio
company achieving certain milestones before the debt commitment becomes available. Furthermore, our credit agreements contain customary lending provisions which allow
us relief from funding obligations for previously made commitments in instances where the underlying company experiences materially adverse events that affect the financial
condition or business outlook for the company. These commitments will be subject to the same underwriting and ongoing portfolio maintenance as are the on-balance sheet
financial instruments that we hold. Since these commitments may expire without being drawn upon, the total commitment amount does not

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necessarily represent future cash requirements. Closed commitments generally fund 50-80% of the committed amount in aggregate over the life of the commitment. We believe
that our assets provide adequate cover to satisfy all of our unfunded commitments and we intend to use cash flow from operations and early principal repayments and proceeds
from borrowings and notes to fund these commitments. However, there can be no assurance that we will have sufficient capital available to fund these commitments as they
come due, which could have a material adverse effect on our reputation in the market and our ability to generate incremental lending activity and subject us to lender liability
claims.

Our ability to secure additional financing and satisfy our financial obligations under indebtedness outstanding from time to time will depend upon our future operating

performance, which is subject to the prevailing general economic and credit market conditions, including interest rate levels and the availability of credit generally, and
financial, business and other factors, many of which are beyond our control. The prolonged continuation or worsening of current economic and capital market conditions could
have a material adverse effect on our ability to secure financing on favorable terms, if at all.

Risks Related To Leverage

Because we have substantial borrowings, the potential for gain or loss on amounts invested in us is magnified and may increase the risk of investing in us.

Borrowings, also known as leverage, magnify the potential for loss on investments in our indebtedness and gain or loss on investments in our equity capital. As we use

leverage to partially finance our investments, you will experience increased risks of investing in our securities. Accordingly, any event that adversely affects the value of an
investment would be magnified to the extent we use leverage. Such events could result in a substantial loss to us, which would be greater than if leverage had not been used. In
addition, our investment objectives are dependent on the continued availability of leverage at attractive relative interest rates.

We may also borrow from banks and other lenders and may issue debt securities or enter into other types of borrowing arrangements in the future. Lenders of these
senior securities will have fixed dollar claims on our assets that are superior to the claims of our common stockholders, and we would expect such lenders to seek recovery
against our assets in the event of a default. We generally may grant security interests in our assets, subject to our requirement to maintain a 150% minimum asset coverage ratio
and any restrictions on encumbered assets imposed by the terms of our existing indebtedness.

The terms of our existing indebtedness require us to comply with certain financial and operational covenants, and we expect similar covenants in future debt
instruments. Failure to comply with such covenants could result in a default under the applicable credit facility or debt instrument if we are unable to obtain a waiver from the
applicable lender or holder, and such lender or holder could accelerate repayment under such indebtedness and negatively affect our business, financial condition, results of
operations and cash flows. In addition, under the terms of any credit facility or other debt instrument we enter into, in the event of a default, we are likely to be required by its
terms to use the net proceeds of any investments that we sell to repay a portion of the amount borrowed under such facility or instrument before applying such net proceeds to
any other uses. See “Note 5 – Debt” and “Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations — Financial Condition, Liquidity,
Capital Resources and Obligations” for a discussion regarding our outstanding indebtedness.

If the value of our assets decreases, leveraging would cause NAV to decline more sharply than it otherwise would have had we not leveraged our business. Similarly,
any decrease in our income would cause net investment income to decline more sharply than it would have had we not leveraged our business. Such a decline could negatively
affect our ability to pay common stock dividends, scheduled debt payments or other payments related to our securities.

Our ability to service our debt depends largely on our financial performance and will be subject to prevailing economic conditions and competitive pressures. Our

secured credit facilities with Sumitomo Mitsui Banking Corporation (the “SMBC Facility”) and MUFG Union Bank, N.A., (the “MUFG Bank Facility”) and our letter of credit
facility with Sumitomo Mitsui Banking Corporation (the “SMBC LC Facility” and together with the SMBC Facility and MUFG Bank Facility, our “Credit Facilities”), as well
as the July 2024 Notes, February 2025 Notes, June 2025 Notes, June 2025 3-Year Notes, March 2026 A Notes, March 2026 B Notes, September 2026 Notes, January 2027
Notes, 2031 Asset-Backed Notes and 2033 Notes (each term as is individually defined herein and collectively, the “Notes”) contain financial and operating covenants that could
restrict our business activities, including our ability to declare dividend distributions if we default under certain provisions. As of December 31, 2023, we had $94.0 million and
$61.0 million in borrowings under the SMBC Facility and MUFG Bank Facility and approximately $1.24 billion in aggregate principal outstanding Notes. Further we have an
additional $175.0 million SBA Debentures outstanding and incurred by our SBIC subsidiary, as of December 31, 2023.

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Illustration. The following table illustrates the effect of leverage on returns from an investment in our common stock assuming that we employ (1) our actual asset

coverage ratio as of December 31, 2023, (2) a hypothetical asset coverage ratio of 200%, and (3) a hypothetical asset coverage ratio of 150% (each excluding our SBA
debentures as permitted by our exemptive relief) each at various annual returns on our portfolio as of December 31, 2023, net of expenses. The calculations in the table below
are hypothetical, and actual returns may be higher or lower than those appearing in the table below.

Corresponding return to common stockholder assuming our actual
asset coverage of 228.7% as of December 31, 2023
Corresponding return to common stockholder assuming 200% asset
coverage
Corresponding return to common stockholder assuming 150% asset
coverage

(1)

(3)

(2)

Annual Return on Our Portfolio
(Net of Expenses)

-10%

(23.15)%

(26.45)%

(41.21)%

-5%

(13.67)%

(15.86)%

(25.64)%

0%

(4.20)%

(5.27)%

(10.07)%

5%

5.28%

5.32%

5.50%

10%

14.76%

15.91%

21.07%

(1) Assumes $3.4 billion in total assets, $1.6 billion in debt outstanding, $1.8 billion in stockholders’ equity, and an average cost of funds of 4.8%, which is the approximate average cost of our

Notes and Credit Facilities for the period ended December 31, 2023. Actual interest payments may be different.

(2) Assumes $3.8 billion in total assets including debt issuance costs on a pro forma basis, $2.0 billion in debt outstanding, $1.8 billion in stockholders’ equity, and an average cost of funds of
4.8%, which is the approximate average cost of our Notes and Credit Facilities for the period ended December 31, 2023, along with the hypothetical estimated incremental cost of debt that
would be incurred on offering the maximum permissible debt under the 200% asset coverage. Actual interest payments may be different.

(3) Assumes $5.6 billion in total assets including debt issuance costs on a pro forma basis, $3.8 billion in debt outstanding, $1.8 billion in stockholders’ equity, and an average cost of funds of
4.8%, which is the approximate average cost of our Notes and Credit Facilities for the period ended December 31, 2023, along with the hypothetical estimated incremental cost of debt that
would be incurred on offering the maximum permissible debt under the 150% asset coverage. Actual interest payments may be different.

Our ability to achieve our investment objective may depend in part on our ability to access additional leverage on favorable terms and there can be no assurance that

such additional leverage can in fact be achieved. If we are unable to obtain leverage or renew, extend or replace our current leverage facilities, or if the interest rates of such
leverage are not attractive, we could experience diminished returns. The number of leverage providers and the total amount of financing available could decrease or remain
static.

Certain of our assets are subject to security interests under our senior securities and if we default on our obligations under our senior securities, we may suffer adverse
consequences, including foreclosure on those assets.

Certain of our assets are currently pledged as collateral under our senior securities, including any credit facilities or notes. If we default on our obligations under our

senior securities, our lenders may have the right to foreclose upon and sell, or otherwise transfer, the collateral subject to their security interests or their superior claim. In such
event, we may be forced to sell our investments to raise funds to repay our outstanding borrowings in order to avoid foreclosure and these forced sales may be at times and at
prices we would not consider advantageous. Moreover, such deleveraging of our company could significantly impair our ability to effectively operate our business in the
manner in which we have historically operated. As a result, we could be forced to curtail or cease new investment activities and lower or eliminate the dividends that we have
historically paid to our stockholders. In addition, if the lenders exercise their right to sell the assets pledged under our senior securities, such sales may be completed at
distressed sale prices, thereby diminishing or potentially eliminating the amount of cash available to us after repayment of the amounts outstanding under the senior securities.

If our operating performance declines and we are not able to generate sufficient cash flow to service our debt obligations, we may in the future need to refinance or

restructure our debt, sell assets, reduce or delay capital investments, seek to raise additional capital or seek to obtain waivers from the required lenders under our senior
securities to avoid being in default. If we are unable to implement one or more of these alternatives, we may not be able to meet our payment obligations under our senior
securities. If we breach our covenants under our senior securities and seek a waiver, we may not be able to obtain a waiver from the required lenders or debt holders. If this
occurs, we would be in default under our senior securities, the lenders or debt holders could exercise their rights as described above, and we could be forced into bankruptcy or
liquidation. If we are unable to repay debt, lenders having secured obligations could proceed against the collateral securing the debt. Because certain of our senior securities
have customary cross-default and cross-acceleration provisions, if the indebtedness under our senior securities is accelerated, we may be unable to repay or finance the amounts
due.

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Risks Related To Our Investment Management Activities

Our executive officers and employees, through the Adviser Subsidiary, are expected to manage the Adviser Funds or separately managed accounts, which includes funds
from External Parties, that operate in the same or a related line of business as we do, which may result in significant conflicts of interest.

Our executive officers and employees, through the Adviser Subsidiary, are expected to manage the Adviser Funds that operate in the same or a related line of business
as we do, and which funds may be invested in by us and/or our executive officers and employees. Accordingly, they may have obligations to such other entities, the fulfillment
of which obligations may not be in the interests of us or our stockholders. Our relationship with the Adviser Subsidiary may require us to commit resources to achieving the
Adviser Funds or External Parties’ investment objectives, while such resources were previously solely devoted to achieving our investment objective. Our investment objective
and investment strategies may be very similar to those of the Adviser Funds and External Parties, and it is likely that an investment appropriate for us, the Adviser Funds, or
External Parties would be appropriate for the other entity. Because the Adviser Subsidiary may receive performance-based fee compensation from the Adviser Funds or
External Parties, this may provide an incentive to allocate opportunities to the Adviser Funds or External Parties instead of us. Accordingly, we and the Adviser Subsidiary have
established policies and procedures governing the allocation investment opportunities between us, the Adviser Funds, and External Parties. We may be limited in or unable to
participate in certain investments based upon such allocation policy. Although we will endeavor to allocate investment opportunities in a fair and equitable manner, we may
face conflicts in allocating investment opportunities between us, the Adviser Funds and External Parties managed by the Adviser Subsidiary.

Investments in the Adviser Funds managed by our Adviser Subsidiary may create conflicts of interests.

Our Adviser Subsidiary is committed to make contributions as a limited partner to certain Adviser Funds, it is also entitled to receive distributions on such interest. Our

officers and employees may dedicate more time or resources to the Adviser Funds or allocate more favorable investment opportunities to the Adviser Funds instead of us. The
Adviser Funds will, at times, acquire, hold, or sell investments that are also suitable for us. Investments allocated to the Adviser Funds may reduce the amount of investments
available to us. Our officers and employees may make investment decisions or recommendations for the Adviser Funds that differ from the investment decisions that are made
for us. The Adviser Subsidiary could determine to sell a loan for one or more Adviser Funds while all or a portion of such loan is retained by us, or vice-versa. The Adviser
Subsidiary makes its decisions as to whether the Adviser Funds should invest pursuant to, among other things, its duties under the applicable governing documents for the
Adviser Funds. Conflicts of interest can arise if the Adviser Subsidiary seeks to acquire or sell portions of one or more loans for one or more of the Adviser Funds while we also
seek to acquire or sell portions of such loans. We and the Adviser Subsidiary have implemented an investment allocation policy and procedures designed to ensure that
investment opportunities are allocated among us and the Adviser Funds fairly and equitably over time; however, there can be no assurance that the application of our allocation
policy will result in our desired participation in every investment opportunity that may be suitable for both us and the Adviser Funds.

In addition, we may make investments in the Adviser Funds in the form of loans. For example, prior to the receipt by the Adviser Funds of capital contributions from
investors for which a capital call notice has or will be given, we expect to provide loan financing to such Adviser Funds to fund such amounts on a temporary basis in order to
permit the Adviser Funds to invest in a target portfolio company within the applicable time constraints prior to the receipt by the Adviser Funds of a capital call in respect of
such investment. In addition, we may provide loan financing to the Adviser Funds to cover start-up and initial operating costs prior to the receipt by the Adviser Funds of a
capital call in respect of such expenses. The provision of debt financing to the Adviser Funds may cause conflicts of interest, including in situations where our interest as a
lender to the Adviser Funds conflicts with the interest of holders of third-party equity interests.

We, through the Adviser Subsidiary, derive revenues from managing third-party funds pursuant to management agreements that may be terminated, which could
negatively impact our operating results.

We will derive our revenues related to the Adviser Subsidiary primarily from dividend income, which the Adviser Subsidiary will pay from net profits generated from

advisory fees charged to the Adviser Funds. The Adviser Funds may be established with different fee structures, including management fees payable at varying rates and carried
interest or performance fees that are payable at varying hurdle rates. Investment advisory, carried interest, and performance fee revenues can be adversely affected by several
factors, including market factors, third-party investor preferences, and our Adviser Subsidiary’s performance and track record. A reduction in revenues of our Adviser
Subsidiary, without a commensurate reduction in expenses, would adversely affect our Adviser Subsidiary’s business and our revenues and results of operations derived from
the Adviser Subsidiary. In addition, the terms of the investment management agreements with the Adviser Funds generally provide for the right to terminate the management
agreement in certain circumstances.

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Termination of any such management agreements would reduce the fees we earn from the Adviser Funds, which could have a material adverse effect on our results of
operations.

Risk Related To BDCs

Failure to comply with applicable laws or regulations and changes in laws or regulations governing our operations may adversely affect our business or cause us to alter
our business strategy.

We, the Adviser Funds and our portfolio companies are subject to applicable local, state and federal laws and regulations, including those promulgated by the SEC, the

NYSE, and the Public Company Accounting Oversight Board. Failure to comply with any applicable local, state or federal law or regulation could negatively impact our
reputation and our business results. New legislation may also be enacted or new interpretations, rulings or regulations could be adopted, including those governing the types of
investments we are permitted to make, any of which could harm us and our stockholders, potentially with retroactive effect. Additionally, any changes to the laws and
regulations governing our operations relating to permitted investments may cause us to alter our investment strategy in order to avail ourselves of new or different
opportunities. Such changes could result in material differences to the strategies and plans set forth herein and may result in our investment focus shifting from the areas of
expertise of our investment team to other types of investments in which our investment team may have less expertise or little or no experience. Thus, any such changes, if they
occur, could have a material adverse effect on our results of operations and the value of your investment.

Failure to maintain our status as a BDC would reduce our operating flexibility.

If we do not remain a BDC, we might be regulated as a closed-end investment company under the 1940 Act, which would subject us to substantially more regulatory

restrictions under the 1940 Act and correspondingly decrease our operating flexibility.

Operating under the constraints imposed on us as a BDC and RIC may hinder the achievement of our investment objectives.

The 1940 Act and the Code impose numerous constraints on the operations of BDCs and RICs that do not apply to certain of the other investment vehicles that we may

compete with. BDCs are required, for example, to invest at least 70% of their total assets in certain qualifying assets, including U.S. private or smaller U.S. public companies,
cash, cash equivalents, U.S. government securities and other high-quality debt instruments that mature in one year or less from the date of investment. See “Item 1. Business –
Regulation.” Moreover, qualification for taxation as a RIC requires satisfaction of source-of-income, asset diversification and distribution requirements. See “Certain United
States Federal Income Tax Considerations — Qualifying as a Regulated Investment Company.” Operating under these constraints may hinder our ability to take advantage of
attractive investment opportunities and to achieve our investment objective. Any failure to do so could subject us to enforcement action by the SEC, cause us to fail to satisfy
the requirements associated with RIC status and subject us to entity-level corporate income taxation, cause us to fail the 70% test described above or otherwise have a material
adverse effect on our business, financial condition or results of operations.

Regulations governing our operation as a BDC will affect our ability to, and the way in which we, raise additional capital.

Our business will require capital to operate and grow. In addition to funding new and existing investments, we may pursue growth through acquisitions or strategic

investments in new businesses. Completion and timing of any such acquisitions or strategic investments may be subject to a number of contingencies and risks. There can be no
assurance that the integration of an acquired business will be successful or that an acquired business will prove to be profitable or sustainable. We may acquire additional capital
from the following sources:

Senior Securities. We may issue debt securities or preferred stock and/or borrow money from banks or other financial institutions, which we refer to collectively as

senior securities. As a result of issuing senior securities, we will be exposed to additional risks, including the following:

•

•

Under the provisions of the 1940 Act, we are permitted, as a BDC, to issue senior securities only in amounts such that our asset coverage, as defined in the 1940 Act,
equals at least 150% immediately after each issuance of senior securities. If the value of our assets declines, we may be unable to satisfy this test. If that happens, we
will be prohibited from issuing debt securities or preferred stock and/or borrowing money from banks or other financial institutions and may not be permitted to
declare a dividend or make any distribution to stockholders or repurchase shares until such time as we satisfy this test.

Any amounts that we use to service our debt or make payments on preferred stock will not be available for dividends to our common stockholders.

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•

It is likely that any senior securities or other indebtedness we issue will be governed by an indenture or other instrument containing covenants restricting our operating
flexibility. Additionally, some of these securities or other indebtedness may be rated by rating agencies, and in obtaining a rating for such securities and other
indebtedness, we may be required to abide by operating and investment guidelines that further restrict operating and financial flexibility.

• We and, indirectly, our stockholders will bear the cost of issuing and servicing such securities and other indebtedness.

•

•

Preferred stock or any convertible or exchangeable securities that we issue in the future may have rights, preferences and privileges more favorable than those of our
common stock, including separate voting rights and could delay or prevent a transaction or a change in control to the detriment of the holders of our common stock.

Any unsecured debt issued by us would generally rank (i) pari passu with our current and future unsecured indebtedness and effectively subordinated to all of our
existing and future secured indebtedness, to the extent of the value of the assets securing such indebtedness, and (ii) structurally subordinated to all existing and future
indebtedness and other obligations of any of our subsidiaries.

Additional Common Stock. We are not generally able to issue and sell our common stock at a price below NAV per share. We may, however, sell our common stock,

warrants, options or rights to acquire our common stock, at a price below the current NAV of the common stock if our Board of Directors determines that such sale is in the best
interests of our stockholders, and our stockholders approve such sale. Our stockholders have authorized us to issue common stock at a price below the then-current NAV per
share, subject to certain conditions including Board approval, for a twelve-month period expiring on July 20, 2024. See “Risk Factors – Risks Related to our Securities —
Stockholders may incur dilution if we sell shares of our common stock in one or more offerings at prices below the then current NAV per share of our common stock or issue
securities to subscribe to, convert to or purchase shares of our common stock” for a discussion of the risks related to us issuing shares of our common stock below NAV. Our
stockholders have also authorized us to issue warrants, options or rights to subscribe for, convert to, or purchase shares of our common stock at a price per share below the then-
current NAV per share, subject to the applicable requirements of the 1940 Act. There is no expiration date on our ability to issue such warrants, options, rights or convertible
securities based on this stockholder approval. If we raise additional funds by issuing more common stock or senior securities convertible into, or exchangeable for, our common
stock, the percentage ownership of our stockholders at that time would decrease, and they may experience dilution. Moreover, we can offer no assurance that we will be able to
issue and sell additional equity securities in the future, on favorable terms or at all.

Risks Related To Our Securities

Investing in our securities may involve a high degree of risk.

The investments we make in accordance with our investment objective may be highly speculative and result in a higher amount of risk than alternative investment
options and a higher risk of volatility or loss of principal. Our investments in portfolio companies involve higher levels of risk, and therefore, an investment in our securities
may not be suitable for someone with lower risk tolerance.

Shares of closed-end investment companies, including BDCs, may trade at a discount to their NAV.

Shares of closed-end investment companies, including BDCs, may trade at a discount to NAV. This characteristic of closed-end investment companies and BDCs is

separate and distinct from the risk that our NAV per share may decline. We cannot predict whether our common stock will trade at, above or below NAV. In addition, if our
common stock trades below our NAV per share, we will generally not be able to issue additional common stock at the market price unless our stockholders approve such a sale
and our Board makes certain determinations. While our stockholders have authorized us to issue common stock at a price below the then-current NAV per share, subject to
certain conditions including Board approval, for a twelve-month period expiring on July 20, 2024, we cannot predict whether we will make any such sales. See “Risk Factors
— Risks Related to our Securities — Stockholders may incur dilution if we sell shares of our common stock in one or more offerings at prices below the then current NAV per
share of our common stock or issue securities to subscribe to, convert to or purchase shares of our common stock” for a discussion related to us issuing shares of our common
stock below NAV.

The market price of our securities may be volatile and fluctuate significantly.

Fluctuations in the trading prices of our securities may adversely affect the liquidity of the trading market for our securities and, if we seek to raise capital through
future securities offerings, our ability to raise such capital. The market price and liquidity of the market for our securities may be significantly affected by numerous factors,
some of which are beyond our control and may not be directly related to our operating performance. These factors include:

•

significant volatility in the market price and trading volume of securities of BDCs or other companies in our sector, which are not necessarily related to the operating
performance of these companies;

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•
•

•
•
•
•
•
•
•
•
•
•
•
•

changes in regulatory policies, accounting pronouncements or tax guidelines;
the exclusion of BDC common stock from certain market indices, such as what happened with respect to the Russell indices and the Standard and Poor’s indices, could
reduce the ability of certain investment funds to own our common stock and limit the number of owners of our common stock and otherwise negatively impact the
market price of our common stock;
inability to obtain any exemptive relief that may be required by us in the future from the SEC;
loss of our BDC or RIC status or our wholly owned subsidiary’s status as an SBIC;
changes in our earnings or variations in our operating results;
changes in the value of our portfolio of investments;
any shortfall in our investment income or net investment income or any increase in losses from levels expected by investors or securities analysts;
loss of a major funding source;
fluctuations in interest rates;
the operating performance of companies comparable to us;
departure of our key personnel;
proposed, or completed, offerings of our securities, including classes other than our common stock;
global or national credit market changes; and
general economic trends and other external factors.

Stockholders may incur dilution if we sell shares of our common stock in one or more offerings at prices below the then current NAV per share of our common stock or
issue securities to subscribe to, convert to or purchase shares of our common stock.

The 1940 Act prohibits us from selling shares of our common stock at a price below the current NAV per share of such stock, with certain exceptions. One such
exception is prior stockholder approval of issuances below NAV provided that our Board of Directors makes certain determinations. In connection with our 2023 Annual
Meeting, we obtained authorization from our stockholders to issue common stock below our then-current NAV per share, subject to certain conditions including Board
approval, for a twelve-month period expiring on July 20, 2024. We may also seek such authorization at future annual or special meetings of stockholders. Our stockholders
have previously approved a proposal to authorize us to issue securities to subscribe to, convert to, or purchase shares of our common stock in one or more offerings. Even
though we have obtained authorization from our stockholders to issue common stock at a price below our then-current NAV, we cannot predict whether we will make any such
sales. Any decision to sell shares of our common stock below the then current NAV per share of our common stock or securities to subscribe to, convert to, or purchase shares
of our common stock would be subject to the determination by our Board that such issuance is in our and our stockholders’ best interests.

If we were to sell shares of our common stock below NAV per share, such sales would result in an immediate dilution to the NAV per share. This dilution would occur

as a result of the sale of shares at a price below the then current NAV per share of our common stock and a proportionately greater decrease in a stockholder’s interest in our
earnings and assets and voting interest in us than the increase in our assets resulting from such issuance. In addition, if we issue securities to subscribe to, convert to or purchase
shares of common stock, the exercise or conversion of such securities would increase the number of outstanding shares of our common stock. Any such exercise would be
dilutive on the voting power of existing stockholders and could be dilutive with regard to dividends and our NAV, and other economic aspects of the common stock.

Because the number of shares of common stock that could be so issued and the timing of any issuance is not currently known, the actual dilutive effect cannot be
predicted; however, the example below illustrates the effect of dilution to existing stockholders resulting from the sale of common stock at prices below the NAV of such
shares.

Illustration: Example of Dilutive Effect of the Issuance of Shares Below NAV. Assume that Company XYZ has 1,000,000 total shares outstanding, $15,000,000 in total

assets and $5,000,000 in total liabilities. The NAV per share of the common stock of Company XYZ is $10.00. The following table illustrates the reduction to NAV, or NAV,
and the dilution

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experienced by Stockholder A following the sale of 40,000 shares of the common stock of Company XYZ at $9.50 per share, a price below its NAV per share.

Reduction to NAV

Total Shares Outstanding

NAV per share

Dilution to Existing Stockholder

Shares Held by Stockholder A
Percentage Held by Stockholder A

Total Interest of Stockholder A in NAV

Prior to Sale
Below NAV

Following Sale
Below NAV

Percentage
Change

$

$

1,000,000 

10.00 

$

1,040,000 

9.98 

10,000 

1.00 %

100,000 

$

10,000 

(1)

0.96 %

99,808 

4.0 %

(0.2)%

0.0 %
(4.0)%

(0.2)%

(1) Assumes that Stockholder A does not purchase additional shares in the sale of shares below NAV.

In addition, all distributions in cash payable to stockholders who participate in our dividend reinvestment plan are automatically reinvested in shares of our common

stock. As a result, stockholders who opt out of our dividend reinvestment plan will experience dilution of their ownership percentage of our common stock over time.

Provisions of the Maryland General Corporation Law and of our charter and bylaws could deter takeover attempts and have an adverse impact on the price of our common
stock.

The Maryland General Corporation Law and our charter and bylaws contain provisions that may have the effect of discouraging, delaying, or making difficult a change
in control of our company or the removal of our incumbent directors. For example, our governing documents provide for a staggered board and authorize the issuance of “blank
check” preferred stock. The existence of these provisions, among others, may have a negative impact on the price of our common stock and may discourage third party bids for
ownership of our company. These provisions may prevent any premiums being offered to you for our common stock.

We may in the future determine to issue preferred stock, which could adversely affect the market value of our common stock.

The issuance of shares of preferred stock with dividend or conversion rights, liquidation preferences or other economic terms favorable to the holders of preferred

stock could adversely affect the market price for our common stock by making an investment in the common stock less attractive. In addition, the dividends on any preferred
stock we issue must be cumulative. Payment of dividends and repayment of the liquidation preference of preferred stock must take preference over any dividends or other
payments to our common stockholders, and holders of preferred stock are not subject to any of our expenses or losses and are not entitled to participate in any income or
appreciation in excess of their stated preference (other than convertible preferred stock that converts into common stock). In addition, under the 1940 Act, preferred stock
constitutes a “senior security” for purposes of the asset coverage test.

The Notes are unsecured and therefore effectively subordinated to any current or future secured indebtedness.

The Notes are not secured by any of our assets or any of the assets of our subsidiaries and rank equally in right of payment with all of our existing and future
unsubordinated, unsecured indebtedness. As a result, the Notes are effectively subordinated to any secured indebtedness we or our subsidiaries have currently incurred and may
incur in the future (or any indebtedness that is initially unsecured to which we subsequently grant security) to the extent of the value of the assets securing such indebtedness. In
any liquidation, dissolution, bankruptcy or other similar proceeding, the holders of any of our existing or future secured indebtedness and the secured indebtedness of our
subsidiaries may assert rights against the assets pledged to secure that indebtedness in order to receive full payment of their indebtedness before the assets may be used to pay
other creditors, including the holders of the Notes.

The Notes are structurally subordinated to the indebtedness and other liabilities of our subsidiaries.

The Notes are obligations exclusively of Hercules Capital, Inc. and not of any of our subsidiaries. None of our subsidiaries are or act as guarantors of the Notes.

Furthermore, the Notes are not required to be guaranteed by any subsidiaries we may acquire or create in the future. Our secured indebtedness with respect to the SBA
debentures is held through our SBIC subsidiary. The assets of any such subsidiary are not directly available to satisfy the claims of our creditors, including holders of the Notes.
Except to the extent we are a creditor with recognized claims against our subsidiaries, all claims of creditors (including holders of preferred stock, if any, of our subsidiaries)
will have priority over our equity interests in such subsidiaries (and therefore the claims of our creditors, including holders of the Notes) with respect to the assets of such
subsidiaries. Even if we are recognized as a creditor of one or more of our subsidiaries, our claims would still be subordinated to any security interests in the assets of any such
subsidiary and to any indebtedness or

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other liabilities of any such subsidiary senior to our claims. As a result of not having a direct claim against any of our subsidiaries, the Notes are structurally subordinated to all
indebtedness and other liabilities (including trade payables) of our subsidiaries and any subsidiaries that we may in the future acquire or establish as financing vehicles or
otherwise. In addition, our subsidiaries may incur substantial additional indebtedness in the future, all of which would be structurally senior to the Notes.

The Notes may or may not have an established trading market. If a trading market in the Notes is developed, it may not be maintained.

The Notes may or may not have an established trading market. If a trading market in the Notes is developed, it may not be maintained. If the Notes are traded, they

may trade at a discount to their initial offering price depending on prevailing interest rates, the market for similar securities, our credit ratings, our financial condition or other
relevant factors. Accordingly, a liquid trading market may not develop for any or all of the Notes, and noteholders may not be able to sell Notes at a particular time or at a
favorable price. To the extent an active trading market does not develop or is not maintained, the liquidity and trading price for the Notes may be harmed. Accordingly,
noteholders may be required to bear the financial risk of an investment in the Notes for an indefinite period of time.

A downgrade, suspension, or withdrawal of the credit rating assigned by a rating agency to us or our debt securities, if any, or change in the debt markets could cause the
liquidity or market value of our debt securities to decline significantly.

Our credit ratings are an assessment by rating agencies of our ability to pay our debts when due. Consequently, real or anticipated changes in our credit ratings will

generally affect the market value of our outstanding debt and equity securities and our ability to raise capital. These credit ratings may not reflect the potential impact of risks
relating to the structure or marketing of such debt and equity securities. Credit ratings are not a recommendation to buy, sell or hold any security, and may be revised or
withdrawn at any time by the issuing organization in its sole discretion. Neither we nor any underwriter undertakes any obligation to maintain our credit ratings or to advise
holders of our debt and equity securities of any changes in our credit ratings. There can be no assurance that a credit rating will remain for any given period of time or that such
credit ratings will not be lowered or withdrawn entirely if future circumstances relating to the basis of the credit rating, such as adverse changes in our company, so warrant. An
increase in the competitive environment, inability to cover distributions, or increase in leverage could lead to a downgrade in our credit ratings and limit our access to the debt
and equity markets capability impairing our ability to grow the business. The conditions of the financial markets and prevailing interest rates have fluctuated in the past and are
likely to fluctuate in the future.

The indentures under which the Notes were issued contain limited protections for the holders of the Notes.

The indentures under which the Notes were issued offers limited protections to the holders of the Notes. The terms of the respective Notes indentures do not restrict

our or any of our subsidiaries’ ability to engage in, or otherwise be a party to, a variety of corporate transactions, circumstances or events that could have an adverse impact on
an investment in the Notes. In particular, the terms of the respective Notes indentures do not place any restrictions on our or our subsidiaries’ ability to:

•

•

•

•

issue securities or otherwise incur additional indebtedness or other obligations, including (1) any indebtedness or other obligations that would be equal in right of
payment to the Notes, (2) any indebtedness or other obligations that would be secured and therefore rank effectively senior in right of payment to the Notes to the
extent of the values of the assets securing such debt, (3) indebtedness of ours that is guaranteed by one or more of our subsidiaries and which therefore would rank
structurally senior to the Notes and (4) securities, indebtedness or other obligations issued or incurred by our subsidiaries that would be senior in right of payment to
our equity interests in our subsidiaries and therefore would rank structurally senior in right of payment to the Notes with respect to the assets of our subsidiaries, in
each case other than an incurrence of indebtedness or other obligation that would cause a violation of Section 18(a)(1)(A) as modified by Section 61(a)(1) of the 1940
Act or any successor provisions, whether or not we continue to be subject to such provisions of the 1940 Act, but giving effect to any exemptive relief granted to us by
the SEC (currently, these provisions generally prohibit us from making additional borrowings, including through the issuance of additional debt or the sale of
additional debt securities, unless our asset coverage, as defined in the 1940 Act, equals at least 150% thereafter after such borrowings);

pay dividends on, or purchase or redeem or make any payments in respect of, capital stock or other securities ranking junior in right of payment to the Notes, including
subordinated indebtedness;

sell assets (other than certain limited restrictions on our ability to consolidate, merge or sell all or substantially all of our assets);

enter into transactions with affiliates;

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•

create liens (including liens on the shares of our subsidiaries) or enter into sale and leaseback transactions;

• make investments; or

•

create restrictions on the payment of distributions or other amounts to us from our subsidiaries.

Furthermore, the terms of the respective Notes indentures do not protect their respective holders in the event that we experience changes (including significant adverse

changes) in our financial condition, results of operations or credit ratings, as they do not require that we or our subsidiaries adhere to any financial tests or ratios or specified
levels of net worth, revenues, income, cash flow or liquidity.

Our ability to recapitalize, incur additional debt and take a number of other actions that are not limited by the terms of the Notes may have important consequences for

their holders, including making it more difficult for us to satisfy our obligations with respect to the Notes or negatively affecting their trading value.

Certain of our debt instruments include more protections for their respective lenders than the Notes, and we may issue or incur additional debt in the future which

could contain more protections for its holders, including additional covenants and events of default. The issuance or incurrence of any such debt with incremental protections
could affect the market for and trading levels and prices of the Notes.

Terms relating to redemption may materially adversely affect the return on any debt securities that we may issue.

With respect to debt securities issued by us that are redeemable at our option, we may choose to redeem such debt securities at times when prevailing interest rates are
lower than the interest rate paid on such debt securities. In addition, with respect to debt securities issued by us that are subject to mandatory redemption, we may be required to
redeem such debt securities at times when prevailing interest rates are lower than the interest rate paid on such debt securities. In this circumstance, such noteholders may not
be able to reinvest the redemption proceeds in a comparable security at an effective interest rate as high as those debt securities being redeemed. We may redeem our Notes at a
redemption price set forth under the terms of the individual indentures. See "Note 5 – Debt." If we choose to redeem our Notes when the fair market value is above par value,
such noteholders would experience a loss of any potential premium.

If we default on our obligations imposed upon us by our indebtedness, we may not be able to make payments on our outstanding Notes and Credit Facilities.

The agreements governing our indebtedness, including our Notes and Credit Facilities, require us to comply with certain financial, operational and payment covenants.

These covenants require us to, among other things, maintain certain financial ratios, including asset coverage, debt to equity and interest coverage. Our ability to continue to
comply with these covenants in the future depends on many factors, some of which are beyond our control. Any default under such agreements, or other indebtedness to which
we may be a party, that is not waived by the required lenders or holders, and the remedies sought by the holders of such indebtedness, could make us unable to pay principal,
premium, if any, and interest on any of our indebtedness, including our Notes and Credit Facilities, or other indebtedness and substantially decrease the market value of our
outstanding Notes and Credit Facilities debt. If we are unable to generate sufficient cash flow and are otherwise unable to obtain funds necessary to meet required payments of
principal, premium, if any, and interest on our indebtedness, or if we otherwise fail to comply with the various covenants, including financial and operating covenants, in the
instruments governing our indebtedness, we could be in default under the terms of the agreements governing such indebtedness. In the event of such default, (i) the holders of
such indebtedness could elect to declare all the funds borrowed thereunder to be due and payable, together with accrued and unpaid interest, (ii) the lenders under our Credit
Facilities or other debt we may incur in the future could elect to terminate their commitments, cease making further loans and institute foreclosure proceedings against our
assets, and (iii) we could be forced into bankruptcy or liquidation. If our operating performance declines, we may in the future need to seek to obtain waivers from the required
lenders under our Credit Facilities or the required holders of our outstanding Notes or other debt that we may incur in the future to avoid being in default. If we breach our debt
covenants and seek a waiver, we may not be able to obtain a waiver from the required lenders or holders. If this occurs, we would be in default under the related Credit Facility
or Notes and the lenders or holders could exercise their rights as described above, and we could be forced into bankruptcy or liquidation. If we are unable to repay debt, lenders
having secured obligations, including the lenders under our Credit Facilities, could proceed against the collateral securing the debt. Because our Credit Facilities have, and any
future credit facilities will likely have, customary cross-default and cross-acceleration provisions, if our outstanding Notes are accelerated, we may be unable to repay or
finance the amounts due.

We may not be able to prepay the Notes upon a change in control.

The indentures governing the July 2024 Notes, February 2025 Notes, June 2025 Notes, June 2025 3-Year Notes, March 2026 A Notes, March 2026 B Notes,
September 2026 Notes and January 2027 Notes require us to offer to prepay all of the issued and outstanding notes upon a change in control and election by the holders, which
could have a material

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adverse effect on our business, financial condition and results of operations. A change in control under the indentures occurs upon the consummation of a transaction which
results in a “person” or “group” (as those terms are used in the Exchange Act and the rules promulgated thereunder) becoming the beneficial owner of more than 50% of our
outstanding voting stock.

Upon a change in control event, holders of the notes may require us to prepay for cash some or all of the notes at a prepayment price equal to 100% of the aggregate

principal amount of the notes being prepaid, plus accrued and unpaid interest to, but not including, the date of prepayment. If a change in control were to occur, we may not
have sufficient funds to prepay any such accelerated indebtedness. The 2033 Notes do not require us to purchase the 2033 Notes in connection with a change of control or any
other event. Our Credit Facilities do not require us to repay the Credit Facilities in connection with a change of control, however, certain merger or consolidation transactions
may trigger an event of default under the Credit Facilities, which may result in amounts outstanding under the Credit Facilities to be accelerated.

Any inability to renew, extend or replace our Credit Facilities could adversely impact our liquidity and ability to find new investments or maintain distributions to our
stockholders.

The MUFG Bank Facility and the SMBC Facility mature in January 2027 and November 2026, respectively. In addition, the SMBC LC Facility has a final maturity

date ending January 2026. There can be no assurance that we will be able to renew, extend or replace our Credit Facilities upon maturity on terms that are favorable to us, if at
all. Our ability to renew, extend or replace the Credit Facilities will be constrained by then-current economic conditions affecting the credit markets. In the event that we are not
able to renew, extend or replace our Credit Facilities at the time of their respective maturities, this could have a material adverse effect on our liquidity and ability to fund new
investments, our ability to make distributions to our stockholders and our ability to qualify as a RIC.

Risks Related To Our SBIC Subsidiaries

We, through our wholly owned subsidiary, issue debt securities guaranteed by the SBA and sold in the capital markets. As a result of its guarantee of the debt securities, the
SBA has fixed dollar claims on the assets of our subsidiary that are superior to the claims of our securities holders.

We, through our wholly owned subsidiary Hercules Capital IV, LP ("HC IV"), have outstanding SBIC debentures guaranteed by the SBA. The debentures guaranteed

by the SBA have a maturity of ten years from the date of issuance (maturing in 2031 and 2032) and require semiannual payments of interest. We will need to generate sufficient
cash flow to make required interest payments on the debentures. If we are unable to meet the financial obligations under the debentures, the SBA, as a creditor, will have a
superior claim to the assets of HC IV over our securities holders in the event we liquidate or the SBA exercises its remedies under such debentures as the result of a default by
us. See “Item 1. Business — Regulation—Small Business Administration Regulations.”

Our wholly owned subsidiary is licensed by the SBA, and therefore subject to SBIC regulations.

HC IV is licensed to act as SBICs and is regulated by the SBA. The SBA also places certain limitations on the financing terms of investments by SBICs in portfolio

companies and prohibits SBICs from providing funds for certain purposes or to businesses in a few prohibited industries. Compliance with SBA requirements may cause us to
forego attractive investment opportunities that are not permitted under SBIC regulations. Further, the SBIC regulations require, among other things, that a licensed SBIC be
periodically examined by the SBA and audited by an independent auditor, in each case to determine the SBIC’s compliance with the relevant SBIC regulations. The SBA
prohibits, without prior SBA approval, a “change of control” of an SBIC or transfers that would result in any person (or a group of persons acting in concert) owning 10% or
more of a class of capital stock of a licensed SBIC. If HC IV fails to comply with applicable SBIC regulations, the SBA could, depending on the severity of the violation, limit
or prohibit our use of SBIC debentures, declare outstanding SBIC debentures immediately due and payable, and/or limit HC IV from making new investments. In addition, the
SBA can revoke or suspend a license for willful or repeated violation of, or willful or repeated failure to observe, any provision of the Small Business Investment Act of 1958 or
any rule or regulation promulgated thereunder. Such actions by the SBA would, in turn, negatively affect us.

Our SBIC subsidiary may be unable to make distributions to us that will enable us to meet or maintain RIC status, which could result in the imposition of an entity-level
tax.

In order for us to continue to qualify for RIC tax treatment and to minimize corporate-level U.S. federal taxes, we will be required to distribute substantially all of our
net ordinary taxable income and net capital gain income, including taxable income from certain of our subsidiaries, which includes the income from HC IV. We will be partially
dependent on HC IV for cash distributions to enable us to meet the RIC distribution requirements. HC IV may be limited by SBIC regulations from making certain distributions
to us that may be necessary to enable us to maintain our status as a RIC. We may have to request a waiver of the SBA’s restrictions for HC IV to make certain distributions to
maintain our eligibility

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for RIC status. We cannot assure you that the SBA will grant such waiver and if HC IV is unable to obtain a waiver, compliance with the SBIC regulations may result in loss of
RIC status and a consequent imposition of an entity-level tax on us.

Risks Related To Operating As A RIC And U.S. Federal Income Taxes

We will be subject to U.S. federal income tax if we are unable to qualify as a RIC under Subchapter M of the Code.

To maintain RIC status under Subchapter M Part I of the Code, we must meet the following distribution, income and asset requirements:

•

•

•

The Distribution Requirements for a RIC will be satisfied if we distribute to our stockholders on an annual basis at least 90% of our net ordinary taxable income and
realized net short-term capital gains in excess of realized net long-term capital losses, if any. Depending on the level of taxable income earned in a tax year, we may
choose to carry forward taxable income in excess of current year distributions into the next tax year and pay a 4% U.S. federal excise tax on such income. Any such
carryover taxable income must be distributed through a dividend declared prior to filing the final tax return related to the year which generated such taxable income.
For more information regarding tax treatment, see “Item 1. Business — Certain United States Federal Income Tax Considerations — Taxation as a Regulated
Investment Company.” Because we use debt financing, we are subject to certain asset coverage ratio requirements under the 1940 Act and are (and may in the future
become) subject to certain financial covenants under loan and credit agreements that could, under certain circumstances, restrict us from making distributions
necessary to satisfy the distribution requirement. In addition, because we receive non-cash sources of income such as PIK interest which involves us recognizing
taxable income without receiving the cash representing such income, we may have difficulty meeting the distribution requirement. If we are unable to obtain cash from
other sources, we could fail to qualify as a RIC and thus become subject to U.S. federal income tax.

The Income Test will be satisfied if we obtain at least 90% of our gross income for each year from dividends, interest, gains from the sale of stock or securities or
similar sources.

The Asset Test will be satisfied if we meet certain asset diversification requirements at the end of each quarter of our taxable year. To satisfy this requirement, at least
50% of the value of our assets must consist of cash, cash equivalents, U.S. government securities, securities of other RICs, and other acceptable securities; and no
more than 25% of the value of our assets can be invested in the securities, other than U.S. government securities or securities of other RICs, (i) of one issuer, (ii) of two
or more issuers that are controlled, as determined under applicable Code rules, by us and that are engaged in the same or similar or related trades or businesses or (iii)
of certain “qualified publicly traded partnerships.”

Failure to meet these requirements may result in our having to dispose of certain investments quickly in order to prevent the loss of RIC status. Because most of our

investments are in privately held companies, and therefore illiquid, any such dispositions could be made at disadvantageous prices and could result in substantial losses.
Moreover, if we fail to maintain our RIC status for any reason and are subject to U.S. federal income taxes, the resulting taxes could substantially reduce our net assets, the
amount of income available for distribution and the amount of our distributions.

We may have difficulty paying the distributions required to maintain RIC status under the Code if we recognize income before or without receiving cash representing such
income.

We will include in income certain amounts that we have not yet received in cash. Among other circumstances, these amounts generally relate to: (i) amortization of

OID, which may arise if (a) we receive equity, warrants, or another asset in connection with the origination of a loan; (b) we invest or acquire a debt investment at a discount to
its par value; (ii) contractual payment-in-kind, or PIK, interest, which represents contractual interest added to the loan balance and due at the end of the loan term; (iii)
contractual exit fees, which is a contractual fee accrued over the life of a loan and its typically due at loan payoff; or (iv) contractual preferred dividends, which represents
contractual dividends added to the preferred stock and due at the end of the preferred stock term, subject to adequate profitability at the portfolio company. Such amortization of
OID, accrual to par of any debt bought below par, accrual of PIK, exit fees, and cumulative preferred dividends will be included in income before we receive the corresponding
cash payments.

Since, in certain cases, we may recognize taxable income before or without receiving cash representing such income, we may have difficulty meeting the Distribution

Requirements necessary to maintain RIC status under the Code. Accordingly, we may have to sell some of our investments at times and/or at prices we would not consider
advantageous, raise additional debt or equity capital or forgo new investment opportunities for this purpose. If we are not able to obtain cash from other sources, we may fail to
qualify as a RIC and thus become subject to U.S. federal income tax. For additional discussion regarding the tax implications of a RIC, please see “Item 1. Business — Certain
United States Federal Income Tax Considerations – Taxation as a Regulated Investment Company.”

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We may in the future choose to pay distributions in our own stock, in which case you may be required to pay tax in excess of the cash you receive.

We may distribute taxable dividends that are payable in part in our stock. Under certain applicable provisions of the Code and the Treasury regulations, distributions
payable by us in cash or in shares of stock (at the stockholders’ election) would satisfy the Distribution Requirements. The IRS has issued guidance providing that a dividend
payable in stock or in cash at the election of the stockholders will be treated as a taxable dividend eligible for the dividends paid deduction provided that at least 20% of the
total dividend is payable in cash and certain other requirements are satisfied. Taxable stockholders receiving such dividends will be required to include the full amount of the
dividend as ordinary income (or as long-term capital gain to the extent such dividend is properly reported as a capital gain dividend) to the extent of our current and
accumulated earnings and profits for U.S. federal income tax purposes. As a result, a U.S. stockholder may be required to pay tax with respect to such dividends in excess of
any cash received. If a U.S. stockholder sells the stock it receives as a dividend in order to pay this tax, the sales proceeds may be less than the amount included in income with
respect to the dividend, depending on the market price of our stock at the time of the sale. Furthermore, with respect to non-U.S. stockholders, we may be required to withhold
U.S. tax with respect to such dividends, including in respect of all or a portion of such dividend that is payable in stock. In addition, if a significant number of our stockholders
determine to sell shares of our stock in order to pay taxes owed on dividends, it may put downward pressure on the trading price of our stock.

Stockholders may have current tax liability on dividends they elect to reinvest in our common stock but would not receive cash from such dividends to pay such tax liability.

If stockholders participate in our dividend reinvestment plan, they will be deemed to have received, and for federal income tax purposes will be taxed on, the amount
reinvested in our common stock to the extent the amount reinvested was not a tax-free return of capital. As a result, unless a stockholder is a tax-exempt entity, it may have to
use funds from other sources to pay its tax liability on the value of the dividend that they have elected to have reinvested in our common stock.

Legislative or regulatory tax changes could adversely affect our stockholders.

At any time, the U.S. federal income tax laws governing RICs or the administrative interpretations of those laws or regulations may be amended. The likelihood of any

new legislation being enacted is uncertain. Any of those new laws, regulations or interpretations may take effect retroactively and could adversely affect the taxation of us or
our stockholders. Therefore, changes in tax laws, regulations or administrative interpretations or any amendments thereto could diminish the value of an investment in our
shares or the value or the resale potential of our investments. If we do not comply with applicable laws and regulations, we could lose any licenses that we then hold for the
conduct of our business and may be subject to civil fines and criminal penalties.

FATCA withholding may apply to payments made to certain foreign entities.

The Foreign Account Tax Compliance Act provisions of the Code and the related Treasury Regulations and other administrative guidance promulgated thereunder, or

collectively, FATCA, generally requires us to withhold U.S. tax (at a 30% rate) on payments of interest and taxable dividends made to a foreign financial institution or non-
financial foreign entity (including such an institution or entity acting as an intermediary) unless the foreign financial institution or non-financial foreign entity complies with
certain information reporting, withholding, identification, certification and related requirements imposed by FATCA. Persons located in jurisdictions that have entered into an
intergovernmental agreement with the United States to implement FATCA may be subject to different rules. Stockholders may be requested to provide additional information to
enable us to determine whether such withholding is required.

General Risk Factors

We are currently operating in a period of economic and political uncertainty, and capital markets may experience periods of disruption and instability in the future. These
market conditions may materially and adversely affect debt and equity capital markets in the United States and abroad, which may have a negative impact on our business
and operations.

U.S. capital markets have experienced volatility and disruption in recent years, including as a result of the COVID-19 pandemic, certain regional bank failures, and an

inflationary economic environment. These and future market disruptions and/or illiquidity would be expected to have an adverse effect on our business, financial condition,
results of operations and cash flows, as well as the businesses of our portfolio companies, and the broader financial and credit markets.

At various times, such disruptions have resulted in, and may in the future result in, a lack of liquidity in parts of the debt capital markets, significant write-offs in the

financial services sector and the repricing of credit risk. Such

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conditions may occur for a prolonged period of time again, and may materially worsen in the future, including as a result of U.S. government shutdowns, or future downgrades
to the U.S. government's sovereign credit rating or the perceived credit worthiness of the U.S. or other large global economies. In addition, the current U.S. political
environment and presidential election and the resulting uncertainties regarding actual and potential shifts in U.S. foreign investment, trade, taxation, economic, environmental
and other policies, as well as the impact of geopolitical tension, such as a deterioration in the bilateral relationship between the U.S. and China or an escalation in conflict
between Russia and Ukraine or in the Middle East, could lead to disruption, instability and volatility in the global markets. Unfavorable economic conditions also would be
expected to increase our funding costs, limit our access to the capital markets or result in a decision by lenders not to extend credit to us. These events have limited and could
continue to limit our investment originations, and limit our ability to grow and could have a material negative impact on our operating results, financial condition, results of
operations and cash flows and the fair values of our debt and equity investments.

In addition, the U.S. and global capital markets have in the past, and may in the future, experience periods of extreme volatility and disruption during economic

downturns and recessions. Trade wars and volatility in the U.S. repo market, the U.S. high yield bond markets, the Chinese stock markets and global markets for commodities
may affect other financial markets worldwide. Increases to budget deficits or direct and contingent sovereign debt may create concerns about the ability of certain nations to
service their sovereign debt obligations and any risks resulting from any such debt crisis in Europe, the U.S. or elsewhere could have a detrimental impact on the global
economy, sovereign and non-sovereign debt in certain countries and the financial condition of financial institutions generally. Government shutdowns or austerity measures that
certain countries may agree to as part of any debt crisis or disruptions to major financial trading markets may adversely affect world economic conditions, our business and the
businesses of our portfolio companies.

Additionally, the Federal Reserve may continue to raise the Federal Funds Rate in 2024. These developments, along with the United States government’s debt ceiling,

budget, credit, and deficit concerns, presidential election, and global economic uncertainties and market volatility, could cause interest rates to be volatile, which may
negatively impact our ability to access the capital markets on favorable terms.

Deterioration in the economy and financial markets could impair our portfolio companies’ financial positions and operating results and affect the industries in which we
invest, which could, in turn, harm our operating results.

The broader fundamentals of the United States economy remain mixed. In the event that the United States economy contracts, it is likely that the financial results of
small to mid-sized companies, like those in which we invest, could experience deterioration or limited growth from current levels, which could ultimately lead to difficulty in
meeting their debt service requirements and an increase in defaults. In addition, a decline in oil and natural gas prices would adversely affect the credit quality of our debt
investments and the underlying operating performance of our equity investments in energy-related businesses. Consequently, we can provide no assurance that the performance
of certain portfolio companies will not be negatively impacted by economic cycles, industry cycles or other conditions, which could also have a negative impact on our future
results.

Although we have been able to secure access to additional liquidity, the potential for volatility in the debt and equity capital markets provides no assurance that debt or

equity capital will be available to us in the future on favorable terms, or at all.

We may experience fluctuations in our operating results.

We could experience fluctuations in our operating results due to a number of factors, including our ability or inability to make investments in companies that meet our

investment criteria, the interest rate payable on the debt securities we acquire, the level of portfolio dividend and fee income, the level of our expenses, variations in and the
timing of the recognition of realized and unrealized gains or losses, the degree to which we encounter competition in our markets and general economic conditions. As a result
of these factors, operating results for any period should not be relied upon as being indicative of performance in future periods.

Terrorist attacks, acts of war, public health crises, climate change, or natural disasters may affect any market for our securities, impact the businesses in which we invest
and harm our business, operating results and financial condition.

Terrorist acts, acts of war, public health crises (including the COVID-19 outbreak) or natural disasters may disrupt our operations, as well as the operations of the

businesses in which we invest. Such acts have created, and continue to create, economic and political uncertainties and have contributed to global economic instability. Future
terrorist activities, military or security operations, public health crises, climate change, or natural disasters could further weaken the domestic/global economies and create
additional uncertainties, which may negatively impact the businesses in which we invest directly or indirectly and, in turn, could have a material adverse impact on our
business, operating results and financial condition. Losses from terrorist attacks, public health crises, climate change, and natural disasters are generally uninsurable.

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Technological innovations and industry disruptions, including those related to artificial intelligence and machine learning, may negatively impact us.

Technological innovations, including artificial intelligence and machine learning, have disrupted traditional approaches in multiple industries and can permit younger

companies to achieve success and in the process disrupt markets and market practices. We can provide no assurance that new businesses and approaches will not be created that
would compete with us and/or our portfolio companies or alter the market practices in which we have been designed to function within and on which we depend on for our
investment return. New approaches could damage our investments, disrupt the market in which we operate and subject us to increased competition, which could materially and
adversely affect our business, financial condition and results of investments.

We may, subject to internal policies, use artificial intelligence or machine learning in connection with our business activities, including investment activities. The use

of artificial intelligence and machine learning carries with it certain risks, including the risks that inputs include confidential or personally identifiable information and that
outputs contain inaccuracies and errors. The applications of artificial intelligence and machine learning, including those in the investment and financial sectors, continue to
develop rapidly, and it is impossible to predict all of the future risks that may arise from such developments. We cannot control the use of artificial intelligence or machine
learning in our portfolio companies or third-party products or services and therefore could be exposed to associated risks if our portfolio companies, third-party service
providers or any counterparties use artificial intelligence or machine learning in their business activities.

We are highly dependent on information systems and systems failures could significantly disrupt our business, which may, in turn, negatively affect the market price of our
common stock and our ability to pay dividends.

Our business is highly dependent on our and third parties’ communications and information systems. Any failure or interruption of those systems, including as a result

of the termination of an agreement with any third-party service providers, could cause delays or other problems in our activities. Our financial, accounting, data processing,
backup or other operating systems and facilities may fail to operate properly or become disabled or damaged as a result of a number of factors including events that are wholly
or partially beyond our control and adversely affect our business. There could be:

•

•

•

•

•

sudden electrical or telecommunications outages;

natural disasters such as earthquakes, tornadoes and hurricanes;

disease pandemics;

events arising from local or larger scale political or social matters, including terrorist acts and social unrest; and

cyber-attacks, including software viruses, ransomware, malware and phishing and vishing schemes.

The failure in cyber security systems, as well as the occurrence of events unanticipated in our disaster recovery systems and business continuity planning could impair our
ability to conduct business effectively.

Our business operations rely upon secure information technology systems for data processing, storage and reporting. Despite careful security and controls design,

implementation and updating, our information technology systems could become subject to cyber-attacks, which have been occurring globally at a more frequent and severe
level and are expected to continue to increase in frequency and severity in the future. Network, system, application and data breaches could result in operational disruptions or
information misappropriation, which could have a material adverse effect on our business, results of operations and financial condition.

The occurrence of a disaster such as a cyber-attack, a natural catastrophe, an industrial accident, a terrorist attack or war, events unanticipated in our disaster recovery

systems, or a support failure from external providers, could have an adverse effect on our ability to conduct business and on our results of operations and financial condition,
particularly if those events affect our computer-based data processing, transmission, storage, and retrieval systems or destroy data. If a significant number of our managers were
unavailable in the event of a disaster, our ability to effectively conduct our business could be severely compromised.

We depend heavily upon computer systems to perform necessary business functions. Despite our implementation of a variety of security measures, our computer

systems could be subject to cyber-attacks and unauthorized access, such as physical and electronic break-ins or unauthorized tampering. Like other companies, we may
experience threats to our data and systems, including malware and computer virus attacks, unauthorized access, system failures and disruptions. If one or more of these events
occurs, it could potentially jeopardize the confidential, proprietary and other information processed and stored in, and transmitted through, our computer systems and networks,
or otherwise cause interruptions or malfunctions in our operations, which could result in damage to our reputation, financial losses, litigation, increased costs, regulatory
penalties and/or customer dissatisfaction or loss.

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Third parties with which we do business (including, but not limited to, service providers, such as accountants, custodians, transfer agents and administrators, and the

issuers of securities in which we invest) may also be sources or targets of cyber security or other technological risks. While we engage in actions to reduce our exposure to
third-party risks, we cannot control the cyber security plans and systems put in place by these third parties and ongoing threats may result in unauthorized access, loss, exposure
or destruction of data, or other cybersecurity incidents, with increased costs and other consequences, including those described above.

Privacy and information security laws and regulation changes, and compliance with those changes, may also result in cost increases due to system changes and the

development of new administrative processes and may divert management's attention. Any failure to comply with such laws and regulations by us, our service providers,
through the use of artificial intelligence or machine learning or otherwise could result in fines, sanctions or other penalties, which could materially and adversely affect our
operating results, as well as have a negative impact on our reputation and performance.

We may experience fluctuations in our quarterly operating results.

We could experience fluctuations in our quarterly operating results due to a number of factors, including the interest rate payable on the loans and debt securities we

acquire, the default rate on such loans and securities, the level of our expenses, variations in and the timing of the recognition of realized and unrealized gains or losses, the
degree to which we encounter competition in our markets and general economic conditions. In light of these factors, results for any period should not be relied upon as being
indicative of performance in future periods.

We may be the target of litigation.

We may be the target of securities litigation in the future, particularly if the value of shares of our common stock fluctuates significantly. We could also generally be
subject to litigation, including derivative actions by our stockholders or in connection with shareholder activism. In addition, our investment activities subject us to litigation
relating to the bankruptcy process and the normal risks of becoming involved in litigation by third parties. This risk is somewhat greater where we exercise control or
significant influence over a portfolio company’s direction. Any litigation could result in substantial costs and divert management’s attention and resources from our business
and cause a material adverse effect on our business, financial condition and results of operations.

Item 1B.    Unresolved Staff Comments

None.

Item 1C.    Cybersecurity

Cybersecurity Program Overview

Our cybersecurity program is designed to identify, assess, and manage material risks from cybersecurity threats. The cyber risk management program involves risk
assessments, implementation of security measures, and ongoing monitoring of systems and networks, including networks on which we rely. We actively monitor the current
threat  landscape  in  an  effort  to  identify  material  risks  arising  from  new  and  evolving  cybersecurity  threats.  We  engage  external  experts,  including  cybersecurity  assessors,
consultants, and auditors to evaluate cybersecurity measures and risk management processes. We depend on and engage various third parties, including suppliers, vendors, and
service providers. Our risk management, legal, information technology, and compliance personnel identify and oversee risks from cybersecurity threats associated with our use
of such entities.

Board Oversight of Cybersecurity Risks

Our Board provides strategic oversight on cybersecurity matters, including risks associated with cybersecurity threats. The Board receives periodic updates from our
Chief  Operating  Officer  and,  as  appropriate,  the  Chief  Compliance  Officer  and  the  Director  of  Information  Technology,  regarding  the  overall  state  of  our  cybersecurity
program, information on the current threat landscape, and risks from cybersecurity threats and cybersecurity incidents.

Management's Role in Cybersecurity Risk Management

Our management, including our Chief Operating Officer and Chief Compliance Officer, is responsible for assessing and managing material risks from cybersecurity
threats.  Members  of  Company  management  possess  relevant  expertise  in  various  disciplines  that  are  key  to  effectively  managing  such  risks,  such  as  information  systems
technology,  cybersecurity,  regulatory  compliance  and  corporate  governance.  Our  management  is  informed  about  and  monitors  the  prevention,  detection,  mitigation,  and
remediation  of  cybersecurity  incidents,  including  through  the  receipt  of  notifications  from  service  providers  and  reliance  on  communications  with  risk  management,  legal,
information technology, and/or compliance personnel.

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Assessment of Cybersecurity Risk

The potential impact of risks from cybersecurity threats are assessed on an ongoing basis, and how such risks could materially affect our business strategy, operational
results, and financial condition are regularly evaluated. During the reporting period, we have not identified any risks from cybersecurity threats, including as a result of previous
cybersecurity  incidents,  that  we  believe  have  materially  affected,  or  are  reasonably  likely  to  materially  affect,  us,  including  our  business  strategy,  operational  results,  and
financial condition.

Item 2.     Properties

Neither we nor any of our subsidiaries own any real estate or other physical properties materially important to our operation or any of our subsidiaries. Until February

12, 2024, our corporate headquarters was located in leased office space at 400 Hamilton Avenue, Suite 310, in Palo Alto, CA. Effective February 12, 2024, we moved our
corporate headquarters to 1 North B Street, Suite 2000 in San Mateo, California. We also lease office space in Boston, MA, New York, NY, Bethesda, MD, Denver, CO,
Westport, CT, Chicago, IL, San Diego, CA, and London, United Kingdom.

Item 3.     Legal Proceedings

We may, from time to time, be involved in litigation arising out of our operations in the normal course of business or otherwise. Furthermore, third parties may try to
seek to impose liability on us in connection with the activities of our portfolio companies. While the outcome of any current legal proceedings cannot at this time be predicted
with certainty, we do not expect any current matters will materially affect our financial condition or results of operations; however, there can be no assurance whether any
pending legal proceedings will have a material adverse effect on our financial condition or results of operations in any future reporting period.

Item 4.     Mine Safety Disclosures

Not applicable.

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Item 5.     Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities

PRICE RANGE OF COMMON STOCK

PART II

Our common stock is traded on the NYSE under the symbol “HTGC.” As of February 2, 2024, we had approximately 134,176 stockholders of record. Most of the
shares of our common stock are held by brokers and other institutions on behalf of stockholders. There are currently approximately 190 additional beneficial holders of our
common stock.

Shares of BDCs may trade at a market price that is less than the NAV per share. The possibilities that our shares of common stock will trade at a discount from NAV or
at premiums that are unsustainable over the long term are separate and distinct from the risk that our NAV will decrease. At times, our shares of common stock have traded at a
premium to NAV or at a significant discount to the NAV per share.

Price Range of Common Stock and Distributions

The following table sets forth the range of high and low closing sales prices of our common stock, the sales price as a percentage of NAV and the distributions declared

by us for each fiscal quarter. The stock quotations are interdealer quotations and do not include markups, markdowns or commissions.

2021

First quarter

Second quarter
Third quarter

Fourth quarter

2022

First quarter

Second quarter
Third quarter

Fourth quarter

2023

First quarter

Second quarter

Third quarter

Fourth quarter

NAV

(1)

High

Low

Price Range

Premium/
Discount of
High Sales
Price to NAV

Premium/
Discount of
Low Sales
Price to NAV

Cash
Distribution
(2)
per Share

$

$
$

$

$

$
$

$

$

$

$

$

11.36  $

11.71  $
11.54  $

11.22  $

10.82  $

10.43  $
10.47  $

10.53  $

10.82  $

10.96  $

10.93  $

11.43  $

16.60  $

17.66  $
17.56  $

18.07  $

18.23  $

18.91  $
16.13  $

14.92  $

16.24  $

15.08  $

18.02  $

16.93  $

14.21 

15.98 
16.50 

16.14 

16.56 

12.82 
11.45 

11.59 

11.56 

12.38 

14.86 

15.09 

46.1 %

50.8 %
52.2 %

61.1 %

68.5 %

81.3 %
54.1 %

41.7 %

50.1 %

37.6 %

64.9 %

48.2 %

25.1 % $

36.5 % $
43.0 % $

43.9 % $

53.0 % $

22.9 % $
9.4 % $

10.1 % $

6.8 % $

13.0 % $

36.0 % $

32.1 % $

0.37 

0.39 
0.39 

0.40 

0.48 

0.48 
0.50 

0.51 

0.47 

0.47 

0.48 

0.48 

(1)

(2)

NAV per share is generally determined as of the last day in the relevant quarter and therefore may not reflect the NAV per share on the date of the high and low sales prices. The NAVs
shown are based on outstanding shares at the end of each period.
Represents the dividend or distribution declared in the relevant quarter.

SALES OF UNREGISTERED SECURITIES

During 2023, 2022, and 2021, we issued 303,960, 259,466, and 248,041 shares, respectively, of common stock to stockholders in connection with the dividend
reinvestment plan. These issuances were not subject to the registration requirements of the Securities Act of 1933, as amended ("the Securities Act"). The aggregate value of the
shares of our common stock issued under our dividend reinvestment plan during the years ended December 31, 2023, 2022, and 2021 were approximately $4.6 million, $4.0
million, and $4.1 million, respectively.

See “Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters.”

EQUITY COMPENSATION PLAN INFORMATION

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ISSUER PURCHASES OF EQUITY SECURITIES

The Company did not repurchase common stock on the open market during the years ended 2023, 2022, and 2021. Upon vesting of restricted stock awarded pursuant
to our equity compensation plans, shares may be withheld to meet applicable tax withholding requirements. Any shares withheld are treated as common stock purchases by the
Company in our consolidated financial statements as they reduce the number of shares received by employees upon vesting. These shares are netted within the amounts
“Issuance of common stock under equity-based award plans” and “Shares retired on vesting of equity-based awards” disclosed in the Consolidated Statements of Changes in
Net Assets.

DISTRIBUTION POLICY

To maintain our RIC status under the Code, we must distribute to our stockholders dividend distributions of an amount generally at least equal to the Distribution

Requirements. See “Item 1. Business - Certain United States Income Tax Considerations.”

Our Board maintains a variable distribution policy with the objective of distributing four quarterly distributions in an amount that approximates 90-100% of our

taxable quarterly income or potential annual income for a particular tax year. In addition, periodically our Board may choose to pay additional special distributions, so that we
may distribute approximately all of our annual taxable income in the taxable year in which it was earned, or may elect to maintain the option to spill over our excess taxable
income into the following taxable year as part of any future distribution payments.

Distributions from our taxable income to a stockholder generally will be treated as a dividend for U.S. federal income tax purposes to the extent of such stockholder’s
allocable share of our current or accumulated earnings and profits. Distributions in excess of our current and accumulated earnings and profits would generally be treated first
as a return of capital to the extent of a stockholder’s tax basis in our shares, and any remaining distributions would be treated as a capital gain. The determination of the tax
attributes of our distributions is made annually as of the end of our taxable year based upon our taxable income for the full taxable year and distributions paid for the full
taxable year. Of the distributions declared during the years ended December 31, 2023, 2022, and 2021, 100% were distributions derived from our current and accumulated
earnings and profits. There can be no certainty to stockholders that this determination is representative of what the tax attributes of our 2024 distributions to stockholders will
actually be and we cannot assure you that we will achieve results that will permit the payment of any cash distributions.

We maintain an “opt-out” distribution reinvestment plan that provides for reinvestment of our distribution on behalf of our stockholders, unless a stockholder elects to
receive cash. As a result, if our Board authorizes, and we declare a cash distribution, then our stockholders who have not “opted out” of our distribution reinvestment plan will
have their cash distribution automatically reinvested in additional shares of our common stock, rather than receiving the cash distributions. During 2023, 2022, and 2021, we
issued 303,960, 259,466 and 248,041 shares, respectively, of common stock to stockholders in connection with the distribution reinvestment plan.

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Table of Contents

The following stock performance graph compares the cumulative stockholder return assuming that, on December 31, 2018, a person invested $100 in each of our

common stock, the S&P 500 Index, the NASDAQ Financial 100 Index, the S&P BDC Index, and the KBW Regional Bank Index. The graph measures total stockholder return,
which takes into account both changes in stock price and distributions, prior to any tax effect. It assumes that distributions paid are reinvested in like securities.

PERFORMANCE GRAPH

*

Assumes $100 invested on December 31, 2018 in Hercules Capital, Inc. or the applicable index, and that all dividends are reinvested.

