Main Street Capital
Annual Report 2021

Plain-text annual report

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K (Mark One) ⌧ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 ◻ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 OR For the transition period from: to Commission File Number: 001-33723 Main Street Capital Corporation (Exact name of registrant as specified in its charter) Maryland (State or other jurisdiction of incorporation or organization) 1300 Post Oak Boulevard, 8th Floor Houston, TX (Address of principal executive offices) 41-2230745 (I.R.S. Employer Identification No.) 77056 (Zip Code) Securities registered pursuant to Section 12(b) of the Act: (713) 350-6000 (Registrant’s telephone number including area code) Title of Each Class Common Stock, par value $0.01 per share Trading Symbol MAIN Name of Each Exchange on Which Registered 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 ⌧ No ◻ Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act. Yes ◻ No ⌧ Securities registered pursuant to Section 12(g) of the Act: None 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 ⌧ No ◻ 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 during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). Yes ◻ No ◻ 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 ⌧ Accelerated filer ◻ Non-accelerated filer ◻ Smaller reporting company ◻ Emerging growth company ◻ If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ◻ 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. ⌧ Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). Yes ◻ No ⌧ The aggregate market value of the registrant’s common stock held by non-affiliates of the registrant as of June 30, 2021, was approximately $1,948.5 million based upon the last sale price for the registrant’s common stock on that date. The number of shares outstanding of the issuer’s common stock as of February 25, 2022 was 71,692,388. DOCUMENTS INCORPORATED BY REFERENCE Portions of the registrants’ definitive Proxy Statement for its 2022 Annual Meeting of Stockholders, to be filed with the Securities and Exchange Commission, are incorporated by reference in this Annual Report on Form 10-K in response to Part III. Table of Contents Business Risk Factors Unresolved Staff Comments Properties Legal Proceedings Mine Safety Disclosures TABLE OF CONTENTS PART I PART II Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities [Reserved.] Management’s Discussion and Analysis of Financial Condition and Results of Operations Quantitative and Qualitative Disclosures About Market Risk Consolidated 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 Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters Certain Relationships and Related Transactions, and Director Independence PART III Principal Accountant Fees and Services Exhibits and Consolidated Financial Statement Schedules PART IV Item 1. Item 1A. Item 1B. 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. Item 15. Signatures Page 2 24 51 51 51 51 52 55 56 73 75 185 185 185 187 187 187 188 188 188 189 192 Table of Contents CAUTIONARY STATEMENT CONCERNING FORWARD-LOOKING STATEMENTS This Annual Report on Form 10-K contains forward-looking statements regarding the plans and objectives of management for future operations and which relate to future events or our future performance or financial condition. Any such forward-looking statements may involve known and unknown risks, uncertainties and other factors which may cause our actual results, performance or achievements to be materially different from future results, performance or achievements expressed or implied by any forward-looking statements. Forward- looking statements, which involve assumptions and describe our future plans, strategies and expectations, are generally identifiable by use of the words “may,” “will,” “should,” “expect,” “anticipate,” “estimate,” “believe,” “intend” or “project” or the negative of these words or other variations on these words or comparable terminology. These forward-looking statements are based on assumptions that may be incorrect, and we cannot assure you that the projections included in these forward-looking statements will come to pass. Our actual results could differ materially from those expressed or implied by the forward-looking statements as a result of various factors, including, without limitation, the factors discussed in Item 1A entitled “Risk Factors” in Part I of this Annual Report on Form 10-K and elsewhere in this Annual Report on Form 10-K and in other filings we may make with the Securities and Exchange Commission (“SEC”) from time to time. Other factors that could cause actual results to differ materially include changes in the economy and future changes in laws or regulations and conditions in our operating areas. We have based the forward-looking statements included in this Annual Report on Form 10-K on information available to us on the date of this Annual Report on Form 10-K, and we assume no obligation to update any such forward-looking statements, unless we are required to do so by applicable law. However, you are advised to refer to any additional disclosures that we may make directly to you or through reports that we in the future may file with the SEC, including subsequent annual reports on Form 10-K, quarterly reports on Form 10-Q and current reports on Form 8-K. 1 Table of Contents Item 1. Business ORGANIZATION PART I Main Street Capital Corporation (“MSCC”) is a principal investment firm primarily focused on providing customized debt and equity financing to lower middle market (“LMM”) companies and debt capital to middle market (“Middle Market”) companies. The portfolio investments of MSCC and its consolidated subsidiaries are typically made to support management buyouts, recapitalizations, growth financings, refinancings and acquisitions of companies that operate in a variety of industry sectors. MSCC seeks to partner with entrepreneurs, business owners and management teams and generally provides “one stop” financing alternatives within its LMM portfolio. MSCC and its consolidated subsidiaries invest primarily in secured debt investments, equity investments, warrants and other securities of LMM companies based in the United States and in secured debt investments of Middle Market companies generally headquartered in the United States. MSCC was formed in March 2007 to operate as an internally managed business development company (“BDC”) under the Investment Company Act of 1940, as amended (the “1940 Act”). MSCC wholly owns several investment funds, including Main Street Mezzanine Fund, LP (“MSMF”) and Main Street Capital III, LP (“MSC III” and, together with MSMF, the “Funds”), and each of their general partners. The Funds are each licensed as a Small Business Investment Company (“SBIC”) by the United States Small Business Administration (“SBA”). Because MSCC is internally managed, all of the executive officers and other employees are employed by MSCC. Therefore, MSCC does not pay any external investment advisory fees, but instead directly incurs the operating costs associated with employing investment and portfolio management professionals. MSC Adviser I, LLC (the “External Investment Manager”) was formed in November 2013 as a wholly owned subsidiary of MSCC to provide investment management and other services to parties other than MSCC and its subsidiaries or their portfolio companies (“External Parties”) and receives fee income for such services. MSCC has been granted no-action relief by the SEC to allow the External Investment Manager to register as a registered investment adviser under the Investment Advisers Act of 1940, as amended (the “Advisers Act”). Since the External Investment Manager conducts all of its investment management activities for External Parties, it is accounted for as a portfolio investment of MSCC and is not included as a consolidated subsidiary of MSCC in MSCC’s consolidated financial statements. MSCC has elected to be treated for U.S. federal income tax purposes as a regulated investment company (“RIC”) under Subchapter M of the Internal Revenue Code of 1986, as amended (the “Code”). As a result, MSCC generally will not pay corporate-level U.S. federal income taxes on any net ordinary taxable income or capital gains that it distributes to its stockholders. MSCC has certain direct and indirect wholly owned subsidiaries that have elected to be taxable entities (the “Taxable Subsidiaries”). The primary purpose of the Taxable Subsidiaries is to permit MSCC to hold equity investments in portfolio companies which are “pass-through” entities for tax purposes. Unless otherwise noted or the context otherwise indicates, the terms “we,” “us,” “our,” the “Company” and “Main Street” refer to MSCC and its consolidated subsidiaries, which include the Funds and the Taxable Subsidiaries. 2 Table of Contents The following diagram depicts our organizational structure: Main Street Capital Corporation ("MSCC") 100% 100% 100% Main Mezzanine Management, L.L.C. ("MSMF GP") Main Street Capital III GP, L.L.C. ("MSC III GP") Other Holding Companies* 99.6% 0.4% 1% 99% 100% Main Street Mezzanine Fund, LP ("MSMF") Main Street Capital III, LP ("MSC III") MSC Adviser 1, L.L.C. ("External Investment Manager")** * Other Holding Companies includes the Taxable Subsidiaries and other entities formed for operational purposes. Each of these companies is directly or indirectly wholly owned by MSCC. ** The External Investment Manager is accounted for as a portfolio investment at fair value, as opposed to a consolidated subsidiary, and is indirectly wholly owned by MSCC. CORPORATE INFORMATION Our principal executive offices are located at 1300 Post Oak Boulevard, 8th Floor, Houston, Texas 77056. We maintain a website on the Internet at www.mainstcapital.com. We make available free of charge on our website our annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K, and all amendments to those reports as soon as reasonably practicable after such material is electronically filed with or furnished to the SEC. Information contained on our website is not incorporated by reference into this Annual Report on Form 10-K, and you should not consider that information to be part of this Annual Report on Form 10-K. Our annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K, and all amendments to those reports and other public filings are also available free of charge on the EDGAR Database on the SEC’s website at www.sec.gov. OVERVIEW OF OUR BUSINESS Our principal investment objective is to maximize our portfolio’s total return by generating current income from our debt investments and current income and capital appreciation from our equity and equity-related investments, including warrants, convertible securities and other rights to acquire equity securities in a portfolio company. We seek to achieve our investment objective through our LMM, Private Loan, and Middle Market investment strategies. Our LMM investment strategy involves investments in companies that generally have annual revenues between $10 million and $150 million and our LMM portfolio investments generally range in size from $5 million to $75 million. Our Middle Market investment strategy involves investments in companies that are generally larger in size than our LMM companies, with annual revenues typically between $150 million and $1.5 billion, and our Middle Market investments generally range in size from $3 million to $25 million. Our private loan (“Private Loan”) investment strategy involves investments in companies that are consistent with the size of the companies in our LMM and Middle Market investment strategies, and our Private Loan investments generally range in size from $10 million to $75 million. 3 Table of Contents We seek to fill the financing gap for LMM businesses, which, historically, have had limited access to financing from commercial banks and other traditional sources. The underserved nature of the LMM creates the opportunity for us to meet the financing needs of LMM companies while also negotiating favorable transaction terms and equity participations. Our ability to invest across a company’s capital structure, from secured loans to equity securities, allows us to offer portfolio companies a comprehensive suite of financing options, or a “one stop” financing solution. Providing customized, “one stop” financing solutions is important to LMM portfolio companies. We generally seek to partner directly with entrepreneurs, management teams and business owners in making our investments. Our LMM portfolio debt investments are generally secured by a first lien on the assets of the portfolio company and typically have a term of between five and seven years from the original investment date. Private Loan investments consist generally of loans that have been originated directly by us or through strategic relationships with other investment funds on a collaborative basis and are often referred to in the debt markets as “club deals.” Private Loan investments are typically similar in size, structure, terms and conditions to investments we hold in our LMM portfolio and Middle Market portfolio. Our Private Loan portfolio debt investments are generally secured by a first priority lien on the assets of the portfolio company and typically have a term of between three and seven years from the original investment date. Our Middle Market portfolio investments primarily consist of direct investments in or secondary purchases of interest-bearing syndicated loans or debt securities in privately held companies based in the United States that are generally larger in size than the companies included in our LMM portfolio. Our Middle Market portfolio debt investments are generally secured by a first priority lien on the assets of the portfolio company and typically have an expected duration of between three and seven years from the original investment date. Our other portfolio (“Other Portfolio”) investments primarily consist of investments that are not consistent with the typical profiles for our LMM, Private Loan or Middle Market portfolio investments, including investments which may be managed by third parties. In our Other Portfolio, we may incur indirect fees and expenses in connection with investments managed by third parties, such as investments in other investment companies or private funds. Subject to changes in our cash and overall liquidity, our Investment Portfolio (as defined below) may also include short-term portfolio investments that are atypical of our LMM, Middle Market and Private Loan portfolio investments in that they are intended to be a short-term deployment of capital. These assets are typically expected to be liquidated in one year or less and are not expected to be a significant portion of the overall Investment Portfolio. Our external asset management business is conducted through the External Investment Manager. The External Investment Manager earns management fees based on the assets of the funds under management and may earn incentive fees, or a carried interest, based on the performance of the funds managed. Our portfolio investments are generally made through MSCC, the Taxable Subsidiaries and the Funds. MSCC, the Taxable Subsidiaries and the Funds share the same investment strategies and criteria, although they are subject to different regulatory regimes (see “Regulation”). An investor’s return in MSCC will depend, in part, on the Taxable Subsidiaries’ and the Funds’ investment returns as they are wholly owned subsidiaries of MSCC. The level of new portfolio investment activity will fluctuate from period to period based upon our view of the current economic fundamentals, our ability to identify new investment opportunities that meet our investment criteria, and our ability to consummate the identified opportunities. The level of new investment activity, and associated interest and fee income, will directly impact future investment income. In addition, the level of dividends paid by portfolio companies and the portion of our portfolio debt investments on non-accrual status will directly impact future investment income. While we intend to grow our portfolio and our investment income over the long term, our growth and our operating results may be more limited during depressed economic periods. However, we intend to appropriately manage our cost structure and liquidity position based on applicable economic conditions and our investment outlook. The level of realized gains or losses and unrealized appreciation or depreciation on our investments will also fluctuate depending upon portfolio activity, economic conditions and the performance of our individual portfolio companies. The changes in realized gains and losses and unrealized appreciation or depreciation could have a material impact on our operating results. 4 Table of Contents Because we are internally managed, we do not pay any external investment advisory fees, but instead directly incur the operating costs associated with employing investment and portfolio management professionals. We believe that our internally managed structure provides us with a better alignment of interests between our management team and our employees and our shareholders and a beneficial operating expense structure when compared to other publicly traded and privately held investment firms which are externally managed, and our internally managed structure allows us the opportunity to leverage our non-interest operating expenses as we grow our Investment Portfolio (as defined below). For the years ended December 31, 2021 and 2020, the ratio of our total operating expenses, excluding interest expense, as a percentage of our quarterly average total assets was 1.5% and 1.3%, respectively. The ratio of our total operating expenses, including interest expense, as a percentage of our quarterly average total assets was 3.4% and 3.2%, respectively, for the years ended December 31, 2021 and 2020. For further information on our expense ratio refer to Note F to the consolidated financial statements included in “Item 8.– Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K. Through the External Investment Manager, we serve as the sole investment adviser and administrator to MSC Income pursuant to an Investment Advisory and Administrative Services Agreement entered into between the External Investment Manager and MSC Income (the “Advisory Agreement”). Under the Advisory Agreement, the External Investment Manager earns a 1.75% annual base management fee and a 20% incentive fee on MSC Income’s pre-investment fee net investment income above a specified hurdle rate in exchange for providing advisory services to MSC Income. Additionally, the External Investment Manager has entered into an Investment Management Agreement with MS Private Loan Fund I, LP, a private investment fund with a strategy to co-invest with Main Street in Private Loan portfolio investments (the “Private Loan Fund”), pursuant to which the External Investment Manager provides investment advisory and management services to the Private Loan Fund in exchange for an asset-based fee and certain incentive fees. The External Investment Manager earns management fees based on the assets of the funds and accounts under management and may earn incentive fees, or a carried interest, based on the performance of the funds and accounts managed. The total contribution of the External Investment Manager to our net investment income consists of the combination of the expenses allocated to the External Investment Manager and the dividend income earned from the External Investment Manager. For the years ended December 31, 2021, 2020 and 2019, the total contribution of the External Investment Manager to our net investment income was $16.5 million, $9.9 million and $11.7 million, respectively. During the year ended December 31, 2021, the External Investment Manager earned $17.7 million in base management fee income and $0.6 million in incentive fees compared to $10.7 million of base management fees and no incentive fees in 2020 and $11.1 million of base management fees and $2.0 million in incentive fees in 2019 for the investment advisory services provided to MSC Income, the Private Loan Fund and other clients. We have entered into an agreement with the External Investment Manager to share employees in connection with its asset management business generally, and specifically for its relationship with MSC Income and its other clients. Through this agreement, we share employees with the External Investment Manager, including their related infrastructure, business relationships, management expertise and capital raising capabilities, and we allocate the related expenses to the External Investment Manager pursuant to the sharing agreement. Our total expenses for the years ended December 31, 2021, 2020 and 2019 are net of expenses allocated to the External Investment Manager of $10.3 million, $7.4 million and $6.7 million, respectively. We have received an exemptive order from the SEC permitting co-investments among us, MSC Income and other funds and clients advised by the External Investment Manager in certain negotiated transactions where co-investing would otherwise be prohibited under the 1940 Act. We have made co-investments with, and in the future intend to continue to make co-investments with MSC Income, the Private Loan Fund and other clients advised by the External Investment Manager, in accordance with the conditions of the order. The order requires, among other things, that we and the External Investment Manager consider whether each such investment opportunity is appropriate for us and the External Investment Manager’s advised clients, as applicable, and if it is appropriate, to propose an allocation of the investment opportunity between such parties. Because the External Investment Manager may receive performance-based fee compensation from funds and clients advised by the External Investment Manager, this may provide the 5 Table of Contents Company and the External Investment Manager an incentive to allocate opportunities to other participating funds and clients instead of us. However, both we and the External Investment Manager have policies and procedures in place to manage this conflict, including oversight by the independent members of our Board of Directors. RECENT DEVELOPMENTS In February 2022, we declared a supplemental cash dividend of $0.075 per share payable in March 2022. This supplemental cash dividend is in addition to the previously announced regular monthly cash dividends that we declared for the first quarter of 2022 of $0.215 per share for each of January, February and March 2022. During February 2022, we declared regular monthly dividends of $0.215 per share for each month of April, May and June of 2022. These regular monthly dividends equal a total of $0.645 per share for the second quarter of 2022, representing a 4.9% increase from the regular monthly dividends paid in the second quarter of 2021. Including the supplemental dividends declared for March 2022 and the regular monthly dividends declared for the first quarter and second quarter of 2022, we will have paid $33.540 per share in cumulative dividends since our October 2007 initial public offering. On February 23, 2022, our Board of Directors unanimously approved the application to the Company of the 150% minimum asset coverage ratio set forth in Section 61(a)(2) of the 1940 Act. As a result, the minimum asset coverage ratio applicable to the Company will be reduced from 200% to 150%, effective as of February 23, 2023, unless approved earlier by a vote of our stockholders, in which case the 150% minimum asset coverage ratio will be effective on the day after such approval. The Board also authorized the submission of a proposal for stockholders to accelerate the application of the 150% minimum asset coverage ratio to the Company at the 2022 Annual Meeting of Stockholders. BUSINESS STRATEGIES Our principal investment objective is to maximize our portfolio’s total return by generating current income from our debt investments and current income and capital appreciation from our equity and equity-related investments, including warrants, convertible securities and other rights to acquire equity securities in a portfolio company. We have adopted the following business strategies to achieve our investment objective: ● Deliver Customized Financing Solutions in the Lower Middle Market. We offer LMM portfolio companies customized debt and equity financing solutions that are tailored to the facts and circumstances of each situation. We believe our ability to provide a broad range of customized financing solutions to LMM companies sets us apart from other capital providers that focus on providing a limited number of financing solutions. Our ability to invest across a company’s capital structure, from senior secured loans to subordinated debt to equity securities, allows us to offer LMM portfolio companies a comprehensive suite of financing options, or a “one stop” financing solution. ● ● Focus on Established Companies. We generally invest in companies with established market positions, experienced management teams and proven revenue streams. We believe that those companies generally possess better risk-adjusted return profiles than newer companies that are building their management teams or are in the early stages of building a revenue base. We also believe that established companies in our targeted size range also generally provide opportunities for capital appreciation. Leverage the Skills and Experience of our Investment Team. Our investment team has significant experience in lending to and investing in LMM and Middle Market companies. The members of our investment team have broad investment backgrounds, with prior experience at private investment funds, investment banks and other financial services companies and currently include six certified public accountants and two Chartered Financial Analyst® charter holders. The expertise of our investment team in analyzing, valuing, structuring, negotiating and closing transactions should provide us with competitive advantages by allowing us to consider customized financing solutions and non-traditional or complex structures for our portfolio companies. Also, the reputation of our investment team has and should continue 6 Table of Contents to enable us to generate additional revenue in the form of management and incentive fees in connection with us providing advisory services to other investment funds. ● Invest Across Multiple Companies, Industries, Regions and End Markets. We seek to maintain a portfolio of investments that is appropriately balanced among various companies, industries, geographic regions and end markets. This portfolio balance is intended to mitigate the potential effects of negative economic events for particular companies, regions, industries and end markets. ● Capitalize on Strong Transaction Sourcing Network. Our investment team seeks to leverage its extensive network of referral sources for portfolio company investments. We have developed a reputation in our marketplace as a responsive, efficient and reliable source of financing, which has created a growing stream of proprietary deal flow for us. ● Grow our Asset Management Business. Our asset management business provides us with a recurring source of income, additional income diversification from sources of income directly tied to invested capital and the opportunity for greater stockholder returns through the utilization of our existing investment expertise, strong historical track record and favorable reputation. We seek to grow our asset management business within our internally managed BDC structure in order to increase the value of this unique benefit to our stakeholders. We expect such growth to come organically through the expansion of the investment capital that we manage for third parties and the potential extension of our asset management business to new investment strategies, and potentially through mergers and acquisition activities. ● Benefit from Lower, Fixed, Long-Term Cost of Capital. The SBIC licenses held by the Funds have allowed them to issue SBA- guaranteed debentures. SBA-guaranteed debentures carry long-term fixed interest rates that are generally lower than interest rates on comparable bank loans and other debt. Because lower-cost SBA leverage is, and will continue to be, a significant part of our capital base through the Funds, our relative cost of debt capital should be lower than many of our competitors. In addition, the SBIC leverage that we receive through the Funds represents a stable, long-term component of our capital structure with proper matching of duration and cost compared to our LMM portfolio investments. We also maintain an investment grade rating from Standard & Poor’s Ratings Services which provides us the opportunity and flexibility to obtain additional, attractive long-term financing options to supplement our capital structure, including the unsecured notes with fixed interest rates we issued in 2017, 2019, 2020 and 2021. INVESTMENT CRITERIA Our investment team has identified the following investment criteria that it believes are important in evaluating prospective portfolio companies. Our investment team uses these criteria in evaluating investment opportunities. However, not all of these criteria have been, or will be, met in connection with each of our investments: ● ● Proven Management Team with Meaningful Equity Stake. We look for operationally-oriented management with direct industry experience and a successful track record. In addition, we expect the management team of each LMM portfolio company to have meaningful equity ownership in the portfolio company to better align our respective economic interests. We believe management teams with these attributes are more likely to manage the companies in a manner that both protects our debt investment and enhances the value of our equity investment. Established Companies with Positive Cash Flow. We seek to invest in established companies with sound historical financial performance. We typically focus on LMM companies that have historically generated earnings before interest, taxes, depreciation and amortization (“EBITDA”) of $3 million to $20 million and commensurate levels of free cash flow. We also pursue investments in debt securities of Middle Market companies that are generally established companies with sound historical financial performance that are generally larger in size than LMM companies. We generally do not invest in start-up companies or companies with speculative business plans. 7 Table of Contents ● Defensible Competitive Advantages/Favorable Industry Position. We primarily focus on companies having competitive advantages in their respective markets and/or operating in industries with barriers to entry, which may help to protect their market position and profitability. ● Exit Alternatives. We exit our debt investments primarily through the repayment of our investment from internally generated cash flow of the portfolio company and/or a refinancing. In addition, we seek to invest in companies whose business models and expected future cash flows may provide alternate methods of repaying our investment, such as through a strategic acquisition by other industry participants or a recapitalization. INVESTMENT PORTFOLIO The “Investment Portfolio”, as used herein, refers to all of our investments in LMM portfolio companies, Private Loan portfolio investments, investments in Middle Market portfolio companies, Other Portfolio investments and our investment in the External Investment Manager. Our LMM portfolio investments primarily consist of secured debt, direct equity investments and equity warrants in privately held, LMM companies based in the United States. Our Private Loan portfolio investments primarily consist of investments in interest-bearing debt securities in companies that are consistent with the size of the companies in our LMM portfolio and Middle Market portfolio, but are investments that we originate directly at Main Street or on a collaborative basis with other investment funds, and are often referred to in the debt markets as “club deals.” Our Middle Market portfolio investments primarily consist of direct investments in or secondary purchases of interest-bearing debt securities in privately held companies based in the United States that are generally larger in size than the companies included in our LMM portfolio. Our Other Portfolio investments primarily consist of investments that are not consistent with the typical profiles for our LMM, Private Loan and Middle Market portfolio investments, including investments which may be managed by third parties. In our Other Portfolio, we may incur indirect fees and expenses in connection with investments managed by third parties, such as investments in other investment companies or private funds. Debt Investments Historically, we have made LMM debt investments principally in the form of single tranche debt. Single tranche debt financing involves issuing one debt security that blends the risk and return profiles of both first lien secured and subordinated debt. We believe that single tranche debt is more appropriate for many LMM companies given their size in order to reduce structural complexity and potential conflicts among creditors. Our LMM debt investments generally have a term of five to seven years from the original investment date, with limited required amortization prior to maturity, and provide for monthly or quarterly payment of interest at interest rates generally between 10% and 14% per annum, payable currently in cash. Interest rate terms can include either fixed or floating rate terms. In addition, certain LMM debt investments may have a form of interest that is not paid currently but is accrued and added to the loan balance and paid at maturity. We refer to this form of interest as payment-in-kind, or PIK, interest. We typically structure our LMM debt investments with the maximum seniority and collateral that we can reasonably obtain while seeking to achieve our total return target. In most cases, our LMM debt investment will be collateralized by a first priority lien on substantially all the assets of the portfolio company. In addition to seeking a senior lien position in the capital structure of our LMM portfolio companies, we seek to limit the downside potential of our LMM debt investments by negotiating covenants that are designed to protect our LMM debt investments while affording our portfolio companies as much flexibility in managing their businesses as is reasonable. Such restrictions may include affirmative and negative covenants, default penalties, lien protection, change of control or change of management provisions, key-man life insurance, guarantees, equity pledges, personal guaranties, where appropriate, and put rights. In addition, we typically seek board representation or observation rights in all of our LMM portfolio companies. Interest rate terms can include either fixed or floating rate terms. While we will continue to focus our LMM debt investments primarily on single tranche debt investments, we also anticipate structuring some of our debt investments as mezzanine loans. We expect that these mezzanine loans will be primarily junior secured or unsecured, subordinated loans that provide for relatively high interest rates, payable currently in cash, and will provide us with significant interest income. We also anticipate that these mezzanine loans will 8 Table of Contents afford us the additional opportunity for income and gains through PIK interest and equity warrants and other similar equity instruments issued in conjunction with these mezzanine loans. These loans typically will have interest-only payments in the early years, with amortization of principal deferred to the later years of the mezzanine loan term. Typically, our mezzanine loans will have maturities of three to five years. We will generally target interest rates of 12% to 14%, payable currently in cash, for our mezzanine loan investments with higher targeted total returns from equity warrants or PIK interest. Our Private Loan portfolio investments primarily consist of investments in interest-bearing debt securities in companies that are consistent with the size of companies in our LMM portfolio or our Middle Market portfolio, but are investments which have been originated directly by Main Street or through strategic relationships with other investment funds on a collaborative basis. Our Private Loan portfolio debt investments are generally secured by a first priority lien and typically have a term of between three and seven years from the original investment date. We also pursue debt investments in Middle Market companies. Our Middle Market portfolio investments primarily consist of direct investments or secondary purchases of interest-bearing debt securities in privately held companies based in the United States that are generally larger in size than the companies included in our LMM portfolio. Our Middle Market portfolio debt investments are generally secured by a first priority lien on the assets of the portfolio company and typically have a term of between three and seven years from the original investment date. The debt investments in our Middle Market portfolio have rights and protections that are similar to those in our LMM debt investments, which may include affirmative and negative covenants, default penalties, lien protection, change of control provisions, guarantees and equity pledges. The Middle Market debt investments generally have floating interest rates at the London Interbank Offered Rate (“LIBOR”) plus a margin, and are typically subject to LIBOR floors. Warrants In connection with our LMM debt investments, we occasionally receive equity warrants to establish or increase our equity interest in the portfolio company. Warrants we receive in connection with a debt investment typically require only a nominal cost to exercise, and thus, as a portfolio company appreciates in value, we may achieve additional investment return from this equity interest. We typically structure the warrants to provide provisions protecting our rights as a minority-interest holder, as well as secured or unsecured put rights, or rights to sell such securities back to the portfolio company, upon the occurrence of specified events. In certain cases, we also may obtain registration rights in connection with these equity interests, which may include demand and “piggyback” registration rights. Direct Equity Investments We also seek to make direct equity investments to align our interests with key management and stockholders of our LMM portfolio companies, and to allow for participation in the appreciation in the equity values of our LMM portfolio companies. We usually make our direct equity investments in connection with debt investments in our LMM portfolio companies. In addition, we may have both equity warrants and direct equity positions in some of our LMM portfolio companies. We seek to maintain fully diluted equity positions in our LMM portfolio companies of 5% to 50%, and may have controlling equity interests in some instances. We have a value orientation toward our direct equity investments and have traditionally been able to purchase our equity investments at reasonable valuations. INVESTMENT PROCESS Our management team’s investment committee is responsible for all aspects of our investment processes. The current members of our investment committee are Dwayne L. Hyzak, our Chief Executive Officer, David Magdol, our President and Chief Investment Officer, and Vincent D. Foster, our Senior Advisor and Chairman of the Board. The investment processes for LMM, Private Loan and Middle Market portfolio investments are outlined below. Our investment strategy involves a “team” approach, whereby potential transactions are screened by several members of our investment team before being presented to the investment committee. Our investment committee meets on an as-needed basis depending on transaction volume. We generally categorize our investment process into seven distinct stages: 9 Table of Contents Deal Generation/Origination Deal generation and origination is maximized through long-standing and extensive relationships with industry contacts, brokers, commercial and investment bankers, entrepreneurs, service providers such as lawyers, financial advisors and accountants, and current and former portfolio companies and investors. Our investment team has focused its deal generation and origination efforts on LMM, Private Loan and Middle Market investments, and we have developed a reputation as a knowledgeable, reliable and active source of capital and assistance in these markets. Screening During the screening process, if a transaction initially meets our investment criteria, we will perform preliminary due diligence, taking into consideration some or all of the following information: ● ● ● ● ● ● a comprehensive financial model based on quantitative analysis of historical financial performance, projections and pro forma adjustments to determine the estimated internal rate of return; a brief industry and market analysis; direct industry expertise imported from other portfolio companies or investors; preliminary qualitative analysis of the management team’s competencies and backgrounds; potential investment structures and pricing terms; and regulatory compliance. Upon successful screening of a proposed LMM transaction, the investment team makes a recommendation to our investment committee. If our investment committee concurs with moving forward on the proposed LMM transaction, we typically issue a non-binding term sheet or letter of intent to the company. Upon successful screening of a proposed Private Loan transaction, the investment team makes a recommendation to our investment committee. If our investment committee concurs with moving forward on the proposed Private Loan transaction, we typically issue a non-binding term sheet to the company. For Middle Market portfolio investments, the initial term sheet is typically issued by the borrower, through the syndicating bank, and is screened by the investment team which makes a recommendation to our investment committee. Term Sheet For proposed LMM transactions, the non-binding term sheet or letter of intent will include the key economic terms based upon our analysis performed during the screening process, as well as a proposed timeline and our qualitative expectation for the transaction. While the term sheet or letter of intent for LMM investments is non-binding, we typically receive an expense deposit in order to move the transaction to the due diligence phase. Upon execution of a term sheet, we begin our formal due diligence process. For proposed Private Loan transactions, the non-binding term sheet will include the key economic terms based upon our analysis performed during the screening process, as well as a proposed timeline and our qualitative expectation for the transaction. Upon execution of a term sheet, we begin our formal due diligence process. For proposed Middle Market transactions, the initial term sheet will include key economic terms and other conditions proposed by the borrower and its representatives and the proposed timeline for the investment, which are reviewed by our investment team to determine if such terms and conditions are in agreement with our investment objectives. 