This graph and other information furnished under Part II. Item 5 of the Form 10-K shall not be deemed to be “soliciting material” or to be “filed” with the SEC or

subject to Regulation 14A or 14C, or to the liabilities of Section 18 of the Exchange Act. The stock price performance included in the above graph is not necessarily indicative
of, or intended to forecast, future stock price performance.

Item 6.     [Reserved]

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Item 7.     Management’s Discussion and Analysis of Financial Condition and Results of Operations

FORWARD-LOOKING STATEMENTS

The matters discussed in this report, as well as in future oral and written statements by management of Hercules Capital, Inc. that are forward-looking statements are
based on current management expectations that involve substantial risks and uncertainties which could cause actual results to differ materially from the results expressed in, or
implied by, these forward-looking statements. Forward-looking statements relate to future events or our future financial performance. We generally identify forward-looking
statements by terminology such as “may,” “will,” “should,” “expects,” “plans,” “anticipates,” “could,” “intends,” “target,” “projects,” “contemplates,” “believes,” “estimates,”
“predicts,” “potential” or “continue” or the negative of these terms or other similar expressions. Important assumptions include our ability to originate new investments, achieve
certain margins and levels of profitability, the availability of additional capital, and the ability to maintain certain debt to asset ratios. In light of these and other uncertainties,
the inclusion of a projection or forward-looking statement in this report should not be regarded as a representation by us that our plans or objectives will be achieved. The
forward-looking statements contained in this report include statements as to:

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

our current and future management structure;

our future operating results;

our business prospects and the prospects of our prospective portfolio companies;

the impact of investments that we expect to make;

our informal relationships with third parties including in the venture capital industry;

the expected market for venture capital investments and our addressable market;

the dependence of our future success on the general economy and its impact on the industries in which we invest;

our ability to access debt markets and equity markets;

the occurrence and impact of macro-economic developments (for example, global pandemics, natural disasters, terrorism, international conflicts and war) on us and
our portfolio companies;

the ability of our portfolio companies to achieve their objectives;

our expected financings and investments;

our regulatory structure and tax status as a RIC;

our ability to operate as a BDC and a SBIC;

the adequacy of our cash resources and working capital;

the timing of cash flows, if any, from the operations of our portfolio companies;

the timing, form and amount of any distributions;

the impact of fluctuations in interest rates on our business;

the valuation of any investments in portfolio companies, particularly those having no liquid trading market; and

our ability to recover unrealized depreciation on investments.

You should not place undue reliance on these forward-looking statements. The forward-looking statements made in this report relate only to events as of the date on
which the statements are made. We undertake no obligation to update any forward-looking statement to reflect events or circumstances occurring after the date of this report.

The following discussion should be read in conjunction with our consolidated financial statements and related notes and other financial information appearing
elsewhere in this report. In addition to historical information, the following discussion and other parts of this report contain forward-looking information that involves risks and
uncertainties. Our actual results could differ materially from those anticipated by such forward-looking information due to the factors discussed under “Item 1A—Risk Factors”
and under “Forward-Looking Statements” of this Item 7.

Use of Non-GAAP Measures

Throughout this MD&A, we present our financial condition and results of operations in the way we believe will be most meaningful and representative of our business

results. Some of the measurements we use are “Non-GAAP financial measures” under SEC rules and regulations. GAAP is the acronym for “generally accepted accounting
principles” in the United States. The Non-GAAP financial measures we present may not be comparable to similarly-named measures reported by other companies.

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Overview

We are a leading specialty finance company with a focus on providing financing solutions to high-growth and innovative venture capital-backed and institutional-

backed companies in a variety of technology, life sciences, and sustainable and renewable technology industries. Our primary business objectives are to increase our net
income, net investment income, and net asset value through our investments. We principally invest in debt securities and, to a lesser extent, equity securities, with a particular
emphasis on Structured Debt. We expect that our investments will generally range from $25.0 million to $100.0 million, although we may make investments in amounts above
or below this range. Through generation of current income from our debt investments and capital appreciation from our warrant and equity investments, we aim to maximize
our portfolio total return.

Since inception through December 31, 2023, we have originated approximately $19.0 billion in commitments in over 600 companies. We, our subsidiaries or our

affiliates, may also agree to manage certain other funds that invest in debt, equity or provide other financing or services to companies in a variety of industries for which we
may earn management or other fees for our services. As of December 31, 2023, Hercules and its Adviser Subsidiary actively manage approximately $4.2 billion of assets.

We are structured as an internally managed, non-diversified, closed-end investment company that has elected to be regulated as a BDC under the 1940 Act. As a BDC,
we are required to comply with certain regulatory requirements. For instance, we generally have to invest at least 70% of our total assets in “qualifying assets,” which includes
securities of private U.S. companies, cash, cash equivalents, and high-quality debt investments that mature in one year or less. Consistent with requirements under the 1940 Act,
we invest primarily in United-States based companies and to a lesser extent in foreign companies. We source our investments through our principal office, which was located in
Palo Alto, CA until February 12, 2024 and in San Mateo, CA thereafter and presently, as well as through our additional offices in Boston, MA, New York, NY, Bethesda, MD,
San Diego, CA, Denver, CO, and London, United Kingdom.

We have elected to be treated for tax purposes as a RIC under the Code and operate in a manner so as to qualify for the tax treatment applicable to RICs. In order to
qualify as a RIC, among other requirements, we must maintain certain income, asset, and distribution requirements. As a RIC, we generally will not be subject to U.S. federal
income tax on the income that we distribute (or are deemed to distribute) to our stockholders provided that we maintain our RIC status for a given year. See “Certain United
States Federal Income Tax Considerations” for additional information.

Portfolio and Investment Activity

The total fair value of our investment portfolio as of December 31, 2023 and December 31, 2022 was as follows:

(in millions)

Debt

Equity

Warrants

Investment Funds & Vehicles

Total Investment Portfolio

Fair Value

December 31, 2023

December 31, 2022

$

$

3,057.3 

$

152.2 

33.9 

4.6 

3,248.0 

$

2,795.4 

134.0 

30.6 

3.9 

2,963.9 

Our investments in portfolio companies take a variety of forms, including unfunded contractual commitments and funded investments. Not all debt commitments

represent future cash requirements. Unfunded contractual commitments depend upon a portfolio company reaching certain milestones before the debt commitment is available
to the portfolio company, which is expected to affect our funding levels. These commitments are subject to the same underwriting and ongoing portfolio maintenance as the on-
balance sheet financial instruments that we hold. Debt commitments generally fund over the two succeeding quarters from close. From time to time, unfunded contractual
commitments may expire without being drawn and thus do not represent future cash requirements.

Prior to entering into a contractual commitment, we generally issue a non-binding term sheet to a prospective portfolio company. Non-binding term sheets are subject

to completion of our due diligence and final investment committee approval process, as well as the negotiation of definitive documentation with the prospective portfolio
companies. These non-binding term sheets generally convert to contractual commitments in approximately 90 days from signing and some portion may be assigned or allocated
to or directly originated by the Adviser Funds prior to or after closing. Not all non-binding term sheets are expected to close and do not necessarily represent future cash
requirements.

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Table of Contents

Our portfolio activity for the years ended December 31, 2023, and 2022 was comprised of the following:

(in millions)

Investment Commitments 

(1)

Investment Commitments Originated by Hercules Capital and the Adviser Funds

Less: Commitments assigned to or directly committed by the Adviser Funds 

(3)

Net Total Investment Commitments

Gross Debt Commitments Originated by Hercules Capital and the Adviser Funds

New portfolio company

Existing portfolio company

Sub-total

Less: Debt commitments assigned to or directly committed by the Adviser Funds 

(3)

Net Total Debt Commitments

Investment Fundings 

(2)

Gross Debt Fundings by Hercules Capital and the Adviser Funds

New portfolio company

Existing portfolio company

Sub-total

Less: Debt fundings assigned to or directly funded by the Adviser Funds 

(3)

Net Total Debt Fundings

Equity Investments and Investment Funds and Vehicles Fundings by Hercules Capital and the Adviser Funds

New portfolio company

Existing portfolio company

Sub-total

Less: Equity fundings assigned to or directly funded by the Adviser Funds 

(3)

Net Total Equity and Investment Funds and Vehicle Fundings

Total Unfunded Contractual Commitments 

(4)

Non-Binding Term Sheets

New portfolio company

Existing portfolio company

Total

December 31, 2023

December 31, 2022

$

$

$

$

$

$

$

$

$

$

$

$

2,174.1 

$

(595.6)

1,578.5 

$

1,571.0 

$

589.5

2,160.5 

(593.7)

1,566.8 

$

747.3 

$

836.5

1,583.8 

(348.8)

1,235.0 

$

2.0 

$

12.8

14.8 

$

(1.9)

12.9 

$

3,121.4 

(747.1)

2,374.3 

2,612.0 

482.3

3,094.3 

(742.4)

2,351.9 

1,068.1 

371.5

1,439.6 

(325.5)

1,114.1 

5.0 

20.4

25.4 

(4.7)

20.7 

335.3 

$

628.9 

645.0 

$

31.8

676.8 

$

96.7 

39.4

136.1 

Includes restructured loans and renewals in addition to new commitments.

(1)
(2) Funded amounts include borrowings on revolving facilities.
(3) Commitments and fundings include amounts assigned to, directly committed or originated, funded by the Adviser Funds, as applicable.
(4) Amount represents unfunded commitments, including undrawn revolving facilities, which are available at the request of the portfolio company. Amount excludes unfunded commitments which are unavailable due to
the borrower having not met certain milestones. This excludes $127.7 million and $173.5 million of unfunded commitments as of December 31, 2023 and December 31, 2022, respectively, to portfolio companies
related to loans assigned to or directly committed by the Adviser Funds.

We receive principal payments on our debt investment portfolio based on scheduled amortization of the outstanding balances. In addition, we receive principal
repayments for some of our loans prior to their scheduled maturity date. The frequency or volume of these early principal repayments may fluctuate significantly from period to
period. During the year ended December 31, 2023, we received approximately $975.9 million in aggregate principal repayments. Approximately $50.8 million of the aggregate
principal repayments related to scheduled principal payments and approximately $925.1 million were early principal repayments related to 45 portfolio companies.

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Table of Contents

Total portfolio investment activity (inclusive of unearned income and excluding activity related to taxes payable and escrow receivables) as of and for the years ended

December 31, 2023 and December 31, 2022 was as follows:
(in millions)

Beginning Portfolio

New fundings and restructures

Fundings assigned to or directly funded by the Adviser Funds

(1)

Warrants not related to current period fundings

Principal payments received on investments

Early payoffs

Proceeds from sale of debt investments

Proceeds from sale of equity investments

Accretion of loan discounts and paid-in-kind principal

Net acceleration of loan discounts and loan fees due to early payoffs or restructures

New loan fees

Gain (loss) on investments due to sales or write offs

Net change in unrealized appreciation (depreciation)

Ending Portfolio

December 31, 2023

December 31, 2022

$

2,963.9 

$

1,598.6 

(350.7)

1.3 

(50.8)

(925.1)

(26.7)

(43.2)

59.5 

(14.1)

(13.5)

6.0 

42.8 

2,434.5 

1,465.0 

(330.2)

2.0 

(70.1)

(373.3)

(84.0)

(17.6)

54.8 

(17.7)

(13.8)

(0.3)

(85.4)

$

3,248.0 

$

2,963.9 

(1) Funded amounts include $338.6 million and $193.2 million of direct fundings of investments made by the Adviser Funds for the years ended December 31, 2023 and 2022, respectively.

Additionally, we may hold investments in debt, warrant, or equity positions of portfolio companies that have filed a registration statement with the SEC in

contemplation of a potential initial public offering. There can be no assurance that companies that have yet to complete their initial public offerings will do so in a timely
manner or at all.

The following table presents certain additional selected information regarding our debt investment portfolio as of December 31, 2023 and December 31, 2022:

Number of portfolio companies with debt outstanding

Percentage of debt bearing a floating rate

Percentage of debt bearing a fixed rate

Weighted average core yield 

(1)(3)

Weighted average effective yield 

(2)(3)

Prime rate at the end of the period

December 31, 2023

December 31, 2022

125

95.9 %

4.1 %

14.3 %

15.3 %

8.50 %

120

95.3 %

4.7 %

13.8 %

14.7 %

7.50 %

(1) The core yield is a Non-GAAP financial measure. The core yield on our debt investments excludes the effects of fee and income accelerations attributed to early payoffs, restructuring, loan modifications, other one-

time events, and includes income from expired commitments. Please refer to the "Portfolio Yield" section below for further discussion of this measure.

(2) The effective yield on our debt investments includes the effects of fee and income accelerations attributed to early payoffs, restructuring, loan modifications, and other one-time events. The effective yield is derived
by dividing total investment income from debt investments by the weighted average earning investment portfolio assets outstanding during the year, excluding non-interest earning assets such as warrants and equity
investments. Please refer to the "Portfolio Yield" section below for further discussion of this measure.

(3) The core and effective yields represent the weighted average yields for the three month periods ended December 31, 2023 and December 31, 2022. Please refer to the "Portfolio Yield" section below for further

discussion of these measures.

Macroeconomic Market Developments

Our investment portfolio continues to be focused on industries and sectors that are generally expected to be more resilient to U.S. and global economic cycles.

However, the capital markets continue to fluctuate through a cycle of extended market volatility caused by changes in the inflationary environment, interest rate volatility,
disruptions in the banking sector, various geopolitical events, lingering impacts from the global pandemic, and also uncertainty as to the probability of, length, and depth of a
global recession. While our portfolio is not immune to the impact of macroeconomic events, the impact of inflation has historically not had a significant effect on our results of
operations in any of the reporting periods presented herein. Macroeconomic developments are outside our control and could require us to adjust our plan of operations, impact
our financial condition, and impact our results of operations or cash flows in the future.

We will continue to monitor macroeconomic market developments and their related impact to our business, including impacts to our portfolio companies, employees,
due diligence and underwriting processes, and the broader financial markets. Given the unpredictability and fluidity of the macroeconomic market, neither our management nor
our Board is able to predict the full impact of the macroeconomic events on our business, future results of operations, financial

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position, or cash flows. However, we believe we and our portfolio are well positioned to manage the current environment. For additional information, see “Part I — Item 1A.
Risk Factors” in this annual report on Form 10-K.

Income from Portfolio

We primarily generate revenue in the form of interest income, from our investments in debt securities, and fee income, which is primarily comprised of commitment

and facility fees. Interest income is recognized in accordance with the contractual terms of the loan agreement to the extent that such amounts are expected to be collected. Fees
generated in connection with our debt investments are recognized over the life of the loan or, in some cases, recognized as earned. In addition, we generate income from
dividends on either direct equity investments or equity interests obtained in connection with originating loans, such as options, warrants or conversion rights. We also generate
revenue in the form of capital gains, if any, on warrants or other equity securities that we acquire from our portfolio companies.

As of December 31, 2023, our debt investments generally have a term of between two and five years and typically bear interest at a rate ranging from approximately
8% to approximately 18%. In addition to the cash yields received on our debt investments, in some instances our debt investments may also include any of the following: exit
fees, balloon payment fees, commitment fees, success fees, PIK provisions or prepayment fees which may be required to be included in income prior to receipt.

Interest on debt securities is generally payable monthly, with amortization of principal typically occurring over the term of the investment. In addition, our loans may
include an interest-only period ranging from three to eighteen months or longer. In limited instances in which we choose to defer amortization of the loan for a period of time
from the date of the initial investment, the principal amount of the debt securities and any accrued but unpaid interest become due at the maturity date.

Loan origination and commitment fees are generally received in full at the inception of a loan, are deferred and amortized into fee income as an enhancement to the
related loan’s yield over the contractual life of the loan. We recognize nonrecurring fees amortized over the remaining term of the loan commencing in the quarter relating to
specific loan modifications. As of December 31, 2023 and 2022, unamortized capitalized fee income was recorded as follows:

(in millions)

Offset against debt investment cost

Deferred obligation contingent on funding or other milestone

Total Unamortized Fee Income

As of December 31,

2023

2022

$

$

32.9 

$

9.4 

42.3 

$

43.1 

10.9 

54.0 

Loan exit fees to be paid at the termination of the loan are accreted into interest income over the contractual life of the loan. As of December 31, 2023 and 2022, loan

exit fees receivable were recorded as follows:

(in millions)

Included within debt investment cost

Deferred receivable related to expired commitments

Total Exit Fees Receivable

As of December 31,

2023

2022

$

$

35.9 

$

4.3 

40.2 

$

32.5 

5.0 

37.5 

Additionally, we have debt investments in our portfolio that earn PIK interest. The PIK interest, computed at the contractual rate specified in each loan agreement, is
recorded as interest income and added to the principal balance of the loan on specified capitalization dates. To maintain our status as a RIC, the non-cash PIK income must be
distributed to stockholders with other sources of income in the form of dividend distributions even though we have not yet collected any cash from the borrower. Amounts
necessary to pay these distributions may come from available cash or the liquidation of certain investments. During the years ended December 31, 2023 and December 31,
2022, we recorded approximately $24.7 million and $20.5 million of PIK income, respectively.

Portfolio Yield

We report our financial results on a GAAP basis. We monitor the performance of our total investment portfolio and total debt portfolio using both GAAP and Non-

GAAP financial measures. In particular, we evaluate performance through monitoring the portfolio yields as we consider them to be effective indicators, for both management
and

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stockholders, of the financial performance of our total investment portfolio and total debt portfolio. The key metrics that we monitor with respect to yields are as described
below:

•

•

•

“Total Yield” - The total yield is derived by dividing GAAP basis “Total investment income” by the weighted average GAAP basis value of investment portfolio assets
outstanding during the year, including non-interest earning assets such as warrants and equity investments at amortized cost.

“Effective Yield” on total debt investments - The effective yield is derived by dividing GAAP basis “Total investment income” from debt investments  by the weighted
average GAAP basis value of debt investment portfolio assets at amortized cost outstanding during the year.

(1)

“Core Yield” on total debt investments – The core yield is a Non-GAAP financial measure. The core yield is derived by dividing “Core investment income from debt
investments” by the weighted average GAAP basis value of debt investment portfolio assets at amortized cost outstanding during the year. “Core investment income”
adjusts GAAP basis 'Total investment income' from debt investments  to exclude fee and other income accelerations attributed to early payoffs, deal restructuring, loan
modifications, and other one-time income events, but includes income from expired commitments.

(1)

Total Yield

Effective Yield 

(1)

Core Yield (Non-GAAP) 

(1)

Three Months Ended
December 31,

Year ended December 31,

2023

14.6%

15.3%

14.3%

2022

13.7%

14.7%

13.8%

2023

14.6%

15.4%

14.1%

2022

11.9%

12.7%

12.3%

(1) Yield calculated using “Total investment income” excluding bank interest, dividend income, and investment income from other assets for the three months and year ended December 31, 2023.

We believe that these measures are useful for our stockholders as it provides further insight into the yield of our portfolio to allow a more meaningful comparison with

our competitors. As noted above, Core Yield, a Non-GAAP financial measure, is derived by dividing Core investment income, as defined above, by the weighted average
GAAP basis value of debt investment portfolio assets at amortized cost outstanding. The reconciliation to calculate “Core investment income” from GAAP basis 'Total
investment income' are as follows:

(in thousands)

GAAP Basis:

Total investment income

Less: fee and income accelerations attributed to early payoffs, restructuring, loan
modifications, and other one-time events except income from expired commitments

Non-GAAP Basis:

Core investment income

Less: bank interest income, dividend income, and other investment income from other assets

Core investment income from debt portfolio

Three Months Ended
December 31,

Year ended December 31,

2023

2022

2023

2022

$

$

$

122,603 

$

100,187 

$

460,668 

$

(8,138)

(5,630)

(38,324)

114,465 

$

(2,269)

112,196 

$

94,557 

$

(296)

94,261 

$

422,344 

$

(5,123)

417,221 

$

321,688 

(12,340)

309,348 

(667)

308,681 

We believe the Core Yield is useful for our investors as it provides the yield at which our debt investments are originated and eliminates one-off items that can

fluctuate significantly from period to period, thereby allowing for a more meaningful comparison over time.

Although the Core Yield, a Non-GAAP financial measure, is intended to enhance our stockholders’ understanding of our performance, the Core Yield should not be

considered in isolation from or as an alternative to the GAAP financial metrics presented. The aforementioned Non-GAAP financial measure may not be comparable to similar
Non-GAAP financial measures used by other companies.

Another financial measure that we monitor is the total return for our investors, which was approximately 42.0% and (10.1%) during the years ended December 31,
2023 and 2022, respectively. The total return equals the change in the ending market value over the beginning of the period price per share plus distributions paid per share
during the period, divided by the beginning price assuming the distribution is reinvested on the date of the distribution. The total return does not reflect any sales load that may
be paid by investors. See “Note 10 – Financial Highlights” included in the notes to our consolidated financial statements appearing elsewhere in this report.

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Portfolio Composition

Our portfolio companies are primarily privately held companies and public companies which are active in sectors characterized by high margins, high growth rates,

consolidation, and product and market extension opportunities.

The following table presents the fair value of the Company’s portfolio by industry sector as of December 31, 2023 and December 31, 2022:

(in thousands)

Drug Discovery & Development

Software

Consumer & Business Services

Healthcare Services, Other

All other industries 

(1)

Total

December 31, 2023

December 31, 2022

Investments at
Fair Value

Percentage of
Total Portfolio

Investments at
Fair Value

Percentage of
Total Portfolio

$

$

1,257,699 

764,985 

525,973 

300,079 

399,310 

3,248,046 

38.7 % $

1,150,707 

23.6 %

16.2 %

9.3 %

12.2 %

798,264 

439,384 

198,763 

376,837 

100.0 % $

2,963,955 

38.8 %

26.9 %

14.8 %

6.7 %

12.8 %

100.0 %

(1) See “Note 4 – Investments” for complete list of industry sectors and corresponding amounts of investments at fair value as a percentage of the total portfolio. As of December 31, 2023 the fair value as a percentage

of total portfolio does not exceed 5.0% for any individual industry sector other than “Drug Discovery & Development”, “Software”, “Consumer & Business Services”, or "Healthcare Services, Other".

Industry and sector concentrations vary as new loans are recorded and loans are paid off. Loan revenue, consisting of interest, fees, and recognition of gains on equity

and warrants or other equity interests, can fluctuate materially when a loan is paid off or a warrant or equity interest is sold. Revenue recognition in any given year can be
highly concentrated in several portfolio companies.

For the years ended December 31, 2023 and 2022, our ten largest portfolio companies represented approximately 29.7% and 29.0% of the total fair value of our

investments in portfolio companies, respectively. As of December 31, 2023 and December 31, 2022, we had five and eight investments that represented 5% or more of our net
assets, respectively. As of December 31, 2023 and December 31, 2022, we had five and four equity investments representing approximately 56.5% and 39.8%, respectively, of
the total fair value of our equity investments, and each represented 5% or more of the total fair value of our equity investments. No single portfolio investment represented more
than 10% of the fair value of our total investments as of December 31, 2023 and 2022.

As of December 31, 2023 and 2022, approximately 95.9% and 95.3%, of the debt investment portfolio was priced at floating interest rates or floating interest rates

with a Prime, LIBOR, SOFR, Eurodollar, or BSBY-based interest rate floor, respectively. Note that as of December 31, 2023, no investments were priced using LIBOR based
interest rates. Changes in interest rates, including Prime, SOFR, Eurodollar, or BSBY rates, may affect the interest income and the value of our investment portfolio for
portfolio investments with floating rates.

Our investments in Structured Debt generally have detachable equity enhancement features in the form of warrants or other equity securities designed to provide us

with an opportunity for capital appreciation. These features are treated as OID and are accreted into interest income over the term of the loan as a yield enhancement. Our
warrant coverage generally ranges from 3% to 20% of the principal amount invested in a portfolio company, with a strike price generally equal to the most recent equity
financing round. As of December 31, 2023, we held warrants in 103 portfolio companies, with a fair value of approximately $33.9 million. The fair value of our warrant
portfolio increased by approximately $3.3 million, as compared to a fair value of $30.6 million as of December 31, 2022, primarily related to the decrease in fair value of the
portfolio companies.

Our existing warrant holdings would require us to invest approximately $61.7 million to exercise such warrants as of December 31, 2023. Warrants may appreciate or

depreciate in value depending largely upon the underlying portfolio company’s performance and overall market conditions. As attractive investment opportunities arise, we may
exercise certain of our warrants to purchase stock, and could ultimately monetize our investments. Of the warrants that we have monetized since inception, we have realized
multiples in the range of approximately 1.02x to 42.71x based on the historical rate of return on our investments. We may also experience losses from our warrant portfolio in
the event that warrants are terminated or expire unexercised.

Portfolio Grading

We use an investment grading system, which grades each debt investment on a scale of 1 to 5 to characterize and monitor our expected level of risk on the debt

investments in our portfolio with 1 being the highest quality. The following

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table shows the distribution of our outstanding debt investments on the 1 to 5 investment grading scale at fair value as of December 31, 2023 and 2022, respectively:

(in thousands)

Investment Grading

Number of Companies

December 31, 2023

Debt Investments
at Fair Value

Percentage of
Total Portfolio

Number of Companies

December 31, 2022

Debt Investments
at Fair Value

Percentage of
Total Portfolio

1

2

3

4

5

20

52

47

5

1

125

$

$

626,770 

1,286,195 

1,040,629 

103,705 

— 

3,057,299 

20.5 %

42.1 %

34.0 %

3.4 %

0.0 %

100.0 %

20

55

40

4

1

120

$

$

549,135 

1,171,632 

1,015,199 

57,807 

1,671 

2,795,444 

19.6 %

41.9 %

36.3 %

2.1 %

0.1 %

100.0 %

As of December 31, 2023, our debt investments had a weighted average investment grading of 2.24 on a cost basis, as compared to 2.23 as of December 31, 2022.

Changes in a portfolio company's investment grading may be a result of changes in portfolio company's performance and/or timing of expected liquidity events. For instance,
we may downgrade a portfolio company if it is not meeting our financing criteria or are underperforming relative to their respective business plans. We may also downgrade a
portfolio company as it approaches a point in time when it will require additional equity capital to continue operations. Conversely, we may upgrade a portfolio company's
investment grading when it is exceeding our financial performance expectations and/or is expected to mature/repay in full due to a liquidity event. The overall downgrade of the
portfolio's weighted average investment grading is reflective of the impact of the current macroeconomic environment.

As macroeconomic events evolve and cause disruption in the capital markets and to businesses, we are continuing to monitor and work with the management teams

and stakeholders of our portfolio companies to navigate the significant market, operational, and economic challenges created by these events. This includes remaining proactive
in our assessments of credit performance to manage potential risks across our investment portfolio.

Non-accrual Investments

The following table shows the amortized cost of our performing and non-accrual investments as of December 31, 2023 and December 31, 2022:
(in millions)

As of December 31,

Performing

Non-accrual

Total Investments

2023

2022

Amortized Cost

Percentage of Total Portfolio at
Amortized Cost

Amortized Cost

Percentage of Total Portfolio at
Amortized Cost

$

$

3,216 

31 

3,247 

99.0 % $

1.0 %

100.0 % $

2,988 

18 

3,006 

99.4 %

0.6 %

100.0 %

Debt investments are placed on non-accrual status when it is probable that principal, interest or fees will not be collected according to contractual terms. When a debt

investment is placed on non-accrual status, we cease to recognize interest and fee income until the portfolio company has paid all principal and interest due or demonstrated the
ability to repay our current and future contractual obligations. We may not apply the non-accrual status to a loan where the investment has sufficient collateral value to collect
all of the contractual amount due and is in the process of collection. Interest collected on non-accrual investments are generally applied to principal.

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Results of Operations

Our condensed consolidated operating results for the years ended December 31, 2023 and 2022, were as follows:

(in thousands, except per share data)

Total investment income

Total expenses

Net investment income

Net realized gain (loss):

Net change in unrealized appreciation (depreciation):

Net increase (decrease) in net assets resulting from operations

Net investment income before gains and losses per common share:

Basic

Change in net assets resulting from operations per common share:

Basic

Diluted

Year Ended December 31,

2023

2022

460,668 

$

156,631 

304,037 

8,437 

25,010 

337,484 

$

2.09 

$

2.32 

2.31 

$

$

321,688 

133,620 

188,068 

(924)

(85,063)

102,081 

1.48 

0.80 

0.79 

$

$

$

$

$

Our operating results can vary substantially from period to period due to various factors, including changes in the level of investments held, changes in our investment

yields, recognition of realized gains and losses, and changes in net unrealized appreciation and depreciation, among other factors. As a result, comparison of the net increase
(decrease) in net assets resulting from operations may not be meaningful.

Investment Income

Total investment income for the year ended December 31, 2023 was approximately $460.7 million as compared to approximately $321.7 million for the year ended

December 31, 2022. Investment income is primarily composed of interest income earned on our debt investments and fee income from commitments, facilities, and other loan
related fees.

Interest and Dividend Income

The following table summarizes the components of interest and dividend income for the years ended December 31, 2023 and 2022:

(in thousands)

Contractual interest income

Exit fee interest income

PIK interest income

Dividend income

Other investment income 

(1)

Total interest and dividend income

Year Ended December 31,

2023

2022

$

$

351,883 

$

45,747 

24,670 

1,400

10,725 

434,425 

$

249,375 

32,063 

20,455 

— 

5,365 

307,258 

(1) Other investment income includes OID interest income and interest recorded on other assets.

Interest and dividend income for the year ended December 31, 2023 totaled approximately $434.4 million as compared to approximately $307.3 million for the year

ended December 31, 2022. The increase in interest and dividend income for the year ended December 31, 2023 as compared to the year ended December 31, 2022 is primarily
attributable to an increase in the weighted average principal and an increase in core yield due to increases in the benchmark rates of our debt investment portfolio outstanding
between the periods.

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Interest income is comprised of recurring interest income from the contractual servicing of loans and non-recurring interest income that is related to the acceleration of

income due to early loan repayments and other one-time events during the period.

The following table summarizes recurring and non-recurring interest income for the years ended December 31, 2023 and December 31, 2022:

(in thousands)

Recurring interest income

Non-recurring interest income

Total interest income

Year Ended December 31,

2023

2022

$

$

411,814 

$

22,611 

434,425 

$

300,013 

7,245 

307,258 

A portion of interest income is earned in the form of PIK interest. The following table shows the PIK related activity for the years ended December 31, 2023 and 2022,

at cost:

(in thousands)

Beginning PIK interest receivable balance

PIK interest income during the period

PIK capitalized as principal or converted to equity or other assets

Payments received from PIK loans

Realized gain (loss)

Ending PIK interest receivable balance

Year Ended December 31,

2023

2022

$

$

25,713 

$

24,670 

(3,317)

(9,036)

— 

38,030 

$

11,801 

20,455 

— 

(6,176)

(367)

25,713 

The increase in PIK interest income during the year ended December 31, 2023, as compared to the year ended December 31, 2022 is due to an increase in the weighted

average principal outstanding for debt investments which earn PIK interest. Payments on PIK loans are normally received only in the event of payoffs. The PIK receivable for
December 31, 2023 and December 31, 2022 was approximately 1% and less than 1% of total debt investments, respectively.

Fee Income

Fee income from commitment, facility and loan related fees for the year ended December 31, 2023 totaled approximately $26.3 million as compared to approximately

$14.4 million for the year ended December 31, 2022. The increase in fee income for the year ended December 31, 2023 is primarily due to an increase in the acceleration of
unamortized fees, and one-time fees as a result of a higher volume of early repayments on our loan portfolio.

Fee income is comprised of recurring fee income from commitment, facility, and loan related fees, fee income due to expired commitments, and acceleration of fee

income due to early loan repayments during the period. The following table summarizes the components of fee income for the years ended December 31, 2023 and
December 31, 2022:

(in thousands)

Recurring fee income

Fee income - expired commitments

Accelerated fee income - early repayments

Total fee income

Year Ended December 31,

2023

2022

$

$

8,835 

$

1,695 

15,713 

26,243 

$

7,834 

1,502 

5,094 

14,430 

In certain investment transactions, we may earn income from advisory services; however, we had no income from advisory services in the years ended December 31,

2023 and 2022, respectively.

Operating Expenses

Our operating expenses are comprised of interest and fees on our debt borrowings, general and administrative expenses, taxes, and employee compensation and

benefits. During the years ended December 31, 2023 and 2022, our net operating expenses totaled approximately $156.6 million and $133.6 million, respectively.

Interest and Fees on our Debt

Interest and fees on our debt totaled approximately $77.5 million and $62.3 million for the years ended December 31, 2023 and 2022, respectively. Interest and fee

expense during the year ended December 31, 2023, as

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compared to the year ended December 31, 2022, increased due to higher weighted average borrowing costs and debt outstanding.

We had a weighted average cost of debt of approximately 4.8% and 4.2% for the years ended December 31, 2023 and 2022, respectively. The weighted average cost of

debt includes interest and fees on our debt, but excludes the impact of fee accelerations due to the extinguishment of debt. The increase in the weighted average cost of debt
during 2023 as compared to 2022, was attributable to increased usage of our Credit Facilities which are floating rate instruments and thus, have a higher cost of debt.

General and Administrative Expenses and Tax Expenses

General and administrative expenses include legal fees, consulting fees, accounting fees, printer fees, insurance premiums, rent, expenses associated with the workout

of underperforming investments and various other expenses. Our general and administrative expenses increased to $18.7 million from $16.9 million for the years ended
December 31, 2023 and 2022, respectively. The increase in general and administrative expenses for the year ended December 31, 2023 is primarily attributable to an increase in
costs of office and travel expenses and certain professional fees. Tax expenses primarily relate to excise tax accruals. Tax expenses were $6.1 million and $5.4 million for the
years ended December 31, 2023 and December 31, 2022, respectively.

Employee Compensation

Employee compensation and benefits totaled approximately $50.2 million for the year ended December 31, 2023, as compared to approximately $43.9 million for the

year ended December 31, 2022. The increase between comparative periods was primarily due to increased headcount and variable compensation during the year ended
December 31, 2023 .

Employee stock-based compensation totaled approximately $13.2 million for the year ended December 31, 2023, as compared to approximately $13.4 million for the

year ended December 31, 2022. The decrease between comparative periods was primarily attributable to a decrease in compensation expense related to Performance Awards
which vested in 2022.

Expenses allocated to the Adviser Subsidiary

The shared services agreement with the Adviser Subsidiary (the “Sharing Agreement”), provides the Adviser Subsidiary access to our human capital resources,

including deal professionals, finance, and administrative functions, as well as other resources including infrastructure assets such as office space and technology. Under the
terms of the Sharing Agreement, we allocate the related expenses of shared services to the Adviser Subsidiary. Our total net operating expenses for the years ended
December 31, 2023 and 2022, are net of expenses allocated to the Adviser Subsidiary of $9.1 million and $8.3 million, respectively. The increase in expenses allocated to the
Adviser Subsidiary for the year ended December 31, 2023 compared to 2022 is due to higher average assets under management and higher allocations to the Adviser Funds. As
of December 31, 2023 and 2022, $0.1 million and $0.1 million, respectively, was due from the Adviser Subsidiary.

Net Realized Gains and Losses and Net Change in Unrealized Appreciation and Depreciation

Realized gains or losses on investments are measured by the difference between the net proceeds from the repayment or sale and the cost basis of an investment
without regard to unrealized appreciation or depreciation previously recognized, and includes investments written off during the period, net of recoveries. Realized loss on debt
extinguishment relates to additional fees, costs, and accelerated recognition of remaining debt issuance costs, which are recognized in the event debt is extinguished before its
stated maturity. The net change in unrealized appreciation or depreciation on investments primarily reflects the change in portfolio investment values during the reporting
period, including the reversal of previously recorded unrealized appreciation or depreciation when gains or losses are realized.

A summary of net realized gains and losses for the years ended December 31, 2023 and 2022 is as follows:

(in thousands)

Realized gains

Realized losses

Realized foreign exchange gains (losses)

Realized loss on extinguishment of debt

Net realized gains (losses)

Year Ended December 31,

2023

2022

$

$

29,920 

$

(21,493)

10 

— 

8,437 

$

12,264 

(11,798)

2,296 

(3,686)

(924)

During the year ended December 31, 2023, we recognized a net realized gain of $8.4 million. The net realized gains were generated from gross realized gains of $29.9

million primarily from the sale of our equity and warrant positions

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in Palantir Technologies, Provention Bio, Inc., TransMedics Group, Inc., Sprinklr, Inc., DoorDash, Inc., and Zeta Global Corp. Our gains were offset by gross realized losses of
$21.5 million from the write-off of equity and warrant investments in Concert Pharmaceuticals, Inc. and Fungible, Inc. which had no value after the respective portfolio
companies were acquired, the write-off of our equity investments in Gynesonics, Inc., Paratek Pharmaceuticals, Inc., Tricida, Inc., Gelesis, Inc. and Flowonix Medical Inc. as a
result of capital markets transactions or events. Additionally, we realized a net $6.3 million loss from write-off of our debt investments relating to Codiak Biosciences, Inc. and
Esme Learning Solutions, Inc, net of recovered collections of $17.5 million.

During the year ended December 31, 2022, we recognized net realized losses of $0.9 million. The net realized losses included gross realized gains of approximately

$12.3 million primarily from the sale of our equity position in Black Crow AI, Inc and Peerless Network Holdings, Inc. Our gains were offset by gross realized losses of $11.8
million, primarily from the write-off of our investments in Regent Education, Medrobotics Corporation, Genocea Biosciences, Inc, Kaleido Biosciences, Inc., and Pineapple
Energy LLC during the year. Additionally, during the year ended December 31, 2022, we repaid £19.4 million of principal borrowings under our SMBC Facility and realized a
$2.3 million foreign exchange gain. Moreover, as part of the retirement of the 2022 Notes in Q1 2022, we incurred a $3.7 million loss on debt extinguishment. The realized loss
on debt extinguishment was related to fees, accrued interest, and the acceleration of debt issuance costs amortization, and is included as a realized loss within the “Loss on debt
extinguishment” on the Consolidated Statements of Operations.

The net change in unrealized appreciation and depreciation of our investments is derived from the changes in fair value of each investment determined in good faith by

our Valuation Committee and approved by the Board. The following table summarizes the change in net unrealized appreciation or depreciation of investments for the years
ended December 31, 2023 and 2022:

(in thousands)

Gross unrealized appreciation on portfolio investments

Gross unrealized depreciation on portfolio investments

Reversal of prior period net changes in unrealized appreciation (depreciation) upon a realization event

Net change in unrealized appreciation (depreciation) on portfolio investments

Other net changes in unrealized appreciation (depreciation) 

(1)

Total net change in unrealized appreciation (depreciation) on investments

(1)

Includes the net change in unrealized appreciation (depreciation) related to derivative instruments.

Year Ended December 31,

2023

2022

$

$

198,322 

$

(145,232)

(11,929)

41,161

(16,151)

25,010 

$

106,130 

(190,450)

2,408

(81,912)

(3,151)

(85,063)

During the years ended December 31, 2023 and 2022, we recorded approximately $25.0 million of net unrealized appreciation and $85.1 million of net unrealized

depreciation on our investments. The decrease in unrealized depreciation was primarily related to appreciation of our equity, warrants, and investment funds investments during
the year ended December 31, 2023. The following table summarizes the key drivers of change in net unrealized appreciation (depreciation) of investments for the years ended
December 31, 2023 and 2022:

(in thousands)

Year Ended December 31,

Valuation appreciation (depreciation)

Reversal of prior period net changes in unrealized appreciation
(depreciation) upon a realization event

Other net changes in unrealized appreciation (depreciation)

Net change in unrealized appreciation (depreciation)

$

$

Debt

26,689 

(6,556)

(15,612)

2023

Equity, Warrants
and
Investment Funds

(1)

Total

Debt

2022

Equity, Warrants
and
Investment Funds

(1)

Total

26,401 

$

53,090 

$

(10,539)

$

(73,781)

$

(84,320)

(5,373)

(539)

(11,929)

(16,151)

999 

(2,586)

1,409 

(565)

4,521 

$

20,489 

$

25,010 

$

(12,126)

$

(72,937)

$

2,408 

(3,151)

(85,063)

(1)

Includes the net change in unrealized appreciation (depreciation) related to derivative instruments.

Income and Excise Taxes

We account for income taxes in accordance with the provisions of ASC Topic 740 Income Taxes, under which income taxes are provided for amounts currently

payable and for amounts deferred based upon the estimated future tax

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effects of differences between the financial statements and tax basis of assets and liabilities given the provisions of the enacted tax law. Valuation allowances may be used to
reduce deferred tax assets to the amount likely to be realized. We intend to timely distribute to our stockholders substantially all of our annual taxable income for each year,
except that we may retain certain net capital gains for reinvestment and, depending upon the level of taxable income earned in a year, we may choose to carry forward taxable
income for distribution in the following year and pay any applicable U.S. federal excise tax.

Because federal income tax regulations differ from U.S. GAAP, distributions in accordance with tax regulations may differ from net investment income and realized
gains recognized for financial reporting purposes. Differences may be permanent or temporary. Permanent differences are reclassified among capital accounts in the financial
statements to reflect their appropriate tax character. Permanent differences may also result from the classification of certain items, such as the treatment of short-term gains as
ordinary income for tax purposes. Temporary differences arise when certain items of income, expense, gain or loss are recognized at some time in the future.

The Adviser Subsidiary

Hercules Capital Management LLC through the Adviser Subsidiary has entered into investment management agreements (the “IMAs”) with the Adviser Funds.

Pursuant to the IMAs, the Adviser Subsidiary provides investment advisory and management services to the Adviser Funds in exchange for an asset-based fee. In addition,
Hercules Capital Management LLC through its control of the GP Interests for each of the Adviser Funds may receive certain incentive fee allocations. The Adviser Funds are
privately offered investment funds exempt from registration under the 1940 Act that invest in debt and equity investments in venture or institutionally backed technology
related and life sciences companies.

Hercules Adviser LLC, the Adviser Subsidiary, receives fee income for the services provided to the Adviser Funds. The Adviser Subsidiary’s contribution to our net

investment income is derived from dividend income declared by the Adviser Subsidiary and interest income earned on loans to the Adviser Subsidiary. For the years ended
December 31, 2023 and 2022, $1.4 million and no dividends were declared by the Adviser Subsidiary, respectively.

For the years ended December 31, 2022 and December 31, 2021

A comparison of the fiscal years ended December 31, 2022 and December 31, 2021 can be found in our Form 10-K for the fiscal year ended December 31, 2022

within “Part II, Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations.”, which is incorporated herein by reference.

Financial Condition, Liquidity, Capital Resources and Obligations

Our liquidity and capital resources are derived from our debt borrowings and cash flows from operations, including investment sales and repayments, and income

earned. Our primary use of funds from operations includes investments in portfolio companies and payments of fees and other operating expenses we incur. We have used, and
expect to continue to use, our debt and the proceeds from the turnover of our portfolio and from public and private offerings of securities to finance our investment objectives.
We may also raise additional equity or debt capital through registered offerings off a shelf registration, At-the-Market (“ATM”), and private offerings of securities, by
securitizing a portion of our investments, or by borrowing from the SBA through our SBIC subsidiary. This “Financial Condition, Liquidity, Capital Resources and Obligations”
section should be read in conjunction with the “Macroeconomic Market Developments” section above.

During the year ended December 31, 2023, we principally funded our operations from (i) cash receipts from interest, dividend, and fee income from our investment

portfolio, (ii) cash proceeds from the realization of portfolio investments through the repayments of debt investments and the sale of debt and equity investments, (iii) debt
borrowings on our credit facilities, and (iv) equity offerings.

During the year ended December 31, 2023, our operating activities provided $68.3 million of cash and cash equivalents, compared to $424.8 million used during the

year ended December 31, 2022. The $493.1 million decrease in cash used in operating activities was primarily due to a $472.0 million increase in principal, fee repayments, and
proceeds received from the sale of debt investments, $28.0 million increase in proceeds received from the sale of equity and warrant investments.

During the year ended December 31, 2023, our investing activities used approximately $887 thousand of cash, compared to $114 thousand used during the year ended

December 31, 2022. The $773 thousand increase in cash used in investing activities was due to an increase in purchases of furniture, fixtures, and other capital equipment.

During the year ended December 31, 2023, our financing activities provided $22.7 million of cash, compared to $314.5 million provided during the year ended

December 31, 2022. The $291.8 million decrease in cash provided by financing activities was primarily due to decreased net borrowings of $363.6 million and an increase in
dividend

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distributions, which increased $28.6 million to $273.7 million total dividend distributions made during the year ended December 31, 2023 compared to $245.1 million dividend
distributions during the year ended December 31, 2022. Partially offsetting these movements was a $108.6 million increase in equity issued (net of offering costs) through our
overnight offering and ATM program, which for the year ended December 31, 2023 approximated $338.2 million compared to $229.7 million for the year ended December 31,
2022.

As of December 31, 2023, net assets totaled $1.8 billion, with a NAV per share of $11.43. We intend to continue to operate in order to generate cash flows from
operations, including income earned from investments in our portfolio companies. Our primary use of funds will be investments in portfolio companies and cash distributions to
holders of our common stock.

Available liquidity and capital resources as of December 31, 2023

As of December 31, 2023, we had $743.9 million in available liquidity, including $98.9 million in cash, cash equivalents, and available borrowing capacity of
approximately $131.0 million under the SMBC Facility, $175.0 million under our SMBC letter of credit facility, and $339.0 million under the MUFG Bank Facility. Additional
liquidity is available through accordion provisions within the terms of our Credit Facilities, through which the available borrowing capacity can be increased by an aggregate
$475.0 million, subject to certain conditions. Further, the SMBC letter of credit facility may also be increased by an additional $225.0 million (up to $400.0 million), subject to
certain conditions. Total amounts outstanding as of December 31, 2023, were $155.0 million outstanding under our Credit Facilities, which are floating interest rate obligations,
and the remaining $1,415.0 million of term debt outstanding, which are all fixed interest rate debt obligations.

Not considered above, as of December 31, 2023, we held $17.1 million of cash classified as restricted cash. Our restricted cash relates to amounts that are held as

collateral securing certain of our financing transactions, including collections of interest and principal payments on assets that are securitized related to the 2031 Asset-Backed
Notes. Based on current characteristics of the securitized debt investment portfolios, the restricted funds may be used to pay monthly interest and principal on the securitized
debt with any excess distributed to us or available for our general operations. Refer to “Note 5 – Debt” included in the notes to our consolidated financial statements appearing
elsewhere in this report for additional discussion of our debt obligations.

The 1940 Act permits BDCs to incur borrowings, issue debt securities, or issue preferred stock unless immediately after the borrowings or issuance the ratio of total

assets (less total liabilities other than indebtedness) to total indebtedness plus preferred stock is less than 200% (or 150% if certain requirements are met). On September 4,
2018 and December 6, 2018, our Board, including a “required majority” (as such term is defined in Section 57(o) of the 1940 Act) and our stockholders, respectively, approved
the application to us of the 150% minimum asset coverage ratio set forth in Section 61(a)(2) of the 1940 Act. As of December 31, 2023, our asset coverage ratio under our
regulatory requirements as a BDC was 228.7% excluding our SBA debentures. Our exemptive order from the SEC allows us to exclude all SBA leverage from our asset
coverage ratio. As a result of the SEC exemptive order, our ratio of total assets on a consolidated basis to outstanding indebtedness may be less than 150%, which while
providing increased investment flexibility, also may increase our exposure to risks associated with leverage. Total asset coverage when including our SBA debentures was
214.7% as of December 31, 2023.

The 1940 Act prohibits us from selling shares of our common stock at a price below the current NAV per share of such stock, with certain exceptions. One such

exception is prior stockholder approval of issuances below NAV provided that our Board makes certain determinations. On July 20, 2023, we obtained authorization from our
stockholders to issue common stock at a price below our then-current NAV per share for a twelve-month period expiring on July 20, 2024, subject to certain conditions. For a
further discussion, refer to Part I, Item 1A “Risk Factors - Stockholders may incur dilution if we sell shares of our common stock in one or more offerings at prices below the
then-current NAV per share of our common stock or issue securities to subscribe to, convert to or purchase shares of our common stock.” appearing elsewhere in this report.

As detailed above, our diverse and well-structured balance sheet is designed to provide a long-term focused and sustainable investment platform. Currently, we believe

we have ample liquidity to support our near-term capital requirements. As the impact of the macro-economic events, potential global recession, acts of terrorism, war,
geopolitical events, and the related disruption to markets and business continues to impact the economy, we will continue to evaluate our overall liquidity position and take
proactive steps to maintain the appropriate liquidity position based upon the current circumstances.

Equity Offerings

We may from time-to-time issue and sell shares of our common stock through public or ATM offerings. We currently sell shares through our equity distribution

agreement with JMP Securities LLC (“JMP”) and Jefferies LLC

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(“Jefferies”) (the “2023 Equity Distribution Agreement”) entered into on May 5, 2023. The 2023 Equity Distribution Agreement provides that we may offer and sell up to 25.0
million shares of our common stock from time to time through JMP or Jefferies, as our sales agents. Sales of our common stock, if any, may be made in negotiated transactions
or transactions that are deemed to be “at the market,” as defined in Rule 415 under the Securities Act, including sales made directly on the NYSE or similar securities exchange
or sales made to or through a market maker other than on an exchange, at prices related to the prevailing market prices or at negotiated prices. The 2023 Equity Distribution
Agreement replaced the ATM equity distribution agreement between us, JMP and Jefferies executed on May 9, 2022.Additionally, on August 7, 2023 we entered into an
underwriting agreement with Morgan Stanley & Co. LLC, UBS Securities, and Wells Fargo Securities, LLC as joint book-running managers to sell 6.5 million shares of our
common stock through an upsized public offering. We generally use net proceeds from these offerings to make investments, to repurchase or pay down liabilities and for
general corporate purposes. As of December 31, 2023, approximately 17.3 million shares remain available for issuance and sale under the current equity distribution agreement.

During the year ended December 31, 2023, we issued and sold 22.7 million shares of our common stock receiving total accumulated net proceeds of approximately

$338.2 million. This is an increase from the year ended December 31, 2022, where we issued and sold 14.6 million shares of our common stock receiving total accumulated net
proceeds of approximately $229.7 million.

Stock Repurchase

We may from time to time seek to retire or repurchase our common stock through cash purchases, as well as retire, cancel or purchase our outstanding debt through
cash purchases and/or exchanges, in open market purchases, privately negotiated transactions or otherwise. Such repurchases or exchanges, if any, will depend on prevailing
market conditions, our liquidity requirements, contractual and regulatory restrictions and other factors. The amounts involved may be material. We had no common stock
repurchases during the years ended 2021, 2022, or 2023.

Commitments and Obligations

Our significant cash requirements generally relate to our debt obligations. As of December 31, 2023, we had $1,570.0 million of debt outstanding, $105.0 million due

within the next year, $689.0 million being due within 1 to 3 years, and $776.0 million being due beyond 3 years.

In addition to our debt obligations, in the normal course of business, we are party to financial instruments with off-balance sheet risk. These consist primarily of

unfunded contractual commitments to extend credit, in the form of loans, to our portfolio companies. Unfunded contractual commitments to provide funds to portfolio
companies are not reflected on our balance sheet.

Our unfunded contractual commitments may be significant from time to time. A portion of these unfunded contractual commitments are dependent upon the portfolio
company reaching certain milestones before the debt commitment becomes available. Furthermore, our credit agreements contain customary lending provisions which allow us
relief from funding obligations for previously made unfunded commitments in instances where the underlying company experiences materially adverse events that affect the
financial condition or business outlook for the company. These commitments will be subject to the same underwriting and ongoing portfolio maintenance as are the on-balance
sheet financial instruments that we hold. Since these commitments may expire without being drawn upon, the total commitment amount does not necessarily represent future
cash requirements. As such, our disclosure of unfunded contractual commitments includes only those which are available at the request of the portfolio company and
unencumbered by milestones. Refer to “Note 11 – Commitments and Contingencies” included in the notes to our consolidated financial statements appearing elsewhere in this
report for additional discussion of our unfunded commitments.

As of December 31, 2023, we had approximately $335.3 million of available unfunded commitments, including undrawn revolving facilities, which were available at

the request of the portfolio company and unencumbered by future or unachieved milestones, as well as uncalled capital commitments to make investments in private equity
funds. In order to draw a portion of the Company's available unfunded commitments, a portfolio company must submit to the Company a formal funding request that complies
with the applicable advance notice and other operational requirements. The available unfunded commitments excludes unfunded commitments (i) for which, with respect to a
portfolio company's agreement, a milestone was achieved after the last day on which the portfolio company could have requested a drawdown funding to be completed within
the reporting period; and (ii) $127.7 million of unfunded commitments which represent the portion of portfolio company commitments assigned to or directly committed by the
Adviser Funds.

Additionally, we had approximately $676.8 million of non-binding term sheets outstanding to seven new companies and two existing companies, which generally
convert to contractual commitments within approximately 90 days of signing. Non-binding outstanding term sheets are subject to completion of our due diligence and final
investment

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committee approval process, as well as the negotiation of definitive documentation with the prospective portfolio companies. Not all non-binding term sheets are expected to
close and do not necessarily represent future cash requirements.

The fair value of our unfunded commitments is considered to be immaterial as the yield determined at the time of underwriting is expected to be materially consistent

with the yield upon funding, given that interest rates are generally pegged to market indices and given the existence of milestones, conditions and/or obligations embedded in
the borrowing agreements.

Critical Accounting Policies and Estimates

The preparation of consolidated financial statements in conformity with U.S. GAAP requires management to make estimates and assumptions that affect the reported

amounts of assets and liabilities, and disclosure of contingent assets and liabilities at the date of the consolidated financial statements, and revenues and expenses during the
period reported. On an ongoing basis, our management evaluates its estimates and assumptions, which are based on historical experience and on various other assumptions that
we believe to be reasonable under the circumstances. Actual results could differ from those estimates. Changes in our estimates and assumptions could materially impact our
results of operations and financial condition.

For a description of our critical accounting policies, refer to “Note 2 – Summary of Significant Accounting Policies” included in the notes to our consolidated financial

statements appearing elsewhere in this report. We consider the most significant accounting policies to be those related to our Valuation of Investments, Fair Valuation
Measurements, Income Recognition, and Income Taxes. The valuation of investments is our most significant critical estimate. The most significant input to this estimate is the
yield interest rate, which includes the hypothetical market yield plus premium or discount adjustment, used in determining the fair value of our debt investments. The following
table shows the approximate increase (decrease) to the fair value of our debt investments from hypothetical change to the yield interest rates used for each valuation, assuming
no other changes:

(in thousands)

Basis Point Change

(100)

(50)

50

100

Change in unrealized
appreciation (depreciation)

37,485 

20,761 

(20,945)

(42,223)

$

$

$

$

For a further discussion and disclosure of key inputs and considerations related to this estimate, refer to "Note 3 -Fair Value of Financial Instruments" included in the

notes.

Item 7A.     Quantitative and Qualitative Disclosure About Market Risk

We are subject to financial market risks, including changes in interest rates. Interest rate risk is defined as the sensitivity of our current and future earnings to interest
rate volatility, variability of spread relationships, the difference in re-pricing intervals between our assets and liabilities and the effect that interest rates may have on our cash
flows. Changes in interest rates may affect both our cost of funding and our interest income from portfolio investments, cash and cash equivalents and idle fund investments.
Our investment income will be affected by changes in various interest rates, including Prime, SOFR, and BSBY rates, to the extent our debt investments include variable
interest rates. As of December 31, 2023, approximately 95.9% of the loans in our portfolio had variable rates based on floating Prime, SOFR, or BSBY rates with a floor. The
majority of our loans are linked to the Prime rate and comprise 69.2% of the loan portfolio as of December 31, 2023. Our debt borrowings under the Credit Facilities bear
interest at a floating rate, all other outstanding debt borrowings bear interest at a fixed rate. Changes in interest rates can also affect, among other things, our ability to acquire
and originate loans and securities and the value of our investment portfolio.

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Based on our Consolidated Statements of Assets and Liabilities as of December 31, 2023, the following table shows the approximate annualized increase (decrease) in

components of net assets resulting from operations of hypothetical base rate changes in interest rates, assuming no changes in our investments and debt.

(in thousands)

Basis Point Change

(200)

(100)

(75)

(50)

(25)

25

50

75

Interest Income

Interest Expense

Net Income

$(41,785)

$(22,230)

$(17,271)

$(11,759)

$(6,075)

$6,408

$12,815

$19,183

$(4,207)

$(2,103)

$(1,578)

$(1,052)

$(526)

$526

$1,052

$1,578

$(37,578)

$(20,127)

$(15,693)

$(10,707)

$(5,549)

$5,882

$11,763

$17,605

EPS

$(0.25)

$(0.13)

$(0.10)

$(0.07)

$(0.04)

$0.04

$0.08

$0.12

We generally do not engage in hedging activities. From time-to-time, we may hedge against interest rate fluctuations and foreign currency by using standard hedging
instruments such as futures, options, and forward contracts. While hedging activities may insulate us against changes in interest rates and foreign currency, they may also limit
our ability to participate in the benefits of lower interest rates with respect to our borrowed funds and higher interest rates with respect to our portfolio of investments. During
the year ended December 31, 2023, we have entered into a foreign currency forward to limit our foreign currency exposure with respect to the British Pound. For additional
information refer to “Note 4 – Investments”, included in the notes to our consolidated financial statements appearing elsewhere in this report.

Although we believe that the foregoing analysis is indicative of our sensitivity to interest rate changes, it does not adjust for potential changes in the credit market,

credit quality, size and composition of the assets in our portfolio. It also does not adjust for other business developments, including our debt borrowings and use of our Credit
Facilities that could affect the net increase in net assets resulting from operations, or net income. It also does not assume any repayments from our portfolio companies.
Accordingly, no assurances can be given that actual results would not differ materially from the statement above.

Because we currently borrow, and plan to borrow in the future, money to make investments, our net investment income is dependent upon the difference between the
rate at which we borrow funds and the rate at which we invest the funds borrowed. Accordingly, there can be no assurance that a significant change in market interest rates will
not have a material adverse effect on our net investment income. In periods of rising interest rates, our cost of funds would increase, which could reduce our net investment
income if there is not a corresponding increase in interest income generated by variable rate assets in our investment portfolio. For additional information regarding the interest
rate associated with each of our debt borrowings, refer to “Note 5 – Debt” included in the notes to our consolidated financial statements in this report on Form 10-K.

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Item 8.     Financial Statements and Supplementary Data

INDEX TO FINANCIAL STATEMENTS

Report of Independent Registered Public Accounting Firm

Consolidated Statements of Assets and Liabilities as of December 31, 2023 and December 2022

Consolidated Statements of Operations for the three years ended December 31,2023

Consolidated Statements of Changes in Net Assets for the three years ended December 31,2023

Consolidated Statements of Cash Flows for the three years ended December 31, 2023

Consolidated Schedule of Investments as of December 31, 2023

Consolidated Schedule of Investments as of December 31, 2022

Notes to Consolidated Financial Statements

Consolidated Schedule of Investments in and Advances to Affiliates as of December 31, 2023

Consolidated Schedule of Investments in and Advances to Affiliates as of December 31, 2022

73

74

76

77

78

79

80

93

106

150

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Table of Contents

REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

To the Board of Directors and Stockholders of Hercules Capital, Inc.

Opinions on the Financial Statements and Internal Control over Financial Reporting

We have audited the accompanying consolidated statements of assets and liabilities, including the consolidated schedules of investments, of Hercules Capital, Inc. and its
subsidiaries (the “Company”) as of December 31, 2023 and 2022, and the related consolidated statements of operations, changes in net assets and cash flows for each of the
three years in the period ended December 31, 2023, including the related notes and financial statement schedule listed in the accompanying index (collectively referred to as the
“consolidated financial statements”). We also have audited the Company's internal control over financial reporting as of December 31, 2023, based on criteria established in
Internal Control - Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO).

In our opinion, the consolidated financial statements referred to above present fairly, in all material respects, the financial position of the Company as of December 31, 2023
and 2022, and the results of its operations, changes in its net assets and its cash flows for each of the three years in the period ended December 31, 2023 in conformity with
accounting principles generally accepted in the United States of America. Also in our opinion, the Company maintained, in all material respects, effective internal control over
financial reporting as of December 31, 2023, based on criteria established in Internal Control - Integrated Framework (2013) issued by the COSO.

We have also previously audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States), the consolidated statements of assets
and liabilities, including the consolidated schedules of investments, of Hercules Capital, Inc. and its subsidiaries as of December 31, 2021, 2020, 2019, 2018, 2017, 2016, 2015,
and 2014, and the related consolidated statements of operations, changes in net assets and cash flows for each of the years ended December 31, 2014 through 2020 (none of
which are presented herein), and we expressed unqualified opinions on those consolidated financial statements. In our opinion, the information set forth in the Senior Securities
table of Hercules Capital, Inc. and its subsidiaries for each of the ten years in the period ended December 31, 2023, is fairly stated, in all material respects, in relation to the
consolidated financial statements from which it has been derived.

Basis for Opinions

The Company's management is responsible for these consolidated financial statements, for maintaining effective internal control over financial reporting, and for its assessment
of the effectiveness of internal control over financial reporting, included in Management's Annual Report on Internal Control over Financial Reporting appearing under Item
9A. Our responsibility is to express opinions on the Company’s consolidated financial statements and on the Company's internal control over financial reporting based on our
audits. We are a public accounting firm registered with the Public Company Accounting Oversight Board (United States) (PCAOB) and are required to be independent with
respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the
PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audits to obtain reasonable assurance about
whether the consolidated financial statements are free of material misstatement, whether due to error or fraud, and whether effective internal control over financial reporting
was maintained in all material respects.

Our audits of the consolidated financial statements included performing procedures to assess the risks of material misstatement of the consolidated financial statements,
whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and
disclosures in the consolidated financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well
as evaluating the overall presentation of the consolidated financial statements. Our procedures included confirmation of securities owned as of December 31, 2023 and 2022 by
correspondence with the custodians, agent banks and portfolio company investees; when replies were not received, we performed other auditing procedures. Our audit of
internal control over financial reporting included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, and
testing and evaluating the design and operating effectiveness of internal control based on the assessed risk. Our audits also included performing such other procedures as we
considered necessary in the circumstances. We believe that our audits provide a reasonable basis for our opinions.

Definition and Limitations of Internal Control over Financial Reporting

A company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of
financial statements for external purposes in accordance with

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generally accepted accounting principles. A company’s internal control over financial reporting includes those policies and procedures that (i) pertain to the maintenance of
records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (ii) provide reasonable assurance that transactions
are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the
company are being made only in accordance with authorizations of management and directors of the company; and (iii) provide reasonable assurance regarding prevention or
timely detection of unauthorized acquisition, use, or disposition of the company’s assets that could have a material effect on the financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to
future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures
may deteriorate.

Critical Audit Matters

The critical audit matter communicated below is a matter arising from the current period audit of the consolidated financial statements that was communicated or required to be
communicated to the audit committee and that (i) relates to accounts or disclosures that are material to the consolidated financial statements and (ii) involved our especially
challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the consolidated financial statements,
taken as a whole, and we are not, by communicating the critical audit matter below, providing a separate opinion on the critical audit matter or on the accounts or disclosures to
which it relates.

Valuation of Investments - Level 3 Investments in Senior Secured Debt, Unsecured Debt, Preferred Stock, Common Stock

As described in Notes 2 and 3 to the consolidated financial statements, approximately 97% of the Company’s $3,248 million total investments in securities as of December 31,
2023 represents investments in level 3 senior secured debt, unsecured debt, preferred stock, and common stock whose fair value, as disclosed by management, is determined in
good faith by the Board of Directors. Management applied significant judgment in determining the fair value of these level 3 investments, which involved the use of significant
unobservable inputs related to i) hypothetical market yields, premiums/(discounts) and the probability weighting of alternative outcomes for debt securities; and ii) the revenue
and/or EBITDA multiples, market equity adjustments, discounts for lack of marketability, tangible book value multiple, and cash flow discount rate for equity securities.

The principal considerations for our determination that performing procedures relating to the valuation of level 3 investments in senior secured debt, unsecured debt, preferred
stock and common stock, is a critical audit matter are the significant judgment by management to determine the fair value of these level 3 investments, including the use of the
hypothetical market yields, premiums/(discounts), the probability weighting of alternative outcomes, discounts for lack of marketability, tangible book value multiple and cash
flow discount rate, which in turn led to a high degree of auditor judgment, subjectivity, and effort in performing audit procedures and evaluating the audit evidence obtained
relating to the significant unobservable inputs. The audit effort involved the use of professionals with specialized skill and knowledge to assist in performing procedures and
evaluating the audit evidence obtained.

Addressing the matter involved performing procedures and evaluating audit evidence in connection with forming our overall opinion on the consolidated financial statements.
These procedures included testing the effectiveness of controls relating to the valuation of level 3 investments in senior secured debt, unsecured debt, preferred stock, and
common stock, including controls over the Company’s methods and significant unobservable inputs. These procedures also included, among others, (i) testing the completeness
and accuracy of data provided by management, evaluating the appropriateness of management’s methods, and evaluating the reasonableness of significant unobservable inputs
used in those methods related to the hypothetical market yields, premiums/(discounts), and the probability weighting of alternative outcomes for debt securities; and discounts
for lack of marketability, tangible book value multiple, and cash flow discount rate for equity securities, and (ii) the involvement of professionals with specialized skill and
knowledge to assist in developing an independent fair value range for a sample of securities and comparison of management’s estimate to the independently developed fair
value range. Developing the independent fair value range involved testing the completeness and accuracy of data provided by management and developing independent
significant unobservable inputs in order to evaluate the reasonableness of management’s fair value estimate of these certain level 3 investments.

/s/ PricewaterhouseCoopers LLP
San Francisco, California
February 15, 2024

We have served as the Company’s auditor since 2010.

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Table of Contents

(in thousands, except per share data)

Assets

Investments, at fair value:

HERCULES CAPITAL, INC.

CONSOLIDATED STATEMENTS OF ASSETS AND LIABILITIES

December 31, 2023

December 31, 2022

Non-control/Non-affiliate investments (cost of $3,143,851 and $2,918,425, respectively)

Control investments (cost of $103,182 and $87,271, respectively)

$

3,133,042  $

115,004 

2,887,497 

76,458 

Total investments, at fair value (cost of $3,247,033 and $3,005,696, respectively; fair value amounts related to a VIE $254,868 and $236,585,
respectively)

3,248,046 

2,963,955 

Cash and cash equivalents

Restricted cash (amounts related to a VIE $17,114 and $10,079, respectively)

Interest receivable

Right of use asset
Other assets

Total assets

Liabilities

Debt (net of debt issuance costs - Note 5; amounts related to a VIE $148,544 and $147,957, respectively)

Accounts payable and accrued liabilities

Operating lease liability

Total liabilities

Commitments and contingencies (Note 11)

Net assets consist of:

Common stock, par value
Capital in excess of par value

Total distributable earnings

Total net assets

Total liabilities and net assets

Shares of common stock outstanding ($0.001 par value and 200,000 authorized)
Net asset value per share

See notes to consolidated financial statements.
76

98,899 

17,114 

32,741 

4,787 
15,339 

15,797 

10,079 

31,682 

4,986 
2,356 

3,416,926  $

3,028,855 

1,554,869  $

1,574,351 

54,156 

5,195 

47,539 

5,506 

1,614,220  $

1,627,396 

158  $

1,662,535 

140,013 

1,802,706  $

3,416,926  $

157,758

11.43  $

134 
1,341,416 

59,909 

1,401,459 

3,028,855 

133,045
10.53 

$

$

$

$

$

$

$

HERCULES CAPITAL, INC.

CONSOLIDATED STATEMENTS OF OPERATIONS

For the Year Ended December 31,

2023

2022

2021

$

429,783 

$

301,433 

$

Table of Contents

(in thousands, except per share data)

Investment income:

Interest and dividend income:

Non-control/Non-affiliate investments

Control investments

Affiliate investments

Total interest and dividend income

Fee income:

Non-control/Non-affiliate investments

Control investments

Total fee income

Total investment income

Operating expenses:

Interest

Loan fees

General and administrative

Tax expenses

Employee compensation:

Compensation and benefits

Stock-based compensation

Total employee compensation

Total gross operating expenses

Expenses allocated to the Adviser Subsidiary

Total net operating expenses

Net investment income

Net realized gain (loss) and net change in unrealized appreciation (depreciation):

Net realized gain (loss):

Non-control/Non-affiliate investments

Affiliate investments

Loss on extinguishment of debt

Total net realized gain (loss)

Net change in unrealized appreciation (depreciation):

Non-control/Non-affiliate investments

Control investments

Affiliate investments

Total net change in unrealized appreciation (depreciation)

Total net realized gain (loss) and net change in unrealized appreciation (depreciation)

Net increase (decrease) in net assets resulting from operations

Net investment income before gains and losses per common share:

Basic

Change in net assets resulting from operations per common share:

Basic

Diluted

Weighted average shares outstanding:

Basic

Diluted

Distributions paid per common share:

Basic

$

$

$

$

$

See notes to consolidated financial statements.