10 Table of Contents Due Diligence Due diligence on a proposed LMM investment is performed by a minimum of three of our investment professionals, whom we refer to collectively as the investment team, and certain external resources, who together conduct due diligence to understand the relationships among the prospective portfolio company’s business plan, operations and financial performance. Our LMM due diligence review includes some or all of the following: ● ● ● ● ● ● ● ● ● site visits with management and key personnel; detailed review of historical and projected financial statements; operational reviews and analysis; interviews with customers and suppliers; detailed evaluation of company management, including background checks; review of material contracts; in-depth industry, market and strategy analysis; regulatory compliance analysis; and review by legal, environmental or other consultants, if applicable. Due diligence on a proposed Private Loan or Middle Market investment is generally performed on materials and information obtained from certain external resources and assessed internally by a minimum of three of our investment professionals, who work to understand the relationships among the prospective portfolio company’s business plan, operations and financial performance using the accumulated due diligence information. Our typical Private Loan and Middle Market due diligence review includes some or all of the following: ● ● ● ● ● detailed review of historical and projected financial statements; site visits or other discussions with management and key personnel; in-depth industry, market, operational and strategy analysis; regulatory compliance analysis; and detailed review of the company’s management team and their capabilities. During the due diligence process, significant attention is given to sensitivity analyses and how the company might be expected to perform given downside, base-case and upside scenarios. In certain cases, we may decide not to make an investment based on the results of the diligence process. Document and Close Upon completion of a satisfactory due diligence review of a proposed LMM portfolio investment, the investment team presents the findings and a recommendation to our investment committee. The presentation contains information which can include, but is not limited to, the following: ● company history and overview; 11 Table of Contents ● ● ● ● ● ● ● ● ● ● ● ● ● transaction overview, history and rationale, including an analysis of transaction strengths and risks; analysis of key customers and suppliers and key contracts; a working capital analysis; an analysis of the company’s business strategy; a management and key equity investor background check and assessment; third-party accounting, legal, environmental or other due diligence findings; investment structure and expected returns; anticipated sources of repayment and potential exit strategies; pro forma capitalization and ownership; an analysis of historical financial results and key financial ratios; sensitivities to management’s financial projections; regulatory compliance analysis findings; and detailed reconciliations of historical to pro forma results. Upon completion of a satisfactory due diligence review of a proposed Private Loan or Middle Market portfolio investment, the investment team presents the findings and a recommendation to our investment committee. The presentation contains information which can include, but is not limited to, the following: ● ● ● ● ● ● ● ● ● company history and overview; transaction overview, history and rationale, including an analysis of transaction strengths and risks; analysis of key customers and suppliers; an analysis of the company’s business strategy; investment structure and expected returns; anticipated sources of repayment and potential exit strategies; pro forma capitalization and ownership; regulatory compliance analysis findings; and an analysis of historical financial results and key financial ratios. If any adjustments to the transaction terms or structures are proposed by the investment committee, such changes are made and applicable analyses are updated prior to approval of the transaction. Approval for the transaction must be made by the affirmative vote from a majority of the members of the investment committee, with the committee 12 Table of Contents member managing the transaction, if any, abstaining from the vote. Upon receipt of transaction approval, the investment team will re- confirm regulatory compliance, process and finalize all required legal documents, and fund the investment. Post-Investment We continuously monitor the status and progress of the portfolio companies. We generally offer managerial assistance to our portfolio companies, giving them access to our investment experience, direct industry expertise and contacts. The same investment team that was involved in the investment process will continue its involvement in the portfolio company post-investment. This provides for continuity of knowledge and allows the investment team to maintain a strong business relationship with key management of our portfolio companies for post-investment assistance and monitoring purposes. As part of the monitoring process of LMM portfolio investments, the investment team will analyze monthly and quarterly financial statements versus the previous periods and year, review financial projections, meet and discuss issues or opportunities with management, attend board meetings and review all compliance certificates and covenants. While we maintain limited involvement in the ordinary course operations of our LMM portfolio companies, we maintain a higher level of involvement in non-ordinary course financing or strategic activities and any non-performing scenarios. As part of the monitoring process of our Private Loan and Middle Market portfolio investments, the investment team will analyze monthly and quarterly financial statements versus the previous periods and year, review financial projections and review all compliance certificates and covenants. Depending upon the nature of our Private Loan portfolio investments, our investment team may also attend board meetings, and meet and discuss issues or opportunities with the portfolio company’s management team or private equity owners, however, due to the larger size and nature of our “lender only” relationship with these Private Loan and Middle Market companies in comparison to our LMM portfolio companies, it is not necessary or practical to have as much direct management interface. We utilize an internally developed investment rating system to rate the performance of each LMM portfolio company and to monitor our expected level of returns on each of our LMM investments in relation to our expectations for the portfolio company. The investment rating system takes into consideration various factors, including, but not limited to, each investment’s expected level of returns, the collectability of our debt investments and the ability to receive a return of the invested capital in our equity investments, comparisons to competitors and other industry participants, the portfolio company’s future outlook and other factors that are deemed to be significant to the portfolio company. Exit Strategies/Refinancing While we generally exit most investments through the refinancing or repayment of our debt and redemption or sale of our equity positions, we typically assist our LMM portfolio companies in developing and planning exit opportunities, including any sale or merger of our portfolio companies. We may also assist in the structure, timing, execution and transition of the exit strategy. The refinancing or repayment of Private Loan investments and Middle Market debt investments typically do not require our assistance due to the additional resources available to these larger Private Loan and Middle Market companies. DETERMINATION OF NET ASSET VALUE AND INVESTMENT PORTFOLIO VALUATION PROCESS We determine the net asset value per share of our common stock on a quarterly basis. The net asset value per share is equal to our total assets minus total liabilities divided by the total number of shares of common stock outstanding. We are required to report our investments at fair value. As a result, the most significant determination inherent in the preparation of our consolidated financial statements is the valuation of our Investment Portfolio and the related amounts of unrealized appreciation and depreciation. We follow the provisions of the Financial Accounting Standards Board Accounting Standards Codification (“ASC”) 820, Fair Value Measurements and Disclosures (“ASC 820”). ASC 820 defines fair value, establishes a framework for measuring fair value, establishes a fair value hierarchy based on the 13 Table of Contents quality of inputs used to measure fair value and enhances disclosure requirements for fair value measurements. ASC 820 requires us to assume that the portfolio investment is to be sold in the principal market to independent market participants, which may be a hypothetical market. Market participants are defined as buyers and sellers in the principal market that are independent, knowledgeable and willing and able to transact. We determine in good faith the fair value of our Investment Portfolio pursuant to a valuation policy in accordance with ASC 820 and a valuation process approved by our Board of Directors and in accordance with the 1940 Act. Our valuation policies and processes are intended to provide a consistent basis for determining the fair value of our Investment Portfolio. See “Note B.1. — Valuation of the Investment Portfolio” in the notes to consolidated financial statements for a detailed discussion of our investment portfolio valuation process and procedures. Due to the inherent uncertainty in the valuation process, our determination of fair value for our Investment Portfolio may differ materially from the values that would have been determined had a ready market for the securities existed. In addition, changes in the market environment, portfolio company performance and other events that may occur over the lives of the investments may cause the gains or losses ultimately realized on these investments to be materially different than the valuations currently assigned. We determine the fair value of each individual investment and record changes in fair value as unrealized appreciation or depreciation. The 1940 Act requires valuation of a portfolio security at “market value” if market quotations for the security are “readily available.” Portfolio securities for which market quotations are not readily available must be valued at fair value as determined in good faith by the board of directors. In December 2020, the SEC adopted Rule 2a-5 under the 1940 Act, which sets forth the specific requirements for determining fair value in good faith. Specifically, Rule 2a-5, among other things, permits a BDC’s board of directors to designate its executive officers or investment adviser as a valuation designee to determine the fair value for its investment portfolio, subject to the active oversight of the board. Our Board of Directors adopted policies and procedures pursuant to Rule 2a-5 (the “Valuation Procedures”) and designated a group of our executive officers to serve as the Board’s valuation designee thereunder (the “Valuation Committee”) effective April 1, 2021. Pursuant to Valuation Procedures we undertake a multi-step valuation process each quarter in connection with determining the fair value of our investments. The following outlines our valuation process as established under the Valuation Procedures: ● Our quarterly valuation process begins with an initial valuation of each portfolio investment performed by the valuation team consisting of several professionals who apply the appropriate valuation methodology depending on the type of investment. ● Each valuation model is then reviewed by the investment team responsible for monitoring the portfolio investment for accuracy, with any recommended changes reviewed by the valuation team. ● Updated valuation conclusions are then reviewed by and discussed with the Valuation Committee at quarterly valuation meetings. Valuation meetings are generally attended by the Valuation Committee, the valuation team, members of investment team responsible for each investment and members of the compliance team. Valuation models and valuation conclusions are adjusted as necessary following such meetings. ● A nationally recognized independent financial advisory services firm analyzes and provides observations, recommendations and an assurance certification regarding the determinations of the fair value for the majority of our portfolio companies on a rotational basis. ● After incorporating commentary by the Valuation Committee and review of recommendations provided by the independent financial advisory services firm, valuation results are finalized and approved by the Valuation Committee. 14 Table of Contents ● The Board of Directors oversees the valuation process through its Audit Committee in accordance with Rule 2a-5 pursuant to the Valuation Procedures. Determination of fair value involves subjective judgments and estimates. The notes to our consolidated financial statements refer to the uncertainty with respect to the possible effect of such valuations, and any change in such valuations, on our financial results and financial condition. COMPETITION We compete for investments with a number of investment funds (including private equity funds, mezzanine funds, BDCs, and SBICs), as well as traditional financial services companies such as commercial banks and other sources of financing. Many of the entities that compete with us are larger and have more resources available to them. We believe we are able to be competitive with these entities primarily on the basis of our focus toward the underserved LMM, the experience and contacts of our management team, our responsive and efficient investment analysis and decision-making processes, our comprehensive suite of customized financing solutions and the investment terms we offer. We believe that some of our competitors make senior secured loans, junior secured loans and subordinated debt investments with interest rates and returns that are comparable to or lower than the rates and returns that we target. Therefore, we do not seek to compete primarily on the interest rates and returns that we offer to potential portfolio companies. For additional information concerning the competitive risks we face, see “Risk Factors — Risks Related to Our Business and Structure — We face increasing competition for investment opportunities.” HUMAN CAPITAL Our employees are vital to our success as a principal investment firm. As a human-capital intensive business, the long-term success of our company depends on our people. We strive to attract, develop and retain our employees by offering unique employment opportunities, superior advancement and promotion opportunities, attractive compensation and benefit structures and a close-knit culture. The departure of our key investment and other personnel could cause our operating results to suffer. Our LMM business segment depends heavily on the business owners and management teams of our portfolio companies and their respective employees, contractors and service providers. In our investment process for LMM portfolio investments, the analysis of these individuals is a critical part of our overall investment underwriting process and as a result we carefully review the qualifications and experience of the portfolio company’s business owners and management team and their employment practices. We strive to partner with business owners and management teams whose business practices reflect our core values. We strive to recruit talented and driven individuals who share our values. We have competitive programs dedicated to attracting and retaining new talent and enhancing the skills of our employees. Our recruiting efforts utilize strong relationships with a variety of sources from which we recruit. Among other opportunities, we offer selected students investment analyst internships, which are expected to lead to permanent roles for high performing and high potential interns. Through our internship program, individuals who want to become investment analysts have the opportunity to see the full investment process from origination to closing, as well as post-closing portfolio management activities. We routinely recruit from within, promoting current employees who have shown the technical ability, attitude, interest and the initiative to take on greater responsibility. We have designed a compensation structure, including an array of benefit plans and programs, that we believe is attractive to our current and prospective employees. We also offer formal and informal training and mentorship programs that provide employees with access to senior level executives. Through our annual goal setting and performance review processes, our employees are annually evaluated by supervisors and our senior management team to ensure employees continue to develop and advance as expected. We are committed to having a diverse workforce, and an inclusive work environment is a natural extension of our culture. We also maintain a Women’s Initiative that provides employees with opportunities to network internally at Main Street and externally with other women in the financial 15 Table of Contents services industry. Our employees have access to several programs designed to enable our employees to balance work, family and family- related situations including flexible working arrangements and parental leave for birth and adoption placement. We are committed to creating and maintaining an atmosphere where all employees feel welcomed, valued, respected and heard so that they feel motivated and encouraged to contribute fully to their careers, our company and our communities. We seek to maintain a close-knit culture, which we believe is an important factor in employee retention, which is reinforced by our Community Building Committee. Our Community Building Committee, which is composed of a substantial cross section of employees across our organization, develops programs and initiatives that promote an open and inclusive atmosphere and encourage employee outreach with our community, in each case based upon feedback received from our employees. Initiatives generated by our Community Building Committee include employee wellbeing and engagement activities along with volunteer and donation opportunities with local charitable organizations. We encourage you to visit our website for more information about charitable organizations receiving our ongoing support. Nothing on our website, however, shall be deemed incorporated by reference into this Annual Report on Form 10-K. We monitor and evaluate various turnover and attrition metrics throughout our management team. Our annualized voluntary turnover is relatively low, a record which we attribute to our strong corporate culture, commitment to career development and attractive compensation and benefit programs. As of December 31, 2021, we had approximately 80 employees, 46 of whom we characterize as investment and portfolio management professionals, and the others include operations professionals and administrative staff. None of our employees are represented by a collective bargaining agreement. As necessary, we will hire additional investment professionals and administrative personnel. All but two of our employees are located in our Houston, Texas office. REGULATION Regulation as a Business Development Company We have elected to be regulated as a BDC under the 1940 Act. The 1940 Act contains prohibitions and restrictions relating to transactions between BDCs and their affiliates, principal underwriters and affiliates of those affiliates or underwriters. The 1940 Act requires that a majority of the members of the board of directors of a BDC 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. The 1940 Act defines “a majority of the outstanding voting securities” as the lesser of (i) 67% or more of the voting securities present at a meeting if the holders of more than 50% of our outstanding voting securities are present or represented by proxy or (ii) more than 50% of our outstanding voting securities. 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 any of 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 (as defined below), 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. (2) Securities of any eligible portfolio company that we control. 16 Table of Contents (3) (4) (5) (6) 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. Cash, cash equivalents, U.S. government securities or high-quality debt securities maturing in one year or less from the time of investment. In addition, a BDC must have been organized and have its principal place of business in the United States and must be operated for the purpose of making investments in the types of securities described in (1), (2) or (3) above. An eligible portfolio company is defined in the 1940 Act as any issuer which: (a) (b) 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 small business investment company wholly owned by the BDC) or a company that would be an investment company but for certain exclusions under the 1940 Act; and (c) satisfies any of the following: (i) (ii) (iii) does not have any class of securities that is traded on a national securities exchange or has a class of securities listed on a national securities exchange but has an aggregate market value of outstanding voting and non-voting common equity of less than $250 million; is controlled by a BDC or a group of companies including a BDC and the BDC has an affiliated person who is a director of the eligible portfolio company; or is a small and solvent company having total assets of not more than $4 million and capital and surplus of not less than $2 million. Managerial Assistance to Portfolio Companies As noted above, a BDC must be operated for the purpose of making investments in the type of securities described in (1), (2) or (3) above under the heading entitled “— Qualifying Assets.” In addition, BDCs must generally offer to make available to such issuer of the securities (other than small and solvent companies described above) significant managerial assistance; except that, where we purchase such securities in conjunction with one or more other persons acting together, one of the other persons in the group may make available such managerial assistance. Making available 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. 17 Table of Contents Temporary Investments Pending investment in “qualifying assets,” as described above, our investments may consist of cash, cash equivalents, U.S. government securities and high-quality debt securities maturing in one year or less from time of investment therein, so that 70% of our assets are qualifying assets. Senior Securities 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 200% of all debt and/or senior stock immediately after each such issuance. However, 2018 legislation modified the 1940 Act by allowing a BDC to increase the maximum amount of leverage it may incur from an asset coverage ratio of 200% to an asset coverage ratio of 150%, if certain requirements are met. We are permitted to increase our leverage capacity if stockholders representing at least a majority of the votes cast, when quorum is met, approve a proposal to do so. If we receive such stockholder approval, we would be permitted to increase our leverage capacity on the first day after such approval. Alternatively, we may increase the maximum amount of leverage we may incur to an asset coverage ratio of 150% if the “required majority” of our independent directors as defined in Section 57(o) of the 1940 Act approve such increase with such approval becoming effective after one year. On February 23, 2022, our Board of Directors unanimously approved the application of the modified asset coverage requirements set described above. As a result, our asset coverage requirement for senior securities will be changed from 200% to 150%, effective February 23, 2023. The Board has also recommended that a proposal to approve the application of the 150% minimum asset coverage requirement be submitted for approval at our 2022 Annual Meeting of Stockholders. If stockholders approve this proposal, the Company would become subject to the 150% minimum asset coverage ratio the day after the 2022 Annual Meeting of Stockholders. We have received exemptive relief from the SEC to permit us to exclude the SBA-guaranteed debentures of the Funds from our 200% asset coverage test under the 1940 Act. As such, our ratio of total consolidated assets to outstanding indebtedness may be less than 200%. This provides us with increased investment flexibility but also increases our risks related to leverage. In addition, while any senior securities remain outstanding (other than senior securities representing indebtedness issued in consideration of a privately arranged loan which is not intended to be publicly distributed), we must generally include provisions in the documents governing new senior securities to prohibit any cash distribution to our stockholders or the repurchase of such securities or shares unless we meet the applicable asset coverage ratios at the time of the distribution or repurchase. We may also borrow amounts up to 5% of the value of our total assets for temporary or emergency purposes without regard to asset coverage. For a discussion of the risks associated with leverage, see “Risk Factors — Risks Related to Leverage,” including, without limitation, “— 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.” Common Stock We are not generally able to issue and sell our common stock at a price below net asset value per share. We may, however, sell our common stock, warrants, options or rights to acquire our common stock, at a price below the current net asset value of the common stock if our Board of Directors determines that such sale is in our best interests and that of our stockholders, and our stockholders approve 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 which, in the determination of our Board of Directors, closely approximates the market value of such securities (less any distributing commission or discount). We did not seek stockholder authorization to sell shares of our common stock below the then current net asset value per share of our common stock at our 2021 Annual Meeting of Stockholders, and have not sought such stockholder authorization since 2012, because our common stock price had been trading significantly above the net asset value per share of our common stock since 2011. Our stockholders have previously approved a proposal that authorizes us to issue securities to subscribe to, convert to, or purchase shares of our common stock in one or more offerings. We may also make rights offerings to our stockholders at prices per share less than the net asset value per share, subject to applicable requirements of the 1940 Act. See “Risk Factors — Risks Related to our Securities — Stockholders may incur dilution if we sell 18 Table of Contents shares of our common stock in one or more offerings at prices below the then current net asset value per share of our common stock or issue securities to subscribe to, convert to or purchase shares of our common stock.” Code of Ethics We have adopted a code of ethics pursuant to Rule 17j-1 under the 1940 Act 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. The code of ethics is available on the EDGAR Database on the SEC’s website at http://www.sec.gov. Proxy Voting Policies and Procedures We vote proxies relating to our portfolio securities in a manner in which we believe is consistent with the best interest of our stockholders. We 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 we expect would 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. Our proxy voting decisions are made by the investment team which is responsible for monitoring each of our investments. To ensure that our vote is not the product of a conflict of interest, we require that anyone involved in the decision-making process discloses to our chief compliance officer any potential conflict regarding a proxy vote of which he or she is aware. Stockholders may obtain information, without charge, regarding how we voted proxies with respect to our portfolio securities by making a written request for proxy voting information to: Chief Compliance Officer, 1300 Post Oak Boulevard, 8th Floor, Houston, Texas 77056. Other 1940 Act Regulations We are also prohibited under the 1940 Act from knowingly participating in certain transactions with our affiliates without the prior approval of our Board of Directors who are not interested persons and, in some cases, prior approval by the SEC. We are required 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 us or 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 required to adopt and implement written policies and procedures reasonably designed to prevent violation of the federal securities laws, review these policies and procedures no less frequently than annually for their adequacy and the effectiveness of their implementation, and to designate a chief compliance officer to be responsible for administering the policies and procedures. We may be periodically examined by the SEC for compliance with the 1940 Act. Small Business Investment Company Regulations Each of the Funds is licensed by the SBA to operate as a SBIC under Section 301(c) of the Small Business Investment Act of 1958. MSMF obtained its SBIC license in 2002 and MSC III obtained its license in 2016. SBICs are designed to stimulate the flow of private capital to eligible small businesses. Under SBIC regulations, SBICs may make loans to eligible small businesses, invest in the equity securities of such businesses and 19 Table of Contents provide them with consulting and advisory services. Each of the Funds has typically invested in secured debt, acquired warrants and/or made equity investments in qualifying small businesses. The Funds are subject to regulation and oversight by the SBA, including requirements with respect to reporting financial information, such as the extent of capital impairment if applicable, on a regular basis and annual examinations conducted by the SBA. The SBA, as a creditor, will have a superior claim to the Funds’ assets over our securities holders in the event the Funds are liquidated or the SBA exercises its remedies under the SBA-guaranteed debentures issued by the Funds upon an event of default. Under present SBIC regulations, eligible small businesses generally include businesses that (together with their affiliates) have a tangible net worth not exceeding $19.5 million or have average annual net income after U.S. federal income taxes not exceeding $6.5 million (average net income to be computed without benefit of any carryover loss) for the two most recent fiscal years. In addition, an SBIC must devote 25% of its investment activity to “smaller” enterprises as defined by the SBA. A smaller enterprise generally includes businesses that have a tangible net worth not exceeding $6 million and have average annual net income after U.S. federal income taxes not exceeding $2 million (average net income to be computed without benefit of any net carryover loss) for the two most recent fiscal years. SBIC regulations also provide alternative size standard criteria to determine eligibility for designation as an eligible small business or smaller enterprise, which criteria depend on the primary industry in which the business is engaged and are based on such factors as the number of employees and gross revenue. However, once an SBIC has invested in a company, it generally may continue to make follow-on investments in the company, regardless of the size of the portfolio company at the time of the follow-on investment, up to the time of the portfolio company’s initial public offering. The SBA prohibits an SBIC from providing funds to small businesses for certain purposes, such as relending and investment outside the United States, to businesses engaged in certain prohibited industries, and to certain “passive” (non-operating) companies. In addition, without prior SBA approval, an SBIC may not invest an amount equal to more than approximately 30% of the SBIC’s regulatory capital, as defined by the SBA, in any one portfolio company and its affiliates. The SBA places certain limitations on the financing terms of investments by SBICs in portfolio companies (such as limiting the permissible interest rate on debt securities held by an SBIC in a portfolio company). Included in such limitations are SBIC regulations which allow an SBIC to exercise control over a small business for a period of seven years from the date on which the SBIC initially acquires its control position. This control period may be extended for an additional period of time with the SBA’s prior written approval. The SBA restricts the ability of an SBIC to lend money to any of its officers, directors and employees or to invest in affiliates thereof. The SBA also 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 equity of a licensed SBIC. A “change of control” is any event which would result in the transfer of the power, direct or indirect, to direct the management and policies of an SBIC, whether through ownership, contractual arrangements or otherwise. The SBIC licenses allow the Funds to incur leverage by issuing SBA-guaranteed debentures, subject to the issuance of a capital commitment and certain approvals by the SBA and customary procedures. SBA-guaranteed debentures carry long-term fixed rates that are generally lower than rates on comparable bank and other debt. Under applicable regulations, an SBIC may generally have outstanding debentures guaranteed by the SBA in amounts up to twice the amount of the privately raised funds of the SBIC. Debentures guaranteed by the SBA have a maturity of ten years, require semiannual payments of interest, do not require any principal payments prior to maturity, and are not subject to prepayment penalties. As of December 31, 2021, we, through the Funds, had $350.0 million of outstanding SBA- guaranteed debentures, which had an annual weighted-average interest rate of approximately 2.9%. SBICs must invest idle funds that are not being used to make loans in investments permitted under SBIC regulations in the following limited types of securities: (i) direct obligations of, or obligations guaranteed as to principal and interest by, the United States government, which mature within 15 months from the date of the investment; (ii) repurchase agreements with federally insured institutions with a maturity of seven days or less (and the securities 20 Table of Contents underlying the repurchase obligations must be direct obligations of or guaranteed by the federal government); (iii) certificates of deposit with a maturity of one year or less, issued by a federally insured institution; (iv) a deposit account in a federally insured institution that is subject to a withdrawal restriction of one year or less; (v) a checking account in a federally insured institution; or (vi) a reasonable petty cash fund. SBICs are periodically examined and audited by the SBA’s staff to determine their compliance with SBIC regulations and are periodically required to file certain financial information and other documents with the SBA. Neither the SBA nor the U.S. government or any of its agencies or officers has approved any ownership interest to be issued by us or any obligation that we or any of our subsidiaries may incur. Securities Exchange Act of 1934 and Sarbanes-Oxley Act Compliance We are subject to the reporting and disclosure requirements of the Securities Exchange Act of 1934 (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; 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, and our independent registered public accounting firm separately audits our internal control over financial reporting; and 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 New York Stock Exchange Corporate Governance Regulations The New York Stock Exchange (“NYSE”) has adopted corporate governance regulations that listed companies must comply with. 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. Investment Adviser Regulations The External Investment Manager, 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 External Investment Manager may be examined by the SEC from time to time for compliance with the Advisers Act. Taxation as a Regulated Investment Company MSCC has elected to be treated for U.S. federal income tax purposes as a RIC under Subchapter M of the Code. MSCC’s taxable income includes the taxable income generated by MSCC and certain of its subsidiaries, including the Funds, which are treated as disregarded entities for tax purposes. As a RIC, MSCC generally will not pay corporate-level 21 Table of Contents U.S. federal income taxes on any income that we distribute to our stockholders as dividends. To qualify as a RIC, we must, among other things, meet certain source-of-income and asset diversification requirements (as described below). In addition, in order to obtain RIC tax treatment, we must distribute to our stockholders, for each taxable year, at least 90% of our “investment company taxable income,” which is generally our net ordinary taxable income plus the excess of realized net short-term capital gains over realized net long-term capital losses, and 90% of our tax-exempt income (the “Annual Distribution Requirement”). As part of maintaining RIC status, undistributed taxable income (subject to a 4% non-deductible U.S. federal excise tax) pertaining to a given fiscal year may be distributed up to 12 months subsequent to the end of that fiscal year, provided such dividends are declared on or prior to the later of (i) filing of the U.S. federal income tax return for the applicable fiscal year or (ii) the fifteenth day of the ninth month following the close of the year in which such taxable income was generated. For any taxable year in which we qualify as a RIC and satisfy the Annual Distribution Requirement, we will not be subject to U.S. federal income tax on the portion of our income or capital gains we distribute (or are deemed to distribute) to stockholders. We will be subject to U.S. federal income tax at the regular corporate rates on any income or capital gains not distributed (or deemed distributed) to our stockholders. We are subject to a 4% non-deductible U.S. federal excise tax on certain undistributed income unless we distribute in a timely manner an amount at least equal to the sum of (1) 98% of our net ordinary taxable income for each calendar year, (2) 98.2% of our capital gain net income for the one-year period ending December 31 in that calendar year and (3) any taxable income recognized, but not distributed, in preceding years on which we paid no U.S. federal income tax (the “Excise Tax Avoidance Requirement”). Dividends declared and paid by us in a year will generally differ from taxable income for that year as such dividends may include the distribution of current year taxable income, exclude amounts carried over into the following year, and include the distribution of prior year taxable income carried over into and distributed in the current year. For amounts we carry over into the following year, we will be required to pay the 4% U.S. federal excise tax on the excess of 98% of our annual investment company taxable income and 98.2% of our capital gain net income over our distributions for the year. In order to qualify as a RIC for U.S. federal income tax purposes, we must, among other things: ● ● continue to qualify as a BDC under the 1940 Act at all times during each taxable year; derive in each taxable year at least 90% of our gross income from dividends, interest, payments with respect to certain securities, loans, gains from the sale of stock or other securities, net income from certain “qualified publicly traded partnerships,” or other income derived with respect to our business of investing in such stock or securities (the “90% Income Test”); and ● 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 the issuer; and no more than 25% of the value of our assets is 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” (collectively, the “Diversification Tests”). In order to comply with the 90% Income Test, we formed the Taxable Subsidiaries as wholly owned taxable subsidiaries for the primary purpose of permitting us to own equity interests in portfolio companies which are “pass-through” entities for tax purposes. Absent the taxable status of the Taxable Subsidiaries, a portion of the gross income from such portfolio companies would flow directly to us for purposes of the 90% Income Test. To the extent such income did not consist of income derived from securities, such as dividends and interest, it could jeopardize our ability 22 Table of Contents to qualify as a RIC and, therefore, cause us to incur significant U.S. federal income taxes. The Taxable Subsidiaries are consolidated with Main Street for generally accepted accounting principles in the United States of America (“U.S. GAAP”) purposes and are included in our consolidated financial statements, and the portfolio investments held by the Taxable Subsidiaries are included in our consolidated financial statements. The Taxable Subsidiaries are not consolidated with MSCC for income tax purposes and may generate income tax expense, or benefit, as a result of their ownership of the portfolio investments. The income tax expense, or benefit, if any, and any related tax assets and liabilities, are reflected in our consolidated financial statements. The External Investment Manager is accounted for as a portfolio investment for U.S. GAAP purposes and is an indirect wholly owned subsidiary of MSCC, owned through a Taxable Subsidiary. The External Investment Manager is owned by a Taxable Subsidiary in order to comply with the 90% Income Test, since the External Investment Manager’s income would likely not consist of income derived from securities, such as dividends and interest, and as result, it could jeopardize our ability to qualify as a RIC and, therefore, cause us to incur significant U.S. federal income taxes. As a result of its ownership by a Taxable Subsidiary, the External Investment Manager is a disregarded entity for tax purposes. The External Investment Manager has also entered into a tax sharing agreement with its Taxable Subsidiary owner. Since the External Investment Manager is accounted for as a portfolio investment of MSCC and is not included as a consolidated subsidiary of MSCC in MSCC’s consolidated financial statements, and as a result of the tax sharing agreement with its Taxable Subsidiary owner, for its stand-alone financial reporting purposes the External Investment Manager is treated as if it is taxed at normal corporate tax rates based on its taxable income and, as a result of its activities, may generate income tax expense or benefit. The income tax expense, or benefit, if any, and the related tax assets and liabilities, of the External Investment Manager are reflected in the External Investment Manager’s separate financial statements. We may be required to recognize taxable income in circumstances in which we do not receive cash. For example, if we hold debt obligations that are treated under applicable tax rules as having original issue discount (such as debt instruments issued with warrants and debt securities invested in at a discount to par), we must include in income each year a portion of the original issue discount that accrues over the life of the obligation, regardless of whether cash representing such income is received by us in the same taxable year. We may also have to include in income other amounts that we have not yet received in cash such as PIK interest, cumulative dividends or amounts that are received in non-cash compensation such as warrants or stock. Because any original issue discount or other amounts accrued will be included in our investment company taxable income for the year of accrual, we may be required to make a distribution to our stockholders in order to satisfy the Annual Distribution Requirement, even though we will not have received any corresponding cash amount. Although we do not presently expect to do so, we are authorized to borrow funds and to sell assets in order to satisfy distribution requirements. However, under the 1940 Act, we are not permitted to make distributions to our stockholders in certain circumstances while our debt obligations and other senior securities are outstanding unless certain “asset coverage” tests are met. See “Regulation — Regulation as a Business Development Company — Senior Securities.” Moreover, our ability to dispose of assets to meet our distribution requirements may be limited by (1) the illiquid nature of our portfolio and/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 Annual Distribution Requirement or the Excise Tax Avoidance Requirement, we may make such dispositions at times that, from an investment standpoint, are not advantageous. We may distribute taxable dividends that are payable in part in our stock. Under certain applicable provisions of the Code and the U.S. Department of the Treasury (“Treasury”) regulations, distributions payable by us in cash or in shares of stock (at the stockholders election) would satisfy the Annual Distribution Requirement. The Internal Revenue Service has issued guidance indicating that this rule will apply even where the total amount of cash that may be distributed is limited to no more than 20% of the total distribution. According to this guidance, if too many stockholders elect to receive their distributions in cash, each such stockholder would receive a pro rata share of the total cash to be distributed and would receive the remainder of their distribution in shares of stock. Taxable stockholders receiving such dividends will be required to include the full amount of the dividend (whether received in cash, our stock, or a combination thereof) as (i) ordinary income (including any qualified dividend income that, in the case of a noncorporate stockholder, may be eligible for the same reduced maximum tax rate applicable to long-term capital gains to the extent such distribution is properly reported by us as qualified dividend income and such stockholder satisfies certain minimum 23 Table of Contents holding period requirements with respect to our stock) or (ii) long-term capital gain (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 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 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. Failure to Qualify as a RIC If we fail to satisfy the 90% Income Test or the Diversification Tests for any taxable year, we may nevertheless continue to qualify as a RIC for such year if certain relief provisions are applicable (which may, among other things, require us to pay certain corporate-level U.S. federal taxes or to dispose of certain assets). If we were unable to qualify for treatment as a RIC and the foregoing relief provisions are not applicable, we would be subject to tax on all of our taxable income at regular corporate rates. We would not be able to deduct distributions to stockholders, nor would they be required to be made. If we were subject to tax on all of our taxable income at regular corporate rates, then distributions we make after being subject to such tax would be taxable to our stockholders and, provided certain holding period and other requirements were met, could qualify for treatment as “qualified dividend income” eligible for the maximum 20% rate (plus a 3.8% Medicare surtax, if applicable) applicable to qualified dividends to the extent of our current and accumulated earnings and profits. Subject to certain limitations under the Code, corporate taxpayers would be eligible for a dividends-received deduction on distributions they receive. 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. To requalify as a RIC in a subsequent taxable year, we would be required to satisfy the RIC qualification requirements for that year and dispose of any earnings and profits from any year in which we failed to qualify as a RIC. Subject to a limited exception applicable to RICs that qualified as such under Subchapter M of the Code for at least one year prior to disqualification and that requalify as a RIC no later than the second year following the nonqualifying year, we could be subject to tax on any unrealized net built-in gains in the assets held by us during the period in which we failed to qualify as a RIC that are recognized within the subsequent five years, unless we made a special election to pay corporate-level U.S. federal income tax on such built-in gain at the time of our requalification as a RIC. 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 consider carefully the following information before making an investment in our securities. The risks set out below are not the only risks we face. Additional risks and uncertainties not presently known to us or not presently deemed material by us might also impair our operations and performance. If any of the following events occur, our business, financial condition and results of operations could be materially and adversely affected. In such case, our net asset value, the trading price of our common stock and the value of our other securities could decline, and you may lose all or part of your investment. SUMMARY OF RISK FACTORS The following is a summary of the principal risk factors associated with an investment in our securities. Further details regarding each risk included in the below summary list can be found further below. Risks Related to our Business and Structure ● Because our Investment Portfolio is recorded at fair value, there is and will continue to be uncertainty as to the value of our portfolio investments. ● Our financial condition and results of operations depends on our ability to effectively manage and deploy capital. ● We face increasing competition for investment opportunities. 24 Table of Contents ● We are dependent upon our key investment personnel for our future success. ● 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 of Directors may change our operating policies and strategies without prior notice or stockholder approval, the effects of which may be adverse. ● 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. 25 Table of Contents 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. ● We may be exposed to higher risks with respect to our investments that include original issue discount or PIK interest. ● The lack of liquidity in our investments may adversely affect our business. ● We may not have the funds or ability to make additional investments in our portfolio companies. ● 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. ● We generally will not control our portfolio companies. ● Defaults by our portfolio companies will harm our operating results. ● Any unrealized depreciation we experience in our portfolio may be an indication of future realized losses, which could reduce our income and gains available for distribution. ● Prepayments of our debt investments by our portfolio companies could adversely impact our results of operations and reduce our return on equity. ● Changes relating to the LIBOR calculation process, the phase-out of LIBOR and the use of replacement rates for LIBOR may adversely affect the value of our portfolio securities. ● We are subject to risks associated with the current interest rate environment and changes in interest rates will affect our cost of capital and net investment income and the value of our investments. ● We may be subject to risks associated with “covenant-lite” loans. ● Changes in interest rates may affect our cost of capital, net investment income. ● We may not realize gains from our equity 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. ● 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. ● We have received Board approval that will allow us to incur additional leverage, which could increase the risk of investing in our securities. Risks Related to our Investment Management Activities ● Our executive officers and employees, through the External Investment Manager, may manage other investment funds that operate in the same or a related line of business as we do, and may invest in such funds, which may result in significant conflicts of interest. ● We, through the External Investment Manager, derive revenues from managing third-party funds pursuant to management agreements that may be terminated. 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. ● Operating under the constraints imposed on us as a BDC and RIC may hinder the achievement of our investment objectives. 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 net asset value. ● Our outstanding unsecured notes (the “Notes”) are unsecured and therefore effectively subordinated to any current or future secured indebtedness. ● If we default on our obligations to pay our other indebtedness, we may not be able to make payments on the Notes. 