77

4,642 

— 

434,425 

26,148 

95 

26,243 

460,668 

67,620 

9,845 

18,696 

6,071 

50,258 

13,242 

63,500 

165,732 

(9,101)

156,631 

304,037 

8,437 

— 

— 

8,437 

2,376 

22,634 

— 

25,010 

33,447 

4,621 

1,204 

307,258 

14,362 

68 

14,430 

321,688 

54,749 

7,598 

16,948 

5,416 

43,852 

13,378 

57,230 

141,941 

(8,321)

133,620 

188,068 

1,004 

1,758 

(3,686)

(924)

(88,874)

(278)

4,089 

(85,063)

(85,987)

337,484 

$

102,081 

$

2.09 

$

1.48 

$

2.32 

2.31 

$

$

144,091

144,826

0.80 

0.79 

$

$

125,189

126,659

249,341 

4,009 

10 

253,360 

27,557 

59 

27,616 

280,976 

54,447 

8,657 

16,111 

7,928 

36,970 

11,930 

48,900 

136,043 

(5,035)

131,008 

149,968 

87,438 

(62,143)

(4,419)

20,876 

(57,818)

(2,677)

63,806 

3,311 

24,187 

174,155 

1.29 

1.50 

1.49 

114,742

115,955

1.90 

$

1.97 

$

1.55 

Table of Contents

(amounts in thousands)

HERCULES CAPITAL, INC.

CONSOLIDATED STATEMENTS OF CHANGES IN NET ASSETS

Common Stock

Shares

Par Value

Capital in
excess
of par value

Distributable
Earnings

Net Assets

Balance as of December 31, 2020

114,726 $

115 

$

1,158,198 

$

Net increase in net assets resulting from operations

Public offering, net of offering expenses

Issuance of common stock under equity-based award plans

Shares retired on vesting of equity-based awards

Distributions reinvested in common stock

Distributions

Stock-based compensation 

(1)

Tax reclassification of stockholders' equity in accordance with generally
accepted accounting principles

—

639

1,311

(305)

248

—

—

—

— 

1 

1 

— 

— 

— 

— 

— 

— 

10,619 

3,902 

(6,719)

4,074 

— 

10,385 

(88,552)

Balance as of December 31, 2021

116,619 $

117 

$

1,091,907 

$

Net increase in net assets resulting from operations

Public offering, net of offering expenses

Issuance of common stock under equity-based award plans

Shares retired on vesting of equity-based awards

Distributions reinvested in common stock

Issuance of Convertible Notes

Distributions

Stock-based compensation 

(1)

Tax reclassification of stockholders' equity in accordance with generally
accepted accounting principles

—

14,559

922

(295)

259

981

—

—

—

— 

15 

1 

— 

— 

1 

— 

— 

— 

— 

229,644 

1,483 

(6,016)

3,953 

(1)

— 

10,828 

9,618 

Balance as of December 31, 2022

133,045 $

134 

$

1,341,416 

$

Net increase in net assets resulting from operations

Public offering, net of offering expenses

Issuance of common stock under equity-based award plans

Shares retired on vesting of equity-based awards

Distributions reinvested in common stock

Distributions

Stock-based compensation 

(1)

Tax reclassification of stockholders' equity in accordance with generally
accepted accounting principles

—

22,728

1,932

(251)

304

—

—

—

— 

22 

2 

— 

— 

— 

— 

— 

— 

338,193 

493 

(13,197)

4,624 

— 

11,927 

(20,921)

Balance as of December 31, 2023

157,758 $

158 

$

1,662,535 

$

133,391 

$

174,155 

— 

— 

— 

— 

(179,575)

— 

88,552 

216,523 

$

102,081 

— 

— 

— 

— 

— 

(249,077)

— 

(9,618)

59,909 

$

337,484 

— 

— 

— 

— 

(278,301)

— 

20,921 

140,013 

$

1,291,704 

174,155 

10,620 

3,903 

(6,719)

4,074 

(179,575)

10,385 

— 

1,308,547 

102,081 

229,659 

1,484 

(6,016)

3,953 

(249,077)

10,828 

— 

1,401,459 

337,484 

338,215 

495 

(13,197)

4,624 

(278,301)

11,927 

— 

1,802,706 

(1) Stock-based compensation includes $117 thousand, $149 thousand, and $125 thousand of restricted stock and option expense related to director compensation for the years ended December 31, 2023, 2022 and 2021,

respectively.

See notes to consolidated financial statements.
78

Table of Contents

(in thousands)

Cash flows from (used in) operating activities:

Net increase in net assets resulting from operations

HERCULES CAPITAL, INC.

CONSOLIDATED STATEMENTS OF CASH FLOWS

Adjustments to reconcile net increase in net assets resulting from operations to net cash provided by (used in) operating activities:

Purchases of investments

Fundings assigned to Adviser Funds

Principal and fee repayments received and proceeds from the sale of debt investments

Proceeds from the sale of equity investments

Net change in unrealized (appreciation) depreciation

Net realized (gain) loss

Accretion of paid-in-kind principal

Accretion of loan discounts

Accretion of loan discount on convertible notes

Accretion of loan exit fees

Change in loan income, net of collections

Unearned fees related to unfunded commitments

Realized loss on extinguishment of debt

Amortization of debt fees and issuance costs

Depreciation and amortization

Stock-based compensation and amortization of restricted stock grants 

(1)

Change in operating assets and liabilities:

Interest receivable

Other assets

Accrued liabilities

Net cash provided by (used in) operating activities

Cash flows used in investing activities:

Purchases of capital equipment

Net cash (used in) investing activities

Cash flows provided by (used in) financing activities:

Issuance of common stock

Offering expenses

Retirement of employee shares, net

Distributions paid

Issuance of debt

Repayment of debt

Debt issuance costs

Fees paid for credit facilities and debentures

Net cash provided by (used in) financing activities

Net increase (decrease) in cash, cash equivalents and restricted cash

Cash, cash equivalents and restricted cash at beginning of period

Cash, cash equivalents and restricted cash at end of period

Supplemental disclosures of cash flow information and non-cash investing and financing activities:

Interest paid

Income tax, including excise tax, paid

Distributions reinvested

For the Year Ended December 31,

2023

2022

2021

$

337,484 

$

102,081 

$

174,155 

(1,598,584)

350,686 

1,002,433 

43,202 

(25,010)

(8,437)

(24,670)

(6,939)

— 

(24,961)

23,796 

(2,650)

— 

6,980 

190 

11,927 

(1,050)

(22,466)

6,347 

68,278 

(887)

(887)

344,347 

(6,132)

(12,702)

(273,677)

659,000 

(683,000)

— 

(5,090)

22,746 

90,137 

25,876 

(1,465,035)

330,164 

530,441 

15,201 

85,063 

(2,762)

(20,455)

(4,697)

112 

(24,532)

26,687 

2,201 

364 

5,562 

204 

10,828 

(14,212)

406 

(2,420)

(424,799)

(114)

(114)

232,090 

(2,431)

(4,532)

(245,124)

1,274,237 

(931,198)

(6,742)

(1,776)

314,524 

(110,389)

136,265 

$

$

$

$

116,013 

$

25,876 

$

67,149 

5,267 

4,624 

$

$

$

52,075 

7,376 

3,953 

$

$

$

(1,467,129)

125,295 

1,183,014 

111,890 

(3,311)

(25,295)

(11,210)

(3,842)

671 

(23,512)

35,045 

(2,034)

4,419 

6,368 

317 

10,385 

1,712 

2,175 

9,508 

128,621 

(106)

(106)

10,829 

(209)

(2,816)

(175,501)

1,736,975 

(1,787,043)

(5,632)

(6,475)

(229,872)

(101,357)

237,622 

136,265 

51,469 

3,759 

4,074 

(1)

Stock-based compensation includes $117 thousand, $149 thousand, and $125 thousand of restricted stock and option expense related to director compensation for the years ended December 31, 2023, 2022, and
2021, respectively.

The following table presents a reconciliation of cash, cash equivalents and restricted cash reported within the Consolidated Statements of Assets and Liabilities that sum to the total

of the same such amounts in the Consolidated Statements of Cash Flows:

(in thousands)

Cash and cash equivalents

Restricted cash

Total cash, cash equivalents and restricted cash presented in the Consolidated Statements of Cash Flows

For the Year Ended December 31,

2023

2022

2021

$

$

98,899 

$

17,114 

116,013 

$

15,797 

$

10,079 

25,876 

$

133,115 

3,150 

136,265 

See “Note 2 – Summary of Significant Accounting Policies” for a description of cash, cash equivalents and restricted cash.

See notes to consolidated financial statements.

79

 
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Portfolio Company

Debt Investments

Biotechnology Tools

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Principal
Amount

Cost 

(2)

Value

Footnotes

Alamar Biosciences, Inc.

Senior Secured

June 2026

Prime + 3.00%, Floor rate 6.50%, PIK Interest 1.00%, 5.95% Exit Fee

PathAI, Inc.

Senior Secured

January 2027

Prime + 2.15%, Floor rate 9.15%, 9.81% Exit Fee

Subtotal: Biotechnology Tools (2.66%)*

Communications & Networking

Aryaka Networks, Inc.

Cytracom Holdings LLC

Senior Secured

July 2026

Prime + 3.25%, Floor rate 6.75%, PIK Interest 1.05%, 3.55% Exit Fee

Senior Secured

February 2025

3-month SOFR + 9.72%, Floor rate 10.62%

Subtotal: Communications & Networking (1.62%)*

Consumer & Business Services

Altumint, Inc.

AppDirect, Inc.

Carwow LTD

Houzz, Inc.

Senior Secured

December 2027

Prime + 3.65%, Floor rate 12.15%, 2.50% Exit Fee

Senior Secured

April 2026

Prime + 5.50%, Floor rate 8.75%, 7.12% Exit Fee

Senior Secured

December 2024

Prime + 4.70%, Floor rate 7.95%, PIK Interest 1.45%, 4.95% Exit Fee

Convertible Debt

May 2028

PIK Interest 8.50%

Jobandtalent USA, Inc.

Senior Secured

February 2025

1-month SOFR + 8.86% Floor rate 9.75%, 3.00% Exit Fee

Plentific Ltd

Provi

Rhino Labs, Inc.

Riviera Partners LLC

RVShare, LLC

SeatGeek, Inc.

Total SeatGeek, Inc.

Skyword, Inc.

Tectura Corporation

Thumbtack, Inc.

Udacity, Inc.

Veem, Inc.

Total Veem, Inc.

Senior Secured

October 2026

Prime + 2.55%, Floor rate 11.05%, 2.95% Exit Fee

Senior Secured

December 2026

Prime + 4.40%, Floor rate 10.65%, 2.95% Exit Fee

Senior Secured

Senior Secured

June 2024

Prime + 5.50%, Floor rate 8.75%, PIK Interest 2.25%

April 2027

3-month SOFR + 8.26%, Floor rate 9.26%

Senior Secured

December 2026

3-month SOFR + 5.50%, Floor rate 6.50%, PIK Interest 4.00%

Senior Secured

Senior Secured

May 2026

Prime + 7.00%, Floor rate 10.50%, PIK Interest 0.50%, 4.00% Exit Fee

July 2026

Prime + 2.50%, Floor rate 10.75%, PIK Interest 0.50%, 3.00% Exit Fee

Senior Secured

November 2026

Prime + 2.75%, Floor rate 9.25%, PIK Interest 1.75%, 3.00% Exit Fee

Senior Secured

July 2024

FIXED 8.25%

Senior Secured

April 2026

Prime + 4.95%, Floor rate 8.20%, PIK Interest 1.50%, 3.95% Exit Fee

Senior Secured

September 2024

Prime + 4.50%, Floor rate 7.75%, PIK Interest 2.00%, 3.00% Exit Fee

Senior Secured

March 2025

Prime + 4.00%, Floor rate 7.25%, PIK Interest 1.25%, 4.50% Exit Fee

Senior Secured

March 2025

Prime + 4.70%, Floor rate 7.95%, PIK Interest 1.50%, 4.50% Exit Fee

Worldremit Group Limited

Senior Secured

February 2025

3-month SOFR + 9.40%, Floor rate 10.25%, 3.20% Exit Fee

Senior Secured

February 2025

1-month SOFR + 9.35%, Floor rate 10.25%, 3.20% Exit Fee

Total Worldremit Group Limited

Subtotal: Consumer & Business Services (28.24%)*

Diversified Financial Services

Gibraltar Acquisition, LLC (p.k.a. Gibraltar
Business Capital, LLC)

Total Gibraltar Acquisition, LLC

Unsecured

September 2026

FIXED 11.50%

Unsecured

September 2026

FIXED 11.95%

$

$

$

$

$

$

£

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

15,049 

$

15,069 

$

15,508 

(13)(14)

32,000 

25,153 

3,267 

10,000 

55,790 

19,146 

23,340 

14,000 

875 

15,000 

4,710 

36,868 

28,876 

25,199 

77,642 

31,941 

47,010 

24,943 

3,239 

28,182 

9,905 

57,653 

26,834 

23,340 

14,095 

853 

14,904 

4,704 

36,339 

28,404 

25,126 

77,170 

102,841 

102,296 

9,169 

8,250 

10,258 

53,000 

5,107 

5,110 

10,217 

88,250 

6,250 

94,500 

9,189 

8,250 

10,317 

53,989 

5,176 

5,189 

10,365 

89,318 

6,308 

95,626 

507,063 

32,519 

(12)

48,027 

26,000 

(12)(14)(19)

3,272 

(11)(17)(18)

29,272 

9,905 

(15)(17)

59,507 

(12)

25,157 

(5)(10)(14)

23,244 

(9)(14)

14,259 

(5)(10)

853 

(5)(10)(17)

15,046 

(15)

4,704 

(14)(15)

34,659 

(17)(18)

(13)(14)(15)

(11)(14)(16)

(12)(14)(16)

28,888 

25,869 

79,119 

104,988 

9,311 

(13)(14)

8,250 

(7)

10,639 

(12)(14)(17)

53,130 

(12)(14)

5,230 

5,286 

(13)(14)

(12)(14)

10,516 

89,653 

(5)(10)(11)(12)(16) (19)

6,344 

(5)(10)(16)(19)

95,997 

509,053 

25,000 

24,663 

24,663 

(7)(20)

10,000 

35,000 

9,815 

34,478 

9,815 

(7)(20)

34,478 

See notes to consolidated financial statements.
80

 
 
 
 
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HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Portfolio Company

Hercules Adviser LLC

Next Insurance, Inc.

Type of
Investment

Unsecured

Maturity Date

Interest Rate and Floor 

(1)

June 2025

FIXED 5.00%

Senior Secured

February 2028

Prime - (1.50%), Floor rate 4.75%, PIK Interest 5.50%

Subtotal: Diversified Financial Services (3.17%)*

Drug Discovery & Development

Akero Therapeutics, Inc.

Aldeyra Therapeutics, Inc.

Senior Secured

January 2027

Prime + 3.65%, Floor rate 7.65%, 5.85% Exit Fee

Senior Secured

October 2024

Prime + 3.10%, Floor rate 8.60%, 8.90% Exit Fee

Alladapt Immunotherapeutics Inc.

Senior Secured

September 2026

Prime + 3.65%, Floor rate 8.40%, Cap rate 10.90%, 5.30% Exit Fee

AmplifyBio, LLC

ATAI Life Sciences N.V.

Axsome Therapeutics, Inc.

Bicycle Therapeutics PLC

BiomX, INC

Braeburn, Inc.

BridgeBio Pharma, Inc.

Cellarity, Inc.

COMPASS Pathways plc

Corium, Inc.

Curevo, Inc.

Eloxx Pharmaceuticals, Inc.

enGene, Inc.

G1 Therapeutics, Inc.

Geron Corporation

Gritstone Bio, Inc.

Senior Secured

January 2027

Prime + 2.50%, Floor rate 9.50%, Cap rate 10.75%, 5.85% Exit Fee

Senior Secured

August 2026

Prime + 4.55%, Floor rate 8.55%, 6.95% Exit Fee

Senior Secured

January 2028

Prime + 2.20%, Floor rate 9.95%, Cap rate 10.70%, 5.78% Exit Fee

Senior Secured

July 2025

Prime + 4.55%, Floor rate 8.05%, Cap rate 9.05%, 5.00% Exit Fee

Senior Secured

September 2025

Prime +5.70%, Floor rate 8.95%, 6.55% Exit Fee

Senior Secured

October 2028

Prime + 2.45%, Floor rate 10.95%, PIK Interest 1.10%, 5.45% Exit Fee

Senior Secured

November 2026

FIXED 9.00%, 2.00% Exit Fee

Senior Secured

Senior Secured

June 2026

Prime + 5.70%, Floor rate 8.95%, 3.75% Exit Fee

July 2027

Prime + 1.50%, Floor rate 9.75%, PIK Interest 1.40%, 4.75% Exit Fee

Senior Secured

September 2026

Prime + 5.70%, Floor rate 8.95%, 7.75% Exit Fee

Senior Secured

Senior Secured

June 2027

Prime + 1.70%, Floor rate 9.70%, 6.95% Exit Fee

April 2025

Prime + 6.25%, Floor rate 9.50%, 6.55% Exit Fee

Senior Secured

January 2028

Prime + 0.75%, Floor rate 9.25%, Cap rate 9.75%, PIK Interest 1.15%, 5.50%
Exit Fee

Senior Secured

November 2026

Prime + 5.65%, Floor rate 9.15%, 11.41% Exit Fee

Senior Secured

Senior Secured

April 2025

Prime + 4.50%, Floor rate 9.00%, 6.55% Exit Fee

July 2027

Prime + 3.15%, Floor rate 7.15%, Cap rate 8.65%, PIK Interest 2.00%, 5.75%
Exit Fee

Heron Therapeutics, Inc.

Senior Secured

February 2026

Prime + 1.70%, Floor rate 9.95%, PIK Interest 1.50%, 3.00% Exit Fee

Hibercell, Inc.

HilleVax, Inc.

Senior Secured

Senior Secured

May 2025

May 2027

Prime + 5.40%, Floor rate 8.65%, 4.95% Exit Fee

Prime + 1.05%, Floor rate 4.55%, Cap rate 6.05%, PIK Interest 2.85%, 7.15%
Exit Fee

Kura Oncology, Inc.

Locus Biosciences, Inc.

Madrigal Pharmaceutical, Inc.

Senior Secured

November 2027

Prime + 2.40%, Floor rate 8.65%, 15.13% Exit Fee

Senior Secured

Senior Secured

July 2025

Prime + 6.10%, Floor rate 9.35%, 4.95% Exit Fee

May 2026

Prime + 2.45%, Floor rate 8.25%, 5.35% Exit Fee

Phathom Pharmaceuticals, Inc.

Senior Secured

December 2027

Prime + 1.35%, Floor rate 9.85%, PIK Interest 2.15%, 7.29% Exit Fee

Redshift Bioanalytics, Inc.

Replimune Group, Inc.

Senior Secured

January 2026

Prime + 4.25%, Floor rate 7.50%, 3.80% Exit Fee

Senior Secured

October 2027

Prime + 1.75%, Floor rate 7.25%, Cap rate 9.00%, PIK Interest 1.50%, 4.95%
Exit Fee

Tarsus Pharmaceuticals, Inc.

Senior Secured

February 2027

Prime + 4.45%, Floor rate 8.45%, Cap rate 11.45%, 4.75% Exit Fee

TG Therapeutics, Inc.

uniQure B.V.

Valo Health, LLC

Senior Secured

January 2026

Prime + 1.20%, Floor rate 8.95%, PIK Interest 2.25%, 5.69% Exit Fee

Senior Secured

January 2027

Prime + 4.70%, Floor rate 7.95%, 6.10% Exit Fee

Senior Secured

May 2024

Prime + 6.45%, Floor rate 9.70%, 3.85% Exit Fee

Principal
Amount

Cost 

(2)

Value

Footnotes

12,000 

$

12,000 

$

12,000 

(7)(23)

10,469 

12,500 

15,000 

35,000 

24,000 

10,500 

10,286 

56,764 

12,525 

15,152 

35,173 

24,120 

10,695 

10,618 

(14)(17)(19)

57,096 

13,065 

15,152 

36,855 

24,514 

(10)(13)(17)

(11)

(13)

(15)

10,904 

(5)(10)

143,350 

143,646 

150,255 

(10)(11)(12)(16)

11,500 

6,448 

52,601 

38,167 

29,193 

24,144 

105,225 

10,000 

3,099 

15,750 

38,750 

30,200 

30,532 

20,095 

12,535 

20,524 

5,500 

5,399 

78,200 

129,699 

5,000 

31,416 

12,375 

65,770 

70,000 

2,396 

11,880 

6,807 

52,185 

38,124 

29,482 

23,798 

107,667 

9,821 

3,789 

15,550 

39,679 

31,005 

30,717 

19,788 

13,117 

20,685 

5,532 

5,651 

78,728 

130,934 

5,047 

31,450 

12,488 

66,439 

71,157 

2,808 

11,783 

(5)(10)(11)(12)

6,790 

(5)(10)(11)

52,185 

(14)

35,498 

(12)(13)(14)

30,051 

(13)(15)

24,601 

(5)(10)(14)

108,545 

(13)(16)

10,076 

3,731 

(15)

(15)

15,550 

(5)(10)

40,421 

(11)(12)(15)

31,210 

(10)(12)(13)

30,909 

(13)(14)

19,788 

(14)(15)(17)

13,181 

(13)(15)

20,335 

(14)(15)

5,752 

5,686 

81,945 

128,326 

(10)(15)(17)

(15)

(10)

(10)(12)(14)(15)(16) (17)
(22)

5,119 

(15)

32,702 

(10)(12)(14)

12,916 

67,610 

73,318 

(10)(13)(17)

(10)(11)(12)(14)

(5)(10)(11)(12)

2,808 

(11)(13)

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

See notes to consolidated financial statements.
81

 
 
 
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HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Portfolio Company

Verona Pharma, Inc.

Viridian Therapeutics, Inc.

X4 Pharmaceuticals, Inc.

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Senior Secured

December 2028

1-month SOFR + 5.85%, Floor rate 11.19%, Cap rate 13.19%, 3.50% Exit Fee

Senior Secured

October 2026

Prime + 4.20%, Floor rate 7.45%, Cap rate 8.95%, 6.00% Exit Fee

Senior Secured

October 2026

Prime + 3.15%, Floor rate 10.15%, 3.80% Exit Fee

Subtotal: Drug Discovery & Development (66.60%)*

Electronics & Computer Hardware

Locus Robotics Corp.

Senior Secured

June 2026

Prime + 4.50%, Floor rate 8.00%, 4.00% Exit Fee

Subtotal: Electronics & Computer Hardware (1.05%)*

Healthcare Services, Other

Better Therapeutics, Inc.

Blue Sprig Pediatrics, Inc.

Senior Secured

August 2025

Prime + 5.70%, Floor rate 8.95%, 5.95% Exit Fee

Senior Secured

November 2026

1-month SOFR + 5.11%, Floor rate 6.00%, PIK Interest 4.45%

Carbon Health Technologies, Inc.

Senior Secured

March 2025

Prime + 5.60%, Floor rate 8.85%, 4.61% Exit Fee

Equality Health, LLC

Main Street Rural, Inc.

Modern Life, Inc.

Recover Together, Inc.

Senior Secured

February 2026

Prime + 6.25%, Floor rate 9.50%, PIK Interest 1.55%

Senior Secured

July 2027

Prime + 1.95%, Floor rate 9.95%, 6.85% Exit Fee

Senior Secured

February 2027

Prime + 2.75%, Floor rate 8.75%, 5.00% Exit Fee

Senior Secured

July 2027

Prime + 1.90%, Floor rate 10.15%, 7.50% Exit Fee

Strive Health Holdings, LLC

Senior Secured

September 2027

Prime + 0.70%, Floor rate 9.20%, 5.95% Exit Fee

Vida Health, Inc.

Senior Secured

March 2026

9.20% + Lower of (Prime - 3.25%) or 1.00%, Floor rate 9.20%, Cap rate
10.20%, 4.95% Exit Fee

Subtotal: Healthcare Services, Other (16.56%)*

Information Services

Capella Space Corp.

Checkr Group, Inc.

Saama Technologies, LLC

Signal Media Limited

Yipit, LLC

Subtotal: Information Services (6.65%)*

Manufacturing Technology

Bright Machines, Inc.

Subtotal: Manufacturing Technology (0.44%)*

Media/Content/Info

Fever Labs, Inc.

Total Fever Labs, Inc.

Subtotal: Media/Content/Info (0.69%)*

Senior Secured

November 2025

Prime + 5.00%, Floor rate 8.25%, PIK Interest 1.10%, 7.00% Exit Fee

Senior Secured

August 2028

Prime + 1.45%, Floor rate 8.00%, PIK Interest 2.00%, 2.75% Exit Fee

Senior Secured

Senior Secured

July 2027

Prime + 0.70%, Floor rate 8.95%, PIK Interest 2.00%, 2.95% Exit Fee

June 2025

Prime + 5.50%, Floor rate 9.00%, Cap rate 12.00%, 3.45% Exit Fee

Senior Secured

September 2026

1-month SOFR + 8.45%, Floor rate 9.35%

Senior Secured

May 2025

Prime + 4.00%, Floor rate 9.50%, 5.00% Exit Fee

Senior Secured

September 2026

Prime + 3.50%, Floor rate 9.00%, 4.00% Exit Fee

Senior Secured

September 2025

Prime + 3.50%, Floor rate 9.00%, 3.00% Exit Fee

Senior Secured

December 2025

Prime + 3.50%, Floor rate 9.00%, 3.00% Exit Fee

Senior Secured

March 2026

Prime + 3.50%, Floor rate 9.00%, 3.00% Exit Fee

Senior Secured

June 2026

Prime + 3.50%, Floor rate 9.00%, 3.00% Exit Fee

Principal
Amount

Cost 

(2)

Value

Footnotes

15,750 

$

15,646 

$

15,646 

(5)(10)

8,000 

55,000 

18,281 

10,865 

69,032 

46,125 

54,425 

24,500 

13,000 

35,000 

12,000 

36,500 

20,477 

47,621 

11,725 

5,400 

31,875 

7,827 

6,667 

1,167 

1,333 

1,500 

1,667 

12,334 

8,057 

54,680 

8,023 

(10)(13)

55,417 

(11)(12)(13)

1,184,022 

1,200,667 

18,348 

18,348 

11,285 

68,277 

47,193 

54,142 

24,476 

12,888 

34,683 

11,868 

36,352 

18,982 

(19)

18,982 

8,455 

(15)

68,393 

(11)(13)(14)

46,242 

(11)(13)

54,697 

(11)(12)(14)

24,929 

(15)(17)

13,111 

(13)(17)

34,683 

11,868 

36,145 

(15)

(11)

301,164 

298,523 

21,166 

47,460 

11,627 

5,364 

31,482 

21,351 

(14)(15)

49,382 

(14)(17)

11,876 

(14)(17)

5,392 

(5)(10)

31,875 

(17)(18)

117,099 

119,876 

8,064 

8,064 

6,672 

1,178 

1,342 

1,501 

1,647 

12,340 

12,340 

8,006 

(13)

8,006 

6,768 

1,188 

1,351 

1,509 

1,653 

12,469 

12,469 

(19)

(19)

(19)

(19)

(19)

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

See notes to consolidated financial statements.
82

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

Portfolio Company

Medical Devices & Equipment

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Principal
Amount

Cost 

(2)

Value

Footnotes

Senseonics Holdings, Inc.

Senior Secured

September 2027

Prime + 1.40%, Floor rate 9.90%, 6.95% Exit Fee

Subtotal: Medical Devices & Equipment (1.20%)*

Software

3GTMS, LLC

Total 3GTMS, LLC

Agilence, Inc.

Alchemer LLC

Allvue Systems, LLC

Annex Cloud

Senior Secured

February 2025

3-month SOFR + 9.70%, Floor rate 10.60%

Senior Secured

February 2025

3-month SOFR + 6.88%, Floor rate 7.78%

Senior Secured

October 2026

1-month BSBY + 9.00%, Floor rate 10.00%

Senior Secured

May 2028

1-month SOFR + 8.14%, Floor rate 9.14%

Senior Secured

September 2029

6-month SOFR + 7.25%, Floor rate 8.25%

Senior Secured

February 2027

1-month BSBY + 9.41%, Floor rate 10.41%

Automation Anywhere, Inc.

Senior Secured

September 2027

Prime + 4.25%, Floor rate 9.00%, 4.50% Exit Fee

Babel Street

Brain Corporation

Campaign Monitor Limited

Catchpoint Systems, Inc.

Ceros, Inc.

Senior Secured

December 2027

3-month SOFR + 7.89%, Floor rate 8.89%

Senior Secured

April 2026

Prime + 3.70%, Floor rate 9.20%, PIK Interest 1.00%, 3.95% Exit Fee

Senior Secured

November 2025

3-month SOFR + 9.05%, Floor rate 9.90%

Senior Secured

November 2025

3-month SOFR + 9.41%, Floor rate 11.81%

Senior Secured

September 2026

6-month SOFR + 8.99%, Floor rate 9.89%

Constructor.io Corporation

Senior Secured

July 2027

1-month SOFR + 8.44%, Floor rate 9.44%

Convoy, Inc.

Copper CRM, Inc

Senior Secured

March 2026

Prime + 3.20%, Floor rate 6.45%, PIK Interest 1.95%, 4.55% Exit Fee

Senior Secured

March 2025

Prime + 4.50%, Floor rate 8.25%, Cap rate 10.25%, PIK Interest 1.95%, 3.96%
Exit Fee

Cutover, Inc.

Senior Secured

October 2025

Prime + 5.20%, Floor rate 9.95%, 4.95% Exit Fee

Cybermaxx Intermediate Holdings, Inc.

Senior Secured

August 2026

6-month SOFR + 8.63%, Floor rate 9.38%

Senior Secured

August 2026

6-month SOFR + 12.36%, Floor rate 13.11%

Total Cybermaxx Intermediate Holdings,
Inc.

Dashlane, Inc.

Senior Secured

December 2027

Prime + 3.05%, Floor rate 11.55%, PIK Interest 1.10%, 7.26% Exit Fee

Dispatch Technologies, Inc.

Senior Secured

April 2028

3-month SOFR + 8.01%, Floor rate 8.76%

DroneDeploy, Inc.

Eigen Technologies Ltd.

Elation Health, Inc.

Enmark Systems, Inc.

Flight Schedule Pro, LLC

Fortified Health Security

iGrafx, LLC

Ikon Science Limited

Senior Secured

Senior Secured

July 2026

Prime + 4.50%, Floor rate 8.75%, 4.00% Exit Fee

April 2025

Prime + 5.10%, Floor rate 8.35%, 2.95% Exit Fee

Senior Secured

March 2026

Prime + 4.25%, Floor rate 9.00%, PIK Interest 1.95%, 3.95% Exit Fee

Senior Secured

September 2026

3-month SOFR + 6.73%, Floor rate 7.73%, PIK Interest 2.13%

Senior Secured

October 2027

1-month SOFR + 7.80%, Floor rate 8.70%

Senior Secured

December 2027

1-month SOFR + 7.64%, Floor rate 8.54%

Senior Secured

May 2027

1-month SOFR + 8.66%, Floor rate 9.56%

Senior Secured

October 2024

3-month SOFR + 9.26%, Floor rate 10.00%

Khoros (p.k.a Lithium Technologies)

Senior Secured

January 2025

3-month SOFR + 4.50%, Floor rate 5.50%, PIK Interest 4.50%

Leapwork ApS

LinenMaster, LLC

Loftware, Inc.

Senior Secured

February 2026

Prime + 0.25%, Floor rate 7.25%, PIK Interest 1.95%, 2.70% Exit Fee

Senior Secured

August 2028

1-month SOFR + 6.25%, Floor rate 7.25%, PIK Interest 2.15%

Senior Secured

March 2028

3-month SOFR + 7.88%, Floor rate 8.88%

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

21,875 

$

21,572 

$

21,572 

(17)

21,572 

21,572 

13,110 

1,990 

15,100 

9,212 

20,908 

36,410 

9,823 

19,600 

45,000 

30,415 

33,000 

10,073 

22,867 

4,688 

31,049 

9,141 

5,500 

7,955 

2,546 

10,501 

42,863 

8,125 

6,250 

3,750 

12,629 

8,363 

6,587 

7,000 

5,000 

6,213 

57,770 

3,813 

15,083 

26,469 

13,029 

1,988 

15,017 

9,040 

20,508 

35,530 

9,649 

19,345 

43,983 

30,678 

32,706 

9,931 

22,498 

4,592 

30,916 

9,307 

5,544 

7,830 

2,494 

10,324 

43,087 

7,949 

6,083 

3,801 

12,253 

8,230 

6,420 

6,851 

4,901 

6,148 

57,730 

3,810 

14,799 

25,897 

13,103 

(11)(17)(18)

1,986 

(17)(18)

15,089 

9,212 

(12)(17)(18)

21,297 

(13)(17)(18)

35,530 

(17)

9,761 

(13)(17)

20,269 

44,928 

30,989 

(11)(17)(19)

(15)(17)(18)

(13)(14)(15)(17)

33,000 

(13)(19)

9,940 

(18)

23,075 

(17)(18)

4,790 

(13)(17)(18)

— 

(8)(14)(19)

9,153 

(11)(14)

5,715 

7,778 

(5)(10)(12)(17)

(13)(17)

2,556 

(17)

10,334 

43,087 

(11)(13)(17)(19)

8,127 

(17)(18)

6,153 

(17)

3,730 

(5)(10)

12,692 

(14)(17)(19)

8,363 

6,553 

6,910 

(11)(14)(17)(18)

(17)(18)

(11)(17)(18)

4,901 

(18)

6,148 

(5)(10)(17)(18)

56,293 

(14)

3,907 

(5)(10)(12)(14)(17)

14,799 

(14)(17)

26,566 

(17)(18)

See notes to consolidated financial statements.

83

 
 
 
Table of Contents

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Portfolio Company

LogicSource

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Senior Secured

July 2027

3-month SOFR + 8.93%, Floor rate 9.93%

Mobile Solutions Services

Senior Secured

December 2025

6-month SOFR + 9.31%, Floor rate 10.06%

New Relic, Inc.

Omeda Holdings, LLC

Onna Technologies, Inc.

Salary.com, LLC

ShadowDragon, LLC

Simon Data, Inc.

Sisense Ltd.

Senior Secured

November 2030

3-month SOFR + 6.75%, Floor rate 7.75%

Senior Secured

July 2027

3-month SOFR + 8.05%, Floor rate 9.05%

Senior Secured

March 2026

Prime + 1.35%, Floor rate 8.85%, PIK Interest 1.75%, 4.45% Exit Fee

Senior Secured

September 2027

3-month SOFR + 8.00%, Floor rate 9.00%

Senior Secured

December 2026

1-month SOFR + 9.01%, Floor rate 9.91%

Senior Secured

March 2027

Prime + 1.00%, Floor rate 8.75%, PIK Interest 1.95%, 2.92% Exit Fee

Senior Secured

July 2027

Prime + 1.50%, Floor rate 9.50%, PIK Interest 1.95%, 5.95% Exit Fee

Streamline Healthcare Solutions

Senior Secured

March 2028

3-month SOFR + 7.25%, Floor rate 8.25%

Sumo Logic, Inc.

Suzy, Inc.

ThreatConnect, Inc.

Tipalti Solutions Ltd.

Zappi, Inc.

Zimperium, Inc.

Subtotal: Software (40.39%)*

Sustainable and Renewable Technology

Senior Secured

May 2030

3-month SOFR + 6.50%, Floor rate 7.50%

Senior Secured

August 2027

Prime + 1.75%, Floor rate 10.00%, PIK Interest 1.95%, 3.45% Exit Fee

Senior Secured

Senior Secured

May 2026

6-month SOFR + 9.25%, Floor rate 10.00%

April 2027

Prime + 0.45%, Floor rate 7.95%, PIK Interest 2.00%, 3.75% Exit Fee

Senior Secured

December 2027

3-month SOFR + 8.03%, Floor rate 9.03%

Senior Secured

May 2027

3-month SOFR + 8.31%, Floor rate 9.31%

Ampion, PBC

Pineapple Energy LLC

Senior Secured

Senior Secured

May 2025

June 2027

Prime + 4.70%, Floor rate 7.95%, PIK Interest 1.45%, 3.78% Exit Fee

FIXED 10.00%

Subtotal: Sustainable and Renewable Technology (0.31%)*

Total: Debt Investments (169.59%)*

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

Principal
Amount

Cost 

(2)

Value

Footnotes

13,300 

$

13,074 

$

13,493 

(17)(18)

18,366 

20,890 

7,706 

3,853 

22,185 

6,000 

15,065 

34,830 

13,200 

23,000 

12,064 

10,920 

10,649 

9,000 

16,313 

3,926 

1,682 

18,116 

20,375 

7,508 

3,814 

21,814 

5,883 

14,982 

34,584 

12,953 

22,460 

11,837 

10,730 

10,578 

8,816 

16,057 

18,176 

20,375 

(18)

(17)

7,702 

3,810 

22,048 

(11)(17)(18)

(14)

(18)

5,921 

(17)(18)

15,037 

(12)(14)

34,881 

(5)(10)(14)

13,327 

(17)(18)

23,105 

(17)

11,837 

(14)(15)(17)

10,920 

(17)(18)

10,835 

(5)(10)(14)(17)

8,967 

(5)(10)(13)(17)(18)

16,394 

(17)(18)

751,108 

728,139 

3,952 

1,682 

5,634 

3,939 

(13)(14)

1,678 

(19)

5,617 

$

3,058,370 

$

3,057,299 

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

Portfolio Company

Equity Investments

Consumer & Business Products

Fabletics, Inc.

Total Fabletics, Inc.

Grove Collaborative, Inc.

Savage X Holding, LLC

TFG Holding, Inc.

Equity

Equity

Equity

Equity

Equity

Subtotal: Consumer & Business Products (0.13%)*

Consumer & Business Services

Carwow LTD

DoorDash, Inc.

Lyft, Inc.

Nerdy Inc.

OfferUp, Inc.

Equity

Equity

Equity

Equity

Equity

4/30/2010

7/16/2013

4/30/2021

4/30/2010

4/30/2010

12/15/2021

12/20/2018

12/26/2018

9/17/2021

10/25/2016

Common Stock

Preferred Series B

Common Stock

Class A Units

Common Stock

Preferred Series D-4

Common Stock

Common Stock

Common Stock

Preferred Series A

See notes to consolidated financial statements.

84

42,989 $

128 

$

130,191

173,180

12,260

172,328

173,180

199,742

56,996

100,738

100,000

286,080

1101 

1,229 

433 

13 

89 

1,764 

1,151 

657 

5,263 

1,000 

1,663 

96 

700 

796 

21 

863 

584 

2,264 

(4)

679 

(5)(10)

(4)

(4)

(4)

5,636 

1,510 

343 

377 

Table of Contents

Portfolio Company

Total OfferUp, Inc.

Oportun

Reischling Press, Inc.

Rhino Labs, Inc.

Tectura Corporation

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Total Tectura Corporation

Subtotal: Consumer & Business Services (0.70%)*

Diversified Financial Services

Gibraltar Acquisition, LLC (p.k.a. Gibraltar
Business Capital, LLC)

Hercules Adviser LLC

Newfront Insurance Holdings, Inc.

Equity

Equity

Equity

Subtotal: Diversified Financial Services (3.17%)*

Drug Delivery

Aytu BioScience, Inc.

BioQ Pharma Incorporated

PDS Biotechnology Corporation

Talphera, Inc. (p.k.a. AcelRx
Pharmaceuticals, Inc.)

Subtotal: Drug Delivery (0.00%)*

Drug Discovery & Development

Avalo Therapeutics, Inc.

Axsome Therapeutics, Inc.

Bicycle Therapeutics PLC

BridgeBio Pharma, Inc.

Cyclo Therapeutics, Inc. (p.k.a. Applied
Molecular Transport)

Dare Biosciences, Inc.

Dynavax Technologies

Gritstone Bio, Inc.

Heron Therapeutics, Inc.

Hibercell, Inc.

HilleVax, Inc.

Humanigen, Inc.

Kura Oncology, Inc.

Madrigal Pharmaceutical, Inc.

NorthSea Therapeutics

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

10/25/2016

Preferred Series A-1

108,710 $

632 

$

6/28/2013

7/31/2020

1/24/2022

5/23/2018

6/6/2016

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series BB

12/29/2023

Preferred Series C

3/1/2018

3/26/2021

9/30/2021

3/28/2014

12/8/2015

4/6/2015

12/10/2018

8/19/2014

5/9/2022

10/5/2020

6/21/2018

4/6/2021

1/8/2015

7/22/2015

10/26/2022

7/25/2023

5/7/2021

5/3/2022

3/31/2021

6/16/2023

9/29/2023

Member Units

Member Units

Preferred Series D-2

Common Stock

Preferred Series D

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Common Stock

Common Stock

Common Stock

Common Stock

12/15/2021

Preferred Series C

See notes to consolidated financial statements.
85

394,790

48,365

3,095

7,063

414,994,863

1,000,000

3,235,298

419,230,161

1

1

210,282

680

165,000

2,498

8,836

42

127,021

98,100

231,329

134

13,550

20,000

442,477

364,963

3,466,840

235,295

43,243

47,826

5,100

983

2,295 

577 

39 

1,000 

900 

— 

13,263 

14,163 

26,145 

34,006 

35 

403 

34,444 

1,500 

500 

309 

1,329 

3,638 

1,000 

4,165 

1,871 

2,255 

42 

1,000 

550 

1,000 

500 

4,250 

4,000 

800 

550 

773 

2,000 

143 

520 

189 

— 

559 

4 

12 

3,251 

3,267 

12,703 

28,034 

28,713 

325 

57,072 

(4)

(7)

(7)

(7)

(7)(20)

(7)(23)

(4)

(4)

(4)

2 

— 

12 

7 

21 

— 

(4)

10,110 

(4)(10)(16)

1,774 

(4)(5)(10)

9,339 

(4)

— 

(4)(10)

4 

(4)

280 

903 

620 

1,834 

3,777 

— 

688 

1,180 

1,427 

(4)(10)

(4)

(4)

(15)

(4)

(4)(10)

(4)(10)

(4)(10)

(5)(10)

 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

Portfolio Company

Phathom Pharmaceuticals, Inc.

Rocket Pharmaceuticals, Ltd.

Savara, Inc.

Sio Gene Therapies, Inc.

Tarsus Pharmaceuticals, Inc.

uniQure B.V.

Valo Health, LLC

Total Valo Health, LLC

Verge Analytics, Inc.

Viridian Therapeutics, Inc.

X4 Pharmaceuticals, Inc.

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

6/9/2023

8/22/2007

8/11/2015

2/2/2017

5/5/2022

1/31/2019

12/11/2020

10/31/2022

9/6/2023

11/6/2023

11/26/2019

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Preferred Series C

Preferred Series C

Common Stock

Common Stock

Subtotal: Drug Discovery & Development (2.47%)*

Electronics & Computer Hardware

Locus Robotics Corp.

Skydio, Inc.

Equity

Equity

11/17/2022

3/8/2022

Preferred Series F

Preferred Series E

Subtotal: Electronics & Computer Hardware (0.05%)*

Healthcare Services, Other

23andMe, Inc.

Carbon Health Technologies, Inc.

Equity

Equity

3/11/2019

3/30/2021

Common Stock

Preferred Series C

Subtotal: Healthcare Services, Other (0.05%)*

Information Services

Planet Labs, Inc.

Yipit, LLC

Subtotal: Information Services (0.35%)*

Medical Devices & Equipment

Coronado Aesthetics, LLC

Equity

Equity

Equity

Equity

Total Coronado Aesthetics, LLC

Subtotal: Medical Devices & Equipment (0.01%)*

Semiconductors

6/21/2019

12/30/2021

Common Stock

Preferred Series E

10/15/2021

10/15/2021

Common Units

Preferred Series A-2

Achronix Semiconductor Corporation

Equity

7/1/2011

Preferred Series C

Subtotal: Semiconductors (0.02%)*

Software

3GTMS, LLC

Black Crow AI, Inc. affiliates

CapLinked, Inc.

Contentful Global, Inc.

Equity

Equity

Equity

Equity

8/9/2021

3/24/2021

10/26/2012

12/22/2020

Common Stock

Preferred Note

Preferred Series A-3

Preferred Series C

See notes to consolidated financial statements.

86

Shares

Cost 

(2)

Value

Footnotes

147,233 $

1,730 

$

1,344 

(4)(10)(16)

944

11,119

16,228

155,555

17,175

510,308

170,102

680,410

208,588

32,310

1,566,064

15,116

248,900

825,732

217,880

547,880

41,021

180,000

5,000,000

5,180,000

277,995

1,000,000

3

53,614

41,000

1,500 

203 

1,269 

2,100 

332 

3,000 

1,000 

4,000 

1,500 

400 

2,945 

28 

52 

6 

(4)

(4)

(4)

3,150 

(4)(10)

116 

(4)(5)(10)

2,911 

1,187 

4,098 

1,753 

704 

(4)(10)

1,313 

(4)

40,735 

44,500 

650 

1,500 

2,150 

5,094 

1,688 

6,782 

615 

3,825 

4,440 

— 

250 

250 

250 

160 

160 

1,000 

2,406 

51 

138 

407 

544 

951 

754 

206 

960 

(4)

1,353 

(4)

4,890 

6,243 

(7)

(7)

2 

260 

262 

262 

394 

394 

863 

2,406 

(21)

— 

303 

(5)(10)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Portfolio Company

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Total Contentful Global, Inc.

Docker, Inc.

Druva Holdings, Inc.

Total Druva Holdings, Inc.

HighRoads, Inc.

Leapwork ApS

Lightbend, Inc.

Nextdoor.com, Inc.

Palantir Technologies

SingleStore, Inc.

Total SingleStore, Inc.

Verana Health, Inc.

ZeroFox, Inc.

Subtotal: Software (1.27%)*

Sustainable and Renewable Technology

Fulcrum Bioenergy, Inc.

Impossible Foods, Inc.

Modumetal, Inc.

NantEnergy, LLC

Pineapple Energy LLC

Pivot Bio, Inc.

Proterra, Inc.

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Subtotal: Sustainable and Renewable Technology (0.22%)*

Total: Equity Investments (8.44%)*

11/20/2018

Preferred Series D

11/29/2018

10/22/2015

8/24/2017

1/18/2013

8/25/2023

12/4/2020

8/1/2018

9/23/2020

11/25/2020

8/12/2021

7/8/2021

5/7/2020

9/13/2012

5/10/2019

6/1/2015

8/31/2013

12/10/2020

6/28/2021

5/28/2015

Common Stock

Preferred Series 2

Preferred Series 3

Common Stock

Preferred Series B2

Common Stock

Common Stock

Common Stock

Preferred Series E

Preferred Series F

Preferred Series E

Common Stock

Preferred Series C-1

Preferred Series E-1

Common Stock

Common Units

Common Stock

Preferred Series D

Common Stock

Warrant Investments

Biotechnology Tools

Alamar Biosciences, Inc.

PathAI, Inc.

Subtotal: Biotechnology Tools (0.02%)*

Communications & Networking

Warrant

Warrant

6/21/2022

12/23/2022

Preferred Series B

Common Stock

Aryaka Networks, Inc.

Warrant

6/28/2022

Common Stock

Subtotal: Communications & Networking (0.01%)*

Consumer & Business Products

Gadget Guard, LLC

The Neat Company

Warrant

Warrant

6/3/2014

8/13/2014

Common Stock

Common Stock

See notes to consolidated financial statements.

87

Shares

Cost 

(2)

Value

Footnotes

108,500 $

500 

$

842 

(5)(10)

149,500

20,000

458,841

93,620

552,461

190

183,073

38,461

1,019,255

568,337

580,983

52,956

633,939

952,562

289,992

187,265

188,611

1,035

59,665

304,487

593,080

457,841

638 

4,284 

1,000 

300 

1,300 

307 

250 

265 

4,854 

3,474 

2,000 

280 

2,280 

2,000 

101 

1,145 

636 

2,752 

587 

3,339 

— 

231 

23 

1,927 

9,758 

1,721 

196 

1,917 

422 

252 

(5)(10)

(4)

(4)

(4)

23,210 

22,919 

711 

2,000 

500 

102 

3,153 

4,500 

542 

11,508 

529 

479 

— 

— 

180 

(4)

2,684 

9 

(4)

3,881 

$

155,226 

$

152,170 

46,197 $

53,418

229,611

1,662,441

54,054

36 

$

460 

496 

123 

123 

228 

365 

(12)

(12)

20 

334 

354 

128 

128 

— 

— 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

Portfolio Company

Whoop, Inc.

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

Warrant

6/27/2018

Preferred Series C

686,270 $

18 

$

Subtotal: Consumer & Business Products (0.02%)*

Consumer & Business Services

Carwow LTD

Houzz, Inc.

Landing Holdings Inc.

Lendio, Inc.

Plentific Ltd

Provi

Rhino Labs, Inc.

SeatGeek, Inc.

Skyword, Inc.

Total Skyword, Inc.

Snagajob.com, Inc.

Total Snagajob.com, Inc.

Thumbtack, Inc.

Udacity, Inc.

Veem, Inc.

Worldremit Group Limited

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

12/14/2021

10/29/2019

3/12/2021

3/29/2019

10/3/2023

12/22/2022

3/12/2021

6/12/2019

11/14/2022

8/23/2019

4/20/2020

6/30/2016

8/1/2018

5/1/2018

9/25/2020

3/31/2022

2/11/2021

8/27/2021

Common Stock

Common Stock

Common Stock

Preferred Series D

Ordinary Shares

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Common Stock

Preferred Series A

Preferred Series B

Common Stock

Common Stock

Common Stock

Preferred Series D

Preferred Series E

Total Worldremit Group Limited

Subtotal: Consumer & Business Services (0.23%)*

Diversified Financial Services

Next Insurance, Inc.

Warrant

2/3/2023

Common Stock

Subtotal: Diversified Financial Services (0.03%)*

Drug Delivery

Aerami Therapeutics Holdings, Inc.

BioQ Pharma Incorporated

PDS Biotechnology Corporation

Subtotal: Drug Delivery (0.00%)*

Drug Discovery & Development

ADMA Biologics, Inc.

Akero Therapeutics, Inc.

AmplifyBio, LLC

Axsome Therapeutics, Inc.

Cellarity, Inc.

Century Therapeutics, Inc.

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

6/1/2016

10/27/2014

8/28/2014

Common Stock

Common Stock

Common Stock

2/24/2014

6/15/2022

Common Stock

Common Stock

12/27/2022

Class A Units

9/25/2020

12/8/2021

9/14/2020

Common Stock

Preferred Series B

Common Stock

See notes to consolidated financial statements.
88

174,163

529,661

11,806

127,032

19,499

117,042

13,106

1,379,761

1,607,143

444,444

2,051,587

600,000

1,800,000

1,211,537

3,611,537

267,225

486,359

98,428

77,215

1,868

79,083

522,930

67,069

459,183

3,929

58,000

22,949

69,239

61,004

100,000

16,112

611 

164 

20 

116 

39 

48 

166 

470 

842 

57 

83 

140 

16 

782 

62 

860 

844 

218 

126 

129 

26 

155 

325 

325 

75 

— 

(5)(10)

298 

(15)

33 

51 

74 

4 

3,065 

(5)(10)

(15)

(15)

(16)

58 

5 

63 

— 

— 

— 

— 

515 

— 

16 

23 

— 

23 

(12)

(12)

(12)

(5)(10)(12)(16)

(5)(10)(16)

4,208 

4,217 

214 

214 

— 

2 

390 

392 

166 

175 

237 

1,290 

287 

37 

554 

554 

— 

— 

— 

— 

(4)

11 

(4)

335 

184 

(4)(10)

(15)

1,657 

(4)(10)(12)(16)

201 

1 

(15)

(4)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

Portfolio Company

COMPASS Pathways plc

Curevo, Inc.

Dermavant Sciences Ltd.

enGene, Inc.

Evofem Biosciences, Inc.

Fresh Tracks Therapeutics, Inc. (p.k.a.
Brickell Biotech, Inc.)

Heron Therapeutics, Inc.

Kineta, Inc.

Kura Oncology, Inc.

Madrigal Pharmaceutical, Inc.

Phathom Pharmaceuticals, Inc.

Redshift Bioanalytics, Inc.

Scynexis, Inc.

TG Therapeutics, Inc.

Valo Health, LLC

X4 Pharmaceuticals, Inc.

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Subtotal: Drug Discovery & Development (0.46%)*

Electronics & Computer Hardware

908 Devices, Inc.

Locus Robotics Corp.

Skydio, Inc.

Warrant

Warrant

Warrant

Subtotal: Electronics & Computer Hardware (0.02%)*

Healthcare Services, Other

Modern Life, Inc.

Recover Together, Inc.

Strive Health Holdings, LLC

Vida Health, Inc.

Warrant

Warrant

Warrant

Warrant

Subtotal: Healthcare Services, Other (0.03%)*

Information Services

Capella Space Corp.

INMOBI Inc.

NetBase Solutions, Inc.

Signal Media Limited

Subtotal: Information Services (0.03%)*

Manufacturing Technology

Bright Machines, Inc.

MacroFab, Inc.

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

6/30/2023

6/9/2023

5/31/2019

12/22/2023

6/11/2014

2/18/2016

8/9/2023

12/20/2019

11/2/2022

5/9/2022

9/17/2021

3/23/2022

5/14/2021

2/28/2019

6/15/2020

3/18/2019

3/15/2017

6/21/2022

11/8/2021

3/30/2023

7/3/2023

9/28/2023

3/28/2022

10/21/2021

11/19/2014

8/22/2017

6/29/2022

Ordinary Shares

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series E

Common Stock

Common Stock

Common Units

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Units

Common Stock

Common Stock

Common Stock

Preferred Series 1

Common Stock

3/31/2022

3/23/2022

Common Stock

Common Stock

See notes to consolidated financial statements.

89

75,376 $

278 

$

95,221

223,642

43,689

3

201

238,095

2,202

14,342

13,229

64,687

475,510

106,035

264,226

102,216

1,392,787

49,078

8,503

622,255

37,618

194,830

51,760

192,431

176,200

65,587

60,000

113,828

392,308

1,111,111

233 

101 

118 

266 

119 

228 

110 

88 

570 

848 

20 

296 

1,284 

256 

510 

7,517 

101 

34 

557 

692 

164 

382 

83 

121 

750 

207 

82 

356 

49 

694 

537 

528 

285 

251 

(4)(5)(10)

(15)

7 

(5)(10)

179 

(4)(5)(10)

— 

(4)

— 

(4)

223 

(4)(15)

— 

63 

(4)

(4)(10)(15)

1,842 

(4)(10)

68 

6 

28 

(4)(10)(12)(15)(16)

(15)

(4)

2,583 

(4)(10)(12)

(4)

(4)

(15)

(15)

(5)(10)

(5)(10)

153 

225 

8,302 

175 

102 

114 

391 

165 

327 

95 

9 

596 

33 

— 

362 

91 

486 

279 

677 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Portfolio Company

Xometry, Inc.

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Warrant

5/9/2018

Common Stock

Subtotal: Manufacturing Technology (0.17%)*

Media/Content/Info

Fever Labs, Inc.

Subtotal: Media/Content/Info (0.01%)*

Medical Devices & Equipment

Warrant

12/30/2022

Preferred Series E-1

Intuity Medical, Inc.

Outset Medical, Inc.

Senseonics Holdings, Inc.

Tela Bio, Inc.

Warrant

Warrant

Warrant

Warrant

12/29/2017

Preferred Series B-1

9/27/2013

9/8/2023

3/31/2017

Common Stock

Common Stock

Common Stock

Subtotal: Medical Devices & Equipment (0.01%)*

Semiconductors

Achronix Semiconductor Corporation

Warrant

6/26/2015

Preferred Series D-2

Subtotal: Semiconductors (0.04%)*

Software

Aria Systems, Inc.

Automation Anywhere, Inc.

Bitsight Technologies, Inc.

Brain Corporation

CloudBolt Software, Inc.

Cloudian, Inc.

Cloudpay, Inc.

Couchbase, Inc.

Cutover, Inc.

Dashlane, Inc.

Delphix Corp.

Demandbase, Inc.

DNAnexus, Inc.

Dragos, Inc.

DroneDeploy, Inc.

Eigen Technologies Ltd.

Elation Health, Inc.

First Insight, Inc.

Fulfil Solutions, Inc.

Kore.ai, Inc.

Leapwork ApS

Lightbend, Inc.

Mixpanel, Inc.

Onna Technologies, Inc.

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

5/22/2015

9/23/2022

11/18/2020

10/4/2021

9/30/2020

11/6/2018

4/10/2018

4/25/2019

9/21/2022

3/11/2019

10/8/2019

8/2/2021

3/21/2014

6/28/2023

6/30/2022

4/13/2022

9/12/2022

5/10/2018

7/29/2022

3/31/2023

1/23/2023

2/14/2018

9/30/2020

7/5/2023

Preferred Series G

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series C

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Common Stock

Preferred Series C

Common Stock

Preferred Series D

Common Stock

Common Stock

See notes to consolidated financial statements.

90

Shares

Cost 

(2)

Value

Footnotes

87,784 $

47 

$

1,112 

2,044 

3,000 

(4)

369,370

3,076,323

62,794

728,317

15,712

750,000

231,535

254,778

29,691

194,629

211,342

477,454

6,763

105,350

102,898

770,838

718,898

727,047

909,091

49,309

95,911

522

362,837

75,917

84,995

64,293

39,948

89,685

82,362

172,867

67 

67 

294 

401 

200 

61 

956 

99 

99 

74 

448 

284 

165 

117 

71 

54 

462 

26 

461 

1,594 

545 

97 

1,452 

278 

8 

583 

96 

325 

208 

16 

131 

252 

60 

235 

235 

— 

78 

184 

— 

262 

811 

811 

— 

430 

666 

47 

12 

29 

(4)

(4)

(4)

(15)

844 

(5)(10)

1,225 

(4)

(5)(10)(12)

62 

258 

3,801 

396 

47 

1,207 

413 

4 

(5)(10)

188 

77 

456 

243 

35 

49 

306 

39 

(5)(10)(12)

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

Portfolio Company

Poplicus, Inc.

Reltio, Inc.

Simon Data, Inc.

SingleStore, Inc.

Sisense Ltd.

Suzy, Inc.

The Faction Group LLC

Tipalti Solutions Ltd.

VideoAmp, Inc.

Subtotal: Software (0.75%)*

Surgical Devices

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Type of
Investment

Acquisition Date

(4)

Series 

(3)

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

5/28/2014

6/30/2020

3/22/2023

4/28/2020

6/8/2023

8/24/2023

11/3/2014

3/22/2023

1/21/2022

Common Stock

Common Stock

Common Stock

Preferred Series D

Ordinary Shares

Common Stock

Preferred Series AA

Ordinary Shares

Common Stock

TransMedics Group, Inc.

Warrant

9/11/2015

Common Stock

Subtotal: Surgical Devices (0.04%)*

Sustainable and Renewable Technology

Ampion, PBC

Halio, Inc.

Total Halio, Inc.

Polyera Corporation

Warrant

Warrant

Warrant

4/15/2022

4/22/2014

4/7/2015

Common Stock

Preferred Series A

Preferred Series B

Warrant

3/24/2015

Preferred Series C

Subtotal: Sustainable and Renewable Technology (0.00%)*

Total: Warrant Investments (1.88%)*

Total Investments in Securities (179.92%)*

Investment Funds & Vehicles Investments

Drug Discovery & Development

Forbion Growth Opportunities Fund I C.V.

Forbion Growth Opportunities Fund II C.V.

Investment Funds &
Vehicles

Investment Funds &
Vehicles

11/16/2020

6/23/2022

Subtotal: Drug Discovery & Development (0.23%)*

Software

Liberty Zim Co-Invest L.P.

Subtotal: Software (0.02%)*

Investment Funds &
Vehicles

7/21/2022

Total: Investment Funds & Vehicles Investments (0.26%)*

Total Investments (180.18%)*

Cash & Cash Equivalents

GS Financial Square Government Fund

Cash & Cash
Equivalents

FGTXX/38141W273

Total: Investments in Cash & Cash Equivalents (3.11%)*

Total: Investments after Cash & Cash Equivalents (183.28%)*

See notes to consolidated financial statements.

91

Shares

Cost 

(2)

Value

Footnotes

132,168 $

— 

$

69,120

77,934

312,596

321,956

292,936

8,076

254,877

152,048

14,440

18,472

325,000

131,883

456,883

150,036

215 

96 

103 

174 

367 

234 

174 

1,275 

10,445 

39 

39 

52 

155 

63 

218 

269 

539 

— 

447 

76 

(12)

386 

128 

354 

904 

234 

186 

13,549 

(5)(10)

(15)

(5)(10)

(15)

(4)

676 

676 

36 

36 

11 

47 

— 

83 

$

$

$

$

$

$

$

$

$

28,954 

3,242,550 

$

$

33,969 

3,243,438 

3,783 

$

3,619 

(5)(10)(17)

(5)(10)(17)

(5)(10)

319 

4,102 

381 

381 

4,483 

3,247,033 

56,000 

56,000 

3,303,033 

$

$

$

$

$

611 

4,230 

378 

378 

4,608 

3,248,046 

56,000 

56,000 

3,304,046 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Table of Contents

Foreign Currency Forward Contracts

Foreign Currency

Great British Pound (GBP)

Total Foreign Currency Forward ((0.04))*

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2023
(dollars in thousands)

Settlement Date

Counterparty

Amount

Transaction

US $ Value at Settlement Date

Value

6/3/2024

Goldman Sachs Bank USA

£

19,288  Sold

$

$

23,810 

23,810 

$

$

(766)

(766)

*

Value as a percent of net assets. All amounts are stated in U.S. Dollars unless otherwise noted. The Company uses the Standard Industrial Code for classifying the industry grouping of its portfolio companies.

(1)

Interest rate PRIME represents 8.50% as of December 31, 2023. 1-month SOFR, 3-month SOFR, and 6-month SOFR represent 5.34%, 5.36%, and 5.35%, respectively, as of December 31, 2023.

(2) Gross unrealized appreciation, gross unrealized depreciation, and net unrealized appreciation for federal income tax purposes totaled $118.3 million, $115.9 million, and $2.4 million, respectively. The tax cost of

investments is $3.2 billion.

(3) Preferred and common stock, warrants, and equity interests are generally non-income producing.

(4) Except for warrants in 24 publicly traded companies and common stock in 36 publicly traded companies, all investments are restricted as of December 31, 2023 and were valued at fair value using Level 3

significant unobservable inputs as determined in good faith by the Company’s valuation committee (the “Valuation Committee”) and approved by the board of directors (the “Board”).

(5) Non-U.S. company or the company’s principal place of business is outside the United States.

(6)

[Reserved]

(7) Control investment as defined under the 1940 Act in which Hercules owns at least 25% of the company’s voting securities or has greater than 50% representation on its board.

(8) Debt is on non-accrual status as of December 31, 2023, and is therefore considered non-income producing.

(9) Denotes that all or a portion of the debt investment is convertible debt.

(10) Indicates assets that the Company deems not “qualifying assets” under section 55(a) of 1940 Act. Qualifying assets must represent at least 70% of the Company’s total assets at the time of acquisition of any

additional non-qualifying assets.

(11) Denotes that all or a portion of the debt investment is pledged as collateral under the SMBC Facility (as defined in “Note 5 — Debt”).

(12) Denotes that all or a portion of the investment is pledged as collateral under the MUFG Bank Facility (as defined in “Note 5 — Debt”).

(13) Denotes that all or a portion of the debt investment secures the 2031 Asset-Backed Notes (as defined in “Note 5 — Debt”).

(14) Denotes that all or a portion of the debt investment principal includes accumulated PIK interest and is net of repayments.

(15) Denotes that all or a portion of the investment in this portfolio company is held by Hercules Capital IV, L.P., the Company’s wholly owned small business investment company.

(16) Denotes that the fair value of the Company’s total investments in this portfolio company represent greater than 5% of the Company’s total net assets as of December 31, 2023.

(17) Denotes that there is an unfunded contractual commitment available at the request of this portfolio company as of December 31, 2023 (Refer to “Note 11 — Commitments and Contingencies”).

(18) Denotes unitranche debt with first lien “last-out” senior secured position and security interest in all assets of the portfolio company whereby the “last-out” portion will be subordinated to the “first-out” portion in a

liquidation, sale or other disposition.

(19) Denotes second lien senior secured debt.

(20) Gibraltar Acquisition LLC is a wholly-owned subsidiary, which is the holding company for their wholly-owned affiliated portfolio companies, Gibraltar Business Capital, LLC and Gibraltar Equipment Finance,

LLC.

(21) Denotes investment in a non-voting security in the form of a promissory note. The terms of the notes provide the Company with a lien on the issuers' shares of Common Stock for Black Crow AI, Inc., subject to

release upon repayment of the outstanding balance of the notes. As of December 31, 2023, the Black Crow AI, Inc. affiliates promissory notes had an outstanding balance of $2.4 million.

(22) Denotes the security holds rights to royalty fee income associated with certain products of the portfolio company. The approximate cost and fair value of the royalty contract are $12.0 million and $9.4 million,

respectively.

(23) Hercules Adviser LLC is owned by Hercules Capital Management LLC and presented with Hercules Partner Holdings, LLC which are both wholly owned by the Company. Please refer to “Note 1” for additional

disclosure.

See notes to consolidated financial statements.

92

Table of Contents

Portfolio Company

Debt Investments

Biotechnology Tools

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Principal
Amount

Cost 

(2)

Value

Footnotes

Alamar Biosciences, Inc.

Senior Secured

June 2026

Prime + 3.00%, Floor rate 6.50%, PIK Interest 1.00%, 5.95% Exit Fee

PathAI, Inc.

Senior Secured

January 2027

Prime + 2.15%, Floor rate 9.15%, 11.21% Exit Fee

Subtotal: Biotechnology Tools (2.31%)*

Communications & Networking

Aryaka Networks, Inc.

Cytracom Holdings LLC

Senior Secured

July 2026

Prime + 3.25%, Floor rate 6.75%, PIK Interest 1.05%, 3.55% Exit Fee

Senior Secured

February 2025

3-month LIBOR + 9.31% or Floor rate of 10.31%

Rocket Lab Global Services, LLC

Senior Secured

June 2024

PRIME + 4.90% or Floor rate of 8.15%, PIK Interest 1.25%, 3.25% Exit Fee

Subtotal: Communications & Networking (7.26%)*

Consumer & Business Services

AppDirect, Inc.

Carwow LTD

Houzz, Inc.

Senior Secured

April 2026

Prime + 5.50%, Floor rate 8.75%, 8.29% Exit Fee

Senior Secured

December 2024

Prime + 4.70%, Floor rate 7.95%, PIK Interest 1.45%, 4.95% Exit Fee

Convertible Debt

May 2028

PIK Interest 5.50%

Jobandtalent USA, Inc.

Senior Secured

February 2025

1-month SOFR + 8.86%, Floor rate 9.75%, 3.00% Exit Fee

Provi

Rhino Labs, Inc.

RVShare, LLC

SeatGeek, Inc.

Total SeatGeek, Inc.

Skyword, Inc.

Tectura Corporation

Total Tectura Corporation

Thumbtack, Inc.

Udacity, Inc.

Veem, Inc.

Total Veem, Inc.