26 Table of Contents Risks Related to our SBIC Funds ● We, through the Funds, 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 the Funds that are superior to the claims of our securities holders. Federal Income Tax Risks ● We will be subject to corporate-level U.S. federal income tax 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 RIC tax treatment under the Code if we recognize income before or without receiving cash representing such income. General Risk Factors ● 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. ● 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. RISKS RELATED TO OUR BUSINESS AND STRUCTURE Because our Investment Portfolio is recorded at fair value, there is and will continue to be uncertainty as to the value of our portfolio investments. Under the 1940 Act, we are required to carry our portfolio investments at market value or, if there is no readily available market value, at fair value as determined by us pursuant to procedures established and overseen by our Board of Directors. Typically, there is not a public market for the securities of the privately held LMM or Private Loan companies in which we invest. As a result, we value these securities quarterly at fair value based on inputs from management and a nationally recognized independent financial advisory services firm (on a rotational basis) pursuant to Valuation Procedures approved by our Board of Directors. In addition, the market for investments in Middle Market companies is generally not a liquid market, and therefore, we primarily use a combination of observable inputs in non- active markets for which sufficient observable inputs were not available to determine the fair value of these investments and unobservable inputs, pursuant to our Valuation Procedures. See “Note B.1. — Valuation of the Investment Portfolio” in the notes to consolidated financial statements for a more detailed description of our investment portfolio valuation process and procedures. The determination of fair value and consequently, the amount of unrealized gains and losses in our portfolio, are to a certain degree, subjective and dependent on a valuation process approved by our Board of Directors. Certain factors that may be considered in determining the fair value of our investments include external events, such as private mergers, sales and acquisitions involving comparable companies. Because such valuations, and particularly valuations of securities in privately held companies, are inherently uncertain, may fluctuate over short periods of time and may be based on estimates, our determinations of fair value may differ materially from the values that would have been used if a ready market for these securities existed. Due to this uncertainty, our fair value determinations may cause our net asset value on a given date to materially understate or overstate the value that we may ultimately realize on one or more of our investments. As a result, investors purchasing our securities based on an overstated net asset value would pay a higher price than the value of our investments might warrant. Conversely, investors selling our securities during a period in which the net asset value understates the value of our investments may receive a lower price for their securities than the value of our investments might warrant. Our financial condition and results of operations depends on our ability to effectively manage and deploy capital. Our ability to achieve our investment objective of maximizing our portfolio’s total return by generating current income from our debt investments and current income and capital appreciation from our equity and equity-related investments, including warrants, convertible securities and other rights to acquire equity securities in a portfolio company, depends on our ability to effectively manage and deploy capital, which depends, in turn, on our investment 27 Table of Contents team’s ability to identify, evaluate and monitor, and our ability to finance and invest in, companies that meet our investment criteria. Accomplishing our investment objective on a cost-effective basis is largely a function of our investment team’s handling of the investment process, its ability to provide competent, attentive and efficient services and our access to investments offering acceptable terms. In addition to monitoring the performance of our existing investments, members of our investment team are also called upon, from time to time, to provide managerial assistance to some of our portfolio companies. These demands on their time may distract them or slow the rate of investment. Even if we are able to grow and build upon our investment operations, any failure to manage our growth effectively could have a material adverse effect on our business, financial condition, results of operations and prospects. The results of our operations will depend on many factors, including the availability of opportunities for investment, readily accessible short and long-term funding alternatives in the financial markets and economic conditions. Furthermore, if we cannot successfully operate our business or implement our investment policies and strategies as described herein, it could negatively impact our ability to pay dividends. We face increasing competition for investment opportunities. We compete for investments with other investment funds (including private equity funds, debt funds, mezzanine funds, collateralized loan obligation funds, or CLOs, BDCs and SBICs), as well as traditional financial services companies such as commercial banks and other sources of funding. Many of our competitors are substantially larger and have considerably greater financial, technical and marketing resources than we do. For example, some competitors may have a lower cost of capital and 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 are forced to match our competitors’ pricing, terms and structure, we may not be able to achieve acceptable returns on our investments or may bear substantial risk of capital loss. A significant part of our competitive advantage stems from the fact that the market for investments in LMM companies is underserved by traditional commercial banks and other financing sources. 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. We are dependent upon our key investment personnel for our future success. We depend on the members of our investment team, particularly Dwayne L. Hyzak, David L. Magdol, Jesse E. Morris, K. Colton Braud, III, Damian T. Burke, Samuel A. Cashiola, Diego Fernandez and Nicholas T. Meserve for the identification, review, final selection, structuring, closing and monitoring of our investments. These employees have significant investment expertise and relationships that we rely on to implement our business plan. Although we have entered into non-compete arrangements with all of our executive officers and other key employees, we cannot guarantee that any employees will remain employed with us. If we lose the services of the individuals mentioned above, 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 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. 28 Table of Contents 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. 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 intermediaries, financial institutions, investment bankers, commercial bankers, financial advisors, 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 our management team fails to maintain its 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 generate investment opportunities for us. Our Board of Directors may change our operating policies and strategies without prior notice or stockholder approval, the effects of which may be adverse. Our Board of Directors has the authority to modify or waive our current operating policies, investment criteria and strategies without prior notice and without stockholder approval. We cannot predict the effect any changes to our current operating policies, investment criteria and strategies would have on our business, net asset value, operating results and value of our stock. However, the effects 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 of Directors 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 of Directors 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 29 Table of Contents 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. 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 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 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, 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, and may require substantial additional capital to support their operations, finance expansion or maintain their competitive position; 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. We may be exposed to higher risks with respect to our investments that include original issue discount or PIK interest. Our investments may include original issue discount and contractual PIK interest, which represents contractual interest added to a loan balance and due at the end of such loan’s term. To the extent original issue discount or PIK interest 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: ● original issue discount and PIK instruments may have higher yields, which reflect the payment deferral and credit risk associated with these instruments; 30 Table of Contents ● ● ● for accounting purposes, cash distributions to investors representing original issue discount income are not derived from paid in capital, although they may be effectively paid from any offering proceeds during any given period; thus, although the source for the cash used to pay a distribution of original issue discount income may come from the cash invested by investors, the 1940 Act does not require that investors be given notice of this fact; original issue discount and PIK 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 original issue discount and PIK 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 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 there is usually no established trading market for such investments. The illiquidity of most of our investments may make it difficult for us to dispose of them at a favorable price 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 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 31 Table of Contents 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. 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 net asset value 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. Beyond our RIC asset diversification requirements, we do not have fixed guidelines for diversification, and our investments could be concentrated in relatively few portfolio companies. See “Risk Factors — Federal Income Tax Risks — We will be subject to corporate-level U.S. federal income tax if we are unable to qualify as a RIC under Subchapter M of the Code.” We generally will not control our portfolio companies. We do not, and do not expect to, control the decision making in many 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. 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. Any unrealized depreciation we experience in our portfolio may be an indication of future realized losses, which could reduce our income and gains available for distribution. 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 Procedures adopted pursuant to Rule 2a-5 under the 1940 Act. 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 affected loans or a potential impairment of the value of affected equity investments. 32 Table of Contents 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. We are subject to the risk that the 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. Changes relating to the LIBOR calculation process, the phase-out of LIBOR and the use of replacement rates for LIBOR may adversely affect the value of our portfolio securities. On March 5, 2021, the U.K.’s Financial Conduct Authority publicly announced that all U.S. Dollar LIBOR settings will either cease to be provided by any administrator or no longer be representative (i) immediately after December 31, 2021 for one-week and two- month U.S. Dollar LIBOR settings and (ii) immediately after June 30, 2023 for the remaining U.S. Dollar LIBOR settings. In addition, as a result of supervisory guidance from U.S. regulators, some U.S. regulated entities will cease to enter into new LIBOR contracts after January 1, 2022. At this time, no consensus exists as to what rate or rates will become accepted alternatives to LIBOR, although the Alternative Reference Rates Committee, a steering committee convened by the Board of Governors of the Federal Reserve System and the Federal Reserve Bank of New York and comprised of large U.S. financial institutions, has recommended the use of the Secured Overnight Financing Rate, SOFR. There are many uncertainties regarding a transition from LIBOR to SOFR or any other alternative benchmark rate that may be established, including, but not limited to, the timing of any such transition, the need to amend all contracts with LIBOR as the referenced rate and, given the inherent differences between LIBOR and SOFR or any other alternative benchmark rate, how any transition may impact the cost and performance of impacted securities, variable rate debt and derivative financial instruments. In addition, SOFR or another alternative benchmark rate may fail to gain market acceptance, which could adversely affect the return on, value of and market for securities, variable rate debt and derivative financial instruments linked to such rates. As such, if LIBOR in its current form does not survive and a replacement rate is not widely agreed upon or if a replacement rate is significantly different from LIBOR, it could cause a disruption in the credit markets generally. Such a disruption could also negatively impact the market value and/or transferability of our portfolio company investments. We could also be materially and adversely impacted to the extent we are unable to successfully implement an acceptable replacement rate in leverage utilized by us or if there is a prolonged period of mismatch on the interest rates on the interest rates payable on our leverage and our portfolio investments as a result of the continued publication of LIBOR. The transition from LIBOR to SOFR or other alternative reference rates may also introduce operational risks in our accounting, financial reporting, loan servicing, liability management and other aspects or our business. Further, if LIBOR does not survive and a replacement rate is not widely agreed upon, the mismatch on the interest rates payable by any leverage incurred by us and the interest rate payable on the portfolio company investments could result in a decrease in our net investment income and distributions we are able to pay to our stockholders. 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. As a result, a change in market interest rates could have a material adverse effect on 33 Table of Contents our net investment income, in particular with respect to increases from current levels to the level of the interest rate floors 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 facility are floating and are not subject to interest rate floors, 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 floor above current levels, and as a result such interest rates on these debt investments will not increase until interest rates exceed the applicable floor. 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 be subject to risks associated with “covenant-lite” loans. Some of the loans in which we invest may be “covenant-lite” loans, which means the loans contain fewer maintenance covenants than other loans (in some cases, none) and do not include terms which allow the lender to monitor the performance of the borrower and declare a default if certain criteria are breached. Generally, “covenant-lite” loans provide borrower companies more freedom to negatively impact lenders because their covenants are incurrence-based, which means they are only tested and can only be breached following an affirmative action of the borrower, rather than by a deterioration in the borrower’s financial condition. To the extent we invest in covenant- lite loans, we may have fewer rights against a borrower and may have a greater risk of loss on such investments as compared to investments in loans with finance maintenance covenants. We may not realize gains from our equity 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. Investments in preferred securities involve special risks, such as the risk of deferred distributions, credit risk, illiquidity and limited voting rights. In addition, 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 often 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 distress. Our investments in foreign securities may involve significant risks in addition to the risks inherent in U.S. investments. Our investment strategy contemplates potential investments in debt securities of foreign companies. 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, 34 Table of Contents 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. 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. 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 have the ability to pledge up to 100% of our assets and can grant a security interest in all of our assets under the terms of any debt instruments we could enter into with lenders. 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 “Management’s Discussion and Analysis of Financial Condition and Results of Operations — Liquidity and Capital Resources — Capital Resources” for a discussion regarding our outstanding indebtedness. If the value of our assets decreases, leveraging would cause net asset value 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. Illustration. The following table illustrates the effect of leverage on returns from an investment in our common stock assuming various annual returns, net of expenses. The calculations in the table below are hypothetical and actual returns may be higher or lower than those appearing below. Assumed Return on Our Portfolio(1) (net of expenses) Corresponding Net Return to Common Stock Holder(2) (10.0) % (24.2) % (5.0)% (13.9) % 0.0 % (3.6)% 5.0 % 6.7 % 10.0 % 17.0 % (1) Assumes, as of December 31, 2021, $3,690.3 million in total assets, $1,805.0 million in debt outstanding, $1,788.8 million in net assets, and a weighted-average interest rate of 3.3%. Actual interest payments may be different. 35 Table of Contents (2) In order for us to cover our annual interest payments on indebtedness, we must achieve annual returns on our December 31, 2021 total assets of at least 1.7%. 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 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. 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. Substantially all 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 provisions, if the indebtedness under our senior securities is accelerated, we may be unable to repay or finance the amounts due. We have received Board approval that will allow us to incur additional leverage, which could increase the risk of investing in our securities. The 1940 Act generally prohibits us from incurring indebtedness unless immediately after such borrowing we have an asset coverage for total borrowings of at least 200% (i.e., the amount of debt may not exceed 50% of the value of our assets). However, legislation passed in March 2018 modified the 1940 Act by allowing a BDC to increase the maximum amount of leverage it may incur by lowering the required asset coverage ratio of 200% to an asset coverage ratio of 150% (i.e., the amount of debt may not exceed 662/3% of the value of our assets), if certain requirements are met. On February 23, 2022, our Board of Directors unanimously approved the application of the modified asset coverage requirements set described above. As a result, our asset coverage requirement for senior securities will be changed from 200% to 150%, effective February 23, 2023. The Board has also recommended that a proposal to approve the application of the 150% minimum asset coverage requirement be submitted for approval at our 2022 Annual Meeting of Stockholders. If stockholders approve this proposal, the Company would become subject to the 150% minimum asset coverage ratio the day after the 2022 Annual Meeting of Stockholders. The Board values the opinions of our stockholders and will reconvene to reconsider its approval of the modified asset coverage requirements if this proposal is not approved by stockholders. There can be no assurance that the Board would rescind its approval if this proposal is not 36 Table of Contents approved by stockholders. If this proposal is not approved by the stockholders and the Board does not rescind its approval, we will be subject to the 150% asset coverage ratio, beginning February 23, 2023. RISKS RELATED TO OUR INVESTMENT MANAGEMENT ACTIVITIES Our executive officers and employees, through the External Investment Manager, may manage other investment funds that operate in the same or a related line of business as we do, and may invest in such funds, which may result in significant conflicts of interest. Our executive officers and employees, through the External Investment Manager, may manage other investment funds or assets for other clients 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 , or pecuniary interests in, such other entities, and the fulfillment of such obligations may not be in the best interests of us or our stockholders and may create conflicts of interest. We have made and, in the future, intend to make co-investments with other funds or clients advised by the External Investment Manager in accordance with the conditions of an exemptive relief order from the SEC permitting such co-investment transactions. The order requires, among other things, that we and the External Investment Manager consider whether each such investment opportunity is appropriate for us and the External Investment Manager’s advised clients and, if it is appropriate, to propose an allocation of the investment opportunity between such other parties. As a consequence, it may be more difficult for us to maintain or increase the size of our Investment Portfolio in the future. Although we will endeavor to allocate investment opportunities in a fair and equitable manner, including in accordance with the conditions set forth in the order issued by the SEC when relying on such order, we may face conflicts in allocating investment opportunities between us and other funds and accounts managed by the External Investment Manager. Because the External Investment Manager may receive performance-based fee compensation from other funds and accounts it manages, this may provide the Company and the External Investment Manager an incentive to allocate opportunities to other funds and accounts the External Investment Manager manages, instead of us. We and the External Investment Manager have implemented an allocation policy to ensure the equitable distribution of investment opportunities and, as a result, may be unable to participate in certain investments based upon such allocation policy. We, through the External Investment Manager, derive revenues from managing third-party funds pursuant to management agreements that may be terminated. The External Investment Manager earns management fees based on the assets of the funds or other clients under management and may earn incentive fees, or a carried interest, based on the performance of the funds or accounts managed. The terms of fund investment management agreements generally give the manager of the fund and the fund itself the right to terminate the management agreement in certain circumstances. With respect to funds that are not exempt from regulation under the 1940 Act, the fund’s investment management agreement must be approved annually by (a) such fund’s board of directors or by the vote of a majority of such fund’s stockholders and (b) the majority of the independent members of such fund’s board of directors and, in certain cases, by its stockholders, as required by law. The funds’ investment management agreements can also be terminated by the majority of such fund’s stockholders. Termination of any such management agreements would reduce the fees we earn from the relevant funds or other clients through the External Investment Manager, which could have a material adverse effect on our results of operations. 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. We, the Funds, and our portfolio companies are subject to applicable local, state and federal laws and regulations. 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 37 Table of Contents 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 thinly traded 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. Moreover, qualification for taxation as a RIC requires satisfaction of source-of-income, asset diversification and distribution requirements. 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. We may acquire such 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 200% (or 150% if certain requirements are met) 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. ● 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. 38 Table of Contents ● 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 net asset value per share. We may, however, sell our common stock, warrants, options or rights to acquire our common stock, at a price below the current net asset value 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. 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 net asset value 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 net asset value. Our stockholders have 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 net asset value 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 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 net asset value. Shares of closed-end investment companies, including BDCs, may trade at a discount to net asset value. This characteristic of closed-end investment companies and BDCs is separate and distinct from the risk that our net asset value per share may decline. We cannot predict whether our common stock will trade at, above or below net asset value. In addition, if our common stock trades below our net asset value 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 of Directors makes certain determinations. 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 net asset value 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 net asset value. 39 Table of Contents 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; 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 any of the Funds’ 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 net asset value 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 net asset value per share of such stock, with certain exceptions. One such exception is prior stockholder approval of issuances below net asset value provided that our Board of Directors makes certain determinations. We did not seek stockholder authorization to sell shares of our common stock below the then current net asset value per share of our common stock at our 2021 Annual Meeting of Stockholders, and have not sought such authorization since 2012, because our common stock price per share had been trading significantly above the net asset value per share of our common stock since 2011. We may, however, 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 40 Table of Contents common stock in one or more offerings. Any decision to sell shares of our common stock below the then current net asset value 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 of Directors that such issuance is in our and our stockholders’ best interests. If we were to sell shares of our common stock below net asset value per share, such sales would result in an immediate dilution to the net asset value per share. This dilution would occur as a result of the sale of shares at a price below the then current net asset value 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 net asset value, 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 net asset value of such shares. Illustration: Example of Dilutive Effect of the Issuance of Shares Below Net Asset Value. 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 net asset value per share of the common stock of Company XYZ is $10.00. The following table illustrates the reduction to net asset value, or NAV, and the dilution 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 10,000 1.00% $100,000 1,040,000 $9.98 10,000(1) 0.96% $99,808 4.0% (0.2)% 0.0% (3.8)% (0.2)% (1) Assumes that Stockholder A does not purchase additional shares in the sale of shares below NAV. Provisions of the Maryland General Corporation Law and our articles of incorporation 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 articles of incorporation 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. 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 41 Table of Contents 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 Main Street Capital Corporation and not of any of our subsidiaries. None of our subsidiaries is a guarantor of the Notes, and the Notes are not required to be guaranteed by any subsidiaries we may acquire or create in the future. In addition, several of our subsidiaries, specifically the Funds, maintain significant indebtedness and as a result the Notes are structurally subordinated to the indebtedness of these subsidiaries. The assets of such subsidiaries 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 other creditors of our subsidiaries 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 effectively subordinated to any security interests in the assets of any such subsidiary and to any indebtedness or other liabilities of any such subsidiary senior to our claims. Consequently, the Notes are structurally subordinated to all indebtedness and other liabilities of any of our subsidiaries and any subsidiaries that we may in the future acquire or establish. 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, we cannot assure you that a liquid trading market has been or will develop for the Notes, that you will be able to sell your Notes at a particular time or that the price you receive when you sell will be favorable. 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, you 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 the Notes, if any, or change in the debt markets could cause the liquidity or market value of the Notes 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 the Notes. These credit ratings may not reflect the potential impact of risks relating to the structure or marketing of the Notes. 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. We undertake no obligation to maintain our credit ratings or to advise holders of 42 Table of Contents Notes of any changes in our credit ratings. There can be no assurance that our credit ratings will remain for any given period of time or that such credit ratings will not be lowered or withdrawn entirely by the rating agency if in their judgment future circumstances relating to the basis of the credit ratings, such as adverse changes in our company, so warrant. Downgrades to the credit rating assigned to us or our securities could increase our cost of capital or otherwise have a negative effect on our results of operations and financial condition. The conditions of the financial markets and prevailing interest rates have fluctuated in the past and are likely to fluctuate in the future, which could have an adverse effect on the market prices of the Notes. The indentures under which the Notes were issued contain limited protection for holders of the Notes. The indentures under which the Notes were issued offer limited protection to holders of the Notes. The terms of the indentures and the Notes 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 investments in the Notes. In particular, the terms of the indentures and the Notes 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 is structurally senior to the Notes and (4) securities, indebtedness or obligations issued or incurred by our subsidiaries that would be senior to our equity interests in our subsidiaries and therefore rank structurally senior 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, but giving effect, in each case, to any exemptive relief granted to us by the SEC (currently, this provision generally prohibits 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 200% (or 150% if certain requirements are met) 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; 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 dividends or other amounts to us from our subsidiaries. Furthermore, the terms of the indentures and the Notes do not protect holders of the Notes in the event that we experience changes (including significant adverse changes) in our financial condition, results of operations or credit ratings, if any, 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 holders of the Notes, including making it more difficult for us to satisfy our obligations with respect to the Notes or negatively affecting the trading value of the Notes. 43 Table of Contents Other debt we issue or incur in the future could contain more protections for its holders than the indentures and the Notes, 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. The optional redemption provision may materially adversely affect your return on the Notes. The Notes are redeemable in whole or in part upon certain conditions at any time or from time to time at our option. We may choose to redeem the Notes at times when prevailing interest rates are lower than the interest rate paid on the Notes. In this circumstance, you may not be able to reinvest the redemption proceeds in a comparable security at an effective interest rate as high as the Notes being redeemed. We may not be able to repurchase the Notes upon a Change of Control Repurchase Event. We may not be able to repurchase the Notes upon certain change in control events described in the agreement under which the Notes were issued (each, a “Change of Control Repurchase Event”) because we may not have sufficient funds. Upon a Change of Control Repurchase Event, holders of the Notes may require us to repurchase for cash some or all of the Notes at a repurchase price equal to 100% of the aggregate principal amount of the Notes being repurchased, plus accrued and unpaid interest to, but not including, the repurchase date. The terms of our Credit Facility provide that certain change of control events will constitute an event of default thereunder entitling the lenders to accelerate any indebtedness outstanding under our Credit Facility at that time and to terminate the Credit Facility. Our and our subsidiaries’ future financing facilities may contain similar restrictions and provisions. Our failure to purchase such tendered Notes upon the occurrence of such Change of Control Repurchase Event would cause an event of default under the indentures governing the Notes and a cross-default under the agreements governing certain of our other indebtedness, which may result in the acceleration of such indebtedness requiring us to repay that indebtedness immediately. If a Change of Control Repurchase Event were to occur, we may not have sufficient funds to repay any such accelerated indebtedness. If we default on our obligations to pay our other indebtedness, we may not be able to make payments on the Notes. Any default under the agreements governing our other indebtedness that is not waived by the required lenders or debt holders, and the remedies sought by the holders of such indebtedness could make us unable to pay principal, premium, if any, and interest on the Notes and substantially decrease the market value of the Notes. 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, 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, the lenders under the Credit Facility 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 we could be forced into bankruptcy or liquidation. Our ability to generate sufficient cash flow in the future is, to some extent, subject to general economic, financial, competitive, legislative and regulatory factors as well as other factors that are beyond our control. We cannot assure you that our business will generate cash flow from operations, or that future borrowings will be available to us in an amount sufficient to enable us to meet our payment obligations under the Notes and our other debt and to fund other liquidity needs. RISKS RELATED TO OUR SBIC FUNDS We, through the Funds, 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 the Funds that are superior to the claims of our securities holders. We, through the Funds, 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 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 44 Table of Contents financial obligations under the debentures, the SBA, as a creditor, will have a superior claim to the assets of the Funds 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. The Funds are licensed by the SBA, and therefore subject to SBIC regulations. The Funds, our wholly owned subsidiaries, are licensed to act as SBICs and are 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 the Funds 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 the Funds fail to comply with applicable SBIC regulations, the SBA could, depending on the severity of the violation, limit or prohibit their use of SBIC debentures, declare outstanding SBIC debentures immediately due and payable, and/or limit them 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. Each of the Funds, as an SBIC, 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 the Funds. We will be partially dependent on the Funds for cash distributions to enable us to meet the RIC distribution requirements. The Funds 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 the Funds to make certain distributions to maintain our eligibility for RIC status. We cannot assure you that the SBA will grant such waiver and if the Funds are unable to obtain a waiver, compliance with the SBIC regulations may result in loss of RIC tax treatment and a consequent imposition of an entity-level tax on us. FEDERAL INCOME TAX RISKS We will be subject to corporate-level U.S. federal income tax if we are unable to qualify as a RIC under Subchapter M of the Code. To maintain RIC tax treatment under the Code, we must meet the following annual distribution, income source and asset diversification requirements: ● The Annual Distribution Requirement 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 “Business — Regulation — 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 45 Table of Contents ● ● 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 for RIC tax treatment and thus become subject to corporate- level U.S. federal income tax. The source-of-income requirement will be satisfied if we obtain at least 90% of our gross income for each year from distributions, interest, gains from the sale of stock or securities or similar sources. The asset diversification requirement 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 RIC tax treatment for any reason and are subject to corporate income tax, the resulting corporate 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 tax treatment 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, such as: (i) amortization of original issue discount, which may arise if we receive warrants in connection with the origination of a loan such that ascribing a value to the warrants creates original issue discount in the debt instrument, if we invest in a debt investment at a discount to the par value of the debt security or possibly in other circumstances; (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 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; or (iv) amortization of market discount, which is associated with loans purchased in the secondary market at a discount to par value. Such amortization of original issue discounts, increases in loan balances as a result of contractual PIK arrangements, cumulative preferred dividends, or amortization of market discount will be included in income before we receive the corresponding cash payments. We also may be required to include in income certain other amounts before we receive such amounts in cash. Investments structured with these features may represent a higher level of credit risk compared to investments generating income which must be paid in cash on a current basis. Since, in certain cases, we may recognize taxable income before or without receiving cash representing such income, we may have difficulty meeting the Annual Distribution Requirement necessary to maintain RIC tax treatment 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 for RIC tax treatment and thus become subject to corporate-level U.S. federal income tax. For additional discussion regarding the tax implications of a RIC, please see “Business — Regulation — Taxation as a Regulated Investment Company.” We may in the future choose to pay dividends 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 Annual Distribution Requirement. The Internal Revenue Service 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 46 Table of Contents 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 federal income tax laws governing RICs or the administrative interpretations of those laws or regulations may be amended. The Biden Administration has announced a number of tax law proposals, including American Families Plan and Made in America Tax Plan, which include increases in the corporate and individual tax rates, and impose a minimum tax on book income and profits of certain multinational corporations. 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. GENERAL RISK FACTORS Events outside of our control, including public health crises, supply-chain disruptions and inflation, could negatively affect our portfolio companies and our results of operations. Periods of market volatility have occurred and could continue to occur in response to pandemics or other events outside of our control. These types of events have adversely affected, and could continue to adversely affect, operating results for us and for our portfolio companies. The COVID-19 pandemic had a significant adverse effect on the U.S. economy, particularly in the second quarter of 2020. Although certain economic conditions in the United States improved in 2021, the pandemic continues to evolve, as recently experienced with the rapid spread of the Omicron variant, and risks remain with respect to local, regional, national and global markets and economies affected thereby, including the United States. With respect to U.S. and global credit markets and the economy in general, the pandemic has resulted in, and until fully resolved is likely to continue to result in, the following (among other things): (i) restrictions on travel and the temporary closure of many corporate offices, retail stores and manufacturing facilities and factories, resulting in significant disruption to the business of many companies, including supply chains and demand, as well as layoffs of employees; (ii) increased draws by borrowers on revolving lines of credit; (iii) increased requests by borrowers for amendments or waivers of their credit agreements to avoid default, increased defaults by borrowers and/or increased difficulty in obtaining refinancing; (iv) volatility in credit markets, including greater volatility in pricing and spreads; and (v) evolving proposals and actions by state and federal governments to address the problems being experienced by markets, businesses and the economy in general, which may not adequately address the problems being 47 Table of Contents faced. The COVID-19 pandemic is continuing as of the filing date of this Annual Report, and its extended duration may have further adverse impacts on our portfolio companies after December 31, 2021, as well as the economy in general. This pandemic has also caused, and may continue to cause, disruption to our portfolio companies’ global supply chain and business operations. In particular, shortages in commodities and materials, including shortages and reductions in allocations of electronic and other components from key suppliers, labor shortages and elevated levels of employee absenteeism, freight delays and other supply chain constraints and disruptions have significantly delayed or disrupted, and may continue to adversely impact, both our portfolio companies’ suppliers’ and third-party vendors and our portfolio companies’ ability to manufacture and deliver products and/or services to their end-users and customers. Our portfolio companies have also experienced a significant increase in commodity, parts and material component inflation in 2021 and 2022, as well as inflation in other costs, such as labor, packaging, freight and energy prices. Continued supply chain disruptions and delays, as well as continued heightened inflation, could lead to continued periodic production interruptions and other inefficiencies that could negatively impact our portfolio companies’ productivity, margin performance and results of operations, which could result in a material adverse effect on our financial condition, results of operations and cash flows. Although it is impossible to predict the precise nature and consequences of these events, or of any political or policy decisions and regulatory changes occasioned by emerging events or uncertainty on applicable laws or regulations that impact us and our portfolio companies and investments, it is clear that these types of events are impacting and will, for at least some time, continue to impact us and our portfolio companies; in many instances the impact will be adverse and material. Any potential impact to our results of operations will depend to a large extent on future developments and the ultimate duration and severity of the COVID-19 pandemic and the actions taken by authorities and other entities to contain the spread or treat its impact, all of which are beyond our control. These potential impacts, while uncertain, could adversely affect our and our portfolio companies' operating results and financial condition. The COVID-19 pandemic and the related disruption and financial distress experienced by our portfolio companies may have material adverse effects on our financial results, including investment income received from our investments and the underlying value of those investments. The COVID-19 pandemic has adversely impacted the fair value of certain of our investments, including those reported as of December 31, 2021, and the values reported may differ materially from the values that we may ultimately realize with respect to our investments. We may need to restructure our investments in certain portfolio companies as a result of the adverse effects of the COVID-19 pandemic, which could reduce the amount or extend the time for payment of principal or the life of our investment or reduce the amount or extend the time of payment of interest or dividends, among other things. Depending on the duration of the COVID-19 pandemic and the extent of its continuing effects on our portfolio companies' operations and our operating results, any future dividends to our stockholders may be for amounts less than our historical dividends, may be paid less frequently than historical practices and may also include return of capital. The 1940 Act generally prohibits us, as a BDC, from incurring indebtedness unless immediately after such borrowing we have an asset coverage, as defined in the 1940 Act, of at least 200% (or 150% if certain requirements are met). In addition, the terms of our senior securities may contain similar limitations or covenants requiring our compliance with the 1940 Act asset coverage requirements, and other affirmative and negative covenants. A continued significant decrease in the value of our Investment Portfolio, due to the effects of the COVID-19 pandemic or otherwise, resulting in significant reductions of our net asset value increases the risk of us not meeting the required asset coverage requirement under the 1940 Act or breaching covenants under our senior securities. Any such result could have a material adverse effect on our business, liquidity, financial condition, results of operations and ability to pay dividends to our stockholders and attributes thereof. We are currently operating in a period of capital markets disruption and economic 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 extreme volatility and disruption following the global outbreak of COVID-19 that began in December 2019, as evidenced by the volatility in global stock markets as a result of, among 48 Table of Contents other things, uncertainty surrounding the COVID-19 pandemic and the impact of supply chain disruptions. Despite actions of the U.S. federal government and foreign governments, these events have contributed to unpredictable general economic conditions that are materially and adversely impacting the broader financial and credit markets. 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 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 the resulting uncertainties regarding actual and potential shifts in U.S. foreign investment, trade, taxation, economic, environmental and other policies under the current Administration, 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, 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. In addition, while recent government stimulus measures worldwide have reduced volatility in the financial markets, volatility may return as such measures are phased out, and the long-term impacts of such stimulus on fiscal policy and inflation remain unknown. Increases to budget deficits, which have been exacerbated by the COVID-19 pandemic, 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. 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 is expected to raise the Federal Funds Rate in 2022. These developments, along with the United States government’s credit and deficit concerns, global economic uncertainties and market volatility and the impacts of COVID-19, 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. 49 Table of Contents 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 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 recent coronavirus 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, 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 and natural disasters are generally uninsurable. Technological innovations and industry disruptions may negatively impact us. Technological innovations 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 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 cyber attacks, including software viruses, ransomware, malware and phishing and vishing schemes. 50 Table of Contents The failure in cyber security systems, as well as the occurrence of events unanticipated in our disaster recovery systems and management continuity planning could impair our ability to conduct business effectively. 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. 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 resulting from outsourcing, 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. Item 1B. Unresolved Staff Comments None. Item 2. Properties We do not own any real estate or other physical properties materially important to our operations. Currently, we lease office space in Houston, Texas for our corporate headquarters. 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 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. 51 Table of Contents Item 5. Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities PART II COMMON STOCK AND HOLDERS Our common stock is traded on the NYSE under the symbol “MAIN.” The following table sets forth, for the periods indicated, the range of high and low closing prices of our common stock as reported on the NYSE, and the sales price as a percentage of the net asset value per share of our common stock. Year ending December 31, 2022 First Quarter (through February 24, 2022) Year ended December 31, 2021 Fourth Quarter Third Quarter Second Quarter First Quarter Year ended December 31, 2020 Fourth Quarter Third Quarter Second Quarter First Quarter NAV(1) High Low Price Range $ $ $ $ $ * 25.29 24.27 23.42 22.65 22.35 21.52 20.85 20.73 $ $ $ 41.08 46.61 42.81 43.41 39.56 32.59 33.01 35.82 45.00 44.88 41.35 40.20 38.14 31.35 27.39 28.66 17.34 15.74 Premium of High Sales Price to NAV(2) Premium (Discount) of Low Sales Price to NAV(2) * 84 % 76 % 85 % 75 % 46 % 53 % 72 % 117 % * 64 % 66 % 63 % 38 % 23 % 33 % (17)% (24)% * Net asset value has not yet been determined for the first quarter of 2022. (1) Net asset value per share, or NAV, is determined as of the last day in the relevant quarter and therefore may not reflect the net asset value per share on the date of the high and low closing prices. The net asset values shown are based on outstanding shares at the end of each period. (2) Calculated for each quarter as (i) NAV subtracted from the respective high or low share price divided by (ii) NAV. On February 24, 2022, the last sale price of our common stock on the NYSE was $41.67 per share, and there were approximately 434 holders of record of the common stock which did not include stockholders for whom shares are held in “nominee” or “street name.” The net asset value per share of our common stock on December 31, 2021 was $25.29, and the premium of the February 24, 2022 closing price of our common stock was 77% to this net asset value per share. Shares of BDCs may trade at a market price that is less than the value of the net assets attributable to those shares. The possibility that our shares of common stock will trade at a discount from net asset value per share or at premiums that are unsustainable over the long term are separate and distinct from the risk that our net asset value per share will decrease. It is not possible to predict whether our common stock will trade at, above, or below net asset value per share. Since our IPO in October 2007, our shares of common stock have traded at prices both less than and exceeding our net asset value per share. 52 Table of Contents DIVIDEND/DISTRIBUTION POLICY We currently intend to distribute dividends or make distributions to our stockholders out of assets legally available for distribution. Our dividends and other distributions, if any, will be determined by our Board of Directors from time to time. Our ability to declare dividends depends on our earnings, our overall financial condition (including our liquidity position), maintenance of our RIC status and such other factors as our Board of Directors may deem relevant from time to time. When we make distributions, we are required to determine the extent to which such distributions are paid out of current or accumulated earnings, recognized capital gains or capital. To the extent there is a return of capital (a distribution of the stockholders' invested capital), investors will be required to reduce their basis in our stock for federal tax purposes. In the future, our distributions may include a return of capital. We have adopted a dividend reinvestment and direct stock purchase plan (the “Plan”). The dividend reinvestment feature of the Plan (the “DRIP”) provides for the reinvestment of dividends on behalf of our stockholders, unless a stockholder has elected to receive dividends in cash. As a result, if we declare a cash dividend, our stockholders who have not “opted out” of the DRIP by the dividend record date will have their cash dividend automatically reinvested into additional shares of MSCC common stock. The share requirements of the DRIP may be satisfied through the issuance of new shares of common stock or through open market purchases of common stock by the DRIP plan administrator. Newly issued shares will be valued based upon the final closing price of MSCC’s common stock on a valuation date determined for each dividend by our Board of Directors. Shares purchased in the open market to satisfy the DRIP requirements will be valued based upon the average price of the applicable shares purchased by the DRIP plan administrator, before any associated brokerage or other costs. Our DRIP is administered by our transfer agent on behalf of our record holders and participating brokerage firms. Brokerage firms and other financial intermediaries may decide not to participate in our DRIP but may provide a similar dividend reinvestment plan for their clients. SALES OF UNREGISTERED SECURITIES During the year ended December 31, 2021, we issued a total of 404,384 shares of our common stock under the DRIP. These issuances were not subject to the registration requirements of the Securities Act of 1933, as amended. The aggregate value of the shares of our common stock issued under the DRIP during 2021 was approximately $16.3 million. PURCHASES OF EQUITY SECURITIES Upon vesting of restricted stock awarded pursuant to our employee equity compensation plan, shares may be withheld to meet applicable tax withholding requirements. Any withheld shares 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 (see “Purchase of vested stock for employee payroll tax withholding” in the consolidated statements of changes in net assets for share amounts withheld). STOCK PERFORMANCE GRAPH The following graph compares the stockholder return on our common stock from October 5, 2007 to December 31, 2021 with the S&P 500 Index, the Russell 2000 Index, the KBW Regional Bank Index and the Main Street Peer Group (as defined below). This comparison assumes $100.00 was invested on October 5, 2007 (the date our common stock began to trade in connection with our initial public offering) in our common stock and in the comparison groups and assumes the reinvestment of all cash dividends prior to any tax effect. The comparisons in the graph below are based on historical data and are not intended to forecast the possible future performance of our common stock. 53 Table of Contents COMPARISON OF STOCKHOLDER RETURN(1) Among Main Street Capital Corporation, the S&P 500 Index, the Russell 2000 Index, the KBW Regional Bank Index, and the Main Street Peer Group(2) (For the Period October 5, 2007 to December 31, 2021) TOTAL RETURN PERFORMANCE SINCE IPO (1) Total return includes reinvestment of dividends through December 31, 2021. (2) The Main Street Peer Group is composed of Apollo Investment Corp., Ares Capital Corporation, Barings BDC, Inc., Blackrock Capital Investment Corp., Crescent Capital BDC Inc, TCG BDC, Inc, Capital Southwest Corporation, Fidus Investment Corporation, FS KKR Capital Corp., Gladstone Investment Corporation, Golub Capital BDC, Inc., Goldman Sachs BDC, Inc., Hercules Capital Inc., Monroe Capital Corporation, Newtek Business Services Corp., New Mountain Finance Corporation, Oaktree Specialty Lending Corp., OFS Capital Corporation, PennantPark Floating Rate Capital Ltd., PennantPark Investment Corp., Prospect Capital Corporation, Saratoga Investment Corp., Stellus Capital Investment Corp., Solar Capital Ltd., Solar Senior Capital Ltd, BlackRock TCP Capital Corp., Triplepoint Venture Growth BDC Corp., Sixth Street Specialty Lending, Inc., and WhiteHorse Finance, Inc. 54 Table of Contents Item 6. [Reserved.] 55 Table of Contents Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations The following discussion should be read in conjunction with our consolidated financial statements and the notes thereto included elsewhere in this Annual Report on Form 10-K. Statements we make in the following discussion which express a belief, expectation or intention, as well as those that are not historical fact, are forward-looking statements that are subject to risks, uncertainties and assumptions. Our actual results, performance or achievements, or industry results, could differ materially from those we express in the following discussion as a result of a variety of factors, including the risks and uncertainties we have referred to under the headings “Cautionary Statement Concerning Forward-Looking Statements” and “Risk Factors” in Part I of this report. COVID-19 UPDATE The COVID-19 pandemic, and the related effect on the U.S. and global economies, has had, and threatens to continue to have, adverse consequences for our business and operating results, and the businesses and operating results of our portfolio companies. During the quarter ended December 31, 2021, we continued to work collectively with our employees and portfolio companies to navigate the significant challenges created by the COVID-19 pandemic and the related labor and supply constraints, rising costs, and supply chain disruptions. We remain focused on ensuring the safety of our employees and the employees of our portfolio companies, while also managing our ongoing business activities. In this regard, we remain heavily engaged with our portfolio companies. As discussed below under “Discussion and Analysis of Results of Operations,” our investment income, principally our interest and dividend income, was negatively impacted by the economic effects of the COVID-19 pandemic in 2020. We continue to maintain access to multiple sources of liquidity, including cash, unused capacity under our Credit Facility and, as discussed under Liquidity and Capital Resources, access to capital markets for both equity and unsecured note issuances. As of December 31, 2021, we were in compliance with all debt covenants and do not anticipate any issues with our ability to comply with all covenants in the future. Refer to “—Liquidity and Capital Resources” below for further discussion as of December 31, 2021. Neither our management nor our Board of Directors is able to predict the full impact of the COVID-19 pandemic, including its duration and the magnitude of its economic and societal impact. As such, while we will continue to monitor the evolving situation and guidance from U.S. authorities, including federal, state and local public health authorities, we are unable to predict with any certainty the extent to which the outbreak will negatively affect our portfolio companies’ operating results and financial condition or the impact that such disruptions may have on our results of operations and financial condition in the future. INVESTMENT PORTFOLIO ACTIVITY The following tables provide a summary of our investments in the LMM, Private Loan and Middle Market portfolios as of December 31, 2021 and 2020 (this information excludes the Other Portfolio investments, short-term portfolio investments and the External Investment Manager which are discussed further below): Number of portfolio companies Fair value Cost Debt investments as a % of portfolio (at cost) Equity investments as a % of portfolio (at cost) % of debt investments at cost secured by first priority lien Weighted-average annual effective yield (b) Average EBITDA (c) 56 LMM (a) As of December 31, 2021 Private Loan Middle Market 73 1,716.4 1,455.7 (dollars in millions) 75 1,141.8 1,157.5 $ $ 70.9 % 29.1 % 99.0 % 11.2 % 6.2 $ 95.7 % 4.3 % 98.7 % 8.2 % 41.3 $ $ $ $ $ $ 36 395.2 440.9 93.3 % 6.7 % 98.7 % 7.5 % 76.0 Table of Contents (a) At December 31, 2021, we had equity ownership in all of our LMM portfolio companies, and the average fully diluted equity ownership in those portfolio companies was approximately 40%. (b) The weighted-average annual effective yields were computed using the effective interest rates for all debt investments at cost as of December 31, 2021, including amortization of deferred debt origination fees and accretion of original issue discount but excluding fees payable upon repayment of the debt instruments and any debt investments on non-accrual status. The weighted-average yield on our debt portfolio as of December 31, 2021 including debt investments on non-accrual status was 10.6% for our LMM portfolio, 8.0% for our Private Loan portfolio and 6.9% for our Middle Market portfolio. The weighted-average annual effective yield is not reflective of what an investor in shares of our common stock will realize on its investment because it does not reflect changes in the market value of our stock, our utilization of leverage, or debt capital, in our capital structure, our expenses or any sales load paid by an investor. (c) The average EBITDA is calculated using a simple average for the LMM portfolio and a weighted-average for the Private Loan and Middle Market portfolios. These calculations exclude certain portfolio companies, including three LMM portfolio companies, three Private Loan portfolio companies and one Middle Market portfolio company, as EBITDA is not a meaningful valuation metric for our investments in these portfolio companies, and those portfolio companies whose primary purpose is to own real estate. Number of portfolio companies Fair value Cost Debt investments as a % of portfolio (at cost) Equity investments as a % of portfolio (at cost) % of debt investments at cost secured by first priority lien Weighted-average annual effective yield (b) Average EBITDA (c) LMM (a) As of December 31, 2020 Private Loan Middle Market 70 1,285.5 1,104.6 (dollars in millions) 63 740.4 769.0 $ $ 65.8 % 34.2 % 98.1 % 11.6 % 5.3 $ 93.8 % 6.2 % 95.4 % 8.7 % 58.1 $ $ $ $ $ $ 42 445.6 488.9 93.0 % 7.0 % 92.4 % 7.9 % 76.5 (a) At December 31, 2020, we had equity ownership in approximately 99% of our LMM portfolio companies, and the average fully diluted equity ownership in those portfolio companies was approximately 38%. (b) The weighted-average annual effective yields were computed using the effective interest rates for all debt investments at cost as of December 31, 2020, including amortization of deferred debt origination fees and accretion of original issue discount but excluding fees payable upon repayment of the debt instruments and any debt investments on non-accrual status. The weighted-average yield on our debt portfolio as of December 31, 2020 including debt investments on non-accrual status was 10.4% for our LMM portfolio, 8.4% for our Private Loan portfolio and 7.9% for our Middle Market portfolio. The weighted-average annual effective yield is not reflective of what an investor in shares of our common stock will realize on its investment because it does not reflect changes in the market value of our stock, our utilization of leverage, or debt capital, in our capital structure, our expenses or any sales load paid by an investor. (c) The average EBITDA is calculated using a simple average for the LMM portfolio and a weighted-average for the Private Loan and Middle Market portfolios. These calculations exclude certain portfolio companies, including three LMM portfolio companies, four Private Loan portfolio companies and one Middle Market portfolio company, as EBITDA is not a meaningful valuation metric for our investments in these portfolio companies, and those portfolio companies whose primary purpose is to own real estate. For the years ended December 31, 2021 and 2020, we achieved an annualized total return on investments of 16.6% and 4.1%, respectively. Total return on investments is calculated using the interest, dividend, and fee income, as well as the realized and unrealized change in fair value of the Investment Portfolio for the specified period. Our total return on investments is not reflective of what an investor in shares of our common stock will realize on its investment 57 Table of Contents because it does not reflect changes in the market value of our stock, our utilization of leverage, or debt capital, in our capital structure, our expenses or any sales load paid by an investor. As of December 31, 2021, we had Other Portfolio investments in thirteen companies, collectively totaling approximately $166.1 million in fair value and approximately $173.7 million in cost basis and which comprised approximately 4.7% and 5.3% of our Investment Portfolio at fair value and cost, respectively. As of December 31, 2020, we had Other Portfolio investments in twelve companies, collectively totaling approximately $96.6 million in fair value and approximately $124.7 million in cost basis and which comprised approximately 3.6% and 5.0% of our Investment Portfolio at fair value and cost, respectively. As of December 31, 2021, we had one short-term portfolio investment, which was a secured debt investment that had approximately $2.0 million in both fair value and in cost basis and which comprised approximately 0.1% of our Investment Portfolio at both fair value and cost. As of December 31, 2020, we held no short-term investments. As previously discussed, the External Investment Manager is a wholly owned subsidiary that is treated as a portfolio investment. As of December 31, 2021, this investment had a fair value of approximately $140.4 million and a cost basis of $29.5 million, which comprised approximately 3.9% and 0.9% of our Investment Portfolio at fair value and cost, respectively. As of December 31, 2020, this investment had a fair value of approximately $116.8 million and a cost basis of $29.5 million, which comprised approximately 4.3% and 1.2% of our Investment Portfolio at fair value and cost, respectively. CRITICAL ACCOUNTING POLICIES The preparation of financial statements and related disclosures in conformity with generally accepted accounting principles (“GAAP”) requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities, and contingent assets and liabilities at the date of the financial statements, and revenues and expenses during the periods reported. Actual results could materially differ from those estimates. Critical accounting policies are those that require management to make subjective or complex judgments about the effect of matters that are inherently uncertain and may change in subsequent periods. Changes that may be required in the underlying assumptions or estimates in these areas could have a material impact on our current and future financial condition and results of operations. Management has discussed the development and selection of each critical accounting policy and estimate with the Audit Committee of the Board of Directors. Our critical accounting policies and estimates include the Investment Portfolio Valuation and Revenue Recognition policies described below. Our significant accounting policies are described in greater detail in Note B to the consolidated financial statements included in “Item 8.– Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K. Investment Portfolio Valuation The most significant determination inherent in the preparation of our consolidated financial statements is the valuation of our Investment Portfolio and the related amounts of unrealized appreciation and depreciation. We consider this determination to be a critical accounting estimate, given the significant judgments and subjective measurements required. As of both December 31, 2021 and 2020, our Investment Portfolio valued at fair value represented approximately 97% of our total assets. We are required to report our investments at fair value. We follow the provisions of FASB ASC 820, Fair Value Measurements and Disclosures (“ASC 820”). ASC 820 defines fair value, establishes a framework for measuring fair value, establishes a fair value hierarchy based on the quality of inputs used to measure fair value and enhances disclosure requirements for fair value measurements. ASC 820 requires us to assume that the portfolio investment is to be sold in the principal market to independent market participants, which may be a hypothetical market. Market participants are defined as buyers and sellers in the principal market that are independent, knowledgeable and willing and able to transact. See “Note B.1.—Valuation of the Investment Portfolio” in the notes to consolidated financial statements for a detailed discussion of our investment portfolio valuation process and procedures. 58 Table of Contents Due to the inherent uncertainty in the valuation process, our determination of fair value for our Investment Portfolio may differ materially from the values that would have been determined had a ready market for the securities existed. In addition, changes in the market environment, portfolio company performance and other events that may occur over the lives of the investments may cause the gains or losses ultimately realized on these investments to be materially different than the valuations currently assigned. We determine the fair value of each individual investment and record changes in fair value as unrealized appreciation or depreciation. In December 2020, the SEC adopted Rule 2a-5 under the 1940 Act, which permits a BDC’s board of directors to designate its executive officers or investment adviser as a valuation designee to determine the fair value for its investment portfolio, subject to the active oversight of the board. Our Board of Directors has approved policies and procedures pursuant to Rule 2a-5 (the “Valuation Procedures”) and has designated a group of our executive officers to serve as the Board’s valuation designee. We adopted the Valuation Procedures effective April 1, 2021. We believe our Investment Portfolio as of December 31, 2021 and 2020 approximates fair value as of those dates based on the markets in which we operate and other conditions in existence on those reporting dates . Revenue Recognition Interest and Dividend Income We record interest and dividend income on the accrual basis to the extent amounts are expected to be collected. Dividend income is recorded as dividends are declared by the portfolio company or at the point an obligation exists for the portfolio company to make a distribution. In accordance with our valuation policies, we evaluate accrued interest and dividend income periodically for collectability. When a loan or debt security becomes 90 days or more past due, and if we otherwise do not expect the debtor to be able to service all of its debt or other obligations, we will generally place the loan or debt security on non-accrual status and cease recognizing interest income on that loan or debt security until the borrower has demonstrated the ability and intent to pay contractual amounts due. If a loan or debt security’s status significantly improves regarding the debtor’s ability to service the debt or other obligations, or if a loan or debt security is sold or written off, we remove it from non-accrual status. Fee Income We may periodically provide services, including structuring and advisory services, to our portfolio companies or other third parties. For services that are separately identifiable and evidence exists to substantiate fair value, fee income is recognized as earned, which is generally when the investment or other applicable transaction closes. Fees received in connection with debt financing transactions for services that do not meet these criteria are treated as debt origination fees and are deferred and accreted into income over the life of the financing. Payment-in-Kind (“PIK”) Interest and Cumulative Dividends We hold certain debt and preferred equity instruments in our Investment Portfolio that contain PIK interest and cumulative dividend provisions. The PIK interest, computed at the contractual rate specified in each debt agreement, is periodically added to the principal balance of the debt and is recorded as interest income. Thus, the actual collection of this interest may be deferred until the time of debt principal repayment. Cumulative dividends are recorded as dividend income, and any dividends in arrears are added to the balance of the preferred equity investment. The actual collection of these dividends in arrears may be deferred until such time as the preferred equity is redeemed or sold. To maintain RIC tax treatment (as discussed in “Note B.9. – Income Taxes” in the notes to the consolidated financial statements), these non-cash sources of income may need to be paid out to stockholders in the form of distributions, even though we may not have collected the PIK interest and cumulative dividends in cash. We stop accruing PIK interest and cumulative dividends and write off any accrued and uncollected interest and dividends in arrears when we determine that such PIK interest and dividends in arrears are no longer collectible. For the years ended December 31, 2021, 2020 and 2019 (i) approximately 2.6%, 2.8% and 2.0%, respectively, of our total investment income was attributable to PIK interest income not paid currently in cash and (ii) approximately 0.6%, 0.8% and 1.0%, respectively, of our total investment income was attributable to cumulative dividend income not paid currently in cash. 59 Table of Contents INVESTMENT PORTFOLIO COMPOSITION The following tables summarize the composition of our total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments at cost and fair value by type of investment as a percentage of the total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments as of December 31, 2021 and 2020 (this information excludes the Other Portfolio, short-term portfolio investments and the External Investment Manager, which are discussed in the “Investment Portfolio Activity” section above). Cost: First lien debt Equity Second lien debt Equity warrants Other Fair Value: First lien debt Equity Second lien debt Equity warrants Other December 31, 2021 December 31, 2020 82.5 % 16.2 % 0.6 % 0.3 % 0.4 % 100.0 % 77.0 % 19.0 % 2.7 % 0.5 % 0.8 % 100.0 % December 31, 2021 December 31, 2020 74.3 % 24.6 % 0.5 % 0.2 % 0.4 % 100.0 % 70.0 % 26.4 % 2.4 % 0.4 % 0.8 % 100.0 % Our LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments carry a number of risks including: (1) investing in companies which may have limited operating histories and financial resources; (2) holding investments that generally are not publicly traded and which may be subject to legal and other restrictions on resale; and (3) other risks common to investing in below investment grade debt and equity investments in our Investment Portfolio. Please see “Risk Factors — Risks Related to our Investments” for a more complete discussion of the risks involved with investing in our Investment Portfolio. PORTFOLIO ASSET QUALITY We utilize an internally developed investment rating system to rate the performance of each LMM portfolio company and to monitor our expected level of returns on each of our LMM investments in relation to our expectations for the portfolio company. The investment rating system takes into consideration various factors, including each investment’s expected level of returns, the collectability of our debt investments and the ability to receive a return of the invested capital in our equity investments, comparisons to competitors and other industry participants, the portfolio company’s future outlook and other factors that are deemed to be significant to the portfolio company. As of December 31, 2021, our total Investment Portfolio had nine investments on non-accrual status, which comprised approximately 0.7% of its fair value and 3.3% of its cost. As of December 31, 2020, our total Investment Portfolio had seven investments on non-accrual status, which comprised approximately 1.3% of its fair value and 3.6% of its cost. The operating results of our portfolio companies are impacted by changes in the broader fundamentals of the United States economy. In periods during which the United States economy contracts, as it did due to the impact of COVID-19, 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, to an increase in defaults on our debt investments or in realized losses on our investments and to difficulty in maintaining historical dividend payment rates and unrealized appreciation on our equity investments. Consequently, we can provide no assurance that the performance of certain portfolio companies will not be negatively impacted by future economic cycles or other conditions, which could also have a negative impact on our future results. 60 Table of Contents DISCUSSION AND ANALYSIS OF RESULTS OF OPERATIONS Set forth below is a comparison of the results of operations and changes in financial condition for the years ended December 31, 2021 and 2020. The comparison of, and changes between, the fiscal years ended December 31, 2020 and 2019 can be found within “Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations” included in Part II of our annual report on Form 10-K for the fiscal year ended December 31, 2020, which is incorporated herein by reference. Comparison of the years ended December 31, 2021 and 2020 Total investment income Total expenses Net investment income Net realized gain (loss) from investments Net realized loss on extinguishment of debt Net unrealized appreciation (depreciation) from investments Unrealized appreciation from SBIC debentures Total net unrealized appreciation (depreciation) Income tax benefit (provision) Net increase in net assets resulting from operations Year Ended December 31, Net Change 2021 2020 Amount % (dollars in thousands) $ $ $ 289,047 (106,382) 182,665 45,336 — 135,624 — 135,624 (32,863) 330,762 $ Year Ended December 31, 222,614 (84,669) 137,945 (115,947) (534) (6,082) 460 (5,622) 13,541 29,383 $ $ 66,433 (21,713) 44,720 161,283 534 141,706 (460) 141,246 (46,404) 301,379 30 % 26 % 32 % NM NM NM NM NM NM NM Net Change 2021 2020 Amount % (dollars in thousands, except per share amounts) Net investment income Share‑based compensation expense Distributable net investment income(a) Net investment income per share—Basic and diluted Distributable net investment income per share—Basic and diluted(a) $ $ $ $ 182,665 10,887 193,552 2.65 2.81 $ $ $ $ 137,945 10,828 148,773 2.10 2.26 $ $ $ $ 44,720 59 44,779 0.55 0.55 32 % 1 % 30 % 26 % 24 % NM Net Change % not meaningful (a) Distributable net investment income is net investment income as determined in accordance with U.S. GAAP, excluding the impact of share-based compensation expense which is non-cash in nature. We believe presenting distributable net investment income and related per share amounts is useful and appropriate supplemental disclosure of information for analyzing our financial performance since share- based compensation does not require settlement in cash. However, distributable net investment income is a non-U.S. GAAP measure and should not be considered as a replacement to net investment income and other earnings measures presented in accordance with U.S. GAAP. Instead, distributable net investment income should be reviewed only in connection with such U.S. GAAP measures in analyzing our financial performance. A reconciliation of net investment income in accordance with U.S. GAAP to distributable net investment income is presented in the table above. Investment Income Total investment income for the year ended December 31, 2021 was $289.0 million, a 30% increase from the $222.6 million of total investment income for the prior year. The following table provides a summary of the changes in the comparable period activity. 61 Table of Contents Year Ended December 31, Net Change 2021 2020 Amount % Interest Income Dividend Income Fee Income Total Investment Income $ $ 193,667 81,153 14,227 289,047 $ $ $ (dollars in thousands) 173,676 36,373 12,565 222,614 $ 19,991 44,780 1,662 66,433 12 % (a) 123 % (b) 13 % (c) 30 % (d) (a) The increase in interest income was primarily due to (i) a $17.4 million increase related to higher average levels of Investment Portfolio debt investments and (ii) a $2.5 million increase related to repayment, repricing and other activities related to certain Investment Portfolio debt investments. (b) The increase in dividend income from Investment Portfolio equity investments was primarily a result of (i) improved operating results, financial condition and liquidity positions of certain of our portfolio companies following the impacts of the COVID-19 pandemic in 2020 and (ii) a $11.8 million increase related to elevated dividend income considered to be less consistent or non-recurring. (c) The increase in fee income was primarily due to a $3.4 million increase in fees from origination of debt investments resulting from higher new investment activity, partially offset by a $2.3 million decrease in fees from refinancing and prepayment of debt investments. (d) The increase in total investment income includes the impact of certain income considered less consistent or non-recurring, including (i) a $11.8 million increase in dividend income and (ii) a $0.3 million net increase in interest income and fee income related to accelerated prepayment, repricing and other activity related to certain Investment Portfolio debt investments. Expenses Total expenses for the year ended December 31, 2021 were $106.4 million, a 26% increase from $84.7 million in the prior year. The following table provides a summary of the changes in the comparable period activity. Employee compensation expenses Deferred compensation plan expense Total compensation expense G&A expense Interest expense Share-based compensation expense Gross expenses Allocation of expenses to the external investment manager Total expenses $ $ Year Ended December 31, 2021 $ 33,002 1,440 34,442 12,494 58,836 10,887 116,659 $ 17,504 1,477 18,981 12,702 49,587 10,828 92,098 (10,277) 106,382 $ (7,429) 84,669 $ 15,498 (37) 15,461 (208) 9,249 59 24,561 (2,848) 21,713 89 % (a) (3) % 81 % (2) % 19 % (b) 1 % 27 % 38 % (c) 26 % 2020 Amount (dollars in thousands) Net Change % (a) The increase in employee compensation expenses was primarily due to an increase in our variable incentive compensation accruals related to our improved operating results in 2021. (b) The increase in interest expense is primarily related to increased leverage levels to support our investment activity in the year ended December 31, 2021 as compared to the prior year. These borrowings included (i) an aggregate of $500.0 million in aggregate principal amount of our 3.00% Notes issued in January and October 2021 and (ii) an additional $125.0 million aggregate principal amount which we issued under our 5.20% Notes in July 2020, partially offset by decreased interest expense relating to our Credit Facility due to the lower average balance outstanding and the lower average interest rate. 62 Table of Contents (c) The increase in the allocation of expenses to the External Investment Manager primarily relates to the impact of the transaction in October 2020, whereby the External Investment Manager became the sole investment adviser to MSC Income and the increased assets under management by the External Investment Manager. Net Investment Income Net investment income for the year ended December 31, 2021 increased 32% to $182.7 million, or $2.65 per share, compared to net investment income of $137.9 million, or $2.10 per share, for the prior year. The increase in net investment income was principally attributable to the increase in total investment income, partially offset by higher operating expenses, both as discussed above. The increase in net investment income per share reflects these changes, as well as the increase in weighted average shares outstanding for the year ended December 31, 2021, primarily due to shares issued through the ATM Program (as defined in “—Liquidity and Capital Resources—Capital Resources” below), shares issued pursuant to our equity incentive plans and shares issued pursuant to our dividend reinvestment plan. The increase in net investment income on a per share basis includes the impacts of an increase of $0.17 per share due to the increase in investment income from certain dividend income activity considered less consistent or non-recurring, as discussed above. Distributable Net Investment Income Distributable net investment income for the year ended December 31, 2021 increased 30% to $193.6 million, or $2.81 per share, compared with $148.8 million, or $2.26 per share, in the prior year. The increase in distributable net investment income was primarily due to the increased level of total investment income, partially offset by higher operating expenses, both as discussed above. The increase in distributable net investment income on a per share basis for the year ended December 31, 2021 also reflects the impacts of the increase in investment income from certain dividend activity considered less consistent or non-recurring and a greater number of average shares outstanding compared to the prior year, both as discussed above. Net Realized Gain (Loss) from Investments The following table provides a summary of the primary components of the total net realized gain on investments of $45.3 million for the year ended December 31, 2021: Full Exits Partial Exits Restructures Net Gain/(Loss) # of Investments Net Gain/(Loss) # of Investments Net Gain/(Loss) # of Investments Other (a) Net Gain/(Loss) Total (a) Net Gain/(Loss) Year Ended December 31, 2021 LMM Portfolio Private Loan Portfolio Middle Market Portfolio Other Portfolio Short-term Portfolio Total net realized gain/(loss) $ $ 51,019 5,547 (3,749) (4,449) - 48,368 7 2 3 1 - 13 $ $ - - 6,153 5,920 - 12,073 (dollars in thousands) - - 1 4 - 5 $ $ (10,925) - (4,528) - - (15,453) 1 - 1 - - 2 $ $ (493) $ 45 464 351 (19) 348 $ 39,601 5,592 (1,660) 1,822 (19) 45,336 (a) Other activity includes realized gains and losses from transactions involving 27 portfolio companies which are not considered to be significant individually or in the aggregate. 63 Table of Contents The following table provides a summary of the primary components of the total net realized loss on investments of $115.9 million for the year ended December 31, 2020: Full Exits Partial Exits Restructures Net Gain/(Loss) # of Investments Net Gain/(Loss) # of Investments Net Gain/(Loss) # of Investments Other (a) Net Gain/(Loss) Total (a) Net Gain/(Loss) Year Ended December 31, 2020 LMM Portfolio Private Loan Portfolio Middle Market Portfolio Other Portfolio Total Net Realized Gain/(Loss) $ $ (5,937) (29,075) (22,503) - (57,514) 5 2 6 - 13 $ $ (12,880) - - - (12,880) (dollars in thousands) $ 5 - - - 5 $ - (14,914) (30,594) - (45,509) - 2 4 - 6 $ $ (262) $ (627) (58) 903 (44) $ (19,079) (44,616) (53,154) 903 (115,947) (a) Other activity includes realized gains and losses from transactions involving 37 portfolio companies which are not considered to be significant individually or in the aggregate. Net Unrealized Appreciation (Depreciation) The following table provides a summary of the total net unrealized appreciation of $135.6 million for the year ended December 31, 2021: Accounting reversals of net unrealized (appreciation) depreciation recognized in prior periods due to net realized (gains / income) losses recognized during the current period Net unrealized appreciation (depreciation) relating to portfolio investments Total net unrealized appreciation (depreciation) relating to portfolio investments LMM(a) Year Ended December 31, 2021 Private Loan Middle Market (dollars in millions) Other Total $ (27.5) $ (3.7) $ 1.5 $ 4.2 $ (25.5) 107.2 17.2 (3.7) 40.4 (b) 161.1 $ 79.7 $ 13.5 $ (2.2) $ 44.6 $ 135.6 (a) Includes unrealized appreciation on 43 LMM portfolio investments and unrealized depreciation on 23 LMM portfolio investments. (b) Includes (i) $23.7 million of unrealized appreciation relating to the External Investment Manager and (ii) $16.3 million of net unrealized appreciation relating to the Other Portfolio. 64 Table of Contents The following table provides a summary of the total net unrealized depreciation of $5.6 million for the year ended December 31, 2020: Accounting reversals of net unrealized (appreciation) depreciation recognized in prior periods due to net realized (gains / income) losses recognized during the current period Net unrealized appreciation (depreciation) relating to portfolio investments Total net unrealized appreciation (depreciation) relating to portfolio investments Unrealized appreciation relating to SBIC debentures (c) Total net unrealized depreciation LMM(a) Year Ended December 31, 2020 Private Loan Middle Market (dollars in millions) Other Total $ 11.0 $ 48.4 $ 50.0 $ 0.0 $ 109.4 (34.7) (34.6) (43.1) (3.0) (b) (115.5) $ (23.7) $ 13.7 $ 6.9 $ (3.0) $ $ (6.1) 0.5 (5.6) (a) Includes unrealized appreciation on 31 LMM portfolio investments and unrealized depreciation on 34 LMM portfolio investments. (b) Includes $16.5 million of net unrealized depreciation relating to the Other Portfolio, partially offset by $12.7 million of unrealized appreciation relating to the External Investment Manager. (c) Relates to unrealized depreciation on the SBIC debentures previously issued by Main Street Capital II, LP, a former wholly owned SBIC whose activities have been wound down, which were accounted for on a fair value basis. Income Tax Benefit (Provision) The income tax provision for the year ended December 31, 2021 of $32.9 million principally consisted of (i) a deferred tax provision of $27.1 million, which is primarily the result of the net activity relating to our portfolio investments held in our Taxable Subsidiaries, including changes in loss carryforwards, changes in net unrealized appreciation/depreciation and other temporary and permanent book-tax differences, and (ii) a current tax provision of $5.7 million related to a $2.6 million provision for excise tax on our estimated undistributed taxable income and a $3.1 million provision for current U.S. federal and state income taxes. The income tax benefit for the year ended December 31, 2020 of $13.5 million principally consisted of a deferred tax benefit of $14.1 million, which is primarily the result of the net activity relating to our portfolio investments held in our Taxable Subsidiaries, including changes in loss carryforwards, changes in net unrealized appreciation/depreciation and other temporary and permanent book-tax differences, partially offset by a current tax provision of $0.5 million, primarily related to a $1.6 million provision for excise tax on our estimated undistributed taxable income and a $1.1 million benefit for current U.S. federal and state income taxes. Net Increase (Decrease) in Net Assets Resulting from Operations The net increase in net assets resulting from operations for the year ended December 31, 2021 was $330.8 million, or $4.80 per share, compared with $29.4 million, or $0.45 per share, during the year ended December 31, 2020. The tables above provide a summary of the reasons for the change in Net Increase in Net Assets Resulting from Operations for the year ended December 31, 2021 as compared to the year ended December 31, 2020. 65 Table of Contents Liquidity and Capital Resources This “Liquidity and Capital Resources” section should be read in conjunction with the “COVID-19 Update” section above. Cash Flows For the year ended December 31, 2021, we realized a net increase in cash and cash equivalents of $0.7 million, which is the net result of $515.4 million of cash used in our operating activities and $516.1 million of cash provided by our financing activities. The $515.4 million of cash used in our operating activities resulted primarily from cash uses totaling $1,763.8 million for the funding of new and follow-on portfolio company investments and settlement of accruals for portfolio investments existing as of December 31, 2020, partially offset by (i) cash proceeds totaling $1,054.5 million from the sales and repayments of debt investments and sales of and return on capital from equity investments, (ii) cash flows that we generated from the operating profits earned totaling $171.7 million, which is our distributable net investment income, excluding the non-cash effects of the accretion of unearned income, payment-in-kind interest income, cumulative dividends and the amortization expense for deferred financing costs, and (iii) cash proceeds of $22.2 million related to changes in other assets and liabilities. The $516.1 million of cash provided by our financing activities principally consisted of (i) $500.0 million in cash proceeds from the initial and follow-on issuances of the 3.00% Notes, (ii) $98.9 million in net cash proceeds from our ATM Program (described below) and direct stock purchase plan, (iii) $80.2 million in cash proceeds from the issuance of SBIC debentures and (iv) $51.0 million in net proceeds from the Credit Facility, partially offset by (i) $160.5 million in cash dividends paid to stockholders, (ii) $40.0 million in repayment of SBIC debentures, (iii) $8.2 million for debt issuance premiums, net of payments of deferred debt issuance costs, SBIC debenture fees and other costs, and (iv) $5.3 million for purchases of vested restricted stock from employees to satisfy their tax withholding requirements upon the vesting of such restricted stock. For the year ended December 31, 2020, we experienced a net decrease in cash and cash equivalents in the amount of $23.3 million, which is the net result of $54.1 million of cash used in our operating activities and $30.8 million of cash provided by our financing activities. The $54.1 million of cash used in our operating activities resulted primarily from cash uses totaling $669.0 million for the funding of new and follow-on portfolio company investments, including the transaction pursuant to which the External Investment Manager became the sole investment adviser to MSC Income, and settlement of accruals for portfolio investments existing as of December 31, 2019, partially offset by (i) cash proceeds totaling $478.0 million from the sales and repayments of debt investments and sales of and return on capital of equity investments, (ii) cash flows we generated from the operating profits earned totaling $131.5 million, which is our distributable net investment income, excluding the non-cash effects of the accretion of unearned income, payment-in-kind interest income, cumulative dividends and the amortization expense for deferred financing costs, and (iii) cash proceeds of $5.4 million related to changes in other assets and liabilities. The $30.8 million of cash provided by our financing activities principally consisted of (i) $125.0 million in proceeds from the follow-on issuance of the 5.20% Notes in July 2020, (ii) $84.4 million in net cash proceeds from our ATM Program (described below) and direct stock purchase plan, (iii) $40.0 million in cash proceeds from the issuance of SBIC debentures and (iv) $0.7 million for debt issuance premiums, net of payments of deferred debt issuance costs, SBIC debenture fees and other costs, partially offset by (i) $144.5 million in cash dividends paid to stockholders, (ii) $42.0 million in repayment of SBIC debentures, (iii) $31.0 million in net repayments on the Credit Facility and (iv) $1.9 million for purchases of vested restricted stock from employees to satisfy their tax withholding requirements upon the vesting of such restricted stock. 