Senior Secured

December 2026

Prime + 4.40%, Floor rate 10.65%, 2.95% Exit Fee

Senior Secured

March 2024

Prime + 5.50%, Floor rate 8.75%, PIK Interest 2.25%%

Senior Secured

December 2026

3-month LIBOR + 5.50%, Floor rate 6.50%, PIK Interest 4.00%

Senior Secured

Senior Secured

June 2023

May 2026

Prime + 5.00%, Floor rate 10.50%, PIK Interest 0.50%

Prime + 7.00%, Floor rate 10.50%, PIK Interest 0.50%

Senior Secured

November 2026

Prime + 2.75%, Floor rate 9.25%, PIK Interest 1.75%, 3.00% Exit Fee

Senior Secured

Senior Secured

Senior Secured

July 2024

July 2024

July 2024

PIK Interest 5.00%

FIXED 8.25%

PIK Interest 5.00%

Senior Secured

April 2026

Prime + 4.95%, Floor rate 8.20%, PIK Interest 1.50%, 3.95% Exit Fee

Senior Secured

September 2024

Prime + 4.50%, Floor rate 7.75%, PIK Interest 2.00%, 3.00% Exit Fee

Senior Secured

March 2025

Prime + 4.00%, Floor rate 7.25%, PIK Interest 1.25%, 4.50% Exit Fee

Senior Secured

March 2025

Prime + 4.70%, Floor rate 7.95%, PIK Interest 1.50%, 4.50% Exit Fee

Worldremit Group Limited

Senior Secured

February 2025

3-month LIBOR + 9.25%, Floor rate 10.25%, 3.00% Exit Fee

Subtotal: Consumer & Business Services (30.59%)*

Diversified Financial Services

Gibraltar Business Capital, LLC

Total Gibraltar Business Capital, LLC

Unsecured

Unsecured

September 2026

FIXED 14.50%

September 2026

FIXED 11.50%

$

$

$

$

$

$

£

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

5,000 

$

4,951 

$

28,000 

5,023 

8,910 

84,581 

40,790 

18,890 

21,853 

14,000 

15,000 

16,500 

27,730 

60,915 

25,071 

85,986 

9,007 

10,680 

8,250 

13,023 

31,953 

10,103 

51,937 

5,043 

5,033 

10,076 

94,500 

15,000 

10,000 

25,000 

27,388 

32,339 

4,969 

8,768 

85,430 

99,167 

41,856 

26,024 

21,853 

13,853 

14,739 

16,328 

27,265 

60,721 

24,912 

85,633 

8,918 

240 

8,250 

13,023 

21,513 

10,050 

52,265 

5,000 

4,988 

9,988 

94,418 

444,703 

14,715 

9,852 

24,567 

(17)

(17)

4,951 

27,388 

32,339 

(14)(17)(19)

(11)(17)(18)

 (11)(12)(13)(14)(16)

5,053 

8,748 

87,933 

101,734 

42,426 

(12)(17)

22,971 

20,356 

13,904 

(5)(10)(14)

(9)(14)

(5)(10)

14,739 

(15)

16,496 

(14)(15)

(13)(14)(15)(17)

(12)(13)(14)(16)

(11)(14)(16)

27,256 

60,721 

25,823 

86,544 

8,870 

(13)(14)

— 

(7)(8)(14)

8,042 

(7)(8)(14)

— 

(7)(8)(14)

8,042 

10,167 

52,976 

5,042 

(12)(14)(17)

(12)(14)

(13)(14)

5,124 

(14)

10,166 

93,837 

428,750 

(5)(10)(11)(12)(16)(19)

(7)

(7)

12,802 

8,898 

21,700 

See notes to consolidated financial statements.
93

Table of Contents

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Portfolio Company

Hercules Adviser LLC

Type of
Investment

Unsecured

Maturity Date

Interest Rate and Floor 

(1)

June 2025

FIXED 5.00%

Subtotal: Diversified Financial Services (2.40%)*

Drug Discovery & Development

Akero Therapeutics, Inc.

Aldeyra Therapeutics, Inc.

Senior Secured

January 2027

Prime + 3.65%, Floor rate 7.65%, 5.85% Exit Fee

Senior Secured

October 2024

Prime + 3.10%, Floor rate 8.60%, 8.90% Exit Fee

Alladapt Immunotherapeutics Inc.

Senior Secured

September 2026

Prime + 3.65%, Floor rate 8.40%, Cap rate 10.90%, 10.60% Exit Fee

AmplifyBio, LLC

ATAI Life Sciences N.V.

Aveo Pharmaceuticals, Inc.

Axsome Therapeutics, Inc.

Bicycle Therapeutics PLC

BiomX, INC

BridgeBio Pharma, Inc.

Cellarity, Inc.

Century Therapeutics, Inc.

Codiak Biosciences, Inc.

Corium, Inc.

Eloxx Pharmaceuticals, Inc.

enGene, Inc.

Senior Secured

January 2027

Prime + 2.50%, Floor rate 9.50%, Cap rate 10.75%, 5.85% Exit Fee

Senior Secured

August 2026

Prime + 4.55%, Floor rate 8.55%, 6.95% Exit Fee

Senior Secured

September 2024

Prime + 6.40%, Floor rate 9.65%, Cap rate 15.00% , 6.95% Exit Fee

Senior Secured

October 2026

Prime + 5.70%, Floor rate 8.95%, Cap rate 10.70%, 5.31% Exit Fee

Senior Secured

July 2025

Prime + 4.55%, Floor rate 8.05%, Cap rate 9.05%, 5.00% Exit Fee

Senior Secured

September 2025

Prime + 5.70%, Floor rate 8.95%, 6.55% Exit Fee

Senior Secured

November 2026

FIXED 9.00%, 2.00% Exit Fee

Senior Secured

Senior Secured

June 2026

Prime + 5.70%, Floor rate 8.95%, 3.75% Exit Fee

April 2024

Prime + 6.30%, Floor rate 9.55%, 3.95% Exit Fee

Senior Secured

October 2025

Prime + 5.00%, Floor rate 8.25%, 5.50% Exit Fee

Senior Secured

September 2026

Prime + 5.70%, Floor rate 8.95%, 7.75% Exit Fee

Senior Secured

Senior Secured

April 2025

Prime + 6.25%, Floor rate 9.50%, 6.55% Exit Fee

July 2025

Prime + 5.00%, Floor rate 8.25%, 6.35% Exit Fee

Finch Therapeutics Group, Inc.

Senior Secured

November 2026

Prime + 4.05%, Floor rate 7.55%, Cap rate 8.80%, 5.50% Exit Fee

G1 Therapeutics, Inc.

Geron Corporation

Gritstone Bio, Inc.

Hibercell, Inc.

HilleVax, Inc.

Iveric Bio, Inc.

Kura Oncology, Inc.

Locus Biosciences, Inc.

Madrigal Pharmaceutical, Inc.

Nabriva Therapeutics

Senior Secured

November 2026

Prime + 5.90%, Floor rate 9.15%, 9.86% Exit Fee

Senior Secured

October 2024

Prime + 5.75%, Floor rate 9.00%, 6.55% Exit Fee

Senior Secured

July 2027

Prime + 3.15%, Floor rate 7.15%, Cap rate 8.65%, PIK Interest 2.00%, 5.75%
Exit Fee

Senior Secured

Senior Secured

May 2025

May 2027

Prime + 5.40%, Floor rate 8.65%, 4.95% Exit Fee

Prime + 1.05%, Floor rate 4.55%, Cap rate 6.05%, PIK Interest 2.85%, 7.15%
Exit Fee

Senior Secured

August 2027

Prime + 4.00%, Floor rate 8.75%, Cap rate 10.25%, 4.25% Exit Fee

Senior Secured

November 2027

Prime + 2.40%, Floor rate 8.65%, 15.13% Exit Fee

Senior Secured

Senior Secured

Senior Secured

July 2025

May 2026

June 2023

Prime + 6.10%, Floor rate 9.35%, 4.95% Exit Fee

Prime + 3.95%, Floor rate 7.45%, 5.35% Exit Fee

Prime + 4.30%, Floor rate 9.80%, 9.95% Exit Fee

Phathom Pharmaceuticals, Inc.

Senior Secured

October 2026

Prime + 2.25%, Floor rate 5.50%, PIK Interest 3.35%, 7.50% Exit Fee

Provention Bio, Inc.

Redshift Bioanalytics, Inc.

Senior Secured

September 2027

Prime + 2.70%, Floor rate 8.20%, 6.60% Exit Fee

Senior Secured

January 2026

Prime + 4.25%, Floor rate 7.50%, 3.80% Exit Fee

Replimune Group, Inc.

Senior Secured

October 2027

Prime + 1.75%, Floor rate 7.25%, Cap rate 9.00%, PIK Interest 1.50%, 4.95%
Exit Fee

Scynexis, Inc.

Senior Secured

March 2025

Prime + 5.80%, Floor rate 9.05%, 3.95% Exit Fee

Seres Therapeutics, Inc.

Senior Secured

October 2024

Prime + 6.40%, Floor rate 9.65%, 4.98% Exit Fee

Tarsus Pharmaceuticals, Inc.

Senior Secured

February 2027

Prime + 5.20%, Floor rate 8.45% , 4.75% Exit Fee

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

Principal
Amount

Cost 

(2)

Value

Footnotes

12,000 

$

12,000 

$

12,000 

(7)

36,567 

33,700 

5,000 

15,000 

15,000 

24,000 

10,500 

40,000 

81,725 

11,500 

9,000 

37,312 

30,000 

10,000 

25,000 

4,986 

15,879 

14,920 

23,663 

10,513 

41,644 

81,631 

11,757 

9,174 

37,039 

29,841 

10,235 

25,759 

5,039 

(10)(13)(17)

15,974 

(11)

14,920 

(13)(17)

23,663 

(15)

10,513 

(5)(10)

43,183 

78,074 

11,435 

(11)(15)

(10)(11)(12)(16)(17)

(5)(10)(11)(12)

9,052 

(5)(10)(11)

33,344 

30,097 

10,292 

25,177 

(12)(13)(14)

(13)(15)

(11)

(11)

132,675 

133,557 

135,619 

(13)(16)

12,500 

11,000 

15,000 

58,125 

18,500 

15,113 

17,000 

12,072 

49,500 

5,500 

8,000 

34,000 

2,079 

94,737 

25,000 

5,000 

20,754 

18,667 

37,500 

8,250 

12,753 

11,072 

15,012 

58,674 

19,109 

15,109 

17,313 

12,043 

49,090 

5,448 

8,120 

33,945 

2,734 

95,032 

24,670 

4,957 

20,656 

18,675 

38,638 

8,274 

12,535 

(15)

11,067 

13,940 

58,407 

19,174 

(5)(10)(12)(13)

(11)(12)(15)(17)

(10)(12)(13)

15,109 

(14)(17)

17,265 

11,333 

(13)(15)

(14)(15)(17)

49,090 

(10)(12)

5,448 

(10)(15)(17)

8,085 

(15)

33,987 

(10)(17)

2,804 

(5)(10)(13)

93,916 

24,670 

4,946 

(10)(12)(14)(15)(16)(17)(22)

(17)

(15)

20,656 

(10)(14)(17)

18,698 

38,816 

8,423 

(12)(13)

(12)(13)

(10)(13)(17)

See notes to consolidated financial statements.

94

Table of Contents

Portfolio Company

TG Therapeutics, Inc.

uniQure B.V.

Unity Biotechnology, Inc.

Valo Health, LLC

Viridian Therapeutics, Inc.

X4 Pharmaceuticals, Inc.

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Principal
Amount

Cost 

(2)

Value

Footnotes

Senior Secured

January 2026

Prime + 2.15%, Floor rate 5.40%, PIK Interest 3.45%, 5.95% Exit Fee

Senior Secured

December 2025

Prime + 4.70%, Floor rate 7.95%, 7.28% Exit Fee

Senior Secured

August 2024

Prime + 6.10%, Floor rate 9.35%, 6.25% Exit Fee

Senior Secured

May 2024

Prime + 6.45%, Floor rate 9.70%, 3.85% Exit Fee

Senior Secured

October 2026

Prime + 4.20%, Floor rate 7.45%, Cap rate 8.95%, 4.76% Exit Fee

Senior Secured

July 2024

Prime + 3.75%, Floor rate 8.75%, 8.80% Exit Fee

47,983 

$

47,889 

$

72,329 

21,079 

8,416 

2,012 

33,705 

48,649 

73,019 

(10)(11)(12)(14)

(5)(10)(11)(12)(16)

20,967 

(13)

8,410 

1,934 

(11)(13)

(10)(13)(17)

33,700 

(11)(12)(13)

Subtotal: Drug Discovery & Development (78.59%)*

Electronics & Computer Hardware

Locus Robotics Corp.

Senior Secured

June 2026

Prime + 4.50%, Floor rate 8.00%, 1.00% Exit Fee

Subtotal: Electronics & Computer Hardware (1.34%)*

Healthcare Services, Other

Better Therapeutics, Inc.

Blue Sprig Pediatrics, Inc.

Senior Secured

August 2025

Prime + 5.70%, Floor rate 8.95%, 5.95% Exit Fee

Senior Secured

November 2026

1-month LIBOR + 5.00%, Floor rate 6.00%, PIK Interest 4.45%

Carbon Health Technologies, Inc.

Senior Secured

March 2025

Prime + 5.60%, Floor rate 8.85%, 4.61% Exit Fee

Equality Health, LLC

Senior Secured

February 2026

Prime + 6.25%, Floor rate 9.50%, PIK Interest 1.55%

Oak Street Health, Inc.

Senior Secured

October 2027

Prime + 2.45%, Floor rate 7.95%, Cap rate 9.45%, PIK Interest 1.00%, 4.95%
Exit Fee

Subtotal: Healthcare Services, Other (13.98%)*

Information Services

Capella Space Corp.

Signal Media Limited

Yipit, LLC

Subtotal: Information Services (3.72%)*

Manufacturing Technology

Bright Machines, Inc.

MacroFab, Inc.

Ouster, Inc.

Subtotal: Manufacturing Technology (2.99%)*

Semiconductors

Fungible, Inc.

Subtotal: Semiconductors (1.51%)*

Software

3GTMS, LLC

Total 3GTMS, LLC

Agilence, Inc.

Alchemer LLC

Annex Cloud

Senior Secured

November 2025

Prime + 5.00%, Floor rate 8.25%, PIK Interest 1.10%, 7.00% Exit Fee

Senior Secured

June 2025

Prime + 5.50%, Floor rate 9.00%, Cap rate 12.00%, 3.45% Exit Fee

Senior Secured

September 2026

1-month SOFR + 9.08%, Floor rate 10.08%

Senior Secured

April 2025

Prime + 4.00%, Floor rate 9.50%, 5.00% Exit Fee

Senior Secured

March 2026

Prime + 4.35%, Floor rate 7.60%, PIK Interest 1.25%, 4.50% Exit Fee

Senior Secured

May 2026

Prime + 6.15%, Floor rate 9.40%, 7.45% Exit Fee

Senior Secured

December 2024

Prime + 5.00%, Floor rate 8.25%, 4.95% Exit Fee

Senior Secured

February 2025

3-month LIBOR + 9.28%, Floor rate 10.28%

Senior Secured

February 2025

3-month LIBOR + 6.57%, Floor rate 7.57%

Senior Secured

October 2026

1-month BSBY + 9.00%, Floor rate 10.00%

Senior Secured

May 2028

1-month SOFR + 7.89% Floor rate 8.89%

Senior Secured

February 2027

1-month BSBY + 8.99%, Floor rate 10.00%

Automation Anywhere, Inc.

Senior Secured

September 2027

Prime + 4.25%, Floor rate 9.00%, 2.50% Exit Fee

See notes to consolidated financial statements.

95

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

70,000 

20,000 

8,146 

2,000 

32,500 

18,281 

12,000 

51,480 

46,125 

53,587 

33,808 

20,250 

750 

31,875 

11,050 

17,137 

14,000 

20,000 

10,426 

2,750 

13,176 

9,306 

20,463 

8,500 

19,600 

1,107,352 

1,101,430 

18,171 

18,171 

12,162 

50,813 

46,552 

53,164 

33,651 

18,723 

(19)

18,723 

12,053 

(15)

49,732 

46,548 

53,871 

(11)(13)(14)

(11)(13)(19)

(12)(14)

33,651 

(10)(14)(17)

196,342 

195,855 

20,506 

742 

31,371 

52,619 

10,832 

16,766 

13,970 

41,568 

19,639 

19,639 

10,291 

2,744 

13,035 

9,088 

19,999 

8,292 

19,059 

20,574 

(14)(15)(19)

738 

(5)(10)(17)

30,763 

(17)(18)

52,075 

10,832 

(13)

(14)(17)

(10)(13)

16,917 

14,204 

41,953 

21,192 

(15)(19)

21,192 

10,317 

(11)(18)

2,681 

(18)

12,998 

8,977 

(12)(17)(18)

20,123 

8,176 

(17)(18)

(13)(17)

19,059 

(11)(17)(19)

Table of Contents

Portfolio Company

Babel Street

Brain Corporation

Campaign Monitor Limited

Catchpoint Systems, Inc.

Ceros, Inc.

CloudBolt Software, Inc.

Constructor.io Corporation

Convoy, Inc.

Copper CRM, Inc

Cutover, Inc.

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Principal
Amount

Cost 

(2)

Value

Footnotes

Senior Secured

December 2027

3-month SOFR + 7.89%, Floor rate 8.89%

Senior Secured

April 2025

Prime + 3.70%, Floor rate 6.95%, PIK Interest 1.00%, 3.95% Exit Fee

Senior Secured

November 2025

6-month SOFR + 8.90%, Floor rate 9.90%

Senior Secured

June 2026

3-month SOFR + 8.86%, Floor rate 9.76%

Senior Secured

September 2026

6-month LIBOR + 9.67%, Floor rate 10.67%

Senior Secured

October 2024

Prime + 6.70%, Floor rate 9.95%, 3.45% Exit Fee

Senior Secured

July 2027

1-month SOFR + 8.44%, Floor rate 9.44%

Senior Secured

March 2026

Prime + 3.20%, Floor rate 6.45%, PIK Interest 1.95%, 4.55% Exit Fee

Senior Secured

March 2025

Prime + 4.50%, Floor rate 8.25%, Cap rate 10.25%, PIK Interest 1.95%,
4.50% Exit Fee

Senior Secured

October 2025

Prime + 5.20%, Floor rate 9.95%, 4.95% Exit Fee

Cybermaxx Intermediate Holdings, Inc.

Senior Secured

August 2026

6-month SOFR + 9.53%, Floor rate 10.28%

Dashlane, Inc.

Demandbase, Inc.

Dispatch Technologies, Inc.

Eigen Technologies Ltd.

Elation Health, Inc.

Enmark Systems, Inc.

Esentire, Inc.

Senior Secured

July 2025

Prime + 3.05%, Floor rate 7.55%, PIK Interest 1.10%, 4.95% Exit Fee

Senior Secured

August 2025

Prime + 2.25%, Floor rate 5.50%, PIK Interest 3.00%, 5.00% Exit Fee

Senior Secured

Senior Secured

April 2028

3-month SOFR + 8.01%, Floor rate 8.76%

April 2025

Prime + 5.10%, Floor rate 8.35%, 2.95% Exit Fee

Senior Secured

March 2026

Prime + 4.25%, Floor rate 9.00%, PIK Interest 1.95%, 3.95% Exit Fee

Senior Secured

September 2026

3-month LIBOR + 6.77%, Floor rate 7.77%, PIK Interest 2.16%

Senior Secured

May 2024

3-month LIBOR + 9.96%, Floor rate 10.96%

Esme Learning Solutions, Inc.

Senior Secured

February 2025

Prime + 5.50%, Floor rate 8.75%, PIK Interest 1.50%, 3.00% Exit Fee

Fortified Health Security

Flight Schedule Pro, LLC

Ikon Science Limited

Imperva, Inc.

Senior Secured

December 2027

6-month SOFR + 7.79%, Floor rate 8.54%

Senior Secured

October 2027

1-month SOFR + 7.79%, Floor rate 8.70%

Senior Secured

October 2024

3-month Eurodollar + 9.00%, Floor rate 10.00%

Senior Secured

January 2027

3-month LIBOR + 7.75%, Floor rate 8.75%

Kazoo, Inc. (p.k.a. YouEarnedIt, Inc.)

Senior Secured

July 2023

3-month SOFR + 10.14%, Floor rate 11.14%

Khoros (p.k.a Lithium Technologies)

Senior Secured

January 2024

3-month SOFR + 8.00%, Floor rate 9.00%

LogicSource

Logicworks

Senior Secured

July 2027

3-month SOFR + 8.93%, Floor rate 9.93%

Senior Secured

January 2024

Prime + 7.50%, Floor rate 10.75%

Mobile Solutions Services

Senior Secured

December 2025

3-month LIBOR + 9.06%, Floor rate 10.06%

Nextroll, Inc.

Nuvolo Technologies Corporation

Omeda Holdings, LLC

Riviera Partners LLC

Salary.com, LLC

ShadowDragon, LLC

Senior Secured

Senior Secured

Senior Secured

Senior Secured

July 2023

July 2025

July 2027

Prime + 3.75%, Floor rate 7.75%, PIK Interest 2.95%, 1.95% Exit Fee

Prime + 5.25%, Floor rate 8.50%, 2.42% Exit Fee

3-month SOFR + 8.05%, Floor rate 9.05%

April 2027

6-month SOFR + 7.53%, Floor rate 8.53%

Senior Secured

September 2027

6-month SOFR + 8.00%, Floor rate 9.00%

Senior Secured

December 2026

3-month LIBOR + 9.00%, Floor rate 10.00%

Tact.ai Technologies, Inc.

Senior Secured

February 2024

Prime + 4.00%, Floor rate 8.75%, PIK Interest 2.00%, 5.50% Exit Fee

ThreatConnect, Inc.

VideoAmp, Inc.

Zappi, Inc.

Senior Secured

May 2026

6-month LIBOR + 9.00%, Floor rate 10.00%

Senior Secured

February 2025

Prime + 3.70%, Floor rate 6.95%, PIK Interest 1.25%, 5.25% Exit Fee

Senior Secured

December 2027

3-month SOFR + 8.03%, Floor rate 9.03%

See notes to consolidated financial statements.
96

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

45,000 

$

43,801 

$

20,166 

33,000 

10,175 

21,445 

10,000 

4,688 

73,987 

10,144 

5,000 

10,528 

31,930 

28,503 

7,500 

3,750 

5,021 

8,223 

8,436 

4,892 

7,000 

5,948 

6,563 

20,000 

10,681 

56,208 

13,300 

14,500 

17,915 

22,211 

22,500 

7,500 

26,184 

18,000 

5,985 

4,250 

11,032 

63,187 

9,000 

20,242 

32,578 

9,980 

21,003 

10,069 

4,573 

73,060 

10,150 

4,949 

10,298 

32,346 

28,442 

7,295 

3,744 

4,839 

8,054 

8,361 

4,737 

6,824 

5,771 

6,422 

19,875 

10,593 

56,062 

13,028 

14,398 

17,556 

22,284 

22,508 

7,261 

25,622 

17,654 

5,841 

4,481 

10,778 

62,640 

8,779 

43,801 

20,138 

33,000 

(15)(17)(18)

(13)(14)(15)(17)

(13)(19)

9,996 

(18)

21,050 

10,498 

4,573 

73,498 

(17)(18)

(11)(19)

(17)(18)

(14)(16)(19)

9,820 

(11)(14)

4,949 

(5)(10)(12)(17)

10,114 

(13)(17)

32,012 

28,664 

(11)(13)(14)(17)(19)

(13)(14)(17)(19)

7,339 

3,746 

4,839 

8,043 

8,376 

1,671 

6,824 

5,771 

6,484 

20,200 

10,593 

55,520 

13,028 

14,473 

17,474 

22,284 

22,817 

7,261 

25,487 

(17)(18)

(5)(10)

(14)(17)(19)

(11)(14)(17)(18)

(5)(10)(11)(18)

(8)(14)

(17)(18)

(17)(18)

(5)(10)(17)(18)

(19)

(18)

(17)

(17)

(12)

(17)(18)

(12)(14)

(12)(13)(17)(19)

(17)(18)

(17)(18)

17,654 

(18)

5,830 

(17)(18)

4,446 

(14)

10,793 

63,429 

(17)(18)

(14)(15)(19)

8,779 

(5)(10)(17)(18)

Table of Contents

Portfolio Company

Zimperium, Inc.

Subtotal: Software (54.28%)*

Sustainable and Renewable Technology

Ampion, PBC

Pineapple Energy LLC

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Maturity Date

Interest Rate and Floor 

(1)

Senior Secured

May 2027

3-month SOFR + 8.31%, Floor rate 9.31%

Senior Secured

May 2025

Prime + 4.70%, Floor rate 7.95%, PIK Interest 1.45%, 3.95% Exit Fee

Senior Secured

December 2024

PIK Interest 10.00%

Subtotal: Sustainable and Renewable Technology (0.50%)*

Total: Debt Investments (199.47%)*

$

$

$

Principal
Amount

Cost 

(2)

Value

Footnotes

16,313 

$

16,000 

$

16,072 

(17)(18)

762,371 

760,679 

4,037 

3,237 

3,985 

3,237 

7,222 

4,008 

(13)(14)

3,006 

(14)

7,014 

$

2,818,060 

$

2,795,444 

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

Portfolio Company

Equity Investments

Consumer & Business Products

Grove Collaborative, Inc.

Savage X Holding, LLC

TechStyle, Inc.

TFG Holding, Inc.

Equity

Equity

Equity

Equity

Subtotal: Consumer & Business Products (0.04%)*

Consumer & Business Services

Carwow LTD

DoorDash, Inc.

Lyft, Inc.

Nerdy Inc.

OfferUp, Inc.

Total OfferUp, Inc.

Oportun

Reischling Press, Inc.

Rhino Labs, Inc.

Tectura Corporation

Total Tectura Corporation

Uber Technologies, Inc.

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

4/30/2021

4/30/2010

4/30/2010

4/30/2010

12/15/2021

12/20/2018

12/26/2018

9/17/2021

10/25/2016

10/25/2016

6/28/2013

7/31/2020

1/24/2022

5/23/2018

6/6/2016

Common Stock

Class A Units

Common Stock

Common Stock

Preferred Series D-4

Common Stock

Common Stock

Common Stock

Preferred Series A

Preferred Series A-1

Common Stock

Common Stock

Preferred Series B-2

Common Stock

Preferred Series BB

12/1/2020

Common Stock

Subtotal: Consumer & Business Products (0.57%)*

Diversified Financial Services

Gibraltar Business Capital, LLC

Total Gibraltar Business Capital, LLC

Equity

Equity

3/1/2018

3/1/2018

Common Stock

Preferred Series A

Hercules Adviser LLC

Equity

3/26/2021

Member Units

See notes to consolidated financial statements.

97

61,300 $

433 

$

24 

(4)

42,137

42,989

42,989

199,742

81,996

100,738

100,000

286,080

108,710

394,790

48,365

3,095

7,063

414,994,863

1,000,000

415,994,863

32,991

830,000

10,602,752

11,432,752

1

13 

128 

89 

663 

1,151 

945 

5,263 

1,000 

1,663 

632 

2,295 

577 

39 

1,000 

900 

— 

900 

318 

13,488 

1,884 

26,122 

28,006 

35 

226 

132 

116 

498 

257 

(5)(10)

(4)

(4)

(4)

(4)

(7)

(7)

4,003 

1,110 

225 

372 

141 

513 

266 

— 

805 

— 

— 

— 

816 

(4)

7,995 

(7)

(7)

1,107 

14,137 

15,244 

19,153 

(7)

Table of Contents

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Portfolio Company

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Newfront Insurance Holdings, Inc.

Equity

9/30/2021

Preferred Series D-2

Subtotal: Diversified Financial Services (2.49%)*

Shares

Cost 

(2)

Value

Footnotes

210,282 $

403 

$

28,444 

472 

34,869 

Drug Delivery

AcelRx Pharmaceuticals, Inc.

Aytu BioScience, Inc.

BioQ Pharma Incorporated

PDS Biotechnology Corporation

Subtotal: Drug Delivery (0.01%)*

Drug Discovery & Development

Akero Therapeutics, Inc.

Albireo Pharma, Inc.

Applied Molecular Transport

Avalo Therapeutics, Inc.

Aveo Pharmaceuticals, Inc.

Axsome Therapeutics, Inc.

Bicycle Therapeutics PLC

BridgeBio Pharma, Inc.

Concert Pharmaceuticals, Inc.

Dare Biosciences, Inc.

Dynavax Technologies

Gritstone Bio, Inc.

Hibercell, Inc.

HilleVax, Inc.

Humanigen, Inc.

NorthSea Therapeutics

Paratek Pharmaceuticals, Inc.

Rocket Pharmaceuticals, Ltd.

Savara, Inc.

Sio Gene Therapies, Inc.

Tarsus Pharmaceuticals, Inc.

Tricida, Inc.

uniQure B.V.

Valo Health, LLC

Total Valo Health, LLC

X4 Pharmaceuticals, Inc.

Subtotal: Drug Discovery & Development
(2.66%)*

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

12/10/2018

3/28/2014

12/8/2015

4/6/2015

9/19/2022

9/14/2020

4/6/2021

8/19/2014

7/31/2011

5/9/2022

10/5/2020

6/21/2018

2/13/2019

1/8/2015

7/22/2015

10/26/2022

5/7/2021

5/3/2022

3/31/2021

12/15/2021

2/26/2007

8/22/2007

8/11/2015

2/2/2017

5/5/2022

2/28/2018

1/31/2019

12/11/2020

10/31/2022

Common Stock

Common Stock

Preferred Series D

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Common Stock

Common Stock

Preferred Series C

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Preferred Series C

11/26/2019

Common Stock

See notes to consolidated financial statements.
98

8,836

13,600

165,000

2,498

38,461

25,000

1,000

9,924

190,179

127,021

98,100

231,329

70,796

13,550

20,000

442,477

3,466,840

235,295

43,243

983

76,362

944

11,119

16,228

155,555

68,816

17,175

510,308

170,102

680,410

1,566,064

1,329 

1,500 

500 

309 

3,638 

1,000 

1,000 

42 

1,000 

1,715 

4,165 

1,871 

2,255 

1,367 

1,000 

550 

1,000 

4,250 

4,000 

800 

2,000 

2,744 

1,500 

203 

1,269 

2,100 

863 

332 

3,000 

1,000 

4,000 

2,945 

(4)

(4)

(4)

20 

3 

33 

33 

89 

2,108 

540 

— 

50 

2,843 

9,797 

2,904 

(4)(10)

(4)(10)

(4)(10)

(4)

(4)

(4)(10)(16)

(4)(5)(10)

1,763 

(4)

413 

(4)(10)

11 

(4)

213 

(4)(10)

1,527 

2,233 

3,937 

5 

1,476 

143 

18 

17 

7 

(4)

(15)

(4)

(4)(10)

(5)(10)

(4)

(4)

(4)

(4)

2,280 

(4)(10)

11 

(4)

(4)(5)(10)(16)

389 

2,063 

1,012 

3,075 

1,555 

(4)

43,971 

37,315 

Table of Contents

Portfolio Company

Electronics & Computer Hardware

Locus Robotics Corp.

Skydio, Inc.

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

Equity

Equity

11/17/2022

3/8/2022

Preferred Series F

Preferred Series E

15,116 $

248,900

Subtotal: Electronics & Computer Hardware (0.11%)*

Healthcare Services, Other

23andMe, Inc.

Carbon Health Technologies, Inc.

Equity

Equity

3/11/2019

3/30/2021

Common Stock

Preferred Series C

Subtotal: Healthcare Services, Other (0.21%)*

Information Services

Planet Labs, Inc.

Yipit, LLC

Zeta Global Corp.

Equity

Equity

Equity

Subtotal: Information Services (0.58%)*

Medical Devices & Equipment

Coronado Aesthetics, LLC

Equity

Total Coronado Aesthetics, LLC

Flowonix Medical Incorporated

Gelesis, Inc.

ViewRay, Inc.

Equity

Equity

Equity

Subtotal: Medical Devices & Equipment (0.07%)*

Semiconductors

6/21/2019

12/30/2021

11/20/2007

10/15/2021

10/15/2021

11/3/2014

11/30/2009

12/16/2013

Common Stock

Preferred Series E

Common Stock

Common Units

Preferred Series A-2

Preferred Series AA

Common Stock

Common Stock

Achronix Semiconductor Corporation

Equity

7/1/2011

Preferred Series C

Subtotal: Semiconductors (0.01%)*

Software

3GTMS, LLC

Black Crow AI, Inc. affiliates

CapLinked, Inc.

Contentful Global, Inc.

Total Contentful Global, Inc.

Docker, Inc.

Druva Holdings, Inc.

Total Druva Holdings, Inc.

HighRoads, Inc.

Lightbend, Inc.

Nextdoor.com, Inc.

Palantir Technologies

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

8/9/2021

3/24/2021

10/26/2012

12/22/2020

11/20/2018

11/29/2018

10/22/2015

8/24/2017

1/18/2013

12/4/2020

8/1/2018

9/23/2020

Common Stock

Preferred Note

Preferred Series A-3

Preferred Series C

Preferred Series D

Common Stock

Preferred Series 2

Preferred Series 3

Common Stock

Common Stock

Common Stock

Common Stock

See notes to consolidated financial statements.
99

825,732

217,880

547,880

41,021

295,861

180,000

5,000,000

5,180,000

221,893

1,490,700

36,457

277,995

1,000,000

3

53,614

41,000

108,500

149,500

20,000

458,841

93,620

552,461

190

38,461

1,019,255

1,418,337

650 

$

1,500 

2,150 

5,094 

1,687 

6,781 

615 

3,825 

— 

4,440 

— 

250 

250 

1,499 

871 

333 

2,953 

160 

160 

1,000 

3,000 

51 

138 

500 

638 

4,284 

1,000 

300 

1,300 

307 

265 

4,854 

8,670 

606 

915 

1,521 

1,784 

(4)

1,110 

2,894 

2,383 

(4)

3,375 

2,417 

(4)

8,175 

(7)

(7)

(4)

(4)

6 

313 

319 

— 

433 

163 

915 

205 

205 

793 

3,000 

(21)

(5)(10)

(5)(10)

6 

258 

732 

990 

503 

1,764 

395 

2,159 

— 

24 

2,100 

9,106 

(4)

(4)

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

Table of Contents

Portfolio Company

SingleStore, Inc.

Total SingleStore, Inc.

Sprinklr, Inc.

Verana Health, Inc.

ZeroFox, Inc.

Subtotal: Software (2.07%)*

Surgical Devices

Gynesonics, Inc.

Total Gynesonics, Inc.

TransMedics Group, Inc.

Subtotal: Surgical Devices (0.18%)*

Sustainable and Renewable Technology

Fulcrum Bioenergy, Inc.

Impossible Foods, Inc.

Modumetal, Inc.

NantEnergy, LLC

Pineapple Energy LLC

Pivot Bio, Inc.

Proterra, Inc.

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Equity

Subtotal: Sustainable and Renewable Technology (0.57%)*

Total: Equity Investments (9.56%)*

Warrant Investments

Biotechnology Tools

Alamar Biosciences, Inc.

PathAI, Inc.

Subtotal: Biotechnology Tools (0.03%)*

Communications & Networking

Aryaka Networks, Inc.

Spring Mobile Solutions, Inc.

Warrant

Warrant

Warrant

Warrant

Subtotal: Communications & Networking (0.01%)*

11/25/2020

8/12/2021

3/22/2017

7/8/2021

5/7/2020

1/18/2007

6/16/2010

2/8/2013

7/14/2015

12/18/2018

12/18/2018

Preferred Series E

Preferred Series F

Common Stock

Preferred Series E

Common Stock

Preferred Series B

Preferred Series C

Preferred Series D

Preferred Series E

Preferred Series F

Preferred Series F-1

11/7/2012

Common Stock

9/13/2012

5/10/2019

6/1/2015

8/31/2013

12/10/2020

6/28/2021

5/28/2015

Preferred Series C-1

Preferred Series E-1

Common Stock

Common Units

Common Stock

Preferred Series D

Common Stock

6/21/2022

12/23/2022

Preferred Series B

Common Stock

6/28/2022

4/19/2013

Common Stock

Common Stock

Consumer & Business Products

Gadget Guard, LLC

Savage X Holding, LLC

Warrant

Warrant

6/3/2014

6/27/2014

Common Stock

Class A Units

See notes to consolidated financial statements.
100

580,983 $

2,000 

$

52,956

633,939

700,000

952,562

289,992

219,298

656,538

1,991,157

2,786,367

1,523,693

2,418,125

9,595,178

50,000

187,265

188,611

1,035

59,665

304,486

593,080

457,841

280 

2,280 

3,748 

2,000 

101 

32,498 

250 

282 

712 

429 

118 

150 

1,941 

538 

2,479 

711 

2,000 

500 

102 

3,153 

4,500 

542 

11,508 

1,940 

221 

2,161 

5,719 

(4)

1,023 

1,382 

28,966 

(4)(20)

— 

— 

— 

— 

— 

— 

— 

2,546 

(4)

2,546 

995 

2,173 

— 

— 

634 

(4)(20)

2,456 

1,726 

(4)

7,984 

$

153,173 

$

133,972 

15,399 $

53,418

229,611

2,834,375

1,662,441

206,185

24 

$

461 

485 

123 

418 

541 

228 

— 

23 

463 

486 

99 

— 

99 

— 

1,103 

Table of Contents

Portfolio Company

TechStyle, Inc.

TFG Holding, Inc.

The Neat Company

Whoop, Inc.

Warrant

Warrant

Warrant

Warrant

Subtotal: Consumer & Business Products (0.17%)*

Consumer & Business Services

Carwow LTD

Houzz, Inc.

Landing Holdings Inc.

Lendio, Inc.

Provi

Rhino Labs, Inc.

RumbleON, Inc.

SeatGeek, Inc.

Skyword, Inc.

Total Skyword, Inc.

Snagajob.com, Inc.

Total Snagajob.com, Inc.

Thumbtack, Inc.

Udacity, Inc.

Veem, Inc.

Worldremit Group Limited

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Total Worldremit Group Limited

Subtotal: Consumer & Business Services (0.19%)*

Drug Delivery

Aerami Therapeutics Holdings, Inc.

BioQ Pharma Incorporated

PDS Biotechnology Corporation

Subtotal: Drug Delivery (0.00%)*

Drug Discovery & Development

Acacia Pharma Inc.

ADMA Biologics, Inc.

Akero Therapeutics, Inc.

Albireo Pharma, Inc.

AmplifyBio, LLC

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

206,185 $

1,101 

$

7/16/2013

6/27/2014

8/13/2014

6/27/2018

12/14/2021

10/29/2019

3/12/2021

3/29/2019

12/22/2022

3/12/2021

4/30/2018

6/12/2019

11/14/2022

8/23/2019

4/20/2020

6/30/2016

8/1/2018

5/1/2018

9/25/2020

3/31/2022

2/11/2021

8/27/2021

9/30/2015

10/27/2014

8/28/2014

6/29/2018

2/24/2014

6/15/2022

6/8/2020

12/27/2022

Preferred Series B

Common Stock

Common Stock

Preferred Series C

Common Stock

Common Stock

Common Stock

Preferred Series D

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Common Stock

Preferred Series A

Preferred Series B

Common Stock

Common Stock

Common Stock

Preferred Series D

Preferred Series E

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Class A Units

See notes to consolidated financial statements.

101

206,185

54,054

686,270

174,163

529,661

11,806

127,032

117,042

13,106

5,139

1,379,761

1,607,143

444,444

2,051,587

600,000

1,800,000

1,211,537

3,611,537

267,225

486,359

98,428

77,215

1,868

79,083

110,882

459,183

3,929

201,330

58,000

18,360

5,311

69,239

— 

365 

18 

1,712 

164 

20 

116 

39 

166 

470 

88 

842 

57 

83 

140 

16 

782 

62 

860 

844 

218 

126 

129 

26 

155 

745 

— 

— 

475 

2,323 

(5)(10)

34 

— 

127 

(15)

19 

155 

308 

— 

(15)

(15)

(4)

1,332 

(12)(16)

43 

— 

43 

43 

50 

25 

118 

280 

4 

25 

192 

2 

194 

(12)

(12)

(5)(10)(12)(16)

(5)(10)(16)

4,248 

2,639 

74 

1 

390 

465 

304 

166 

56 

61 

238 

— 

— 

1 

1 

— 

10 

674 

31 

(4)

(5)(10)

(4)

(4)(10)

(4)(10)

256 

(15)

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Table of Contents

Portfolio Company

Axsome Therapeutics, Inc.

Cellarity, Inc.

Century Therapeutics, Inc.

Dermavant Sciences Ltd.

enGene, Inc.

Evofem Biosciences, Inc.

Fresh Tracks Therapeutics, Inc. (p.k.a.
Brickell Biotech, Inc.)

Kineta, Inc.

Kura Oncology, Inc.

Madrigal Pharmaceutical, Inc.

Myovant Sciences, Ltd.

Paratek Pharmaceuticals, Inc.

Phathom Pharmaceuticals, Inc.

Provention Bio, Inc.

Redshift Bioanalytics, Inc.

Scynexis, Inc.

TG Therapeutics, Inc.

Tricida, Inc.

Valo Health, LLC

X4 Pharmaceuticals, Inc.

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Subtotal: Drug Discovery & Development (0.60%)*

Electronics & Computer Hardware

908 Devices, Inc.

Locus Robotics Corp.

Skydio, Inc.

Warrant

Warrant

Warrant

Subtotal: Electronics & Computer Hardware (0.09%)*

Healthcare Services, Other

9/25/2020

12/8/2021

9/14/2020

5/31/2019

12/30/2021

6/11/2014

2/18/2016

12/20/2019

11/2/2022

5/9/2022

10/16/2017

8/1/2018

9/17/2021

9/15/2022

3/23/2022

5/14/2021

2/28/2019

3/27/2019

6/15/2020

12/9/2022

3/15/2017

6/21/2022

11/8/2021

Common Stock

Preferred Series B

Common Stock

Common Stock

Preferred Series 3

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series E

Common Stock

Common Stock

Common Stock

Common Units

Common Stock

Common Stock

Common Stock

Common Stock

Vida Health, Inc.

Warrant

3/28/2022

Common Stock

Subtotal: Healthcare Services, Other (0.00%)*

Information Services

Capella Space Corp.

INMOBI Inc.

NetBase Solutions, Inc.

Signal Media Limited

Subtotal: Information Services (0.04%)*

Manufacturing Technology

Bright Machines, Inc.

MacroFab, Inc.

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

10/21/2021

11/19/2014

8/22/2017

6/29/2022

Common Stock

Common Stock

Preferred Series 1

Common Stock

3/31/2022

3/23/2022

Common Stock

Common Stock

See notes to consolidated financial statements.

102

Shares

Cost 

(2)

Value

Footnotes

40,396 $

880 

$

1,590 

(4)(10)(12)(16)

100,000

16,112

223,642

133,692

520

200

2,202

14,342

10,131

73,710

426,866

64,687

111,934

475,510

106,035

231,613

31,352

102,216

1,392,787

49,078

8,511

622,255

100,618

176,200

65,587

60,000

94,857

392,308

1,111,111

287 

37 

101 

72 

266 

119 

110 

88 

177 

460 

520 

848 

281 

20 

296 

1,033 

280 

256 

510 

7,466 

101 

34 

557 

692 

114 

114 

207 

82 

356 

35 

680 

537 

528 

318 

3 

(15)

(4)

199 

(5)(10)

28 

— 

— 

— 

59 

(5)(10)(12)

(4)

(4)

(4)

(4)(10)(15)

1,977 

(4)(10)

958 

(4)(5)(10)

34 

(4)

101 

677 

21 

15 

(4)(10)(12)(15)(16)

(4)

(15)

(4)(12)

1,084 

(4)(10)(12)

1 

(4)

127 

281 

8,444 

(4)

86 

(4)

212 

975 

1,273 

14 

14 

114 

(15)

— 

(5)(10)

(5)(10)

380 

15 

509 

1,154 

1,202 

Table of Contents

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Portfolio Company

Xometry, Inc.

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Warrant

5/9/2018

Common Stock

Subtotal: Manufacturing Technology (0.30%)*

Shares

Cost 

(2)

Value

Footnotes

87,784 $

47 

$

1,800 

(4)

1,112 

4,156 

Warrant

12/30/2022

Preferred Series E-1

Media/Content/Info

Fever Labs, Inc.

Subtotal: Media/Content/Info (0.00%)*

Medical Devices & Equipment

Aspire Bariatrics, Inc.

Flowonix Medical Incorporated

Total Flowonix Medical Incorporated

Intuity Medical, Inc.

Lucira Health, Inc.

Outset Medical, Inc.

Tela Bio, Inc.

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Subtotal: Medical Devices & Equipment (0.07%)*

Semiconductors

Achronix Semiconductor Corporation

Fungible, Inc.

Subtotal: Semiconductors (0.04%)*

Software

Aria Systems, Inc.

Automation Anywhere, Inc.

Bitsight Technologies, Inc.

Brain Corporation

CloudBolt Software, Inc.

Cloudian, Inc.

Cloudpay, Inc.

Convoy, Inc.

Couchbase, Inc.

Cutover, Inc.

Dashlane, Inc.

Delphix Corp.

Demandbase, Inc.

DNAnexus, Inc.

DroneDeploy, Inc.

Eigen Technologies Ltd.

Elation Health, Inc.

Esme Learning Solutions, Inc.

Evernote Corporation

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

1/28/2015

11/3/2014

9/21/2018

Common Stock

Preferred Series AA

Preferred Series BB

12/29/2017

Preferred Series B-1

2/4/2022

9/27/2013

3/31/2017

Common Stock

Common Stock

Common Stock

6/26/2015

12/16/2021

Preferred Series D-2

Common Stock

5/22/2015

9/23/2022

11/18/2020

10/4/2021

9/30/2020

11/6/2018

4/10/2018

3/30/2022

4/25/2019

9/21/2022

3/11/2019

10/8/2019

8/2/2021

3/21/2014

6/30/2022

4/13/2022

9/12/2022

1/27/2022

9/30/2016

Preferred Series G

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series B

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

Preferred Series C

Common Stock

Common Stock

Common Stock

Common Stock

Common Stock

See notes to consolidated financial statements.

103

221,622

22,572

110,946

725,806

836,752

3,076,323

59,642

62,794

15,712

750,000

800,000

231,535

254,778

29,691

194,629

211,342

477,454

6,763

165,456

105,350

102,898

453,641

718,898

727,047

909,091

95,911

522

362,837

56,765

62,500

35 

35 

455 

362 

351 

713 

294 

110 

401 

61 

2,034 

99 

751 

850 

74 

448 

284 

165 

117 

71 

54 

974 

462 

26 

353 

1,594 

545 

97 

278 

8 

583 

198 

107 

35 

35 

— 

— 

— 

— 

54 

— 

864 

1 

919 

524 

(4)

(4)

(4)

— 

(15)

524 

— 

365 

398 

61 

1 

14 

400 

364 

488 

19 

168 

2,657 

180 

131 

300 

(15)

(5)(10)

(16)

(4)

(5)(10)(12)

6 

(5)(10)

382 

— 

6 

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Shares

Cost 

(2)

Value

Footnotes

Table of Contents

Portfolio Company

First Insight, Inc.

Fulfil Solutions, Inc.

Lightbend, Inc.

Mixpanel, Inc.

Nuvolo Technologies Corporation

Poplicus, Inc.

Reltio, Inc.

SignPost, Inc.

SingleStore, Inc.

Tact.ai Technologies, Inc.

The Faction Group LLC

VideoAmp, Inc.

Subtotal: Software (0.59%)*

Surgical Devices

Gynesonics, Inc.

TransMedics Group, Inc.

Subtotal: Surgical Devices (0.04%)*

Sustainable and Renewable Technology

Ampion, PBC

Fulcrum Bioenergy, Inc.

Halio, Inc.

Total Halio, Inc.

IngredientWerks Holdings, Inc. (p.k.a
Agrivida, Inc.)

Polyera Corporation

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

Warrant

5/10/2018

7/29/2022

2/14/2018

9/30/2020

3/29/2019

5/28/2014

6/30/2020

1/13/2016

4/28/2020

2/13/2020

11/3/2014

1/21/2022

Preferred Series B

Common Stock

Preferred Series D

Common Stock

Common Stock

Common Stock

Common Stock

Series Junior 1 Preferred

Preferred Series D

Common Stock

Preferred Series AA

Common Stock

1/16/2013

9/11/2015

Preferred Series C

Common Stock

4/15/2022

4/30/2013

4/22/2014

4/7/2015

Common Stock

Preferred Series C-1

Preferred Series A

Preferred Series B

6/20/2013

Preferred Series D

3/24/2015

Preferred Series C

Subtotal: Sustainable and Renewable Technology (0.03%)*

Total: Warrant Investments (2.19%)*

Total: Investments in Securities (211.21%)*

Investment Funds & Vehicles Investments

Drug Discovery & Development

Forbion Growth Opportunities Fund I C.V.

Forbion Growth Opportunities Fund II C.V.

Investment Funds &
Vehicles

Investment Funds &
Vehicles

11/16/2020

6/23/2022

Subtotal: Drug Discovery & Development (0.25%)*

See notes to consolidated financial statements.
104

75,917 $

96 

$

84,995

89,685

82,362

70,000

132,168

69,120

474,019

312,596

1,041,667

8,076

152,048

16,835

14,440

18,472

93,632

325,000

131,883

456,883

471,327

150,036

325 

131 

252 

172 

— 

215 

314 

103 

206 

234 

1,275 

9,761 

7 

39 

46 

52 

64 

155 

63 

218 

120 

269 

723 

(12)

(15)

(4)

39 

314 

1 

225 

175 

— 

298 

— 

426 

69 

436 

321 

8,244 

— 

492 

492 

44 

275 

126 

43 

169 

— 

— 

488 

$

$

$

$

30,964 

3,002,197 

$

$

30,646 

2,960,062 

2,699 

$

3,080 

(5)(10)(17)

419 

438 

(5)(10)(17)

3,118 

$

3,518 

Table of Contents

HERCULES CAPITAL, INC.
CONSOLIDATED SCHEDULE OF INVESTMENTS
December 31, 2022
(dollars in thousands)

Portfolio Company

Software

Liberty Zim Co-Invest L.P.

Subtotal: Software (0.03%)*

Type of
Investment

Acquisition Date 

(4)

Series 

(3)

Investment Funds &
Vehicles

7/21/2022

Total: Investment Funds & Vehicles Investments (0.28%)*

Total: Investments (211.49%)*

Shares

Cost 

(2)

Value

Footnotes

$

$

$

381 

$

381 

3,499 

3,005,696 

$

$

(5)(10)

375 

375 

3,893 

2,963,955 

*

Value as a percent of net assets. The Company uses the Standard Industrial Code for classifying the industry grouping of its portfolio companies.

(1)

Interest rate PRIME represents 7.50% as of December 31, 2022. 1-month LIBOR, 3-month LIBOR, and 6-month LIBOR represent, 4.40%, 4.77%, and 5.14%, respectively, as of December 31, 2022.

(2) Gross unrealized appreciation, gross unrealized depreciation, and net unrealized depreciation for federal income tax purposes totaled $72.2 million, $112.0 million, and $39.8 million, respectively. The tax cost of

investments is $3.0 billion.

(3) Preferred and common stock, warrants, and equity interests are generally non-income producing.

(4) Except for warrants in 27 publicly traded companies and common stock in 43 publicly traded companies, all investments are restricted as of December 31, 2022 and were valued at fair value using Level 3

significant unobservable inputs as determined in good faith by the Company’s Board.

(5) Non-U.S. company or the company’s principal place of business is outside the United States.

(6)

[Reserved]

(7) Control investment as defined under the 1940 Act in which Hercules owns at least 25% of the company’s voting securities or has greater than 50% representation on its board.

(8) Debt is on non-accrual status as of December 31, 2022, and is therefore considered non-income producing. Note that only the PIK portion is on non-accrual for the Company’s debt investment in Tectura Corporation

and Pineapple Energy LLC.

(9) Denotes that all or a portion of the debt investment is convertible debt.

(10) Indicates assets that the Company deems not “qualifying assets” under section 55(a) of 1940 Act. Qualifying assets must represent at least 70% of the Company’s total assets at the time of acquisition of any

additional non-qualifying assets.

(11) Denotes that all or a portion of the debt investment is pledged as collateral under the SMBC Facility (as defined in “Note 5 — Debt”).

(12) Denotes that all or a portion of the investment is pledged as collateral under the MUFG Bank Facility (as defined in “Note 5 — Debt”).

(13) Denotes that all or a portion of the debt investment secures the 2031 Asset-Backed Notes (as defined in “Note 5 — Debt”).

(14) Denotes that all or a portion of the debt investment principal includes accumulated PIK interest and is net of repayments.

(15) Denotes that all or a portion of the investment in this portfolio company is held by Hercules Capital IV, L.P., the Company’s wholly owned small business investment company.

(16) Denotes that the fair value of the Company’s total investments in this portfolio company represent greater than 5% of the Company’s total net assets as of December 31, 2022.

(17) Denotes that there is an unfunded contractual commitment available at the request of this portfolio company as of December 31, 2022. Refer to “Note 11 — Commitments and Contingencies”.

(18) Denotes unitranche debt with first lien “last-out” senior secured position and security interest in all assets of the portfolio company whereby the “last-out” portion will be subordinated to the “first-out” portion in a

liquidation, sale or other disposition.

(19) Denotes second lien senior secured debt.

(20) Denotes all or a portion of the public equity or warrant investment was acquired in a transaction exempt from registration under the Securities Act of 1933 (“Securities Act”) and may be deemed to be “restricted

securities” under the Securities Act.

(21) Denotes investment in a non-voting security in the form of a promissory note. The terms of the notes provide the Company with a lien on the issuers' shares of Common Stock in portfolio company Black Crow AI,

Inc., subject to release upon repayment of the outstanding balance of the notes. As of December 31, 2022, the Black Crow AI, Inc. affiliates promissory notes had an outstanding balance of $3.0 million.

(22) Denotes the security holds rights to royalty fee income associated with certain products of the portfolio company. The approximate cost and fair value of the royalty contract are $4.6 million and $3.4 million,

respectively.

See notes to consolidated financial statements.

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Table of Contents

1. Description of Business

HERCULES CAPITAL, INC.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS

Hercules Capital, Inc. (the “Company”) is a specialty finance company focused on providing senior secured loans to high-growth, innovative venture capital-backed

and institutional-backed companies in a variety of technology, life sciences, and sustainable and renewable technology industries. The Company sources its investments through
its principal office, which was located in Palo Alto, CA until February 12, 2024 and in San Mateo, CA thereafter and presently, as well as through its additional offices in
Boston, MA, New York, NY, Bethesda, MD, San Diego, CA, Denver, CO, and London, United Kingdom. The Company was incorporated under the General Corporation Law
of the State of Maryland in December 2003.

The Company is an internally managed, non-diversified closed-end investment company that has elected to be regulated as a Business Development Company under
the Investment Company Act of 1940, as amended. From incorporation through December 31, 2005, the Company was subject to tax as a corporation under Subchapter C of
the Code. Effective January 1, 2006, the Company elected to be treated for U.S. federal income tax purposes as a regulated investment company (“RIC”) under Subchapter M
of the Code (see “Note 6 – Income Taxes”).

The Company is not registered with the Commodity Futures Trading Commission (“CFTC”). The Company has claimed an exclusion from the definition of the term

“commodity pool operator” under the Commodity Exchange Act (“CEA”), pursuant to Rule 4.5 under the CEA. The Company is not, therefore, subject to registration or
regulation as a “commodity pool operator” under the CEA.

Hercules Capital IV, L.P. (“HC IV”) is our wholly owned Delaware limited partnership that was formed in December 2010. HC IV received a license to operate as a

Small Business Investment Company (“SBIC”) under the authority of the Small Business Administration (“SBA”) on October 27, 2020. SBICs are subject to a variety of
regulations concerning, among other things, the size and nature of the companies in which they may invest and the structure of those investments. Hercules Technology SBIC
Management, LLC (“HTM”), is a wholly owned limited liability company subsidiary of the Company, which was formed in November 2003 and serves as the general partner
of HC IV.

The Company has also established certain wholly owned subsidiaries, all of which are structured as Delaware corporations or Limited Liability Companies (“LLCs”),
to hold portfolio companies organized as LLCs (or other forms of pass-through entities). These subsidiaries are consolidated for financial reporting purposes in accordance with
generally accepted accounting principles in the United States of America (“U.S. GAAP”). Certain of the subsidiaries are taxable and not consolidated with Hercules for income
tax purposes and may generate income tax expense, or benefit, and tax assets and liabilities as a result of their ownership of certain portfolio investments.

The Company formed Hercules Capital Management LLC and Hercules Adviser LLC in 2020 as wholly owned Delaware limited liability subsidiaries. The Company

was granted no-action relief by the staff of the Securities and Exchange Commission (“SEC”) to allow Hercules Adviser LLC (the "Adviser Subsidiary") to register as a
registered investment adviser under the Investment Advisers Act of 1940, as amended (“Advisers Act”). The Adviser Subsidiary provides investment advisory and related
services to investment vehicles (“Adviser Funds”) owned by one or more unrelated third-party investors (“External Parties”). The Adviser Subsidiary is owned by Hercules
Capital Management LLC and collectively held and presented with Hercules Partner Holdings, LLC, which separately wholly owns the general partnership vehicles to each of
the Adviser Funds.

2. Summary of Significant Accounting Policies

Basis of Presentation

The accompanying consolidated financial statements have been prepared in accordance with U.S GAAP and pursuant to Regulation S-X. The Company’s functional

currency is U.S. dollars (“USD”) and these consolidated financial statements have been prepared in that currency.

As an investment company, the Company follows accounting and reporting guidance as set forth in Topic 946, Financial Services – Investment Companies (“ASC

Topic 946”) of the Financial Accounting Standards Board's (“FASB”) Accounting Standards Codification, as amended (“ASC”). As provided under Regulation S-X and ASC
Topic 946, the Company will not consolidate its investment in a portfolio company other than an investment company subsidiary or a controlled operating company whose
business consists of providing services to the Company. Rather, an investment company’s interest in portfolio companies that are not investment companies should be measured
at fair value in accordance with ASC Topic 946. The Adviser Subsidiary is not an investment company as defined in ASC Topic 946 and further, the Adviser Subsidiary
provides investment advisory services exclusively to the Adviser Funds which are owned

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by External Parties. As such pursuant to ASC Topic 946, the Adviser Subsidiary is accounted for as a portfolio investment of the Company held at fair value and is not
consolidated.

Financial statements prepared on a U.S. GAAP basis require management to make estimates and assumptions that affect the reported amounts of assets and liabilities
at the date of the consolidated financial statements and the reported amounts of income, expenses, gains and losses during the reported periods. Changes in the economic and
regulatory environment, financial markets, the credit worthiness of our portfolio companies, other macro-economic developments (for example, global pandemics, natural
disasters, terrorism, international conflicts and war), and any other parameters used in determining these estimates and assumptions could cause actual results to differ from
these estimates and assumptions.

Principles of Consolidation

The Consolidated Financial Statements include the accounts of the Company, its consolidated subsidiaries, and all Variable Interest Entities (“VIE”) of which the

Company is the primary beneficiary. All intercompany accounts and transactions have been eliminated in consolidation.

A VIE is an entity that either (i) has insufficient equity to permit the entity to finance its activities without additional subordinated financial support or (ii) has equity

investors who lack the characteristics of a controlling financial interest. The primary beneficiary of a VIE is the party with both the power to direct the activities of the VIE that
most significantly impact the VIE’s economic performance and the obligation to absorb the losses or the right to receive benefits that could be significant to the VIE.

To assess whether the Company has the power to direct the activities of a VIE that most significantly impact its economic performance, the Company considers all the

facts and circumstances including its role in establishing the VIE and its ongoing rights and responsibilities. This assessment includes identifying the activities that most
significantly impact the VIE’s economic performance and identifying which party, if any, has power over those activities. In general, the party that makes the most significant
decisions affecting the VIE is determined to have the power to direct the activities of a VIE. To assess whether the Company has the obligation to absorb the losses or the right
to receive benefits that could potentially be significant to the VIE, the Company considers all of its economic interests, including debt and equity interests, servicing rights and
fee arrangements, and any other variable interests in the VIE. If the Company determines that it is the party with the power to make the most significant decisions affecting the
VIE, and the Company has a potentially significant interest in the VIE, then it consolidates the VIE.

The Company performs periodic reassessments, usually quarterly, of whether it is the primary beneficiary of a VIE. The reassessment process considers whether the

Company has acquired or divested the power to direct the activities of the VIE through changes in governing documents or other circumstances. The Company also reconsiders
whether entities previously determined not to be VIEs have become VIEs, based on certain events, and therefore are subject to the VIE consolidation framework.

The Company's Consolidated Financial Statements included the accounts of the securitization trust, a VIE, formed in 2022 in conjunction with the issuance of the 2031

Asset-Backed Notes (as defined in “Note 5 – Debt”). The Company held no interests in a VIE as of December 31, 2021. The assets of the Company's securitization VIE are
restricted to be used to settle obligations of its consolidated securitization VIE, which are disclosed parenthetically on the Consolidated Statements of Assets and Liabilities.
The liabilities are the only obligations of its consolidated securitization VIE, and the creditors (or beneficial interest holders) do not have recourse to the Company's general
credit.

Fair Value Measurements

The Company follows guidance in ASC Topic 820, Fair Value Measurement (“ASC Topic 820”), where fair value is defined as the price that would be received to sell
an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date. ASC Topic 820 establishes a framework for measuring the
fair value of assets and liabilities and outlines a three-tier hierarchy which maximizes the use of observable market data input and minimizes the use of unobservable inputs to
establish a classification of fair value measurements. Inputs refer broadly to the assumptions that market participants would use in pricing the asset or liability, including
assumptions about risk, such as the risk inherent in a particular valuation technique used to measure fair value using a pricing model and/or the risk inherent in the inputs for the
valuation technique. Inputs may be observable or unobservable. Observable inputs reflect the assumptions market participants would use in pricing the asset or liability based
on market data obtained from sources independent of the Company. Unobservable inputs reflect the Company’s own assumptions about the assumptions market participants
would use in pricing the asset or liability based on the information available. The inputs or methodology used for valuing assets or liabilities may not be an indication of the
risks associated with investing in those assets or liabilities. ASC Topic 820 also requires disclosure for fair value measurements based on the level within the hierarchy of the
information used in the valuation. ASC Topic 820 applies whenever other standards require (or permit) assets or liabilities to be measured at fair value.

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The Company categorizes all investments recorded at fair value in accordance with ASC Topic 820 based upon the level of judgment associated with the inputs used to

measure their fair value. Hierarchical levels, defined by ASC Topic 820 and directly related to the amount of subjectivity associated with the inputs to fair valuation of these
assets and liabilities, are as follows:

Level 1—Inputs are unadjusted, quoted prices in active markets for identical assets at the measurement date. The types of assets carried at Level 1 fair value generally
are equities listed in active markets.

Level 2—Inputs (other than quoted prices included in Level 1) are either directly or indirectly observable for the asset in connection with market data at the
measurement date and for the extent of the instrument’s anticipated life. Fair valued assets that are generally included in this category are publicly held debt
investments and warrants held in a public company.

Level 3—Inputs reflect management’s best estimate of what market participants would use in pricing the asset at the measurement date. It includes prices or valuations
that require inputs that are both significant to the fair value measurement and unobservable. Generally, assets carried at fair value and included in this category are the
debt investments and warrants and equities held in a private company.

Valuation of Investments

The most significant estimate inherent in the preparation of the Company’s consolidated financial statements is the valuation of investments and the related amounts of

unrealized appreciation and depreciation of investments recorded.

As of December 31, 2023, approximately 95.1% of the Company’s total assets represented investments in portfolio companies whose fair value is determined in good

faith by the Company's Valuation Committee and approved by the Board. Fair Value, as defined in Section 2(a)(41) of the 1940 Act, is (i) the market price for those securities
for which a market quotation is readily available and (ii) for all other securities and assets, fair value is as determined in good faith by the valuation designee of the Board. The
Company’s investments are carried at fair value in accordance with the 1940 Act and ASC Topic 946 and measured in accordance with ASC Topic 820. The Company’s debt
securities are primarily invested in venture capital-backed and institutional-backed companies in technology-related industries including technology, drug discovery and
development, biotechnology, life sciences, healthcare, and sustainable and renewable technology at all stages of development. Given the nature of lending to these types of
businesses, substantially all of the Company’s investments in these portfolio companies are considered Level 3 assets under ASC Topic 820 because there generally is no
known or accessible market or market indexes for these investment securities to be traded or exchanged. As such, the Company values substantially all of its investments at fair
value as determined in good faith pursuant to a consistent valuation policy established by the Board in accordance with the provisions of ASC Topic 820 and the 1940 Act. Due
to the inherent uncertainty in determining the fair value of investments that do not have a readily available market value, the fair value of the Company’s investments
determined in good faith by the Company's Valuation Committee and approved by the Board may differ significantly from the value that would have been used had a readily
available market existed for such investments, and the differences could be material.

In accordance with procedures established by its Board, the Company values investments on a quarterly basis following a multistep valuation process. Pursuant to the
amended SEC Rule 2a-5 of the 1940 Act, the Board has designated the Company’s Valuation Committee as the “valuation designee”. The quarterly Board approved multi-step
valuation process is described below:

(1) The Company’s quarterly valuation process begins with each portfolio company being initially valued by the investment professionals responsible for the portfolio

investment;

(2) Preliminary valuation conclusions and business-based assumptions, along with any applicable fair value marks provided by an independent firm, are reviewed with the

Company’s investment committee and certain member(s) of credit group as necessary;

(3) The Valuation Committee reviews the preliminary valuations recommended by the investment committee and certain member(s) of the credit group of each investment
in the portfolio and determines the fair value of each investment in the Company’s portfolio in good faith and recommends the valuation determinations to the Audit
Committee of the Board;

(4) The Audit Committee of the Board provides oversight of the quarterly valuation process in accordance with Rule 2a-5, which includes a review of the quarterly reports
prepared by the Valuation Committee, reviews the fair valuation determinations made by the Valuation Committee, and approves such valuations for inclusion in
public reporting and disclosures, as appropriate; and

(5) The Board, upon the recommendation of the Audit Committee, discusses valuations and approves the fair value of each investment in the Company’s portfolio.

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Investments purchased within the preceding two calendar quarters before the valuation date and debt investments with remaining maturities within 12 months or less
may each be valued at cost with interest accrued or discount accreted/premium amortized to the date of maturity, unless such valuation, in the judgment of the Company, does
not represent fair value. In this case such investments shall be valued at fair value as determined in good faith by the Valuation Committee and approved by the Board.
Investments that are not publicly traded or whose market quotations are not readily available are valued at fair value as determined in good faith by the Valuation Committee
and approved by the Board.

As part of the overall process noted above, the Company engages one or more independent valuation firm(s) to provide management with assistance in determining the
fair value of selected portfolio investments each quarter. In selecting which portfolio investments to engage an independent valuation firm, the Company considers a number of
factors, including, but not limited to, the potential for material fluctuations in valuation results, size, credit quality, and the time lapse since the last valuation of the portfolio
investment by an independent valuation firm. The scope of services rendered by the independent valuation firm is at the discretion of the Valuation Committee and subject to
approval of the Board, and the Company may engage an independent valuation firm to value all or some of our portfolio investments. In determining the fair value of a
portfolio investment in good faith, the Company recognizes these determinations are made using the best available information that is knowable or reasonably knowable. In
addition, changes in the market environment, portfolio company performance and other events that may occur over the duration of the investments may cause the gains or
losses ultimately realized on these investments to be materially different than the valuations currently assigned. The change in fair value of each individual investment is
recorded as an adjustment to the investment's fair value and the change is reflected in unrealized appreciation or depreciation.

Debt Investments

The Company’s debt securities are primarily invested in venture capital-backed and institutional-backed companies in technology-related industries including
technology, drug discovery and development, biotechnology, life sciences, healthcare, and sustainable and renewable technology at all stages of development. Given the nature
of lending to these types of businesses, substantially all of the Company’s investments in these portfolio companies are considered Level 3 assets under ASC Topic 820 because
there generally is no known or accessible market or market indexes for debt instruments for these investment securities to be traded or exchanged. The Company may, from
time to time, invest in public debt of companies that meet the Company’s investment objectives, and to the extent market quotations or other pricing indicators (i.e. broker
quotes) are available, these investments are considered Level 1 or 2 assets in line with ASC Topic 820.

In making a good faith determination of the value of the Company’s investments, the Company generally starts with the cost basis of the investment, which includes
the value attributed to the original issue discount (“OID”), if any, and payment-in-kind (“PIK”) interest or other receivables which have been accrued as earned. The Company
then applies the valuation methods as set forth below.

The Company assumes the sale of each debt security in a hypothetical market to a hypothetical market participant where buyers and sellers are willing participants.
The hypothetical market does not include scenarios where the underlying security was simply repaid or extinguished, but includes an exit concept. The Company determines
the yield at inception for each debt investment. The Company then uses senior secured, leveraged loan yields provided by third party providers to calibrate the change in market
yields between inception of the debt investment and the measurement date. Industry specific indices and other relevant market data are used to benchmark and assess market-
based movements for reasonableness. As part of determining the fair value, the Company also evaluates the collateral for recoverability of the debt investments. The Company
considers each portfolio company’s credit rating, security liens and other characteristics of the investment to adjust the baseline yield to derive a credit adjusted hypothetical
yield for each investment as of the measurement date. The anticipated future cash flows from each investment are then discounted at the hypothetical yield to estimate each
investment’s fair value as of the measurement date. The Company’s process includes an analysis of, among other things, the underlying investment performance, the current
portfolio company’s financial condition and market changing events that impact valuation, estimated remaining life, current market yield and interest rate spreads of similar
securities as of the measurement date.

The Company values debt securities that are traded on a public exchange at the prevailing market price as of the valuation date. For syndicated debt investments, for
which sufficient market data is available and liquidity, the Company values debt securities using broker quotes and bond indices amongst other factors. If there is a significant
deterioration of the credit quality of a debt investment, the Company may consider other factors to estimate fair value, including the proceeds that would be received in a
liquidation analysis.

The Company records unrealized depreciation on investments when it believes that an investment has decreased in value, including where collection of a debt
investment is doubtful or, if under the in-exchange premise, when the value of a debt investment is less than amortized cost of the investment. Conversely, where appropriate,
the Company records

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unrealized appreciation if it believes that the underlying portfolio company has appreciated in value and, therefore, that its investment has also appreciated in value or, if under
the in-exchange premise, the value of a debt investment is greater than amortized cost.

When originating a debt instrument, the Company generally receives warrants or other equity securities from the borrower. The Company determines the cost basis of
the warrants or other equity securities received based upon their respective fair values on the date of receipt in proportion to the total fair value of the debt and warrants or other
equity securities received. Any resulting discount on the debt investments from recording warrant or other equity instruments is accreted into interest income over the life of the
debt investment.

Equity Securities and Warrants

Securities that are traded in the over-the-counter markets or on a stock exchange will be valued at the prevailing bid price at period end. The Company has a limited
amount of equity securities in public companies. In accordance with the 1940 Act, unrestricted publicly traded securities for which market quotations are readily available are
valued at the closing market quote on the measurement date.

At each reporting date, privately held warrant and equity securities are valued based on an analysis of various factors including, but not limited to, the portfolio
company’s operating performance and financial condition, general market conditions, price to enterprise value or price to equity ratios, discounted cash flow, valuation
comparisons to comparable public companies or other industry benchmarks. When an external event occurs, such as a purchase transaction, public offering, or subsequent
equity sale, the pricing indicated by that external event is utilized to corroborate the Company’s valuation of the warrant and equity securities. The Company periodically
reviews the valuation of its portfolio companies that have not been involved in a qualifying external event to determine if the enterprise value of the portfolio company may
have increased or decreased since the last valuation measurement date. Absent a qualifying external event, the Company estimates the fair value of warrants using a Black
Scholes OPM. For certain privately held equity securities, the income approach is used, in which the Company converts future amounts (for example, cash flows or earnings) to
a net present value. The measurement is based on the value indicated by current market expectations about those future amounts. In following these approaches, the types of
factors that the Company may take into account include, as relevant: applicable market yields and multiples, the portfolio company’s capital structure, the nature and realizable
value of any collateral, the portfolio company’s ability to make payments, its earnings and discounted cash flows, and enterprise value among other factors.

Investment Funds & Vehicles

The Company applies the practical expedient provided by the ASC Topic 820 relating to investments in certain entities that calculate net asset value per share (or its

equivalent). ASC Topic 820 permits an entity holding investments in certain entities that either are investment companies, or have attributes similar to an investment company,
and calculate NAV per share or its equivalent for which the fair value is not readily determinable, to measure the fair value of such investments on the basis of that NAV per
share, or its equivalent, without adjustment. Investments which are valued using NAV per share as a practical expedient are not categorized within the fair value hierarchy as
per ASC Topic 820.

Derivative Instruments

The Company's derivative instruments include foreign currency forward contracts. The Company recognizes all derivative instruments as assets or liabilities at fair

value in its consolidated financial statements. Derivative contracts entered into by the Company are not designated as hedging instruments, and as a result, the Company
presents changes in fair value through net change in unrealized appreciation (depreciation) on non-control/non-affiliate investments in the Consolidated Statements of
Operations. Realized gains and losses of the derivative instruments are included in net realized gains (losses) on non-control/non-affiliate investments in the Consolidated
Statements of Operations. The net cash flows realized on settlement of derivatives are included in realized (gain) loss in the Consolidated Statements of Cash Flows.

Cash, Cash Equivalents, and Restricted Cash

Cash and cash equivalents consist solely of funds deposited with financial institutions and short-term liquid investments in money market deposit accounts. Cash and
cash equivalents are carried at cost, which approximates fair value. As of December 31, 2023, the Company held $804 thousand (Cost basis $842 thousand) of foreign cash. As
of December 31, 2022, the Company held $1,178 thousand (Cost basis $1,168 thousand) of foreign cash. Restricted cash includes amounts that are held as collateral securing
certain of the Company’s financing transactions, including amounts held in a securitization trust by trustees related to its 2031 Asset-Backed Notes (refer to “Note 5 – Debt”).

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Other Assets

Other assets generally consist of prepaid expenses, debt issuance costs on our Credit Facilities net of accumulated amortization, fixed assets net of accumulated

depreciation, deferred revenues and deposits and other assets, including escrow and other investment related receivables.

Escrow Receivables

Escrow receivables are collected in accordance with the terms and conditions of the escrow agreement. Escrow balances are typically distributed over a period greater
than one year and may accrue interest during the escrow period. Escrow balances are measured for collectability on at least a quarterly basis and fair value is determined based
on the amount of the estimated recoverable balances and the contractual maturity date.

Leases

The Company determines if an arrangement is a lease at inception. Operating leases are included in right-of-use (“ROU”) assets, and operating lease liability
obligations in our Consolidated Statements of Assets and Liabilities. The Company recognizes a ROU asset and an operating lease liability for all leases, with the exception of
short-term leases which have a term of 12 months or less. ROU assets represent the right to use an underlying asset for the lease term and operating lease liability obligations
represent the obligation to make lease payments arising from the lease. ROU assets and liabilities are recognized at lease commencement date based on the present value of
lease payments over the lease term. The Company has lease agreements with lease and non-lease components and has separated these components when determining the ROU
assets and the related lease liabilities. As most of the Company’s leases do not provide an implicit rate, the Company estimated its incremental borrowing rate based on the
information available at the lease commencement date in determining the present value of lease payments. The Company uses the implicit rate when readily determinable. The
ROU asset also includes any lease payments made and excludes lease incentives and lease direct costs. The Company’s lease terms may include options to extend or terminate
the lease when it is reasonably certain that we will exercise that option. Lease expense is recognized on a straight-line basis over the lease term. See “Note 11 – Commitments
and Contingencies”.

Investment Income Recognition

The Company’s investment portfolio generates interest, fee, and dividend income. The Company records interest income on an accrual basis, recognizing income as

earned in accordance with the contractual terms of the loan agreement, to the extent that such amounts are expected to be collected. The Company’s Structured Debt
investments may generate OID. The OID received upfront typically represents the value of detachable equity, warrants, or another asset obtained in conjunction with the
acquisition of debt securities. The OID is accreted into interest income over the term of the loan as a yield enhancement following the effective interest method. Additionally,
certain debt investments in the Company’s portfolio earn PIK interest. The Company records PIK interest in accordance with the contractual terms of the loan agreement, to the
extent that such amounts are expected to be collected. Contractual PIK interest represents contractually deferred interest that is added to the loan balance as principal and is
generally due at the end of the loan term.

The Company’s loan origination activities generate fee income, which is generally collected in advance and includes loan commitment, facility fees for due diligence

and structuring, as well as fees for transaction services and management services rendered by the Company to portfolio companies and other third parties. Loan commitment
and facility fees are capitalized and then amortized into income over the contractual life of the loan using the effective interest method. One-off fees for transaction and
management services are generally recognized as income in the period when the services are rendered. The Company may also earn loan exit fees, which are contractual fees
that are generally received upon the earlier of maturity or prepayment. The Company accretes loan exit fees into interest income following the effective interest method,
recognizing income as earned in accordance with the contractual terms of the loan agreement, to the extent that such amounts are expected to be collected.

From time to time, additional fees may be earned by the Company relating to specific loan modifications, prepayments, or other one-off events. These non-recurring

fees are either amortized into fee income over the remaining term of the loan commencing in the quarter for loan modifications, or recognized currently as one-time fee income
for items such as prepayment penalties, fees related to select covenant default waiver fees, and acceleration of previously deferred loan fees and OID related to early loan pay-
off or material modification of the specific debt outstanding.

Debt investments are placed on non-accrual status when it is probable that principal, interest or fees will not be collected according to contractual terms. When a debt

investment is placed on non-accrual status, the Company ceases to recognize interest and fee income until the portfolio company has paid all principal and interest due or
demonstrated the ability to repay its current and future contractual obligations to the Company. The Company may determine to continue to

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accrue interest on a loan where the investment has sufficient collateral value to collect all of the contractual amount due and is in the process of collection. Interest collected on
non-accrual investments are generally applied to principal.

Realized Gains or Losses

Realized gains or losses are measured by the difference between the net proceeds from the sale or other realization event and the cost basis of the investment using the

specific identification method without regard to unrealized appreciation or depreciation previously recognized, and includes investments charged off during the period, net of
recoveries.

Secured Borrowings

The Company follows the guidance in ASC Topic 860, Transfers and Servicing (“ASC Topic 860”), when accounting for participation and other partial loan sales.

Certain loan sales do not qualify for sale accounting under ASC Topic 860 because these sales do not meet the definition of a “participating interest”, as defined in the guidance,
in order for sale accounting treatment to be allowed. Participations or other partial loan sales which do not meet the definition of a participating interest, or which are not
eligible for sale accounting treatment remain as an investment on the consolidated balance sheet as required under U.S. GAAP and the proceeds are recorded as a secured
borrowing. Secured borrowings are carried at fair value.

Equity Offering Expenses

The Company’s offering expenses are charged against the proceeds from equity offerings when received as a reduction of capital upon completion of an offering of

registered securities.

Debt

The debt of the Company is carried at amortized cost which is comprised of the principal amount borrowed net of any unamortized discount and debt issuance costs.

Discounts and issuance costs are accreted to interest expense and loan fees, respectively, using the straight-line method, which closely approximates the effective yield method,
over the remaining life of the underlying debt obligations (see “Note 5 - Debt”). Accrued but unpaid interest is included within Accounts payable and accrued liabilities on the
Consolidated Statements of Assets and Liabilities. In the event that the debt is extinguished, either partially or in full, before maturity, the Company recognizes the gain or loss
in the Consolidated Statements of Operations within net realized gains (losses) as a “Loss on extinguishment of debt”.

Debt Issuance Costs

Debt issuance costs are fees and other direct incremental costs incurred by the Company in obtaining debt financing and are recognized as prepaid expenses and

amortized over the life of the related debt instrument using the effective yield method or the straight-line method, which closely approximates the effective yield method. In
accordance with ASC Subtopic 835-30, Interest – Imputation of Interest, debt issuance costs are presented as a reduction to the associated liability balance on the Consolidated
Statements of Assets and Liabilities, except for debt issuance costs associated with line-of-credit arrangements.

Stock-Based Compensation

The Company has issued and may, from time to time, issue stock options, restricted stock, and other stock-based compensation awards to employees and directors.
Management follows the guidance set forth under ASC Topic 718, to account for stock-based compensation awards granted. Under ASC Topic 718, compensation expense
associated with stock-based compensation is measured at the grant date based on the fair value of the award and is recognized over the vesting period. Determining the
appropriate fair value model and calculating the fair value of stock-based awards at the grant date requires judgment. This includes certain assumptions such as stock price
volatility, forfeiture rate, expected outcome probability, and expected option life, as applicable to each award. In accordance with ASC Topic 480, certain stock awards are
classified as a liability. The compensation expense associated with these awards is recognized in the same manner as all other stock-based compensation. The award liability is
recorded as deferred compensation and included in Accounts payable and accrued liabilities.

Income Taxes

The Company accounts for income taxes in accordance with the provisions of ASC Topic 740 Income Taxes, under which income taxes are provided for amounts
currently payable and for amounts deferred based upon the estimated future tax effects of differences between the financial statements and tax basis of assets and liabilities
given the provisions of the enacted tax law. Valuation allowances may be used to reduce deferred tax assets to the amount likely to be realized.

Because taxable income as determined in accordance with U.S. federal tax regulations differ from U.S. GAAP, taxable income generally differs from net income for

financial reporting purposes due to temporary and permanent differences in the recognition of income and expenses, and generally excludes net unrealized appreciation or
depreciation,

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as such gains or losses are not included in taxable income until they are realized. Permanent differences are reclassified among capital accounts in the financial statements to
reflect their appropriate tax character. Permanent differences may also result from the change in the classification of certain items, such as the treatment of short-term gains as
ordinary income for tax purposes. Temporary differences arise when certain items of income, expense, gains or losses are recognized at some time in the future for tax or U.S.
GAAP purposes.

The Company has elected to be treated as a RIC under Subchapter M of the Code. To qualify as a RIC, the Company is required to meet certain income and asset tests

in addition to distributing dividends of an amount generally at least equal to 90% of its investment company taxable income, as defined by the Code and determined without
regard to any deduction for distributions paid, to its stockholders. See “Certain United States Federal Income Tax Considerations” for additional information.

As a RIC, the Company is subject to a 4% non-deductible U.S. federal excise tax on certain undistributed income unless the Company makes distributions treated as
dividends for U.S. federal income tax purposes in a timely manner to its stockholders in respect of each calendar year of an amount at least equal to the sum of (1) 98% of its
ordinary income (taking into account certain deferrals and elections) for each calendar year, (2) 98.2% of its capital gain net income (adjusted for certain ordinary losses) for the
1-year period ending October 31 of each such calendar year and (3) any ordinary income and capital gain net income realized, but not distributed, in preceding calendar years.
The Company will not be subject to this excise tax on any amount on which the Company incurred U.S. federal income tax (such as the tax imposed on a RIC’s retained net
capital gains).

The amount to be paid out as a distribution is determined by the Board each quarter and is based upon the annual earnings estimated by the management of the

Company. To the extent that the Company's earnings fall below the amount of the dividend distributions declared, however, a portion of the total amount of the Company's
distributions for the fiscal year may be deemed a return of capital.

Depending on the level of taxable income earned in a taxable year, the Company may choose to carry over taxable income in excess of current taxable year

distributions from such taxable income into the next taxable year and incur a 4% excise tax on such taxable income, as required. The maximum amount of excess taxable
income that may be carried over for distribution in the next taxable year under the Code is the total amount of distributions paid in the following taxable year, subject to certain
declaration and payment guidelines. To the extent the Company chooses to carry over taxable income into the next taxable year, distributions declared and paid by the Company
in a taxable year may differ from the Company’s taxable income for that taxable year as such distributions may include the distribution of current taxable year taxable income,
the distribution of prior taxable year taxable income carried over into and distributed in the current taxable year, or returns of capital. The Company intends to timely distribute
to its stockholders substantially all of its annual taxable income for each year, except that it may retain certain net capital gains for reinvestment and, depending upon the level
of taxable income earned in a year, it may choose to carry forward taxable income for distribution in the following year and pay any applicable U.S. federal excise tax.

Earnings Per Share (“EPS”)

Basic EPS is calculated by dividing net earnings applicable to common stockholders by the weighted average number of common shares outstanding. Common shares

outstanding includes common stock and restricted stock for which no future service is required as a condition to the delivery of the underlying common stock. Diluted EPS
includes the determinants of basic EPS and, in addition, reflects the dilutive effect of the common stock deliverable pursuant to stock options and to restricted stock for which
future service is required as a condition to the delivery of the underlying common stock. In accordance with ASC 260-10-45-60A, the Company uses the two-class method in
the computation of basic EPS and diluted EPS, if applicable.

Comprehensive Income

The Company reports all changes in comprehensive income in the Consolidated Statements of Operations. The Company did not have other comprehensive income for

the years ended December 31, 2023, 2022, or 2021. The Company’s comprehensive income is equal to its net increase in net assets resulting from operations.

Distributions

Distributions to common stockholders are approved by the Board on a quarterly basis and the distribution payable is recorded on the ex-dividend date. The Company
maintains an “opt out” dividend reinvestment plan that provides for reinvestment of the Company’s distribution on behalf of the Company’s stockholders, unless a stockholder
elects to receive cash. As a result, if the Company declares a distribution, cash distributions will be automatically reinvested in additional shares of its common stock unless the
stockholder specifically “opts out” of the dividend reinvestment plan and chooses to receive cash distributions.

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Segments

The Company lends to and invests in portfolio companies in various technology-related industries including technology, drug discovery and development,
biotechnology, life sciences, healthcare, and sustainable and renewable technology. The Company separately evaluates the performance of each of its lending and investment
relationships. However, because each of these loan and investment relationships has similar business and economic characteristics, they have been aggregated into a single
reportable segment.

3. Fair Value of Financial Instruments

Fair value estimates are made at discrete points in time based on relevant information. These estimates may be subjective in nature and involve uncertainties and

matters of significant judgment and, therefore, cannot be determined with precision. Investments measured at fair value on a recurring basis are categorized in the tables below
based upon the lowest level of significant input to the valuations as of December 31, 2023 and December 31, 2022.

(in thousands)

Description

Cash and cash equivalents

Money Market Fund 

(1)

Other assets

Escrow and Other Investment Receivables

Investments

Senior Secured Debt

Unsecured Debt

Preferred Stock

Common Stock 

(2)

Warrants

Investment Funds & Vehicles measured at Net Asset Value 

(3)

Total Investments, at fair value

Derivative Instruments 

(4)

Total Investments including cash and cash equivalents and derivative instruments

(in thousands)

Description

Other assets

Escrow Receivables

Investments

Senior Secured Debt

Unsecured Debt

Preferred Stock

Common Stock

(2)

Warrants

Investment Funds & Vehicles measured at Net Asset Value 

(3)

Total Investments, at fair value

$

$

$

$

$

$

$

$

$

$

$

Balance as of
December 31,
2023

Quoted Prices in
Active Markets for
Identical Assets
(Level 1)

Significant
Other Observable
Inputs
(Level 2)

Significant
Unobservable
Inputs
(Level 3)

56,000 

$

56,000 

$

— 

$

— 

— 

$

$

— 

— 

— 

57,342 

— 

57,342 

$

10,888 

$

2,987,577 

$

69,722 

53,038 

99,132 

33,969 

3,243,438 

$

4,608 

3,248,046 

(766)

3,303,280 

— 

$

10,888 

$

2,987,577 

— 

— 

— 

— 

11,881 

11,881 

$

69,722 

53,038 

41,790 

22,088 

3,174,215 

Balance as of
December 31,
2022

Quoted Prices in
Active Markets for
Identical Assets
(Level 1)

Significant
Other Observable
Inputs
(Level 2)

Significant
Unobservable
Inputs
(Level 3)

875 

$

2,741,388 

$

54,056 

41,488 

92,484 

30,646 

2,960,062 

$

3,893 

2,963,955 

— 

$

$

— 

— 

— 

66,027 

— 

66,027 

$

— 

$

$

— 

— 

— 

1,398 

11,227 

875 

2,741,388 

54,056 

41,488 

25,059 

19,419 

12,625 

$

2,881,410 

(1) This investment is included in Cash and cash equivalents in the accompanying Consolidated Statements of Assets and Liabilities.
(2) Common Stock includes non-voting security in the form of a promissory note with a lien on shares of issuer's Common Stock.
(3)

In accordance with U.S. GAAP, certain investments are measured at fair value using the net asset value per share (or its equivalent) as a practical expedient and are not categorized within the fair value hierarchy as
per ASC 820. The fair value amounts presented in this table are intended to permit reconciliation of the fair value hierarchy to the amounts presented in the accompanying Consolidated Statements of Assets and
Liabilities.

(4) Derivative Instruments are carried at fair value and a level 2 security within the Company's fair value hierarchy.

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Unsecured Debt

Preferred Stock

Common Stock

Warrants

Other Assets

Escrow and Other Investment
Receivable

Total

(in thousands)

Investments

Unsecured Debt

Preferred Stock

Common Stock

Warrants

Other Assets

Escrow Receivable

Total

Table of Contents

The table below presents a reconciliation of changes for all financial assets and liabilities measured at fair value on a recurring basis, excluding accrued interest

components, using significant unobservable inputs (Level 3) for the years ended December 31, 2023 and December 31, 2022.

(in thousands)

Investments

Balance as of
January 1, 2023

Net Realized Gains
(Losses) 

(1)

Net Change in Unrealized
Appreciation
(Depreciation) 

(2)

Purchases 

(5)

Sales

Repayments 

(6)

Gross
Transfers
into
Level 3 

(3)

Gross
Transfers
out of
Level 3 

(3)

Balance as of
December 31, 2023

Senior Secured Debt

$

2,741,388 

$

(5,350)

$

17,277 

$

1,264,689 

$

$

(39,979)

$

2,987,577 

54,056 

41,488 

25,059 

19,419 

— 

(3,441)

— 

(4,295)

4,268 

(1,123)

11,325 

4,825 

11,398 

2,851 

6,000 

3,894 

— 

— 

— 

(594)

(1,755)

$

(990,448)

$

— 

— 

— 

— 

— 

— 

— 

13,263 

— 

— 

26,716 

— 

— 

— 

— 

— 

69,722 

53,038 

41,790 

22,088 

10,888 

3,185,103 

875 

65 

(17,022)

537 

(283)

$

2,882,285 

$

(13,021)

$

19,550 

$

1,289,369 

$

(2,632)

$

(990,448)

$

39,979 

$

(39,979)

$

Balance as of
January 1, 2022

Net Realized Gains
(Losses) 

(1)

Net Change in Unrealized
Appreciation
(Depreciation) 

(2)

Purchases 

(5)

Sales

Repayments 

(6)

Gross
Transfers
into
Level 3 

(4)

Gross
Transfers
out of
Level 3 

(4)

Balance as of
December 31, 2022

Senior Secured Debt

$

2,156,709 

$

(1,884)

$

(9,788)

$

1,145,048 

$

(84,000)

$

(461,193)

$

52,890 

69,439 

21,968 

27,477 

561 

— 

7,966 

(74)

(624)

401 

(2,840)

(23,658)

6,894 

(12,412)

(287)

4,006 

5,264 

25 

7,494 

1,148 

— 

(11,101)

(19)

(2,516)

(948)

— 

— 

— 

— 

— 

— 

— 

— 

207 

— 

— 

$

(3,504)

$

2,741,388 

— 

(6,422)

(3,942)

— 

— 

54,056 

41,488 

25,059 

19,419 

875 

$

2,329,044 

$

5,785 

$

(42,091)

$

1,162,985 

$

(98,584)

$

(461,193)

$

207 

$

(13,868)

$

2,882,285 

Included in net realized gains (losses) in the accompanying Consolidated Statements of Operations.
Included in net change in unrealized appreciation (depreciation) in the accompanying Consolidated Statements of Operations.

(1)
(2)
(3) Transfers within Level 3 during the year ended December 31, 2023 related to the conversion of Level 3 debt investments into Level 3 preferred stock investments and other assets.
(4) Transfers out of Level 3 during the year ended December 31, 2022 related to the initial public offerings of Gelesis, Inc., Pineapple Energy, LLC, and the conversion of Level 3 debt investments into common stock

investments. Transfers into Level 3 during the year ended December 31, 2022 related to the decline of liquidity of Kaleido Biosciences, Inc. shares.

(5) Amounts listed above are inclusive of loan origination fees received at the inception of the loan which are deferred and amortized into fee income as well as the accretion of existing loan discounts and fees during

the period. Escrow receivable purchases may include additions due to proceeds held in escrow from the liquidation of level 3 investments. Amounts are net of purchases assigned to the Adviser Funds.

(6) Amounts listed above include the acceleration and payment of loan discounts and loan fees due to early payoffs or restructures along with regularly scheduled amortization.

The following table presents the net unrealized appreciation (depreciation) recorded for preferred stock, common stock, debt and warrant Level 3 investments relating

to assets still held at the reporting date.

(in millions)

Debt investments

Preferred stock

Common stock

Warrant investments

$

Year Ended December 31,

2023

2022

11.5 

$

(4.6)

11.3 

1.5 

(18.9)

(19.4)

6.8 

(12.7)

The following tables provide quantitative information about the Company’s Level 3 fair value measurements as of December 31, 2023 and December 31, 2022. In

addition to the techniques and inputs noted in the tables below, according to the Company’s valuation policy, the Company may also use other valuation techniques and
methodologies when determining the Company’s fair value measurements. The tables below are not intended to be all-inclusive, but rather provide information on the
significant Level 3 inputs as they relate to the Company’s fair value measurements. See the accompanying Consolidated Schedule of Investments for the fair value of the
Company’s investments. The methodology for the determination of the fair value of the Company’s investments is discussed in “Note 2 – Summary of Significant

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Accounting Policies”. The significant unobservable input used in the fair value measurement of the Company’s escrow receivables is the amount recoverable at the contractual
maturity date of the escrow receivable.

Investment Type - Level 3
Debt Investments

Fair Value as of
December 31, 2023
(in thousands)

Valuation
Techniques/Methodologies

Unobservable Input 

(1)

Pharmaceuticals

$

971,775 

Market Comparable Companies

Hypothetical Market Yield

8,455 

Liquidation 

(3)

Premium/(Discount)

Probability weighting of alternative
outcomes

Technology

1,181,823 

Market Comparable Companies

Hypothetical Market Yield

23,244 

Convertible Note Analysis

— 

Liquidation 

(3)

Premium/(Discount)

Probability weighting of alternative
outcomes

Probability weighting of alternative
outcomes

Range

10.91% - 21.43%

(1.00)% - 3.50%

10.00% - 50.00%

11.30% - 20.74%

(1.00)% - 5.00%

1.00% - 50.00%

Weighted
(2)
Average 

13.46%

0.04%

41.83%

15.03%

0.47%

39.32%

100.00% - 100.00%

100.00%

Sustainable and Renewable
Technology

1,678 

Market Comparable Companies

Hypothetical Market Yield

10.75% - 10.75%

10.75%

Premium/(Discount)

0.75% - 0.75%

0.75%

Lower Middle Market

322,162 

Market Comparable Companies

Hypothetical Market Yield

Premium/(Discount)

12.54% - 20.15%

(0.75)% - 2.25%

14.13%

0.56%

Debt Investments for which Cost Approximates Fair Value

Other Investment Receivables

$

$

431,512 

54,430 

62,220 

3,057,299 

Debt Investments originated within 6 months

Imminent Payoffs 

(4)

Debt Investments Maturing in Less than One Year

Total Level 3 Debt Investments

9,648 

Liquidation

Probability weighting of alternative
outcomes

10.00% - 50.00%

41.83%

3,066,947  -94828000 Total Level Three Debt Investments and Other Investment Receivables

(1) The significant unobservable inputs used in the fair value measurement of the Company’s debt securities are hypothetical market yields and premiums/(discounts). The hypothetical market yield is defined as the exit
price of an investment in a hypothetical market to hypothetical market participants where buyers and sellers are willing participants. The premiums/(discounts) relate to company specific characteristics such as
underlying investment performance, security liens, and other characteristics of the investment. Significant increases (decreases) in the inputs in isolation may result in a significantly lower (higher) fair value
measurement, depending on the materiality of the investment.

•
•

Debt investments in the industries noted in the Company’s Consolidated Schedule of Investments are included in the industries noted above as         follows:
Pharmaceuticals, above, is comprised of debt investments in the “Drug Discovery & Development” and “Healthcare Services, Other” industries.
Technology, above, is comprised of debt investments in the “Communications & Networking”, “Information Services”, “Consumer & Business Services”, “Media/Content/Info” and “Software”
industries.
Sustainable and Renewable Technology, above, is comprised of debt investments in the “Sustainable and Renewable Technology” industry.
Lower Middle Market, above, is comprised of debt investments in the “Healthcare Services – Other”, “Consumer & Business Services”, “Diversified Financial Services”, “Sustainable and Renewable
Technology”, and “Software” industries.

•
•

(2) The weighted averages are calculated based on the fair market value of each investment.

(3) The significant unobservable input used in the fair value measurement of impaired debt securities is the probability weighting of alternative outcomes.

(4)

Imminent Payoffs represent debt investments that the Company expects to be fully repaid within the next three months, prior to their scheduled maturity date.

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Investment Type - Level 3
Debt Investments

Fair Value as of
December 31, 2022
(in thousands)

Valuation Techniques/Methodologies

Unobservable Input 

(1)

Pharmaceuticals

$

903,427  Market Comparable Companies

Hypothetical Market Yield

Premium/(Discount)

Technology

967,108  Market Comparable Companies

Hypothetical Market Yield

20,356  Convertible Note Analysis

1,671  Liquidation 

(3)

Premium/(Discount)

Probability weighting of alternative
outcomes

Probability weighting of alternative
outcomes

Sustainable and Renewable Technology

3,006  Market Comparable Companies

Hypothetical Market Yield

Premium/(Discount)

Lower Middle Market

328,393  Market Comparable Companies

Hypothetical Market Yield

8,042  Liquidation 

(3)

Premium/(Discount)

Probability weighting of alternative
outcomes

Debt Investments for which Cost Approximates Fair Value

392,168  Debt Investments originated within 6 months

Range

11.74% - 19.04%

(0.75)% - 1.75%

12.05% - 18.53%

(1.00)% - 1.50%

1.00% - 50.00%

5.00% - 80.00%

14.71% - 14.71%

0.75% - 0.75%

13.68% - 18.49%

(2.00)% - 0.75%

20.00% - 80.00%

Weighted
(2)
Average 

15.17%

0.01%

15.21%

0.20%

35.79%

48.29%

14.71%

0.75%

14.82%

(0.43)%

80.00%

Imminent Payoffs

77,676 
93,597  Debt Investments Maturing in Less than One Year

(4)

$

2,795,444  Total Level 3 Debt Investments

(1) The significant unobservable inputs used in the fair value measurement of the Company’s debt securities are hypothetical market yields and premiums/(discounts). The hypothetical market yield is defined as the exit
price of an investment in a hypothetical market to hypothetical market participants where buyers and sellers are willing participants. The premiums/(discounts) relate to company specific characteristics such as
underlying investment performance, security liens, and other characteristics of the investment. Significant increases (decreases) in the inputs in isolation may result in a significantly lower (higher) fair value
measurement, depending on the materiality of the investment.

Debt investments in the industries noted in the Company’s Consolidated Schedule of Investments are included in the industries noted above as follows:

•
•

•
•

Pharmaceuticals, above, is comprised of debt investments in the “Drug Discovery & Development” and “Healthcare Services, Other” industries.
Technology, above, is comprised of debt investments in the “Communications & Networking”, “Information Services”, “Consumer & Business Services”, “Media/Content/Info” and “Software”
industries.
Sustainable and Renewable Technology, above, is comprised of debt investments in the “Sustainable and Renewable Technology” industry.
Lower Middle Market, above, is comprised of debt investments in the “Healthcare Services – Other”, “Consumer & Business Services”, “Diversified Financial Services”, “Sustainable and Renewable
Technology”, and “Software” industries.

(2) The weighted averages are calculated based on the fair market value of each investment.

(3) The significant unobservable input used in the fair value measurement of impaired debt securities is the probability weighting of alternative outcomes.

(4)

Imminent payoffs represent debt investments that the Company expects to be fully repaid within the next three months, prior to their scheduled maturity date.

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Table of Contents

Investment Type - Level 3 Equity and
Warrant Investments

Fair Value as of
December 31, 2023
(in thousands)

Valuation Techniques/
Methodologies

Unobservable Input 

(1)

Equity Investments

$

52,094  Market Comparable Companies

EBITDA Multiple 

(2)

Revenue Multiple 

(2)

Tangible Book Value Multiple 

(2)

Discount for Lack of Marketability 

(3)

Warrant Investments

19,014  Market Comparable Companies

28,713  Discounted Cash Flow
(6)

2,925  Other 

Discount Rate 

(7)

EBITDA Multiple 

(2)

Revenue Multiple 

(2)

11,096  Market Adjusted OPM Backsolve

Market Equity Adjustment 

(4)

3,074  Market Adjusted OPM Backsolve

Market Equity Adjustment 

(4)

Discount for Lack of Marketability 

(3)

—  Other 

(6)

Total Level 3 Equity and
Warrant Investments

$

116,916 

Range

12.3x - 12.3x

0.3x - 20.1x

1.8x - 1.8x

7.11% - 92.72%

(86.14)% - 32.69%

19.88% - 31.97%

12.3x - 12.3x

0.9x - 10.2x

6.21% - 33.12%

(70.67)% - 34.86%

Weighted Average 

(5)

12.3x

7.2x

1.8x

31.57%

7.47%

30.51%

12.3x

4.2x

21.70%

13.17%

(1) The significant unobservable inputs used in the fair value measurement of the Company’s warrant and equity securities are revenue and/or earnings multiples (e.g. EBITDA, EBT, ARR), market equity adjustment
factors, and discounts for lack of marketability. Significant increases/(decreases) in the inputs in isolation would result in a significantly higher/(lower) fair value measurement, depending on the materiality of the
investment. For some investments, additional consideration may be given to data from the last round of financing or merger/acquisition events near the measurement date. The significant unobservable input used in
the fair value measurement of impaired equity securities is the probability weighting of alternative outcomes.

(2) Represents amounts used when the Company has determined that market participants would use such multiples when pricing the investments.

(3) Represents amounts used when the Company has determined market participants would take into account these discounts when pricing the investments.

(4) Represents the range of changes in industry valuations since the portfolio company's last external valuation event.

(5) Weighted averages are calculated based on the fair market value of each investment.

(6) The fair market value of these investments is derived based on recent market private market and merger and acquisition transaction prices.

(7) The discount rate used is based on current portfolio yield adjusted for uncertainty of actual performance and timing in capital deployments.

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Investment Type - Level 3 Equity and
Warrant Investments

Fair Value as of
December 31, 2022
(in thousands)

Valuation Techniques/
Methodologies

Unobservable Input 

(1)

Equity Investments

$

30,086  Market Comparable Companies

EBITDA Multiple

(2)

Revenue Multiple

(2)

Tangible Book Value Multiple

(2)

Discount for Lack of Marketability

(3)

13,795  Market Adjusted OPM Backsolve

Market Equity Adjustment

(4)

19,153  Discounted Cash Flow

—  Liquidation

Discount Rate

(7)

Revenue Multiple

(2)

Warrant Investments

12,479  Market Comparable Companies

3,513  Other

(6)

Discount for Lack of Marketability

(3)

EBITDA Multiple

(2)

Revenue Multiple

(2)

Discount for Lack of Marketability

(3)

6,934  Market Adjusted OPM Backsolve

Market Equity Adjustment

(4)

—  Liquidation

Revenue Multiple

(2)

Discount for Lack of Marketability

(3)

6  Other

(6)

Total Level 3 Equity and Warrant
Investments

$

85,966 

Range

12.4x - 12.4x

0.7x - 16.1x

1.6x - 1.6x

8.11% - 28.90%

(97.82)% - 16.34%

17.72% - 30.13%

2.1x - 2.1x

85.00% - 85.00%

12.4x - 12.4x

0.6x - 8.8x

8.11% - 32.70%

(97.82)% - 66.43%

6.2x - 6.2x

90.00% - 90.00%

Weighted Average 

(5)

12.4x

7.4x

1.6x

19.79%

(16.69)%

24.46%

2.1x

85.00%

12.4x

3.4x

18.97%

(8.86)%

6.2x

90.00%

(1) The significant unobservable inputs used in the fair value measurement of the Company’s warrant and equity securities are revenue and/or earnings multiples (e.g. EBITDA, EBT, ARR), market equity adjustment
factors, and discounts for lack of marketability. Significant increases/(decreases) in the inputs in isolation would result in a significantly higher/(lower) fair value measurement, depending on the materiality of the
investment. For some investments, additional consideration may be given to data from the last round of financing or merger/acquisition events near the measurement date. The significant unobservable input used in
the fair value measurement of impaired equity securities is the probability weighting of alternative outcomes.

(2) Represents amounts used when the Company has determined that market participants would use such multiples when pricing the investments.

(3) Represents amounts used when the Company has determined market participants would take into account these discounts when pricing the investments.

(4) Represents the range of changes in industry valuations since the portfolio company's last external valuation event.

(5) Weighted averages are calculated based on the fair market value of each investment.

(6) The fair market value of these investments is derived based on recent market transactions.

(7) The discount rate used is based on current portfolio yield adjusted for uncertainty of actual performance and timing in capital deployments.

The Company believes that the carrying amounts of its financial instruments, other than investments and debt, which consist of cash and cash equivalents, receivables

including escrow receivables, accounts payable and accrued liabilities, approximate the fair values of such items due to the short maturity of such instruments. The debt
obligations of the Company are recorded at amortized cost and not at fair value on the Consolidated Statements of Assets and Liabilities. The fair value of the Company’s
outstanding debt obligations are based on observable market trading prices or quotations and unobservable market rates as applicable for each instrument.

As of December 31, 2023 and December 31, 2022, the 2033 Notes were trading on the New York Stock Exchange ("NYSE") at $25.25 and $24.59 per unit at par

value. The par value at underwriting for the 2033 Notes was $25.00 per unit. Based on market quotations on or around December 31, 2023 the 2031 Asset-Backed Notes were
quoted for 0.950. The fair values of the SBA debentures, July 2024 Notes, February 2025 Notes, June 2025 Notes, June 2025 3-Year Notes, March 2026 A Notes, March 2026
B Notes, September 2026, and January 2027 Notes are calculated based on the net present value of payments over the term of the notes using estimated market rates for similar
notes and remaining terms. The fair values of the outstanding debt under the MUFG Bank Facility and the SMBC Facility are equal to their outstanding principal balances as of
December 31, 2023 and December 31, 2022.

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The following tables provide additional information about the approximate fair value and level in the fair value hierarchy of the Company’s outstanding borrowings as

of December 31, 2023 and December 31, 2022:

(in thousands)

Description

SBA Debentures

July 2024 Notes

February 2025 Notes

June 2025 Notes

June 2025 3-Year Notes

March 2026 A Notes

March 2026 B Notes

September 2026 Notes

January 2027 Notes

2031 Asset-Backed Notes

2033 Notes

MUFG Bank Facility

(1)

SMBC Facility

(in thousands)

Description

SBA Debentures

July 2024 Notes

February 2025 Notes

June 2025 Notes

June 2025 3-Year Notes

March 2026 A Notes

March 2026 B Notes

September 2026 Notes

January 2027 Notes

2031 Asset-Backed Notes

2033 Notes

MUFG Bank Facility

(1)

SMBC Facility

December 31, 2023

Identical Assets
(Level 1)

Observable Inputs
(Level 2)

Unobservable Inputs
(Level 3)

Carrying
Value

Approximate
Fair Value

$

170,323 

$

104,828 

142,011 

$

105,755 

49,866 

69,757 

49,771 

49,795 

49,776 

322,339 

345,935 

148,544 

38,935 

61,000 

94,000 

49,144 

67,198 

48,983 

47,702 

47,759 

288,711 

315,832 

142,500 

40,400 

61,000 

94,000 

Total $

1,554,869 

$

1,450,995 

$

Carrying
Value

Approximate
Fair Value

$

169,738 

$

104,533 

155,257 

$

102,019 

December 31, 2022

Identical Assets
(Level 1)

49,751 

69,595 

49,616 

49,700 

49,673 

321,358 

344,604 

147,957 

38,826 

107,000 

72,000 

47,044 

64,198 

47,528 

45,512 

45,588 

269,509 

296,826 

142,620 

39,344 

107,000 

72,000 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

$

$

— 

— 

— 

— 

— 

— 

— 

— 

— 

142,500 

40,400 

— 

— 

142,011 

105,755 

49,144 

67,198 

48,983 

47,702 

47,759 

288,711 

315,832 

— 

— 

61,000 

94,000 

$

182,900 

$

1,268,095 

Observable Inputs
(Level 2)

Unobservable Inputs
(Level 3)

$

$

— 

— 

— 

— 

— 

— 

— 

— 

— 

142,620 

39,344 

— 

— 

$

181,964 

$

155,257 

102,019 

47,044 

64,198 

47,528 

45,512 

45,588 

269,509 

296,826 

— 

— 

107,000 

72,000 

1,252,481 

(1)

In June 2022 the MUFG Bank Facility replaced the Union Bank Facility via an amendment which changed the lead lender.

Total $

1,574,351 

$

1,434,445 

$

4. Investments

Control and Affiliate Investments

As required by the 1940 Act, the Company classifies its investments by level of control. “Control investments” are defined in the 1940 Act as investments in those

companies that the Company is deemed to “control”. Under the 1940 Act, the Company is generally deemed to “control” a company in which it has invested if it owns 25% or
more of the voting securities of such company or has greater than 50% representation on its board. “Affiliate investments” are investments in those companies that are
“affiliated companies” of the Company, as defined in the 1940 Act, which are not control investments. The Company is deemed to be an “affiliate” of a company in which it has
invested if it owns 5% or more, but generally less than 25%, of the voting securities of such company. “Non-control/non-affiliate investments” are investments that are neither
control investments nor affiliate investments. For purposes of determining the classification of its investments, the Company has included consideration of any voting securities
or board appointment rights held by the Adviser Funds.

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The following table summarizes the Company’s realized gains and losses and changes in unrealized appreciation and depreciation on control and affiliate investments

for the years ended December 31, 2023, 2022, and 2021.

(in thousands)

Portfolio Company

(1)

Control Investments

Coronado Aesthetics, LLC

Gibraltar Acquisition LLC 

(3)

Hercules Adviser LLC 

(4)

Tectura Corporation

Total Control Investments

(in thousands)

Portfolio Company

(1)

Control Investments

Coronado Aesthetics, LLC

Gibraltar Business Capital, LLC

Hercules Adviser LLC

Tectura Corporation

Total Control Investments

Affiliate Investments

Black Crow AI, Inc.

(2)

Pineapple Energy LLC

(2)

Total Affiliate Investments

Total Control & Affiliate Investments

(in thousands)

Portfolio Company

(1)

Control Investments

Coronado Aesthetics, LLC

Gibraltar Business Capital, LLC

Hercules Adviser LLC

Tectura Corporation

Total Control Investments

Affiliate Investments

Black Crow AI, Inc.

Pineapple Energy LLC

Solar Spectrum Holdings LLC (p.k.a. Sungevity, Inc.)

Total Affiliate Investments

Total Control & Affiliate Investments

Fair Value as of
December 31, 2023

Interest Income

Fee Income

Net Change in Unrealized
Appreciation
(Depreciation)

Realized Gain (Loss)

For the Year Ended December 31, 2023

$

$

262 

$

— 

$

62,512 

40,713 

11,517 

3,344 

608 

690 

115,004 

$

4,642 

$

— 

95 

— 

— 

95 

$

$

(57)

$

9,656 

9,560 

3,475 

22,634 

$

— 

— 

— 

— 

— 

Fair Value as of
December 31, 2022

Interest Income

Fee Income

Net Change in Unrealized
Appreciation
(Depreciation)

Realized Gain (Loss)

For the Year Ended December 31, 2022

319 

$

— 

$

36,944 

31,153 

8,042 

3,385 

546 

690 

76,458 

$

4,621 

$

— 

— 

— 

76,458 

$

$

$

— 

1,204 

1,204 

5,825 

$

$

$

— 

68 

— 

— 

68 

— 

— 

— 

68 

$

$

$

$

$

(246)

$

(6,968)

7,163 

(227)

(278)

$

(120)

4,209 

4,089 

3,811 

$

$

$

— 

— 

— 

— 

— 

3,772 

(2,014)

1,758 

1,758 

Fair Value as of
December 31, 2021

Interest
Income

Fee Income

Net Change in Unrealized
Appreciation
(Depreciation)

Realized Gain (Loss)

For the Year Ended December 31, 2021

565 

$

— 

$

43,830 

20,840 

8,269 

3,178 

141 

690 

— 

54 

— 

5 

$

315 

$

(14,616)

11,955 

(331)

73,504 

$

4,009 

$

59 

$

(2,677)

$

1,120 

$

8,338 

— 

9,458 

82,962 

$

$

— 

10 

— 

10 

4,019 

$

$

$

— 

— 

— 

— 

59 

$

$

$

1,905 

$

(282)

62,183 

63,806 

61,129 

$

$

— 

— 

— 

— 

— 

— 

— 

(62,143)

(62,143)

(62,143)

Type

Control

Control

Control

Control

Type

Control

Control

Control

Control

Affiliate

Affiliate

Type

Control

Control

Control

Control

Affiliate

Affiliate

Affiliate

$

$

$

$

$

$

$

$

$

$

(1)

In accordance with Rules 3-09, 4-08(g), and Rule 10-01(b)(1) of Regulation S-X, (“Rule 3-09”, “Rule 4-08(g)”, and “Rule 10-01(b)(1)”, respectively), the Company must determine if its unconsolidated subsidiaries
are considered “significant subsidiaries”. As of December 31, 2023, December 31, 2022, and December 31, 2021 there were no unconsolidated subsidiaries that are considered “significant subsidiaries”.

(2) As of September 30, 2022, Black Crow AI, Inc. and Pineapple Energy LLC were no longer affiliates as defined under the 1940 Act.
(3) Gibraltar Acquisition LLC is a wholly-owned subsidiary, which is the holding company for their wholly-owned affiliated portfolio companies, Gibraltar Business Capital, LLC and Gibraltar Equipment Finance,

LLC. The subsidiary has no significant assets or liabilities, other than their equity and debt investments and equity interest in Gibraltar Business Capital, LLC and Gibraltar Equipment Finance, LLC, respectively.
(4) Hercules Adviser LLC is owned by Hercules Capital Management LLC and presented with Hercules Partner Holdings, LLC which are both wholly owned by the Company. Please refer to “Note 1” for additional

disclosure.

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Portfolio Composition

The following table shows the fair value of the Company’s portfolio of investments by asset class as of December 31, 2023 and December 31, 2022:

(in thousands)

Senior Secured Debt

Unsecured Debt

Preferred Stock

Common Stock

Warrants

Investment Funds & Vehicles

Total

December 31, 2023

December 31, 2022

Investments at
Fair Value

Percentage of
Total Portfolio

Investments at
Fair Value

Percentage of
Total Portfolio

$

$

2,987,577 

92.0 % $

2,741,388 

69,722 

53,038 

99,132 

33,969 

4,608 

2.2 %

1.6 %

3.1 %

1.0 %

0.1 %

54,056 

41,488 

92,484 

30,646 

3,893 

3,248,046 

100.0 % $

2,963,955 

92.5 %

1.8 %

1.4 %

3.1 %

1.1 %

0.1 %

100.0 %

A summary of the Company’s investment portfolio, at value, by geographic location as of December 31, 2023 and December 31, 2022 is shown as follows:

(in thousands)

United States

United Kingdom

Netherlands

Israel

Canada

Denmark

Germany

Other

Ireland

Total

December 31, 2023

December 31, 2022

Investments at
Fair Value

Percentage of
Total Portfolio

Investments at
Fair Value

Percentage of
Total Portfolio

$

2,861,615 

222,136 

89,995 

52,868 

15,730 

4,173 

1,144 

385 

— 

88.1 % $

6.9 %

2.8 %

1.6 %

0.5 %

0.1 %

0.0 %

0.0 %

0.0 %

2,670,520 

171,629 

88,915 

9,052 

19,472 

— 

990 

573 

2,804 

$

3,248,046 

100.0 % $

2,963,955 

90.1 %

5.8 %

3.0 %

0.3 %

0.7 %

0.0 %

0.0 %

0.0 %

0.1 %

100.0 %

The following table shows the fair value of the Company’s portfolio by industry sector as of December 31, 2023 and December 31, 2022:

(in thousands)

Drug Discovery & Development

Software

Consumer & Business Services

Healthcare Services, Other

Communications & Networking

Diversified Financial Services

Information Services

Biotechnology Tools

Manufacturing Technology

Medical Devices & Equipment

Electronics & Computer Hardware

Media/Content/Info

Sustainable and Renewable Technology

Consumer & Business Products

Semiconductors

Surgical Devices

Drug Delivery

Total

December 31, 2023

December 31, 2022

Investments at
Fair Value

Percentage of
Total Portfolio

Investments at
Fair Value

Percentage of
Total Portfolio

$

1,257,699 

38.7 % $

1,150,707 

764,985 

525,973 

300,079 

29,400 

114,722 

126,605 

48,381 

11,006 

22,096 

20,324 

12,704 

9,581 

2,589 

1,205 

676 

21 

23.6 %

16.2 %

9.3 %

0.9 %

3.5 %

3.9 %

1.5 %

0.3 %

0.7 %

0.6 %

0.4 %

0.3 %

0.1 %

0.0 %

0.0 %

0.0 %

798,264 

439,384 

198,763 

101,833 

68,569 

60,759 

32,825 

46,109 

1,834 

21,517 

35 

15,486 

2,821 

21,921 

3,038 

90 

38.8 %

26.9 %

14.8 %

6.7 %

3.5 %

2.3 %

2.1 %

1.1 %

1.6 %

0.1 %

0.7 %

0.0 %

0.5 %

0.1 %

0.7 %

0.1 %

0.0 %

$

3,248,046 

100.0 % $

2,963,955 

100.0 %

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Table of Contents

No single portfolio investment represents more than 10% of the fair value of the Company’s total investments as of December 31, 2023 or December 31, 2022.

Concentrations of Credit Risk

The Company’s customers are primarily privately held companies and public companies which are active in the “Drug Discovery & Development", "Software”,

“Consumer & Business Services”, “Healthcare Services, Other”, and “Communications & Networking” sectors. These sectors are characterized by high margins, high growth
rates, consolidation and product and market extension opportunities. Value for companies in these sectors is often vested in intangible assets and intellectual property.

Industry and sector concentrations vary as new loans are recorded and loans are paid off. Loan revenue, consisting of interest, fees, and recognition of gains on equity

and warrant or other equity interests, can fluctuate materially when a loan is paid off or a related warrant or equity interest is sold. Revenue recognition in any given year can be
highly concentrated among several portfolio companies.

As of December 31, 2023 and December 31, 2022, the Company’s ten largest portfolio companies represented approximately 29.7% and 29.0% of the total fair value

of the Company’s investments in portfolio companies, respectively. As of December 31, 2023 and December 31, 2022, the Company had five and eight portfolio companies,
respectively, that represented 5% or more of the Company’s net assets. As of December 31, 2023, the Company had five equity investments representing approximately 56.5%
of the total fair value of the Company’s equity investments, and each represented 5% or more of the total fair value of the Company’s equity investments. As of December 31,
2022, the Company had four equity investments which represented approximately 39.8% of the total fair value of the Company’s equity investments, and each represented 5%
or more of the total fair value of such investments.

Investment Collateral

In the majority of cases, the Company collateralizes its investments by obtaining a first priority security interest in a portfolio company’s assets, which may include its
intellectual property. In other cases, the Company may obtain a negative pledge covering a company’s intellectual property. The Company's investments were collateralized as
follows as of December 31, 2023 and December 31, 2022:

Percentage of debt investments (at fair value), as of

December 31, 2023

December 31, 2022

Senior Secured First Lien

All assets including intellectual property

All assets with negative pledge on intellectual property

“Last-out” with security interest in all of the assets

Total senior secured first lien position

Second lien

Unsecured

Total debt investments at fair value

Derivative Instruments

52.3 %

24.0 %

12.5 %

88.8 %

8.9 %

2.3 %

100.0 %

42.0 %

26.1 %

11.6 %

79.7 %

18.4 %

1.9 %

100.0 %

The Company enters into forward currency contracts from time to time to help mitigate the impact that an adverse change in foreign exchange rates would have on the

value of the Company’s investments denominated in foreign currencies. The following is a summary of the fair value and location of the Company’s derivative instruments in
the Consolidated Statements of Assets and Liabilities held as of December 31, 2023 and December 31, 2022:

(in thousands)

Fair Value

Derivative Instrument

Statement Location

December 31, 2023

December 31, 2022

Foreign currency forward contract

Accounts payable and accrued liabilities

$

Total $

766 

766 

$

$

— 

— 

123

Table of Contents

Net realized and unrealized gains and losses on derivative instruments recorded by the Company during the years ended December 31, 2023 and December 31, 2022

are in the following locations in the Consolidated Statements of Operations:
(in thousands)

Derivative Instrument

Statement Location

Foreign currency forward contract

Foreign currency forward contract

Net realized gain (loss) - Non-control / Non-affiliate investments

$

Net change in unrealized appreciation (depreciation) - Non-control / Non-affiliate
investments

Total $

Year Ended December 31,

2023

2022

— 

$

(766)

(766)

$

— 

— 

— 

Investment Income

The Company’s investment portfolio generates interest, fee, and dividend income. The composition of the Company’s interest income and fee income is as follows:

(in thousands)

Contractual interest income

Exit fee interest income

PIK interest income

Dividend income

Other investment income 

(1)

Total interest and dividend income

Recurring fee income

Fee income - expired commitments

Accelerated fee income - early repayments

Total fee income

Year Ended December 31,

2023

2022

2021

351,883 

$

249,375 

$

45,747 

24,670 

1,400 

10,725 

32,063 

20,455 

— 

5,365 

434,425 

$

307,258 

$

8,835 

$

1,695 

15,713 

26,243 

$

7,834 

$

1,502 

5,094 

14,430 

$

$

$

$

$

(1) Other interest income includes OID interest income and interest recorded on other assets.

As of December 31, 2023 and 2022, unamortized capitalized fee income was recorded as follows:

(in millions)

Offset against debt investment cost

Deferred obligation contingent on funding or other milestone

Total Unamortized Fee Income

As of December 31, 2023 and 2022, loan exit fees receivable were recorded as follows:

(in millions)

Included within debt investment cost

Deferred receivable related to expired commitments

Total Exit Fees Receivable

124

As of December 31,

2023

2022

32.9 

$

9.4 

42.3 

$

As of December 31,

2023

2022

35.9 

$

4.3 

40.2 

$

$

$

$

$

200,682 

37,494 

11,210 

— 

3,974 

253,360 

7,458 

3,031 

17,127 

27,616 

43.1 

10.9 

54.0 

32.5 

5.0 

37.5 

Table of Contents

5. Debt

As of December 31, 2023 and December 31, 2022, the Company had the following available and outstanding debt:

(in thousands)

SBA Debentures 

(2)

July 2024 Notes

February 2025 Notes

June 2025 Notes

June 2025 3-Year Notes

March 2026 A Notes

March 2026 B Notes

September 2026 Notes

January 2027 Notes

2031 Asset-Backed Notes

2033 Notes

MUFG Bank Facility 

(2)(3)

SMBC Facility 

(2)

Total

Total Available

Principal

Carrying Value 

(1)

Total Available

Principal

Carrying Value 

(1)

December 31, 2023

December 31, 2022

$

175,000 

$

105,000 

175,000 

$

105,000 

170,323 

$

104,828 

175,000 

$

105,000 

175,000 

$

105,000 

50,000 

70,000 

50,000 

50,000 

50,000 

325,000 

350,000 

150,000 

40,000 

400,000 

400,000 

50,000 

70,000 

50,000 

50,000 

50,000 

325,000 

350,000 

150,000 

40,000 

61,000 

94,000 

49,866 

69,757 

49,771 

49,795 

49,776 

322,339 

345,935 

148,544 

38,935 

61,000 

94,000 

50,000 

70,000 

50,000 

50,000 

50,000 

325,000 

350,000 

150,000 

40,000 

545,000 

225,000 

50,000 

70,000 

50,000 

50,000 

50,000 

325,000 

350,000 

150,000 

40,000 

107,000 

72,000 

169,738 

104,533 

49,751 

69,595 

49,616 

49,700 

49,673 

321,358 

344,604 

147,957 

38,826 

107,000 

72,000 

$

2,215,000 

$

1,570,000 

$

1,554,869 

$

2,185,000 

$

1,594,000 

$

1,574,351 

(1) Except for the SMBC Facility and MUFG Bank Facility (f.k.a. Union Bank Facility), all carrying values represent the principal amount outstanding less the remaining unamortized debt issuance costs and unaccreted

premium or discount, if any, associated with the debt as of the balance sheet date.

(2) Availability subject to the Company meeting the borrowing base requirements.
(3)
(4)

In June 2022 the MUFG Bank Facility replaced the Union Bank Facility via an amendment which changed the lead lender.
Includes $175.0 million of available commitment through the letter of credit facility as of December 31, 2023.

Debt issuance costs, net of accumulated amortization, were as follows as of December 31, 2023 and December 31, 2022:

(in thousands)

SBA Debentures

July 2024 Notes

February 2025 Notes

June 2025 Notes

June 2025 3-Year Notes

March 2026 A Notes

March 2026 B Notes

September 2026 Notes

January 2027 Notes

2031 Asset-Backed Notes

2033 Notes

MUFG Bank Facility(1)

SMBC Facility (1)

December 31, 2023

December 31, 2022

$

4,677 

$

5,262 

172 

134 

243 

229 

205 

224 

2,661 

4,065 

1,456 

1,065 

3,540 

1,775 

467 

249 

405 

384 

300 

327 

3,642 

5,396 

2,043 

1,174 

1,292 

1,701 

Total $

20,446  $

22,642 

(1) The MUFG Bank Facility (f.k.a. Union Bank Facility) and SMBC Facility, are line-of-credit arrangements, the debt issuance costs associated with these instruments are included within Other assets on the

Consolidated Statements of Assets and Liabilities in accordance with ASC Subtopic 835-30.

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Table of Contents

For the year ended December 31, 2023, the components of interest expense, related fees, losses on debt extinguishment and cash paid for interest expense for debt

Year ended December 31, 2023

Amortization of debt
issuance cost (loan fees)

Unused facility and other
fees (loan fees)

Total interest expense
and fees

Cash paid for interest
expense

$

5,147 

$

were as follows:
 (in thousands)

Description

SBA Debentures

July 2024 Notes

February 2025 Notes

June 2025 Notes

June 2025 3-Year Notes

March 2026 A Notes

March 2026 B Notes

September 2026 Notes

January 2027 Notes

2031 Asset-Backed Notes

2033 Notes

MUFG Bank Facility

(2)

SMBC Facility

Total

Interest expense

(1)

$

4,562 

$

5,009 

2,140 

3,017 

3,000 

2,250 

2,275 

8,697 

12,316 

7,613 

2,500 

5,583 

8,658 

$

67,620 

$

$

585 

295 

115 

162 

155 

95 

103 

815 

828 

399 

108 

1,770 

693 

6,123 

$

(1)

Interest expense includes amortization of original issue discounts for the year ended December 31, 2023, of $166 thousand, $503 thousand, and $188 thousand related to the September 2026 Notes, January 2027
Notes, and 2031 Asset-Backed Notes, respectively.

(2) The June 2022 amendment of the MUFG Bank Facility replaced the Union Bank Facility via an amendment which changed the lead lender.

For the year ended December 31, 2022, the components of interest expense, related fees, and cash paid for interest expense for debt were as follows:

Year ended December 31, 2022

Unused facility and
other fees (loan fees)

Total interest expense
and fees

Cash paid for interest
expense

$

4,578 

$

2,782 

940 

3,722 

$

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

5,304 

2,255 

3,179 

3,155 

2,345 

2,378 

9,512 

13,144 

8,012 

2,608 

10,135 

10,291 

77,465 

$

1,061 

5,304 

2,255 

3,179 

1,648 

2,345 

2,378 

9,513 

12,412 

4,184 

2,608 

1,071 

7,774 

2,037 

4,562 

5,009 

2,140 

3,017 

3,000 

2,250 

2,276 

8,532 

11,812 

7,425 

2,500 

5,948 

8,678 

67,149 

2,835 

2,293 

5,009 

2,140 

3,017 

1,500 

2,250 

2,275 

8,531 

5,906 

3,671 

2,500 

5,004 

4,097 

1,047 

Interest expense

(1)

Amortization of debt
issuance cost (loan fees)
(2)

$

3,997 

$

581 

$

1,011 

5,009 

2,140 

3,017 

1,567 

2,250 

2,275 

8,698 

11,630 

3,975 

2,500 

923 

4,548 

1,209 

50 

295 

115 

162 

81 

95 

103 

815 

782 

209 

108 

148 

941 

315 

$

54,749 

$

4,800 

$

(1)

Interest expense includes amortization of original issue discounts for the year ended December 31, 2022, of $23 thousand, $112 thousand, $166 thousand, $475 thousand, $98 thousand related to the 2022 Notes,
2022 Convertible Notes, September 2026 Notes, January 2027 Notes, and 2031 Asset-Backed Notes, respectively.

(2) The June 2022 amendment of the MUFG Bank Facility replaced Union Bank Facility via an amendment as the lead lender.
(3) The Company fully redeemed the 2022 Notes on February 22, 2022 and fully repaid the 2022 Convertible Notes on February 1, 2022.

126

2,285 

513 

2,798 

$

62,347 

$

52,075 

 (in thousands)

Description

SBA Debentures

2022 Notes

(3)

July 2024 Notes

February 2025 Notes

June 2025 Notes

June 2025 3-Year Notes

March 2026 A Notes

March 2026 B Notes

September 2026 Notes

January 2027 Notes

2031 Asset-Backed Notes

2033 Notes

2022 Convertible Notes
(2)

MUFG Bank Facility

(3)

SMBC Facility

Total

Table of Contents

For the year ended December 31, 2021, the components of interest expense, related fees, and cash paid for interest expense for debt were as follows:

 (in thousands)

Description

SBA Debentures

2022 Notes

July 2024 Notes

February 2025 Notes

April 2025 Notes

(3)

June 2025 Notes

March 2026 A Notes

March 2026 B Notes

September 2026 Notes

2033 Notes

2027 Asset-Backed Notes

(3)

2028 Asset-Backed Notes

(3)

2022 Convertible Notes

Wells Facility

(3)

MUFG Bank Facility

(4)

SMBC Facility

Total

Interest expense

(1)

$

1,580 

$

7,102 

5,009 

2,140 

1,969 

3,017 

2,250 

1,877 

2,513 

2,500 

4,888 

8,139 

10,734 

— 

672 

57 

Amortization of debt issuance
cost (loan fees)

Unused facility and other fees
(loan fees)

Total interest expense and fees

Cash paid for interest expense

Year ended December 31, 2021

$

2,032 

$

$

452 

360 

295 

115 

1,667 

162 

93 

85 

236 

108 

2,176 

2,351 

892 

198 

1,228 

33 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

675 

1,906 

44 

2,625 

$

7,462 

5,304 

2,255 

3,636 

3,179 

2,343 

1,962 

2,749 

2,608 

7,064 

10,490 

11,626 

873 

3,806 

134 

67,523 

$

2,272 

6,938 

5,008 

2,140 

2,635 

3,017 

1,875 

1,138 

— 

2,500 

4,972 

8,240 

10,062 

— 

672 

— 

51,469 

$

54,447 

$

10,451 

$

(1)

(2)

Interest expense includes amortization of original issue discounts for the year ended December 31, 2021, of $165 thousand, $671 thousand, and $48 thousand for the 2022 Notes, 2022 Convertible Notes, and
September 2026 Notes, respectively.
“Amortization of debt issuance cost (loan fees)” includes $1,477 thousand, $1,272 thousand, and $1,670 thousand related to debt extinguishment costs for the April 2025 Notes, 2027 Asset-Backed Notes, and 2028
Asset-Backed Notes, respectively for the year ended December 31, 2021 disclosed as a “Loss on debt extinguishment” in the Consolidated Statements of Operations.

(3) The April 2025 Notes, 2027 Asset-Backed Notes and 2028 Asset-Backed Notes were retired on July 1, 2021, and October 20, 2021, respectively. The Wells Facility was terminated on November 29, 2021.
(4) The June 2022 amendment of the MUFG Bank Facility replaced Union Bank Facility via an amendment as the lead lender.

As of December 31, 2023, December 31, 2022, and December 31, 2021, the Company was in compliance with the terms of all borrowing arrangements. There are no

sinking fund requirements for any of the Company’s debt.

SBA Debentures

The Company held the following SBA debentures outstanding principal balances as of December 31, 2023 and December 31, 2022:

(in thousands)
Issuance/Pooling Date

March 26, 2021

June 25, 2021

July 28, 2021

August 20, 2021

October 21, 2021

November 1, 2021

November 15, 2021

November 30, 2021

December 20, 2021

December 23, 2021

December 28, 2021

January 14, 2022

January 21, 2022

Total SBA Debentures

Maturity Date

Interest Rate 

(1)

December 31, 2023

December 31, 2022

September 1, 2031

September 1, 2031

September 1, 2031

September 1, 2031

March 1, 2032

March 1, 2032

March 1, 2032

March 1, 2032

March 1, 2032

March 1, 2032

March 1, 2032

March 1, 2032

March 1, 2032

1.58%

1.58%

1.58%

1.58%

3.21%

3.21%

3.21%

3.21%

3.21%

3.21%

3.21%

3.21%

3.21%

$

37,500 

$

16,200 

5,400 

5,400 

14,000 

21,000 

5,200 

20,800 

10,000 

10,000 

5,000 

4,500 

20,000 

$

175,000 

$

37,500 

16,200 

5,400 

5,400 

14,000 

21,000 

5,200 

20,800 

10,000 

10,000 

5,000 

4,500 

20,000 

175,000 

(1)

Interest rates are determined initially at issuance and reset to a fixed rate at the debentures pooling date. The rates are inclusive of annual SBA charges.

SBICs are subject to a variety of regulations and oversight by the SBA concerning the size and nature of the companies in which they may invest as well as the

structures of those investments. The SBA as part of its oversight

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periodically examines and audits to determine SBICs' compliance with SBA regulations. Our SBIC was in compliance with all SBIC terms, including those pertaining to the
SBA Debentures as of December 31, 2023 and December 31, 2022.

HC IV received its license to operate as a SBIC on October 27, 2020. The license has a 10-year term. Through the license, HC IV has access to $175.0 million of
capital through the SBA debenture program, in addition to the Company’s regulatory capital commitment of $87.5 million to HC IV. As of December 31, 2023, HC IV has
issued the entire $175.0 million in SBA guaranteed debentures.

As of December 31, 2023, the Company held 25 investments through HC IV, with a fair value of approximately $331.5 million, accounting for approximately 10.2%
of the Company’s total investment portfolio. Further, HC IV held approximately $341.8 million in tangible assets which accounted for approximately 10.0% of the Company’s
total assets as of December 31, 2023.

As of December 31, 2022, the Company held 21 investments through HC IV, with a fair value of approximately $343.7 million, accounting for approximately 11.6%

of the Company’s total investment portfolio. HC IV held approximately $348.6 million in tangible assets which accounted for approximately 11.5% of the Company’s total
assets as of December 31, 2022.

July 2024 Notes

On July 16, 2019, the Company issued $105.0 million in aggregate principal amount of 4.77% interest-bearing unsecured notes due on July 16, 2024 (the “July 2024

Notes”), unless repurchased in accordance with their terms, to qualified institutional investors in a private placement notes offering. Interest on the July 2024 Notes is due
semiannually. The July 2024 Notes are general unsecured obligations of the Company that rank pari passu with all outstanding and future unsecured unsubordinated
indebtedness issued by the Company.

February 2025 Notes

On February 5, 2020, the Company issued $50.0 million in aggregate principal amount of 4.28% interest-bearing unsecured notes due February 5, 2025 (the “February
2025 Notes”), unless repurchased in accordance with their terms, to qualified institutional investors in a private placement notes offering. Interest on the February 2025 Notes is
due semiannually. The February 2025 Notes are general unsecured obligations of the Company that rank pari passu with all outstanding and future unsecured unsubordinated
indebtedness issued by the Company.

June 2025 Notes

On June 3, 2020, the Company issued $70.0 million in aggregate principal amount of 4.31% interest-bearing unsecured notes due June 3, 2025 (the “June 2025

Notes”), unless repurchased in accordance with their terms, to qualified institutional investors in a private placement notes offering. Interest on the June 2025 Notes is due
semiannually. The June 2025 Notes are general unsecured obligations of the Company that rank pari passu with all outstanding and future unsecured unsubordinated
indebtedness issued by the Company.

June 2025 3-Year Notes

On June 23, 2022, the Company issued $50.0 million in aggregate principal amount of 6.00% interest-bearing unsecured notes due June 23, 2025 (the “June 2025 3-

Year Notes”), unless repurchased in accordance with their terms, to qualified institutional investors in a private placement notes offering. Interest on the June 2025 3-Year Notes
is due semiannually. The June 2025 3-Year Notes are general unsecured obligations of the Company that rank pari passu with all outstanding and future unsecured
unsubordinated indebtedness issued by the Company.

March 2026 A Notes

On November 4, 2020, the Company issued $50.0 million in aggregate principal amount of 4.50% interest-bearing unsecured notes due March 4, 2026 (the “March

2026 A Notes”), unless repurchased in accordance with their terms, to qualified institutional investors in a private placement notes offering. Interest on the March 2026 A Notes
is due semiannually. The March 2026 A Notes are general unsecured obligations of the Company that rank pari passu with all outstanding and future unsecured unsubordinated
indebtedness issued by the Company.

March 2026 B Notes

On March 4, 2021, the Company issued $50.0 million in aggregate principal amount of 4.55% interest-bearing unsecured notes due March 4, 2026 (the “March 2026 B
Notes”), unless repurchased in accordance with their terms, to qualified institutional investors in a private placement pursuant note offering. Interest on the March 2026 B Notes
is due semiannually. The March 2026 B Notes are general unsecured obligations of the Company that rank pari passu with all outstanding and future unsecured unsubordinated
indebtedness issued by the Company.