66 Table of Contents Capital Resources As of December 31, 2021, we had $32.6 million in cash and cash equivalents and $535.0 million of unused capacity under the Credit Facility, before considering the accordion feature discussed below, which we maintain to support our investment and operating activities. As of December 31, 2021, our net asset value totaled $1,788.8 million, or $25.29 per share. The Credit Facility provides additional liquidity to support our investment and operational activities. As of December 31, 2021, the Credit Facility included total commitments of $855.0 million from a diversified group of 18 lenders, held a maturity date in April 2026 and contained an accordion feature which allowed us to increase the total commitments under the facility to up to $1,200.0 million from new and existing lenders on the same terms and conditions as the existing commitments. As of December 31, 2021, borrowings under the Credit Facility bore interest, subject to our election and resetting on a monthly basis on the first of each month, on a per annum basis at a rate equal to the applicable LIBOR rate (0.1% as of December 31, 2021) plus (i) 1.875% (or the applicable base rate (Prime Rate of 3.25% as of December 31, 2021) plus 0.875%) as long as we meet certain agreed upon excess collateral and maximum leverage requirements or (ii) 2.0% (or the applicable base rate plus 1.0%) otherwise. We pay unused commitment fees of 0.25% per annum on the unused lender commitments under the Credit Facility. The Credit Facility is secured by a first lien on the assets of MSCC and its subsidiaries, excluding the equity ownership or assets of the Funds and the External Investment Manager. As of December 31, 2021, the Credit Facility contained certain affirmative and negative covenants, including but not limited to: (i) maintaining minimum liquidity, (ii) maintaining an interest coverage ratio of at least 2.0 to 1.0, (iii) maintaining a 1940 Act asset coverage ratio of at least 1.5 to 1.0, (iv) maintaining a minimum tangible net worth and (v) maintaining a minimum asset coverage ratio of 200% with respect to the consolidated assets (with certain limitations on the contribution of equity in financing subsidiaries as specified therein) of MSCC and the guarantors under the Credit Facility to the secured debt of MSCC and the guarantors. As of December 31, 2021, we had $320.0 million in borrowings outstanding under the Credit Facility, the interest rate on the Credit Facility was 2.0% (based on the LIBOR rate of 0.1% as of the most recent reset date of January 1, 2022 plus 1.875%) and we were in compliance with all financial covenants of the Credit Facility. Through the Funds, we have the ability to issue SBIC debentures guaranteed by the SBA at favorable interest rates and favorable terms and conditions. Under existing SBIC regulations, SBA-approved SBICs under common control have the ability to issue debentures guaranteed by the SBA up to a regulatory maximum amount of $350.0 million. Under existing SBA-approved commitments, we had $350.0 million of outstanding SBIC debentures guaranteed by the SBA as of December 31, 2021 through our wholly owned SBICs, which bear a weighted-average annual fixed interest rate of approximately 2.9%, paid semiannually, and mature ten years from issuance. The first maturity related to our SBIC debentures occurs in 2023, and the weighted-average remaining duration is approximately 6.1 years as of December 31, 2021. During the year ended December 31, 2021, Main Street issued $80.2 million of SBIC debentures and opportunistically prepaid $40.0 million of existing SBIC debentures that were scheduled to mature over the next year as part of an effort to manage the maturity dates of the oldest SBIC debentures. Debentures guaranteed by the SBA have fixed interest rates that equal prevailing 10-year Treasury Note rates plus a market spread and have a maturity of ten years with interest payable semiannually. The principal amount of the debentures is not required to be paid before maturity, but may be pre-paid at any time with no prepayment penalty. We expect to maintain SBIC debentures under the SBIC program in the future, subject to periodic repayments and borrowings, in an amount up to the regulatory maximum amount for affiliated SBIC funds. In November 2017, we issued $185.0 million in aggregate principal amount of 4.50% unsecured notes due December 1, 2022 (the “4.50% Notes”) at an issue price of 99.16%. The 4.50% Notes are unsecured obligations and rank pari passu with our current and future unsecured obligations and rank pari passu with our current and future unsecured indebtedness; senior to any of our future indebtedness that expressly provides it is subordinated to the 4.50% Notes; effectively subordinated to all of our existing and future secured indebtedness, to the extent of the value of the assets securing such indebtedness, including borrowings under our Credit Facility; and structurally subordinated to all existing and future indebtedness and other obligations of any of our subsidiaries, including without limitation, the indebtedness of the Funds. The 4.50% Notes may be redeemed in whole or in part at any time at our option subject to certain make-whole provisions. The 4.50% Notes bear interest at a rate of 4.50% per year payable semiannually on June 1 and December 1 of each year. We may from time to time repurchase the 4.50% Notes in accordance with the 67 Table of Contents 1940 Act and the rules promulgated thereunder. As of December 31, 2021, the outstanding principal balance of the 4.50% Notes was $185.0 million. The indenture governing the 4.50% Notes (the “4.50% Notes Indenture”) contains certain covenants, including covenants requiring our compliance with (regardless of whether we are subject to) the asset coverage requirements set forth in Section 18(a)(1)(A) as modified by Section 61(a)(1) of the 1940 Act, as well as covenants requiring us to provide financial information to the holders of the 4.50% Notes and the trustee if we cease to be subject to the reporting requirements of the Exchange Act. These covenants are subject to limitations and exceptions that are described in the 4.50% Notes Indenture. As of December 31, 2021, we were in compliance with these covenants. In April 2019, we issued $250.0 million in aggregate principal amount of 5.20% unsecured notes due May 1, 2024 (the “5.20% Notes”) at an issue price of 99.125%. Subsequently, in December 2019, we issued an additional $75.0 million in aggregate principal amount of the 5.20% Notes at an issue price of 105.0%. Also, in July 2020, we issued an additional $125.0 million in aggregate principal amount of the 5.20% Notes at an issue price of 102.674%. The 5.20% Notes issued in December 2019 and July 2020 have identical terms as, and are a part of a single series with, the 5.20% Notes issued in April 2019. The aggregate net proceeds from the 5.20% Notes issuances were used to repay a portion of the borrowings outstanding under the Credit Facility. The 5.20% Notes are unsecured obligations and rank pari passu with our current and future unsecured indebtedness; senior to any of our future indebtedness that expressly provides it is subordinated to the 5.20% Notes; effectively subordinated to all of our existing and future secured indebtedness, to the extent of the value of the assets securing such indebtedness, including borrowings under our Credit Facility; and structurally subordinated to all existing and future indebtedness and other obligations of any of our subsidiaries, including without limitation, the indebtedness of the Funds. The 5.20% Notes may be redeemed in whole or in part at any time at our option subject to certain make-whole provisions. The 5.20% Notes bear interest at a rate of 5.20% per year payable semiannually on May 1 and November 1 of each year. We may from time to time repurchase the 5.20% Notes in accordance with the 1940 Act and the rules promulgated thereunder. As of December 31, 2021, the outstanding principal balance of the 5.20% Notes was $450.0 million. The indenture governing the 5.20% Notes (the “5.20% Notes Indenture”) contains certain covenants, including covenants requiring our compliance with (regardless of whether we are subject to) the asset coverage requirements set forth in Section 18(a)(1)(A) as modified by Section 61(a)(1) of the 1940 Act, as well as covenants requiring us to provide financial information to the holders of the 5.20% Notes and the trustee if we cease to be subject to the reporting requirements of the Exchange Act. These covenants are subject to limitations and exceptions that are described in the 5.20% Notes Indenture. As of December 31, 2021, we were in compliance with these covenants. In January 2021, we issued $300.0 million in aggregate principal amount of 3.00% unsecured notes due July 14, 2026 (the “3.00% Notes”) at an issue price of 99.004%. In October 2021, we issued an additional $200.0 million in aggregate principal amount of the 3.00% Notes at an issue price of 101.741%. The 3.00% Notes issued in October 2021 have identical terms as, and are a part of a single series with, the 3.00% Notes issued in January 2021. The 3.00% Notes are unsecured obligations and rank pari passu with our current and future unsecured indebtedness; senior to any of our future indebtedness that expressly provides it is subordinated to the 3.00% Notes; effectively subordinated to all of our existing and future secured indebtedness, to the extent of the value of the assets securing such indebtedness, including borrowings under our Credit Facility; and structurally subordinated to all existing and future indebtedness and other obligations of any of our subsidiaries, including without limitation, the indebtedness of the Funds. The 3.00% Notes may be redeemed in whole or in part at any time at our option subject to certain make whole provisions. The 3.00% Notes bear interest at a rate of 3.00% per year payable semiannually on January 14 and July 14 of each year. We may from time to time repurchase the 3.00% Notes in accordance with the 1940 Act and the rules promulgated thereunder. As of December 31, 2021, the outstanding principal balance of the 3.00% Notes was $500.0 million. The indenture governing the 3.00% Notes (the “3.00% Notes Indenture”) contains certain covenants, including covenants requiring our compliance with (regardless of whether we are subject to) the asset coverage requirements set forth in Section 18(a)(1)(A) as modified by Section 61(a)(1) of the 1940 Act, as well as covenants requiring us to provide financial information to the holders of the 3.00% Notes and the trustee if we cease to be subject to the reporting requirements of the Exchange Act. These covenants are subject to limitations and exceptions that are described in the 3.00% Notes Indenture. As of December 31, 2021, we were in compliance with these covenants. 68 Table of Contents We maintain a program with certain selling agents through which we can sell shares of our common stock by means of at-the- market offerings from time to time (the “ATM Program”). During the year ended December 31, 2021, we sold 2,332,795 shares of our common stock at a weighted-average price of $42.71 per share and raised $99.6 million of gross proceeds under the ATM Program. Net proceeds were $98.4 million after commissions to the selling agents on shares sold and offering costs. As of December 31, 2021, sales transactions representing 36,136 shares had not settled and are not included in shares issued and outstanding on the face of the consolidated balance sheet but are included in the weighted-average shares outstanding in the consolidated statement of operations and in the shares used to calculate net asset value per share. As of December 31, 2021, 3,380,577 shares remained available for sale under the ATM Program. During the year ended December 31, 2020, we sold 2,645,778 shares of our common stock at a weighted-average price of $32.10 per share and raised $84.9 million of gross proceeds under the ATM Program. Net proceeds were $83.8 million after commissions to the selling agents on shares sold and offering costs. We anticipate that we will continue to fund our investment activities through existing cash and cash equivalents, cash flows generated through our ongoing operating activities, utilization of available borrowings under our Credit Facility, and a combination of future issuances of debt and equity capital. Our primary uses of funds will be investments in portfolio companies, operating expenses and cash distributions to holders of our common stock. We periodically invest excess cash balances into marketable securities and idle funds investments. The primary investment objective of marketable securities and idle funds investments is to generate incremental cash returns on excess cash balances prior to utilizing those funds for investment in our LMM, Private Loan and Middle Market portfolio investments. Marketable securities and idle funds investments generally consist of debt investments, independently rated debt investments, certificates of deposit with financial institutions, diversified bond funds and publicly traded debt and equity investments. We may also invest in short-term portfolio investments that are atypical of our LMM, Private Loan and Middle Market portfolio investments in that they are intended to be a short-term deployment of capital and are more liquid than investments within the other portfolios. Short-term portfolio investments consist primarily of investments in secured debt investments and independently rated debt investments. If our common stock trades below our net asset value 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 of Directors makes certain determinations. We did not seek stockholder authorization to sell shares of our common stock below the then current net asset value per share of our common stock at our 2021 Annual Meeting of Stockholders, and have not sought such authorization since 2012, because our common stock price per share has generally traded significantly above the net asset value per share of our common stock since 2011. We would therefore need future approval from our stockholders to issue shares below the then current net asset value per share. In order to satisfy the Code requirements applicable to a RIC, we intend to distribute to our stockholders, after consideration and application of our ability under the Code to carry forward certain excess undistributed taxable income from one tax year into the next tax year, substantially all of our taxable income. In addition, as a BDC, we generally are required to meet a coverage ratio of total assets to total senior securities, which include borrowings and any preferred stock we may issue in the future, of at least 200% (or 150% if certain requirements are met). This requirement limits the amount that we may borrow. In January 2008, we received an exemptive order from the SEC to exclude SBA-guaranteed debt securities issued by the Funds and any other wholly owned subsidiaries of ours which operate as SBICs from the asset coverage requirements of the 1940 Act as applicable to us, which, in turn, enables us to fund more investments with debt capital. Although we have been able to secure access to additional liquidity, including through the Credit Facility, public debt issuances, leverage available through the SBIC program and equity offerings, there is no assurance that debt or equity capital will be available to us in the future on favorable terms, or at all. 69 Table of Contents Recently Issued or Adopted Accounting Standards From time to time, new accounting pronouncements are issued by the FASB or other standards setting bodies that are adopted by us as of the specified effective date. We believe that the impact of recently issued standards and any that are not yet effective will not have a material impact on our consolidated financial statements upon adoption. For a description of recently issued or adopted accounting standards, see Note B.13 to the consolidated financial statements included in “Item 8. Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K. Inflation Inflation has not historically had a significant effect on our results of operations in any of the reporting periods presented herein. However, our portfolio companies have experienced, specifically including over the last few quarters as a result of the COVID-19 pandemic and related supply chain and labor issues, and may continue to experience, the increasing impacts of inflation on their operating results, including periodic escalations in their costs for labor, raw materials and third-party services and required energy consumption. These issues and challenges related to inflation are receiving significant attention from our investment teams and the management teams of our portfolio companies as we work to manage these growing challenges. Prolonged or more severe impacts of inflation to our portfolio companies could continue to impact their operating profits and, thereby, increase their borrowing costs, and as a result negatively impact their ability to service their debt obligations and/or reduce their available cash for distributions. In addition, these factors could have a negative impact on the fair value of our investments in these portfolio companies. The combined impacts of these impacts in turn could negatively affect our results of operations. Off-Balance Sheet Arrangements We may be a party to financial instruments with off-balance sheet risk in the normal course of business to meet the financial needs of our portfolio companies. These instruments include commitments to extend credit and fund equity capital and involve, to varying degrees, elements of liquidity and credit risk in excess of the amount recognized in the balance sheet. At December 31, 2021, we had a total of $236.3 million in outstanding commitments comprised of (i) sixty-seven investments with commitments to fund revolving loans that had not been fully drawn or term loans with additional commitments not yet funded and (ii) ten investments with equity capital commitments that had not been fully called. 70 Table of Contents Contractual Obligations As of December 31, 2021, the future fixed commitments for cash payments in connection with our SBIC debentures, the 4.50% Notes, the 5.20% Notes, the 3.00% Notes and rent obligations under our office lease for each of the next five years and thereafter are as follows (dollars in thousands): SBIC debentures Interest due on SBIC debentures 4.50% Notes due 2022 Interest due on 4.50% Notes due 2022 5.20% Notes due 2024 Interest due on 5.20% Notes due 2024 3.00% Notes due 2026 Interest due on 3.00% Notes due 2026 Operating Lease Obligation (1) Total 2022 2023 $ — $ 16,000 $ 10,133 185,000 9,899 — 2024 63,800 8,455 — 8,325 — 23,400 — — — — 450,000 23,400 — 11,700 — 2025 2026 Thereafter $ - $ — $ 270,200 $ Total 350,000 7,228 — — — — — 7,228 — — — — 500,000 15,565 — — — — — 58,508 185,000 8,325 450,000 58,500 500,000 15,017 790 $ 242,665 15,000 804 $ 65,103 15,000 818 $ 549,773 15,000 832 $ 23,060 15,000 846 $ 523,074 15,000 933 301,698 90,017 5,023 $ 1,705,373 $ (1) Operating Lease Obligation means a rent payment obligation under a lease classified as an operating lease and disclosed pursuant to ASC 842, as may be modified or supplemented. As of December 31, 2021, we had $320.0 million in borrowings outstanding under our Credit Facility, and the Credit Facility is scheduled to mature in April 2026. Related Party Transactions As discussed further above, the External Investment Manager is treated as a wholly owned portfolio company of MSCC and is included as part of our Investment Portfolio. At December 31, 2021, we had a receivable of $5.6 million due from the External Investment Manager, which included $3.3 million related primarily to operating expenses incurred by us as required to support the External Investment Manager’s business and amounts due from the External Investment Manager to Main Street under a tax sharing agreement (see further discussion in Note B.9. and Note D in the notes to the consolidated financial statements included in “Item 8. Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K) and $2.3 million of dividends declared but not paid by the External Investment Manager. We have entered into an agreement with the External Investment Manager to share employees in connection with its asset management business generally, and specifically for the External Investment Manager’s relationship with MSC Income and its other clients. See Note A.1 and Note D in the notes to the consolidated financial statements included in “Item 8. Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K for more information regarding the External Investment Manager. From time to time, we may make investments in clients of the External Investment Manager in the form of debt or equity capital on terms approved by our Board of Directors. In January 2021, we entered into a Term Loan Agreement with MSC Income (the “Term Loan Agreement”). The Term Loan Agreement was unanimously approved by our Board, including each director who is not an “interested person,” as such term is defined in Section 2(a)(19) of the 1940 Act and the board of directors of MSC Income, including each director who is not an “interested person” of MSC Income or the External Investment Manager. The Term Loan Agreement initially provided for a term loan of $40.0 million to MSC Income, bearing interest at a fixed rate of 5.00% per annum, and maturing in January 2026. The Term Loan Agreement was amended in July 2021 to provide for borrowings up to an additional $35.0 million, $20.0 million of which was funded upon signing of the amendment and $15.0 million available in two additional advances during the six months following the amendment date. Borrowings under the Term Loan Agreement were expressly subordinated and junior in 71 Table of Contents right of payment to all secured indebtedness of MSC Income. In October 2021, MSC Income fully repaid all borrowings outstanding under the Term Loan Agreement and the Term Loan Agreement was terminated. In December 2020, the External Investment Manager entered into an Investment Management Agreement with the Private Loan Fund, pursuant to which the External Investment Manager provides investment advisory and management services to the Private Loan Fund in exchange for an asset-based fee and certain incentive fees. The Private Loan Fund is a private investment fund exempt from registration under the 1940 Act that co-invests with Main Street in Main Street’s Private Loan investment strategy. In connection with the Private Loan Fund’s initial closing in December 2020, we committed to contribute up to $10.0 million as a limited partner and will be entitled to distributions on such interest. In addition, certain of our officers and employees (and certain of their immediate family members) made capital commitments to the Private Loan Fund as limited partners and therefore have direct pecuniary interests in the Private Loan Fund. In February 2022, we increased our commitment to the Private Loan Fund from $10.0 million to $15.0 million. Our investment in the Private Loan Fund was unanimously approved by our Board, including each director who is not an “interested person,” as such term is defined in Section 2(a)(19) of the 1940 Act. Additionally, we provided the Private Loan Fund with a revolving line of credit pursuant to an Unsecured Revolving Promissory Note, dated February 5, 2021 and amended November 30, 2021 and December 29, 2021 (as amended, the “Private Loan Fund Loan”), in an aggregate amount equal to the amount of limited partner capital commitments to the Private Loan Fund up to $85.0 million. Borrowings under the Private Loan Fund Loan bore interest at a fixed rate of 5.00% per annum and matured on February 28, 2022. The Private Loan Fund Loan was unanimously approved by our Board of Directors, including each director who is not an “interested person,” as such term is defined in Section 2(a)(19) of the 1940 Act. In February 2022, the Private Loan Fund fully repaid all borrowings outstanding under the Private Loan Fund Loan and the Private Loan Fund Loan was terminated. In November 2015, our Board of Directors approved and adopted the Main Street Capital Corporation Deferred Compensation Plan (the “2015 Deferred Compensation Plan”). The 2015 Deferred Compensation Plan became effective on January 1, 2016 and replaced the Deferred Compensation Plan for Non-Employee Directors previously adopted by the Board of Directors in June 2013 (the “2013 Deferred Compensation Plan”). Under the 2015 Deferred Compensation Plan, non-employee directors and certain key employees may defer receipt of some or all of their cash compensation and directors’ fees, subject to certain limitations. Individuals participating in the 2015 Deferred Compensation Plan receive distributions of their respective balances based on predetermined payout schedules or other events as defined by the plan and are also able to direct investments made on their behalf among investment alternatives permitted from time to time under the plan, including phantom Main Street stock units. As of December 31, 2021, $15.8 million of compensation and dividend reinvestments, plus net unrealized gains and losses and investment income and minus distributions had been deferred under the 2015 Deferred Compensation Plan (including amounts previously deferred under the 2013 Deferred Compensation Plan). Of this amount, $7.3 million had been deferred into phantom Main Street stock units, representing 162,040 shares of our common stock. Any amounts deferred under the plan represented by phantom Main Street stock units will not be issued or included as outstanding on the consolidated statements of changes in net assets until such shares are actually distributed to the participant in accordance with the plan, but the related phantom stock units are included in weighted-average shares outstanding with the related dollar amount of the deferral included in total expenses in Main Street’s consolidated statements of operations as earned. The dividend amounts related to additional phantom stock units are included in the statements of changes in net assets as an increase to dividends to stockholders offset by a corresponding increase to additional paid-in capital. Recent Developments In February 2022, we declared a supplemental cash dividend of $0.075 per share payable in March 2022. This supplemental cash dividend is in addition to the previously announced regular monthly cash dividends that we declared for the first quarter of 2022 of $0.215 per share for each of January, February and March 2022. During February 2022, we declared regular monthly dividends of $0.215 per share for each month of April, May and June of 2022. These regular monthly dividends equal a total of $0.645 per share for the second quarter of 2022, representing a 4.9% increase from the regular monthly dividends paid in the second quarter of 2021. Including the supplemental dividend declared for March 2022 and the regular monthly dividends declared for the first and second 72 Table of Contents quarter of 2022, we will have paid $33.540 per share in cumulative dividends since our October 2007 initial public offering. On February 23, 2022, our Board of Directors unanimously approved the application to the Company of the 150% minimum asset coverage ratio set forth in Section 61(a)(2) of the 1940 Act. As a result, the minimum asset coverage ratio applicable to the Company will be reduced from 200% to 150%, effective as of February 23, 2023, unless approved earlier by a vote of our stockholders, in which case the 150% minimum asset coverage ratio will be effective on the day after such approval. The Board also authorized the submission of a proposal for stockholders to accelerate the application of the 150% minimum asset coverage ratio to the Company at the 2022 Annual Meeting of Stockholders. Item 7A. Quantitative and Qualitative Disclosures about Market Risk We are subject to financial market risks, including changes in interest rates, and changes in interest rates may affect both our interest expense on the debt outstanding under our Credit Facility and our interest income from portfolio investments. Our risk management systems and procedures are designed to identify and analyze our risk, to set appropriate policies and limits and to continually monitor these risks. Our investment income will be affected by changes in various interest rates, including LIBOR and prime rates, to the extent that any debt investments include floating interest rates. See “Risk Factors — Risks Related to our Investments — Changes relating to the LIBOR calculation process, the phase-out of LIBOR and the use of replacement rates for LIBOR may adversely affect the value of our portfolio securities.”, “Risk Factors — Risks Related to our Investments — Changes in interest rates may affect our cost of capital, net investment income and value of our investments.” and “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.” for more information regarding risks associated with our debt investments and borrowings that utilize LIBOR as a reference rate. The majority of our debt investments are made with either fixed interest rates or floating rates that are subject to contractual minimum interest rates for the term of the investment. As of December 31, 2021, approximately 70.9% of our debt investment portfolio (at cost) bore interest at floating rates, 92.8% of which were subject to contractual minimum interest rates. Our interest expense will be affected by changes in the published LIBOR rate in connection with our Credit Facility; however, the interest rates on our outstanding SBIC debentures, 4.50% Notes, 5.20% Notes and 3.00% Notes, which collectively comprise the majority of our outstanding debt, are fixed for the life of such debt. As of December 31, 2021, we had not entered into any interest rate hedging arrangements. Due to our limited use of derivatives, we have claimed an exclusion from the definition of the term “commodity pool operator” under the Commodity Exchange Act and, therefore, are not subject to registration or regulation as a pool operator under such Act. The following table shows the approximate annualized increase or decrease in the components of net investment income due to hypothetical base rate changes in interest rates, assuming no changes in our investments and borrowings as of December 31, 2021. Basis Point Change (150) (100) (50) (25) 25 50 75 100 125 150 Increase Increase (Decrease) in Net (Decrease) Investment in Interest Income Income (dollars in thousands, except per share amounts) (Increase) Decrease in Interest Expense Increase (Decrease) in Net Investment Income per Share $ $ (330) (289) (242) (218) 381 787 1,514 4,766 8,994 13,455 $ 320 320 320 320 (800) (1,600) (2,400) (3,200) (4,000) (4,800) $ (10) 31 78 102 (419) (813) (886) 1,566 4,994 8,655 — — — — (0.01) (0.01) (0.01) 0.02 0.07 0.12 73 Table of Contents The hypothetical results assume that all LIBOR and prime rate changes would be effective on the first day of the period. However, the contractual LIBOR and prime rate reset dates would vary throughout the period, on either a monthly or quarterly basis, for both our investments and our Credit Facility. The hypothetical results would also be impacted by the changes in the amount of debt outstanding under our Credit Facility (with an increase (decrease) in the debt outstanding under the Credit Facility resulting in an (increase) decrease in the hypothetical interest expense). 74 Table of Contents Item 8. Consolidated Financial Statements and Supplementary Data Index to Consolidated Financial Statements Reports of Independent Registered Public Accounting Firm (PCAOB ID Number 248) Consolidated Balance Sheets—As of December 31, 2021 and December 31, 2020 Consolidated Statements of Operations—For the years ended December 31, 2021, 2020 and 2019 Consolidated Statements of Changes in Net Assets—For the years ended December 31, 2021, 2020 and 2019 Consolidated Statements of Cash Flows— For the years ended December 31, 2021, 2020 and 2019 Consolidated Schedule of Investments—December 31, 2021 Consolidated Schedule of Investments—December 31, 2020 Notes to Consolidated Financial Statements Consolidated Schedules of Investments in and Advances to Affiliates— For the years ended December 31, 2021 and 2020 76 81 82 83 84 86 108 130 175 75 Table of Contents Board of Directors and Stockholders Main Street Capital Corporation Opinion on the financial statements Report of Independent Registered Public Accounting Firm We have audited the accompanying consolidated balance sheets of Main Street Capital Corporation (a Maryland corporation) and subsidiaries (the “Company”), including the consolidated schedule of investments as of December 31, 2021 and 2020, 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, 2021, and the related notes (collectively referred to as the “financial statements”) and the financial highlights for each of the five years in the period ended December 31, 2021. In our opinion, the financial statements present fairly, in all material respects, the financial position of the Company as of December 31, 2021 and 2020, and the results of its operations and its cash flows for each of the three years in the period ended December 31, 2021, and the financial highlights for each of the five years in the period ended December 31, 2021, in conformity with accounting principles generally accepted in the United States of America. We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (“PCAOB”), the Company’s internal control over financial reporting as of December 31, 2021, based on criteria established in the 2013 Internal Control—Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (“COSO”), and our report dated February 25, 2022 expressed an unqualified opinion. Basis for opinion These financial statements are the responsibility of the Company’s management. Our responsibility is to express an opinion on the Company’s financial statements based on our audits. We are a public accounting firm registered with the 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 audit to obtain reasonable assurance about whether the financial statements are free of material misstatement, whether due to error or fraud. Our audits included performing procedures to assess the risks of material misstatement of the 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 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 financial statements. We believe that our audits provide a reasonable basis for our opinion. Critical audit matters The critical audit matter communicated below is a matter arising from the current period audit of the financial statements that was communicated or required to be communicated to the audit committee and that: (1) relates to accounts or disclosures that are material to the financial statements and (2) involved our especially challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the financial statements, taken as a whole, and we are not, by communicating the critical audit matters below, providing separate opinions on the critical audit matters or on the accounts or disclosures to it relates. Fair Value Investments As described further in Note C to the financial statements, the Company’s investments at fair value were $3,561,831 thousand at December 31, 2021, of which $3,559,837 thousand were categorized as Level 3 investments within the fair value hierarchy. Management’s valuation techniques for Level 3 investments includes a combination of 76 Table of Contents investments measured using significant unobservable inputs and assumptions and investments measured using quoted prices by independent sources. Level 3 investment values, for which quoted prices by independent sources are not available or appropriate, are generally based on valuation techniques, such as the income and market approach, that require inputs that are significant to the overall fair value measurement and are unobservable. The significant unobservable inputs disclosed by management include, among others, weighted-average cost of capital (“WACC”) inputs and market multiples for equity investments, and risk adjusted discount rates, percentage of expected principal recovery and third-party quotes for debt investments. Changes in these assumptions could have a significant impact on the determination of fair value. As such, we identified fair value of Level 3 investments measured using significant unobservable inputs and assumptions as a critical audit matter. The principal considerations for our determination that fair value of Level 3 investments measured using significant unobservable inputs is a critical audit matter are the significant management judgements used in developing complex valuation techniques and inherent estimation uncertainty. Auditing these investments requires a high degree of auditor judgement and subjectivity, in addition to the use of valuation professionals with specialized skills and knowledge, to evaluate the reasonableness of unobservable inputs and assumptions. The primary procedures we performed to address this critical audit matter included: ● Testing the design and operating effectiveness of controls over management’s process to determine investment fair value. Specifically, we identified and tested key attributes of management’s fair value determination review. These attributes addressed the relevance, adequacy and appropriateness of the data, assumptions, valuation methods, and mathematical accuracy used to determine investment fair value as of the reporting date. ● With the assistance of internal valuation specialists to evaluate and test management’s process to develop the valuation estimates, we performed substantive audit procedures to determine mathematical accuracy and to determine that the data, valuation methods, and significant unobservable inputs and assumptions used to determine investment fair value as of the Company’s reporting date were reasonable. We tested certain key inputs/assumptions tested for a sample of investments, including the following, as applicable: ● enterprise values, ● weighted average cost of capital (“WACC”), ● ● ● discount rates, forecasted cash flows and long-term growth rates, discount for lack of marketability, ● market multiples, ● weighting between valuation techniques, ● ● ● ● risk adjusted discount factor, percentage of expected principal recovery, third party quotes, in conjunction with other inputs, and third-party appraisals. 77 Table of Contents ● In testing the above, we considered available third-party market information and published studies, current economic conditions and subsequent events, and other information that could be corroborated to source information. /s/ GRANT THORNTON LLP We have served as the Company’s auditor since 2007. Houston, Texas February 25, 2022 78 Table of Contents Report of Independent Registered Public Accounting Firm Board of Directors and Stockholders Main Street Capital Corporation Opinion on internal control over financial reporting We have audited the internal control over financial reporting of Main Street Capital Corporation (a Maryland corporation) and subsidiaries (the “Company”) as of December 31, 2021, based on criteria established in the 2013 Internal Control—Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (“COSO”). In our opinion, the Company maintained, in all material respects, effective internal control over financial reporting as of December 31, 2021, based on criteria established in the 2013 Internal Control—Integrated Framework issued by COSO. We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (“PCAOB”), the consolidated financial statements of the Company as of and for the year ended December 31, 2021, and our report dated February 25, 2022 expressed an unqualified opinion on those financial statements. Basis for opinion The Company’s management is responsible for maintaining effective internal control over financial reporting and for its assessment of the effectiveness of internal control over financial reporting, included in the accompanying Management’s Report on Internal Control over Financial Reporting. Our responsibility is to express an opinion on the Company’s internal control over financial reporting based on our audit. We are a public accounting firm registered with the 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 audit in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether effective internal control over financial reporting was maintained in all material respects. Our audit included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, testing and evaluating the design and operating effectiveness of internal control based on the assessed risk, and performing such other procedures as we considered necessary in the circumstances. We believe that our audit provides a reasonable basis for our opinion. 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 generally accepted accounting principles. A company’s internal control over financial reporting includes those 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 assets of the company; (2) 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 (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. 79 Table of Contents 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. /s/ GRANT THORNTON LLP Houston, Texas February 25, 2022 80 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Balance Sheets (dollars in thousands, except shares and per share amounts) ASSETS Investments at fair value: Control investments (cost: $1,107,597 and $831,490 as of December 31, 2021 and December 31, 2020, respectively) Affiliate investments (cost: $578,539 and $416,479 as of December 31, 2021 and December 31, 2020, respectively) Non‑Control/Non‑Affiliate investments (cost: $1,573,110 and $1,268,740 as of December 31, 2021 and December 31, 2020, respectively) Total investments (cost: $3,259,246 and $2,516,709 as of December 31, 2021 and December 31, 2020, respectively) Cash and cash equivalents Interest receivable and other assets Receivable for securities sold Deferred financing costs (net of accumulated amortization of $9,462 and $8,477 as of December 31, 2021 and December 31, 2020, respectively) Total assets LIABILITIES Credit facility 3.00% Notes due 2026 (par: $500,000 as of December 31, 2021) 5.20% Notes due 2024 (par: $450,000 as of both December 31, 2021 and December 31, 2020) SBIC debentures (par: $350,000 and $309,800 as of December 31, 2021 and December 31, 2020, respectively) 4.50% Notes due 2022 (par: $185,000 as of both December 31, 2021 and December 31, 2020) Accounts payable and other liabilities Payable for securities purchased Interest payable Dividend payable Deferred tax liability, net Total liabilities Commitments and contingencies (Note K) NET ASSETS Common stock, $0.01 par value per share (150,000,000 shares authorized; 70,700,885 and 67,674,853 shares issued and outstanding as of December 31, 2021 and December 31, 2020, respectively) Additional paid‑in capital Total undistributed (overdistributed) earnings Total net assets Total liabilities and net assets NET ASSET VALUE PER SHARE December 31, 2021 December 31, 2020 $ 1,489,257 $ 1,113,725 549,214 366,301 1,523,360 1,204,840 3,561,831 32,629 56,488 35,125 2,684,866 31,919 49,761 — 4,217 $ 3,690,290 2,818 $ 2,769,364 $ $ 320,000 497,609 451,272 269,000 — 451,817 342,731 184,444 40,469 5,111 14,926 15,159 29,723 1,901,444 303,972 183,836 20,833 — 8,658 13,889 2,592 1,254,597 707 1,736,346 51,793 1,788,846 $ 3,690,290 25.29 $ 677 1,615,940 (101,850) 1,514,767 $ 2,769,364 22.35 $ The accompanying notes are an integral part of these consolidated financial statements 81 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Statements of Operations (dollars in thousands, except shares and per share amounts) Twelve Months Ended December 31, 2020 2021 2019 INVESTMENT INCOME: Interest, fee and dividend income: Control investments Affiliate investments Non‑Control/Non‑Affiliate investments Total investment income EXPENSES: Interest Compensation General and administrative Share‑based compensation Expenses allocated to the External Investment Manager Total expenses NET INVESTMENT INCOME NET REALIZED GAIN (LOSS): Control investments Affiliate investments Non‑Control/Non‑Affiliate investments Realized loss on extinguishment of debt Total net realized gain (loss) NET UNREALIZED APPRECIATION (DEPRECIATION): Control investments Affiliate investments Non‑Control/Non‑Affiliate investments SBIC debentures Total net unrealized appreciation (depreciation) INCOME TAXES: Federal and state income, excise and other taxes Deferred taxes Income tax benefit (provision) $ $ 122,277 51,278 115,492 289,047 (58,836) (34,442) (12,494) (10,887) 10,277 (106,382) 182,665 6,494 17,181 21,661 — 45,336 99,420 21,989 14,215 — 135,624 (5,732) (27,131) (32,863) 330,762 2.65 4.80 $ $ $ 81,155 32,435 109,024 222,614 (49,587) (18,981) (12,702) (10,828) 7,429 (84,669) 137,945 (59,594) 2,203 (58,556) (534) (116,481) 37,924 (29,038) (14,968) 460 (5,622) (590) 14,131 13,541 29,383 2.10 0.45 $ $ $ $ 92,414 34,732 116,227 243,373 (50,258) (19,792) (12,546) (10,083) 6,672 (86,007) 157,366 4,797 (565) (19,344) (5,689) (20,801) (980) 990 (10,214) 4,450 (5,754) (3,546) 2,304 (1,242) 129,569 2.50 2.06 68,960,923 65,705,963 62,960,591 NET INCREASE (DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS NET INVESTMENT INCOME PER SHARE—BASIC AND DILUTED NET INCREASE (DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS PER SHARE—BASIC AND DILUTED WEIGHTED AVERAGE SHARES OUTSTANDING—BASIC AND DILUTED $ $ $ The accompanying notes are an integral part of these consolidated financial statements 82 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Statements of Changes in Net Assets (dollars in thousands, except shares) Common Stock Balances at December 31, 2018 Public offering of common stock, net of offering costs Share‑based compensation Purchase of vested stock for employee payroll tax withholding Dividend reinvestment Amortization of directors’ deferred compensation Issuance of restricted stock, net of forfeited shares Dividends to stockholders Reclassification for certain permanent book-to-tax differences Net increase resulting from operations Balances at December 31, 2019 Public offering of common stock, net of offering costs Share‑based compensation Purchase of vested stock for employee payroll tax withholding Dividend reinvestment Amortization of directors’ deferred compensation Issuance of restricted stock, net of forfeited shares Dividends to stockholders Reclassification for certain permanent book-to-tax differences Net increase resulting from operations Balances at December 31, 2020 Public offering of common stock, net of offering costs Share‑based compensation Purchase of vested stock for employee payroll tax withholding Dividend reinvestment Amortization of directors’ deferred compensation Issuance of restricted stock, net of forfeited shares Dividends to stockholders Reclassification for certain permanent book-to-tax differences Net increase resulting from operations Balances at December 31, 2021 Total Undistributed Earnings Total Net Asset Value Number of Shares 61,264,861 2,259,729 — (103,730) 441,927 390,150 — — Par Value $ 613 23 — (1) 4 — 4 — Additional Paid‑In Capital $ 1,409,945 89,246 10,083 (3,941) 18,081 866 (4) 401 (12,242) — — 64,252,937 2,662,777 (89,447) 517,796 417,969 — — — — — 67,762,032 2,345,554 — (134,238) 404,384 359,289 — — — — $ 643 27 — (1) 4 — 4 — — — $ 677 24 — (1) 4 — 3 — — — $ 1,512,435 84,354 10,828 (1,890) 16,230 853 (4) 385 (7,251) $ 1,615,940 98,865 10,887 (5,302) 16,279 652 (3) 406 (1,378) 70,737,021 $ 707 $ 1,736,346 — $ — — $ $ 65,491 — — — — — — — — — — — — (183,990) 12,242 129,569 23,312 $ 1,476,049 89,269 10,083 (3,942) 18,085 866 — (183,589) — 129,569 $ 1,536,390 84,381 10,828 (1,891) 16,234 853 — (161,411) — 29,383 $ (101,850) $ 1,514,767 98,889 10,887 (5,303) 16,283 652 — (178,091) — 330,762 $ 1,788,846 (178,497) 1,378 330,762 51,793 — — — — — — (161,796) 7,251 29,383 The accompanying notes are an integral part of these consolidated financial statements 83 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Statements of Cash Flows (dollars in thousands) CASH FLOWS FROM OPERATING ACTIVITIES Net increase in net assets resulting from operations Adjustments to reconcile net increase (decrease) in net assets resulting from operations to net cash provided by (used in) operating activities: Investments in portfolio companies Proceeds from sales and repayments of debt investments in portfolio companies Proceeds from sales and return of capital of equity investments in portfolio companies Net unrealized (appreciation) depreciation Net realized (gain) loss Accretion of unearned income Payment-in-kind interest Cumulative dividends Share-based compensation expense Amortization of deferred financing costs Deferred tax (benefit) provision Changes in other assets and liabilities: Interest receivable and other assets Interest payable Accounts payable and other liabilities Deferred fees and other Net cash used in operating activities CASH FLOWS FROM FINANCING ACTIVITIES Proceeds from public offering of common stock, net of offering costs Proceeds from public offering of 5.20% Notes due 2024 Proceeds from public offering of 3.00% Notes due 2026 Dividends paid Proceeds from issuance of SBIC debentures Repayments of SBIC debentures Redemption of 4.50% Notes due 2019 Proceeds from credit facility 84 Year Ended December 31, 2020 2021 2019 $ 330,762 $ 29,383 $ 129,569 (1,763,755) 920,828 133,644 (135,624) (45,336) (15,619) (7,573) (1,739) 10,887 2,998 27,131 (5,504) 6,268 20,289 6,970 (515,373) 98,889 - 500,000 (160,537) 80,200 (40,000) - 1,100,000 (669,007) 443,573 34,439 5,622 116,481 (11,756) (6,225) (1,791) 10,828 2,513 (14,131) 4,599 1,366 (2,846) 2,868 (54,084) 84,381 125,000 - (144,462) 40,000 (42,000) - 399,000 (664,062) 439,363 38,536 5,754 20,801 (12,070) (5,018) (2,382) 10,083 3,717 (2,304) (6,680) 1,251 7,436 2,172 (33,834) 89,269 325,000 - (164,278) - (34,000) (175,000) 639,000 Table of Contents Repayments on credit facility Debt issuance premiums (costs), net Purchases of vested stock for employee payroll tax withholding Net cash provided by financing activities Net increase (decrease) in cash and cash equivalents CASH AND CASH EQUIVALENTS AT BEGINNING OF PERIOD CASH AND CASH EQUIVALENTS AT END OF PERIOD Supplemental cash flow disclosures: Interest paid Taxes paid Operating non-cash activities: Right-of-use assets obtained in exchange for operating lease liabilities Non-cash financing activities: Value of shares issued pursuant to the DRIP Year Ended December 31, 2020 (430,000) 729 (1,891) 30,757 2021 (1,049,000) (8,166) (5,303) 516,083 2019 (640,000) (1,150) (3,942) 34,899 710 31,919 32,629 $ 31,919 $ (23,327) 55,246 1,065 54,181 55,246 50,729 $ 45,582 $ 45,167 3,136 $ 2,300 2,233 $ - $ - $ 5,240 16,283 $ 16,234 $ 18,085 $ $ $ $ $ The accompanying notes are an integral part of these consolidated financial statements 85 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Control Investments (5) Analytical Systems Keco Holdings, LLC Manufacturer of Liquid and Gas Analyzers ASC Interests, LLC Recreational and Educational Shooting Facility ATS Workholding, LLC (10) Manufacturer of Machine Cutting Tools and Accessories Barfly Ventures, LLC (10) Casual Restaurant Group Bolder Panther Group, LLC Consumer Goods and Fuel Retailer Brewer Crane Holdings, LLC Bridge Capital Solutions Corporation Provider of Crane Rental and Operating Services Financial Services and Cash Flow Solutions Provider Café Brazil, LLC California Splendor Holdings LLC Casual Restaurant Group Processor of Frozen Fruits (9) 8/16/2019 12.00% (L+10.00%, Floor 2.00%) 8/16/2024 $ 4,945 $ 4,736 $ 4,736 Secured Debt Preferred Member Units Preferred Member Units Warrants Secured Debt Secured Debt Member Units Secured Debt Preferred Member Units (27) 8/16/2019 5/20/2021 8/16/2019 12/31/2019 8/1/2013 8/1/2013 3,200 2,427 420 1,500 8/16/2029 13.00% 13.00% 7/31/2022 7/31/2022 200 1,650 3,200 2,427 316 10,679 200 1,636 1,500 3,336 (14) 11/16/2017 5.00% 8/16/2023 4,794 4,635 11/16/2017 3,725,862 Secured Debt Member Units 10/15/2020 10/26/2020 37 7.00% 10/31/2024 711 Secured Debt Class A Preferred Member Units Class B Preferred Member Units (9) (8) (8) 12/31/2020 12/31/2020 10.50% (L+9.00%, Floor 1.50%) 14.00% 12/31/2020 140,000 8.00% 12/31/2025 39,000 38,687 39,000 10,194 10,194 14,000 62,881 23,170 72,364 Secured Debt Preferred Member Units (9) (8) 1/9/2018 1/9/2018 2,950 11.00% (L+10.00%, Floor 1.00%) 1/9/2023 8,060 8,037 8,037 - 4,894 - 9,630 200 1,636 720 2,556 3,005 - 3,005 711 1,930 2,641 3,726 8,361 711 1,584 2,295 4,280 12,317 7,710 15,747 8,813 2,132 1,000 1,000 12,945 8,813 4,060 1,000 1,000 14,873 Secured Debt Warrants Secured Debt Preferred Member Units (27) (30) 7/25/2016 7/25/2016 7/25/2016 82 13.00% 13.00% 12/11/2024 7/25/2026 12/11/2024 8,813 1,000 (8) (30) 7/25/2016 17,742 Member Units (8) 6/9/2006 1,233 1,742 2,570 (9) 3/30/2018 Secured Debt Preferred Member Units (8) (19) Preferred Member Units (8) 7/31/2019 3/30/2018 6,725 6,157 86 11.00% (L+10.00%, Floor 1.00%) 15.00% PIK 3/30/2023 28,000 27,915 27,915 9,510 9,510 10,775 48,200 13,275 50,700 Table of Contents Portfolio Company (1) (20) CBT Nuggets, LLC Centre Technologies Holdings, LLC Chamberlin Holding LLC Business Description Produces and Sells IT Training Certification Videos Provider of IT Hardware Services and Software Solutions Roofing and Waterproofing Specialty Contractor Charps, LLC Pipeline Maintenance and Construction Unsecured Debt Preferred Member Units Clad-Rex Steel, LLC Specialty Manufacturer of Vinyl-Clad Metal MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Member Units (8) 6/1/2006 416 1,300 50,620 (9) 1/4/2019 12.00% (L+10.00%, Floor 2.00%) 1/4/2024 9,416 9,370 Secured Debt Preferred Member Units 1/4/2019 12,696 Secured Debt Member Units Member Units (9) (8) (8) (30) 2/26/2018 2/26/2018 11/2/2018 4,347 1,047,146 9.00% (L+8.00%, Floor 1.00%) 2/26/2023 17,817 8/26/2020 10.00% 1/31/2024 5,694 4,599 (8) 2/3/2017 1,829 Secured Debt Member Units Secured Debt Member Units (9) (8) (30) 12/20/2016 12/20/2016 12/20/2016 12/20/2016 717 800 10.50% (L+9.50%, Floor 1.00%) 1/15/2024 10.00% 12/20/2036 10,480 1,081 5,840 15,210 17,738 11,440 1,322 30,500 1,963 6,562 10,401 7,280 1,071 210 18,962 8,864 5,840 14,704 17,817 24,140 1,540 43,497 5,694 13,990 19,684 10,401 10,250 1,071 530 22,252 CMS Minerals Investments Cody Pools, Inc. Oil & Gas Exploration & Production Designer of Residential and Commercial Pools Colonial Electric Company LLC Provider of Electrical Contracting Services CompareNetworks Topco, LLC Internet Publishing and Web Search Portals Copper Trail Fund Investments Investment Partnership (12) (13) Datacom, LLC Technology and Telecommunications Provider Member Units (8) (30) 4/1/2016 100 1,838 1,974 Secured Debt Preferred Member Units Secured Debt Preferred Member Units (9) 3/6/2020 12.25% (L+10.50%, Floor 1.75%) 12/17/2026 42,497 42,117 (8) (30) 3/6/2020 587 8,317 50,434 3/31/2021 12.00% 3/31/2026 24,570 24,351 (8) 3/31/2021 17,280 7,680 32,031 Secured Debt Preferred Member Units (9) (8) 1/29/2019 10.00% (L+9.00%, Floor 1.00%) 1/29/2024 6,477 6,452 1/29/2019 1,975 1,975 8,427 42,484 47,640 90,124 24,351 9,130 33,481 6,477 12,000 18,477 LP Interests (CTMH, LP) (31) 7/17/2017 38.8% 710 710 Secured Debt Preferred Member Units 3/31/2021 5.00% 12/31/2025 8,892 8,296 3/31/2021 9,000 2,610 7,668 2,610 87 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) 10,906 Fair Value (18) 10,278 Digital Products Holdings LLC Direct Marketing Solutions, Inc. Gamber-Johnson Holdings, LLC Garreco, LLC GRT Rubber Technologies LLC Gulf Manufacturing, LLC Gulf Publishing Holdings, LLC Designer and Distributor of Consumer Electronics Provider of Omni- Channel Direct Marketing Services Manufacturer of Ruggedized Computer Mounting Systems Manufacturer and Supplier of Dental Products Manufacturer of Engineered Rubber Products Manufacturer of Specialty Fabricated Industrial Piping Products Energy Industry Focused Media and Publishing Harris Preston Fund Investments Investment Partnership (12) (13) Harrison Hydra-Gen, Ltd. Manufacturer of Hydraulic Generators Jensen Jewelers of Idaho, LLC Retail Jewelry Store Johnson Downie Opco, LLC Executive Search Services Secured Debt Preferred Member Units (9) (8) 4/1/2018 4/1/2018 3,857 11.00% (L+10.00%, Floor 1.00%) 4/1/2023 16,853 16,801 Secured Debt Preferred Stock (9) (8) 2/13/2018 2/13/2018 8,400 12.00% (L+11.00%, Floor 1.00%) 2/13/2024 24,070 Secured Debt Member Units (9) (8) 6/24/2016 6/24/2016 9,042 9.50% (L+7.50%, Floor 2.00%) 1/1/2025 21,598 Secured Debt Member Units (9) (8) 7/15/2013 7/15/2013 1,200 9.00% (L+8.00%, Floor 1.00%, Ceiling 1.50%) 7/31/2022 4,196 Secured Debt Member Units (8) 12/19/2014 12/19/2014 5,879 8.10% (L+8.00%) 10/29/2026 38,885 9,501 26,302 23,911 8,400 32,311 21,535 17,692 39,227 4,196 1,200 5,396 38,672 13,065 51,737 16,801 9,835 26,636 24,048 18,350 42,398 21,598 49,700 71,298 4,196 2,270 6,466 38,885 46,190 85,075 Member Units (8) 8/31/2007 438 2,980 5,640 Secured Debt (9) (17) (19) 9/29/2017 Secured Debt Member Units (17) (19) 4/29/2016 4/29/2016 3,681 10.50% (5.25% Cash, 5.25% PIK) (L+9.50%, Floor 1.00%) 12.50% (6.25% Cash, 6.25% PIK) 9/30/2020 257 257 4/29/2021 13,565 13,565 3,681 17,503 257 9,717 - 9,974 LP Interests (2717 MH, L.P.) (31) 10/1/2017 49.3% 2,703 3,971 Common Stock 6/4/2010 107,456 718 3,530 Secured Debt Member Units (9) (8) 11/14/2006 11/14/2006 627 10.00% (Prime+6.75%, Floor 2.00%) 11/14/2023 2,550 Secured Debt Preferred Equity (9) 12/10/2021 12/10/2021 3,150 13.00% (L+11.50%, Floor 1.50%) 12/10/2026 11,475 2,536 811 3,347 11,344 3,150 14,494 2,550 12,420 14,970 11,344 3,150 14,494 88 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) KBK Industries, LLC Kickhaefer Manufacturing Company, LLC Market Force Information, LLC MH Corbin Holding LLC Business Description Manufacturer of Specialty Oilfield and Industrial Products Precision Metal Parts Manufacturing Provider of Customer Experience Management Services Manufacturer and Distributor of Traffic Safety Products MS Private Loan Fund I, LP Investment Partnership (12) (13) MSC Adviser I, LLC (16) Third Party Investment Advisory Services Mystic Logistics Holdings, LLC NAPCO Precast, LLC Nebraska Vet AcquireCo, LLC NexRev LLC NRP Jones, LLC NuStep, LLC Logistics and Distribution Services Provider for Large Volume Mailers Precast Concrete Manufacturing Mixed-Animal Veterinary and Animal Health Product Provider Provider of Energy Efficiency Products & Services Manufacturer of Hoses, Fittings and Assemblies Designer, Manufacturer and Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Member Units (8) 1/23/2006 325 783 13,620 Secured Debt Member Units Secured Debt Member Units (8) (30) 10/31/2018 10/31/2018 10/31/2018 10/31/2018 581 800 11.50% 9.00% 10/31/2023 10/31/2048 20,415 3,915 Secured Debt Secured Debt Member Units (9) (14) (19) 7/28/2017 7/28/2017 7/28/2017 743,921 12.00% (L+11.00%, Floor 1.00%) 12.00% PIK 7/28/2023 7/28/2023 3,400 26,079 20,324 12,240 3,876 992 37,432 3,400 25,952 16,642 45,994 20,324 12,310 3,876 2,460 38,970 3,400 8,936 - 12,336 Secured Debt Preferred Member Units Preferred Member Units 3/15/2019 66,000 9/1/2015 4,000 8/31/2015 13.00% 3/31/2022 8,250 8,241 5,934 Unsecured Debt LP Interests (31) 2/11/2021 1/26/2021 12.1% 5.00% 2/28/2022 63,151 Member Units (8) 11/22/2013 29,500 140,400 Secured Debt Common Stock (8) 8/18/2014 8/18/2014 5,873 12.00% 1/17/2022 6,378 Member Units (8) 1/31/2008 2,955 6,377 2,720 9,097 6,378 8,840 15,218 2,975 13,560 Secured Debt Secured Debt Preferred Member Units Secured Debt Preferred Member Units 12/31/2020 12/31/2020 12.00% 12.00% 12/31/2025 12/31/2025 10,500 4,868 12/31/2020 6,987 10,412 4,829 6,987 22,228 2/28/2018 11.00% 2/28/2023 16,217 16,173 (8) 2/28/2018 86,400,000 Secured Debt Member Units (8) 12/21/2017 12/22/2011 65,962 12.00% 3/20/2023 2,080 89 4,400 6,000 18,641 63,151 2,500 65,651 - - 5,934 63,151 2,581 65,732 10,412 4,829 7,700 22,941 14,045 2,690 16,735 2,080 6,440 8,520 6,880 23,053 2,080 3,717 5,797 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Distributor of Fitness Equipment Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) (9) Secured Debt Secured Debt Preferred Member Units 1/31/2017 1/31/2017 7.50% (L+6.50%, Floor 1.00%) 11.00% 1/31/2025 1/31/2025 1,720 17,240 1/31/2017 406 1,720 17,236 10,200 29,156 OMi Topco, LLC Manufacturer of Overhead Cranes Secured Debt Preferred Member Units (8) 4/1/2008 900 8/31/2021 12.00% 8/31/2026 18,000 17,831 Orttech Holdings, LLC Pearl Meyer Topco LLC PPL RVs, Inc. Distributor of Industrial Clutches, Brakes and Other Components Provider of Executive Compensation Consulting Services Recreational Vehicle Dealer Principle Environmental, LLC Noise Abatement Service Provider Quality Lease Service, LLC River Aggregates, LLC Provider of Rigsite Accommodation Unit Rentals and Related Services Processor of Construction Aggregates Robbins Bros. Jewelry, Inc. Bridal Jewelry Retailer Tedder Industries, LLC Televerde, LLC Trantech Radiator Topco, LLC Manufacturer of Firearm Holsters and Accessories Provider of Telemarketing and Data Services Transformer Cooling Products and Services Secured Debt Preferred Stock (9) (8) (30) 7/30/2021 7/30/2021 10,000 12.00% (L+11.00%, Floor 1.00%) 7/31/2026 24,375 Secured Debt Member Units (8) 4/27/2020 4/27/2020 13,800 12.00% 4/27/2025 32,674 Secured Debt Secured Debt Common Stock (9) (9) (8) Secured Debt Secured Debt Preferred Member Units Common Stock 10/31/2019 11/15/2016 6/10/2010 2/1/2011 7/1/2011 2/1/2011 1/27/2021 2,000 21,806 1,037 7.50% (L+7.00%, Floor 0.50%) 7.50% (L+7.00%, Floor 0.50%) 11/15/2022 750 726 11/15/2022 11,655 13.00% 13.00% 11/15/2026 11/15/2026 1,473 5,924 Member Units 6/8/2015 1,000 9,213 2,149 Member Units (8) (30) 12/20/2013 1,500 369 3,280 Secured Debt Preferred Equity (9) 12/15/2021 12/15/2021 11,070 12.00% (L+11.00%, Floor 1.00%) 12/15/2026 36,360 35,956 11,070 47,026 Secured Debt Preferred Member Units 8/31/2018 12.00% 8/31/2022 16,240 16,181 8/31/2018 505 8,579 24,760 35,956 11,070 47,026 16,181 8,579 24,760 Member Units 1/6/2011 460 1,290 7,280 90 1,720 17,240 13,500 32,460 18,000 20,210 38,210 24,151 10,000 34,151 32,674 26,970 59,644 726 11,655 14,360 26,741 1,465 5,808 11,160 710 19,143 1,080 18,911 24,151 10,000 34,151 32,438 13,000 45,438 11,655 2,150 14,531 1,465 5,808 5,709 1,200 14,182 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description UnionRock Energy Fund II, LP Investment Partnership (12) (13) Type of Investment (2) (3) (15) Secured Debt Common Stock (8) Investment Date (24) 5/31/2019 5/31/2019 Shares/Units 615 Rate 12.00% Maturity Date 5/31/2024 Principal (4) 8,720 Cost (4) 8,663 4,655 13,318 Fair Value (18) 8,712 8,660 17,372 LP Interests (8) (31) 6/15/2020 49.6% 3,828 6,122 Vision Interests, Inc. VVS Holdco LLC Manufacturer / Installer of Commercial Signage Omnichannel Retailer of Animal Health Products Series A Preferred Stock 12/23/2011 3,000,000 3,000 3,000 Ziegler’s NYPD, LLC Casual Restaurant Group Subtotal Control Investments (83.3% of net assets at fair value) Secured Debt Secured Debt Preferred Equity (9)(30) (30) (30) 12/1/2021 12/1/2021 12/1/2021 11,840 7.00% (L+6.00%, Floor 1.00%) 11.50% 12/1/2026 12/1/2026 1,200 30,400 Secured Debt Secured Debt Secured Debt Preferred Member Units Warrants (27) 6/1/2015 10/1/2008 10/1/2008 6/30/2015 7/1/2015 10,072 587 12.00% 6.50% 14.00% 10/1/2022 10/1/2022 10/1/2022 10/1/2025 625 1,000 2,750 1,170 30,100 11,840 43,110 625 1,000 2,750 2,834 600 7,809 1,169 30,100 11,840 43,109 625 1,000 2,750 2,130 - 6,505 $ 1,107,597 $ 1,489,257 91 Table of Contents Portfolio Company (1) (20) Affiliate Investments (6) MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) AAC Holdings, Inc. (11) Substance Abuse Treatment Service Provider AFG Capital Group, LLC ATX Networks Corp. (11) BBB Tank Services, LLC Provider of Rent-to- Own Financing Solutions and Services Provider of Radio Frequency Management Equipment Maintenance, Repair and Construction Services to the Above- Ground Storage Tank Market Boccella Precast Products LLC Manufacturer of Precast Hollow Core Concrete Brightwood Capital Fund Investments (12) (13) Investment Partnership Buca C, LLC Casual Restaurant Group Career Team Holdings, LLC Provider of Workforce Training and Career Development Services Secured Debt Common Stock Warrants (19) (27) 12/11/2020 12/11/2020 12/11/2020 593,928 554,353 18.00% (10.00% Cash, 8.00% PIK) 6/25/2025 $ 10,202 $ 12/11/2025 $ 10,011 3,148 - 13,159 9,794 2,079 1,940 13,813 Secured Debt Preferred Member Units (8) 11/7/2014 186 4/25/2019 10.00% 5/25/2022 144 144 Secured Debt Unsecured Debt Common Stock (9) (19) 9/1/2021 9/1/2021 9/1/2021 8.50% (L+7.50%, Floor 1.00%) 10.00% PIK 583 9/1/2026 9/1/2028 7,667 3,067 (9) (17) 4/8/2016 12.00% (L+11.00%, Floor 1.00%) 4/8/2021 4,800 4,800 Unsecured Debt Preferred Stock (non- voting) Member Units (8) (14) (19) 12/17/2018 4/8/2016 800,000 15.00% PIK Secured Debt Member Units (8) 9/23/2021 6/30/2017 2,160,000 10.00% 2/28/2027 320 LP Interests (Brightwood Capital Fund V, LP) Secured Debt Preferred Member Units Secured Debt Class A Common Units (31) 7/12/2021 15.8% 1,000 1,000 (9) (17) 6/30/2015 10.25% (L+9.25%, Floor 1.00%) 6/30/2020 19,491 19,491 14,370 (14) (19) 6/30/2015 6 6.00% PIK 4,770 24,261 - 14,370 12/17/2021 12.50% 12/17/2026 20,250 20,050 20,050 12/17/2021 450,000 4,500 24,550 1,500 4,500 24,550 460 144 7,740 7,884 7,092 1,963 - 9,055 2,508 - - 2,508 320 4,830 5,150 1,200 1,344 7,092 1,963 - 9,055 162 800 5,762 320 2,256 2,576 Chandler Signs Holdings, LLC (10) Sign Manufacturer Class A Units 1/4/2016 1,500,000 Classic H&G Holdings, LLC Provider of Engineered Packaging Solutions 92 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Secured Debt Secured Debt Preferred Member Units (9) (8) Investment Date (24) 3/12/2020 3/12/2020 Shares/Units Rate 7.00% (L+6.00%, Floor 1.00%) 8.00% 3/12/2020 154 Maturity Date Principal (4) Cost (4) Fair Value (18) 3/12/2025 3/12/2025 4,000 19,274 4,000 19,139 5,760 28,899 4,000 19,274 15,260 38,534 Congruent Credit Opportunities Funds (12) (13) Investment Partnership LP Interests (Congruent Credit Opportunities Fund III, LP) (8) (31) 2/4/2015 17.4% 10,256 9,959 DMA Industries, LLC Distributor of aftermarket ride control products Dos Rios Partners (12) (13) Investment Partnership Secured Debt Preferred Equity 11/19/2021 11/19/2021 5,944 12.00% 11/19/2026 21,200 20,993 5,944 26,937 20,993 5,944 26,937 LP Interests (Dos Rios Partners, LP) LP Interests (Dos Rios Partners - A, LP) (31) (31) 4/25/2013 20.2% 6,605 10,329 4/25/2013 6.4% 2,097 8,702 3,280 13,609 Dos Rios Stone Products LLC (10) Limestone and Sandstone Dimension Cut Stone Mining Quarries EIG Fund Investments (12) (13) Investment Partnership Class A Preferred Units LP Interests (EIG Global Private Debt Fund-A, L.P.) Flame King Holdings, LLC Propane Tank and Accessories Distributor (30) 6/27/2016 2,000,000 2,000 640 (8) (31) 11/6/2015 5,000,000 594 547 Freeport Financial Funds (12) (13) Investment Partnership Secured Debt Secured Debt Preferred Equity (9) (9) 10/29/2021 10/29/2021 10/29/2021 7.50% (L+6.50%, Floor 1.00%) 12.00% (L+11.00%, Floor 1.00%) 9,360 10/31/2026 6,400 6,324 10/31/2026 21,200 20,996 10,400 37,720 6,324 20,996 10,400 37,720 GFG Group, LLC. LP Interests (Freeport Financial SBIC Fund LP) LP Interests (Freeport First Lien Loan Fund III LP) Secured Debt Preferred Member Units Grower and Distributor of a Variety of Plants and Products to Other Wholesalers, Retailers and Garden Centers (31) 3/23/2015 9.3% 5,974 6,078 (8) (31) 7/31/2015 6.0% 7,629 13,603 7,231 13,309 3/31/2021 12.00% 3/31/2026 12,545 12,435 (8) 3/31/2021 226 4,900 17,335 12,545 6,990 19,535 Harris Preston Fund Investments (12) (13) Investment Partnership LP Interests (HPEP 3, L.P.) (31) 8/9/2017 8.2% 3,193 4,712 93 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Hawk Ridge Systems, LLC (13) Business Description Value-Added Reseller of Engineering Design and Manufacturing Solutions Houston Plating and Coatings, LLC Provider of Plating and Industrial Coating Services I-45 SLF LLC (12) (13) Investment Partnership Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt Secured Debt Preferred Member Units Preferred Member Units (9) (8) (30) 12/2/2016 12/2/2016 12/2/2016 12/2/2016 226 226 7.00% (L+6.00%, Floor 1.00%) 8.00% 1/15/2026 1/15/2026 2,585 34,800 Unsecured Convertible Debt Member Units (8) 5/1/2017 1/8/2003 322,297 8.00% 5/1/2022 3,000 2,585 34,672 2,850 150 40,257 3,000 2,352 5,352 2,585 34,800 14,680 770 52,835 2,960 3,210 6,170 Iron-Main Investments, LLC Member Units (Fully diluted 20.0%; 24.40% profits interest) (8) Consumer Reporting Agency Providing Employment Background Checks and Drug Testing (8) 10/20/2015 19,000 14,387 Secured Debt Secured Debt Secured Debt Secured Debt Common Stock (19) 8/3/2021 9/1/2021 8/3/2021 8/3/2021 8/3/2021 179,778 13.00% 12.50% 12.50% 12.50% PIK 8/1/2026 9/1/2026 11/30/2026 3/31/2022 4,600 3,200 20,000 8,944 L.F. Manufacturing Holdings, LLC (10) Manufacturer of Fiberglass Products Preferred Member Units (non-voting) Member Units (8) (19) 1/1/2019 12/23/2013 2,179,001 14.00% PIK OnAsset Intelligence, Inc. Oneliance, LLC Rocaceia, LLC (Quality Lease and Rental Holdings, LLC) Provider of Transportation Monitoring / Tracking Products and Services Construction Cleaning Company Provider of Rigsite Accommodation Unit Rentals and Related Services Secured Debt Secured Debt Secured Debt Secured Debt Unsecured Debt Preferred Stock Common Stock Warrants (19) (19) (19) (19) (19) (14) (19) (27) 5/20/2014 3/21/2014 5/10/2013 4/18/2011 6/5/2017 4/18/2011 4/15/2021 4/18/2011 12.00% PIK 12.00% PIK 12.00% PIK 12.00% PIK 10.00% PIK 7.00% PIK 12/31/2022 12/31/2022 12/31/2022 12/31/2022 12/31/2022 5/10/2023 912 635 4,699 935 954 2,055 4,286 192 Secured Debt Preferred Stock (9) 8/6/2021 8/6/2021 1,056 12.00% (L+11.00%, Floor 1.00%) 8/6/2026 5,600 4,557 3,170 19,805 8,944 1,798 38,274 107 2,019 2,126 935 954 2,055 4,286 192 1,981 830 1,089 12,322 5,547 1,056 6,603 Secured Debt Preferred Member Units (14) (17) 6/30/2015 12.00% 1/8/2018 30,369 29,865 1/8/2013 250 2,500 32,365 94 4,557 3,170 19,805 8,944 1,798 38,274 107 2,557 2,664 935 954 2,055 4,286 192 - - - 8,422 5,547 1,056 6,603 - - - Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) SI East, LLC Business Description Rigid Industrial Packaging Manufacturing Slick Innovations, LLC Text Message Marketing Platform Sonic Systems International, LLC (10) Nuclear Power Staffing Services Superior Rigging & Erecting Co. Provider of Steel Erecting, Crane Rental & Rigging Services Secured Debt Preferred Member Units The Affiliati Network, LLC Performance Marketing Solutions UniTek Global Services, Inc. (11) Provider of Outsourced Infrastructure Services Secured Debt (9) (19) 10/15/2018 Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt Preferred Member Units (8) 8/31/2018 157 8/31/2018 10.25% 8/31/2023 65,850 65,738 65,850 Secured Debt Common Stock Warrants (27) 9/13/2018 9/13/2018 9/13/2018 70,000 18,084 13.00% 9/13/2023 5,320 9/13/2028 Secured Debt Common Stock (9) 8/20/2021 8/20/2021 7,866 8.50% (L+7.50%, Floor 1.00%) 8/20/2026 11,982 8/31/2020 12.00% 8/31/2025 21,500 21,332 21,332 8/31/2020 1,571 Secured Debt Secured Debt Preferred Stock (8) 8/9/2021 8/9/2021 8/9/2021 1,280,000 7.00% 11.83% 8/9/2026 8/9/2026 280 12,961 8.50% (6.50% cash, 2.00% PIK) (2.00% PIK, L+5.50% Floor 1.00%) 8.50% (6.50% cash, 2.00% PIK) (2.00% PIK, L+5.50% Floor 1.00%) 8/20/2024 397 396 371 (9) (19) 8/27/2018 8/20/2024 1,986 1,974 Secured Debt Secured Convertible Debt Preferred Stock Preferred Stock Preferred Stock Preferred Stock Common Stock (19) (8) (19) (14) (19) (14) (19) (14) (19) 1/1/2021 8/29/2019 8/21/2018 1/15/2015 6/30/2017 4/1/2020 1,133,102 1,521,122 4,336,866 2,281,682 945,507 15.00% PIK 20.00% PIK 20.00% PIK 13.50% PIK 19.00% PIK 2/20/2025 1,197 1,218 66,956 11,570 77,420 5,248 700 181 6,129 11,757 1,070 12,827 5,320 1,510 400 7,230 11,757 1,070 12,827 4,500 25,832 262 12,834 6,400 19,496 4,500 25,832 262 12,834 6,400 19,496 1,197 1,757 2,188 7,924 3,667 - 19,103 1,032 4,000 5,032 1,852 2,375 2,833 1,498 - - - 8,929 - - - Universal Wellhead Services Holdings, LLC (10) Volusion, LLC Provider of Wellhead Equipment, Designs, and Personnel to the Oil & Gas Industry Provider of Online Software-as-a-Service eCommerce Solutions Preferred Member Units Member Units (14) (19) (30) (30) 12/7/2016 12/7/2016 716,949 4,000,000 14.00% PIK Subtotal Affiliate Investments (30.7% of net assets at fair value) Preferred Member Units Warrants (27) 95 Secured Debt Unsecured Convertible Debt (17) 1/26/2015 11.50% 1/26/2020 17,434 17,434 17,434 5/16/2018 1/26/2015 1/26/2015 4,876,670 1,831,355 8.00% 11/16/2023 409 409 409 1/26/2025 14,000 2,576 34,419 5,990 - 23,833 $ 578,539 $ 549,214 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Non-Control/Non-Affiliate Investments (7) Acousti Engineering Company of Florida (10) ADS Tactical, Inc. (11) Interior Subcontractor Providing Acoustical Walls and Ceilings Value-Added Logistics and Supply Chain Provider to the Defense Industry American Health Staffing Group, Inc. (10) Healthcare Temporary Staffing American Nuts, LLC (10) American Teleconferencing Services, Ltd. (11) Roaster, Mixer and Packager of Bulk Nuts and Seeds Provider of Audio Conferencing and Video Collaboration Solutions ArborWorks, LLC (10) Vegetation Management Services Arrow International, Inc (10) Manufacturer and Distributor of Charitable Gaming Supplies AVEX Aviation Holdings, LLC (10) Specialty Aircraft Dealer Berry Aviation, Inc. (10) Charter Airline Services Secured Debt Preferred Member Units Preferred Member Units Binswanger Enterprises, LLC (10) Glass Repair and Installation Service Provider Secured Debt Secured Debt (9) (9) 11/2/2020 5/26/2021 10.00% (L+8.50%, Floor 1.50%) 14.00% (L+12.50%, Floor 1.50%) 11/2/2025 $ 12,111 $ 12,005 $ 12,111 11/2/2025 850 841 12,846 850 12,961 Secured Debt (9) 3/29/2021 6.75% (L+5.75%, Floor 1.00%) 3/19/2026 22,136 21,734 22,012 Secured Debt (9) 11/19/2021 7.00% (L+6.00%, Floor 1.00%) 11/19/2026 7,067 6,988 6,988 Secured Debt (9) 12/21/2018 9.00% (L+8.00%, Floor 1.00%) 4/10/2025 12,017 11,854 12,017 Secured Debt (9) (14) (17) 9/17/2021 Secured Debt (9) (14) 5/19/2016 7.50% (L+6.50%, Floor 1.00%) 7.50% (L+6.50%, Floor 1.00%) 9/9/2021 2,980 2,980 6/28/2023 14,370 Secured Debt Common Equity (9) 11/9/2021 11/9/2021 234 8.00% (L+7.00%, Floor 1.00%) 11/9/2026 32,605 Secured Debt (9) (23) 12/21/2020 12/21/2025 22,500 22,300 22,500 9.18% (L+7.93%, Floor 1.25%) Secured Debt Common Equity (9) 12/15/2021 12/15/2021 360 7.50% (L+6.50%, Floor 1.00%) 12/15/2026 13,320 13,005 360 13,365 (19) 7/6/2018 12.00% (10.50% Cash, 1.50% PIK) 1/6/2024 4,694 4,674 (8) (19) (30) 11/12/2019 122,416 16.00% PIK (14) (19) (30) 7/6/2018 1,548,387 8.00% PIK Secured Debt Member Units (9) 3/10/2017 3/10/2017 1,050,000 9.50% (L+8.50%, Floor 1.00%) 3/10/2023 12,194 96 13,706 16,686 31,873 234 32,107 168 1,671 6,513 12,107 1,050 13,157 89 431 520 31,873 234 32,107 13,005 360 13,365 4,694 208 2,487 7,389 12,194 730 12,924 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Bluestem Brands, Inc. (11) Business Description Multi-Channel Retailer of General Merchandise Brainworks Software, LLC (10) Advertising Sales and Newspaper Circulation Software Brightwood Capital Fund Investments (12) (13) Investment Partnership Burning Glass Intermediate Holding Company, Inc. (10) Provider of Skills- Based Labor Market Analytics Cadence Aerospace LLC (10) Aerostructure Manufacturing CAI Software LLC Camin Cargo Control, Inc. (11) Cenveo Corporation (11) Chisholm Energy Holdings, LLC (10) Provider of Specialized Enterprise Resource Planning Software Provider of Mission Critical Inspection, Testing and Fuel Treatment Services Provider of Digital Marketing Agency Services Oil & Gas Exploration & Production Clarius BIGS, LLC Computer Data Source, LLC (10) (10) Prints & Advertising Film Financing Third Party Maintenance Provider to the Data Center Ecosystem Construction Supply Investments, LLC (10) Distribution Platform of Specialty Construction Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt Common Stock (9) (8) 8/28/2020 10/1/2020 723,184 10.00% (L+8.50%, Floor 1.50%) 8/28/2025 5,357 5,357 1 5,358 5,337 1,515 6,852 Secured Debt (9) (14) (17) 8/12/2014 12.50% (Prime+9.25%, Floor 3.25%) 7/22/2019 7,817 7,817 4,201 LP Interests (Brightwood Capital Fund III, LP) LP Interests (Brightwood Capital Fund IV, LP) (8) (31) 7/21/2014 1.6% 7,200 4,269 (8) (31) 10/26/2016 0.6% 4,350 11,550 4,394 8,663 Secured Debt Secured Debt (9) (9) 6/14/2021 6/14/2021 6.00% (L+5.00%, Floor 1.00%) 6.00% (L+5.00%, Floor 1.00%) 6/10/2026 465 429 6/10/2028 20,134 19,803 20,232 429 19,985 20,414 Secured Debt (19) (35) 11/14/2017 9.28% Cash, 0.22% PIK 11/14/2023 28,540 28,399 26,767 Preferred Equity Preferred Equity 12/13/2021 12/13/2021 1,788,527 596,176 1,789 - 1,789 1,789 - 1,789 Secured Debt (9) 6/14/2021 7.50% (L+6.50%, Floor 1.00%) 6/4/2026 15,920 15,775 15,840 Common Stock 9/7/2018 322,907 6,183 2,852 Secured Debt (9) 5/15/2019 7.75% (L+6.25%, Floor 1.50%) 5/15/2026 2,857 2,804 2,663 Secured Debt (14) (17) (19) 9/23/2014 15.00% PIK 1/5/2015 2,756 2,756 33 Secured Debt (9) 8/6/2021 8.50% (L+7.50%, Floor 1.00%) 8/6/2026 21,681 21,234 21,234 97 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Materials to Professional Concrete and Masonry Contractors Darr Equipment LP (10) Heavy Equipment Dealer DTE Enterprises, LLC (10) Industrial Powertrain Repair and Services Dynamic Communities, LLC (10) Eastern Wholesale Fence LLC (10) Developer of Business Events and Online Community Groups Manufacturer and Distributor of Residential and Commercial Fencing Solutions EnCap Energy Fund Investments (12) (13) Investment Partnership EPIC Y-Grade Services, LP (11) NGL Transportation & Storage Event Holdco, LLC (10) Event and Learning Management Software for Healthcare Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Member Units (8) 12/29/2016 861,618 3,335 14,640 Secured Debt Warrants (19) (29) 12/26/2017 4/15/2014 915,734 12.50% (11.50% Cash, 1.00% PIK) 6/22/2023 12/23/2023 4,685 4,685 474 5,159 4,227 160 4,387 Secured Debt Class AA Preferred Member Units (non- voting) Class A Preferred Member Units (9) 4/13/2018 9.50% (L+8.00%, Floor 1.50%) 4/13/2023 9,324 9,259 8,884 (8) (19) 4/13/2018 10.00% PIK (14) (19) 4/13/2018 776,316 8.00% PIK 1,051 776 11,086 1,051 320 10,255 Secured Debt (9) 7/17/2018 9.50% (L+8.50%, Floor 1.00%) 7/17/2023 5,681 5,638 5,569 Secured Debt (9) 11/19/2020 8.00%, (L+7.00%, Floor 1.00%) 10/30/2025 31,810 31,238 31,810 LP Interests (EnCap Energy Capital Fund VIII, L.P.) LP Interests (EnCap Energy Capital Fund VIII Co- Investors, L.P.) LP Interests (EnCap Energy Capital Fund IX, L.P.) LP Interests (EnCap Energy Capital Fund X, L.P.) LP Interests (EnCap Flatrock Midstream Fund II, L.P.) LP Interests (EnCap Flatrock Midstream Fund III, L.P.) (8) (31) 1/22/2015 0.1% 3,745 1,599 (31) 1/21/2015 0.4% 2,097 777 (8) (31) 1/22/2015 0.1% 4,047 2,284 (8) (31) 3/25/2015 0.1% 8,443 8,276 (31) 3/30/2015 0.8% 6,582 2,796 (8) (31) 3/27/2015 0.2% 6,082 30,996 5,064 20,796 Secured Debt (9) 6/22/2018 7.00% (L+6.00%, Floor 1.00%) 6/30/2027 6,892 6,819 5,862 98 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Flip Electronics LLC (10) Fortna Acquisition Co., Inc. (10) Business Description Organizations and Systems Distributor of Hard-to- Find and Obsolete Electronic Components Process, Physical Distribution and Logistics Consulting Services Fuse, LLC (11) Cable Networks Operator GeoStabilization International (GSI) (11) GoWireless Holdings, Inc. (11) Geohazard Engineering Services & Maintenance Provider of Wireless Telecommunications Carrier Services Grupo Hima San Pablo, Inc. (11) Tertiary Care Hospitals GS HVAM Intermediate, LLC (10) Specialized Food Distributor GS Operating, LLC (10) Distributor of Industrial and Specialty Parts HDC/HW Intermediate Holdings (10) Managed Services and Hosting Provider Heartland Dental, LLC (10) Dental Support Organization HOWLCO LLC (11) (13) (21) Provider of Accounting and Business Development Software to Real Estate End Markets Hybrid Promotions, LLC (10) Wholesaler of Licensed, Branded and Private Label Apparel Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt (9)(30) 12/22/2021 8.00% (L+7.00%, Floor 1.00%) 12/22/2026 51,692 51,135 51,135 Secured Debt (9) (33) 1/4/2021 9.09% (L+8.09%, Floor 1.00%) 1/2/2026 5,400 5,304 5,287 Secured Debt 7/23/2019 5.09% (L+5.00%) 4/8/2025 7,595 7,525 7,595 Secured Debt Common Stock 6/30/2019 6/30/2019 10,429 12.00% 6/28/2024 1,810 1,810 256 2,066 1,672 - 1,672 Secured Debt 1/2/2019 5.35% (L+5.25%) 12/19/2025 20,710 20,615 20,606 Secured Debt (9) 1/10/2018 7.50% (L+6.50%, Floor 1.00%) 12/22/2024 18,534 18,440 18,576 Secured Debt Secured Debt Secured Debt (9) (14) (17) (14) (17) (17) 3/7/2013 3/7/2013 3/7/2013 9.25% (L+7.00%, Floor 1.50%) 13.75% 12.00% 4/30/2019 10/15/2018 12/24/2021 4,504 2,055 147 4,504 2,040 147 6,691 1,269 49 147 1,465 Secured Debt (9) 10/18/2019 6.75% (L+5.75%, Floor 1.00%) 10/2/2024 13,243 13,167 13,243 Secured Debt (9) 2/24/2020 8.00% (L+6.50%, Floor 1.50%) 2/24/2025 28,451 28,068 28,451 Secured Debt (9) 12/21/2018 8.50% (L+7.50%, Floor 1.00%) 12/21/2023 3,449 3,419 3,059 Secured Debt (9) 9/9/2020 7.50% (L+6.50%, Floor 1.00%) 4/30/2025 14,813 14,477 14,887 Secured Debt (9) 8/19/2021 7.00% (L+6.00%, Floor 1.00%) 10/23/2026 25,546 25,546 25,546 99 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units IG Parent Corporation (11) Software Engineering Implus Footcare, LLC Independent Pet Partners Intermediate Holdings, LLC (10) (10) Provider of Footwear and Related Accessories Omnichannel Retailer of Specialty Pet Products Industrial Services Acquisition, LLC (10) Industrial Cleaning Services Infolinks Media Buyco, LLC (10) Exclusive Placement Provider to the Advertising Ecosystem Interface Security Systems, L.L.C (10) Commercial Security & Alarm Services Intermedia Holdings, Inc. (11) Unified Communications as a Service Invincible Boat Company, LLC. (10) Manufacturer of Sport Fishing Boats INW Manufacturing, LLC (11) Isagenix International, LLC (11) Manufacturer of Nutrition and Wellness Products Direct Marketer of Health & Wellness Products Jackmont Hospitality, Inc. (10) Franchisee of Casual Dining Restaurants Secured Debt (9) 6/30/2021 Secured Debt (9) 7/30/2021 Rate 9.25% (L+8.25%, Floor 1.00%) 6.75% (L+5.75%, Floor 1.00%) Maturity Date Principal (4) Cost (4) Fair Value (18) 6/30/2026 7,088 6,957 7,028 7/30/2026 9,591 9,419 9,419 Secured Debt (9) 6/1/2017 8.75% (L+7.75%, Floor 1.00%) 4/30/2024 18,702 18,471 17,743 (36) (19) (19) Secured Debt Secured Debt Preferred Stock (non-voting) Preferred Stock (non-voting) Member Units 8/20/2020 12/10/2020 12/10/2020 12/10/2020 11/20/2018 1,558,333 7.20% 6.00% PIK 6.00% PIK 12/22/2022 11/20/2023 6,563 17,891 6,563 16,861 3,235 - 1,558 28,217 6,563 16,861 4,329 - - 27,753 Secured Debt Preferred Member Units Preferred Member Units Member Units (9) 8/13/2021 (8) (19) (30) 1/31/2018 (8) (19) (30) (30) 5/17/2019 6/17/2016 7.75% (L+6.75%, Floor 1.00%) 8/13/2026 19,897 19,490 19,490 144 80 900 10.00% PIK 20.00% PIK 120 81 900 20,591 164 99 730 20,483 Secured Debt (9) 11/1/2021 7.00% (L+6.00%, Floor 1.00%) 11/1/2026 8,680 8,487 8,487 Secured Debt (9) 12/9/2021 Secured Debt (9) (14) (19) 8/7/2019 11.75% (L+10.00%, Floor 1.75%) 9.75% (8.75% Cash, 1.00% PIK) (1.00% PIK + L+7.00%, Floor 1.75%) 8/7/2023 525 525 525 8/7/2023 7,313 7,237 7,762 5,233 5,758 Secured Debt (9) 8/3/2018 7.00% (L+6.00%, Floor 1.00%) 7/19/2025 20,627 20,559 20,527 Secured Debt (9) 8/28/2019 8.00% (L+6.50%, Floor 1.50%) 8/28/2025 17,510 17,354 17,510 Secured Debt (9) 5/19/2021 6.50% (L+5.75%, Floor 0.75%) 3/25/2027 7,406 7,205 7,258 Secured Debt (9) 6/21/2018 6.75% (L+5.75%, Floor 1.00%) 6/14/2025 5,158 5,135 3,865 100 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Secured Debt Preferred Equity (9) 5/26/2015 11/8/2021 2,826,667 Rate 8.00% (L+7.00%, Floor 1.00%) Joerns Healthcare, LLC (11) JTI Electrical & Mechanical, LLC (10) Klein Hersh, LLC (10) Manufacturer and Distributor of Health Care Equipment & Supplies Electrical, Mechanical and Automation Services Executive and C-Suite Placement for the Life Sciences and Healthcare Industries KMS, LLC (10) Wholesaler of Closeout and Value-priced Products Kore Wireless Group Inc. (11) (13) Mission Critical Software Platform Laredo Energy, LLC (10) Oil & Gas Exploration & Production LaserAway Intermediate Holdings II, LLC (11) Aesthetic Dermatology Service Provider Lightbox Holdings, L.P. (11) Provider of Commercial Real Estate Software LKCM Headwater Investments I, L.P. (12) (13) Investment Partnership LL Management, Inc. LLFlex, LLC (10) (10) Logix Acquisition Company, LLC (10) Medical Transportation Service Provider Provider of Metal- Based Laminates Competitive Local Exchange Carrier Looking Glass Investments, LLC (12) (13) Specialty Consumer Finance Secured Debt Secured Debt Common Stock (9) (19) 8/21/2019 11/15/2021 8/21/2019 472,579 7.00% (L+6.00%, Floor 1.00%) 15.00% PIK 8/21/2024 11/8/2022 4,034 1,000 Secured Debt Common Equity (9) 12/22/2021 12/22/2021 1,684,211 7.00% (L+6.00%, Floor 1.00%) 12/22/2026 37,895 Maturity Date Principal (4) Cost (4) Fair Value (18) 11/4/2024 2,100 2,100 314 2,414 3,989 1,004 4,429 9,422 2,100 314 2,414 3,658 1,004 - 4,662 36,972 1,684 38,656 36,972 1,684 38,656 Secured Debt (9) 11/13/2020 7.75% (L+7.00%, Floor 0.75%) 11/13/2025 43,321 42,342 43,278 Secured Debt (9) 10/4/2021 8.25% (L+7.25%, Floor 1.00%) 10/4/2026 7,581 7,415 7,415 Secured Debt 12/31/2018 5.72% (L+5.50%) 12/20/2024 11,415 11,345 11,400 Member Units 5/4/2020 1,155,952 11,560 9,659 Secured Debt (9) 10/18/2021 6.50% (L+5.75%, Floor 0.75%) 10/14/2027 4,130 4,050 4,115 Secured Debt 5/23/2019 5.22% (L+5.00%) 5/9/2026 14,625 14,460 14,442 LP Interests (8) (31) 1/25/2013 2.3% 1,746 2,541 Secured Debt (9) 5/2/2019 8.25% (L+7.25%, Floor 1.00%) 9/25/2023 17,438 17,309 17,438 Secured Debt (9) 8/16/2021 10.00% (L+9.00%, Floor 1.00%) 8/16/2026 4,478 4,382 4,382 Secured Debt (9) 1/8/2018 6.75% (L+5.75%, Floor 1.00%) 12/22/2024 25,850 24,605 24,428 101 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Member Units Investment Date (24) 7/1/2015 Shares/Units 3 Rate Maturity Date Principal (4) Cost (4) 125 Fair Value (18) 25 Mac Lean-Fogg Company (10) Manufacturer and Supplier for Auto and Power Markets Mako Steel, LP (10) Self-Storage Design & Construction MB2 Dental Solutions, LLC (11) Dental Partnership Organization Mills Fleet Farm Group, LLC (10) NBG Acquisition Inc NinjaTrader, LLC NNE Partners, LLC (11) (10) (10) Omnichannel Retailer of Work, Farm and Lifestyle Merchandise Wholesaler of Home Décor Products Operator of Futures Trading Platform Oil & Gas Exploration & Production Northstar Group Services, Inc (11) Commercial & Industrial Services NTM Acquisition Corp. (11) Provider of B2B Travel Information Content NWN Corporation (10) Ospemifene Royalty Sub LLC (10) OVG Business Services, LLC (10) Value Added Reseller and Provider of Managed Services to a Diverse Set of Industries Estrogen-Deficiency Drug Manufacturer and Distributor Venue Management Services Secured Debt (9) 4/22/2019 Preferred Stock (19) 10/1/2019 5.88% (L+5.25%, Floor 0.625%) 13.75% (4.50% Cash, 9.25% PIK) 12/22/2025 17,080 16,995 1,920 18,915 17,080 1,920 19,000 Secured Debt (9) 3/15/2021 8.00% (L+7.25%, Floor 0.75%) 3/13/2026 17,589 17,267 17,589 Secured Debt (9) 1/28/2021 7.00% (L+6.00%, Floor 1.00%) 1/29/2027 11,682 11,531 11,682 Secured Debt (9) 10/24/2018 7.25% (L+6.25%, Floor 1.00%) 10/24/2024 17,781 17,563 17,781 Secured Debt (9) 4/28/2017 6.50% (L+5.50%, Floor 1.00%) 4/26/2024 3,987 3,961 2,758 Secured Debt (9) 12/18/2019 7.25% (L+6.25%, Floor 1.00%) 12/18/2024 31,425 30,837 31,368 Secured Debt (19) 3/2/2017 9.37% (4.87% Cash, 4.50% PIK) (4.50% PIK + L+4.75%) 12/31/2023 24,781 24,709 23,154 Secured Debt (9) 11/1/2021 6.50% (L+5.50%, Floor 1.00%) 11/12/2026 10,000 9,952 10,034 Secured Debt (9) (19) 7/12/2016 8.25% (7.25% Cash, 1.00% PIK) (1.00%PIK + L+6.25%, Floor 1.00%) 6/7/2024 4,598 4,598 4,552 Secured Debt (9) 5/7/2021 7.50% (L+6.50%, Floor 1.00%) 5/7/2026 42,972 42,108 42,323 Secured Debt (14) 7/8/2013 11.50% 11/15/2026 4,562 4,562 112 Secured Debt (9) 11/29/2021 7.25% (L+6.25%, Floor 1.00%) 11/19/2028 14,000 13,861 13,861 102 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Project Eagle Holdings, LLC PT Network, LLC RA Outdoors LLC Research Now Group, Inc. and Survey Sampling International, LLC RM Bidder, LLC (10) (10) (10) (11) (10) Business Description Provider of Secure Business Collaboration Software Provider of Outpatient Physical Therapy and Sports Medicine Services Software Solutions Provider for Outdoor Activity Management Provider of Outsourced Online Surveying Scripted and Unscripted TV and Digital Programming Provider Roof Opco, LLC (10) Residential Re- Roofing/Repair RTIC Subsidiary Holdings, LLC (10) Rug Doctor, LLC. (10) Direct-To-Consumer eCommerce Provider of Outdoor Products Carpet Cleaning Products and Machinery Salient Partners L.P. (11) Provider of Asset Management Services Savers, Inc. SIB Holdings, LLC (11) (10) For-Profit Thrift Retailer Provider of Cost Reduction Services South Coast Terminals Holdings, LLC (10) Specialty Toll Chemical Manufacturer Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt (9) 7/6/2020 7.75% (L+6.75%, Floor 1.00%) 7/6/2026 29,738 29,151 29,714 Secured Debt Common Stock (9) (19) 10/12/2017 1/1/2020 2 8.50% (6.50% Cash, 2.00% PIK) (2.00% PIK + L+5.50%, Floor 1.00%) 11/30/2023 8,889 8,889 - 8,889 8,889 80 8,969 Secured Debt (9) 4/8/2021 7.75% (L+6.75%, Floor 1.00%) 4/8/2026 19,374 19,193 18,352 Secured Debt (9) 12/29/2017 6.50% (L+5.50%, Floor 1.00%) 12/20/2024 20,124 19,789 19,899 Member Units Warrants (26) 11/12/2015 11/12/2015 2,779 187,161 10/20/2025 46 425 471 26 - 26 Secured Debt (9) 8/27/2021 7.00% (L+6.00%, Floor 1.00%) 8/27/2026 2,800 2,704 2,704 Secured Debt (9) 9/1/2020 9.00% (L+7.75%, Floor 1.25%) 9/1/2025 18,191 17,997 18,191 Secured Debt (9) 7/16/2021 7.25% (L+6.25%, Floor 1.00%) 11/16/2024 11,145 10,902 10,902 Secured Debt Secured Debt (9) (9) 8/31/2018 9/30/2021 7.00% (L+6.00%, Floor 1.00%) 6.00% (L+5.00%, Floor 1.00%) 10/30/2022 6,251 6,247 10/30/2022 1,250 1,250 7,497 4,063 2,435 6,498 Secured Debt (9) 5/14/2021 6.25% (L+5.50%, Floor 0.75%) 4/26/2028 11,400 11,295 11,386 Secured Debt Common Equity (9) 10/29/2021 10/29/2021 95,238 7.00% (L+6.00%, Floor 1.00%) 10/29/2026 6,282 6,134 200 6,334 6,145 200 6,345 103 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Business Description Staples Canada ULC (10) (13) (21) Office Supplies Retailer Stellant Systems, Inc. (11) Manufacturer of Traveling Wave Tubes and Vacuum Electronic Devices Student Resource Center, LLC (10) Higher Education Services Tacala Investment Corp. (34) Quick Service Restaurant Group Team Public Choices, LLC (11) Tectonic Financial, LLC Tex Tech Tennis, LLC U.S. TelePacific Corp. USA DeBusk LLC Veregy Consolidated, Inc. Vida Capital, Inc Vistar Media, Inc. (10) (11) (10) (11) (11) (10) VORTEQ Coil Finishers, LLC (10) Home-Based Care Employment Service Provider Financial Services Organization Sporting Goods & Textiles Provider of Communications and Managed Services Provider of Industrial Cleaning Services Energy Service Company Alternative Asset Manager Operator of Digital Out- of-Home Advertising Platform Specialty Coating of Aluminum and Light- Gauge Steel Type of Investment (2) (3) (15) Secured Debt Common Equity (9) Investment Date (24) 12/10/2021 12/10/2021 Shares/Units 863,636 Rate 7.25% (L+6.25%, Floor 1.00%) Maturity Date Principal (4) Cost (4) Fair Value (18) 12/13/2026 50,704 49,589 864 50,453 49,589 864 50,453 Secured Debt (9) (22) 9/14/2017 8.00% (L+7.00%, Floor 1.00%) 9/12/2024 16,116 16,039 15,620 Secured Debt (9) 1/0/1900 6.25% (L+5.50%, Floor 0.75%) 10/1/2028 7,700 7,625 7,700 Secured Debt (9) 6/25/2021 9.00% (L+8.00%, Floor 1.00%) 6/25/2026 10,969 10,753 10,826 Secured Debt (9) 3/19/2021 4.25% (L+3.50%, Floor 0.75%) 2/5/2027 1,995 1,995 1,994 Secured Debt (9) 12/22/2020 6.00% (L+5.00%, Floor 1.00%) 12/18/2027 15,109 14,778 15,071 Common Stock (8) 5/15/2017 200,000 2,000 4,650 Common Stock (30) 7/7/2021 1,000,000 1,000 1,000 Secured Debt (9) 5/17/2017 7.00% (L+6.00%, Floor 1.00%) 5/2/2023 17,088 16,985 12,917 Secured Debt (9) 10/22/2019 6.75% (L+5.75%, Floor 1.00%) 9/8/2026 37,281 36,510 37,281 Secured Debt Secured Debt (9) (9) 11/9/2020 11/9/2020 6.25% (L+5.25, Floor 1.00%) 7.00% (L+6.00%, Floor 1.00%) 11/3/2025 5,875 5,111 11/3/2027 14,888 14,524 19,635 5,111 14,925 20,036 Secured Debt 10/10/2019 6.10% (L+6.00%) 10/1/2026 17,089 16,905 15,850 Preferred Stock 4/3/2019 70,207 767 1,726 Secured Debt Common Equity (9) 11/30/2021 11/30/2021 1,038,462 8.50% (L+7.50%, Floor 1.00%) 11/30/2026 25,962 25,450 1,038 26,488 25,450 1,038 26,488 104 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) Portfolio Company (1) (20) Wahoo Fitness Acquisition L.L.C. Wall Street Prep, Inc. Watterson Brands, LLC Winter Services LLC Xenon Arc, Inc. (11) (10) (10) (10) (10) Business Description Fitness Training Equipment Provider Financial Training Services Facility Management Services Provider of Snow Removal and Ice Management Services Tech-enabled Distribution Services to Chemicals and Food Ingredients Primary Producers YS Garments, LLC (11) Designer and Provider of Branded Activewear Subtotal Non-Control/Non-Affiliate Investments (85.2% of net assets at fair value) Total Portfolio Investments,December 31, 2021 (199.2% of net assets at fair value) Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt (9) 8/17/2021 6.75% (L+5.75%, Floor 1.00%) 8/12/2028 15,000 14,569 14,916 Secured Debt Common Stock (9) 7/19/2021 7/19/2021 400,000 8.00% (L+7.00%, Floor 1.00%) 7/19/2026 4,373 4,288 400 4,688 4,285 400 4,685 Secured Debt (9) 12/17/2021 7.25% (L+6.25%, Floor 1.00%) 12/17/2026 25,876 25,267 25,267 Secured Debt (9) 11/19/2021 8.00% (L+7.00%, Floor 1.00%) 11/19/2026 10,278 10,018 10,061 Secured Debt (9) 12/17/2021 6.75% (L+6.00%, Floor 0.75%) 12/17/2026 38,600 37,423 37,423 Secured Debt (9) 8/22/2018 6.50% (L+5.50%, Floor 1.00%) 8/9/2024 13,034 12,967 12,578 $ 1,573,110 $ 3,259,246 $ $ 1,523,360 3,561,831 105 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) (1) (2) (3) (4) (5) (6) (7) (8) (9) (10) (11) (12) (13) (14) (15) (16) (17) (18) (19) (20) (21) (22) (23) All investments are Lower Middle Market portfolio investments, unless otherwise noted. See Note C for a description of Lower Middle Market portfolio investments. All of the Company’s investments, unless otherwise noted, are encumbered either as security for the Company’s Credit Facility or in support of the SBA-guaranteed debentures issued by the Funds. Debt investments are income producing, unless otherwise noted. Equity and warrants are non-income producing, unless otherwise noted. See Note C and Schedule 12-14 for a summary of geographic location of portfolio companies. Principal is net of repayments. Cost is net of repayments and accumulated unearned income. Control investments are defined by the 1940 Act, as investments in which more than 25% of the voting securities are owned or where the ability to nominate greater than 50% of the board representation is maintained. Affiliate investments are defined by the 1940 Act as investments in which between 5% and 25% (inclusive) of the voting securities are owned and the investments are not classified as Control investments. Non-Control/Non-Affiliate investments are defined by the 1940 Act as investments that are neither Control investments nor Affiliate investments. Income producing through dividends or distributions. Index based floating interest rate is subject to contractual minimum interest rate. A majority of the variable rate loans in the Company’s investment portfolio bear interest at a rate that may be determined by reference to either LIBOR or an alternate Base Rate (commonly based on the Federal Funds Rate or the Prime Rate), which typically resets semi-annually, quarterly, or monthly at the borrower’s option. The borrower may also elect to have multiple interest reset periods for each loan. For each such loan, the Company has provided the weighted average annual stated interest rate in effect at December 31, 2021. As noted in this schedule, 67% of the loans (based on the par amount) contain LIBOR floors which range between 0.50% and 2.00%, with a weighted-average LIBOR floor of approximately 1.06%. Private Loan portfolio investment. See Note C for a description of Private Loan portfolio investments. Middle Market portfolio investment. See Note C for a description of Middle Market portfolio investments. Other Portfolio investment. See Note C for a description of Other Portfolio investments. Investment is not a qualifying asset as defined under Section 55(a) of the 1940 Act. Qualifying assets must represent at least 70% of total assets at the time of acquisition of any additional non-qualifying assets. Non-accrual and non-income producing investment. All of the Company’s portfolio investments are generally subject to restrictions on resale as “restricted securities.” External Investment Manager. Investment is not encumbered as security for the Company's Credit Facility or in support of the SBA-guaranteed debentures issued by the Funds. Maturity date is under on-going negotiations with the portfolio company and other lenders, if applicable. Investment fair value was determined using significant unobservable inputs, unless otherwise noted. See Note C for further discussion. PIK interest income and cumulative dividend income represent income not paid currently in cash. All portfolio company headquarters are based in the United States, unless otherwise noted. Portfolio company headquarters are located outside of the United States. In connection with the Company's debt investment in Staples Canada ULC and in an attempt to mitigate any potential adverse change in foreign exchange rates during the term of the Company's investment, the Company maintains a forward foreign currency contract with Cadence Bank to lend $21.4 million Canadian Dollars and receive $16.9 million U.S. Dollars with a settlement date of September 14, 2022. The unrealized depreciation on the forward foreign currency contract was not significant as of December 31, 2021. The Company has entered into an intercreditor agreement that entitles the Company to the "last out" tranche of the first lien secured loans, whereby the "first out" tranche will receive priority as to the "last out" tranche with 106 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2021 (dollars in thousands) (24) (25) (26) (27) (28) (29) (30) (31) (32) (33) (34) (35) (36) respect to payments of principal, interest, and any other amounts due thereunder. Therefore, the Company receives a higher interest rate than the contractual stated interest rate of LIBOR plus 7.25% (Floor 1.25%) per the credit agreement and the Consolidated Schedule of Investments above reflects such higher rate. Investment date represents the date of initial investment in the security position. Warrants are presented in equivalent shares with a strike price of $10.92 per share. Warrants are presented in equivalent units with a strike price of $14.28 per unit. Warrants are presented in equivalent shares/units with a strike price of $0.01 per share/unit. Warrants are presented in equivalent shares with a strike price of $0.001 per share. Warrants are presented in equivalent units with a strike price of $1.50 per unit. Shares/Units represent ownership in an underlying Real Estate or HoldCo entity. Investment is not unitized. Presentation is made in percent of fully diluted ownership unless otherwise indicated. Portfolio company is in a bankruptcy process and, as such, the maturity date of our debt investment in this portfolio company will not be finally determined until such process is complete. As noted in footnote (14), our debt investment in this portfolio company is on non-accrual status. The Company has entered into an intercreditor agreement that entitles the Company to the "last out" tranche of the first lien secured loans, whereby the "first out" tranche will receive priority as to the "last out" tranche with respect to payments of principal, interest, and any other amounts due thereunder. Therefore, the Company receives a higher interest rate than the contractual stated interest rate of LIBOR plus 7.96% (Floor 1.00%) per the credit agreement and the Consolidated Schedule of Investments above reflects such higher rate. Short-term portfolio investments. See Note C for a description of short-term portfolio investments. The security has an effective contractual interest rate of 2.00% PIK + L+6.50%, Floor 1.00%, but the issuer may, in its discretion, elect to pay the PIK interest in cash. The rate presented represents the effective current yield based on actual payments received during the period. Delayed draw term loan facility permits the borrower to make an interest rate election on each new tranche of borrowings under the facility. The rate presented represents a weighted-average rate for borrowings under the facility. As of December 31, 2021, borrowings under the loan facility bear interest at L+6.00% or Prime+5.00%. 