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September 2026 Notes

On September 16, 2021, the Company issued $325.0 million in aggregate principal amount of 2.625% interest-bearing unsecured notes due September 16, 2026 (the
“September 2026 Notes”), unless repurchased in accordance with the terms of the Seventh Supplemental Indenture, dated September 16, 2021. Interest on the September 2026
Notes is payable semi-annually in arrears on March 16 and September 16 of each year. The September 2026 Notes are general unsecured obligations and rank pari passu, or
equally in right of payment, with all outstanding and future unsecured unsubordinated indebtedness issued by the Company.

January 2027 Notes

On January 20, 2022, the Company issued $350.0 million in aggregate principal amount of 3.375% interest-bearing unsecured notes due January 20, 2027 (the

“January 2027 Notes”), unless repurchased in accordance with the terms of the Eight Supplemental Indenture, dated January 20, 2022. Interest on the January 2027 Notes is
payable semi-annually in arrears on January 20 and July 20 of each year. The January 2027 Notes are general unsecured obligations and rank pari passu, or equally in right of
payment, with all outstanding and future unsecured unsubordinated indebtedness issued by the Company. The Company may redeem some or all of the January 2027 Notes at
any time, or from time to time, at the redemption price set forth under the terms of the January 2027 Notes Indenture.

2031 Asset-Backed Notes

On June 22, 2022, the Company completed a term debt securitization in connection with which an affiliate of the Company issued $150.0 million in aggregate
principal amount of 4.95% interest-bearing asset-backed notes due on July 20, 2031 (the “2031 Asset-Backed Notes”). The 2031 Asset-Backed Notes were issued by Hercules
Capital Funding Trust 2022-1 LLC (the “2022 Securitization Issuer”) pursuant to a note purchase agreement, dated as of June 22, 2022, by and among the Company, Hercules
Capital Funding 2022-1 LLC, as trust depositor, the 2022 Securitization Issuer, and U.S. Bank Trust Company, N. A., as trustee, and are backed by a pool of senior loans made
to certain portfolio companies of the Company and secured by certain assets of those portfolio companies and are to be serviced by the Company. Interest on the 2031 Asset-
Backed Notes will be paid, to the extent of funds available.

Under the terms of the 2031 Asset-Backed Notes, the Company is required to maintain a reserve cash balance, funded through proceeds from the sale of the 2031
Asset-Backed Notes and through interest and principal collections from the underlying securitized debt portfolio, which may be used to pay monthly interest and principal
payments on the 2031 Asset-Backed Notes. The Company has segregated these funds and classified them as restricted cash. As of December 31, 2023 and 2022, there was
approximately $17.1 million and $10.1 million, respectively, of funds segregated as restricted cash related to the 2031 Asset-Backed Notes.

2033 Notes

On September 24, 2018, the Company issued $40.0 million in aggregate principal amount of 6.25% interest-bearing unsecured notes due October 30, 2033 (the “2033

Notes”), unless repurchased in accordance with the terms of the Sixth Supplemental Indenture to the Base Indenture, dated September 24, 2018. Interest on the 2033 Notes is
payable quarterly in arrears on January 30, April 30, July 30, and October 30 of each year. The 2033 Notes trade on the NYSE under the symbol “HCXY.” The 2033 Notes are
general unsecured obligations and rank pari passu, or equally in right of payment, with all outstanding and future unsecured unsubordinated indebtedness issued by the
Company. The Company may redeem some or all of the 2033 Notes at any time, or from time to time, at the redemption price set forth under the terms of the 2033 Notes
indenture after October 30, 2023.

Credit Facilities

As of December 31, 2023 and December 31, 2022, the Company has two available credit facilities, the MUFG Bank Facility and the SMBC Facility (together, the

“Credit Facilities”). For the year ended December 31, 2023 and 2022, the weighted average interest rate was 7.41% and 4.51%, respectively, and the average debt outstanding
under the Credit Facilities was $192.3 million and $127.7 million, respectively.

MUFG Bank Facility

On January 13, 2023, the Company entered into a third amended credit facility agreement, which amends the agreement dated as of June 10, 2022. The Company,

through a special purpose wholly owned subsidiary, Hercules Funding IV LLC (“Hercules Funding IV”), as borrower, entered into the credit facility (the “MUFG Bank
Facility”) with MUFG Bank Ltd. (formerly MUFG Union Bank and known as the “Union Bank Facility”) as the arranger and administrative agent, and the lenders party to the
MUFG Bank Facility from time to time.

Under the MUFG Bank Facility, the lenders have made commitments of $400.0 million, which may be further increased via an accordion feature up to an aggregate

$600.0 million, funded by existing or additional lenders and with the

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agreement of MUFG Bank and subject to other customary conditions. There can be no assurances that additional lenders will join the MUFG Bank Facility to increase available
borrowings. Debt under the MUFG Bank Facility generally bears interest at a rate per annum equal to SOFR plus 2.75% for SOFR loans. The MUFG Bank Facility matures on
January 13, 2026, plus a twelve month amortization period, unless sooner terminated in accordance with its terms. The MUFG Bank Facility is secured by all of the assets of
Hercules Funding IV. The MUFG Bank Facility requires payment of a non-use fee during the revolving credit availability period.

The MUFG Bank Facility also includes financial and other covenants applicable to the Company and the Company’s subsidiaries, in addition to those applicable to

Hercules Funding IV, including covenants relating to certain changes of control of Hercules Funding IV. Among other things, these covenants require the Company to maintain
certain financial ratios, including a minimum interest coverage ratio and a minimum tangible net worth with respect to Hercules Funding IV. The MUFG Bank Facility provides
for customary events of default, including with respect to payment defaults, breach of representations and covenants, servicer defaults, certain key person provisions, cross
default provisions to certain other debt, lien and judgment limitations, and bankruptcy.

SMBC Facility

On June 14, 2022, the Company entered into a second amendment to a revolving credit agreement, which amends the revolving credit agreement, dated as of
November 9, 2021, with Sumitomo Mitsui Banking Corporation (the “SMBC Facility”), as administrative agent, and the lenders and issuing banks to the SMBC Facility. As of
December 31, 2023, the SMBC Facility provides for borrowings in U.S. dollars and certain agreed upon foreign currencies of up to $225.0 million, from which the Company
may access subject to certain conditions. The SMBC Facility contains an accordion feature, in which the Company can increase the credit line up to an aggregate of $500.0
million, funded by existing or additional lenders and with the agreement of SMBC Bank and subject to other customary conditions. Availability under the SMBC Facility will
terminate on November 7, 2025, and the outstanding loans under the SMBC Facility will mature on November 9, 2026. Borrowings under the SMBC Facility are subject to
compliance with a borrowing base and an aggregate portfolio balance. The Company’s obligations under the SMBC Facility may in the future be guaranteed by certain of the
Company’s subsidiaries and primarily secured by a first priority security interest (subject to certain exceptions) in only certain specified property and assets of the Company
and the subsidiary guarantors thereunder.

Additionally in January 2023, the Company entered into a Letter of Credit Facility Agreement (the “SMBC LC Facility”) with Sumitomo Mitsui Banking Corporation

that provides for a letter of credit facility with a final maturity date ending on January 13, 2026 and a commitment amount of $175.0 million as amended. Further, the SMBC
LC Facility includes an accordion provision to increase the commitment up to $400.0 million, subject to certain conditions. The Company’s obligations under the SMBC LC
Facility may in the future be guaranteed by certain of the Company’s subsidiaries and is primarily secured by a first priority security interest (subject to certain exceptions) in
only certain specified property and assets of the Company and any subsidiary guarantors thereunder.

Interest under the SMBC Facility is determined by the nature and denomination of the borrowing. Interest rates are determined by the appropriate benchmark rate

(SOFR, EURIBOR, Prime, CDOR, or TIBOR) as applicable for the type of borrowing plus an applicable margin adjustment which can range from 0.875% to 2.0% per annum
subject to certain conditions. In addition to interest, the SMBC Facility is subject to a non-usage fee of 0.375% per annum (based on the immediately preceding period’s
average usage) on the unused portion of the commitment under the SMBC Facility during the revolving period. The Company is required to pay letter of credit participation
fees and a fronting fee on the average daily amount of any lender’s exposure with respect to any letters of credit issued under the SMBC Facility.

The SMBC Facility contains customary events of default with customary cure and notice provisions, including, without limitation, nonpayment, misrepresentation of

representations and warranties in a material respect, breach of covenant, cross-default and cross-acceleration to other indebtedness and bankruptcy. The SMBC Facility also
includes financial and other covenants applicable to the Company and the Company’s subsidiaries, including covenants relating to minimum stockholders' equity, asset
coverage ratios, and our status as a RIC.

6. Income Taxes

The determination of taxable income pursuant to U.S. federal income tax regulations differs from U.S. GAAP. As a result, permanent differences are reclassified

among capital accounts in the financial statements to reflect their appropriate tax character.

During the years ended December 31, 2023, 2022 and 2021, the Company reclassified accumulated net realized gains (losses) to additional paid-in capital for book

purposes primarily related to net realized gains from portfolio

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companies which are held in taxable subsidiaries and are not consolidated with the Company for income tax purposes, as follows:

(in millions)

Year Ended December 31,

2023

2022

2021

Reclassified accumulated net realized gains (losses)

$

0.8  $

3.0  $

63.3 

During the years ended December 31, 2023, 2022 and 2021, the Company reclassified amounts from undistributed ordinary income or accumulated realized gains

(losses) to additional paid-in capital for book purposes, as follows:
(in thousands)

Year Ended December 31,

2023

2022

2021

Undistributed net investment income (distributions in excess of investment income)

$

(18,396)

$

(8,784)

$

Accumulated realized gains (losses)

Additional paid-in capital

39,317 

(20,921)

(834)

9,618 

19,486 

69,066 

(88,552)

For income tax purposes, distributions paid to stockholders are reported as ordinary income, long-term capital gains, return of capital, or a combination thereof. The

tax character of distributions paid are as follows for each of the years ended:

(in millions)

Ordinary income

Long-term capital gains

Year Ended December 31,

2023

2022

2021

$

275.5 

$

— 

203.7 

$

43.1 

122.6 

55.2 

As of December 31, 2023, 2022 and 2021, the components of distributable earnings on a tax basis detailed below differ from the amounts reflected in the Company’s

Consolidated Statements of Assets and Liabilities by temporary book or tax differences primarily arising from the treatment of loan related yield enhancements.

(in thousands)

Accumulated capital gains

Other temporary differences

Undistributed ordinary income

Unrealized appreciation (depreciation)

Components of distributable earnings

Year Ended December 31,

2023

2022

2021

(8,190)

$

(3,102)

$

(18,609)

133,783 

33,029 

(20,100)

127,703 

(44,592)

140,013 

$

59,909 

$

$

$

Taxable income and taxable net realized gains (losses) for the year ended December 31, 2023, 2022 and 2021 appears as follows:

(in millions, except per share data)

Taxable Income

Taxable Income, Per Share

Taxable Net Realized Gains (Losses)

Taxable Net Realized Gains, Per Share

Weighted average shares outstanding

Year Ended December 31,

2023

2022

2021

$

$

$

$

$

$

$

$

283.00 

1.96 

(8.2)

(0.06)

144.1 

$

$

$

$

181.10 

1.45 

(1.7)

(0.01)

125.2 

The aggregate gross unrealized appreciation and depreciation of the Company's investment over cost for U.S. federal income tax purposes appears as follows:

(in millions)

Aggregate Gross Unrealized Appreciation

Aggregate Gross Unrealized Depreciation

Net Unrealized Appreciation (Depreciation) over cost for U.S. federal income tax purposes

Aggregate cost of securities for U.S. federal income tax purposes (in billions)

Year Ended December 31,

2023

2022

2021

$

118.3 

$

115.9 

2.4 

3.2 

72.2 

$

112.0 

(39.8)

3.0 

43,005 

(16,206)

149,069 

40,655 

216,523 

172.80 

1.51 

89.4 

0.78 

114.7 

121.0 

75.7 

45.3 

2.4 

For the year ended December 31, 2023, the Company paid approximately $5.3 million of income tax, including excise tax, and had $6.0 million of accrued, but unpaid
tax expense as of December 31, 2023. For the year ended December 31, 2022, the Company paid approximately $7.4 million of income tax, including excise tax, and had $5.2
million of accrued, but unpaid tax expense as of December 31, 2022.

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Additionally, the Company has taxable subsidiaries which hold certain portfolio investments in an effort to limit potential legal liability and/or comply with source-

income type requirements contained in the RIC tax provisions of the Code. These taxable subsidiaries are consolidated for U.S. GAAP and the portfolio investments held by the
taxable subsidiaries are included in the Company’s consolidated financial statements and are recorded at fair value. These taxable subsidiaries are not consolidated with the
Company for income tax purposes and may generate income tax expense, or benefit, and tax assets and liabilities as a result of their ownership of certain portfolio investments.
Any income generated by these taxable subsidiaries generally would be subject to tax at normal U.S. federal tax rates based on its taxable income.

In accordance with ASC 740, the Company evaluates tax positions taken in the course of preparing the Company’s tax returns to determine whether the tax positions

are “more-likely-than-not” to be sustained by the applicable tax authority. Tax benefits of positions not deemed to meet the more-likely-than-not threshold, or uncertain tax
positions, would be recorded as a tax expense in the current year. It is the Company’s policy to recognize accrued interest and penalties, if any, related to unrecognized tax
benefits as a component of provision for income taxes. Based on an analysis of the Company’s tax position, there are no uncertain tax positions that met the recognition or
measurement criteria. The Company is currently not undergoing any tax examinations. The Company does not anticipate any significant increase or decrease in unrecognized
tax benefits for the next twelve months. The 2019 – 2022 federal tax years for the Company remain subject to examination by the Internal Revenue Service. The 2018 – 2022
state tax years for the Company remain subject to examination by the state taxing authorities.

7. Stockholders’ Equity and Distributions

The Company has issued and outstanding 157,758,072 and 133,044,602 shares of common stock as of December 31, 2023 and December 31, 2022, respectively. The

Company currently sell shares through our equity distribution agreement with JMP Securities LLC (“JMP”) and Jefferies LLC (“Jefferies”) (the “2023 Equity Distribution
Agreement”) entered into on May 5, 2023. The 2023 Equity Distribution Agreement provides that the Company may offer and sell up to 25.0 million shares of our common
stock from time to time through JMP or Jefferies, as the Company's sales agents. Sales of the Company's common stock, if any, may be made in negotiated transactions or
transactions that are deemed to be “at the market,” as defined in Rule 415 under the Securities Act of 1933, as amended (the “Securities Act”), including sales made directly on
the NYSE or similar securities exchange or sales made to or through a market maker other than on an exchange, at prices related to the prevailing market prices or at negotiated
prices. The 2023 Equity Distribution Agreement replaced the ATM equity distribution agreement between the Company, JMP and Jefferies executed on May 9, 2022.
Additionally, on August 7, 2023, the Company entered into an underwriting agreement with Morgan Stanley & Co. LLC, UBS Securities, and Wells Fargo Securities, LLC as
joint book-running managers to sell 6.5 million shares of common stock through an upsized public offering.

The Company issued and sold the following shares of common stock during the years ended December 31, 2023, 2022, and 2021:

(in millions, except per share data)

Year Ending December 31,

Number of Shares
Issued

Gross Proceeds

Underwriting
Fees/Offering Expenses

Net Proceeds

Average Price/Share

2021

2022

2023

0.6

14.6

22.7

$

$

$

10.8 

232.1 

344.3 

$

$

$

0.2 

2.4 

6.1 

$

$

$

10.6 

229.7 

338.2 

$

$

$

16.62 

15.77 

14.88 

The Company generally uses net proceeds from these offerings to make investments, to repurchase or pay down liabilities and for general corporate purposes. As of

December 31, 2023, approximately 17.3 million shares remain available for issuance and sale under the current equity distribution agreement.

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The Company currently pays quarterly distributions to its stockholders. The following table summarizes the Company’s distributions declared during the years ended

December 31, 2023, 2022 and 2021:
(in thousands, except per share data)

Distribution Type

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Base

Supplemental

Declared Date

February 17, 2021

February 17, 2021

April 21, 2021

April 21, 2021

July 21, 2021

July 21, 2021

October 21, 2021

October 21, 2021

February 16, 2022

February 16, 2022

April 27, 2022

April 27, 2022

July 20, 2022

July 20, 2022

October 13, 2022

October 13, 2022

February 9, 2023

February 9, 2023

April 27, 2023

April 27, 2023

July 28, 2023

July 28, 2023

October 26, 2023

October 26, 2023

Record Date

March 8, 2021

March 8, 2021

May 12, 2021

May 12, 2021

August 11, 2021

August 11, 2021

November 10, 2021

November 10, 2021

$

Payment Date

March 15, 2021

March 15, 2021

May 19, 2021

May 19, 2021

August 18, 2021

August 18, 2021

November 17, 2021

November 17, 2021

Total distributions declared during the year ended December 31, 2021 $

March 9, 2022

March 9, 2022

May 17, 2022

May 17, 2022

August 9, 2022

August 9, 2022

November 10, 2022

November 10, 2022

$

March 16, 2022

March 16, 2022

May 24, 2022

May 24, 2022

August 16, 2022

August 16, 2022

November 17, 2022

November 17, 2022

Total distributions declared during the year ended December 31, 2022 $

March 2, 2023

March 2, 2023

May 16, 2023

May 16, 2023

August 18, 2023

August 18, 2023

November 15, 2023

November 15, 2023

$

March 9, 2023

March 9, 2023

May 23, 2023

May 23, 2023

August 25, 2023

August 25, 2023

November 22, 2023

November 22, 2023

Per Share Amount

Total Amount

$

$

$

$

$

0.32 

0.05 

0.32 

0.07 

0.32 

0.07 

0.33 

0.07 

1.55 

0.33 

0.15 

0.33 

0.15 

0.35 

0.15 

0.36 

0.15 

1.97 

0.39 

0.08 

0.39 

0.08 

0.40 

0.08 

0.40 

0.08 

37,012 

5,783 

37,053 

8,105 

37,079 

8,111 

38,306 

8,126 

179,575 

39,794 

18,088 

41,245 

18,748 

44,765 

19,185 

47,472 

19,780 

249,077 

53,749 

11,025 

55,910 

11,469 

60,445 

12,089 

61,345 

12,269 

278,301 

Total distributions declared during the year ended December 31, 2023 $

1.90 

$

In 2023, for income tax purposes, the distributions paid of $1.90 per share were comprised of ordinary income. As of December 31, 2023, the Company estimates that

it has generated undistributed taxable earnings “spillover” of $0.80 per share. The undistributed taxable earnings spillover will be carried forward toward distributions to be
paid in accordance with RIC requirements.

The Company has a distribution reinvestment plan, whereby the Company may buy shares of its common stock in the open market or issue new shares in order to

satisfy dividend reinvestment requests. When the Company issues new shares in connection with the dividend reinvestment plan, the issue price is equal to the closing price of
its common stock on the dividend record date. During the year ended December 31, 2023, 2022, and 2021, the Company issued 303,960 ,259,466, and 248,041 shares,
respectively, of common stock to stockholders in connection with the dividend reinvestment plan.

8. Equity Incentive Plans

The Company grants equity-based awards to employees and non-employee directors for the purpose of attracting and retaining the services of its executive officers,
key employees, and members of the Board. The Company’s equity-based awards are granted under the 2018 Equity Incentive Plan (the “2018 Plan”) for employees and 2018
Non-Employee Director Plan (the “Director Plan”) for non-employee directors. The 2018 Plan and the Director Plan were approved by stockholders on June 28, 2018 and
unless earlier terminated by the Board, terminate on May 12, 2028. Subject to certain adjustments and permitted reversions of shares, the maximum aggregate number of shares
that may be authorized for issuance under awards granted under the 2018 Plan and Director Plan is 9,261,229 shares and 300,000 shares, respectively. In connection with the
issuance of shares under the 2018 Plan and Director Plan, the Company has registered, in aggregate, 18.7 million and 300,000 shares of common stock, respectively.
Outstanding awards issued under plans that precede the 2018 Plan and Director Plan remain outstanding, unchanged and subject to the terms of such plans and their respective
award agreements, until the vesting, expiration or lapse of such awards in accordance with their terms.

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The Company has received exemptive relief from the SEC that permits it to issue restricted stock to non-employee directors under the Director Plan and restricted
stock and restricted stock units to certain of its employees, officers, and directors (excluding non-employee directors) under the 2018 Plan. The exemptive order also allows
participants in the Director Plan and the 2018 Plan to (i) elect to have the Company withhold shares of its common stock to pay for the exercise price and applicable taxes with
respect to an option exercise (“net issuance exercise”) and/or (ii) permit the holders of restricted stock to elect to have the Company withhold shares of its stock to pay the
applicable taxes due on restricted stock at the time of vesting. Each individual employee would be able to make a cash payment to satisfy applicable tax withholding at the time
of option exercise or vesting on restricted stock.

The Company has granted equity-based awards that have service and performance conditions. Certain of the Company’s equity-based awards are classified as liability

awards in accordance with ASC Topic 718, Compensation – Stock Compensation. All of the Company’s equity-based awards require future service and are expensed over the
relevant service period. The Company does not estimate forfeitures, and reverses all unvested costs associated with equity-awards in the period they are forfeited. For the years
ended December 31, 2023, 2022, and 2021, the Company recognized $13.2 million, $13.4 million, and $11.9 million of stock-based compensation expense in the Consolidated
Statements of Operations, respectively. As of December 31, 2023 and 2022, approximately $21.7 million and $13.1 million of total unrecognized compensation costs expected
to be recognized over the next 3.5 and 1.7 years, respectively.

Service-Vesting Awards

The Company grants equity-based awards which have service conditions, which generally begin to vest one-third after one year after the date of grant and ratably over

the succeeding 2 years in accordance with the individual award terms. Certain awards have service conditions of longer duration and may begin to vest up to seven years after
the date of grant. These equity-based awards which vest upon achievement of service conditions are collectively referred to as the “Service Vesting Awards”. The grant date fair
value of Service Vesting Awards granted during the years ended December 31, 2023, 2022, and 2021, were approximately $22.2 million, $11.1 million and $12.1 million,
respectively.

The Company has granted restricted stock equity awards in the form of restricted stock awards and restricted stock units. The Company determines the grant date fair

values of restricted stock equity awards using the grant date stock close price. The activities for the Company's unvested restricted stock equity awards for each of the three
years ended December 31, 2023, 2022, and 2021 are summarized below:

Unvested Shares Beginning of Period

Granted
(1)

Vested 

Forfeited

Unvested Shares End of Period

2023

Weighted Average
Grant Date Fair Value
per Share

Shares

958,985 $

1,565,571 $

(632,575) $

(11,572) $

1,880,409 $

16.35 

14.07 

16.15 

15.42 

14.52 

Year ended, December 31,

2022

Shares

Weighted Average
Grant Date Fair Value
per Share

2021

Shares

Weighted Average Grant Date
Fair Value per Share

1,037,848 $

632,831 $

(686,030) $

(25,664) $

958,985 $

14.51 

17.24 

14.40 

16.00 

16.35 

989,100 $

751,074 $

(620,116) $

(82,210) $

1,037,848 $

13.69 

14.80 

13.69 

14.17 

14.51 

(1) With respect to certain restricted stock equity awards granted prior to January 1, 2019, receipt of the shares of the Company’s common stock underlying vested restricted stock equity awards will be deferred for four

years from grant date unless certain conditions are met. Accordingly, such vested restricted stock equity awards will not be issued as common stock upon vesting until the completion of the deferral period.

In addition to the restricted stock equity-based awards, the Company has also issued stock options to certain employees. The fair value of options granted during the
years ended December 31, 2023, 2022, and 2021, was approximately $148,000, $166,000 and $144,000, respectively. During the years ended December 31, 2023, 2022, and
2021, approximately $105,000, $76,000, and $37,000 of share-based cost due to stock option grants was expensed, respectively.

Performance-Vesting Awards

The Company has granted equity-based awards, which have market and performance conditions in addition to a service condition (“Performance Awards”). The value

of these awards may increase dependent on increases to the Company’s total stockholder return (“TSR”). The total compensation will be determined by the Company’s TSR
relative to specified BDCs during a specified performance period. Depending on the results achieved during the specified performance period, the actual number of shares that
a grant recipient receives at the end of the period may range from 0% to 200% of the target shares granted. The Performance Awards typically vest after four years, and
generally may not be disposed until one year post vesting. The Company determines the fair values of the Performance Awards at the grant date

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using a Monte-Carlo simulation multiplied by the target payout level and is recognized over the service period. For certain Performance Awards, distribution equivalent units
(“Performance DEUs”) will accrue in the form of additional shares, but will not be paid unless the Performance Awards to which such Performance DEUs relate actually vest.

During the year ended December 31, 2023, no Performance Awards were granted or vested. During the year ended December 31, 2022, a total of 487,409 Performance

Awards shares vested. During the year ended December 31, 2023, 54,858 Performance DEUs were issued and vested immediately with an aggregate grant date fair value of
$0.7 million. During the year ended December 31, 2022, 639,413 Performance DEUs were issued and vested immediately with a grant fair value of $6.2 million. During the
year ended December 31, 2021, no Performance DEUs were issued, nor were any Performance Awards or Performance DEUs granted or vested. As of December 31, 2023,
2022, or 2021, there were zero, zero, and 487,409 shares of unvested Performance Awards.

Liability Classified Awards

The Company has granted equity-based awards which are subject to both service and performance conditions. These awards are settled either in cash or a fixed dollar

value of shares, subject to the terms of each individual award, and therefore classified as liability awards (the “Liability Awards”). The remaining maximum total potential value
of the Liability Awards granted is $3.1 million, which assumes all performance conditions are met for each Liability award. If the performance conditions are not met, the total
compensation expense related to the Liability Awards may be less than the maximum granted value of the awards. The awards are recorded as deferred compensation within
Accounts Payable and Accrued Liabilities included on the Consolidated Statements of Assets and Liabilities.

Certain Liability Awards are structured similar to the Performance Awards and increase in value with corresponding increases to the Company’s TSR and vest after

four years. The Company remeasures the value of these awards each period based on the Company’s TSR achieved to date. Certain other Liability Awards are linked to
attainment of investment funding goals. The Company determines the fair value of these Liability Awards based on the expected probability of the performance conditions
being met and recognized over the service period. As of December 31, 2023, the Company determined that the weighted average expected probability of the performance
conditions being met within each Liability Award was 100%. The expected probability is re-evaluated each period, and may be adjusted to reflect changes in this assumption.
These other Liability Awards vest over a three-year service term.

As of December 31, 2023, all Liability Awards are unvested and there was approximately $0.5 million of total unrecognized compensation costs expected to be

recognized over a weighted average period of 0.3 years. For the year ended December 31, 2023, there was approximately $1.4 million of compensation expense related to the
Liability Awards recognized in the Consolidated Statements of Operations and $2.6 million accrued within Accounts Payable and Accrued Liabilities in the Consolidated
Statements of Assets and Liabilities. During the year ended December 31, 2023, no Liability Awards vested.

As of December 31, 2022, all Liability Awards are unvested and there was approximately $1.9 million of total unrecognized compensation costs expected to be

recognized over a weighted average period of 1.3 years. For the year ended December 31, 2022, there was approximately $2.7 million of compensation expense related to the
Liability Awards recognized in the Consolidated Statements of Operations and $1.2 million accrued within Accounts Payable and Accrued Liabilities in the Consolidated
Statements of Assets and Liabilities. During the year ended December 31, 2022, $7.2 million of the Liability Awards vested.

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9. Earnings Per Share

Shares used in the computation of the Company’s basic and diluted earnings per share are as follows:

(in thousands, except per share data)

Numerator

Net increase (decrease) in net assets resulting from operations

Less: Total distributions declared

Total Earnings, net of total distributions

Earnings, net of distributions attributable to common shares

Add: Distributions declared attributable to common shares

Numerator for basic and diluted change in net assets per common share

Denominator

Basic weighted average common shares outstanding

Incremental shares from assumed conversion of 2022 Convertible Notes

Common shares issuable

Weighted average common shares outstanding assuming dilution

Change in net assets per common share:

Basic

Diluted

Year Ended December 31,

2023

2022

2021

337,484 

$

102,081 

$

(278,301)

59,183 

58,593 

275,548 

(249,077)

(146,996)

(146,995)

246,873 

334,141 

$

99,878 

$

144,091 

— 

735 

144,826 

125,189 

— 

1,470 

126,659 

2.32 

2.31 

$

$

0.80 

0.79 

$

$

174,155 

(179,575)

(5,420)

(5,420)

177,864 

172,444 

114,742 

512 

701 

115,955 

1.50 

1.49 

$

$

$

$

In the table above, unvested share-based payment awards that have non-forfeitable rights to distributions or distribution equivalents are treated as participating

securities for calculating earnings per share. Unvested common stock options and restricted stock units are also considered for the purpose of calculating diluted earnings per
share. Diluted EPS was computed using the if-converted method as it was determined to be the most dilutive method.

The calculation of change in net assets resulting from operations per common share—assuming dilution, excludes all anti-dilutive shares. For the years ended

December 31, 2023, 2022 and 2021, the number of anti-dilutive shares, as calculated based on the weighted average closing price of the Company’s common stock for the
periods, are as follows:

Anti-dilutive Securities

2023

2022

2021

Year Ended December 31,

Unvested common stock options

Restricted stock units*

Unvested restricted stock awards

1,496

4,357

30,028

2,085

—

2,116

690

20

861

*

Included in these amounts are shares related to certain equity-based awards, which are fully vested but have not been delivered and thus not outstanding for purposes of calculating earnings per share.

As of December 31, 2023 and 2022, the Company was authorized to issue 200.0 million shares of common stock with a par value of $0.001. Each share of common

stock entitles the holder to one vote.

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10. Financial Highlights

Following is a schedule of financial highlights for the five years ended December 31, 2023, 2022, 2021, 2020, and 2019:
Year Ended December 31,

(in thousands, except per share data and ratios)

2023

2022

2021

2020

2019

Per share data 

(1)

:

Net asset value at beginning of period

$

10.53 

$

11.22 

$

11.26 

$

10.55 

$

Net investment income

Net realized gain (loss)

Net unrealized appreciation (depreciation)

Total from investment operations

Net increase (decrease) in net assets from capital share transactions
(1)

Distributions of net investment income 

(6)

Distributions of capital gains 

(6)

Stock-based compensation expense included in net investment
(2)
income and other movements 

Net asset value at end of period

Ratios and supplemental data:

Per share market value at end of period

Total return 

(3)

Shares outstanding at end of period

Weighted average number of common shares outstanding

Net assets at end of period

Ratio of total expense to average net assets 

(4)

Ratio of net investment income before investment gains and losses to
average net assets 

(4)

Portfolio turnover rate 

(5)

Weighted average debt outstanding

Weighted average debt per common share

$

$

$

$

$

2.11 

0.06 

0.17 

2.34 

0.44 

(1.93)

— 

0.05 

1.50 

(0.01)

(0.68)

0.81 

0.34 

(1.63)

(0.36)

0.15 

1.29 

0.18 

0.03 

1.50 

(0.08)

(1.06)

(0.49)

0.09 

1.39 

(0.50)

1.13 

2.02 

0.01 

(1.03)

(0.36)

0.07 

11.43 

$

10.53 

$

11.22 

$

11.26 

$

16.67 

$

42.00 %

157,758 

144,091 

13.22 

$

(10.14)%

133,045 

125,189 

16.59 

$

25.62 %

116,619 

114,742 

14.42 

$

14.31 %

114,726 

111,985 

1,802,706 

$

1,401,459 

$

1,308,547 

$

1,291,704 

$

9.92 %

19.26 %

31.95 %

9.92 %

13.96 %

19.29 %

9.86 %

11.28 %

51.58 %

11.30 %

13.64 %

32.38 %

1,607,278 

11.15 

$

$

1,468,335 

11.73 

$

$

1,248,177 

10.88 

$

$

1,309,903 

11.70 

$

$

9.90 

1.41 

0.16 

0.14 

1.71 

0.20 

(1.15)

(0.18)

0.07 

10.55 

14.02 

39.36 %

107,364 

101,132 

1,133,049 

11.95 %

13.74 %

31.30 %

1,177,379 

11.64 

(1) All per share activity is calculated based on the weighted average shares outstanding for the relevant period, except net increase (decrease) in net assets from capital share transactions, which is based on the common

shares outstanding as of the relevant balance sheet date.

(2) Adjusts for the impact of stock-based compensation expense, which is a non-cash expense and has no net impact to net asset value. Pursuant to ASC Topic 718, the expense is offset by a corresponding increase in

paid-in capital. Additionally, adjusts for other items attributed to the difference between certain per share data based on the weighted-average basic shares outstanding and those calculated using the shares
outstanding as of a period end or transaction date.

(3) The total return for the years ended December 31, 2023, 2022, 2021, 2020, and 2019 equals to the change in the ending market value over the beginning of the period price per share plus distributions paid per share
during the period, divided by the beginning price assuming the distribution is reinvested on the date of the distribution. As such, the total return is not annualized. The total return does not reflect any sales load that
must be paid by investors.

(4) The ratios are calculated based on weighted average net assets for the relevant period and are annualized.
(5) The portfolio turnover rate for the years ended December 31, 2023, 2022, 2021, 2020, and 2019 equals to the lesser of investment portfolio purchases or sales during the period, divided by the average investment

portfolio value during the period. As such, portfolio turnover rate is not annualized.
Includes distributions on unvested restricted stock awards.

(6)

11. Commitments and Contingencies

The Company’s commitments and contingencies consist primarily of unfunded commitments to extend credit in the form of loans to the Company’s portfolio
companies. A portion of these unfunded contractual commitments as of December 31, 2023 are dependent upon the portfolio company reaching certain milestones before the
debt commitment becomes available. Furthermore, the Company’s credit agreements with its portfolio companies generally contain customary lending provisions which allow
the Company relief from funding obligations for previously made unfunded commitments in instances where the underlying portfolio company experiences materially adverse
events that affect the financial condition or business outlook for the portfolio company. Since a portion of these commitments may expire without being drawn, unfunded
contractual commitments do not necessarily represent future cash requirements. As such, the Company’s disclosure of unfunded contractual commitments includes only those
which are available at the request of the portfolio company and unencumbered by future or unachieved milestones.

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As of December 31, 2023 and December 31, 2022, the Company had approximately $335.3 million and $628.9 million, respectively, of available unfunded
commitments, including undrawn revolving facilities, which were available at the request of the portfolio company and unencumbered by future or unachieved milestones. In
order to draw a portion of the Company's available unfunded commitments, a portfolio company must submit to the Company a formal funding request that complies with the
applicable advance notice and other operational requirements. The amounts disclosed exclude unfunded commitments (i) for which, with respect to a portfolio company's
agreement, a milestone was achieved after the last day on which the portfolio company could have requested a drawdown funding to be completed within the reporting period;
and (ii) related to the portion of portfolio company investments assigned to or directly committed by the Adviser Funds as described in "Note -13 Related Party Transactions".

The fair value of the Company’s unfunded commitments is considered to be immaterial as the yield determined at the time of underwriting is expected to be materially

consistent with the yield upon funding, given that interest rates are generally pegged to market indices and given the existence of milestones, conditions and/or obligations
embedded in the borrowing agreements.

As of December 31, 2023 and December 31, 2022, the Company’s unfunded contractual commitments available at the request of the portfolio company, including

undrawn revolving facilities, and unencumbered by milestones were as follows:

(in thousands)

Portfolio Company

Debt Investments:

Thumbtack, Inc.

Automation Anywhere, Inc.

Checkr Group, Inc.

Skydio, Inc.

Tarsus Pharmaceuticals, Inc.

Kura Oncology, Inc.

Akero Therapeutics, Inc.

Dragos

Suzy, Inc.

Tipalti Solutions Ltd.

Main Street Rural, Inc.

Next Insurance, Inc.

Senseonics Holdings, Inc.

Elation Health, Inc.

Modern Life, Inc.

Dronedeploy, Inc.

Phathom Pharmaceuticals, Inc.

Brain Corporation

Heron Therapeutics, Inc.

Leapwork ApS

Saama Technologies, LLC

Zimperium, Inc.

Allvue Systems, LLC

Babel Street

Riviera Partners LLC

Cutover, Inc.

Plentific Ltd

Zappi, Inc.

Altumint, Inc.

Loftware, Inc.

Yipit, LLC

Streamline Healthcare Solutions

New Relic, Inc.

Dashlane, Inc.

Sumo Logic, Inc.

Unfunded Commitments  as of

(1) 

December 31, 2023

December 31, 2022

$

40,000 

$

29,400 

23,625 

22,500 

20,625 

19,250 

15,000 

13,000 

12,000 

10,500 

10,500 

10,000 

8,750 

7,500 

6,500 

6,250 

6,120 

5,000 

4,000 

3,900 

3,875 

3,727 

3,590 

3,375 

3,000 

2,650 

2,625 

2,571 

2,500 

2,277 

2,250 

2,200 

2,176 

2,137 

2,000 

40,000 

29,400 

— 

22,500 

10,313 

8,250 

5,000 

— 

— 

— 

— 

— 

— 

7,500 

— 

12,500 

66,500 

20,700 

— 

— 

— 

1,088 

— 

3,375 

3,500 

1,000 

— 

2,571 

— 

— 

2,250 

— 

— 

10,000 

— 

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Table of Contents

(in thousands)

Portfolio Company

Annex Cloud

Ceros, Inc.

ThreatConnect, Inc.

LogicSource

3GTMS, LLC

Ikon Science Limited

LinenMaster, LLC

Fortified Health Security

Agilence, Inc.

Omeda Holdings, LLC

Flight Schedule Pro, LLC

Dispatch Technologies, Inc.

Constructor.io Corporation

Enmark Systems, Inc.

Alchemer LLC

Cybermaxx Intermediate Holdings, Inc.

ShadowDragon, LLC

Cytracom Holdings LLC

Provention Bio, Inc.

Vida Health, Inc.

Madrigal Pharmaceutical, Inc.

Oak Street Health, Inc.

HilleVax, Inc.

Axsome Therapeutics, Inc.

Replimune Group, Inc.

Aryaka Networks, Inc.

G1 Therapeutics, Inc.

AppDirect, Inc.

Alladapt Immunotherapeutics Inc.

PathAI, Inc.

Viridian Therapeutics, Inc.

Alamar Biosciences, Inc.

Fever Labs, Inc.

Gritstone Bio, Inc.

Nuvolo Technologies Corporation

Signal Media Limited

Fulfil Solutions, Inc.

Demandbase, Inc.

MacroFab, Inc.

Khoros (p.k.a Lithium Technologies)

RVShare, LLC

Mobile Solutions Services

Total Unfunded Debt Commitments:

Investment Funds & Vehicles:

(2)

Forbion Growth Opportunities Fund II C.V.

Forbion Growth Opportunities Fund I C.V.

Total Unfunded Commitments in Investment Funds & Vehicles:

Unfunded Commitments  as of

(1) 

December 31, 2023

December 31, 2022

$

1,750 

$

1,707 

1,600 

1,209 

1,182 

1,050 

1,000 

840 

800 

731 

639 

625 

625 

457 

445 

390 

333 

72 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

386 

1,707 

1,600 

1,209 

— 

1,050 

— 

840 

800 

938 

639 

1,250 

625 

457 

890 

390 

333 

225 

40,000 

40,000 

34,000 

33,750 

28,000 

21,000 

20,700 

20,000 

19,375 

15,000 

15,000 

12,000 

12,000 

10,000 

8,333 

7,500 

5,970 

5,250 

5,000 

3,750 

3,000 

1,812 

1,500 

495 

330,828 

623,221 

2,748 

1,757 

4,505 

2,811 

2,842 

5,653 

(1) For debt investments, amounts represent unfunded commitments, including undrawn revolving facilities, which are available at the request of the portfolio company. Amount excludes unfunded commitments which

are unavailable due to the borrower having not met certain milestones. These amounts also exclude $127.7 million and $173.5 million of unfunded commitments as of December 31, 2023, and December 31, 2022,
respectively, to portfolio companies related to loans assigned to or directly committed by the Adviser Funds as described in "Note -13 Related Party Transactions".

Total Unfunded Commitments

$

335,333 

$

628,874 

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Table of Contents

(2) For investment funds and vehicles, the amount represents uncalled capital commitments in private equity funds.

The following table provides additional information on the Company’s unencumbered unfunded commitments regarding milestones, expirations and type:

(in thousands)

Unfunded Debt Commitments:

Expiring during:

2023

2024

2025

2026

2027

2028

2029

2030

Total Unfunded Debt Commitments

Unfunded Commitments in Investment Funds & Vehicles:

Expiring during:

2030

2032

Total Unfunded Commitments in Investment Funds & Vehicles

Total Unfunded Commitments

December 31, 2023

December 31, 2022

$

— 

$

291,896 

3,004 

7,537 

14,078 

6,547 

3,590 

4,176 

330,828 

1,757 

2,748 

4,505 

461,296 

134,856 

720 

9,038 

15,171 

2,140 

— 

— 

623,221 

2,842 

2,811 

5,653 

$

335,333 

$

628,874 

The following tables provide the Company’s contractual obligations as of December 31, 2023 and December 31, 2022:

As of December 31, 2023:

Contractual Obligations 

(1)

Debt 

(2)(3)

Lease and License Obligations 

(4)

Total

As of December 31, 2022:

Contractual Obligations 

(1)

Debt 

(5)(3)

Lease and License Obligations 

(4)

Total

Payments due by period (in thousands)

Total

Less than 1 year

1 - 3 years

3 - 5 years

After 5 years

1,570,000 

$

26,741 

1,596,741 

$

105,000 

$

2,539 

107,539 

$

689,000 

$

6,629 

695,629 

$

411,000 

$

6,248 

417,248 

$

365,000 

11,325 

376,325 

Payments due by period (in thousands)

Total

Less than 1 year

1 - 3 years

3 - 5 years

After 5 years

1,594,000 

$

8,641 

1,602,641 

$

— 

$

2,723 

2,723 

$

382,000 

$

2,259 

384,259 

$

847,000 

$

2,452 

849,452 

$

365,000 

1,207 

366,207 

$

$

$

$

(1) Excludes commitments to extend credit to the Company’s portfolio companies and uncalled capital commitments in investment funds.
(2)

Includes $175.0 million in principal outstanding under the SBA Debentures, $105.0 million of the July 2024 Notes, $50.0 million of the February 2025 Notes, $70.0 million of the June 2025 Notes, $50.0 million of
the June 2025 3-Year Notes, $50.0 million of the March 2026 A Notes, $50.0 million of the March 2026 B Notes, $150.0 million of the 2031 Asset-Backed Notes, $40.0 million of the 2033 Notes, $325.0 million of
the September 2026 Notes, and $350.0 million of the January 2027 Notes as of December 31, 2023. There was also $94.0 million outstanding under the SMBC Facility and $61.0 million outstanding under the
MUFG Bank Facility as of December 31, 2023.

(3) Amounts represent future principal repayments and not the carrying value of each liability. See “Note 5 – Debt”.
(4) Facility leases and licenses including short-term leases.
(5)

Includes $175.0 million in principal outstanding under the SBA Debentures, $105.0 million of the July 2024 Notes, $50.0 million of the February 2025 Notes, $70.0 million of the June 2025 Notes, $50.0 million of
the June 2025 3-Year Notes, $50.0 million of the March 2026 A Notes, $50.0 million of the March 2026 B Notes, $150.0 million of the 2031 Asset-Backed Notes, $40.0 million of the 2033 Notes, $325.0 million of
the September 2026 Notes and $350.0 million of the January 2027 Notes as of December 31, 2022. There was also $72.0 million outstanding under the SMBC Facility and $107.0 million outstanding under the
MUFG Bank Facility as of December 31, 2022.

Certain premises are leased or licensed under agreements which expire at various dates through July 2034. Total rent expense, including short-term leases, amounted to

approximately $3.4 million, $3.2 million, and $3.1 million, during the years ended December 31, 2023, 2022, and 2021, respectively. The Company recognizes an operating
lease liability and a ROU asset for all leases, with the exception of short-term leases. The lease payments on short-term leases are recognized as rent expense on a straight-line
basis. The discount rate applied to measure each ROU asset and lease liability

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is based on the Company’s incremental weighted average cost of debt. The Company considers the general economic environment and its credit rating and factors in various
financing and asset specific adjustments to ensure the discount rate applied is appropriate to the intended use of the underlying lease. While some of the leases contained
options to extend and terminate, it is not reasonably certain that either option will be utilized and therefore, only the payments in the initial term of the leases were included in
the lease liability and ROU asset.

The following table sets forth information related to the measurement of the Company’s operating lease liabilities and supplemental cash flow information related to

operating leases as of December 31, 2023 and 2022:

(in thousands)

Total operating lease cost

Cash paid for amounts included in the measurement of lease liabilities

Weighted-average remaining lease term (in years)

Weighted-average discount rate

Year Ended December
31, 2023

Year Ended December
31, 2022

$

$

2,382 

2,499 

$

$

2,928 

3,064 

As of December 31, 2023

As of December 31, 2022

8.68

6.79 %

5.48

5.37 %

The following table shows future minimum lease payments under the Company’s operating leases and a reconciliation to the operating lease liability as of

December 31, 2023:

(in thousands)

2024

2025

2026

Thereafter

Total lease payments

Less: imputed interest & other items

Total operating lease liability

As of December 31, 2023

$

$

1,894 

3,267 

3,362 

17,573 

26,096 

(20,901)

5,195 

The Company may, from time to time, be involved in litigation arising out of its operations in the normal course of business or otherwise. Furthermore, third parties
may try to seek to impose liability on the Company in connection with the activities of its portfolio companies. While the outcome of any current legal proceedings cannot at
this time be predicted with certainty, the Company does not expect any current matters will materially affect the Company’s financial condition or results of operations;
however, there can be no assurance whether any pending legal proceedings will have a material adverse effect on the Company’s financial condition or results of operations in
any future reporting period.

12. Indemnification

The Company has entered into indemnification agreements with its directors and executive officers. The indemnification agreements are intended to provide its

directors and executive officers the maximum indemnification permitted under Maryland law and the 1940 Act. Each indemnification agreement provides that the Company
shall indemnify the director or executive officer who is a party to the agreement, or an “Indemnitee,” including the advancement of legal expenses, if, by reason of his or her
corporate status, the Indemnitee is, or is threatened to be, made a party to or a witness in any threatened, pending, or completed proceeding, to the maximum extent permitted
by Maryland law and the 1940 Act.

The Company and its executives and directors are covered by Directors and Officers Insurance, with the directors and officers being indemnified by the Company to

the maximum extent permitted by Maryland law subject to the restrictions in the 1940 Act.

13. Related Party Transactions

As disclosed in “Note 1 - Description of Business”, the Adviser Subsidiary is the Company's wholly owned registered investment advisor business, comprised of the
collectively held and presented entities Hercules Adviser LLC, Hercules Capital Management, LLC, and Hercules Partner Holdings, LLC entities. The Adviser Subsidiary is
accounted for as a portfolio investment of the Company held at fair value. The Adviser Subsidiary has entered into investment management agreements with its privately
offered Adviser Funds, and it receives management fees based on the assets under management of the Adviser Funds. In addition, the general partner interests (the “GP
Interests”) held by Hercules

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Table of Contents

Partner Holdings, LLC may receive incentive fees based on the performance of the Adviser Funds. Both the Adviser Subsidiary and Hercules Partner Holdings, LLC are owned
by Hercules Capital Management LLC. During the year ended December 31, 2023, the Advisor Subsidiary declared and paid dividend distributions to the Company of $1.4
million. No dividends distributions were made during the year ended December 31, 2022. Refer to “Note 4 – Investments” for information related to income, gains and losses
recognized related to the Company’s investment.

The Company has a shared services agreement (“Sharing Agreement”) with the Adviser Subsidiary, through which the Adviser Subsidiary has access to the Company's

human capital resources (including administrative functions) and other resources and infrastructure (including office space and technology). Under the terms of the Sharing
Agreement, the Company allocates the related expenses of shared services to the Adviser Subsidiary based on direct time spent, investment activity, and proportion of assets
under management depending on the nature of the expense. The Company’s total expenses for the years ended December 31, 2023 and 2022, are net of expenses allocated to
the Adviser Subsidiary of $9.1 million and $8.3 million, respectively. As of December 31, 2023 and 2022, there was $0.1 million and $0.1 million receivable, respectively from
the Adviser Subsidiary.

In addition, the Company may from time-to-time make investments alongside the Adviser Funds or assign a portion of investments to the Adviser Funds in accordance

with the Company’s allocation policy. During the year ended December 31, 2023, $595.6 million of all investment commitments of the Company and the Adviser Subsidiary
were assigned to or directly committed by the Adviser Funds. During the year ended December 31, 2023, fundings of $350.7 million were assigned to, directly originated, or
funded by the Adviser Funds. The Company received $12.1 million from the Adviser Funds relating to the assigned investments during the year ended December 31, 2023.

During the year ended December 31, 2022, $747.1 million of all investment commitments of the Company and the Adviser Subsidiary were assigned to or directly
committed by the Adviser Funds, respectively. During the year ended December 31, 2022, fundings of $330.2 million were assigned to, directly originated, or funded by the
Adviser Funds. The Company received $137.0 million from the Adviser Funds relating to the assigned investments during the year ended December 31, 2022. Additionally, in
May 2022, the Company sold $73.5 million of assets to the Adviser Funds and realized a $0.1 million gain.

14. Subsequent Events

Dividend Distribution Declaration

On February 8, 2024, the Board declared (i) a fourth quarter cash distribution of $0.40 per share and (ii) a supplemental cash distribution of $0.32 per share, to be paid
in four quarterly distributions of $0.08 per share beginning with the first quarter of 2024 (the "$0.32 Supplemental Cash Distribution"). The fourth quarter cash distribution and
the first quarterly distribution of the $0.32 Supplemental Cash Distribution (a total of $0.48 per share) will be paid on March 6, 2024 to stockholders of record as of
February 28, 2024.

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Table of Contents

Item 9.     Changes in and Disagreements with Accountants on Accounting and Financial Disclosure

Not Applicable.

Item 9A.     Controls and Procedures

1. Disclosure Controls and Procedures

The Company’s chief executive and chief financial officers, under the supervision and with the participation of the Company’s management, conducted an evaluation
of the Company’s disclosure controls and procedures, as defined in Rules 13a-15(e) and 15d-15(e) under the Exchange Act. As of the end of the period covered by this Annual
Report, the Company’s chief executive and chief financial officers have concluded that the Company’s disclosure controls and procedures were effective to ensure that
information required to be disclosed by the Company in reports that the Company files or submits under the Exchange Act is recorded, processed, summarized, and reported
within the time periods specified in SEC rules and forms, and that information required to be disclosed by the Company in the reports that the Company files or submits under
the Exchange Act is accumulated and communicated to the Company’s management, including the Company’s chief executive and chief financial officers, as appropriate to
allow timely decisions regarding required disclosure.

2. Internal Control Over Financial Reporting

a. Management’s Annual Report on Internal Control over Financial Reporting

The Company is responsible for establishing and maintaining adequate internal control over financial reporting and for the assessment of the effectiveness of internal

control over financial reporting. As defined by the SEC, internal control over financial reporting is a process designed under the supervision of the Company’s principal
executive and principal financial and accounting officer, approved and monitored by the Company’s Board, and implemented by management and other personnel, to provide
reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements in accordance with U.S. GAAP.

The Company’s internal control over financial reporting is supported by written policies and procedures, that (1) pertain to the maintenance of records that, in

reasonable detail, accurately and fairly reflect the transactions and dispositions of the Company’s assets; (2) provide reasonable assurance that transactions are recorded as
necessary to permit preparation of financial statements in accordance with U.S. GAAP, and that receipts and expenditures of the Company are being made only in accordance
with authorizations of the Company’s management and directors; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition,
use or disposition of the Company’s assets that could have a material effect on the financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of
effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies
or procedures may deteriorate.

Management of the Company conducted an assessment of the effectiveness of the Company’s internal control over financial reporting as of December 31, 2023 based

on criteria established in Internal Control— Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission ("the COSO
Framework"). Based on this assessment, management has concluded that the Company’s internal control over financial reporting was effective as of December 31, 2023.

The effectiveness of the Company’s internal control over financial reporting as of December 31, 2023 has been audited by PricewaterhouseCoopers LLP, an

independent registered public accounting firm who also audited the Company’s consolidated financial statements, as stated in their report, which is included in this Annual
Report on Form 10K.

Changes in Internal Control over Financial Reporting in 2023

There have been no changes in the Company’s internal control over financing reporting, as defined in Rules 13a-15(f) and 15d-15(f) of the Exchange Act, which

occurred during the Company’s most recently completed fiscal quarter that has materially affected, or is reasonably likely to materially affect, the Company’s internal control
over financial reporting.

Item 9B.     Other Information

The following tables are being provided to update, as of December 31, 2023, certain information in the Company’s registration statement on Form N-2 (File No. 333-

261732) filed with the SEC on December 17, 2021.

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Table of Contents

Fees and Expenses

The following table is intended to assist you in understanding the various costs and expenses that an investor in our common stock will bear directly or indirectly.

However, we caution you that some of the percentages indicated in the table below are estimates and may vary. The footnotes to the fee table state which items are estimates.
Except where the context suggests otherwise, whenever this prospectus contains a reference to fees or expenses paid by “you” or “us” or that “we” will pay fees or expenses,
stockholders will indirectly bear such fees or expenses as investors in Hercules Capital, Inc.

Stockholder Transaction Expenses (as a percentage of the public offering price):
Sales load (as a percentage of offering price)

(1)

Offering expenses

Dividend reinvestment plan fees

Total stockholder transaction expenses (as a percentage of the public offering price)

Annual Expenses (as a percentage of net assets attributable to common stock):
Operating expenses

(5)

Interest and fees paid in connection with borrowed funds

Acquired fund fees and expenses

Total annual expenses

—  %

—  %
—  %

—  %

(2)

(3)

(4)

5.01  %

4.91  %

0.01  %

9.93  %

(6)(7)

(8)

(10)

(9)

In the event that our securities are sold to or through underwriters, a corresponding prospectus supplement to the Prospectus will disclose the applicable sales load.
In the event that we conduct an offering of our securities, a corresponding prospectus supplement to this prospectus will disclose the estimated offering expenses.

(1)
(2)
(3) The expenses associated with the administration of our dividend reinvestment plan are included in “Operating expenses.” We pay all brokerage commissions incurred with respect to open market purchases, if any,

made by the administrator under the plan. For more details about the plan, see “Dividend Reinvestment Plan.”

(4) Total stockholder transaction expenses may include sales load and will be disclosed in a future prospectus supplement, if any.
(5)
(6)
(7) We do not have an investment adviser and are internally managed by our executive officers under the supervision of our Board. As a result, we do not pay investment advisory fees, but instead we pay the operating

“Net assets attributable to common stock” equals the weighted average net assets for the year ended December 31, 2023, which is approximately $1,578.3 million.
“Operating expenses” represent our actual operating expenses incurred for the twelve months ended December 31, 2023.

(8)
(9)

costs associated with employing investment management professionals.
“Interest and fees paid in connection with borrowed funds” represent our interest, fees, and credit facility expenses incurred for the year ended December 31, 2023.
“Total annual expenses” is the sum of “Operating expenses”, “Interest and fees paid in connection with borrowed funds”, and "Acquired fund fees and expenses". “Total annual expenses” is presented as a percentage
of weighted average net assets attributable to common stockholders, because the holders of shares of our common stock (and not the holders of our debt securities or preferred stock, if any) bear all of our fees and
expenses, including the fees and expenses of our wholly-owned consolidated subsidiaries, all of which are included in this fee table presentation.

(10) “Acquired fund fees and expenses” represent the estimated indirect expense incurred due to investments in other investment companies and private funds.

Senior Securities

Information about our senior securities is shown in the following table for the periods as of December 31, 2023, 2022, 2021, 2020, 2019, 2018, 2017, 2016, 2015, and

2014 which is derived from our audited financial statements for these periods, which have been audited by PricewaterhouseCoopers LLP, our independent registered public
accounting firm. The “N/A” indicates information that the SEC expressly does not require to be disclosed for certain types of senior securities.

Class and Year

Securitized Credit Facility with Wells Fargo Capital Finance

December 31, 2014

(7)

December 31, 2015

December 31, 2016

December 31, 2017

(7)

December 31, 2018

December 31, 2019

(7)

December 31, 2020

(7)

Total Amount
Outstanding
Exclusive of
Treasury
Securities

 (1)

Asset Coverage
per Unit

(2)

Average
Market
Value
per Unit

(3)

$

$

$

— 

50,000,000 

5,015,620 

$

$

— 

13,106,582 

$

— 

— 

— 

26,352 

290,234 

— 

147,497 

— 

— 

N/A

N/A

N/A

N/A

N/A

N/A

N/A

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Table of Contents

Class and Year

December 31, 2021

(7)

Secured Credit Facility with MUFG Bank Ltd. (MUFG)

(9)

December 31, 2014

(7)

December 31, 2015

(7)

December 31, 2016

December 31, 2017

(7)

(7)

December 31, 2018

December 31, 2019

December 31, 2020

(7)

December 31, 2021

(7)

December 31, 2022

December 31, 2023

Secured Credit Facility with Sumitomo Mitsui Banking Corporation (SMBC)

December 31, 2021

December 31, 2022

December 31, 2023

Small Business Administration Debentures (HT II)

(4)

December 31, 2014

December 31, 2015

December 31, 2016

December 31, 2017

December 31, 2018

Small Business Administration Debentures (HT III)

(5)

December 31, 2014

December 31, 2015

December 31, 2016

December 31, 2017

December 31, 2018

December 31, 2019

December 31, 2020

December 31, 2021

Small Business Administration Debentures (HC IV)

(6)

December 31, 2021

December 31, 2022

December 31, 2023

2016 Convertible Notes

December 31, 2014

December 31, 2015

December 31, 2016

April 2019 Notes

December 31, 2014

December 31, 2015

December 31, 2016

December 31, 2017

September 2019 Notes

December 31, 2014

December 31, 2015

December 31, 2016

December 31, 2017

2022 Notes

December 31, 2017

Total Amount
Outstanding
Exclusive of
Treasury
Securities

 (1)

Asset Coverage
per Unit

(2)

Average
Market
Value
per Unit

(3)

— 

— 

— 

— 

— 

39,849,010 

103,918,736 

— 

— 

107,000,000 

61,000,000 

29,924,726 

72,000,000 

94,000,000 

41,200,000 

41,200,000 

41,200,000 

41,200,000 

— 

149,000,000 

149,000,000 

149,000,000 

149,000,000 

149,000,000 

149,000,000 

99,000,000 

— 

150,500,000 

175,000,000 

175,000,000 

17,674,000 

17,604,000 

— 

84,489,500 

64,489,500 

64,489,500 

— 

85,875,000 

45,875,000 

45,875,000 

— 

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

— 

— 

— 

— 

— 

48,513 

23,423 

— 

— 

27,964 

55,250 

85,479 

41,558 

35,854 

31,535 

31,981 

35,333 

39,814 

— 

8,720 

8,843 

9,770 

11,009 

12,974 

16,336 

26,168 

— 

16,996 

17,098 

19,259 

74,905 

74,847 

— 

15,377 

20,431 

22,573 

— 

15,129 

28,722 

31,732 

— 

$

$

$

$

$

$

$

$

150,000,000 

$

10,935 

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

1,290 

1,110 

N/A

1,023 

1,017 

1,022 

N/A

1,026 

1,009 

1,023 

N/A

1,014 

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Table of Contents

Class and Year

December 31, 2018

December 31, 2019

December 31, 2020

December 31, 2021

December 31, 2022

2024 Notes

December 31, 2014

December 31, 2015

December 31, 2016

December 31, 2017

December 31, 2018

December 31, 2019

2025 Notes

December 31, 2018

December 31, 2019

December 31, 2020

December 31, 2021

2033 Notes

December 31, 2018

December 31, 2019

December 31, 2020

December 31, 2021

December 31, 2022

December 31, 2023

July 2024 Notes

December 31, 2019

December 31, 2020

December 31, 2021

December 31, 2022

December 31, 2023

February 2025 Notes

December 31, 2020

December 31, 2021

December 31, 2022

December 31, 2023

June 2025 Notes

December 31, 2020

December 31, 2021

December 31, 2022

December 31, 2023

June 2025 3-Year Notes

December 31, 2022

December 31, 2023

March 2026 A Notes

December 31, 2020

December 31, 2021

December 31, 2022

December 31, 2023

March 2026 B Notes

December 31, 2021

December 31, 2022

Total Amount
Outstanding
Exclusive of
Treasury
Securities

 (1)

Asset Coverage
per Unit

(2)

Average
Market
Value
per Unit

(3)

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

150,000,000 

150,000,000 

150,000,000 

150,000,000 

— 

103,000,000 

103,000,000 

252,873,175 

183,509,600 

83,509,600 

— 

75,000,000 

75,000,000 

75,000,000 

— 

40,000,000 

40,000,000 

40,000,000 

40,000,000 

40,000,000 

40,000,000 

105,000,000 

105,000,000 

105,000,000 

105,000,000 

105,000,000 

50,000,000 

50,000,000 

50,000,000 

50,000,000 

70,000,000 

70,000,000 

70,000,000 

70,000,000 

50,000,000 

50,000,000 

50,000,000 

50,000,000 

50,000,000 

50,000,000 

50,000,000 

50,000,000 

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

12,888 

16,227 

17,271 

17,053 

— 

12,614 

12,792 

5,757 

8,939 

23,149 

— 

25,776 

32,454 

34,541 

— 

48,330 

60,851 

64,765 

63,948 

74,804 

84,256 

23,181 

24,672 

24,361 

28,497 

32,098 

51,812 

51,159 

59,843 

67,405 

37,009 

36,542 

42,745 

48,146 

59,843 

67,405 

51,812 

51,159 

59,843 

67,405 

51,159 

59,843 

976 

1,008 

1,017 

1,019 

N/A

1,010 

1,014 

1,016 

1,025 

1,011 

N/A

962 

1,032 

1,020 

N/A

934 

1,054 

1,072 

1,067 

984 

1,010 

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

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Table of Contents

Class and Year

December 31, 2023

September 2026 Notes

December 31, 2021

December 31, 2022

December 31, 2023

January 2027 Notes

December 31, 2022

December 31, 2023

2017 Asset-Backed Notes

December 31, 2014

December 31, 2015

2021 Asset-Backed Notes

December 31, 2014

December 31, 2015

December 31, 2016

December 31, 2017

December 31, 2018

2027 Asset-Backed Notes

December 31, 2018

December 31, 2019

December 31, 2020

December 31, 2021

2028 Asset-Backed Notes

December 31, 2019

December 31, 2020

December 31, 2021

2031 Asset-Backed Notes

December 31, 2022

December 31, 2023

2022 Convertible Notes

December 31, 2017

December 31, 2018

December 31, 2019

December 31, 2020

December 31, 2021

December 31, 2022

Total Senior Securities

(8)

December 31, 2014

December 31, 2015

December 31, 2016

December 31, 2017

December 31, 2018

December 31, 2019

December 31, 2020

December 31, 2021

December 31, 2022

December 31, 2023

Total Amount
Outstanding
Exclusive of
Treasury
Securities

 (1)

Asset Coverage
per Unit

(2)

Average
Market
Value
per Unit

(3)

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

50,000,000 

$

325,000,000 

325,000,000 

325,000,000 

350,000,000 

350,000,000 

$

$

$

$

$

16,049,144 

$

— 

129,300,000 

129,300,000 

109,205,263 

49,152,504 

— 

200,000,000 

200,000,000 

180,988,022 

— 

250,000,000 

250,000,000 

— 

150,000,000 

150,000,000 

230,000,000 

230,000,000 

230,000,000 

230,000,000 

230,000,000 

— 

626,587,644 

600,468,500 

667,658,558 

802,862,104 

980,465,192 

1,302,918,736 

1,299,988,022 

1,250,424,726 

1,594,000,000 

1,570,000,000 

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

67,405 

7,871 

9,207 

10,370 

8,549 

9,629 

80,953 

$

— 

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

$

10,048 

10,190 

13,330 

33,372 

— 

9,666 

12,170 

14,314 

— 

9,736 

10,362 

— 

19,948 

22,468 

7,132 

8,405 

10,583 

11,264 

11,121 

— 

2,073 

2,194 

2,180 

2,043 

1,972 

1,868 

1,993 

2,046 

1,877 

2,147 

N/A

N/A

N/A

N/A

N/A

N/A

1,375 

N/A

1,000 

996 

1,002 

1,001 

N/A

1,006 

1,004 

1,001 

N/A

1,004 

1,002 

N/A

951 

950 

1,028 

946 

1,021 

1,027 

1,026 

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

N/A

(1)
(2)

Total amount of each class of senior securities outstanding at the end of the period presented.
The asset coverage ratio for a class of senior securities representing indebtedness is calculated as our consolidated total assets, less all liabilities and indebtedness not represented by senior securities, including
senior securities not subject to asset coverage requirements under the 1940 Act due to exemptive relief from the SEC, divided by senior securities representing indebtedness. This asset coverage ratio is
multiplied by $1,000 to determine the Asset Coverage per Unit.

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Table of Contents

(3)
(4)

(5)

(6)

(7)
(8)

(9)

Not applicable because senior securities are not registered for public trading.
Issued by Hercules Technology II, L.P. ("HT II"), one of our prior SBIC subsidiaries, to the Small Business Association ("SBA"). On July 13, 2018, we completed repayment of the remaining outstanding HT II
debentures and subsequently surrendered the SBA license with respect to HT II. These categories of senior securities were not subject to the asset coverage requirements of the 1940 Act as a result of exemptive
relief granted to us by the SEC.
Issued by HT III, one of our prior SBIC subsidiaries, to the SBA. On May 5, 2021, we completed repayment of the remaining outstanding HT III debentures and subsequently surrendered the SBA license with
respect to HT III. These categories of senior securities were not subject to the asset coverage requirements of the 1940 Act as a result of exemptive relief granted to us by the SEC.
Issued by HC IV, one of our SBIC subsidiaries, to the SBA. These categories of senior securities are not subject to the asset coverage requirements of the 1940 Act as a result of exemptive relief granted to us
by the SEC.
The Company’s Wells Facility and MUFG Bank Facility had no borrowings outstanding as of the periods noted above.
The total senior securities and Asset Coverage per Unit shown for those securities do not represent the asset coverage ratio requirement under the 1940 Act, because the presentation includes senior securities
not subject to the asset coverage requirements of the 1940 Act as a result of exemptive relief granted to us by the SEC. As of December 31, 2023, our asset coverage ratio under our regulatory requirements as a
business development company was 228.7% excluding our SBA debentures as a result of our exemptive order from the SEC which allows us to exclude all SBA leverage from our asset coverage ratio.
The June 2022 amendment of the MUFG Bank Facility replaced the Union Bank Facility via an amendment as the lead lender.

Item 9C.     Disclosure Regarding Foreign Jurisdictions that Prevent Inspections

Not Applicable.

Item 10.     Directors, Executive Officers and Corporate Governance

PART III

Information in response to this Item is incorporated herein by reference to the information provided in the Company’s definitive Proxy Statement for the Company’s

2024 Annual Meeting of Stockholders, or the 2024 Proxy Statement, to be filed with the SEC pursuant to Regulation 14A under the Exchange Act under the headings “Proposal
I: Election Of Directors,” “Information About Executive Officers Who Are Not Directors” and “Certain Relationships And Transactions.”

The Company has adopted a code of business conduct and ethics that applies to directors, officers and employees. The code of business conduct and ethics is available

on the Company’s website at http//www.htgc.com. The Company will report any amendments to or waivers of a required provision of the code of business conduct and ethics
on the Company’s website or in a Form 8-K.

Item 11.     Executive Compensation

The information with respect to compensation of executives and directors is contained under the caption “Executive Compensation” in the Company’s 2024 Proxy

Statement and is incorporated in this Annual Report by reference in response to this item.

Item 12.     Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters

The information with respect to security ownership of certain beneficial owners and management is contained under the captions “Security Ownership of Certain

Beneficial Owners and Management” and “Executive Compensation” in the Company’s 2024 Proxy Statement and is incorporated in this Annual Report by reference in
response to this item.

Item 13.     Certain Relationships and Related Transactions and Director Independence

The information with respect to certain relationships and related transactions is contained under the caption “Certain Relationships and Transactions” and the caption

“Proposal I: Election of Directors” in the Company’s 2024 Proxy Statement and is incorporated in this Annual Report by reference in response to this item.

Item 14.     Principal Accountant Fees and Services

The information with respect to principal accountant fees and services is contained under the captions “Principal Accountant Fees and Services” and “Proposal III:

Ratification of Selection of Independent Registered Public Accountants” in the Company’s 2024 Proxy Statement and is incorporated in this Annual Report by reference to this
item.

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Item 15.     Exhibits and Financial Statement Schedules

1.