107 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Control Investments (5) ASC Interests, LLC Recreational and Educational Shooting Facility Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt Member Units 8/1/2013 8/1/2013 1,500 13.00% 7/31/2022 $ 1,750 $ $ 1,715 1,500 3,215 1,715 1,120 2,835 Analytical Systems Keco, LLC Manufacturer of Liquid and Gas Analyzers ATS Workholding, LLC (10) Manufacturer of Machine Cutting Tools and Accessories Project BarFly, LLC (10) Casual Restaurant Group Bolder Panther Group, LLC Consumer Goods and Fuel Retailer Bond-Coat, Inc. Brewer Crane Holdings, LLC Casing and Tubing Coating Services Provider of Crane Rental and Operating Services Bridge Capital Solutions Corporation Financial Services and Cash Flow Solutions Provider Secured Debt Preferred Member Units Warrants (9) (27) 8/16/2019 8/16/2019 8/16/2019 12.00% (L+10.00%, Floor 2.00%) 8/16/2024 5,155 4,874 3,200 420 8/16/2029 3,200 316 8,390 Secured Debt Preferred Member Units (14) 11/16/2017 11/16/2017 3,725,862 5.00% 11/16/2021 4,982 4,824 Secured Debt Member Units 10/15/2020 10/26/2020 37 7.00% 10/31/2024 343 4,874 3,200 10 8,084 3,347 - 3,347 343 1,584 1,927 3,726 8,550 343 1,584 1,927 Secured Debt Class A Preferred Member Units Class B Preferred Member Units (9) (30) (30) 12/31/2020 12/31/2020 12/31/2020 10.50% (L+9.00%, Floor 1.50%) 14.00% 140,000 8.00% 12/31/2025 27,500 27,225 27,225 10,194 10,194 14,000 51,419 14,000 51,419 Common Stock 12/28/2012 57,508 6,350 2,040 Secured Debt Preferred Member Units (9) (8) Secured Debt Warrants Secured Debt Preferred Member Units (27) (30) (8) (30) 1/9/2018 1/9/2018 7/25/2016 7/25/2016 7/25/2016 7/25/2016 2,950 82 17,742 11.00% (L+10.00%, Floor 1.00%) 1/9/2023 8,556 8,513 8,513 13.00% 13.00% 12/11/2024 7/25/2026 12/11/2024 8,813 1,000 4,280 12,793 5,850 14,363 8,403 2,132 998 1,000 12,533 8,403 3,220 998 1,000 13,621 Café Brazil, LLC Casual Restaurant Group Member Units (8) 6/9/2006 1,233 1,742 2,030 108 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) California Splendor Holdings LLC Business Description Processor of Frozen Fruits CBT Nuggets, LLC Centre Technologies Holdings, LLC Produces and Sells IT Training Certification Videos Provider of IT Hardware Services and Software Solutions Chamberlin Holding LLC Roofing and Waterproofing Specialty Contractor Charps, LLC Pipeline Maintenance and Construction Clad-Rex Steel, LLC Specialty Manufacturer of Vinyl-Clad Metal CMS Minerals Investments Cody Pools, Inc. Oil & Gas Exploration & Production Designer of Residential and Commercial Pools CompareNetworks Topco, LLC Internet Publishing and Web Search Portals Type of Investment (2) (3) (15) Secured Debt Secured Debt Preferred Member Units Preferred Member Units (9) (9) (8) (8) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) 3/30/2018 3/30/2018 7/31/2019 3/30/2018 6,725 6,157 9.00% (L+8.00%, Floor 1.00%) 11.00% (L+10.00%, Floor 1.00%) 3/30/2023 8,100 8,014 8,043 3/30/2023 28,000 27,854 27,789 8,255 10,775 54,898 8,255 6,241 50,328 Member Units (8) 6/1/2006 416 1,300 46,080 Secured Debt Preferred Member Units (9) Secured Debt Member Units Member Units (9) (8) (8) (30) Unsecured Debt Secured Debt Preferred Member Units (19) (8) Secured Debt Member Units Secured Debt Member Units (9) (8) (30) (30) 1/4/2019 1/4/2019 2/26/2018 2/26/2018 11/2/2018 8/26/2020 6/5/2019 2/3/2017 12/20/2016 12/20/2016 12/20/2016 12/20/2016 12,696 4,347 1,047,146 1,600 717 800 12.00% (L+10.00%, Floor 2.00%) 1/4/2024 11,628 11,549 9.00% (L+8.00%, Floor 1.00%) 2/26/2023 15,212 10.00% (8.67% Cash, 1.33% PIK) 15.00% 1/31/2024 6/5/2022 9,388 669 5,840 17,389 15,136 11,440 1,322 27,898 7,641 669 400 8,710 10.50% (L+9.50%, Floor 1.00%) 12/20/2021 10.00% 12/20/2036 10,880 1,111 10,853 7,280 1,100 210 19,443 11,549 6,160 17,709 15,212 28,070 1,270 44,552 8,475 669 10,520 19,664 10,853 8,610 1,100 530 21,093 Member Units (30) 4/1/2016 100 2,179 1,624 Secured Debt Preferred Member Units (9) Secured Debt (9) 3/6/2020 3/6/2020 1/29/2019 109 12.25% (L+10.50%, Floor 1.75%) 3/6/2025 14,216 14,092 587 8,317 22,409 14,216 14,940 29,156 12.00% (L+11.00%, Floor 1.00%) 1/29/2024 7,954 7,910 7,953 Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Preferred Member Units (8) Copper Trail Fund Investments (12) (13) Investment Partnership LP Interests (CTMH, LP) (31) 7/17/2017 Datacom, LLC Technology and Telecommunications Provider MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) 1/29/2019 1,975 38.8% - 6,453 3,857 1,975 9,885 6,780 14,733 747 747 8.00% 10.50% PIK 5/31/2021 5/31/2021 1,800 12,507 1,800 12,475 1,294 6,030 21,599 11.00% (L+10.00%, Floor 1.00%) 4/1/2023 18,173 18,077 9,501 27,578 1,615 10,531 - - 12,146 18,077 9,835 27,912 (14) (14) (19) Secured Debt Secured Debt Class A Preferred Member Units Class B Preferred Member Units Secured Debt Preferred Member Units (9) (8) 5/30/2014 5/30/2014 5/30/2014 5/30/2014 4/1/2018 4/1/2018 Secured Debt Preferred Stock (9) 2/13/2018 2/13/2018 8,400 12.00% (L+11.00%, Floor 1.00%) 2/13/2023 15,090 Secured Debt Member Units (9) (8) 6/24/2016 6/24/2016 8,619 9.00% (L+7.00%, Floor 2.00%) 6/24/2021 19,838 7/15/2013 Secured Debt Member Units (9) 7/15/2013 1,200 9.00% (L+8.00%, Floor 1.00%, Ceiling 1.50%) 1/31/2021 4,519 Secured Debt Member Units (8) 12/19/2014 12/19/2014 5,879 7.15% (L+7.00%) 12/31/2023 16,775 15,007 8,400 23,407 15,007 19,380 34,387 19,807 14,844 34,651 19,838 52,490 72,328 4,519 1,200 5,719 16,775 13,065 29,840 4,519 1,410 5,929 16,775 44,900 61,675 Member Units (8) 8/31/2007 438 2,980 4,510 Secured Debt (9) (17) (19) 9/29/2017 110 10.50% (5.25% Cash, 5.25% PIK) 9/30/2020 250 250 250 Digital Products Holdings LLC Designer and Distributor of Consumer Electronics Direct Marketing Solutions, Inc. Provider of Omni- Channel Direct Marketing Services Gamber-Johnson Holdings, LLC ("GJH") Manufacturer of Ruggedized Computer Mounting Systems Garreco, LLC GRT Rubber Technologies LLC ("GRT") Gulf Manufacturing, LLC Gulf Publishing Holdings, LLC Manufacturer and Supplier of Dental Products Manufacturer of Engineered Rubber Products Manufacturer of Specialty Fabricated Industrial Piping Products Energy Industry Focused Media and Publishing MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Harris Preston Fund Investments (12) (13) Investment Partnership Harrison Hydra-Gen, Ltd. Manufacturer of Hydraulic Generators Jensen Jewelers of Idaho, LLC Retail Jewelry Store J&J Services, Inc. KBK Industries, LLC Provider of Dumpster and Portable Toilet Rental Services Manufacturer of Specialty Oilfield and Industrial Products Kickhaefer Manufacturing Company, LLC Precision Metal Parts Manufacturing Market Force Information, LLC Provider of Customer Experience Management Services MH Corbin Holding LLC Manufacturer and Distributor of Traffic Safety Products MSC Adviser I, LLC (16) Third Party Investment Advisory Services Mystic Logistics Holdings, LLC Logistics and Distribution Services Secured Debt Member Units (19) 4/29/2016 4/29/2016 3,681 LP Interests (2717 MH, L.P.) LP Interests (2717 HPP-MS, L.P.) (31) (31) 10/1/2017 12/28/2020 49.3% 49.3% Rate (L+9.50%, Floor 1.00%) 12.50% (6.25% Cash, 6.25% PIK) Maturity Date Principal (4) Cost (4) Fair Value (18) 4/29/2021 13,147 13,135 3,681 17,066 2,599 250 2,849 12,044 - 12,294 2,702 250 2,952 Common Stock (8) 6/4/2010 107,456 718 5,450 11/14/2006 Secured Debt Member Units (9) (8) 11/14/2006 627 10.00% (Prime+6.75%, Floor 2.00%) 11/14/2023 3,400 Secured Debt Preferred Stock 10/31/2019 10/31/2019 2,814 11.50% 10/31/2024 12,800 3,374 811 4,185 12,697 7,085 19,782 3,400 7,620 11,020 12,800 12,680 25,480 Member Units (8) 1/23/2006 325 783 13,200 Secured Debt Member Units Secured Debt Member Units (8) (30) 10/31/2018 10/31/2018 10/31/2018 10/31/2018 581 800 11.50% 9.00% 10/31/2023 10/31/2048 22,415 3,948 22,269 12,240 3,909 992 39,410 Secured Debt Secured Debt Member Units (9) (14) (19) (19) Secured Debt Preferred Member Units Preferred Member Units 7/28/2017 7/28/2017 7/28/2017 8/31/2015 3/15/2019 9/1/2015 743,921 66,000 4,000 12.00% (L+11.00%, Floor 1.00%) 12.00% PIK 7/28/2023 7/28/2023 1,600 26,079 1,600 25,952 16,642 44,194 13.00% (10.00% Cash, 3.00% PIK) 3/31/2022 8,570 8,527 4,400 6,000 18,927 22,269 12,240 3,909 1,160 39,578 1,600 13,562 - 15,162 8,280 2,370 - 10,650 Member Units (8) (31) 11/22/2013 29,500 116,760 111 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Type of Investment (2) (3) (15) Business Description Provider for Large Volume Mailers Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt Common Stock (8) 8/18/2014 8/18/2014 5,873 12.00% 1/17/2022 6,733 6,723 2,720 9,443 6,723 8,990 15,713 Member Units (8) 1/31/2008 2,955 2,975 16,100 Secured Debt Preferred Member Units 12/31/2020 12/31/2020 6,500 12.00% 12/31/2025 10,500 10,395 6,500 16,895 Secured Debt Preferred Member Units (8) 2/28/2018 2/28/2018 86,400,000 11.00% 2/28/2023 17,097 17,016 Secured Debt Warrants Member Units (27) (8) 9/8/2011 9/8/2011 9/8/2011 251,723 1,454,167 9.00% 6/8/2022 6/8/2027 5,620 NRP Jones, LLC Manufacturer of Hoses, Fittings and Assemblies Secured Debt Member Units (8) 12/21/2017 12/22/2011 65,962 12.00% 3/20/2023 2,080 6,880 23,896 5,572 252 765 6,589 2,080 3,717 5,797 10,395 6,500 16,895 16,726 1,470 18,196 5,620 1,490 5,600 12,710 2,080 2,821 4,901 17,193 10,780 27,973 NAPCO Precast, LLC Nebraska Vet AcquireCo, LLC (NVS) NexRev LLC Precast Concrete Manufacturing Mixed-Animal Veterinary and Animal Health Product Provider Provider of Energy Efficiency Products & Services NRI Clinical Research, LLC Clinical Research Service Provider NuStep, LLC OMi Holdings, Inc. Pearl Meyer Topco LLC Televerde, LLC (Pegasus Research Group, LLC) PPL RVs, Inc. Designer, Manufacturer and Distributor of Fitness Equipment Manufacturer of Overhead Cranes Provider of Executive Compensation Consulting Services Provider of Telemarketing and Data Services Recreational Vehicle Dealer Secured Debt Preferred Member Units 1/31/2017 1/31/2017 406 12.00% 1/31/2022 17,240 17,193 10,200 27,393 Common Stock (8) 4/1/2008 1,500 1,080 20,380 Secured Debt Member Units (8) 4/27/2020 4/27/2020 13,800 12.00% 4/27/2025 37,513 37,202 13,000 50,202 37,202 15,940 53,142 Member Units (8) 1/6/2011 460 1,290 8,830 Secured Debt Common Stock (9) (8) 11/15/2016 6/10/2010 2,000 7.50% (L+7.00%, Floor 0.50%) 11/15/2022 11,855 11,781 2,150 13,931 11,806 11,500 23,306 112 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Principle Environmental, LLC (d/b/a TruHorizon Environmental Solutions) Business Description Noise Abatement Service Provider Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt Preferred Member Units Warrants (8) (27) 2/1/2011 2/1/2011 2/1/2011 19,631 1,018 13.00% 4/30/2023 6,397 6,335 1/31/2021 4,600 1,200 12,135 6,397 10,500 870 17,767 Quality Lease Service, LLC River Aggregates, LLC Tedder Industries, LLC Provider of Rigsite Accommodation Unit Rentals and Related Services Processor of Construction Aggregates Manufacturer of Firearm Holsters and Accessories Trantech Radiator Topco, LLC Transformer Cooling Products and Services UnionRock Energy Fund II, LP (12) (13) Oil & Gas Exploration & Production Vision Interests, Inc. Manufacturer / Installer of Commercial Signage Ziegler's NYPD, LLC Casual Restaurant Group Member Units 6/8/2015 1,000 11,063 4,460 Member Units (30) 3/30/2011 1,500 369 3,240 Secured Debt Preferred Member Units 8/31/2018 8/31/2018 Secured Debt Common Stock (8) 5/31/2019 5/31/2019 479 615 12.00% 8/31/2023 16,400 16,301 12.00% 5/31/2024 8,720 8,136 24,437 8,644 4,655 13,299 16,301 8,136 24,437 8,644 6,030 14,674 LP Interests (31) 6/15/2020 49.6% 2,894 2,894 Secured Debt Series A Preferred Stock (17) 6/5/2007 12/23/2011 3,000,000 13.00% 9/30/2019 2,028 2,028 Secured Debt Secured Debt Secured Debt Preferred Member Units Warrants (27) 6/1/2015 10/1/2008 10/1/2008 7/1/2015 6/30/2015 10,072 587 12.00% 6.50% 14.00% 10/1/2022 10/1/2022 10/1/2022 10/1/2025 625 1,000 2,750 2,028 3,160 5,188 625 979 2,750 1,780 - 6,134 3,000 5,028 625 1,000 2,750 2,834 600 7,809 Subtotal Control Investments (73.5% of net assets at fair value) $ 831,490 $ 1,113,725 113 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Affiliate Investments (6) AAC Holdings, Inc. (11) AFG Capital Group, LLC American Trailer Rental Group LLC BBB Tank Services, LLC Boccella Precast Products LLC Buca C, LLC CAI Software LLC Substance Abuse Treatment Service Provider Provider of Rent-to- Own Financing Solutions and Services Provider of Short-term Trailer and Container Rental Maintenance, Repair and Construction Services to the Above- Ground Storage Tank Market Manufacturer of Precast Hollow Core Concrete Casual Restaurant Group Provider of Specialized Enterprise Resource Planning Software Secured Debt Common Stock Warrants (19) (27) 12/11/2020 12/11/2020 12/11/2020 593,928 554,353 18.00% (10.00% Cash, 8.00% PIK) 6/25/2025 9,406 12/11/2025 9,187 3,148 - 12,335 Secured Debt Preferred Member Units 4/25/2019 11/7/2014 186 10.00% 5/25/2022 491 491 1,200 1,691 9,187 3,148 2,938 15,273 491 5,810 6,301 Member Units (30) 6/7/2017 73,493 8,596 16,010 Unsecured Debt Preferred Stock (non-voting) Member Units (9) (8) (19) 4/8/2016 12/17/2018 4/8/2016 800,000 12.00% (L+11.00%, Floor 1.00%) 15.00% PIK 4/8/2021 4,800 4,773 151 800 5,724 4,722 151 280 5,153 Member Units (8) 6/30/2017 2,160,000 2,256 6,040 Secured Debt Preferred Member Units (9) (17) (8) (19) 6/30/2015 6/30/2015 6 6.00% PIK 10.25% (L+9.25%, Floor 1.00%) 6/30/2020 19,004 19,004 4,770 23,774 47,133 2,095 49,228 14,256 - 14,256 47,474 7,190 54,664 Secured Debt Member Units (8) 10/10/2014 10/10/2014 77,960 12.50% 12/7/2023 47,474 Chandler Signs Holdings, LLC (10) Sign Manufacturer Charlotte Russe, Inc (11) Fast-Fashion Retailer to Young Women Classic H&G Holdings, LLC Provider of Engineered Packaging Solutions Class A Units 1/4/2016 1,500,000 1,500 1,460 Common Stock 2/2/2018 19,041 3,141 - Secured Debt Preferred Member Units (8) 3/12/2020 3/12/2020 154 12.00% 3/12/2025 24,800 24,583 5,760 30,343 24,800 9,510 34,310 114 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Congruent Credit Opportunities Funds (12) (13) Business Description Investment Partnership Copper Trail Fund Investments (12) (13) Investment Partnership Dos Rios Partners (12) (13) Investment Partnership East Teak Fine Hardwoods, Inc. Distributor of Hardwood Products EIG Fund Investments (12) (13) Investment Partnership Freeport Financial Funds (12) (13) Investment Partnership Harris Preston Fund Investments (12) (13) Investment Partnership Hawk Ridge Systems, LLC (13) Value-Added Reseller of Engineering Design and Manufacturing Solutions Type of Investment (2) (3) (15) LP Interests (Congruent Credit Opportunities Fund II, LP) LP Interests (Congruent Credit Opportunities Fund III, LP) (31) (8) (31) LP Interests (Copper Trail Energy Fund I, LP) (8) (31) LP Interests (Dos Rios Partners, LP) LP Interests (Dos Rios Partners - A, LP) (31) (31) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) 1/24/2012 2/4/2015 7/17/2017 4/25/2013 4/25/2013 19.8% 17.4% 12.4% 20.2% 6.4% 4,449 94 11,741 16,190 11,540 11,634 2,161 1,782 6,605 5,417 2,097 8,702 1,720 7,137 Common Stock 4/13/2006 6,250 480 300 LP Interests (EIG Global Private Debt Fund-A, L.P.) (8) (31) LP Interests (Freeport Financial SBIC Fund LP) LP Interests (Freeport First Lien Loan Fund III LP) (31) (8) (31) 11/6/2015 3/23/2015 7/31/2015 LP Interests (HPEP 3, L.P.) (31) 8/9/2017 Secured Debt Preferred Member Units Preferred Member Units (8) (30) 12/2/2016 12/2/2016 12/2/2016 5/1/2017 11.1% 9.3% 6.0% 8.2% 226 226 739 526 5,974 5,264 10,785 16,759 10,321 15,585 3,071 3,258 11.00% 12/2/2023 18,400 18,366 18,400 2,850 150 21,366 8,030 420 26,850 Houston Plating and Coatings, LLC Provider of Plating and Industrial Coating Services Unsecured Convertible Debt Member Units (8) 1/8/2003 322,297 8.00% 5/1/2022 3,000 3,000 2,352 2,900 5,080 115 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) I-45 SLF LLC (12) (13) Investment Partnership Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) 5,352 Fair Value (18) 7,980 L.F. Manufacturing Holdings, LLC (10) Manufacturer of Fiberglass Products OnAsset Intelligence, Inc. Provider of Transportation Monitoring / Tracking Products and Services PCI Holding Company, Inc. Rocaceia, LLC (Quality Lease and Rental Holdings, LLC) Salado Stone Holdings, LLC (10) Slick Innovations, LLC SI East, LLC Manufacturer of Industrial Gas Generating Systems Provider of Rigsite Accommodation Unit Rentals and Related Services Limestone and Sandstone Dimension Cut Stone Mining Quarries Text Message Marketing Platform Rigid Industrial Packaging Manufacturing Superior Rigging & Erecting Co. Provider of Steel Erection, Crane Rental & Rigging Services Member Units (Fully diluted 20.0%; 24.40% profits interest) (8) (8) (31) 10/20/2015 20.00% Fully Diluted, 24.40% Profits Interest Preferred Member Units (non-voting) Member Units (8) (19) 1/1/2019 12/23/2013 2,179,001 14.00% PIK Secured Debt Secured Debt Secured Debt Secured Debt Preferred Stock Warrants Unsecured Debt (19) (19) (19) (19) (27) (19) 5/20/2014 3/21/2014 5/10/2013 4/18/2011 4/18/2011 4/18/2011 6/5/2017 12.00% PIK 12.00% PIK 12.00% PIK 12.00% PIK 10.00% PIK 6/30/2021 6/30/2021 6/30/2021 6/30/2021 4/18/2021 6/30/2021 830 846 1,823 3,802 64 912 5,333 20,200 15,789 93 2,019 2,112 830 846 1,823 3,802 1,981 1,919 64 11,265 93 2,050 2,143 830 846 1,823 3,802 - - 64 7,365 Preferred Stock 4/25/2017 1,500,000 3,927 4,130 Secured Debt Preferred Member Units (14) (32) 6/30/2015 1/8/2013 250 12.00% 1/8/2018 30,369 29,865 2,500 32,365 - - - Class A Preferred Units (30) Secured Debt Common Stock Warrants (27) 6/27/2016 9/13/2018 Secured Debt Preferred Member Units (8) 9/13/2018 9/13/2018 Secured Debt Preferred Member Units 8/31/2020 8/31/2020 116 2,000,000 70,000 18,084 157 1,473 2,000 1,250 13.00% 9/13/2023 5,720 9/13/2028 5,605 700 181 6,486 9.50% 8/31/2023 32,963 32,760 6,000 38,760 12.00% 8/31/2025 21,500 21,298 4,500 25,798 5,719 1,330 360 7,409 32,962 9,780 42,742 21,298 4,500 25,798 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) UniTek Global Services, Inc. (11) Provider of Outsourced Infrastructure Services Secured Debt (9) Secured Debt Preferred Stock Preferred Stock Preferred Stock Preferred Stock Common Stock (9) (8) (19) (8) (19) (19) (19) 10/15/2018 8/27/2018 8/29/2019 8/21/2018 1/15/2015 6/30/2017 4/1/2020 7.50% (L+6.50% Floor 1.00%) 7.50% (L+6.50% Floor 1.00%) 20.00% PIK 20.00% PIK 19.00% PIK 13.50% PIK 1,133,102 1,521,122 2,281,682 4,336,866 945,507 8/20/2024 452 450 8/20/2024 2,256 2,237 1,441 2,188 3,667 7,924 - 17,907 404 2,022 2,832 375 - - - 5,633 Preferred Member Units Member Units (19) (30) (30) 12/7/2016 12/7/2016 716,949 4,000,000 14.00% PIK 1,032 4,000 5,032 - - - Universal Wellhead Services Holdings, LLC (10) Volusion, LLC Provider of Wellhead Equipment, Designs, and Personnel to the Oil & Gas Industry Provider of Online Software-as-a-Service eCommerce Solutions Secured Debt Unsecured Convertible Debt Preferred Member Units Warrants (17) 1/26/2015 5/16/2018 1/26/2015 (27) 1/26/2015 4,876,670 1,831,355 1/26/2025 14,000 2,576 37,219 11.50% 1/26/2020 20,234 20,234 19,242 8.00% 11/16/2023 409 409 291 5,990 - 25,523 Subtotal Affiliate Investments (24.2% of net assets at fair value) $ 416,479 $ 366,301 117 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Non-Control/Non-Affiliate Investments (7) Acousti Engineering Company of Florida, Inc. (10) Interior Subcontractor Providing Acoustical Walls and Ceilings Adams Publishing Group, LLC (10) Local Newspaper Operator ADS Tactical, Inc. (10) Value-Added Logistics and Supply Chain Provider to the Defense Industry Aethon United BR LP (10) Oil & Gas Exploration & Production Affordable Care Holding Corp. (10) Dental Support Organization ALKU, LLC. American Nuts, LLC (11) (10) Specialty National Staffing Operator Roaster, Mixer and Packager of Bulk Nuts and Seeds American Teleconferencing Services, Ltd. (11) Provider of Audio Conferencing and Video Collaboration Solutions APTIM Corp. Arcus Hunting LLC (11) (10) Engineering, Construction & Procurement Manufacturer of Bowhunting and Archery Products and Accessories Arrow International, Inc (10) Manufacturer and Distributor of Charitable Gaming Supplies Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt (9) 11/2/2020 10.00% (L+8.50%, Floor 1.50%) 10/31/2025 13,000 12,858 12,858 Secured Debt Secured Debt (9) (9) 11/19/2015 11/19/2015 8.75% (L+7.00%, Floor 1.75%) 8.75% (L+7.00%, Floor 1.75%) 7/3/2023 5,863 5,745 5,813 7/3/2023 5,745 5,813 Secured Debt (9) 3/7/2017 7.00% (L+6.25%, Floor 0.75%) 7/26/2023 19,633 19,529 19,633 Secured Debt (9) 9/8/2017 7.75% (L+6.75%, Floor 1.00%) 9/8/2023 9,750 9,659 9,544 Secured Debt (9) 5/9/2019 5.75% (L+4.75%, Floor 1.00%) 10/22/2022 14,246 14,066 14,044 Secured Debt 10/18/2019 5.75% (L+5.50%) 7/29/2026 9,466 9,385 9,478 Secured Debt Secured Debt (9) (9) 12/21/2018 4/10/2018 9.00% (L+8.00%, Floor 1.00%) 9.00% (L+8.00%, Floor 1.00%) 4/10/2023 1,161 1,155 4/10/2023 10,969 10,799 11,954 1,157 10,954 12,111 Secured Debt (9) 5/19/2016 7.50% (L+6.50%, Floor 1.00%) 6/8/2023 17,358 16,634 8,071 Secured Debt 8/17/2018 7.75% 6/15/2025 12,452 11,063 9,734 Secured Debt (9) 1/6/2015 11.00% (L+10.00%, Floor 1.00%) 3/31/2021 11,009 11,009 11,009 Secured Debt (9) (23) 12/21/2020 9.23% (L+7.98%, Floor 1.25%) 12/21/2025 10,000 9,901 9,901 118 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description ASC Ortho Management Company, LLC (10) Provider of Orthopedic Services Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt (9) Secured Debt (19) 8/31/2018 8/31/2018 8.50% (L+7.50%, Floor 1.00%) 13.25% PIK 8/31/2023 5,206 5,148 12/1/2023 2,116 2,091 7,239 5,149 2,116 7,265 ATX Networks Corp. (11) (13) (21) Provider of Radio Frequency Management Equipment Secured Debt (9) (19) 6/30/2015 Berry Aviation, Inc. (10) Charter Airline Services Secured Debt (19) 7/6/2018 Preferred Member Units Preferred Member Units (8) (19) (30) 7/6/2018 122,416 (19) (30) 7/6/2018 1,548,387 8.00% PIK 8.75% (7.25% Cash, 1.50% PIK) (1.50% PIK + L+6.25%, Floor 1.00%) 12.00% (10.50% Cash, 1.5% PIK) 16.00% PIK 12/31/2023 13,402 13,342 12,263 1/6/2024 4,624 4,595 4,624 145 1,671 6,411 145 904 5,673 BigName Commerce, LLC (10) Binswanger Enterprises, LLC (10) Provider of Envelopes and Complimentary Stationery Products Glass Repair and Installation Service Provider BLST Operating Company, LLC. (11) Multi-Channel Retailer of General Merchandise Brainworks Software, LLC (10) Advertising Sales and Newspaper Circulation Software Brightwood Capital Fund Investments (12) (13) Investment Partnership Cadence Aerospace LLC (10) Aerostructure Manufacturing Secured Debt (9) 5/11/2017 8.25% (L+7.25%, Floor 1.00%) 5/11/2022 2,044 2,037 2,011 Secured Debt (9) 3/10/2017 9.50% (L+8.50%, Floor 1.00%) 3/9/2022 12,958 12,798 Member Units 3/10/2017 1,050,000 1,050 13,848 Secured Debt (9) Common Stock Warrants (27) 8/28/2020 10/1/2020 10/1/2020 653 70 10.00% (L+8.50%, Floor 1.50%) 8/28/2025 5,879 5,879 8/28/2030 - - 5,879 12,958 670 13,628 5,879 - - 5,879 Secured Debt (9) (14) (17) 8/12/2014 12.50% (Prime+9.25%, Floor 3.25%) 7/22/2019 7,817 7,817 5,332 (8) (31) 7/21/2014 1.6% 10,800 8,459 (8) (31) 10/26/2016 0.6% 5,000 4,745 LP Interests (Brightwood Capital Fund III, LP) LP Interests (Brightwood Capital Fund IV, LP) 15,800 13,204 Secured Debt (9) (19) 11/14/2017 9.50% (4.25% Cash, 5.25% PIK) (5.25% 11/14/2023 27,703 27,484 26,359 119 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units California Pizza Kitchen, Inc. (11) Casual Restaurant Group Secured Debt (9) 11/23/2020 Secured Debt (9) (19) 11/23/2020 Secured Debt (9) (19) 11/23/2020 Maturity Date Principal (4) Cost (4) Fair Value (18) 11/23/2024 7,700 7,288 11/23/2024 2,657 2,590 7,315 2,524 5/23/2025 2,291 2,291 1,833 Rate PIK + L+3.25%, Floor 1.00%) 11.50% (L+10.00%, Floor 1.50%) 13.50% (1.00% Cash, 12.50% PIK) (1.00% Cash, L+11.00% PIK, Floor 1.50%) 15.00% (1.00% Cash, 14.00% PIK) (1.00% Cash, L+12.50% PIK, Floor 1.50%) Central Security Group, Inc. (11) Cenveo Corporation (11) Security Alarm Monitoring Service Provider Provider of Digital Marketing Agency Services Chisholm Energy Holdings, LLC (10) Oil & Gas Exploration & Production Clarius BIGS, LLC Clickbooth.com, LLC (10) (10) Prints & Advertising Film Financing Provider of Digital Advertising Performance Marketing Solutions Construction Supply Investments, LLC (10) Distribution Platform of Specialty Construction Materials to Professional Concrete and Masonry Contractors Copper Trail Fund Investments (12) (13) Investment Partnership Corel Corporation (11) (13) (21) Publisher of Desktop and Cloud-based Software Darr Equipment LP (10) Heavy Equipment Dealer Common Stock 11/23/2020 169,088 949 13,118 1,860 13,532 Secured Debt (9) 10/16/2020 7.00% (L+6.00%, Floor 1.00%) 10/16/2025 6,891 6,891 Common Stock 10/16/2020 329,084 1,481 8,372 Secured Debt (9) 9/7/2018 10.50% (L+9.50%, Floor 1.00%) 6/7/2023 5,250 5,129 Common Stock 9/7/2018 177,130 5,309 10,438 5,823 1,645 7,468 4,909 2,613 7,522 Secured Debt (9) 5/15/2019 7.75% (L+6.25%, Floor 1.50%) 5/15/2026 3,571 3,498 3,274 Secured Debt (14) (17) (19) 9/23/2014 15.00% PIK 1/5/2015 2,832 2,832 31 Secured Debt (9) 12/5/2017 9.50% (L+8.50%, Floor 1.00%) 1/31/2025 7,850 7,750 7,850 Member Units 12/29/2016 5,637 8,617 LP Interests (CTEF I, LP) 11/3/2020 375 - 67 Secured Debt 7/24/2019 5.23% (L+5.00%) 7/2/2026 19,403 18,580 19,124 Secured Debt (19) 12/26/2017 12.50% (11.50% Cash, 1.00% PIK) 6/22/2023 5,959 5,959 5,959 Warrants (29) 4/15/2014 915,734 12/23/2023 474 - 120 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) 6,433 Fair Value (18) 5,959 Digital River, Inc. (11) Provider of Outsourced e-Commerce Solutions and Services DTE Enterprises, LLC (10) Industrial Powertrain Repair and Services Dynamic Communities, LLC (10) Eastern Wholesale Fence LLC (10) Echo US Holdings, LLC. (10) Electronic Transaction Consultants, LLC (10) Developer of Business Events and Online Community Groups Manufacturer and Distributor of Residential and Commercial Fencing Solutions Developer and Manufacturer of PVC and Polypropylene Materials Technology Service Provider for Toll Road and Infrastructure Operators EnCap Energy Fund Investments (12) (13) Investment Partnership Secured Debt (9) 2/24/2015 8.00% (L+7.00%, Floor 1.00%) 2/12/2023 13,628 13,422 13,560 Secured Debt (9) 4/13/2018 Class AA Preferred Member Units (non-voting) Class A Preferred Member Units (8) (19) 4/13/2018 4/13/2018 776,316 10.00% (L+8.50%, Floor 1.50%) 10.00% PIK 4/13/2023 9,324 9,213 951 776 9,004 951 880 10,940 10,835 Secured Debt (9) (19) 7/17/2018 12.50% (6.25% Cash, 6.25% PIK) (L+11.50%, Floor 1.00%) 7/17/2023 5,320 5,256 4,921 Secured Debt (9) 11/19/2020 7.50%, (L+6.50%, Floor 1.00%) 10/30/2025 11,857 11,523 11,523 Secured Debt (9) 11/12/2019 7.88% (L+6.25%, Floor 1.63%) 10/25/2024 22,190 22,090 22,190 Secured Debt (9) 7/24/2020 8.50% (L+7.50%, Floor 1.00%) 7/24/2025 10,000 9,829 9,829 (31) 1/22/2015 0.1% 3,813 959 (31) 1/21/2015 0.4% 2,097 465 (8) (31) 1/22/2015 0.1% 4,366 1,291 (8) (31) 3/25/2015 0.1% 8,720 6,426 (8) (31) 3/30/2015 0.8% 6,706 2,546 LP Interests (EnCap Energy Capital Fund VIII, L.P.) LP Interests (EnCap Energy Capital Fund VIII Co- Investors, L.P.) LP Interests (EnCap Energy Capital Fund IX, L.P.) LP Interests (EnCap Energy Capital Fund X, L.P.) LP Interests (EnCap Flatrock Midstream Fund II, L.P.) 121 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) LP Interests (EnCap Flatrock Midstream Fund III, L.P.) Investment Date (24) Shares/Units Rate (8) (31) 3/27/2015 0.2% Maturity Date Principal (4) Cost (4) 6,982 Fair Value (18) 5,793 32,684 17,480 Encino Acquisition Partners Holdings, Inc. (11) Oil & Gas Exploration & Production EPIC Y-Grade Services, LP (11) NGL Transportation & Storage Fortna, Inc. (10) Process, Physical Distribution and Logistics Consulting Services Fuse, LLC (11) Cable Networks Operator GeoStabilization International (GSI) (11) Geohazard Engineering Services & Maintenance GoWireless Holdings, Inc. (11) Provider of Wireless Telecommunications Carrier Services Grupo Hima San Pablo, Inc. (11) Tertiary Care Hospitals GS HVAM Intermediate, LLC (10) Specialized Food Distributor GS Operating, LLC (Gexpro Services) (10) Distributor of Industrial and Specialty Parts HDC/HW Intermediate Holdings (10) Managed Services and Hosting Provider Heartland Dental, LLC (10) Dental Support Organization Hunter Defense Technologies, Inc. (10) Provider of Military and Commercial Shelters and Systems Secured Debt (9) 11/16/2018 7.75% (L+6.75%, Floor 1.00%) 10/29/2025 9,000 8,932 8,297 Secured Debt (9) 6/22/2018 7.00% (L+6.00%, Floor 1.00%) 6/30/2027 6,944 6,854 5,799 Secured Debt 7/23/2019 5.15% (L+5.00%) 4/8/2025 7,673 7,553 7,486 Secured Debt Common Stock 6/30/2019 6/30/2019 10,429 12.00% 6/28/2024 1,810 1,810 256 2,066 1,472 - 1,472 Secured Debt 1/2/2019 5.40% (L+5.25%) 12/19/2025 11,224 11,137 11,196 Secured Debt (9) 1/10/2018 7.50% (L+6.50%, Floor 1.00%) 12/22/2024 17,113 16,988 16,976 Secured Debt (9) (17) Secured Debt (17) 3/7/2013 3/7/2013 9.25% (L+7.00%, Floor 1.50%) 13.75% 4/30/2019 4,504 4,504 10/15/2018 2,055 2,040 6,544 3,375 49 3,424 Secured Debt (9) 10/18/2019 6.75% (L+5.75%, Floor 1.00%) 10/2/2024 11,053 10,952 11,007 Secured Debt (9) 2/24/2020 8.00% (L+6.50%, Floor 1.50%) 2/24/2025 29,180 28,692 28,953 Secured Debt (9) 12/21/2018 8.50% (L+7.50%, Floor 1.00%) 12/21/2023 3,474 3,429 3,351 Secured Debt (9) 9/9/2020 7.50% (L+6.50%, Floor 1.00%) 4/30/2025 14,925 14,501 14,501 Secured Debt (9) 3/29/2018 8.00% (L+7.00%, Floor 1.00%) 3/29/2023 35,246 34,820 35,246 122 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) HW Temps LLC Type of Investment (2) (3) (15) Business Description Temporary Staffing Solutions Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt 3/29/2019 12.00% 3/29/2023 9,801 9,698 8,994 Hyperion Materials & Technologies, Inc. (11) (13) Manufacturer of Cutting Ian, Evan & Alexander Corporation (EverWatch) (10) and Machine Tools & Specialty Polishing Compounds Cybersecurity, Software and Data Analytics provider to the Intelligence Community Implus Footcare, LLC (10) Provider of Footwear and Related Accessories Independent Pet Partners Intermediate Holdings, LLC (10) Omnichannel Retailer of Specialty Pet Products Industrial Services Acquisition, LLC (10) Industrial Cleaning Services Inn of the Mountain Gods Resort and Casino (11) Hotel & Casino Owner & Operator Interface Security Systems, L.L.C (10) Commercial Security & Alarm Services Intermedia Holdings, Inc. (11) Unified Communications as a Service Invincible Boat Company, LLC. (10) Manufacturer of Sport Fishing Boats Isagenix International, LLC (11) Direct Marketer of Health & Wellness Products Secured Debt (9) 9/12/2019 6.50% (L+5.50%, Floor 1.00%) 8/28/2026 22,275 21,894 20,813 Secured Debt (9) 7/31/2020 9.50% (L+8.50%, Floor 1.00%) 7/31/2025 16,529 16,158 16,158 Secured Debt (9) 6/1/2017 8.75% (L+7.75%, Floor 1.00%) 4/30/2024 18,890 18,566 17,172 Secured Debt (19) (19) Secured Debt Preferred Stock (non-voting) Preferred Stock (non-voting) Member Units 8/20/2020 12/10/2020 12/10/2020 12/10/2020 11/20/2018 1,558,333 6.31% PIK (L+6.00% PIK) 6.00% PIK 12/22/2022 6,111 6,111 11/20/2023 16,670 15,086 3,235 - 1,558 25,990 6,111 15,086 3,235 - - 24,432 Unsecured Debt (19) 6/17/2016 Preferred Member Units Preferred Member Units Member Units (8) (19) (30) 1/31/2018 (8) (19) (30) 5/17/2019 (30) 6/17/2016 144 80 900 13.00% (6.00% Cash, 7.00% PIK) 10.00% PIK 20.00% PIK 12/17/2022 5,624 5,579 5,624 112 71 900 6,662 112 71 530 6,337 Secured Debt 7/18/2018 9.25% 11/30/2023 6,677 6,677 6,677 Secured Debt (9) (19) 8/7/2019 8/7/2023 7,245 7,145 7,245 11.75% (8.75% Cash, 3.00% PIK) (3.00% PIK + L+7.00%, Floor 1.75%) Secured Debt (9) 8/3/2018 7.00% (L+6.00%, Floor 1.00%) 7/19/2025 20,839 20,755 20,823 Secured Debt (9) 8/28/2019 8.00% (L+6.50%, Floor 1.50%) 8/28/2025 8,876 8,793 8,876 Secured Debt (9) 6/21/2018 6.75% (L+5.75%, Floor 1.00%) 6/14/2025 5,572 5,541 3,130 123 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Jackmont Hospitality, Inc. (10) Franchisee of Casual Dining Restaurants Joerns Healthcare, LLC (11) Manufacturer and Distributor of Health Care Equipment & Supplies Kemp Technologies Inc. (10) Provider of Application Delivery Controllers Klein Hersh, LLC (10) Kore Wireless Group Inc. Larchmont Resources, LLC Laredo Energy, LLC Lightbox Holdings, L.P. (11) (11) (10) (11) Executive and C-Suite Placement for the Life Sciences and Healthcare Industries Mission Critical Software Platform Oil & Gas Exploration & Production Oil & Gas Exploration & Production Provider of Commercial Real Estate Software LKCM Headwater Investments I, L.P. (12) (13) Investment Partnership LL Management, Inc. (10) Medical Transportation Service Provider Logix Acquisition Company, LLC (10) Competitive Local Exchange Carrier Looking Glass Investments, LLC (12) (13) Specialty Consumer Finance LSF9 Atlantis Holdings, LLC (11) Provider of Wireless Telecommunications Carrier Services Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt (9) 5/26/2015 7.75% (L+6.75%, Floor 1.00%) 5/26/2021 3,954 3,953 3,157 Secured Debt (9) 8/21/2019 7.00% (L+6.00%, Floor 1.00%) 8/21/2024 4,016 3,955 Common Stock 8/21/2019 472,579 4,429 8,384 Secured Debt (9) 6/27/2019 7.50% (L+6.50%, Floor 1.00%) 3/29/2024 17,387 17,088 Common Stock 1,000,000 1,550 18,638 4,016 2,795 6,811 17,387 1,550 18,937 Secured Debt (9) 11/13/2020 8.75% (L+8.00%, Floor 0.75%) 11/13/2025 35,000 34,098 34,098 Secured Debt 12/31/2018 5.75% (L+5.50%) 12/20/2024 19,090 19,003 18,828 Secured Debt (9) (19) 12/8/2016 11.00% PIK (L+10.00% PIK, Floor 1.00%) 8/9/2021 2,185 2,185 Member Units (30) 4/1/2018 2,828 353 2,538 983 113 1,096 Member Units 5/4/2020 1,155,952 11,560 10,238 Secured Debt 5/23/2019 5.15% (L+5.00%) 5/9/2026 14,813 14,623 14,368 LP Interests (31) 1/25/2013 2.3% 1,746 3,524 Secured Debt (9) 5/2/2019 8.25% (L+7.25%, Floor 1.00%) 9/25/2023 16,504 16,337 16,504 Secured Debt (9) 1/8/2018 6.75% (L+5.75%, Floor 1.00%) 12/22/2024 26,131 24,550 24,171 Member Units 7/1/2015 3 125 25 124 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Secured Debt (9) 5/17/2017 Rate 7.00% (L+6.00%, Floor 1.00%) Maturity Date 5/1/2023 Principal (4) 9,206 Cost (4) 9,206 Fair Value (18) 9,177 Lulu's Fashion Lounge, LLC (10) Fast Fashion E- Commerce Retailer Secured Debt (9) (19) 8/31/2017 8/28/2022 11,152 10,983 9,535 10.50% (8.00% Cash, 2.50% PIK) (2.50% PIK + L+7.00%, Floor 1.00%) Lynx FBO Operating LLC (10) Fixed Based Operator in the General Aviation Industry Mac Lean-Fogg Company (10) Manufacturer and Supplier for Auto and Power Markets MHVC Acquisition Corp. (11) Mills Fleet Farm Group, LLC (10) Provider of Differentiated Information Solutions, Systems Engineering, and Analytics Omnichannel Retailer of Work, Farm and Lifestyle Merchandise NBG Acquisition Inc (11) Wholesaler of Home Décor Products NinjaTrader, LLC (10) Operator of Futures Trading Platform NNE Partners, LLC (10) Oil & Gas Exploration & Production Project Eagle Holdings, LLC (10) Novetta Solutions, LLC (11) Provider of Secure Business Collaboration Software Provider of Advanced Analytics Solutions for Defense Agencies NTM Acquisition Corp. (11) Provider of B2B Travel Information Content Secured Debt (9) 9/30/2019 7.25% (L+5.75%, Floor 1.50%) 9/30/2024 13,613 13,369 Member Units 9/30/2019 4,872 687 14,056 13,521 780 14,301 Secured Debt (9) 4/22/2019 Preferred Stock (8) (19) 10/1/2019 5.63% (L+5.00%, Floor 0.625%) 13.75% (4.50% Cash, 9.25% PIK) 12/22/2025 17,251 17,149 17,251 1,870 1,870 1,841 19,019 19,092 Secured Debt (9) 5/8/2017 6.25% (L+5.25%, Floor 1.00%) 4/29/2024 19,797 19,716 19,846 Secured Debt (9) 10/24/2018 7.00% (L+6.00%, Floor 1.00%) 10/24/2024 13,860 13,595 13,609 Secured Debt (9) 4/28/2017 6.50% (L+5.50%, Floor 1.00%) 4/26/2024 4,070 4,034 3,399 Secured Debt (9) 12/18/2019 8.25% (L+6.75%, Floor 1.50%) 12/18/2024 16,875 16,543 16,849 Secured Debt (19) 3/2/2017 9.48% (4.75% Cash, 4.50% PIK) (4.50% PIK + L+4.75%) 12/31/2023 23,683 23,572 21,025 Secured Debt (9) 7/6/2020 9.25% (L+8.25%, Floor 1.00%) 7/6/2026 14,963 14,583 14,583 Secured Debt (9) 6/21/2017 6.00% (L+5.00%, Floor 1.00%) 10/17/2022 22,912 22,629 22,864 125 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Secured Debt (9) (19) 7/12/2016 Maturity Date 6/7/2024 Principal (4) 4,694 Cost (4) 4,694 Fair Value (18) 4,224 Rate 8.25% (7.25% Cash, 1.00% PIK) (1.00%PIK + L+6.25%, Floor 1.00%) Ospemifene Royalty Sub LLC (QuatRx) (10) PaySimple, Inc. (10) PricewaterhouseCoopers Public Sector LLP (11) PT Network, LLC (10) Estrogen-Deficiency Drug Manufacturer and Distributor Leading Technology Services Commerce Platform Provider of Consulting Services to Governments Provider of Outpatient Physical Therapy and Sports Medicine Services Research Now Group, Inc. and Survey Sampling International, LLC (11) Provider of Outsourced Online Surveying RM Bidder, LLC (10) RTIC Subsidiary Holdings, LLC (10) SAFETY Investment Holdings, LLC Scripted and Unscripted TV and Digital Programming Provider Direct-To-Consumer eCommerce Provider of Outdoor Products Provider of Intelligent Driver Record Monitoring Software and Services Salient Partners L.P. (11) Provider of Asset Management Services Staples Canada ULC (10) (13) (21) Office Supplies Retailer TEAM Public Choices, LLC (10) Tectonic Financial, Inc. Home-Based Care Employment Service Provider Financial Services Organization Secured Debt (14) 7/8/2013 11.50% 11/15/2026 4,765 4,765 121 Secured Debt 9/9/2019 5.65% (L+5.50%) 8/23/2025 24,448 24,225 23,959 Secured Debt 5/24/2018 8.15% (L+8.00%) 5/1/2026 9,000 8,969 9,000 Secured Debt (9) (19) 10/12/2017 11/30/2023 8,601 8,601 8,601 8.73% (6.73% Cash, 2.00% PIK) (2.00% PIK + L+5.50%, Floor 1.00%) Secured Debt (9) 12/29/2017 6.50% (L+5.50%, Floor 1.00%) 12/20/2024 17,930 17,497 17,715 Warrants Member Units (26) 11/12/2015 11/12/2015 187,161 2,779 10/20/2025 425 46 471 - 26 26 Secured Debt (9) 9/1/2020 9.00% (L+7.75%, Floor 1.25%) 9/1/2025 17,260 17,026 17,026 Member Units 4/29/2016 2,000,000 2,000 2,350 Secured Debt (9) 8/31/2018 7.00% (L+6.00%, Floor 1.00%) 8/31/2021 6,450 6,443 4,542 Secured Debt (9) (22) 9/14/2017 8.00% (L+7.00%, Floor 1.00%) 9/12/2024 13,032 12,896 12,382 Secured Debt (9) 12/22/2020 6.00% (L+5.00%, Floor 1.00%) 12/18/2027 12,500 12,126 12,406 Common Stock 5/15/2017 200,000 2,000 2,800 126 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) Portfolio Company (1) (20) Business Description TGP Holdings III LLC (11) Outdoor Cooking & Accessories The Pasha Group (11) Diversified Logistics and Transportation Provided USA DeBusk LLC (10) Provider of Industrial Cleaning Services U.S. TelePacific Corp. (11) Provider of Communications and Managed Services Veregy Consolidated, Inc. (11) Energy Service Company Vida Capital, Inc Vistar Media, Inc. (11) (10) Alternative Asset Manager Operator of Digital Out- of-Home Advertising Platform YS Garments, LLC (11) Designer and Provider of Branded Activewear Zilliant Incorporated Price Optimization and Margin Management Solutions Subtotal Non-Control/Non-Affiliate Investments (79.5% of net assets at fair value) Total Portfolio Investments, December 31, 2020 (177.2% of net assets at fair value) Type of Investment (2) (3) (15) Investment Date (24) Shares/Units Rate Maturity Date Principal (4) Cost (4) Fair Value (18) Secured Debt (9) 9/30/2017 9.50% (L+8.50%, Floor 1.00%) 9/25/2025 5,500 5,448 5,307 Secured Debt (9) 2/2/2018 9.00% (L+8.00%, Floor 1.00%) 1/26/2023 10,162 9,585 9,323 Secured Debt (9) 10/22/2019 6.75% (L+5.75%, Floor 1.00%) 10/22/2024 24,948 24,561 24,591 Secured Debt (9) 5/17/2017 6.50% (L+5.50%, Floor 1.00%) 5/2/2023 17,088 16,913 15,486 Secured Debt (9) 11/9/2020 7.00% (L+6.00%, Floor 1.00%) 11/3/2027 15,000 14,587 14,888 Secured Debt 10/10/2019 6.15% (L+6.00%) 10/1/2026 17,853 17,626 17,272 Secured Debt (9) (19) 2/17/2017 Secured Debt (9) (19) 4/3/2019 4/3/2023 2,490 2,394 2,490 4/3/2023 2,146 2,119 2,146 12.00% (8.50% Cash, 3.50% PIK) (3.50% PIK + L+7.50%, Floor 1.00%) 12.00% (8.50% Cash, 3.50% PIK) (3.50% PIK + L+7.50%, Floor 1.00%) Preferred Stock Warrants (25) 4/3/2019 4/3/2019 70,207 69,675 4/3/2029 767 - 5,280 910 920 6,466 Secured Debt (9) 8/22/2018 7.00% (L+6.00%, Floor 1.00%) 8/9/2024 13,997 13,902 12,911 Preferred Stock Warrants (28) 12/31/2020 12/31/2020 186,777 952,500 6/15/2022 154 1,071 1,225 260 1,190 1,450 1,268,740 1,204,840 $ 2,516,709 $ 2,684,866 127 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) (1) (2) (3) (4) (5) (6) (7) (8) (9) (10) (11) (12) (13) (14) (15) (16) (17) (18) (19) (20) (21) (22) (23) All investments are Lower Middle Market portfolio investments, unless otherwise noted. See Note C for a description of Lower Middle Market portfolio investments. All of the Company’s investments, unless otherwise noted, are encumbered either as security for the Company’s Credit Facility or in support of the SBA-guaranteed debentures issued by the Funds. Debt investments are income producing, unless otherwise noted. Equity and warrants are non-income producing, unless otherwise noted. See Note C and Schedule 12-14 for a summary of geographic location of portfolio companies. Principal is net of repayments. Cost is net of repayments and accumulated unearned income. Control investments are defined by the 1940 Act, as investments in which more than 25% of the voting securities are owned or where the ability to nominate greater than 50% of the board representation is maintained. Affiliate investments are defined by the 1940 Act as investments in which between 5% and 25% (inclusive) of the voting securities are owned and the investments are not classified as Control investments. Non-Control/Non-Affiliate investments are defined by the 1940 Act as investments that are neither Control investments nor Affiliate investments. Income producing through dividends or distributions. Index based floating interest rate is subject to contractual minimum interest rate. A majority of the variable rate loans in the Company’s investment portfolio bear interest at a rate that may be determined by reference to either LIBOR or an alternate Base Rate (commonly based on the Federal Funds Rate or the Prime Rate), which typically resets semi-annually, quarterly, or monthly at the borrower’s option. The borrower may also elect to have multiple interest reset periods for each loan. For each such loan, the Company has provided the weighted average annual stated interest rate in effect at December 31, 2020. As noted in this schedule, 61% of the loans (based on the par amount) contain LIBOR floors which range between 0.50% and 2.00%, with a weighted-average LIBOR floor of approximately 1.11%. Private Loan portfolio investment. See Note C for a description of Private Loan portfolio investments. Middle Market portfolio investment. See Note C for a description of Middle Market portfolio investments. Other Portfolio investment. See Note C for a description of Other Portfolio investments. Investment is not a qualifying asset as defined under Section 55(a) of the 1940 Act. Qualifying assets must represent at least 70% of total assets at the time of acquisition of any additional non-qualifying assets. Non-accrual and non-income producing investment. All of the Company’s portfolio investments are generally subject to restrictions on resale as “restricted securities.” External Investment Manager. Investment is not encumbered as security for the Company's Credit Facility or in support of the SBA-guaranteed debentures issued by the Funds. Maturity date is under on-going negotiations with the portfolio company and other lenders, if applicable. Investment fair value was determined using significant unobservable inputs, unless otherwise noted. See Note C for further discussion. PIK interest income and cumulative dividend income represent income not paid currently in cash. All portfolio company headquarters are based in the United States, unless otherwise noted. Portfolio company headquarters are located outside of the United States. In connection with the Company's debt investment in Staples Canada ULC and in an attempt to mitigate any potential adverse change in foreign exchange rates during the term of the Company's investment, the Company maintains a forward foreign currency contract with Cadence Bank to lend $15.8 million Canadian Dollars and receive $12.0 million U.S. Dollars with a settlement date of September 14, 2021. The unrealized appreciation on the forward foreign currency contract is $0.4 million as of December 31, 2020. The Company has entered into an intercreditor agreement that entitles the Company to the "last out" tranche of the first lien secured loans, whereby the "first out" tranche will receive priority as to the "last out" tranche with 128 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments (Continued) December 31, 2020 (dollars in thousands) (24) (25) (26) (27) (28) (29) (30) (31) (32) respect to payments of principal, interest, and any other amounts due thereunder. Therefore, the Company receives a higher interest rate than the contractual stated interest rate of LIBOR plus 7.25% (Floor 1.25%) per the credit agreement and the Consolidated Schedule of Investments above reflects such higher rate. Investment date represents the date of initial investment in the security position. Warrants are presented in equivalent shares with a strike price of $10.92 per share. Warrants are presented in equivalent units with a strike price of $14.28 per unit. Warrants are presented in equivalent shares/units with a strike price of $0.01 per share/unit. Warrants are presented in equivalent shares with a strike price of $0.001 per share. Warrants are presented in equivalent units with a strike price of $1.50 per unit. Shares/Units represent ownership in an underlying Real Estate or HoldCo entity. Investment is not unitized. Presentation is made in percent of fully diluted ownership unless otherwise indicated. Portfolio company is in a bankruptcy process and, as such, the maturity date of our debt investment in this portfolio company will not be finally determined until such process is complete. As noted in footnote (14), our debt investment in this portfolio company is on non-accrual status. 129 Table of Contents MAIN STREET CAPITAL CORPORATION Notes to the Consolidated Financial Statements NOTE A—ORGANIZATION AND BASIS OF PRESENTATION 1. Organization Main Street Capital Corporation (“MSCC”) is a principal investment firm primarily focused on providing customized debt and equity financing to lower middle market (“LMM”) companies and debt capital to middle market (“Middle Market”) companies. The portfolio investments of MSCC and its consolidated subsidiaries are typically made to support management buyouts, recapitalizations, growth financings, refinancings and acquisitions of companies that operate in a variety of industry sectors. MSCC seeks to partner with entrepreneurs, business owners and management teams and generally provides “one stop” financing alternatives within its LMM investment strategy. MSCC and its consolidated subsidiaries invest primarily in secured debt investments, equity investments, warrants and other securities of LMM companies based in the United States and in secured debt investments of Middle Market companies generally headquartered in the United States. MSCC was formed in March 2007 to operate as an internally managed business development company (“BDC”) under the Investment Company Act of 1940, as amended (the “1940 Act”). MSCC wholly owns several investment funds, including Main Street Mezzanine Fund, LP (“MSMF”) and Main Street Capital III, LP (“MSC III” and, together with MSMF, the “Funds”), and each of their general partners. The Funds are each licensed as a Small Business Investment Company (“SBIC”) by the United States Small Business Administration (“SBA”). Because MSCC is internally managed, all of the executive officers and other employees are employed by MSCC. Therefore, MSCC does not pay any external investment advisory fees, but instead directly incurs the operating costs associated with employing investment and portfolio management professionals. MSC Adviser I, LLC (the “External Investment Manager”) was formed in November 2013 as a wholly owned subsidiary of MSCC to provide investment management and other services to parties other than MSCC and its subsidiaries or their portfolio companies (“External Parties”) and receives fee income for such services. MSCC has been granted no-action relief by the Securities and Exchange Commission (“SEC”) to allow the External Investment Manager to register as a registered investment adviser under the Investment Advisers Act of 1940, as amended. Since the External Investment Manager conducts all of its investment management activities for External Parties, it is accounted for as a portfolio investment of MSCC and is not included as a consolidated subsidiary of MSCC in MSCC’s consolidated financial statements. MSCC has elected to be treated for U.S. federal income tax purposes as a regulated investment company (“RIC”) under Subchapter M of the Internal Revenue Code of 1986, as amended (the “Code”). As a result, MSCC generally will not pay corporate- level U.S. federal income taxes on any net ordinary taxable income or capital gains that it distributes to its stockholders. MSCC has certain direct and indirect wholly owned subsidiaries that have elected to be taxable entities (the “Taxable Subsidiaries”). The primary purpose of the Taxable Subsidiaries is to permit MSCC to hold equity investments in portfolio companies which are “pass-through” entities for tax purposes. Unless otherwise noted or the context otherwise indicates, the terms “we,” “us,” “our,” the “Company” and “Main Street” refer to MSCC and its consolidated subsidiaries, which include the Funds and the Taxable Subsidiaries. 