Financial Statements

PART IV

The following financial statements of the “Company” are filed herewith:

AUDITED FINANCIAL STATEMENTS

Consolidated Statements of Assets and Liabilities as of December 31, 2023 and December 31, 2022

Consolidated Statements of Operations for the three years ended December 31, 2023

Consolidated Statements of Changes in Net Assets for the three years ended December 31, 2023

Consolidated Statements of Cash Flows for the three years ended December 31, 2023

Consolidated Schedule of Investments as of December 31, 2023

Consolidated Schedule of Investments as of December 31, 2022

Notes to Consolidated Financial Statements

2.

The following financial statement schedules are filed herewith:

Consolidated Schedule of Investments In and Advances to Affiliates as of December 31, 2023

Consolidated Schedule of Investments In and Advances to Affiliates as of December 31, 2022

3.

Exhibits required to be filed by Item 601 of Regulation S-K.

149

76

77

78

79

80

93

106

150

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Item 15. 2. Consolidated Schedule of Investments In and Advances to Affiliates as of December 31, 2023 and 2022

Schedules 12-14

(in thousands)

CONSOLIDATED SCHEDULE OF INVESTMENTS IN AND ADVANCES TO AFFILIATES
As of and for the year ended December 31, 2023

Portfolio Company

Investment 

(1)

Amount of Interest
and Fees Credited
to Income 

(2)

Realized Gain
(Loss)

Fair Value as of

December 31, 2022 Gross Additions 

(3)

Gross Reductions 

(4)

Net Change in
Unrealized
Appreciation/
(Depreciation)

Fair Value as of
December 31, 2023

Control Investments

Majority Owned Control Investments

Coronado Aesthetics, LLC 

(8)

Preferred Stock

$

Gibraltar Acquisition LLC (pka as Gibraltar Business
Capital, LLC) 

(5)

Hercules Adviser LLC 

(6)

Total Majority Owned Control Investments

Other Control Investments

Tectura Corporation

(7)

Total Other Control Investments

Total Control Investments

Common Stock

Unsecured Debt

Member Units

Unsecured Debt

Member Units

Senior Debt

Preferred Stock

Common Stock

$

$

$

$

$

— 

— 

3,439 

— 

608 

— 

4,047 

$

690 

$

— 

— 

690 

4,737 

$

$

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

$

$

$

$

$

313 

$

6 

21,700 

15,244 

12,000 

19,153 

— 

— 

9,912 

6,000 

— 

— 

68,416 

$

15,912 

$

— 

— 

— 

— 

— 

— 

— 

$

$

(53)

$

(4)

2,866 

6,790 

— 

9,560 

260 

2 

34,478 

28,034 

12,000 

28,713 

19,159 

$

103,487 

8,042 

$

— 

$

(13,263)

$

13,471 

$

— 

— 

8,042 

76,458 

$

$

13,263 

— 

13,263 

29,175 

$

$

— 

— 

(13,263)

(13,263)

$

$

(10,000)

4 

3,475 

22,634 

$

$

8,250 

3,263 

4 

11,517 

115,004 

(1) Stock and warrants are generally non-income producing and restricted.
(2) Represents the total amount of interest, fees, or dividends credited to income for the period an investment was an affiliate or control investment.
(3) Gross additions include increases in the cost basis of investments resulting from new portfolio investments, paid-in-kind interest or dividends, the amortization of discounts and closing fees and the exchange of one

or more existing securities for one or more new securities.

(4) Gross reductions include decreases in the cost basis of investments resulting from principal repayments or sales and the exchange of one or more existing securities for one or more new securities. Gross reductions

also include previously recognized depreciation on investments that become control or affiliate investments during the period.

(5) As of March 31, 2018, the Company's investment in Gibraltar Acquisition LLC (p.k.a. Gibraltar Business Capital, LLC) became classified as a control investment as a result of obtaining a controlling financial
interest. Gibraltar Acquisition LLC is a wholly-owned subsidiary, which is the holding company for their wholly-owned affiliated portfolio companies, Gibraltar Business Capital, LLC and Gibraltar Equipment
Finance, LLC. The subsidiary has no significant assets or liabilities, other than their equity and debt investments and equity interest in Gibraltar Business Capital, LLC and Gibraltar Equipment Finance, LLC,
respectively.

(6) Hercules Adviser LLC is owned by Hercules Capital Management LLC and presented with Hercules Partner Holdings, LLC which are both wholly owned by the Company. Please refer to “Note 1 - Description of

Business” for additional disclosure.

(7) As of March 31, 2017, the Company's investment in Tectura Corporation became classified as a control investment as of result of obtaining more than 50% representation on the portfolio company's board. In May

2018, the Company purchased common shares, thereby obtaining greater than 25% of voting securities of Tectura as of June 30, 2018.

(8) As of December 31, 2021, the Company's investment in Coronado Aesthetics, LLC became classified as a control investment as a result of obtaining more than 25% of the voting securities of the portfolio company.

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(in thousands)

CONSOLIDATED SCHEDULE OF INVESTMENTS IN AND ADVANCES TO AFFILIATES
As of and for the year ended December 31, 2022

Portfolio Company

Investment 

(1)

Amount of Interest
and Fees Credited
to Income 

(2)

Realized Gain
(Loss)

Fair Value as of

December 31, 2021 Gross Additions 

(3)

Gross Reductions 

(4)

Net Change in
Unrealized
Appreciation/
(Depreciation)

Fair Value as of
December 31, 2022

Control Investments

Majority Owned Control Investments

Coronado Aesthetics, LLC 

(9)

Gibraltar Business Capital, LLC

 (5)

Hercules Adviser LLC 

(6)

Total Majority Owned Control Investments

Other Control Investments

Tectura Corporation

(7)

Total Other Control Investments

Total Control Investments

Affiliate Investments

Black Crow AI, Inc. 

(8)

Pineapple Energy LLC

 (8)

Total Affiliate Investments

Total Control and Affiliate Investments

Preferred Stock

$

Common Stock

Unsecured Debt

Preferred Stock

Common Stock

Unsecured Debt

Member Units

Senior Debt

Preferred Stock

Common Stock

Preferred Stock

Senior Debt

Common Stock

$

$

$

$

$

$

$

$

— 

— 

3,453 

— 

— 

546 

— 

3,999 

$

690 

$

— 

— 

690 

4,689 

$

$

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

$

$

$

$

$

— 

$

3,772 

$

1,120 

$

1,204 

— 

1,204 

5,893 

$

$

(2,014)

— 

1,758 

1,758 

$

$

7,747 

591 

9,458 

82,962 

$

$

500 

$

65 

23,212 

19,393 

1,225 

8,850 

11,990 

— 

— 

82 

— 

— 

3,150 

— 

65,235 

$

3,232 

$

8,269 

$

— 

— 

8,269 

73,504 

$

$

— 

— 

— 

— 

3,232 

— 

— 

— 

— 

3,232 

$

$

$

$

$

$

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

— 

$

$

$

$

$

(187)

$

(59)

(1,594)

(5,256)

(118)

— 

7,163 

(51)

$

(227)

$

— 

— 

(227)

(278)

$

$

(1,000)

$

(120)

$

(7,780)

(4,767)

(13,547)

(13,547)

$

$

33 

4,176 

4,089 

3,811 

$

$

313 

6 

21,700 

14,137 

1,107 

12,000 

19,153 

68,416 

8,042 

— 

— 

8,042 

76,458 

— 

— 

— 

— 

76,458 

(1) Stock and warrants are generally non-income producing and restricted.
(2) Represents the total amount of interest, fees, or dividends credited to income for the period an investment was an affiliate or control investment.
(3) Gross additions include increases in the cost basis of investments resulting from new portfolio investments, paid-in-kind interest or dividends, the amortization of discounts and closing fees and the exchange of one

or more existing securities for one or more new securities.

(4) Gross reductions include decreases in the cost basis of investments resulting from principal repayments or sales and the exchange of one or more existing securities for one or more new securities. Gross reductions

also include previously recognized depreciation on investments that become control or affiliate investments during the period.

(5) As of March 31, 2018, the Company's investment in Gibraltar Business Capital, LLC became classified as a control investment as a result of obtaining a controlling financial interest.
(6) Hercules Adviser LLC is a wholly owned subsidiary providing investment management and other services to the Adviser Funds and other External Parties.
(7) As of March 31, 2017, the Company's investment in Tectura Corporation became classified as a control investment as of result of obtaining more than 50% representation on the portfolio company's board. In May

2018, the Company purchased common shares, thereby obtaining greater than 25% of voting securities of Tectura as of June 30, 2018.

(8) As of September 30, 2022, Black Crow AI, Inc. and Pineapple Energy LLC were no longer affiliates as defined under the 1940 Act.
(9) As of December 31, 2021, the Company's investment in Coronado Aesthetics, LLC became classified as a control investment as a result of obtaining more than 25% of the voting securities of the portfolio company.

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Table of Contents

(in thousands)

CONSOLIDATED SCHEDULE OF INVESTMENTS IN AND ADVANCES TO AFFILIATES
As of and for the year ended December 31, 2023

Portfolio Company

Industry

Type of Investment 

(1)

Maturity Date

Interest Rate and Floor

Principal
or Shares

Cost

Value 

(2)

Control Investments

Majority Owned Control Investments

Coronado Aesthetics, LLC

Medical Devices & Equipment

Preferred Series A Equity

Medical Devices & Equipment

Common Stock

Total Coronado Aesthetics, LLC

Gibraltar Acquisition LLC (p.k.a. Gibraltar
Business Capital, LLC)

(3)

Total Gibraltar Acquisition, LLC

Diversified Financial Services

Unsecured Debt

September 2026

Interest rate FIXED 11.50%

Diversified Financial Services

Unsecured Debt

September 2026

Interest rate FIXED 11.95%

Diversified Financial Services

Member Units

Hercules Adviser LLC

(4)

Diversified Financial Services

Unsecured Debt

June 2025

Interest rate FIXED 5.00%

Diversified Financial Services

Member Units

Total Hercules Adviser LLC

Total Majority Owned Control Investments (5.74%)*

$

$

$

5,000,000 $

180,000

25,000 

10,000 

1

12,000 

1

$

$

$

$

250 

$

— 

250 

$

24,663 

9,815 

34,006 

68,484 

$

12,000 

35 

12,035 

80,769 

$

$

Other Control Investments

Tectura Corporation

Total Tectura Corporation

Total Other Control Investments (0.64%)*

Total Control Investments (6.38%)*

Consumer & Business Services

Senior Secured Debt

July 2024

Interest rate FIXED 8.25%

$

8,250 

$

8,250 

$

Consumer & Business Services

Common Stock

Consumer & Business Services

Preferred Series BB Equity

Consumer & Business Services

Preferred Series C Equity

414,994,863 

1,000,000 

3,235,298

$

$

$

900 

— 

13,263 

22,413 

22,413 

103,182 

$

$

$

260 

2 

262 

24,663 

9,815 

28,034 

62,512 

12,000 

28,713 

40,713 

103,487 

8,250 

4 

12 

3,251 

11,517 

11,517 

115,004 

* Value as a percent of net assets
(1) Stock and warrants are generally non-income producing and restricted.
(2) All of the Company’s control and affiliate investments are Level 3 investments valued using significant unobservable inputs.
(3) Gibraltar Acquisition LLC is a wholly-owned subsidiary, which is the holding company for their wholly-owned affiliated portfolio companies, Gibraltar Business Capital, LLC and Gibraltar Equipment Finance,

LLC. The subsidiary has no significant assets or liabilities, other than their equity and debt investments and equity interest in Gibraltar Business Capital, LLC and Gibraltar Equipment Finance, LLC, respectively.
(4) Hercules Adviser LLC is owned by Hercules Capital Management LLC and presented with Hercules Partner Holdings, LLC which are both wholly owned by the Company. Please refer to “Note 1” for additional

disclosure.

152

Table of Contents

(in thousands)

CONSOLIDATED SCHEDULE OF INVESTMENTS IN AND ADVANCES TO AFFILIATES
As of and for the year ended December 31, 2022

Portfolio Company

Industry

Type of Investment (1)

Maturity Date

Interest Rate and Floor

Principal or Shares

Cost

Value 

(2)

Control Investments

Majority Owned Control Investments

Coronado Aesthetics, LLC

Medical Devices & Equipment

Preferred Series A Equity

Medical Devices & Equipment

Common Stock

Total Coronado Aesthetics, LLC

Gibraltar Business Capital, LLC

Diversified Financial Services

Unsecured Debt

September 2026

Interest rate FIXED 14.50%

Diversified Financial Services

Unsecured Debt

September 2026

Interest rate FIXED 11.50%

Diversified Financial Services

Preferred Series A Equity

Diversified Financial Services

Common Stock

Total Gibraltar Business Capital, LLC

Hercules Adviser LLC

Diversified Financial Services

Unsecured Debt

June 2025

Interest rate FIXED 5.00%

Diversified Financial Services

Member Units

Total Hercules Adviser LLC

Total Majority Owned Control Investments (4.88%)*

Other Control Investments

Tectura Corporation

Total Tectura Corporation

Total Other Control Investments (0.58%)*

Total Control Investments (5.46%)*

Consumer & Business Services

Senior Secured Debt

Consumer & Business Services

Senior Secured Debt

Consumer & Business Services

Senior Secured Debt

Consumer & Business Services

Preferred Series BB Equity

Consumer & Business Services

Common Stock

July 2024

July 2024

July 2024

PIK Interest 5.00%

Interest rate FIXED 8.25%

PIK Interest 5.00%

* Value as a percent of net assets
(1) Stock and warrants are generally non-income producing and restricted.
(2) All of the Company’s control and affiliate investments are Level 3 investments valued using significant unobservable inputs.

$

$

$

$

$

$

5,000,000 $

180,000

15,000 

10,000 

10,602,752

830,000

12,000 

1

$

$

$

$

250 

$

— 

250 

$

14,715 

9,852 

26,122 

1,884 

52,573 

$

12,000 

35 

12,035 

64,858 

$

$

10,680 

$

240 

$

8,250 

13,023 

1,000,000

414,994,863

$

$

$

8,250 

13,023 

— 

900 

22,413 

22,413 

87,271 

$

$

$

313 

6 

319 

12,802 

8,898 

14,137 

1,107 

36,944 

12,000 

19,153 

31,153 

68,416 

— 

8,042 

— 

— 

— 

8,042 

8,042 

76,458 

153

Table of Contents

Item 15. 3. Exhibits

Please note that the agreements included as exhibits to this Form 10-K are included to provide information regarding their terms and are not intended to provide any other
factual or disclosure information about us or the other parties to the agreements. The agreements contain representations and warranties by each of the parties to the applicable
agreement that have been made solely for the benefit of the other parties to the applicable agreement and may not describe the actual state of affairs as of the date they were
made or at any other time.

Exhibit
Number

3(a)

3(b)

3(c)

3(d)

3(e)

3(f)

4(a)

4(b)

4(c)

4(d)

4(e)

4(f)

4(g)

4(h)

4(i)

4(j)

4(k)

4(l)

4(m)*

4(n)

4(o)

4(p)

4(q)

4(r)

4(s)

10(a)

10(b)

10(c)

10(d)

10(e)

10(f)

10(g)

10(h)

10(i)

10(j)

10(k)

10(l)

10(m)

10(n)

10(o)

Description

Articles of Amendment and Restatement.

(2)

Articles of Amendment, dated March 6, 2007.
(9)

Articles of Amendment, dated April 5, 2011.

(4)

Articles of Amendment, dated April 3, 2015.

(11)

Articles of Amendment, dated February 23, 2016.

(14)

Amended and Restated Bylaws of Hercules Capital, Inc.

(48)

Specimen certificate of the Company’s common stock, par value $.001 per share. 

(1)

Form of Dividend Reinvestment Plan.

(36)

Indenture, dated March 6, 2012 between the Registrant and U.S. Bank National Association.

(10)

Indenture, dated January 25, 2017, between Hercules Capital, Inc. and U.S. Bank National Association, as Trustee.

(18)

Form of 4.375% Convertible Senior Note Due 2022, dated as of January 25, 2017 (included as part of Exhibit 4(d)).

(

18)

Statement of Eligibility of Trustee on Form T-1.

(23)

Fourth Supplemental Indenture, dated as of October 23, 2017, between the Registrant and U.S. Bank National Association.

(24)

Form of 4.625% Note due 2022, dated as of October 23, 2017 (included as part of Exhibit 4(g)).

(24)

Sixth Supplemental Indenture, dated as of September 24, 2018, between the Registrant and U.S. Bank National Association.

(31)

Form of 6.25% Note due 2033, dated September 24, 2018 (included as part of Exhibit 4(i)).

(31)

Seventh Supplemental Indenture, dated as of September 16, 2021, between the Registrant and U.S. Bank, National Association.

(44)

Form of 2.625% Note due 2026, dated September 16, 2021 (included as part of Exhibit 4(k)).

(44)

Description of the Registrant’s Securities.

Indenture, dated as of June 22, 2022, between Hercules Capital Funding Trust 2022-1, as Issuer, and U.S. Bank Trust Company National Association, as Trustee.

(46)

Form of 4.95% Note due 2031 (included as part of Exhibit 4(n)).

(46)

[Reserved]

Amended and Restated Trust Agreement, dated as of June 22, 2022, between Hercules Capital Funding 2022-1 LLC, as Trust Depositor, and Wilmington Trust, National Association, as Owner
Trustee.

(46)

Eighth Supplemental Indenture, dated as of January 20, 2022, between the Registrant and U.S. Bank National Association.

(37)

Form of 3.375% Note due 2027 (included as part of Exhibit 4(r))

(37)

Hercules Capital, Inc. Amended and Restated 2004 Equity Incentive Plan.

(6)

Hercules Technology Growth Capital, Inc. 2006 Non-Employee Director Plan (2007 Amendment and Restatement).

(7)

Form of Custodian Agreement between the Company and Union Bank of California, N.A.

(2)

Form of Restricted Stock Unit Award Agreement.

(6)

Form of Incentive Stock Option Award under the 2004 Equity Incentive Plan.

(2)

Form of Nonstatutory Stock Option Award under the 2004 Equity Incentive Plan.

(2)

Form of Transfer Agency and Registrar Services Agreement between the Company and American Stock Transfer & Trust Company.

(2)

Warrant Agreement dated as of June 22, 2004, between the Company and American Stock Transfer & Trust Company, as warrant agent.

(5)

Lease Agreement, dated as of June 13, 2006, between the Company and 400 Hamilton Associates.

(3)

Form of SBA Debenture.

(8)

Form of Amended and Restated Indemnification Agreement.

(20)

Loan and Security Agreement by and among Hercules Funding III, LLC, as borrower, MUFG Union Bank, N.A., as the arranger and administrative agent, and the lenders party thereto from
time to time, dated as of May 5, 2016.

(16)

Sale and Servicing Agreement by and among Hercules Funding III LLC, as borrower, Hercules Capital, Inc., as originator and servicer, and MUFG Union Bank, N.A., as agent, dated as of May
5, 2016.

(16)

First Amendment to Loan and Security Agreement by and among Hercules Funding III LLC, as borrower, MUFG Union Bank, N.A., as the arranger and administrative agent, and the lenders
party thereto from time to time, dated as of July 14, 2016.

(17)

Second Amendment to the Loan and Security Agreement, dated as of May 25, 2018, by and among Hercules Funding III, LLC, as borrower, MUFG Union Bank, N.A., as the arranger and
administrative agent, and the lenders party thereto.

(28)

154

Table of Contents

10(p)

10(q)

10(r)

10(s)

10(t)

10(u)

10(v)

10(w)

10(x)

10(y)

10(z)

10(aa)

10(bb)

10(cc)

10(dd)

10(ee)

10(ff)

10(gg)

10(hh)

10(ii)

10(jj)

10(kk)

10(ll)

10(mm)

10(nn)

10(oo)

10(pp)

10(qq)

10(rr)

10(ss)

10(tt)

10(uu)

10(vv)

Form of Performance Restricted Stock Unit Award Agreement.

(6)

Retention Agreement, dated as of October 26, 2017, by and between Hercules Capital, Inc. and Scott Bluestein.

(25)

Asset Purchase Agreement, dated as of November 1, 2017 by and between Ares Capital Corporation, a Maryland corporation and, together with each Seller Designee permitted pursuant to the
Agreement, and Bearcub Acquisitions LLC, a Delaware limited liability company.

(26)

Form of Retention Performance Stock Unit Award Agreement.

(27)

Form of Cash Retention Bonus Award Agreement.

(27)

Hercules Capital, Inc. Amended and Restated 2018 Equity Incentive Plan.

(32)

Hercules Capital, Inc. 2018 Non-Employee Director Plan.

(32)

Form of Restricted Stock Unit Award Agreement.

(32)

Form of Restricted Stock Award Agreement (2018 Equity Incentive Plan).

(32)

Form of Restricted Stock Award Agreement (Director Plan).

(32)

Form of Nonstatutory Stock Option Award Agreement.
(32)

Form of Incentive Stock Option Award Agreement.

(32)

First Amendment to the Loan and Security Agreement, dated as of June 28, 2019, by and among Hercules Funding IV LLC, as borrower, MUFG Union Bank, N.A., as the arranger and
administrative agent, and the lenders party thereto from time to time.

(34)

Note Purchase Agreement, dated July 16, 2019, by and among Hercules Capital, Inc. and the Purchasers party thereto.

(35)

Custodial Agreement by and between Hercules Capital, Inc. and State Street Bank and Trust Company, dated as of November 9, 2021.

(45)

Note Purchase Agreement, dated February 5, 2020, by and among Hercules Capital, Inc. and the Purchasers party thereto.

(38)

Loan and Security Agreement, dated February 20, 2020 by and among Hercules Funding IV LLC, as borrower, MUFG Union Bank, N.A., as the administrative agent, lender and swingline
lender and the lenders part thereto from time to time.

(39)

Sale and Servicing Agreement, dated as of February 20, 2020, by and among Hercules Funding IV LLC, as borrower, Hercules Capital, Inc., as originator and servicer, and MUFG Union Bank,
N.A., as agent.

(39)

Form of Equity Distribution Agreement

(42)

First Supplement to the Note Purchase Agreement, dated as of November 2, 2020, by and among Hercules Capital, Inc. and the Additional Purchasers party thereto.

(41)

Revolving Credit Agreement, dated as of November 9, 2021, among Hercules Capital, Inc., the lenders and using bank from time to time party thereto and Sumitomo Mitsui Banking
Corporation, as administrative agent.

(43)

Safekeeping Custody Agreement between Hercules Funding IV LLC and City National Bank, a National Banking Association dated as of June 23, 2021. 

(29)

Second Amendment to Revolving Credit Agreement, dated of June 14, 2022, among Hercules Capital Inc., the lenders
party thereto and Sumitomo Mitsui Banking Corporation, as administrative agent.

(47)

Second Amendment to Loan and Security Agreement, dated as of June 10, 2022, among Hercules Funding IV LLC, the
lenders from time to time party thereto, MUFG Union Bank, N.A., as resigning agent, and MUFG Bank, Ltd. (as
successor to MUFG Union Bank, N.A.), as administrative agent.

(47)

Letter of Credit Facility Agreement, dated as of January 13, 2023, between Hercules Capital, Inc. and Sumitomo Mitsui Banking Corporation, as issuing bank.

(49)

First Omnibus Amendment to Revolving Credit Agreement and Guarantee and Security Agreement, dated as of January 13, 2023, among Hercules Capital, Inc., the lenders party thereto and
Sumitomo Mitsui Banking Corporation, as administrative agent and collateral agent.

(49)

Third Amendment to Loan and Security Agreement, dated as of January 13, 2023, among Hercules Funding IV LLC, as borrower, the lenders from time to time party thereto, and MUFG Bank,
Ltd., as agent, a joint lead arranger, swingline lender and sole bookrunner.

(49)

First Amendment to Sale and Servicing Agreement, dated as of January 13, 2023, among Hercules Funding IV LLC, as borrower, Hercules Capital, Inc., as originator and servicer, and MUFG
Bank, Ltd., as agent.

(49)

Transfer Agency and Service Agreement, dated October 3, 2022, between Hercules Capital, Inc. and Computershare Trust Company, N.A. and Computershare Inc.

(36)

Sale and Servicing Agreement, dated as of June 22, 2022, by and among Hercules Capital Funding Trust 2022-1, as Issuer, Hercules Capital, Inc., as Seller and Servicer, Hercules Capital
Funding 2022-1 LLC, as Trust Depositor, U.S. Bank Trust Company, National Association, as Trustee and Securities Intermediary, and U.S. Bank National Association, as Backup Servicer and
Custodian.

(46)

Sale and Contribution Agreement, dated as of June 22, 2022, between Hercules Capital, Inc., as Seller, and Hercules Capital Funding 2022-1 LLC, as Trust Depositor.

(46)

Note Purchase Agreement, dated as of June 22, 2022, by and among Hercules Capital, Inc., as Originator and Servicer, Hercules Capital Funding 2022-1 LLC, as Trust Depositor, Hercules
Capital Funding Trust 2022-1, as Issuer, and American Family Life Assurance Company of Columbus, Allianz Life Insurance Company of North America, Compsource Mutual Insurance
Company, The Lincoln National Life Insurance Company, Massachusetts Mutual Life Insurance Company, Great American Life Insurance Company, and Fidelity & Guaranty Life Insurance
Company, as Purchasers.

(46)

Administration Agreement, dated June 22, 2022, by and among Hercules Capital, Inc., as Administrator, Hercules Capital Funding Trust 2022-1, as Issuer, Wilmington Trust National
Association, as Owner Trustee, and U.S. Bank Trust Company, National Association, as Trustee.

(46)

155

Table of Contents

10(ww)

10(xx)

10(yy)

10(zz)

10(aaa)

14.1*

14.2*

21.1*

23.1*

31.1*

31.2*

32.1*

32.2*

97*

101.INS*

101.SCH*

101.CAL*

101.DEF*

101.LAB*

101.PRE*

104

Second Supplement to the Note Purchase Agreement, dated as of June 23, 2022, by and among Hercules Capital, Inc. and the Additional Purchasers party thereto.

(46)

Form of Long-Term Restricted Stock Unit.

(49)

Custodial Agreement by and between Hercules Growth Capital, Inc. and Wells Fargo Bank, National Association, dated as of July 29, 2015.

(29)

Custodial Agreement by and between Hercules Growth Funding IV LLC and Wells Fargo Bank, National Association, dated as of April 23, 2021.

(29)

First Amendment to Letter of Credit Facility, dated as of March 21, 2023, among Hercules Capital, Inc. and Sumitomo Mitsui Banking Corporation.

(50)

Code of Ethics.

Code of Business Conduct and Ethics.

List of Subsidiaries.

Consent of PricewaterhouseCoopers LLP, independent registered public accounting firm.

Certification of Chief Executive Officer Pursuant to Rule 13a-14(a) under the Securities Exchange Act of 1934, as amended.

Certification of Chief Financial Officer Pursuant to Rule 13a-14(a) under the Securities Exchange Act of 1934, as amended.

Certification of Chief Executive Officer Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 (18 U.S.C. 1350), as amended.

Certification of Chief Financial Officer Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 (18 U.S.C. 1350), as amended.

Form of Clawback Policy.

Inline XBRL Instance Document - the instance document does not appear in the Interactive Data File because its XBRL tags are embedded within the Inline XBRL document.

Inline XBRL Taxonomy Extension Schema Document.

Inline XBRL Taxonomy Extension Calculation Linkbase Document.

Inline XBRL Taxonomy Extension Definition Linkbase Document.

Inline XBRL Taxonomy Extension Label Linkbase Document.

Inline XBRL Taxonomy Extension Presentation Linkbase Document.

The cover page from the Company's Annual Report on Form 10-K for the year ended December 31, 2023, has been formatted in Inline XBRL.

Filed herewith

*
(1) Previously filed as part of Pre-Effective Amendment No. 2, as filed on June 8, 2005 (File No. 333-122950), to the Registration Statement on Form N-2 of the Company.
(2) Previously filed as part of Pre-Effective Amendment No. 1, as filed on May 17, 2005 (File No. 333-122950) to the Registration Statement on Form N-2 of the Company.
(3) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on August 1, 2006.
(4) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on March 9, 2007.
(5) Previously filed as part of the Registration Statement on Form N-2 of the Company, as filed on February 22, 2005.
(6) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on January 5, 2017.
(7) Previously filed as part of the Registration Statement on Form S-8, as filed on October 2, 2007.
(8) Previously filed as part of the Annual Report on Form 10-K of the Company, as filed on March 16, 2009.
(9) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on April 11, 2011.
(10) Previously filed as part of Post-Effective Amendment No. 1, as filed on April 17, 2012 (File No. 333-179431), to the Registration Statement on Form N-2 of the Company.
(11) Previously filed as part of the Registration Statement on Form N-2 of the Company, as filed on April 20, 2015 (File No. 333-203511).
(12) Reserved.
(13) Reserved.
(14) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on February 25, 2016.
(15) Reserved.
(16) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on May 10, 2016.
(17) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on July 19, 2016.
(18) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on January 25, 2017.
(19) Reserved.
(20) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on July 22, 2016.
(21) Previously filed as part of Post-Effective Amendment No. 1, as filed on June 10, 2005 (File No. 333-122950) to the Registration Statement on Form N-2 of the Company.
(22) Reserved.
(23) Previously filed as part of the of the Registration Statement on Form N-2 of the Company, as filed on April 29, 2019 (File No. 333-231089).
(24) Previously filed as part of the Post-Effective Amendment No. 2, as filed on October 25, 2017 (File No. 333-214767), to the Registration Statement on Form N-2 of the Company.
(25) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on October 26, 2017.
(26) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on November 2, 2017.
(27) Previously filed as part of the Quarterly Report on Form 10-Q of the Company, as filed on May 3, 2018.
(28) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on June 1, 2018.
(29) Previously filed as part of the Registration Statement on Form N-2 of the Company, as filed on December 17, 2021 (File No. 333-261732).
(30) Reserved.

156

Table of Contents

(31) Previously filed as part of Post-Effective Amendment No. 2, as filed on September 24, 2018 (File No. 333-224281), to the Registration Statement on Form N-2 of the Company.
(32) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on January 31, 2019.
(33) Reserved.
(34) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on July 3, 2019.
(35) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on July 16, 2019.
(36) Previously filed as part of the Quarterly Report on Form 10-Q of the Company, as filed on November 2, 2022.
(37) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on January 21, 2022.
(38) Previously filed as part of the Quarterly Report on Form 8-K of the Company, as filed on February 6, 2020.
(39) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on February 20, 2020.
(40) Reserved.
(41) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on November 4, 2020.
(42) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on May 5 2023.
(43) Previously filed as part of the Current Report on Form 8-K of the company, as filed on November 10, 2021
(44) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on September 16, 2021.
(45) Previously filed as part of the Annual Report on Form 10-K of the Company, as filed on February 22, 2022.
(46) Previously filed as part of the Quarterly Report on Form 10-Q of the Company, as filed on July 28, 2022.
(47) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on June 15, 2022.
(48) Previously filed as part of the Current Report on Form 8-K of the Company, as filed on March 20, 2020.
(49) Previously filed as part of the Annual Report on Form 10-K of the Company, as filed on February 16, 2023.
(50) Previously filed as part of the Quarterly Report on Form 10-Q of the Company, as filed on May 4, 2023.

Item 16.     Form 10-K Summary

Not applicable.

157

Table of Contents

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the

undersigned, thereunto duly authorized.

SIGNATURES

HERCULES CAPITAL, INC.

Date: February 15, 2024

By:

/S/ Scott Bluestein

Scott Bluestein

Chief Executive Officer and Chief Investment Officer

In accordance with the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the following

capacities on February 15, 2024.

Signature

/S/ Scott Bluestein

Scott Bluestein

/S/ Seth H. Meyer

Seth H. Meyer

Title

Director, President, Chief Executive Officer, and

Chief Investment Officer (Principal Executive Officer)

Chief Financial Officer and

Chief Accounting Officer (Principal Accounting and Financial Officer)

/S/ Robert P. Badavas

Robert P. Badavas

Chairman of the Board

/S/ DeAnne Aguirre

DeAnne Aguirre

/S/ Gayle Crowell

Gayle Crowell

/S/ Thomas Fallon

Thomas Fallon

/S/ Wade Loo

Wade Loo

/S/ Pam Randhawa

Pam Randhawa

Director

Director

Director

Director

Director

/S/ Nikos Theodosopoulos

Director

Nikos Theodosopoulos

158

Date

February 15, 2024

February 15, 2024

February 15, 2024

February 15, 2024

February 15, 2024

February 15, 2024

February 15, 2024

February 15, 2024

February 15, 2024

 
 
 
 
Exhibit 4(m)

DESCRIPTION OF OUR SECURITIES
REGISTERED PURSUANT TO SECTION 12 OF THE SECURITIES
EXCHANGE ACT OF 1934

As of December 31, 2023, Hercules Capital, Inc. (“we,” “our,” “Hercules,” or the “Company”) had the following three classes of securities registered under Section 12 of the
Securities Exchange Act of 1934, as amended (the “Exchange Act”): (i) our common stock, par value $0.001 per share (“common stock”) and (ii) our 6.25% Notes due 2033
(the “2033 Notes” or our “Debt Securities”).

DESCRIPTION OF OUR CAPITAL STOCK

The following description is based on relevant portions of the Maryland General Corporation Law, as amended (the “MGCL”), and on our charter and bylaws. This summary
may not contain all of the information that is important to you, and we refer you to the MGCL and our charter and bylaws for a more detailed description of the provisions
summarized below.

Common Stock

Under the terms of our charter, our authorized capital stock consists of 200,000,000 shares of common stock, par value $0.001 per share. Under our charter, our Board of
Directors is authorized to classify and reclassify any unissued shares of stock into other classes or series of stock, and to cause the issuance of such shares, without obtaining
stockholder approval. In addition, as permitted by the MGCL, but subject to the Investment Company Act of 1940, as amended (the “1940 Act”), our charter provides that the
Board of Directors, without any action by our stockholders, may amend the charter from time to time to increase or decrease the aggregate number of shares of stock or the
number of shares of stock of any class or series that we have authority to issue. Under Maryland law, our stockholders generally are not personally liable for our debts or
obligations.

All shares of our common stock have equal rights as to earnings, assets, distributions and voting privileges, except as described below and, when they are issued, will be duly
authorized, validly issued, fully paid and nonassessable.

Distributions may be paid to the holders of our common stock if, as and when authorized by our Board of Directors and declared by us out of assets legally available therefor.
Shares of our common stock have no conversion, exchange, preemptive or redemption rights. In the event of a liquidation, dissolution or winding up of Hercules each share of
our common stock would be entitled to share ratably in all of our assets that are legally available for distribution after we pay all debts and other liabilities and subject to any
preferential rights of holders of our preferred stock, if any preferred stock is outstanding at such time. Each share of our common stock is entitled to one vote on all matters
submitted to a vote of stockholders, including the election of directors. Except as provided with respect to any other class or series of stock, the holders of our common stock
will possess exclusive voting power. There is no cumulative voting in the election of directors, which means that holders of a majority of the outstanding shares of common
stock will elect all of our directors, and holders of less than a majority of such shares will be unable to elect any director.

Title of Class

Amount
Authorized

Amount Held
by Company
for its Account

Amount
Outstanding

Common Stock, $0.001 par value per share

200,000,000    

—      

157,758,072  

Preferred Stock

Our charter authorizes our Board of Directors to classify and reclassify any unissued shares of stock into other classes or series of stock, including preferred stock. Prior to
issuance of shares of each class or series, the Board of Directors is required by Maryland law and by our charter to set the terms, preferences, conversion or other rights, voting
powers, restrictions, limitations as to dividends or other distributions, qualifications and terms or conditions of redemption for each class or series. Thus, the Board of Directors
could authorize the issuance of shares of preferred stock with terms and conditions which could have the effect of delaying, deferring or preventing a transaction or a change in
1
control that might involve a premium price for holders of our common stock or otherwise be in their best interest.

BUSINESS.31023043.2

 
 
 
 
  
 
 
 
  
 
Exhibit 4(m)

Limitation on Liability of Directors and Officers; Indemnification and Advance of Expenses

Maryland law permits a Maryland corporation to include in its charter a provision limiting the liability of its directors and officers to the corporation and its stockholders for
money damages except for liability resulting from (a) actual receipt of an improper benefit or profit in money, property or services or (b) active and deliberate dishonesty
established by a final judgment as being material to the cause of action. Our charter contains such a provision which eliminates directors’ and officers’ liability to the maximum
extent permitted by Maryland law, subject to the requirements of the 1940 Act.

Our charter authorizes us, to the maximum extent permitted by Maryland law and subject to the requirements of the 1940 Act, to indemnify any present or former director or
officer or any individual who, while a director or officer and at our request, serves or has served another corporation, real estate investment trust, partnership, joint venture,
trust, employee benefit plan or other enterprise as a director, officer, partner or trustee, from and against any claim or liability to which such person may become subject or
which such person may incur by reason of his or her service in any such capacity, except with respect to any matter as to which such person shall have been finally adjudicated
in any proceeding not to have acted in good faith in the reasonable belief that their action was in our best interest or to be liable to us or our stockholders by reason of willful
misfeasance, bad faith, gross negligence or reckless disregard of the duties involved in the conduct of such person’s office. Our charter also provides that, to the maximum
extent permitted by Maryland law, with the approval of our Board of Directors and provided that certain conditions described in our charter are met, we may pay certain
expenses incurred by any such indemnified person in advance of the final disposition of a proceeding upon receipt of an undertaking by or on behalf of such indemnified person
to repay amounts we have so paid if it is ultimately determined that indemnification of such expenses is not authorized under our charter. Our bylaws obligate us, to the
maximum extent permitted by Maryland law and subject to the requirements of the 1940 Act, to indemnify any present or former director or officer or any individual who,
while a director or officer and at our request, serves or has served another corporation, real estate investment trust, partnership, joint venture, trust, employee benefit plan or
other enterprise as a director, officer, partner or trustee and who is made, or threatened to be made, a party to the proceeding by reason of his or her service in any such capacity
from and against any claim or liability to which that person may become subject or which that person may incur by reason of his or her service in any such capacity, except
with respect to any matter as to which such person shall have been finally adjudicated in any proceeding not to have acted in good faith in the reasonable belief that their action
was in our best interest or to be liable to us or our stockholders by reason of willful misfeasance, bad faith, gross negligence or reckless disregard of the duties involved in the
conduct of such person’s office. Our bylaws also provide that, to the maximum extent permitted by Maryland law, with the approval of our Board of Directors and provided that
certain conditions described in our bylaws are met, we may pay certain expenses incurred by any such indemnified person in advance of the final disposition of a proceeding
upon receipt of an undertaking by or on behalf of such indemnified person to repay amounts we have so paid if it is ultimately determined that indemnification of such expenses
is not authorized under our bylaws. Our charter and bylaws also permit us to indemnify and advance expenses to any individual who served a predecessor of us in any of the
capacities described above and any of our employees or agents or any employees or agents of our predecessor.

Maryland law requires a corporation (unless its charter provides otherwise, which our charter does not) to indemnify a director or officer who has been successful in the defense
of any proceeding to which he or she is made, or threatened to be made, a party by reason of his or her service in that capacity. Maryland law permits a corporation to
indemnify its present and former directors and officers, among others, against judgments, penalties, fines, settlements and reasonable expenses actually incurred by them in
connection with any proceeding to which they may be made, or threatened to be made, a party by reason of their service in those or other capacities unless it is established that
(a) the act or omission of the director or officer was material to the matter giving rise to the proceeding and (1) was committed in bad faith or (2) was the result of active and
deliberate dishonesty, (b) the director or officer actually received an improper personal benefit in money, property or services or (c) in the case of any criminal proceeding, the
director or officer had reasonable cause to believe that the act or omission was unlawful. However, under Maryland law, a Maryland corporation may not indemnify for an
adverse judgment in a suit by or in the right of the corporation or for a judgment of liability on the basis that a personal benefit was improperly received, unless in either case a
court orders indemnification, and then only for expenses. In addition, Maryland law permits a corporation to advance reasonable expenses to a director or officer upon the
corporation’s receipt of (a) a written affirmation by the director or officer of his or her good faith belief that he or she has met the standard of conduct necessary for
indemnification by the corporation and (b) a written undertaking by him or her or on his or her behalf to repay the amount paid or reimbursed by the corporation if it is
ultimately determined that the standard of conduct was not met.

2

We currently have in effect a directors’ and officers’ insurance policy covering our directors and officers and us for any acts and omissions committed, attempted or allegedly
committed by any director or officer during the policy period. The policy is subject to customary exclusions.

BUSINESS.31023043.2

 
 
 
 
 
Exhibit 4(m)

Provisions of the MGCL and Our Charter and Bylaws

The MGCL and our charter and bylaws contain provisions that could make it more difficult for a potential acquiror to acquire us by means of a tender offer, proxy contest or
otherwise. These provisions are expected to discourage certain coercive takeover practices and inadequate takeover bids and to encourage persons seeking to acquire control of
us to negotiate first with our Board of Directors. We believe that the benefits of these provisions outweigh the potential disadvantages of discouraging any such acquisition
proposals because, among other things, the negotiation of such proposals may improve their terms.

Classified Board of Directors

Our Board of Directors is divided into three classes of directors serving staggered three-year terms. The terms of the first, second and third classes will expire at our annual
meeting of stockholders in 2026, 2024 and 2025, respectively. Upon expiration of their current terms, directors of each class will be elected to serve until the third annual
meeting following their election and until their respective successors are duly elected and qualify. Each year one class of directors will be elected by the stockholders. A
classified board may render a change in control or removal of our incumbent management more difficult. We believe, however, that the longer time required to elect a majority
of a classified Board of Directors will help to ensure the continuity and stability of our management and policies.

Election of Directors

Our charter provides that, except as otherwise provided in the bylaws, the affirmative vote of the holders of a majority of the outstanding shares of stock entitled to vote in the
election of directors will be required to elect each director. Our bylaws currently provide that, in uncontested elections, directors are elected by the affirmative vote of a
majority of the votes cast for and against a director nominee. In contested elections, our bylaws provide that directors are elected by a plurality of the votes cast in the election
of directors. Pursuant to our charter and bylaws, our Board of Directors may amend the bylaws to alter the vote required to elect directors.

Number of Directors; Vacancies; Removal

Our charter provides that the number of directors will be set only by the Board of Directors in accordance with our bylaws. Our bylaws provide that a majority of our entire
Board of Directors may at any time increase or decrease the number of directors. However, the number of directors may never be less than one nor, unless the bylaws are
amended, more than 12. We have elected to be subject to the provision of Subtitle 8 of Title 3 of the MGCL regarding the filling of vacancies on the Board of Directors.
Accordingly, except as may be provided by the Board of Directors in setting the terms of any class or series of preferred stock, any and all vacancies on the Board of Directors
may be filled only by the affirmative vote of a majority of the remaining directors in office, even if the remaining directors do not constitute a quorum, and any director elected
to fill a vacancy shall serve for the remainder of the full term of the directorship in which the vacancy occurred and until a successor is elected and qualifies, subject to any
applicable requirements of the 1940 Act.

Our charter provides that a director may be removed only for cause, as defined in the charter, and then only by the affirmative vote of at least two-thirds of the votes entitled to
be cast in the election of directors.

Action by Stockholders

Under the MGCL, stockholder action may be taken only at an annual or special meeting of stockholders or by unanimous consent in lieu of a meeting (unless the charter
provides for stockholder action by less than unanimous written consent, which our charter does not). These provisions, combined with the requirements of our bylaws regarding
the calling of a stockholder-requested special meeting of stockholders discussed below, may have the effect of delaying consideration of a stockholder proposal until the next
annual meeting.

Advance Notice Provisions for Stockholder Nominations and Stockholder Proposals

Our bylaws provide that with respect to an annual meeting of stockholders, nominations of persons for election to the Board of Directors and the proposal of business to be
considered by stockholders may be made only (1) pursuant to our notice of the meeting, (2) by the Board of Directors or (3) by a stockholder who was a stockholder of record
3
both at the time of giving of notice by the stockholder and at the time of the annual meeting, who is entitled to vote at the meeting and who has complied with the advance
notice procedures of the bylaws. With respect to special meetings of stockholders, only the business specified in our notice of the meeting may be brought before the meeting.
Nominations of persons for election to the Board of Directors at a special meeting may be made only (1) pursuant to our notice of the meeting, (2) by the Board of Directors or
(3) provided that the Board of Directors has determined that directors will be elected at the meeting, by a stockholder who was a stockholder of record both

BUSINESS.31023043.2

 
 
 
 
 
 
 
 
 
 
 
 
Exhibit 4(m)

at the time of giving of notice by the stockholder and at the time of the special meeting, who is entitled to vote at the meeting and who has complied with the advance notice
provisions of the bylaws.

The purpose of requiring stockholders to give us advance notice of nominations and other business is to afford our Board of Directors a meaningful opportunity to consider the
qualifications of the proposed nominees and the advisability of any other proposed business and, to the extent deemed necessary or desirable by our Board of Directors, to
inform stockholders and make recommendations about such qualifications or business, as well as to provide a more orderly procedure for conducting meetings of stockholders.
Although our bylaws do not give our Board of Directors any power to disapprove stockholder nominations for the election of directors or proposals recommending certain
action, they may have the effect of precluding a contest for the election of directors or the consideration of stockholder proposals if proper procedures are not followed and of
discouraging or deterring a third party from conducting a solicitation of proxies to elect its own slate of directors or to approve its own proposal without regard to whether
consideration of such nominees or proposals might be harmful or beneficial to us and our stockholders.

Calling of Special Meeting of Stockholders

Our bylaws provide that special meetings of stockholders may be called by our Board of Directors and certain of our officers. Additionally, our bylaws provide that, subject to
the satisfaction of certain procedural and informational requirements by the stockholders requesting the meeting, a special meeting of stockholders shall be called by our
secretary upon the written request of stockholders entitled to cast not less than a majority of all of the votes entitled to be cast at such meeting.

Approval of Extraordinary Corporate Action; Amendment of Charter and Bylaws

Under Maryland law, a Maryland corporation generally cannot dissolve, amend its charter, merge, convert, sell all or substantially all of its assets, engage in a share exchange or
engage in similar transactions outside the ordinary course of business, unless approved by the affirmative vote of stockholders entitled to cast at least two-thirds of the votes
entitled to be cast on the matter. However, a Maryland corporation may provide in its charter for approval of these matters by a lesser percentage, but not less than a majority of
all of the votes entitled to be cast on the matter. Our charter generally provides for approval of charter amendments and extraordinary transactions by the stockholders entitled
to cast at least a majority of the votes entitled to be cast on the matter. Our charter also provides that certain charter amendments and any proposal for our conversion, whether
by merger or otherwise, from a closed-end company to an open-end company or any proposal for our liquidation or dissolution requires the approval of the stockholders entitled
to cast at least 75% of the votes entitled to be cast on such matter. However, if such amendment or proposal is approved by at least 75% of our continuing directors (in addition
to approval by our Board of Directors), such amendment or proposal may be approved by the stockholders entitled to cast a majority of the votes entitled to be cast on such a
matter. The “continuing directors” are defined in our charter as our current directors, as well as those directors whose nomination for election by the stockholders or whose
election by the directors to fill vacancies is approved by a majority of the continuing directors then on the Board of Directors.

Our charter and bylaws provide that the Board of Directors will have the exclusive power to make, alter, amend or repeal any provision of our bylaws.

No Appraisal Rights

Except with respect to appraisal rights arising in connection with the Control Share Act discussed below, as permitted by the MGCL, our charter provides that stockholders will
not be entitled to exercise appraisal rights.

Control Share Acquisitions

The Maryland Control Share Acquisition Act (the “Control Share Act”) provides that holders of control shares of a Maryland corporation acquired in a control share acquisition
have no voting rights except to the extent approved by a vote of two-thirds of the votes entitled to be cast on the matter. Shares owned by the acquiror, by officers or by
directors who are employees of the corporation are excluded from shares entitled to vote on the matter. Control shares are voting shares of stock which, if aggregated with all
other shares of stock owned by the acquiror or in respect of which the acquiror is able to exercise or direct the exercise of voting power (except solely by virtue of a revocable
proxy), would entitle the acquiror to exercise voting power in electing directors within one of the following ranges of voting power:

•

•

one-tenth or more but less than one-third;

one-third or more but less than a majority; or

4

BUSINESS.31023043.2

 
 
 
 
 
 
 
 
 
 
Exhibit 4(m)

•

a majority or more of all voting power.

The requisite stockholder approval must be obtained each time an acquiror crosses one of the thresholds of voting power set forth above. Control shares do not include shares
the acquiring person is then entitled to vote as a result of having previously obtained stockholder approval. A control share acquisition means the acquisition of issued and
outstanding control shares, subject to certain exceptions.

A person who has made or proposes to make a control share acquisition may compel the Board of Directors of the corporation to call a special meeting of stockholders to be
held within 50 days of demand to consider the voting rights of the shares. The right to compel the calling of a special meeting is subject to the satisfaction of certain conditions,
including an undertaking to pay the expenses of the meeting. If no request for a meeting is made, the corporation may itself present the question at any stockholders meeting.

If voting rights are not approved at the meeting or if the acquiring person does not deliver an acquiring person statement as required by the statute, then the corporation may
repurchase for fair value any or all of the control shares, except those for which voting rights have previously been approved. The right of the corporation to repurchase control
shares is subject to certain conditions and limitations. Fair value is determined, without regard to the absence of voting rights for the control shares, as of the date of the last
control share acquisition by the acquiror or of any meeting of stockholders at which the voting rights of the shares are considered and not approved. If voting rights for control
shares are approved at a stockholders meeting and the acquiror becomes entitled to vote a majority of the shares entitled to vote, all other stockholders may exercise appraisal
rights. The fair value of the shares as determined for purposes of appraisal rights may not be less than the highest price per share paid by the acquiror in the control share
acquisition.

The Control Share Act does not apply (a) to shares acquired in a merger, consolidation or share exchange if the corporation is a party to the transaction or (b) to acquisitions
approved or exempted by the charter or bylaws of the corporation.

Our bylaws contain a provision exempting from the Control Share Act any and all acquisitions by any person of our shares of stock.

Business Combinations

Under the Maryland Business Combination Act (the “Business Combination Act”), “business combinations” between a Maryland corporation and an interested stockholder or
an affiliate of an interested stockholder are prohibited for five years after the most recent date on which the interested stockholder becomes an interested stockholder. These
business combinations include a merger, consolidation, share exchange or, in circumstances specified in the statute, an asset transfer or issuance or reclassification of equity
securities. An interested stockholder is defined as:

•

•

any person who beneficially owns 10% or more of the voting power of the corporation’s shares; or

an affiliate or associate of the corporation who, at any time within the two-year period prior to the date in question, was the beneficial owner of 10% or more
of the voting power of the then outstanding voting stock of the corporation.

A person is not an interested stockholder under this statute if the Board of Directors approved in advance the transaction by which such stockholder otherwise would have
become an interested stockholder. However, in approving a transaction, the Board of Directors may provide that its approval is subject to compliance, at or after the time of
approval, with any terms and conditions determined by the board.

After the 5-year prohibition, any business combination between the Maryland corporation and an interested stockholder generally must be recommended by the Board of
Directors of the corporation and approved by the affirmative vote of at least:

•

•

80% of the votes entitled to be cast by holders of outstanding shares of voting stock of the corporation; and

5

two-thirds of the votes entitled to be cast by holders of voting stock of the corporation other than shares held by the interested stockholder with whom or with
whose affiliate the business combination is to be effected or held by an affiliate or associate of the interested stockholder.

BUSINESS.31023043.2

 
 
 
 
 
 
 
 
 
 
Exhibit 4(m)

These super-majority vote requirements do not apply if the corporation’s common stockholders receive a minimum price, as defined under Maryland law, for their shares in the
form of cash or other consideration in the same form as previously paid by the interested stockholder for its shares.

The statute permits various exemptions from its provisions, including business combinations that are exempted by the Board of Directors before the time that the interested
stockholder becomes an interested stockholder. Our Board of Directors has adopted a resolution exempting any business combination between us and any other person from the
provisions of the Business Combination Act, provided that the business combination is first approved by the Board of Directors, including a majority of the directors who are
not interested persons as defined in the 1940 Act.

Conflict with 1940 Act

Our bylaws provide that, if and to the extent that any provision of the MGCL, or any provision of our charter or bylaws conflicts with any provision of the 1940 Act, the
applicable provision of the 1940 Act will control.

Regulatory Restrictions

Our wholly-owned subsidiary, HC IV, has obtained an SBIC license. The SBA prohibits, without prior SBA approval, a “change of control” or transfers which would result in
any person (or group of persons acting in concert) owning 10% or more of any class of capital stock of a SBIC. A “change of control” is any event which would result in a
transfer of the power, direct or indirect, to direct the management and policies of a SBIC, whether through ownership, contractual arrangements or otherwise.

DESCRIPTION OF OUR DEBT SECURITIES

6.25% Notes due 2033

On September 24, 2018, we issued $40.0 million in aggregate principal amount of the 2033 Notes. The 2033 Notes will mature on October 30, 2033, unless previously
repurchased in accordance with their terms. The 2033 Notes bear interest at a rate of 6.25% per year payable quarterly in arrears on January 30, April 30, July 30, and October
30 of each year, commencing on October 30, 2018 and trade on the NYSE under the symbol “HCXY.”

The 2033 Notes are our direct unsecured obligations and rank pari passu, or equally in right of payment, with all outstanding and future unsecured unsubordinated indebtedness
issued by us.

We may redeem some or all of the 2033 Notes at any time, or from time to time, at the redemption price set forth under the terms of the indenture after October 30, 2023. No
sinking fund is provided for the 2033 Notes. The 2033 Notes were issued in denominations of $25 and integral multiples of $25 thereof.

The 2033 Notes were issued pursuant to that certain indenture, dated March 6, 2012 (the “Base Indenture”), as supplemented by the Sixth Supplemental Indenture to the Base
Indenture, dated September 24, 2018 (the “2033 Notes Indenture” or the “indenture”). As of December 31, 2023, the Company was in compliance with the terms of the 2033
Notes Indenture.

General

For purposes of this description, any reference to the payment of principal of or premium or interest, if any, on Debt Securities will include additional amounts if required by
the terms of the Debt Securities.

The indenture does not limit the amount of Debt Securities that may be issued thereunder from time to time. Debt Securities issued under the indenture, when a single trustee is
acting for all Debt Securities issued under the indenture, are called the “indenture securities.” The indenture also provides that there may be more than one trustee thereunder,
each with respect to one or more different series of indenture securities. See “Resignation of Trustee” section below. At a time when two or more trustees are acting under the
indenture, each with respect to only certain series, the term “indenture securities” means the one or more series of Debt Securities with respect to which each respective trustee
is acting. In the event that there is more than one trustee under the indenture, the powers and trust obligations of each trustee described in this prospectus will extend only to the
one or more series of indenture securities for which it is trustee. If two or more trustees are acting under the indenture, then the indenture securities for which each trustee is
acting would be treated as if issued under separate indentures.

6

We have the ability to issue indenture securities with terms different from those of indenture securities previously issued and, without the consent of the holders thereof, to
reopen a previous issue of a series of indenture securities and issue additional indenture securities of that series unless the reopening was restricted when that series was created.

BUSINESS.31023043.2

 
 
 
 
 
 
  
 
  
Exhibit 4(m)

Certain Covenants

In addition to standard covenants relating to payment of principal and interest, maintaining an office or agency, payment of taxes and related matters, the following covenants
apply to each of the Debt Securities.

Statement as to Compliance

We have agreed to deliver to the Trustee, within 120 calendar days after the end of each fiscal year ending after the
date  hereof  so  long  as  any  Debt  Security  is  outstanding,  an  Officers’  Certificate  stating  to  the  knowledge  of  the  signers  thereof  whether  the  Company  is  in  default  in  the
performance of any of the terms, provisions or conditions of the indenture. For purposes of this covenant, such default shall be determined without regard to any period of grace
or requirement of notice under the indenture.

1940 Act Compliance

We have agreed that, for the period of time during which the Debt Securities are outstanding, we will not violate (whether or not it is subject to)  Section 18(a)(1)(A) as
modified by Section 61(a)(1) of the 1940 Act or as may be applicable to us from time to time or any successor provisions thereto, giving effect to any exemptive relief granted
to the Company by the Securities and Exchange Commission (“Commission”) (even if we are no longer subject to such provisions of the 1940 Act).

We have also agreed that for the period of time during which the Debt Securities are Outstanding, pursuant to Section 18(a)(1)(B) as modified by Section 61(a)(1) of the 1940
Act as may be applicable to the Company from time to time or any successor provisions thereto of the 1940 Act, we will not declare any dividend (except a dividend payable in
our stock), or declare any other distribution, upon a class of our capital stock, or purchase any such capital stock, unless, in every such case, at the time of the declaration of any
such dividend or distribution, or at the time of any such purchase, we have an asset coverage (as defined in the 1940 Act) of at least the threshold specified in Section 18(a)(1)
(B) as modified by Section 61(a)(1) of the 1940 Act as may be applicable to us from time to time after deducting the amount of such dividend, distribution or purchase price, as
the case may be, and in each case giving effect to (i) any exemptive relief granted to the Company by the Commission and (ii) any no-action relief granted by the Commission
to another business development company (or to the Company if it determines to seek such similar no-action or other relief) permitting the business development company to
declare any cash dividend or distribution notwithstanding the prohibition contained in Section 18(a)(1)(B) as modified by Section 61(a)(1) of the 1940 Act as may be applicable
to us from time to time in order to maintain such business development company’s status as a regulated investment company under Subchapter M of the Internal Revenue Code
of 1986, as amended.

Global Securities

The Debt Securities were issued as registered securities in book-entry form only. A global security represents one or any other number of individual Debt Securities. Generally,
all Debt Securities represented by the same global securities will have the same terms.

Each Debt Security issued in book-entry form will be represented by a global security that we deposit with and register in the name of a financial institution or its nominee that
we select. The financial institution that we select for this purpose is called the depositary. The Depository Trust Company, New York, New York, known as DTC, is the
depositary for the Debt Securities.

A global security may not be transferred to or registered in the name of anyone other than the depositary or its nominee, unless special termination situations arise. We describe
those situations below under “Special Situations when a Global Security Will Be Terminated.” As a result of these arrangements, the depositary, or its nominee, will be the sole
registered owner and holder of all Debt Securities represented by a global security, and investors will be permitted to own only beneficial interests in a global security.
Beneficial interests must be held by means of an account with a broker, bank or other financial institution that in turn has an account with the depositary or with another
institution that has an account with the depositary. Thus, an investor whose security is represented by a global security will not be a holder of the Debt Security, but only an
indirect holder of a beneficial interest in the global security.

BUSINESS.31023043.2

7

 
 
 
 
Exhibit 4(m)

Special Considerations for Global Securities

As an indirect holder, an investor’s rights relating to a global security will be governed by the account rules of the investor’s financial institution and of the depositary, as well
as general laws relating to securities transfers. The depositary that holds the global security will be considered the holder of the Debt Securities represented by the global
security.

Accordingly, an investor should be aware of the following:

•

•

•

•

•

•

•

•

•

An investor cannot cause the Debt Securities to be registered in his or her name, and cannot obtain certificates for his or her interest in the Debt Securities,
except in the special situations we describe below.

An investor will be an indirect holder and must look to his or her own bank or broker for payments on the Debt Securities and protection of his or her legal
rights relating to the Debt Securities, as we describe under “Issuance of Securities in Registered Form” above.

An investor may not be able to sell interests in the Debt Securities to some insurance companies and other institutions that are required by law to own their
securities in non-book-entry form.

An investor may not be able to pledge his or her interest in a global security in circumstances where certificates representing the Debt Securities must be
delivered to the lender or other beneficiary of the pledge in order for the pledge to be effective.

The depositary’s policies, which may change from time to time, will govern payments, transfers, exchanges and other matters relating to an investor’s interest
in a global security. We and the trustee have no responsibility for any aspect of the depositary’s actions or for its records of ownership interests in a global
security. We and the trustee also do not supervise the depositary in any way.

If we redeem less than all the Debt Securities of a particular series being redeemed, DTC’s practice is to determine by lot the amount to be redeemed from
each of its participants holding that series.

An investor is required to give notice of exercise of any option to elect repayment of its Debt Securities, through its participant, to the Trustee and to deliver
the related Debt Securities by causing its participant to transfer its interest in those Debt Securities, on DTC’s records, to the Trustee.

DTC requires that those who purchase and sell interests in a global security deposited in its book-entry system use immediately available funds. Your broker
or bank may also require you to use immediately available funds when purchasing or selling interests in a global security.

Financial institutions that participate in the depositary’s book-entry system, and through which an investor holds its interest in a global security, may also have
their own policies affecting payments, notices and other matters relating to the Debt Securities. There may be more than one financial intermediary in the
chain of ownership for an investor. We do not monitor and are not responsible for the actions of any of those intermediaries. 

Special Situations when a Global Security will be Terminated

In a few special situations described below, a global security will be terminated and interests in it will be exchanged for certificates in non-book-entry form (certificated
securities). After that exchange, the choice of whether to hold the certificated Debt Securities directly or in street name will be up to the investor. Investors must consult their
own banks or brokers to find out how to have their interests in a global security transferred on termination to their own names, so that they will be holders. We have described
the rights of legal holders and street name investors under “Issuance of Securities in Registered Form” above.

If a global security is terminated, only the depositary, and not we or the Trustee, is responsible for deciding the names of the institutions in whose names the Debt Securities
represented by the global security will be registered and, therefore, who will be the holders of those Debt Securities.

8

BUSINESS.31023043.2

 
 
 
 
 
 
Exhibit 4(m)

Payment and Paying Agents

We will pay interest to the person listed in the Trustee’s records as the owner of the Debt Security at the close of business on a particular day in advance of each due date for
interest, even if that person no longer owns the Debt Security on the interest due date. That day, often approximately two weeks in advance of the interest due date, is called the
“record date.” Because we will pay all the interest for an interest period to the holders on the record date, holders buying and selling Debt Securities must work out between
themselves the appropriate purchase price. The most common manner is to adjust the sales price of the Debt Securities to prorate interest fairly between buyer and seller based
on their respective ownership periods within the particular interest period. This prorated interest amount is called “accrued interest.”

Payments on Global Securities

We will make payments on a global security in accordance with the applicable policies of the depositary as in effect from time to time. Under those policies, we will make
payments directly to the depositary, or its nominee, and not to any indirect holders who own beneficial interests in the global security. An indirect holder’s right to those
payments will be governed by the rules and practices of the depositary and its participants.

Payments on Certificated Securities

We will make payments on a certificated Debt Security as follows. We will pay interest that is due on an interest payment date by check mailed on the interest payment date to
the holder at his or her address shown on the trustee’s records as of the close of business on the regular record date. We will make all payments of principal and premium, if any,
by check at the office of the Trustee in New York, New York and/or at other offices that may be designated by the Trustee or in a notice to holders against surrender of the Debt
Security.

Alternatively, if the holder asks us to do so, we will pay any amount that becomes due on the Debt Security by wire transfer of immediately available funds to an account at a
bank in New York City, on the due date. To request payment by wire, the holder must give the Trustee or other paying agent appropriate transfer instructions at least 15 business
days before the requested wire payment is due. In the case of any interest payment due on an interest payment date, the instructions must be given by the person who is the
holder on the relevant regular record date. Any wire instructions, once properly given, will remain in effect unless and until new instructions are given in the manner described
above.

Payment when Offices are Closed

If any payment is due on a Debt Security on a day that is not a business day, we will make the payment on the next day that is a business day. Payments made on the next
business day in this situation will be treated under the indenture as if they were made on the original due date. Such payment will not result in a default under any Debt Security
or the indenture, and no interest will accrue on the payment amount from the original due date to the next day that is a business day.

Book-entry and other indirect holders should consult their banks or brokers for information on how they will receive payments on their Debt Securities.

Events of Default

You will have rights if an Event of Default occurs in respect of the Debt Securities of your series and is not cured, as described later in this subsection.

The term “Event of Default” in respect of the Debt Securities of your series means any of the following:

•

•

•

•

we do not pay the principal of, or any premium on, a Debt Security of the series on its due date;

we do not pay interest on a Debt Security of the series when due, and such default is not cured within 30 days;

we do not deposit any sinking fund payment in respect of Debt Securities of the series on its due date, and do not cure this default within five days;

9

we remain in breach of a covenant in respect of Debt Securities of the series for 60 days after we receive a written notice of default stating we are in breach.
The notice must be sent by either the trustee or holders of at least 25% of the principal amount of Debt Securities of the series;

BUSINESS.31023043.2

 
 
 
 
 
 
 
 
 
 
 
 
 
Exhibit 4(m)

•

•

we file for bankruptcy or certain other events of bankruptcy, insolvency or reorganization occur and remain undischarged or unstayed for a period of 60 days;
and

on the last business day of each of 24 consecutive calendar months, we have an asset coverage of less than 100%, giving effect to any exemptive relief
granted to us by the SEC.

An Event of Default for a particular series of Debt Securities does not necessarily constitute an Event of Default for any other series of Debt Securities issued under the same or
any other indenture. The trustee may withhold notice to the holders of Debt Securities of any default, except in the payment of principal, premium or interest, if it considers the
withholding of notice to be in the best interests of the holders.

Remedies if an Event of Default Occurs

If an Event of Default has occurred and has not been cured, the trustee or the holders of at least 25% in principal amount of the Debt Securities of the affected series may
declare the entire principal amount of all the Debt Securities of that series to be due and immediately payable. This is called a declaration of acceleration of maturity. In certain
circumstances, a declaration of acceleration of maturity may be canceled by the holders of a majority in principal amount of the Debt Securities of the affected series.

The trustee is not required to take any action under the indenture at the request of any holders unless the holders offer the trustee reasonable protection from expenses and
liability (called an “indemnity”). If reasonable indemnity is provided, the holders of a majority in principal amount of the outstanding Debt Securities of the relevant series may
direct the time, method and place of conducting any lawsuit or other formal legal action seeking any remedy available to the trustee. The trustee may refuse to follow those
directions in certain circumstances. No delay or omission in exercising any right or remedy will be treated as a waiver of that right, remedy or Event of Default.

Before you are allowed to bypass your trustee and bring your own lawsuit or other formal legal action or take other steps to enforce your rights or protect your interests relating
to the Debt Securities, the following must occur:

•

•

•

•

•

•

•

•

the holder must give your trustee written notice that an Event of Default has occurred and remains uncured;

the holders of at least 25% in principal amount of all outstanding Debt Securities of the relevant series must make a written request that the trustee take action
because of the default and must offer reasonable indemnity to the trustee against the cost and other liabilities of taking that action;

the trustee must not have taken action for 60 days after receipt of the above notice and offer of indemnity; and

the holders of a majority in principal amount of the Debt Securities must not have given the trustee a direction inconsistent with the above notice during that
60 day period.

However, you are entitled at any time to bring a lawsuit for the payment of money due on your Debt Securities on or after the due date.

Holders of a majority in principal amount of the Debt Securities of the affected series may waive any past defaults other than:

the payment of principal, any premium or interest; or

in respect of a covenant that cannot be modified or amended without the consent of each holder.

Book-entry and other indirect holders should consult their banks or brokers for information on how to give notice or direction to or make a request of the trustee and
how to declare or cancel an acceleration of maturity.

Each year, we will furnish to each trustee a written statement of certain of our officers certifying that to their knowledge we are in compliance with the indenture and the Debt
Securities, or else specifying any default.

BUSINESS.31023043.2

10

 
 
 
 
 
 
 
 
Exhibit 4(m)

Merger or Consolidation

Under the terms of the indenture, we are generally permitted to consolidate or merge with another entity. We may also be permitted to sell all or substantially all of our assets to
another entity. However, we may not take any of these actions unless all the following conditions are met:

•

•

•

•

•

where we merge out of existence or sell our assets, the resulting entity must agree to be legally responsible for our obligations under the Debt Securities;

immediately after giving effect to such transaction, no Default or Event of Default shall have happened and be continuing;

under the indenture, no merger or sale of assets may be made if as a result any of our property or assets or any property or assets of one of our subsidiaries, if
any, would become subject to any mortgage, lien or other encumbrance unless either (a) the mortgage, lien or other encumbrance could be created;

pursuant to the limitation on liens covenant in the indenture without equally and ratably securing the indenture securities or (b) the indenture securities are
secured equally and ratably with or prior to the debt secured by the mortgage, lien or other encumbrance; and

we must deliver certain certificates and documents to the trustee.

Modification or Waiver

There are three types of changes we can make to the indenture and the Debt Securities issued thereunder.

Changes Requiring Approval

First, there are changes that we cannot make to Debt Securities without specific approval of all of the holders. The following is a list of those types of changes:

•

•

•

•

•

•

•

•

•

•

•

•

change the stated maturity of the principal of or interest on a Debt Security;

reduce any amounts due on a Debt Security;

reduce the amount of principal payable upon acceleration of the maturity of a security following a default;

adversely affect any right of repayment at the holder’s option;

change the place (except as otherwise designed by the Trustee) or currency of payment on a Debt Security;

impair your right to sue for payment;

adversely affect any right to convert or exchange a Debt Security in accordance with its terms;

modify the subordination provisions in the indenture in a manner that is adverse to holders of the Debt Securities;

reduce the percentage of holders of Debt Securities whose consent is needed to modify or amend the indenture;

reduce the percentage of holders of Debt Securities whose consent is needed to waive compliance with certain provisions of the indenture or to waive certain
defaults;

modify any other aspect of the provisions of the indenture dealing with supplemental indentures, modification and waiver of past defaults, changes to the
quorum or voting requirements or the waiver of certain covenants; and

change any obligation we have to pay additional amounts.

11

BUSINESS.31023043.2

 
 
 
 
 
 
 
Exhibit 4(m)

Changes Not Requiring Approval

The second type of change does not require any vote by the holders of the Debt Securities. This type is limited to clarifications and certain other changes that would not
adversely affect holders of the outstanding Debt Securities in any material respect. We also do not need any approval to make any change that affects only Debt Securities to be
issued under the indenture after the change takes effect.

Changes Requiring Majority Approval

Any other change to the indenture and the Debt Securities would require the following approval:

•

•

if the change affects only one series of Debt Securities, it must be approved by the holders of a majority in principal amount of that series; and

if the change affects more than one series of Debt Securities issued under the same indenture, it must be approved by the holders of a majority in principal
amount of all of the series affected by the change, with all affected series voting together as one class for this purpose. 

The holders of a majority in principal amount of all of the series of Debt Securities issued under an indenture, voting together as one class for this purpose, may waive our
compliance with some of our covenants in that indenture. However, we cannot obtain a waiver of a payment default or of any of the matters covered by the bullet points
included above under “—Changes Requiring Approval.”

Further Details Concerning Voting

Debt Securities will not be considered outstanding, and therefore not eligible to vote, if we have deposited or set aside in trust money for their payment or redemption. Debt
Securities will also not be eligible to vote if they have been fully defeased as described later under “Defeasance—Full Defeasance.”

We will generally be entitled to set any day as a record date for the purpose of determining the holders of outstanding indenture securities that are entitled to vote or take other
action under the indenture. If we set a record date for a vote or other action to be taken by holders of one or more series, that vote or action may be taken only by persons who
are holders of outstanding indenture securities of those series on the record date and must be taken within eleven months following the record date.

Book-entry and other indirect holders should consult their banks or brokers for information on how approval may be granted or denied if we seek to change the
indenture or the Debt Securities or request a waiver.

Defeasance

Covenant Defeasance

Under current U.S. federal tax law, we can make the deposit described below and be released from some of the restrictive covenants in the indenture under which the particular
series was issued. This is called “covenant defeasance.” In that event, you would lose the protection of those restrictive covenants but would gain the protection of having
money and government securities set aside in trust to repay your Debt Securities. If applicable, you also would be released from the subordination provisions as described under
the “Indenture Provisions—Subordination” section below. In order to achieve covenant defeasance, we must do the following:

•

•

•

if the Debt Securities of the particular series are denominated in U.S. dollars, we must deposit in trust for the benefit of all holders of such Debt Securities a
combination of money and U.S. government or U.S. government agency notes or bonds that will generate enough cash to make interest, principal and any
other payments on the Debt Securities on their various due dates;

we must deliver to the trustee a legal opinion of our counsel confirming that, under current U.S. federal income tax law, we may make the above deposit
without causing you to be taxed on the Debt Securities any differently than if we did not make the deposit and just repaid the Debt Securities ourselves at
maturity; and

12

we must deliver to the trustee a legal opinion of our counsel stating that the above deposit does not require registration by us under the 1940 Act, as amended,
and a legal opinion and officers’ certificate stating that all conditions precedent to covenant defeasance have been complied with.

BUSINESS.31023043.2

 
 
 
 
 
 
 
 
 
   
 
Exhibit 4(m)

If we accomplish covenant defeasance, you can still look to us for repayment of the Debt Securities if there were a shortfall in the trust deposit or the trustee is prevented from
making payment. For example, if one of the remaining Events of Default occurred (such as our bankruptcy) and the Debt Securities became immediately due and payable, there
might be a shortfall. Depending on the event causing the default, you may not be able to obtain payment of the shortfall.

Full Defeasance

If there is a change in U.S. federal tax law, as described below, we can legally release ourselves from all payment and other obligations on the Debt Securities of a particular
series (called “full defeasance”) if we put in place the following other arrangements for you to be repaid:

•

•

•

•

•

if the Debt Securities of the particular series are denominated in U.S. dollars, we must deposit in trust for the benefit of all holders of such Debt Securities a
combination of money and United States government or United States government agency notes or bonds that will generate enough cash to make interest,
principal and any other payments on the Debt Securities on their various due dates.

we must deliver to the trustee a legal opinion confirming that there has been a change in current U.S. federal tax law or an IRS ruling that allows us to make
the above deposit without causing you to be taxed on the Debt Securities any differently than if we did not make the deposit and just repaid the Debt
Securities ourselves at maturity. Under current U.S. federal tax law, the deposit and our legal release from the Debt Securities would be treated as though we
paid you your share of the cash and notes or bonds at the time the cash and notes or bonds were deposited in trust in exchange for your Debt Securities and
you would recognize gain or loss on the Debt Securities at the time of the deposit;

we must deliver to the trustee a legal opinion of our counsel stating that the above deposit does not require registration by us under the 1940 Act, as amended,
and a legal opinion and officers’ certificate stating that all conditions precedent to defeasance have been complied with;

Defeasance must not result in a breach of the indenture or any other material agreements; and

Satisfy the conditions for covenant defeasance contained in any supplemental indentures.

If we ever did accomplish full defeasance, as described above, you would have to rely solely on the trust deposit for repayment of the Debt Securities. You could not look to us
for repayment in the unlikely event of any shortfall. Conversely, the trust deposit would most likely be protected from claims of our lenders and other creditors if we ever
became bankrupt or insolvent. If applicable, you would also be released from the subordination provisions described later under “Indenture Provisions—Subordination.”

Form, Exchange and Transfer of Certificated Registered Securities

Holders may exchange their certificated securities, if any, for Debt Securities of smaller denominations or combined into fewer Debt Securities of larger denominations, as long
as the total principal amount is not changed.

Holders may exchange or transfer their certificated securities, if any, at the office of their trustee. We have appointed the trustee to act as our agent for registering Debt
Securities in the names of holders transferring Debt Securities. We may appoint another entity to perform these functions or perform them ourselves.

Holders will not be required to pay a service charge to transfer or exchange their certificated securities, if any, but they may be required to pay any tax or other governmental
charge associated with the transfer or exchange. The transfer or exchange will be made only if our transfer agent is satisfied with the holder’s proof of legal ownership.

We may appoint additional transfer agents or cancel the appointment of any particular transfer agent. We may also approve a change in the office through which any transfer
agent acts.

13
If any certificated securities of a particular series are redeemable and we redeem less than all the Debt Securities of that series, we may block the transfer or exchange of those
Debt Securities during the period beginning 15 days before the day we mail the notice of redemption and ending on the day of that mailing, in order to freeze the list of holders
to prepare the mailing. We may also refuse to register transfers or exchanges of any certificated securities selected for redemption, except that we will continue to permit
transfers and exchanges of the unredeemed portion of any Debt Security that will be partially redeemed.

BUSINESS.31023043.2

 
 
 
 
 
 
 
 
 
Exhibit 4(m)

Resignation of Trustee

Each trustee may resign or be removed with respect to one or more series of indenture securities provided that a successor trustee is appointed to act with respect to these series.
In the event that two or more persons are acting as trustee with respect to different series of indenture securities under the indenture, each of the trustees will be a trustee of a
trust separate and apart from the trust administered by any other trustee.

Indenture Provisions—Subordination

Upon any distribution of our assets upon our dissolution, winding up, liquidation or reorganization, the payment of the principal of (and premium, if any) and interest, if any, on
any indenture securities denominated as subordinated Debt Securities is to be subordinated to the extent provided in the indenture in right of payment to the prior payment in
full of all senior indebtedness (as defined below), but our obligation to you to make payment of the principal of (and premium, if any) and interest, if any, on such subordinated
Debt Securities will not otherwise be affected. In addition, no payment on account of principal (or premium, if any), sinking fund or interest, if any, may be made on such
subordinated Debt Securities at any time unless full payment of all amounts due in respect of the principal (and premium, if any), sinking fund and interest on senior
indebtedness has been made or duly provided for in money or money’s worth.

In the event that, notwithstanding the foregoing, any payment by us is received by the trustee in respect of subordinated Debt Securities or by the holders of any of such
subordinated Debt Securities before all senior indebtedness is paid in full, the payment or distribution must be paid over to the holders of the senior indebtedness or on their
behalf for application to the payment of all the senior indebtedness remaining unpaid until all the senior indebtedness has been paid in full, after giving effect to any concurrent
payment or distribution to the holders of the senior indebtedness. Subject to the payment in full of all senior indebtedness upon this distribution by us, the holders of such
subordinated Debt Securities will be subrogated to the rights of the holders of the senior indebtedness to the extent of payments made to the holders of the senior indebtedness
out of the distributive share of such subordinated Debt Securities.

By reason of this subordination, in the event of a distribution of our assets upon our insolvency, certain of our senior creditors may recover more, ratably, than holders of any
subordinated Debt Securities. The indenture provides that these subordination provisions will not apply to money and securities held in trust under the defeasance provisions of
the indenture.

Senior indebtedness is defined in the indenture as the principal of (and premium, if any) and unpaid interest on:

•

•

our indebtedness (including indebtedness of others guaranteed by us), whenever created, incurred, assumed or guaranteed, for money borrowed (other than indenture
securities issued under the indenture and denominated as subordinated Debt Securities), unless in the instrument creating or evidencing the same or under which the
same is outstanding it is provided that this indebtedness is not senior or prior in right of payment to the subordinated Debt Securities; and

renewals, extensions, modifications and refinancings of any of this indebtedness. 

The Trustee under the Indenture

U.S. Bank National Association is the trustee under the indenture.

14

BUSINESS.31023043.2

 
 
 
 
 
 
 
 
   
 
 
Exhibit 14.1

JOINT CODE OF ETHICS

This Code of Ethics (the “Code”) has been adopted by the Board of Directors (the “Board”) of Hercules Capital, Inc. (“Hercules Capital”)
in accordance with Rule 17j-l(c) under the Investment Company Act of 1940, as amended (the “1940 Act”), and by Hercules Adviser LLC (the
“Adviser” and together with Hercules Capital, “Hercules”), in accordance with Rule 204A-1 of the Investment Advisers Act of 1940, as amended
(the “Advisers Act”).

Rule  17j-1  under  the  1940 Act  requires  that  a  business  development  company  (“BDC”)  adopt  a  written  code  of  ethics  that  establishes
standards  and  procedures  for  the  detection  and  prevention  of  activities  by  which  persons  having  knowledge  of  the  investments  and  investment
intentions of the BDC may abuse their position, and otherwise contain provisions reasonably necessary to prevent violations of Rule 17j-1 and the
types of conflict of interest situations to which Rule 17j-1 is addressed. Rule 204A-1 under the Advisers Act requires each registered investment
adviser to establish, maintain and enforce a written code of ethics that, among other things, contains provisions regarding the standard of business
conduct  required  by  the  adviser,  which  must  reflect  the  Adviser’s  fiduciary  duty  to  its  clients  (“Adviser  Clients”)  and  compliance  with  all
applicable U.S. federal securities laws.

This Code is intended to comply with Rule 17j-1 under the 1940 Act and Rule 204A-1 under the Advisers Act.

    The purpose of this Code is to reflect the following:

(1) the duty at all times to place the interests of (i) Adviser Clients and (ii) Hercules Capital and its shareholders, as appropriate, first;

(2) the requirement that all personal securities transactions be conducted consistent with the Code and in such a manner as to avoid any

actual or potential conflict of interest or any abuse of an individual’s position of trust and responsibility; and

(3) the fundamental standard that BDC and investment advisory personnel should not take inappropriate advantage of their positions.

SECTION I: STATEMENT OF PURPOSE AND APPLICABILITY

(A)

Statement of Purpose

It is the policy of Hercules that no affiliated person of Hercules will, in connection with the purchase or sale, directly or indirectly,
by such person of any security held or to be acquired by Hercules Capital or an Adviser Client:

(1)

(2)

Employ any device, scheme or artifice to defraud Hercules Capital or an Adviser Client;

Make to Hercules Capital or an Adviser Client any untrue statement of a material fact or omit to state to Hercules Capital or
an Adviser Client a

1

Exhibit 14.1

material fact necessary in order to make the statement made, in light of the circumstances under which it is made, not
misleading;

(3)

Engage in any act, practice, or course of business which operates or would operate as a fraud or deceit upon Hercules
Capital or an Adviser Client; or

(B)

(4)
Scope of the Code

Engage in any manipulative practice with respect to Hercules Capital or an Adviser Client.

In order to prevent Access Persons, as defined in Section II, paragraph (A) below, of Hercules from engaging in any of these
prohibited acts, practices or courses of business, the Adviser has adopted this Code and the Board has adopted this Code on behalf
of Hercules Capital.

SECTION II: DEFINITIONS

(A)

(B)

(C)

(D)

Access Person. “Access Person” means any director, officer, or “Advisory Person” of Hercules or all employees of Hercules
Capital who act as Supervised Persons  of the Adviser and those employees that make, participate in, or obtain non-public
information regarding the portfolio management decisions relating to investment advisory services on behalf of an Adviser Client
or prospective client.

1

Advisory Person. “Advisory Person” of Hercules means: (i) any director, officer or employee of Hercules or of any company in a
control relationship to Hercules, who, in connection with his or her regular functions or duties, makes, participates in, or obtains
information regarding the purchase or sale of a Covered Security by Hercules, or whose functions relate to the making of any
recommendations with respect to such purchases or sales; and (ii) any natural person in a control relationship to Hercules who
obtains information concerning recommendations made to Hercules with regard to the purchase or sale of a “Covered Security.”

Beneficial Interest. “Beneficial Interest” includes any entity, person, trust, or account with respect to which an Access Person
exercises investment discretion or provides investment advice. A beneficial interest will be presumed to include all accounts in the
name of or for the benefit of the Access Person, his or her spouse, dependent children, or any person living with him or her or to
whom he or she contributes economic support.

Beneficial Ownership. “Beneficial Ownership” will be determined in accordance with Rule 16a-1(a)(2) under the Securities
Exchange Act of 1934, as amended (the “Exchange Act”), except that the determination of direct or indirect Beneficial Ownership
will apply to all securities, and not just equity securities, that an Access Person holds or acquires. Rule 16a-1(a)(2) provides that the
term “beneficial owner” means any person who, directly or indirectly, through any contract, arrangement, understanding,
relationship, or otherwise, has or shares a

1
     Rule 204A-1 requires every registered investment adviser to establish, maintain, and enforce a written investment adviser code of ethics that is applicable to
its “supervised persons.” Section 202(a)(25) of the Advisers Act defines the term “supervised person” to include all of the partners, officers, directors (or
other person occupying a similar status or performing similar functions), and employees of the investment adviser, or other person who provides investment
advice on behalf of the investment adviser and is subject to the supervision and control of the investment adviser.

2

Exhibit 14.1

direct or indirect pecuniary interest in any equity security. Therefore, an Access Person may be deemed to have Beneficial
Ownership of securities held by members of his or her immediate family sharing the same household, or by certain partnerships,
trusts, corporations, or other arrangements.

Control. “Control” will have the meaning set forth in Section 2(a)(9) of the 1940 Act.

Covered Security. “Covered Security” means a security as defined in Section 2(a)(36) of the 1940 Act and Section 202(a)(18) of the
Advisers Act, except that it does not include (i): direct obligations of the Government of the United States; (ii) banker’s
acceptances, bank certificates of deposit, commercial paper and high quality short-term debt instruments including repurchase
agreements; and (iii) shares issued by registered open-end investment companies (i.e., mutual funds); however, exchange traded
funds structured as unit investment trusts or open-end funds are considered “Covered Securities.”

Designated Officer. “Designated Officer” means the officer of Hercules designated by the Board from time to time to be
responsible for management of compliance with this Code and/or any person or persons designated by such officer to perform such
functions on his or her behalf.

Disinterested Director. “Disinterested Director” means a director of Hercules Capital who is not an “interested person” of Hercules
within the meaning of Section 2(a)(19) of the 1940 Act.

Hercules. “Hercules” means Hercules Capital, Inc., a Maryland corporation, and its wholly-owned subsidiary, Hercules Adviser
LLC, a Delaware limited liability company.

Initial Public Offering. “Initial Public Offering” means an offering of securities registered under the Securities Act of 1933, as
amended (the “Securities Act”), the issuer of which, immediately before the registration, was not subject to the reporting
requirements of Sections 13 or 15(d) of the Exchange Act.

Investment Personnel. “Investment Personnel” means: (i) any employee of Hercules Capital (or of any company in a control
relationship to Hercules) or any Supervised Person of the Adviser who, in connection with his or her regular functions or duties,
makes or participates in making recommendations regarding the purchase or sale of securities by Hercules Capital or one or more
Adviser Clients; and (ii) any natural person who controls Hercules Capital or the Adviser and who obtains information concerning
recommendations regarding the purchase or sale of securities by Hercules Capital or the Adviser.

Limited Offering. “Limited Offering” means an offering that is exempt from registration under the Securities Act pursuant to
Section 4(2) or Section 4(6) or pursuant to Rule 504, Rule 505 or Rule 506 under the Securities Act.

Purchase or Sale of a Covered Security. “Purchase or Sale of a Covered Security” is broad and includes, among other things, the
writing of an option to purchase or sell a Covered Security, or the use of a derivative product to take a position in a Covered
Security.

(E)

(F)

(G)

(H)

(I)

(J)

(K)

(L)

(M)

3

Exhibit 14.1

SECTION III: STANDARDS OF CONDUCT

(A)

General Standards

(1)

(2)

(3)

(4)

No Access Person will engage, directly or indirectly, in any business transaction or arrangement for personal profit that is
inconsistent with the best interests of, as applicable, Adviser Clients or Hercules Capital or its shareholders.

No Access Person will make use of any confidential information gained by reason of his or her employment by or affiliation
with Hercules or affiliates thereof in order to derive a personal profit for himself or herself or for any Beneficial Interest, in
violation of the fiduciary duty owed to Hercules or its shareholders.

No Access Person will recommend or authorize the purchase or sale of a Covered Security by Hercules or its affiliates
without having disclosed, at the time of such recommendation or authorization, any Beneficial Interest in, or Beneficial
Ownership of, such Covered Security or the issuer thereof.

No Access Person will disclose any confidential information concerning securities holdings or securities transactions of
Hercules to persons outside Hercules, without obtaining prior written approval from the Designated Officer, or such person
or persons designated to act on his or her behalf. Notwithstanding the preceding sentence, such Access Person may dispense
such information without obtaining prior written approval:

(a)

(b)

(c)

(d)

when there is a public report containing the same information;

when such information is dispensed in accordance with compliance procedures established to prevent conflicts of
interest between Hercules and its affiliates;

when such information is reported to directors of Hercules; or

in the ordinary course of his or her duties on behalf of Hercules.

(5)

All personal securities transactions should be conducted consistent with this Code and in such a manner as to avoid actual
or potential conflicts of interest, the appearance of a conflict of interest, or any abuse of an individual’s position of trust and
responsibility within Hercules.

(B)

Requirement to Obtain Preclearance

(1)

Preclearance is Required before Trading. Preclearance of trades helps to prevent personal trading from conflicting with
Hercules transactions. No Access Person will be able to purchase or sell, directly or indirectly, any Covered Security (except
as excluded in (5) below) in which he or she has, or by reason of such transaction acquires, any direct or indirect Beneficial
Ownership unless that Access Person has obtained preclearance prior to engaging in such transaction.

4

Exhibit 14.1

(2)

How to Obtain Preclearance. Prior to conducting a trade, all Access Persons must enter transaction information into the
ComplySci Preclearance System (“ComplySci”) and follow the instructions to receive approval. If preclearance is granted,
it will be valid for five (5) business days from the day that approval was granted and the trade must take place within those
days. If preclearance approval is not granted, Access Persons will not be permitted to engage in the proposed transaction
and may direct further inquiries to the CCO.

(3)

Certain Transactions May be Denied Preclearance. The following transactions will generally be denied preclearance.

(a)

(b)

(c)

(d)

Company Considering Purchase or Sale. Requests for preclearance regarding any securities that Hercules is
currently considering for purchase or sale will generally be denied.

Company Same Day Purchase or Sale. Requests for preclearance regarding any securities that Hercules has
purchased or sold on the same business day as the preclearance request will generally be denied.

Restricted Security List. Requests for preclearance regarding any security listed on Hercules’s Restricted Security
List will generally be denied.

Blackouts for Investment Personnel. Requests from Investment Personnel for preclearance that fall within a
“blackout” period will generally be denied.

(4)

(5)

Approval of CCO’s Transaction. The CCO will conduct transactions in the manner described herein for all Access Persons.
The Chief Executive Officer or Chief Financial Officer will approve such transactions.

Exclusions from Preclearance Requirement. The following transactions will generally be exempt from the preclearance
requirement.

(a)

(b)

(c)

Exchange Traded Funds (other than Exchange Traded Funds with “BDC” or “Business Development Companies” in
the name);

Securities listed as constituents of the S&P 500; or

Securities listed as constituents of the Fortune 500.

(6)

Other Restrictions

(a)

Company Acquisition of Shares in Companies that Investment Personnel Hold Through Limited Offerings.
Investment Personnel who have been authorized to acquire securities in a Limited Offering must disclose that
investment to the Designated Officer when they are involved in Hercules’s subsequent consideration of an
investment in the issuer, and Hercules’s decision to purchase such securities must be independently reviewed by
Investment Personnel with no personal interest in that issuer.

5

Exhibit 14.1

(b)

(c)

(d)

Gifts. No Access Person may accept, directly or indirectly, any gift, favor, or service or other consideration of more
than a de minimis value (i.e., $250) from any person or entity that does business or proposes to do business with
Hercules, and/or with whom he or she transacts business on behalf of Hercules, under circumstances when to do so
would conflict with Hercules’s best interests or would impair the ability of such person to be completely
disinterested when required, in the course of business, to make judgments and/or recommendations on behalf of
Hercules. An Access Person must pre-clear gifts over $250 in ComplySci.

Service as Director. No Access Person will serve on the board of directors of a portfolio company of Hercules unless
(i) such board service is consistent with the interests of Hercules and its shareholders and (ii) such Access Person has
obtained prior written approval from the Designated Officer for such service.

Initial Public Offerings and Limited Offerings. Access Persons must obtain preclearance before, directly or
indirectly, acquiring Beneficial Ownership in any securities in an Initial Public Offering or in a Limited Offering.

SECTION IV: PROCEDURES TO IMPLEMENT CODE OF ETHICS

    The following reporting procedures have been established to assist Access Persons in avoiding a violation of this Code, and to assist Hercules in
preventing, detecting, and imposing sanctions for violations of this Code. Every Access Person must follow these procedures. Questions regarding
these procedures should be directed to the Designated Officer.

(A)

Applicability

All Access Persons are subject to the reporting requirements set forth in Section IV(B) except:

(1)

(2)

(3)

with respect to transactions effected for, and Covered Securities held in, any account over which the Access Person has no
direct or indirect influence or control;

a Disinterested Director, who would be required to make a report solely by reason of being a Director, need not make: (1) an
initial holdings or an annual holdings report; and (2) a quarterly transaction report, unless the Disinterested Director knew
or, in the ordinary course of fulfilling his or her official duties as a Director, should have known that during the 15-day
period immediately before or after such Disinterested Director’s transaction in a Covered Security, Hercules purchased or
sold the Covered Security, or Hercules considered purchasing or selling the Covered Security; or

an Access Person need not make a quarterly transaction report if the report would duplicate information contained in broker
trade confirmations or account statements received by Hercules with respect to the Access Person in the time required by
subsection (B)(2) of this Section IV, if all of the information required by subsection (B)(2) of this Section IV is contained

6

Exhibit 14.1

in the broker trade confirmations or account statements, or in the records of Hercules, as specified in subsection (B)(4) of
this Section IV.

(B)

Report Types

(1)

(2)

(3)

(4)

(5)

Initial Holdings Report. An Access Person must file an initial report in ComplySci not later than 10 calendar days after that
person became an Access Person.

Quarterly Transaction Report. An Access Person must file a quarterly transaction report in ComplySci not later than 30
calendar days after the end of a calendar quarter.

Annual Holdings Report. An Access Person must file an annual holdings report in ComplySci not later than 30 calendar
days after the end of a fiscal year.

Account Statements. In lieu of providing a quarterly transaction report, an Access Person may direct his or her broker to
provide to the Designated Officer copies of periodic statements for all investment accounts in which they have Beneficial
Ownership that provide the information required in quarterly transaction reports, as set forth above.

Hercules Reports. No less frequently than annually, Hercules Capital and the Adviser must furnish to the Board or the CCO,
respectively, and the Board or CCO must consider, a written report that:

(a)

(b)

describes any issues arising under the Code or procedures since the last report to the Board, including but not limited
to, information about material violations of the Code or procedures and sanctions imposed in response to the
material violations; and

certifies that Hercules has adopted procedures reasonably necessary to prevent Access Persons from violating the
Code.

(C)

(D)

(E)

(F)

Disclaimer of Beneficial Ownership. Any report required under this Section IV may contain a statement that the report will not be
construed as an admission by the person making such report that he or she has any direct or indirect beneficial ownership in the
Covered Security to which the report relates.

Review of Reports. The reports required to be submitted under this Section IV will be delivered to the Designated Officer. The
Designated Officer will review such reports to determine whether any transactions recorded therein constitute a violation of the
Code. The Designated Officer will maintain copies of the reports as required by Rule 17j-1(f).

Designated Officer Investigation. The Designated Officer may conduct such investigation as he or she considers necessary to
determine if proposed trades comply with this Code, including post-transaction monitoring. The Designated Officer may impose
additional measures to avoid perceived or actual conflicts of interest or to address any transactions that require additional review.

Acknowledgment and Certification. Upon becoming an Access Person and annually thereafter, all Access Persons will sign an
acknowledgment and

7

Exhibit 14.1

certification of their receipt of and intent to comply with this Code in ComplySci. Each Access Person must also certify annually
that he or she has read and understands the Code and recognizes that he or she is subject to the Code. In addition, each access
person must certify annually that he or she has complied with the requirements of the Code and that he or she has disclosed or
reported all personal securities transactions required to be disclosed or reported pursuant to the requirements of the Code.

(G)

Records. Hercules will maintain records with respect to this Code in the manner and to the extent set forth below, which records
may be maintained on microfilm or electronic storage media under the conditions described in Rule 31a-2(f) under the 1940 Act
and Rule 204-2(g) under the Advisers Act and will be available for examination by representatives of the U.S. Securities and
Exchange Commission (the “SEC”):

(1)

(2)

(3)

(4)

(5)

(6)

(7)

(8)

A copy of this Code and any other code of ethics of Hercules that is, or at any time within the past five years has been, in
effect will be maintained in an easily accessible place;

A record of any violation of this Code and of any action taken as a result of such violation will be maintained in an easily
accessible place for a period of not less than five years following the end of the fiscal year in which the violation occurs;

A copy of each report made by an Access Person or duplicate account statement received pursuant to this Code, including
any information provided in lieu of the reports under subsection (A)(3) of this Section IV will be maintained for a period of
not less than five years from the end of the fiscal year in which it is made or the information is provided, the first two years
in an easily accessible place;

A record of all persons who are, or within the past five years have been, required to make reports pursuant to this Code, or
who are or were responsible for reviewing these reports, will be maintained in an easily accessible place;

A copy of each report required under subsection (B)(5) of this Section IV will be maintained for at least five years after the
end of the fiscal year in which it is made, the first two years in an easily accessible place;

A record of any decision, and the reasons supporting the decision, to approve the direct or indirect acquisition by an Access
Person of beneficial ownership in any securities in an Initial Public Offering; and

Limited Offering will be maintained for at least five years after the end of the fiscal year in which the approval is granted.

Obligation to Report a Violation. Every Access Person who becomes aware of a possible violation of this Code by any
person must report it to the Designated Officer, who will report it to appropriate management personnel. The management
personnel will take such action that they consider appropriate under the circumstances. In the case of officers or other
employees of Hercules, such action may include removal from

8

Exhibit 14.1

office. The Board or CCO, as applicable, will be notified, in a timely manner, of remedial action taken with respect to
violations of the Code.

(9)

Confidentiality. All reports of Covered Securities transactions, duplicate confirmations, account statements and other
information filed with Hercules or furnished to any person pursuant to this Code will be treated as confidential, but are
subject to review as provided herein and by representatives of the SEC or otherwise to comply with applicable law or the
order of a court of competent jurisdiction.

(10) Waivers. The Designated Officer has the authority to exempt any employee or investment transaction from any or all of the
provisions of this Code if the Designated Officer determines that such exemption would not be against the interests of any
shareholders and is consistent with applicable laws and regulations, including Rule 17j-1 under the Investment Company
Act and Rule 204A-1 under the Advisers Act. The Designated Officer will prepare and file a written memorandum of any
exemption granted, describing the circumstances and reasons for the exemption.

SECTION V: SANCTIONS

    Upon determination that a violation of this Code has occurred, management personnel of Hercules may impose such sanctions as they deem
appropriate, including, among other things, disgorgement of profits, a letter of censure or suspension or termination of the employment of the
violator. All violations of this Code and any sanctions imposed with respect thereto will be reported in a timely manner to the Board.

SECTION VI: AMENDMENTS

This Code may be amended from time to time by resolution of the Board, or without a resolution of the Board to the extent the approval of

such amendment is not required under the 1940 Act.

SECTION VII: RULE 204A-1 OF THE ADVISERS ACT

The provisions set forth in this Code shall apply in connection with the Adviser’s provision of investment advisory services to Adviser

Clients and it shall be interpreted in a manner to fully protect the interests of Adviser Clients. In the capacity of a registered investment adviser to
Adviser Clients, the Adviser and Supervised Persons serve as fiduciaries. Consistent with their fiduciary duties, the interests of Adviser Clients
take priority over the personal investment objectives or other personal interests of Supervised Persons. Supervised Persons must work to mitigate
or eliminate any conflict of interest that may exist. A conflict of interest generally exists when a person’s private interests may be contrary to the
interests of Adviser Clients (or, when acting on behalf of Hercules Capital, when a person’s private interests may be contrary to the interests of
Hercules Capital or its shareholders).

For purposes of compliance by the Adviser and its Supervised Persons with this Code, the administrative provisions, enforcement

provisions, approval (including pre-approval) provisions and recordkeeping provisions (which shall be read to refer to Rule 204-2 under the
Advisers Act for purposes of the Adviser) may continue to be governed by the systems in place for Hercules Capital.

9

Exhibit 14.1

Adopted: March 25, 2021
Ratified: December 2, 2021
Amended: December 7, 2022
Ratified: December 7, 2023

10

Exhibit 14.2

CODE OF BUSINESS CONDUCT AND ETHICS

Ratified:

December 7, 2023

Exhibit 14.2

CODE OF BUSINESS CONDUCT AND ETHICS

TABLE OF CONTENTS

Introduction.................................................................................................................
Purpose of the code.....................................................................................................
Conflicts of Interest.....................................................................................................
Corporate Opportunities..............................................................................................
Confidentiality.............................................................................................................
Fair Dealing.................................................................................................................
Protection and Proper Use of Company Assets...........................................................
Compliance with Applicable Laws, Rules and Regulations........................................
Equal Opportunity, Harassment..................................................................................
Retaining Business Records........................................................................................
Accuracy of Company Records...................................................................................
Outside Employment...................................................................................................
Service as a Director...................................................................................................
Dealings with Government and Industry Regulators..................................................
Media Relations..........................................................................................................
Intellectual Property Information................................................................................
Internet and E-Mail Policy..........................................................................................
Reporting Violations and Compliant Handling...........................................................
Sanctions for Code Violations.....................................................................................
Application/Waivers....................................................................................................
Revisions and Amendments........................................................................................
Other Policies and Procedures.....................................................................................
Internal Use.................................................................................................................

1
1
1
2
2
2
2
3
3
4
4
4
4
5
5
5
6
6
7
7
7
7
7

Exhibit 14.2

Introduction

This  Code  of  Business  Conduct  and  Ethics  (the  “Code”)  has  been  adopted  by  Hercules  Capital,  Inc.  (the  “Company”)  in  order  to  establish
applicable policies, guidelines, and procedures that promote ethical practices and conduct by the Company and all of its employees, officers, and directors.
You should carefully read and retain a copy of the Code for future reference. The Code is primarily designed to assist you in the recognition and resolution
of  potential  conflicts  of  interest,  maintain  the  confidentiality  of  our  business  activities,  assist  in  the  compliance  with  all  applicable  securities  laws  and
reporting of any unethical or illegal conduct, and reaffirm and promote the Company’s commitment to a corporate culture that values honesty, integrity,
and accountability.

All  officers,  directors  and  employees  (“Covered  Persons”)  of  the  Company  are  responsible  for  maintaining  this  level  of  integrity  and  for
complying with the policies contained in this Code. If you have a question or concern about what is proper conduct for you or anyone else, please raise
these concerns with the Chief Compliance Officer or any member of the Company’s senior management, or follow the procedures outlined in applicable
sections of this Code.

The Company’s Code of Ethics under Rule 17j-1 under the Investment Company Act of 1940, as amended (the “1940 Act”), and the Company’s

Insider Trading Policy, contain separate requirements for persons covered by this Code and other persons and is not part of this Code.

Purpose of the Code

This Code is intended to:

1. help you recognize ethical issues and take the appropriate steps to resolve these issues;
2. deter ethical violations and avoid any abuse of position of trust and responsibility;
3. maintain confidentiality of our business activities;
4.
5.
6.

assist you in complying with applicable securities laws;
assist you in reporting any unethical or illegal conduct; and
reaffirm and promote our commitment to a corporate culture that values honesty, integrity and accountability.

As a condition of employment or continued employment, you must acknowledge annually, in writing, that you have received a copy of this Code,
read it, and understand that the Code contains our expectations regarding your conduct. You also will receive any updates and updated versions of this
Code and will be required to read and acknowledge such updates.

Conflicts of Interest

You must avoid any conflict, or the appearance of a conflict, between your personal interests and the Company’s interests. A “conflict of interest”
occurs when your private interests interfere in any way, or even appears to interfere, with the interests of, or your service to, the Company. For example, a
conflict of interest probably exists if:

1. you, or a member of your family, receives improper personal benefits as a result of the Covered Person’s position with the Company;
2. you use any non-public information about us, our customers, or our other business partners for your personal gain, or the gain of a member of

your family;

3. you use or communicate confidential information obtained in the course of your work for your or another’s personal benefit;
4. you take actions or have interests that may make it difficult to perform your work on behalf of the Company objectively and effectively;

Exhibit 14.2

5. you use your personal influence or personal relationship improperly to influence investment decisions, financial reporting or company

charitable contributions to benefit yourself to the detriment of the Company; or

6. you accept, directly or indirectly, any gift, favor, or service or other consideration valued in excess of $250 from any person or entity that does

or proposes to do business with the Company without obtaining pre-clearance from the Chief Compliance Officer as required by the
Company’s Code of Ethics.

Corporate Opportunities

Each of us has a duty to advance the legitimate interests of the Company when the opportunity to do so presents itself. Therefore, you may not:

1.

take for yourself personally opportunities, including investment opportunities, discovered through the use of your position with us, or through the
use of Company property or information;

2. use our property, information, or position for your personal gain or the gain of a family member; or
3. compete, or prepare to compete, with us.

Confidentiality

You must not disclose confidential information regarding us, our affiliates, our lenders, or our other business partners, unless disclosure is authorized
or required by law. Confidential information includes all non-public information that might be harmful to, or useful to the competitors of, the Company, our
affiliates, our lenders or our other business partners. Even after you leave the Company, this obligation continues until the information becomes publicly
available.

All reports and records prepared or maintained pursuant to this Code will be considered confidential and will be maintained and protected accordingly.

Except as otherwise required by law or this Code, such matters will not be disclosed by the Company to anyone other than the Board of Directors and its
counsel.

You must endeavor to deal fairly with our suppliers and business partners, or any other companies or individuals with whom we do business or come

into contact with, including fellow employees and our competitors. You must not take unfair advantage of these or other parties by means of:

Fair Dealing

1.
2.
3.
4.
5.

manipulation;
concealment;
abuse of privileged information;
misrepresentation of material facts; or
any other unfair-dealing practice.

Our assets are to be used only for legitimate business purposes. Theft, carelessness and waste have a direct impact on the Company’s profitability. You

should protect our assets and ensure that they are used efficiently.

Protection and Proper Use of Company Assets

Exhibit 14.2

Incidental  personal  use  of  telephones,  fax  machines,  copy  machines,  personal  computers  and  similar  equipment  is  generally  allowed  if  there  is  no
significant added cost to us, it does not interfere with your work duties, it is in compliance with the Company’s policy with respect to Internet usage and
social media and is not related to an illegal activity or to any outside business.

Each of us has a duty to comply with all laws, rules and regulations that apply to our business.

Highlighted below are some of the key compliance guidelines that must be followed.

Compliance with Applicable Laws, Rules and Regulations

1.

Insider trading. It is against the law to buy or sell securities using material information that is not available to the public. Individuals who give
this “inside” information to others may be liable to the same extent as the individuals who trade while in possession of such information. You must not trade
in our securities, or the securities of our affiliates, our lenders, or our other business partners while in the possession of “inside” information. All employees
are required to be familiar and comply with our Insider Trading Policy in the Company’s Compliance Manual.

2.

“Whistleblower” protections. It is against the law to discharge, demote, suspend, threaten, harass, or discriminate in any manner against an
employee who provides information or otherwise assists in investigations or proceedings relating to violations of federal securities laws or other federal
laws prohibiting fraud against shareholders. You must not discriminate in any way against an employee who engages in these “whistleblower” activities.
You are encouraged to refer to our Whistleblower Policy in the Company’s Compliance Manual.

3.

1940 Act requirements. A separate code of ethics has been established to comply with Rule 17j-1 under the 1940 Act and is applicable to those

persons designated in such code.

4.

Document retention. You must adhere to appropriate procedures governing the retention and destruction of records consistent with applicable
laws,  regulations  and  our  policies.  You  may  not  destroy,  alter  or  falsify  any  document  that  may  be  relevant  to  a  threatened  or  pending  lawsuit  or
governmental investigation. All employees are required to be familiar and comply with our Recordkeeping Policy in the Company’s Compliance Manual.

Please talk to the Chief Compliance Officer or any member of senior management if you have any questions about how to comply with the above

regulations and other laws, rules and regulations.

In addition, we expect you to comply with all our policies and procedures that apply to you. We may modify or update our policies and procedures in
the  future,  and  may  adopt  new  Company  policies  and  procedures  from  time  to  time. You  are  also  expected  to  observe  the  terms  of  any  confidentiality
agreement, employment agreement or other similar agreement that applies to you.

Equal Opportunity, Harassment

We are committed to providing equal opportunity in all of our employment practices including selection, hiring, promotion, transfer, and compensation

of all qualified applicants and employees without regard to race, color, sex or gender, gender identity, sexual orientation, religion, age, national origin,
handicap, disability, citizenship status, or any other status protected by law. With this in mind, there are certain behaviors that will not be tolerated. These
include harassment, violence, intimidation, and discrimination of any kind involving race, color, sex or gender, gender identity, sexual orientation, religion,
age, national origin, handicap, disability, citizenship status, marital status, or any other status protected by law.

Exhibit 14.2

Retaining Business Records

The  law  requires  us  to  maintain  certain  types  of  corporate  records,  usually  for  specified  periods  of  time.  Failure  to  retain  those  records  for  those
minimum periods could subject us to penalties and fines, cause the loss of rights, obstruct justice, place us in contempt of court, or seriously disadvantage
us in litigation. If we inform you, or you believe that our records are relevant to any litigation or governmental action, or any potential litigation or action,
then you must preserve those records until we determine the records are no longer required to be preserved. This requirement supersedes any previously or
subsequently established destruction policies for those records. If you believe that this requirement may apply, or have any questions regarding the possible
applicability of this requirement, please contact our Chief Compliance Officer.

Accuracy of Company Records

We require honest and accurate recording and reporting of information in order to make responsible business decisions. This includes such data as

quality, safety, and personnel records, as well as financial records.

All financial books, records and accounts must accurately reflect transactions and events, and conform both to required accounting principles and to

our system of internal controls. No false or artificial entries may be made.

Without the written consent of the Chief Executive Officer, no officer or employee is permitted to:

Outside Employment

1.
2.
3.

engage in any other financial services business;
be employed or compensated by any other business for work performed; or
have  a  significant  (more  than  5%  equity)  interest  in  any  other  financial  services  business,  including,  but  not  limited  to,  banks,  brokerages,
investment advisers, insurance companies or any other similar business.

Requests for outside employment waivers must be made in writing to the Chief Executive Officer with a copy to the Chief Compliance Officer of the

Company.

Service as a Director

No officer or employee may serve as a director or officer of any organization, other than the Company, without prior written authorization from our
Chief Compliance Officer. Any request to serve on the board or as an officer of such an organization must include the name of the entity and its business,
the names of the other board members or officers, as applicable, and a general reason for the request. The Chief Compliance Officer will consult with the
Chief Executive Officer in connection with any such request.

Directors who serve on the Company’s Board of Directors are required to adhere to the procedures set forth in the Company’s Corporate Governance

Guidelines prior to serving on a board of another organization.

Exhibit 14.2

Dealings with Government and Industry Regulators

The  Company’s  policy  forbids  payments  of  any  kind  by  us,  our  employees  or  any  agent  or  other  intermediary  to  any  government  official,  self-
regulatory official or other similar person or entity, within the United States or abroad, for the purpose of obtaining or retaining business, or for the purpose
of influencing favorable consideration of any application for a business activity or other matter. This policy covers all types of payments, even to minor
government officials and industry regulators, regardless of whether the payment would be considered legal under the circumstances, provided that, subject
to certain limitations, political contributions or donations of an amount less than the then federally-mandated maximum amount, made without the intent to
obtain or retain business or favorably influence consideration of any application for a business activity or other matter, are permitted, as further explained
below. Employees are required to avoid even the appearance of impropriety in their dealings with industry and government regulators and officials, even
with respect to permissible contributions or donations.

It is expected and required that all employees fulfill their personal obligations to governmental and regulatory bodies. Those obligations include the

filing of appropriate federal, state and local tax returns, as well as the filing of any applicable forms or reports required by regulatory bodies.

All employees are required to cooperate fully with management in connection with any internal or independent investigation and any claims, actions,
arbitrations, litigations, investigations or inquiries brought by or against us. Employees are expected, if requested, to provide us with reasonable assistance,
including,  but  not  limited  to,  meeting  or  consulting  with  the  Company  and  our  representatives,  reviewing  documents,  analyzing  facts  and  appearing  or
testifying as witnesses or interviewees or otherwise.

Employees  are  required  to  immediately  notify  the  Chief  Compliance  Officer  in  the  event  they  are  contacted  by  any  national,  state,  local  or  self-
regulatory authority or body regarding a potential or actual litigation, investigation, examination, or inquiry directly or indirectly involving the Company,
unless, upon the written advice of legal counsel, such employee is prohibited by law from doing so in such case.

Media Relations

We must speak with a unified voice in all dealings with the press and other media. As a result, the Company’s Chief Executive Officer, or his or her
designee, is the sole contact for media seeking information about the Company. Any requests from the media regarding the Company must be referred to its
Chief Executive Officer, or his or her designee.

Intellectual Property Information

Information generated in our business is a valuable asset. Protecting this information plays an important role in our growth and ability to compete.
Such information includes business and research plans; objectives and strategies; trade secrets; unpublished financial information; salary and benefits data;
and  lender  and  other  business  partner  lists.  Employees  who  have  access  to  our  intellectual  property  information  are  obligated  to  safeguard  it  from
unauthorized access and:

1.
2.
3.

not disclose this information to persons outside of the Company;
not use this information for personal benefit or the benefit of persons outside of the Company; and
not share this information with other employees except on a legitimate “need to know” basis.

Exhibit 14.2

Internet and E-Mail Policy

We  provide  an  e-mail  system  and  Internet  access  to  certain  of  our  employees  to  help  them  do  their  work. You  may  use  the  e-mail  system  and  the
Internet only for legitimate business purposes in the course of your duties. Incidental and occasional personal use is permitted, but never for personal gain
or any improper or illegal use. Further, you are prohibited from discussing or posting information regarding the Company in any external electronic forum,
including Internet chat rooms, electronic bulletin boards or social media sites. You are encouraged to refer to our Social Media Policy in the Company’s
Compliance Manual for more information.

Reporting Violations and Complaint Handling

You  are  responsible  for  compliance  with  the  rules,  standards  and  principles  described  in  this  Code.  In  addition,  you  should  be  alert  to  possible
violations of the Code by the Company’s employees, officers and directors, and you are required to report a violation promptly. Normally, reports should be
made to one’s immediate supervisor. Under some circumstances, it may be impractical or you may feel uncomfortable raising a matter with your supervisor.
In those instances, you are encouraged to contact the Chief Compliance Officer who will investigate the matter and potentially report it to the Company’s
Chief Executive Officer and/or Board of Directors, as the circumstance dictates. You will also be expected to cooperate in an investigation of a violation.

The  Company  has  also  adopted  a Whistleblower  Policy  pursuant  to  which  you  may  report  a  concern  about  our  conduct,  the  conduct  of  a  director,
officer or employee of the Company or our accounting, internal accounting controls or auditing matters directly to the Audit Committee of the Board of
Directors of the Company. All reported concerns will be reviewed and by the Audit Committee and/or by the Chief Compliance Officer on behalf of the
Audit Committee. The status of all outstanding concerns forwarded to the Audit Committee will be reported on a quarterly basis by the Company’s Chief
Compliance Officer. The Audit Committee may direct that certain matters be presented to the full Board and may retain outside advisors or counsel, for any
concern reported to it. You are encouraged to refer to our Whistleblower Policy in the Company’s Compliance Manual and to report any concerns that you
might have.

All reports will be investigated and, whenever possible, requests for confidentiality will be honored. And, while anonymous reports will be accepted,
please understand that anonymity may hinder or impede the investigation of a report. All cases of questionable activity or improper actions will be reviewed
for appropriate action, discipline or corrective actions. Whenever possible, we will keep confidential the identity of employees, officers or directors who are
accused of violations, unless or until it has been determined that a violation has occurred.

There  will  be  no  reprisal,  retaliation  or  adverse  action  taken  against  any  employee  who,  in  good  faith,  reports  or  assists  in  the  investigation  of,  a

violation or suspected violation, or who makes an inquiry about the appropriateness of an anticipated or actual course of action.

For  reporting  concerns  about  the  Company’s  conduct,  the  conduct  of  a  director,  officer  or  employee  of  the  Company,  or  about  the  Company’s

accounting, internal accounting controls or auditing matters, you may use the following means of communication:

1.

By Mail: Chief Compliance Officer

                     Hercules Capital, Inc.

400 Hamilton Avenue, Suite 310 Palo Alto, CA 94301

Exhibit 14.2

2.

Confidentially By Mail: Chairperson of the Audit Committee

To be Opened by Audit Committee Only C/O Chief     Compliance Officer

Hercules Capital, Inc.

400 Hamilton Avenue,
Suite 310 Palo Alto, CA
94301

3.

4.

Anonymously By Phone to Ethics Hotline: 650-600-5400

By Email to Chief Compliance Officer: complianceofficer@htgc.com

Sanctions for Code Violations

All  violations  of  the  Code  are  subject  to  appropriate  corrective  action,  up  to  and  including  dismissal.  If  the  violation  involves  potentially  criminal

activity, the individual or individuals in question will be reported, as warranted, to the appropriate authorities.

All the directors, officers and employees of the Company are subject to this Code.

Application/Waivers

Any material amendment or waiver of the Code for an executive officer of the Company or a member of the Board of Directors of the Company must
be  made  by  the  Board  of  Directors  and  disclosed  on  a  Form  8-K  filed  with  the  U.S.  Securities  and  Exchange  Commission  within  four  business  days
following such amendment or waiver.

Revisions and Amendments

This  Code  may  be  revised,  changed  or  amended  at  any  time  by  our  Board  of  Directors.  Following  any  material  revisions  or  updated,  an  updated
version of this Code will be distributed to you, and will supersede the prior version of this Code effective upon distribution. We may ask you to sign an
acknowledgement confirming that you have read and understood the revised version of the Code, and that you agree to comply with the provisions.

Other Policies and Procedures

This Code will be the sole code of business conduct and ethics adopted by the Company for purposes of Section 406 of the Sarbanes-Oxley Act and
the  rules  and  forms  applicable  to  registered  investment  companies  thereunder.  Insofar  as  other  policies  or  procedures  of  the  Company  may  govern  the
behavior or activities of the Covered Person who are subject to this Code, they are superseded by this Code to the extent that they overlap or conflict with
the provisions of this Code.

Internal Use

The Code is intended solely for the internal use by the Company and does not constitute an admission, by or on behalf of any Company, as to any fact,

circumstance, or legal conclusion.

Name
Hercules Capital IV, L.P.
Hercules SBIC 4 L.P.
Hercules Funding IV, LLC
Hercules Capital Funding 2022-1 LLC
Hercules Capital Funding Trust 2022-1
Hercules Technology Management LLC
Hercules Technology Management Co II, Inc.
Hercules Technology Management Co IV LLC
Hercules Technology SBIC Management, LLC
HTGC UK Limited

Unconsolidated Subsidiaries
Gibraltar Business Capital LLC
Gibraltar Equipment Finance LLC
Gibraltar Acquisition LLC
HercGBC LLC
Hercules Capital Management LLC
Hercules Adviser LLC
Hercules Partner Holdings, LLC
Hercules Private Credit Fund 1 L.P.
Hercules Private Fund One LLC
Hercules Private Global Venture Growth Fund GP I LLC
Hercules Private Global Venture Growth Fund I L.P.
Hercules Venture Growth Credit Opportunities Fund 1 L.P.
Hercules Venture Growth Credit Opportunities Fund 2 L.P.
Hercules Venture Growth Credit Opportunities Fund GP I LLC

Exhibit 21.1

List of Subsidiaries
(as of December 31, 2023)

Jurisdiction of Organization 

Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
United Kingdom

Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware

CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

Exhibit 23.1

We hereby consent to the incorporation by reference in the Registration Statements on Form S-8 (No. 333-229435) and N-2 (No. 333-261732) of Hercules
Capital, Inc. of our report dated February 15, 2024 relating to the financial statements, financial statement schedule, senior securities table, and the
effectiveness of internal control over financial reporting, which appears in this Form 10-K. We also consent to the reference to us under the heading “Senior
Securities” in this Form 10-K.

/s/ PricewaterhouseCoopers LLP
San Francisco, California
February 15, 2024

1

Exhibit 31.1

CERTIFICATION PURSUANT TO

RULE 13a-14(a) and 15d-14(a) UNDER THE SECURITIES EXCHANGE ACT OF 1934,
AS AMENDED

I, Scott Bluestein, Director, President, Chief Executive Officer, and Chief Investment Officer of the Company, certify that:

1.

I have reviewed this annual report on Form 10-K of Hercules Capital, Inc. (the “registrant”) for the year ended December 31, 2023;

2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light

of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3. Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition,

results of operations and cash flows of the registrant as of, and for, the periods presented in this report.

4. The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-

15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material
information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in
which this report is being prepared;

b) Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide

reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally
accepted accounting principles;

c) Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure

controls and procedures, as of the end of the period covered by this report based on such evaluation; and

d) Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the

registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control
over financial reporting; and

5. The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and

the audit committee of registrant’s board of directors (or persons performing the equivalent functions):

a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely

affect the registrant’s ability to record, process, summarize and report financial information; and

b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial

reporting.

Date: February 15, 2024

By:

/S/ SCOTT BLUESTEIN
Scott Bluestein

Director, President, Chief Executive Officer, and
Chief Investment Officer (Principal Executive Officer)

Exhibit 31.2

CERTIFICATION PURSUANT TO

RULE 13a-14(a) and 15d-14(a) UNDER THE SECURITIES EXCHANGE ACT OF 1934,
AS AMENDED

I, Seth H. Meyer, Chief Financial Officer, and Chief Accounting Officer certify that:

1.

I have reviewed this annual report on Form 10-K of Hercules Capital, Inc. (the “registrant”) for the year ended December 31, 2023;

2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light

of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3. Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition,

results of operations and cash flows of the registrant as of, and for, the periods presented in this report.

4. The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-

15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

a) Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material
information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in
which this report is being prepared;

b) Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide

reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally
accepted accounting principles;

c) Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure

controls and procedures, as of the end of the period covered by this report based on such evaluation; and

d) Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the

registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control
over financial reporting; and

5. The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and

the audit committee of registrant’s board of directors (or persons performing the equivalent functions):

a) All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely

affect the registrant’s ability to record, process, summarize and report financial information; and

b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial

reporting.

Date: February 15, 2024

By:

/S/ SETH H. MEYER
Seth H. Meyer

Chief Financial Officer, and
Chief Accounting Officer (Principal Accounting and Financial Officer)

Exhibit 32.1

CERTIFICATION PURSUANT TO
SECTION 1350, CHAPTER 63 OF TITLE 18, UNITED STATES CODE,
AS ADOPTED PURSUANT TO
SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

In connection with the accompanying Annual Report of Hercules Capital, Inc. (the “Company”) on Form 10-K for the year ended December 31, 2023 (the
“Report”) as filed with the Securities and Exchange Commission on the date hereof, I, Scott Bluestein, Director, President, Chief Executive Officer and Chief Investment
Officer of the Company, certify, to the best of my knowledge, pursuant to 18 U.S.C. §1350, as adopted pursuant to §906 of the Sarbanes Oxley Act of 2002, that:

(1) The Report fully complies with the requirements of Section 13(a) or Section 15(d), as applicable, of the Securities Exchange Act of 1934, as amended; and

(2) The information contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

Date: February 15, 2024

By:

/S/ SCOTT BLUESTEIN
Scott Bluestein

Director, President, Chief Executive Officer, and
Chief Investment Officer (Principal Executive Officer)

Exhibit 32.2

CERTIFICATION PURSUANT TO
SECTION 1350, CHAPTER 63 OF TITLE 18, UNITED STATES CODE,
AS ADOPTED PURSUANT TO
SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

In connection with the accompanying Annual Report of Hercules Capital, Inc. (the “Company”) on Form 10-K for the year ended December 31, 2023 (the

“Report”) as filed with the Securities and Exchange Commission on the date hereof, I, Seth H. Meyer, the Chief Financial Officer, and Chief Accounting Officer of the
Company, certify, to the best of my knowledge, pursuant to 18 U.S.C. §1350, as adopted pursuant to §906 of the Sarbanes-Oxley Act of 2002, that:

(1) The Report fully complies with the requirements of Section 13(a) or Section 15(d), as applicable, of the Securities Exchange Act of 1934, as amended; and

(2) The information contained in the Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

Date: February 15, 2024

By:

/S/ SETH H. MEYER
Seth H. Meyer

Chief Financial Officer, and
Chief Accounting Officer (Principal Accounting and Financial Officer)

Exhibit 97

HERCULES CAPITAL, INC.
CLAWBACK POLICY

The  Board  of  Directors  (the  Board)  of  Hercules  Capital,  Inc.  (the  Company)  believes  that  it  is  in  the  best  interests  of  the  Company  and  its  shareholders  to
adopt  this  Clawback  Policy  (the  Policy),  which  provides  for  the  recovery  of  certain  incentive  compensation  in  the  event  of  an Accounting  Restatement  (as
defined below). This Policy is designed to comply with, and shall be interpreted to be consistent with, Section 10D of the Securities Exchange Act of 1934, as
amended (the Exchange Act), Rule 10D-1 promulgated under the Exchange Act (Rule 10D-1) and Section 303A.14 of the New York Stock Exchange Listed
Company Manual (the Listing Standards).

This  Policy  shall  supersede  and  replace  all  prior  Company  policies  relating  to  the  clawback  of  incentive  compensation  as  of  the  Effective  Date  (as  defined
below).

1.

Administration

Except as specifically set forth herein, this Policy shall be administered by the Board or, if so designated by the Board, a committee thereof (the Board or such
committee charged with administration of this Policy, the Administrator). The Administrator is authorized to interpret and construe this Policy and to make all
determinations necessary, appropriate or advisable for the administration of this Policy. Any determinations made by the Administrator shall be final and binding
on all affected individuals and need not be uniform with respect to each individual covered by the Policy. In the administration of this Policy, the Administrator is
authorized and directed to consult with the full Board or such other committees of the Board, such as the Audit Committee, the Compensation Committee or
such other committee as may be necessary or appropriate as to matters within the scope of such other committee’s responsibility and authority. Subject to any
limitation of applicable law, the Administrator may authorize and empower any officer or employee of the Company to take any and all actions necessary or
appropriate to carry out the purpose and intent of this Policy (other than with respect to any recovery under this Policy involving such officer or employee).

2.    Definitions

As used in this Policy, the following definitions shall apply:

•

•

•

•

Accounting  Restatement  means  an  accounting  restatement  of  the  Company’s  financial  statements  due  to  the  Company’s  material  noncompliance
with any financial reporting requirement under the securities laws, including any required accounting restatement to correct an error in previously issued
financial  statements  that  is  material  to  the  previously  issued  financial  statements,  or  that  would  result  in  a  material  misstatement  if  the  error  were
corrected in the current period or left uncorrected in the current period.

Administrator has the meaning set forth in Section 1 hereof.

Applicable  Period  means  the  three  completed  fiscal  years  immediately  preceding  the  date  on  which  the  Company  is  required  to  prepare  an
Accounting Restatement, as well as any transition period (that results from a change in the Company’s fiscal year) within or immediately following those
three completed fiscal years (except that a transition period that comprises a period of at least nine months shall count as a completed fiscal year). The
“date on which the Company is required to prepare an Accounting Restatement” is the earlier to occur of (a) the date the Board, a committee of the
Board, or the officer or officers of the Company authorized to take such action if the Board action is not required, concludes or reasonably should have
concluded,  that  the  Company  is  required  to  prepare  an Accounting  Restatement  or  (b)  the  date  a  court,  regulator  or  other  legally  authorized  body
directs the Company to prepare an Accounting Restatement, in each case regardless of if or when the restated financial statements are filed.

Covered Executives means the Company’s current and former president, principal financial officer, principal accounting officer (or if there is no such
accounting officer, the controller), any vice-president of the Company in charge of a principal business unit, division, or function (such as

1

Exhibit 97

sales,  administration,  or  finance),  any  other  officer  who  performs  a  policy-making  function,  or  any  other  person  who  performs  similar  policy-making
functions for the Company, in each case, as determined by the Administrator in accordance with the definition of executive officer set forth in Rule 10D-
1 and the Listing Standards; provided that, an executive officer of the Company’s parent or subsidiary is deemed a Covered Executive if the executive
officer performs such policy making functions for the Company.

Erroneously Awarded Compensation has the meaning set forth in Section 5 of this Policy.

A Financial Reporting Measure is any measure that is determined and presented in accordance with the accounting principles used in preparing the
Company’s financial statements, and any measure that is derived wholly or in part from such measure. Financial Reporting Measures include but are
not limited to the following (and any measures derived from the following): Company stock price; total shareholder return (TSR); revenues; net income;
operating  income;  profitability  of  one  or  more  reportable  segments;  financial  ratios  (e.g.,  accounts  receivable  turnover  and  inventory  turnover  rates);
earnings before interest, taxes, depreciation and amortization (EBITDA); funds from operations and adjusted funds from operations; liquidity measures
(e.g., working capital, operating cash flow); return measures (e.g., return on invested capital, return on assets); earnings measures (e.g., earnings per
share); sales per square foot or same store sales, where sales is subject to an Accounting Restatement; revenue per user, or average revenue per
user, where revenue is subject to an Accounting Restatement; cost per employee, where cost is subject to an Accounting Restatement; any of such
financial reporting measures relative to a peer group, where the Company’s financial reporting measure is subject to an Accounting Restatement; and
tax  basis  income. A  Financial  Reporting  Measure  need  not  be  presented  within  the  Company’s  financial  statements  or  included  in  a  filing  with  the
Securities Exchange Commission.

Incentive-Based Compensation means any compensation that is granted, earned or vested based wholly or in part upon the attainment of a Financial
Reporting Measure. Incentive-Based Compensation is “received” for purposes of this Policy in the Company’s fiscal period during which the Financial
Reporting  Measure  specified  in  the  Incentive-Based  Compensation  award  is  attained,  even  if  the  payment  or  grant  of  such  Incentive-Based
Compensation occurs after the end of that period.

•

•

•

3.     Covered Executives; Incentive-Based Compensation

This Policy applies to Incentive-Based Compensation received by a Covered Executive (a) after beginning services as a Covered Executive; (b) if that person
served as a Covered Executive at any time during the performance period for such Incentive-Based Compensation; (c) while the Company had a listed class of
securities on a national securities exchange and (d) during the Applicable Period.

4.     Required Recoupment of Erroneously Awarded Compensation in the Event of an Accounting Restatement

In  the  event  the  Company  is  required  to  prepare  an Accounting  Restatement,  the  Company  shall  promptly  recoup  the  amount  of  any  Erroneously Awarded
Compensation received by any Covered Executive, as calculated pursuant to Section 5 hereof, during the Applicable Period. Recovery under this Policy with
respect to a Covered Executive shall not require the finding of any misconduct by such Covered Executive or such Covered Executive being found responsible
for the accounting error leading to an Accounting Restatement.

5.     Erroneously Awarded Compensation: Amount Subject to Recovery

The amount of Erroneously Awarded Compensation subject to recovery under the Policy, as determined by the Administrator, is the amount of Incentive-
Based Compensation received by the Covered Executive that exceeds the amount of Incentive-Based Compensation that would have been received by the
Covered Executive had it been determined based on the restated amounts.

2

Exhibit 97

Erroneously Awarded  Compensation  shall  be  computed  by  the Administrator  without  regard  to  any  taxes  paid  by  the  Covered  Executive  in  respect  of  the
Erroneously Awarded Compensation.

By  way  of  example,  with  respect  to  any  compensation  plans  or  programs  that  take  into  account  Incentive-Based  Compensation,  the  amount  of  Erroneously
Awarded  Compensation  subject  to  recovery  hereunder  includes,  but  is  not  limited  to,  the  amount  contributed  to  any  notional  account  based  on  Erroneously
Awarded Compensation and any earnings accrued to date on that notional amount.

For  Incentive-Based  Compensation  based  on  stock  price  or  TSR:  (a)  the Administrator  shall  determine  the  amount  of  Erroneously Awarded  Compensation
based on a reasonable estimate of the effect of the Accounting Restatement on the stock price or TSR upon which the Incentive-Based Compensation was
received; and (b) the Company shall maintain documentation of the determination of that reasonable estimate and provide such documentation to the New York
Stock Exchange (the NYSE).

6.    Method of Recoupment

The Administrator shall determine, in its sole discretion, the timing and method for promptly recouping Erroneously Awarded Compensation hereunder, which
may include without limitation (a) seeking reimbursement of all or part of any cash or equity-based award, (b) cancelling prior cash or equity-based awards,
whether  vested  or  unvested  or  paid  or  unpaid,  (c)  cancelling  or  offsetting  against  any  planned  future  cash  or  equity-based  awards,  (d)  forfeiture  of  deferred
compensation, subject to compliance with Section 409A of the Internal Revenue Code and the regulations promulgated thereunder and (e) any other method
authorized  by  applicable  law  or  contract.  Subject  to  compliance  with  any  applicable  law,  the  Administrator  may  affect  recovery  under  this  Policy  from  any
amount otherwise payable to the Covered Executive, including amounts payable to such individual under any otherwise applicable Company plan or program,
including base salary, bonuses or commissions and compensation previously deferred by the Covered Executive.

The  Company  is  authorized  and  directed  pursuant  to  this  Policy  to  recoup  Erroneously  Awarded  Compensation  in  compliance  with  this  Policy  unless  the
Compensation  Committee  of  the  Board  has  determined  that  recovery  would  be  impracticable  solely  for  the  following  limited  reasons,  and  subject  to  the
following procedural and disclosure requirements:

•

•

•

The direct expense paid to a third party to assist in enforcing the Policy would exceed the amount to be recovered. Before concluding that it would be
impracticable  to  recover  any  amount  of  Erroneously  Awarded  Compensation  based  on  expense  of  enforcement,  the  Administrator  must  make  a
reasonable  attempt  to  recover  such  erroneously  awarded  compensation,  document  such  reasonable  attempt(s)  to  recover  and  provide  that
documentation to the NYSE;

Recovery would violate home country law of the issuer where that law was adopted prior to November 28, 2022. Before concluding that it would be
impracticable to recover any amount of Erroneously Awarded Compensation based on violation of home country law of the issuer, the Administrator
must satisfy the applicable opinion and disclosure requirements of Rule 10D-1 and the Listing Standards; or

Recovery would likely cause an otherwise tax-qualified retirement plan, under which benefits are broadly available to employees of the Company, to fail
to meet the requirements of 26 U.S.C. 401(a)(13) or 26 U.S.C. 411(a) and regulations thereunder.

7.    No Indemnification of Covered Executives

Notwithstanding the terms of any indemnification or insurance policy or any contractual arrangement with any Covered Executive that may be interpreted to the
contrary,  the  Company  shall  not  indemnify  any  Covered  Executives  against  the  loss  of  any  Erroneously Awarded  Compensation,  including  any  payment  or
reimbursement for the cost of third-party insurance purchased by any Covered Executives to fund potential clawback obligations under this Policy.

3

Exhibit 97

8.     Administrator Indemnification

Any members of the Administrator, and any other members of the Board who assist in the administration of this Policy, shall not be personally liable for any
action, determination or interpretation made with respect to this Policy and shall be fully indemnified by the Company to the fullest extent under applicable law
and Company policy with respect to any such action, determination or interpretation. The foregoing sentence shall not limit any other rights to indemnification of
the members of the Board under applicable law or Company policy.

9.     Effective Date; Retroactive Application

This Policy shall be effective and shall supersede and replace all prior policies relating to the clawback of incentive compensation as of October 2, 2023 (the
Effective  Date). The  terms  of  this  Policy  shall  apply  to  any  Incentive-Based  Compensation  that  is  received  by  Covered  Executives  on  or  after  the  Effective
Date, even if such Incentive-Based Compensation was approved, awarded, granted or paid to Covered Executives prior to the Effective Date. Without limiting
the  generality  of  Section  6  hereof,  and  subject  to  applicable  law,  the Administrator  may  affect  recovery  under  this  Policy  from  any  amount  of  compensation
approved, awarded, granted, payable or paid to the Covered Executive prior to, on or after the Effective Date.

10.     Amendment; Termination

The  Board  may  amend,  modify,  supplement,  rescind  or  replace  all  or  any  portion  of  this  Policy  at  any  time  and  from  time  to  time  in  its  discretion,  and  shall
amend  this  Policy  as  it  deems  necessary  to  comply  with  applicable  law  or  any  rules  or  standards  adopted  by  a  national  securities  exchange  on  which  the
Company’s securities are listed.

11.     Other Recoupment Rights; Company Claims

The Board intends that this Policy shall be applied to the fullest extent of the law. Any right of recoupment under this Policy is in addition to, and not in lieu of,
any other remedies or rights of recoupment that may be available to the Company under applicable law or pursuant to the terms of any similar policy in any
employment agreement, equity award agreement, or similar agreement and any other legal remedies available to the Company.

Nothing contained in this Policy, and no recoupment or recovery as contemplated by this Policy, shall limit any claims, damages or other legal remedies the
Company or any of its affiliates may have against a Covered Executive arising out of or resulting from any actions or omissions by the Covered Executive.

12.     Successors

This  Policy  shall  be  binding  and  enforceable  against  all  Covered  Executives  and  their  beneficiaries,  heirs,  executors,  administrators  or  other  legal
representatives.

13.     Governing Law; Venue

This Policy and all rights and obligations hereunder are governed by, and construed and enforced in accordance with, the laws of the State of Maryland, without
regard to its conflict of laws rules. Any action or proceeding arising out of or in connection with this Policy shall be brought only in the California or Maryland,
and not in any other state or federal court in the United States of America or any court in any other country. Covered Executives shall submit to the exclusive
jurisdiction of the California or Maryland courts for purposes of any action or proceeding arising out of or in connection with this Policy, waive any objection to
the laying of venue of any such action or proceeding in the California or Maryland courts and waive, and agree not to plead or to make, any claim that any such
action or proceeding brought in either the California or Maryland court has been brought in an improper or inconvenient forum.

4

14.     Exhibit Filing Requirement

A copy of this Policy and any amendments thereto shall be posted on the Company’s website and filed as an exhibit to the Company’s annual report on Form
10-K.

Exhibit 97

5