2. Basis of Presentation Main Street’s consolidated financial statements are prepared in accordance with generally accepted accounting principles in the United States of America (“U.S. GAAP”). The Company is an investment company following accounting and reporting guidance in Financial Accounting Standards Board (“FASB”) Accounting Standards Codification (“ASC”) 946, Financial Services—Investment Companies (“ASC 946”). For each of the periods presented 130 Table of Contents herein, Main Street’s consolidated financial statements include the accounts of MSCC and its consolidated subsidiaries. The Investment Portfolio, as used herein, refers to all of Main Street’s investments in LMM portfolio companies, investments in Private Loan (as defined in Note C) portfolio companies, investments in Middle Market portfolio companies, Other Portfolio (as defined in Note C) investments and the investment in the External Investment Manager (see “Note C—Fair Value Hierarchy for Investments and Debentures—Portfolio Composition—Investment Portfolio Composition” for additional discussion of Main Street’s Investment Portfolio and definitions for the defined terms Private Loan and Other Portfolio). Main Street’s results of operations and cash flows for the years ended December 31, 2021, 2020 and 2019 and financial position as of December 31, 2021 and 2020, are presented on a consolidated basis. The effects of all intercompany transactions between Main Street and its consolidated subsidiaries have been eliminated in consolidation. Principles of Consolidation Under ASC 946, Main Street is precluded from consolidating other entities in which Main Street has equity investments, including those in which it has a controlling interest, unless the other entity is another investment company. An exception to this general principle in ASC 946 occurs if Main Street holds a controlling interest in an operating company that provides all or substantially all of its services directly to Main Street or to its portfolio companies. Accordingly, as noted above, MSCC’s consolidated financial statements include the financial position and operating results for the Funds and the Taxable Subsidiaries. Main Street has determined that none of its portfolio investments qualify for this exception, including the investment in the External Investment Manager. Therefore, Main Street’s Investment Portfolio is carried on the consolidated balance sheet at fair value, as discussed further in Note B.1., with any adjustments to fair value recognized as “Net Unrealized Appreciation (Depreciation)” on the consolidated statements of operations until the investment is realized, usually upon exit, resulting in any gain or loss being recognized as a “Net Realized Gain (Loss).” Portfolio Investment Classification Main Street classifies its Investment Portfolio in accordance with the requirements of the 1940 Act. Under the 1940 Act, (a) “Control Investments” are defined as investments in which Main Street owns more than 25% of the voting securities or has rights to maintain greater than 50% of the board representation, (b) “Affiliate Investments” are defined as investments in which Main Street owns between 5% and 25% (inclusive) of the voting securities and does not have rights to maintain greater than 50% of the board representation, and (c) “Non-Control/Non-Affiliate Investments” are defined as investments that are neither Control Investments nor Affiliate Investments. For purposes of determining the classification of its Investment Portfolio, Main Street has excluded consideration of any voting securities or board appointment rights held by third-party investment funds advised by the External Investment Manager. NOTE B—SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES 1. Valuation of the Investment Portfolio Main Street accounts for its Investment Portfolio at fair value. As a result, Main Street follows the provisions of ASC 820, Fair Value Measurements and Disclosures (“ASC 820”). ASC 820 defines fair value, establishes a framework for measuring fair value, establishes a fair value hierarchy based on the quality of inputs used to measure fair value and enhances disclosure requirements for fair value measurements. ASC 820 requires Main Street to assume that the portfolio investment is to be sold in the principal market to independent market participants, which may be a hypothetical market. Market participants are defined as buyers and sellers in the principal market that are independent, knowledgeable and willing and able to transact. Main Street’s portfolio strategy calls for it to invest primarily in illiquid debt and equity securities issued by privately held, LMM companies and more liquid debt securities issued by Middle Market companies that are generally larger in size than the LMM companies. Main Street categorizes some of its investments in LMM companies and Middle Market companies as Private Loan portfolio investments, which are primarily debt securities in privately held companies that have been originated by Main Street or through strategic relationships with other investment funds on a collaborative basis, and are often referred to in the debt markets as “club deals.” Private Loan investments are typically 131 Table of Contents similar in size, structure, terms and conditions to investments Main Street holds in its LMM portfolio and Middle Market portfolio. Main Street’s portfolio also includes Other Portfolio investments which primarily consist of investments that are not consistent with the typical profiles for its LMM portfolio investments, Private Loan portfolio investments or Middle Market portfolio investments, including investments which may be managed by third parties. Main Street’s portfolio may also include short-term portfolio investments that are atypical of Main Street’s LMM, Private Loan and Middle Market portfolio investments in that they are intended to be a short-term deployment of capital and are more liquid than investments within the other portfolios. Main Street’s portfolio investments may be subject to restrictions on resale. LMM investments and Other Portfolio investments generally have no established trading market while Middle Market and short- term portfolio investments generally have established markets that are not active. Private Loan investments may include investments which have no established trading market or have established markets that are not active. Main Street determines in good faith the fair value of its Investment Portfolio pursuant to a valuation policy in accordance with ASC 820, with such valuation process approved by its Board of Directors and in accordance with the 1940 Act. Main Street’s valuation policies and processes are intended to provide a consistent basis for determining the fair value of Main Street’s Investment Portfolio. For LMM portfolio investments, Main Street generally reviews external events, including private mergers, sales and acquisitions involving comparable companies, and includes these events in the valuation process by using an enterprise value waterfall methodology (“Waterfall”) for its LMM equity investments and an income approach using a yield-to-maturity model (“Yield-to-Maturity”) for its LMM debt investments. For Middle Market and short-term portfolio investments, Main Street primarily uses quoted prices in the valuation process. Main Street determines the appropriateness of the use of third-party broker quotes, if any, in determining fair value based on its understanding of the level of actual transactions used by the broker to develop the quote and whether the quote was an indicative price or binding offer, the depth and consistency of broker quotes and the correlation of changes in broker quotes with underlying performance of the portfolio company and other market indices. For Private Loan and Middle Market portfolio investments in debt securities for which it has determined that third-party quotes or other independent pricing are not available or appropriate, Main Street generally estimates the fair value based on the assumptions that it believes hypothetical market participants would use to value the investment in a current hypothetical sale using the Yield-to-Maturity valuation method. For its Other Portfolio equity investments, Main Street generally calculates the fair value of the investment primarily based on the net asset value (“NAV”) of the fund and adjusts the fair value for other factors deemed relevant that would affect the fair value of the investment. All of the valuation approaches for Main Street’s portfolio investments estimate the value of the investment as if Main Street were to sell, or exit, the investment as of the measurement date. These valuation approaches consider the value associated with Main Street’s ability to control the capital structure of the portfolio company, as well as the timing of a potential exit. For valuation purposes, “control” portfolio investments are composed of debt and equity securities in companies for which Main Street has a controlling interest in the equity ownership of the portfolio company or the ability to nominate a majority of the portfolio company’s board of directors. For valuation purposes, “non-control” portfolio investments are generally composed of debt and equity securities in companies for which Main Street does not have a controlling interest in the equity ownership of the portfolio company or the ability to nominate a majority of the portfolio company’s board of directors. Under the Waterfall valuation method, Main Street estimates the enterprise value of a portfolio company using a combination of market and income approaches or other appropriate valuation methods, such as considering recent transactions in the equity securities of the portfolio company or third-party valuations of the portfolio company, and then performs a Waterfall calculation by allocating the enterprise value over the portfolio company’s securities in order of their preference relative to one another. The enterprise value is the fair value at which an enterprise could be sold in a transaction between two willing parties, other than through a forced or liquidation sale. Typically, privately held companies are bought and sold based on multiples of earnings before interest, taxes, depreciation and amortization (“EBITDA”), cash flows, net income, revenues, or in limited cases, book value. There is no single methodology for estimating enterprise value. For any one portfolio company, enterprise value is generally described as a range of values from which a single estimate of enterprise value is derived. In estimating the enterprise value of a portfolio company, Main Street analyzes various factors including the portfolio company’s historical and projected financial results. Due to 132 Table of Contents SEC deadlines for Main Street’s quarterly and annual financial reporting, the operating results of a portfolio company used in the current period valuation are generally the results from the period ended three months prior to such valuation date and may include unaudited, projected, budgeted or pro forma financial information and may require adjustments for non-recurring items or to normalize the operating results that may require significant judgment in determining. In addition, projecting future financial results requires significant judgment regarding future growth assumptions. In evaluating the operating results, Main Street also analyzes the impact of exposure to litigation, loss of customers or other contingencies. After determining the appropriate enterprise value, Main Street allocates the enterprise value to investments in order of the legal priority of the various components of the portfolio company’s capital structure. In applying the Waterfall valuation method, Main Street assumes the loans are paid off at the principal amount in a change in control transaction and are not assumed by the buyer, which Main Street believes is consistent with its past transaction history and standard industry practices. Under the Yield-to-Maturity valuation method, Main Street also uses the income approach to determine the fair value of debt securities based on projections of the discounted future free cash flows that the debt security will likely generate, including analyzing the discounted cash flows of interest and principal amounts for the debt security, as set forth in the associated loan agreements, as well as the financial position and credit risk of the portfolio company. Main Street’s estimate of the expected repayment date of its debt securities is generally the maturity date of the instrument, as Main Street generally intends to hold its loans and debt securities to maturity. The Yield-to- Maturity analysis also considers changes in leverage levels, credit quality, portfolio company performance, changes in market-based interest rates and other factors. Main Street will generally use the value determined by the Yield-to-Maturity analysis as the fair value for that security; however, because of Main Street’s general intent to hold its loans to maturity, the fair value will not exceed the principal amount of the debt security valued using the Yield-to-Maturity valuation method. A change in the assumptions that Main Street uses to estimate the fair value of its debt securities using the Yield-to-Maturity valuation method could have a material impact on the determination of fair value. If there is deterioration in credit quality or if a debt security is in workout status, Main Street may consider other factors in determining the fair value of the debt security, including the value attributable to the debt security from the enterprise value of the portfolio company or the proceeds that would most likely be received in a liquidation analysis. Under the NAV valuation method, for an investment in an investment fund that does not have a readily determinable fair value, Main Street measures the fair value of the investment predominately based on the NAV of the investment fund as of the measurement date and adjusts the investment’s fair value for factors known to Main Street that would affect that fund’s NAV, including, but not limited to, fair values for individual investments held by the fund if Main Street holds the same investment or for a publicly traded investment. In addition, in determining the fair value of the investment, Main Street considers whether adjustments to the NAV are necessary in certain circumstances, based on the analysis of any restrictions on redemption of Main Street’s investment as of the measurement date, recent actual sales or redemptions of interests in the investment fund, and expected future cash flows available to equity holders, including the rate of return on those cash flows compared to an implied market return on equity required by market participants, or other uncertainties surrounding Main Street’s ability to realize the full NAV of its interests in the investment fund. Pursuant to its internal valuation process and the requirements under the 1940 Act, Main Street performs valuation procedures on each of its portfolio investments quarterly. In addition to its internal valuation process, in arriving at estimates of fair value for its investments in its LMM portfolio companies, Main Street, among other things, consults with a nationally recognized independent financial advisory services firm. The nationally recognized independent financial advisory services firm analyzes and provides observations, recommendations and an assurance certification regarding the Company’s determinations of the fair value of its LMM portfolio company investments. The nationally recognized independent financial advisory services firm is generally consulted relative to Main Street’s investments in each LMM portfolio company at least once every calendar year, and for Main Street’s investments in new LMM portfolio companies, at least once in the twelve-month period subsequent to the initial investment. In certain instances, Main Street may determine that it is not cost-effective, and as a result is not in its stockholders’ best interest, to consult with the nationally recognized independent financial advisory services firm on its investments in one or more LMM portfolio companies. Such instances include, but are not limited to, situations where the fair value of Main Street’s investment in a LMM portfolio company is determined to be insignificant relative to the total Investment Portfolio. Main Street consulted with and received an assurance certification from its independent financial advisory services firm in arriving at Main Street’s determination of fair value on its investments in a total of 54 LMM portfolio companies for the 133 Table of Contents year ended December 31, 2021, representing approximately 81% of the total LMM portfolio at fair value as of December 31, 2021, and on a total of 58 LMM portfolio companies for the year ended December 31, 2020, representing approximately 91% of the total LMM portfolio at fair value as of December 31, 2020. Excluding its investments in LMM portfolio companies that, as of December 31, 2021 and 2020, as applicable, had not been in the Investment Portfolio for at least twelve months subsequent to the initial investment or whose primary purpose is to own real estate for which a third-party appraisal is obtained on at least an annual basis, the percentage of the LMM portfolio reviewed and certified by Main Street’s independent financial advisory services firm for both of the years ended December 31, 2021 and 2020 was 99% of the total LMM portfolio at fair value. For valuation purposes, all of Main Street’s Private Loan portfolio investments are non-control investments. For Private Loan portfolio investments for which it has determined that third-party quotes or other independent pricing are not available or appropriate, Main Street generally estimates the fair value based on the assumptions that it believes hypothetical market participants would use to value such Private Loan debt investments in a current hypothetical sale using the Yield-to-Maturity valuation method and such Private Loan equity investments in a current hypothetical sale using the Waterfall valuation method. In addition to its internal valuation process, in arriving at estimates of fair value for its investments in its Private Loan portfolio companies, Main Street, among other things, consults with a nationally recognized independent financial advisory services firm. The nationally recognized independent financial advisory services firm analyzes and provides observations and recommendations and an assurance certification regarding the Company’s determinations of the fair value of its Private Loan portfolio company investments. The nationally recognized independent financial advisory services firm is generally consulted relative to Main Street’s investments in each Private Loan portfolio company at least once every calendar year, and for Main Street’s investments in new Private Loan portfolio companies, at least once in the twelve-month period subsequent to the initial investment. In certain instances, Main Street may determine that it is not cost-effective, and as a result is not in its stockholders’ best interest, to consult with the nationally recognized independent financial advisory services firm on its investments in one or more Private Loan portfolio companies. Such instances include, but are not limited to, situations where the fair value of Main Street’s investment in a Private Loan portfolio company is determined to be insignificant relative to the total Investment Portfolio. Main Street consulted with and received an assurance certification from its independent financial advisory services firm in arriving at its determination of fair value on its investments in a total of 39 Private Loan portfolio companies for the year ended December 31, 2021, representing approximately 60% of the total Private Loan portfolio at fair value as of December 31, 2021, and on a total of 36 Private Loan portfolio companies for the year ended December 31, 2020, representing approximately 66% of the total Private Loan portfolio at fair value as of December 31, 2020. Excluding its investments in Private Loan portfolio companies that, as of December 31, 2021 and 2020, as applicable, had not been in the Investment Portfolio for at least twelve months subsequent to the initial investment and its investments in Private Loan portfolio companies that were not reviewed because the investment is valued based upon third-party quotes or other independent pricing, the percentage of the Private Loan portfolio reviewed and certified by Main Street’s independent financial advisory services firm for the years ended December 31, 2021 and 2020 was 93% and 92% of the total Private Loan portfolio at fair value as of December 31, 2021 and 2020, respectively. For valuation purposes, all of Main Street’s Middle Market portfolio investments are non-control investments. To the extent sufficient observable inputs are available to determine fair value, Main Street uses observable inputs to determine the fair value of these investments through obtaining third party quotes or other independent pricing. For Middle Market portfolio investments for which it has determined that third party quotes or other independent pricing are not available or appropriate, Main Street generally estimates the fair value based on the assumptions that it believes hypothetical market participants would use to value such Middle Market debt investments in a current hypothetical sale using the Yield-to-Maturity valuation method and such Middle Market equity investments in a current hypothetical sale using the Waterfall valuation method. The Company generally consults on a limited basis with a financial advisory services firm in connection with determining the fair value of its Middle Market portfolio investments due to the nature of these investments. The vast majority (93% and 90%, as of December 31, 2021 and 2020, respectively) of the Middle Market portfolio investments are valued using third-party quotes or other independent pricing services, or are new investments that will be consulted on once they have been in the Investment Portfolio for at least twelve months subsequent to the initial investment. 134 Table of Contents For valuation purposes, all of Main Street’s short-term portfolio investments are non-control investments. To the extent sufficient observable inputs are available to determine fair value, Main Street uses observable inputs to determine the fair value of these investments through obtaining third-party quotes or other independent pricing. Because all of the short-term portfolio investments are typically valued using third-party quotes or other independent pricing services, Main Street generally does not consult with any financial advisory services firms in connection with determining the fair value of its short-term portfolio investments. For valuation purposes, all of Main Street’s Other Portfolio investments are non-control investments. Main Street’s Other Portfolio investments comprised 4.7% and 3.6% of Main Street’s Investment Portfolio at fair value as of December 31, 2021 and 2020, respectively. Similar to the LMM investment portfolio, market quotations for Other Portfolio equity investments are generally not readily available. For its Other Portfolio equity investments, Main Street generally determines the fair value of these investments using the NAV valuation method. For valuation purposes, Main Street’s investment in the External Investment Manager is a control investment. Market quotations are not readily available for this investment, and as a result, Main Street determines the fair value of the External Investment Manager using the Waterfall valuation method under the market approach. In estimating the enterprise value, Main Street analyzes various factors, including the entity’s historical and projected financial results, as well as its size, marketability and performance relative to the population of market comparables. This valuation approach estimates the value of the investment as if Main Street were to sell, or exit, the investment. In addition, Main Street considers its ability to control the capital structure of the company, as well as the timing of a potential exit, in connection with determining the fair value of the External Investment Manager. Due to the inherent uncertainty in the valuation process, Main Street’s determination of fair value for its Investment Portfolio may differ materially from the values that would have been determined had a ready market for the securities existed. In addition, changes in the market environment, portfolio company performance and other events that may occur over the lives of the investments may cause the gains or losses ultimately realized on these investments to be materially different than the valuations currently assigned. Main Street determines the fair value of each individual investment and records changes in fair value as unrealized appreciation or depreciation. Main Street uses an internally developed portfolio investment rating system in connection with its investment oversight, portfolio management and analysis and investment valuation procedures for its LMM portfolio companies. This system takes into account both quantitative and qualitative factors of the LMM portfolio company and the investments held therein. In December 2020, the SEC adopted Rule 2a-5 under the 1940 Act, which permits a BDC’s board of directors to designate its executive officers or investment adviser as a valuation designee to determine the fair value for its investment portfolio, subject to the active oversight of the board. Main Street’s Board of Directors has approved policies and procedures pursuant to Rule 2a-5 (the “Valuation Procedures”) and has designated a group of its executive officers to serve as the Board’s valuation designee. Main Street adopted the Valuation Procedures effective April 1, 2021. Main Street believes its Investment Portfolio as of December 31, 2021 and 2020 approximates fair value as of those dates based on the markets in which it operates and other conditions in existence on those reporting dates. 2. Use of Estimates The preparation of 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 financial statements and the reported amounts of revenue and expenses during the period. Actual results may differ from these estimates under different conditions or assumptions. Additionally, as explained in Note B.1., the consolidated financial statements include investments in the Investment Portfolio whose values have been estimated by Main Street, pursuant to valuation policies and procedures approved and overseen by Main Street’s Board of Directors, in the absence of readily ascertainable market values. Because of the inherent uncertainty of the Investment Portfolio valuations, those estimated values may differ materially from the values that would have been determined had a ready market for the securities existed. 135 Table of Contents The COVID-19 pandemic, and the related effect on the U.S. and global economies, has impacted, and threatens to continue to impact, the businesses and operating results of certain of Main Street’s portfolio companies, as well as market interest rate spreads. As a result of these and other current effects of the COVID-19 pandemic, as well as the uncertainty regarding the extent and duration of its impact, the valuation of Main Street’s Investment Portfolio has experienced increased volatility since the beginning of the COVID-19 pandemic. 3. Cash and Cash Equivalents Cash and cash equivalents consist of cash and highly liquid investments with an original maturity of three months or less at the date of purchase. Cash and cash equivalents are carried at cost, which approximates fair value. At December 31, 2021, cash balances totaling $30.0 million exceeded Federal Deposit Insurance Corporation insurance protection levels, subjecting the Company to risk related to the uninsured balance. All of the Company’s cash deposits are held at large established high credit quality financial institutions and management believes that the risk of loss associated with any uninsured balances is remote. 4. Interest, Dividend and Fee Income Main Street records interest and dividend income on the accrual basis to the extent amounts are expected to be collected. Dividend income is recorded as dividends are declared by the portfolio company or at the point an obligation exists for the portfolio company to make a distribution. In accordance with Main Street’s valuation policies, Main Street evaluates accrued interest and dividend income periodically for collectability. When a loan or debt security becomes 90 days or more past due, and if Main Street otherwise does not expect the debtor to be able to service all of its debt or other obligations, Main Street will generally place the loan or debt security on non-accrual status and cease recognizing interest income on that loan or debt security until the borrower has demonstrated the ability and intent to pay contractual amounts due. If a loan or debt security’s status significantly improves regarding the debtor’s ability to service the debt or other obligations, or if a loan or debt security is sold or written off, Main Street removes it from non-accrual status. As of December 31, 2021, Main Street’s total Investment Portfolio had nine investments on non-accrual status, which comprised approximately 0.7% of its fair value and 3.3% of its cost. As of December 31, 2020, Main Street’s total Investment Portfolio had seven investments on non-accrual status, which comprised approximately 1.3% of its fair value and 3.6% of its cost. Main Street holds certain debt and preferred equity instruments in its Investment Portfolio that contain payment-in-kind (“PIK”) interest and cumulative dividend provisions. The PIK interest, computed at the contractual rate specified in each debt agreement, is periodically added to the principal balance of the debt and is recorded as interest income. Thus, the actual collection of this interest may be deferred until the time of debt principal repayment. Cumulative dividends are recorded as dividend income, and any dividends in arrears are added to the balance of the preferred equity investment. The actual collection of these dividends in arrears may be deferred until such time as the preferred equity is redeemed or sold. To maintain RIC tax treatment (as discussed in Note B.9. below), these non-cash sources of income may need to be paid out to stockholders in the form of distributions, even though Main Street may not have collected the PIK interest and cumulative dividends in cash. For the years ended December 31, 2021, 2020 and 2019 (i) approximately 2.6%, 2.8% and 2.0%, respectively, of Main Street’s total investment income was attributable to PIK interest income not paid currently in cash and (ii) approximately 0.6%, 0.8% and 1.0%, respectively, of Main Street’s total investment income was attributable to cumulative dividend income not paid currently in cash. Main Street stops accruing PIK interest and cumulative dividends and writes off any accrued and uncollected interest and dividends in arrears when it determines that such PIK interest and dividends in arrears are no longer collectible. Main Street may periodically provide services, including structuring and advisory services, to its portfolio companies or other third parties. For services that are separately identifiable and evidence exists to substantiate fair value, fee income is recognized as earned, which is generally when the investment or other applicable transaction closes. Fees received in connection with debt financing transactions for services that do not meet these criteria are treated as debt origination fees and are deferred and accreted into income over the life of the financing. 136 Table of Contents A presentation of total investment income Main Street received from its Investment Portfolio in each of the periods presented is as follows: Interest, fee and dividend income: Interest income Dividend income Fee income Total interest, fee and dividend income 5. Deferred Financing Costs Twelve Months Ended December 31, 2021 2020 (dollars in thousands) 2019 $ $ 193,667 81,153 14,227 289,047 $ $ 173,676 36,373 12,565 222,614 $ $ 187,381 49,782 6,210 243,373 Deferred financing costs include commitment fees and other costs related to Main Street’s multi-year revolving credit facility (the “Credit Facility”) and its unsecured notes, as well as the commitment fees and leverage fees (approximately 3.4% of the total commitment and draw amounts, as applicable) on the SBIC debentures. See further discussion of Main Street’s debt in Note E. Deferred financing costs in connection with the Credit Facility are capitalized as an asset. Deferred financing costs in connection with all other debt arrangements are a direct deduction from the related debt liability. 6. Equity Offering Costs The Company’s offering costs are charged against the proceeds from equity offerings when the proceeds are received. 7. Unearned Income—Debt Origination Fees and Original Issue Discount and Discounts / Premiums to Par Value Main Street capitalizes debt origination fees received in connection with financings and reflects such fees as unearned income netted against the applicable debt investments. The unearned income from the fees is accreted into income based on the effective interest method over the life of the financing. In connection with its portfolio debt investments, Main Street sometimes receives nominal cost warrants or warrants with an exercise price below the fair value of the underlying equity (together, “nominal cost equity”) that are valued as part of the negotiation process with the particular portfolio company. When Main Street receives nominal cost equity, Main Street allocates its cost basis in its investment between its debt security and its nominal cost equity at the time of origination based on amounts negotiated with the particular portfolio company. The allocated amounts are based upon the fair value of the nominal cost equity, which is then used to determine the allocation of cost to the debt security. Any discount recorded on a debt investment resulting from this allocation is reflected as unearned income, which is netted against the applicable debt investment, and accreted into interest income based on the effective interest method over the life of the debt investment. The actual collection of this interest is deferred until the time of debt principal repayment. Main Street may also purchase debt securities at a discount or at a premium to the par value of the debt security. In the case of a purchase at a discount, Main Street records the investment at the par value of the debt security net of the discount, and the discount is accreted into interest income based on the effective interest method over the life of the debt investment. In the case of a purchase at a premium, Main Street records the investment at the par value of the debt security plus the premium, and the premium is amortized as a reduction to interest income based on the effective interest method over the life of the debt investment. To maintain RIC tax treatment (as discussed in Note B.9. below), these non-cash sources of income may need to be paid out to stockholders in the form of distributions, even though Main Street may not have collected the interest 137 Table of Contents income. For the years ended December 31, 2021, 2020 and 2019, approximately 2.0%, 2.7% and 2.7%, respectively, of Main Street’s total investment income was attributable to interest income from the accretion of discounts associated with debt investments, net of any premium reduction. 8. Share-Based Compensation Main Street accounts for its share-based compensation plans using the fair value method, as prescribed by ASC 718, Compensation—Stock Compensation. Accordingly, for restricted stock awards, Main Street measures the grant date fair value based upon the market price of its common stock on the date of the grant and amortizes the fair value of the awards as share-based compensation expense over the requisite service period, which is generally the vesting term. Main Street has also adopted Accounting Standards Update (“ASU”) 2016-09, Compensation—Stock Compensation: Improvements to Employee Share-Based Payment Accounting, which requires that all excess tax benefits and tax deficiencies (including tax benefits of dividends on share-based payment awards) be recognized as income tax expense or benefit in the income statement and not delay recognition of a tax benefit until the tax benefit is realized through a reduction to taxes payable. Accordingly, the tax effects of exercised or vested awards are treated as discrete items in the reporting period in which they occur. Additionally, Main Street has elected to account for forfeitures as they occur. 9. Income Taxes MSCC has elected to be treated for U.S. federal income tax purposes as a RIC. MSCC’s taxable income includes the taxable income generated by MSCC and certain of its subsidiaries, including the Funds, which are treated as disregarded entities for tax purposes. As a RIC, MSCC generally will not pay corporate-level U.S. federal income taxes on any net ordinary taxable income or capital gains that MSCC distributes to its stockholders. MSCC must generally distribute at least 90% of its “investment company taxable income” (which is generally its net ordinary taxable income and realized net short-term capital gains in excess of realized net long-term capital losses) and 90% of its tax-exempt income to maintain its RIC status (pass-through tax treatment for amounts distributed). As part of maintaining RIC status, undistributed taxable income (subject to a 4% non-deductible U.S. federal excise tax) pertaining to a given fiscal year may be distributed up to 12 months subsequent to the end of that fiscal year, provided such dividends are declared on or prior to the later of (i) the filing of the U.S. federal income tax return for the applicable fiscal year or (ii) the fifteenth day of the ninth month following the close of the year in which such taxable income was generated. The Taxable Subsidiaries primarily hold certain portfolio investments for Main Street. The Taxable Subsidiaries permit Main Street to hold equity investments in portfolio companies which are “pass-through” entities for tax purposes and to continue to comply with the “source-of-income” requirements contained in the RIC tax provisions of the Code. The Taxable Subsidiaries are consolidated with Main Street for U.S. GAAP financial reporting purposes, and the portfolio investments held by the Taxable Subsidiaries are included in Main Street’s consolidated financial statements as portfolio investments and recorded at fair value. The Taxable Subsidiaries are not consolidated with MSCC 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 taxable income, or loss, of the Taxable Subsidiaries may differ from their book income, or loss, due to temporary book and tax timing differences and permanent differences. The Taxable Subsidiaries are each taxed at their normal corporate tax rates based on their taxable income. The income tax expense, or benefit, if any, and the related tax assets and liabilities, of the Taxable Subsidiaries are reflected in Main Street’s consolidated financial statements. The External Investment Manager is an indirect wholly owned subsidiary of MSCC owned through a Taxable Subsidiary and is a disregarded entity for tax purposes. The External Investment Manager has entered into a tax sharing agreement with its Taxable Subsidiary owner. Since the External Investment Manager is accounted for as a portfolio investment of MSCC and is not included as a consolidated subsidiary of MSCC in MSCC’s consolidated financial statements, and as a result of the tax sharing agreement with its Taxable Subsidiary owner, for its stand-alone financial reporting purposes the External Investment Manager is treated as if it is taxed at normal corporate tax rates based on its taxable income and, as a result of its activities, may generate income tax expense or benefit. The income tax expense, or 138 Table of Contents benefit, if any, and the related tax assets and liabilities, of the External Investment Manager are reflected in the External Investment Manager’s separate financial statements. The Taxable Subsidiaries and the External Investment Manager use the liability method in accounting for income taxes. Deferred tax assets and liabilities are recorded for temporary differences between the tax basis of assets and liabilities and their reported amounts in the consolidated financial statements, using statutory tax rates in effect for the year in which the temporary differences are expected to reverse. A valuation allowance is provided, if necessary, against deferred tax assets when it is more likely than not that some portion or all of the deferred tax asset will not be realized. Our stockholder’s equity includes an adjustment to classification as a result of permanent book-to-tax differences, which include differences in the book and tax treatment of income and expenses. Taxable income generally differs from net income for financial reporting purposes due to temporary and permanent differences in the recognition of income and expenses. Taxable income generally excludes net unrealized appreciation or depreciation, as investment gains or losses are not included in taxable income until they are realized. 10. Net Realized Gains or Losses and Net Unrealized Appreciation or Depreciation Realized gains or losses are measured by the difference between the net proceeds from the sale or redemption of an investment or a financial instrument and the cost basis of the investment or financial instrument, without regard to unrealized appreciation or depreciation previously recognized, and includes investments written-off during the period net of recoveries and realized gains or losses from in-kind redemptions. Net unrealized appreciation or depreciation reflects the net change in the fair value of the Investment Portfolio and financial instruments and the reclassification of any prior period unrealized appreciation or depreciation on exited investments and financial instruments to realized gains or losses. 11. 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. Main Street believes that the carrying amounts of its financial instruments, consisting of cash and cash equivalents, receivables, payables and other liabilities approximate the fair values of such items due to the short-term nature of these instruments. To estimate the fair value of Main Street’s multiple tranches of unsecured debt instruments as disclosed in Note E – Debt, Main Street uses quoted market prices. For the estimated fair value of Main Street’s SBIC debentures, Main Street uses the Yield-to-Maturity valuation method based on projections of the discounted future free cash flows that the debt security will likely generate, including both the discounted cash flows of the associated interest and principal amounts for the debt security. 12. Earnings per Share Basic and diluted per share calculations are computed utilizing the weighted-average number of shares of common stock outstanding for the period. In accordance with ASC 260, Earnings Per Share, the unvested shares of restricted stock awarded pursuant to Main Street’s equity compensation plans are participating securities and, therefore, are included in the basic earnings per share calculation. As a result, for all periods presented, there is no difference between diluted earnings per share and basic earnings per share amounts. 13. Recently Issued or Adopted Accounting Standards In March 2020, the FASB issued ASU 2020-04, “Reference rate reform (Topic 848)—Facilitation of the effects of reference rate reform on financial reporting.” The amendments in this update provide optional expedients and exceptions for applying U.S. GAAP to certain contracts and hedging relationships that reference LIBOR or another reference rate expected to be discontinued due to reference rate reform and became effective upon issuance for all entities. The Company has agreements that have LIBOR as a reference rate with certain portfolio companies and also 139 Table of Contents with certain lenders. Many of these agreements include language for choosing an alternative successor rate if LIBOR reference is no longer considered to be appropriate. Contract modifications are required to be evaluated in determining whether the modifications result in the establishment of new contracts or the continuation of existing contracts. The Company adopted this amendment in March 2020 and plans to apply the amendments in this update to account for contract modifications due to changes in reference rates when LIBOR reference is no longer used. The Company did not utilize the optional expedients and exceptions provided by ASU 2020-04 during the year ended December 31, 2021. The Company continues to evaluate the impact that the amendments in this update will have on its consolidated financial statements and disclosures when applied. In May 2020, the SEC published Release No. 33-10786 (the “May 2020 Release”), Amendments to Financial Disclosures about Acquired and Disposed Businesses, announcing its adoption of rules amending Rule 1-02(w)(2) under Regulation S-X used in the determination of a significant subsidiary specific to investment companies, including BDCs. In part, the rules adopted pursuant to the May 2020 Release eliminated the use of the asset test, and amended the income and investment tests for determining whether an unconsolidated subsidiary requires additional disclosure in the footnotes of the financial statements. Main Street adopted the rules pursuant to the May 2020 Release during the quarter ended June 30, 2020. The impact of the adoption of these rules on Main Street’s consolidated financial statements was not material. In December 2020, the SEC published Release No. IC-34084 (the “December 2020 Release”) Use of Derivatives by Registered Investment Companies and Business Development Companies, announcing its adoption of Rule 18f-4 and amendment of Rule 6c-11 under the 1940 Act to provide an updated, comprehensive approach to the regulation of registered investment companies’, including BDCs’, use of derivatives and address investor protection concerns. In part, the rules adopted pursuant to the December 2020 Release require that funds using derivatives generally will have to adopt a derivatives risk management program that a derivatives risk manager administers and that the fund’s board of directors oversees, and comply with an outer limit on fund leverage. Funds that use derivatives only in a limited manner will not be subject to these requirements, but they will have to adopt and implement policies and procedures reasonably designed to manage the fund’s derivatives risks. Funds also will be subject to reporting and recordkeeping requirements regarding their derivatives use. Main Street adopted the rules pursuant to the December 2020 Release during the quarter ended March 31, 2021. As Main Street is a limited user of derivatives, the impact of the adoption of these rules on the consolidated financial statements was not material. In December 2021, the SEC published Staff Accounting Bulletin No. 120 (“SAB 120”) to provide accounting and disclosure guidance for stock compensation awards made to executives and conforming amendments to the Staff Accounting Bulletin Series to align with the current authoritative accounting guidance in ASC 718, Compensation – Stock Compensation. In part, SAB 120 requires that an entity disclose how it determines the current price of underlying shares for grant-date fair value, the policy for when an adjustment to the share price is required, how it determines the amount of an adjustment to the share price and any significant assumptions used in determining an adjustment to the share price. SAB 120 is effective for all stock compensation awards issued after December 1, 2021. Main Street is in the compliance with the guidance pursuant to SAB 120 for any share-based compensation disclosures. See Note J – Share-Based Compensation for further discussion of Main Street’s policies and procedures regarding share-based compensation. Main Street does not expect the impact of SAB 120 to be material to the consolidated financial statements and the notes thereto. From time to time, new accounting pronouncements are issued by the FASB or other standards setting bodies that are adopted by Main Street as of the specified effective date. Main Street believes that the impact of recently issued standards and any that are not yet effective will not have a material impact on its consolidated financial statements upon adoption. NOTE C—FAIR VALUE HIERARCHY FOR INVESTMENTS AND DEBENTURES—PORTFOLIO COMPOSITION ASC 820 defines fair value, establishes a framework for measuring fair value, establishes a fair value hierarchy based on the quality of inputs used to measure fair value, and enhances disclosure requirements for fair value measurements. Main Street accounts for its investments at fair value. 140 Table of Contents Fair Value Hierarchy In accordance with ASC 820, Main Street has categorized its investments based on the priority of the inputs to the valuation technique into a three-level fair value hierarchy. The fair value hierarchy gives the highest priority to quoted prices in active markets for identical investments (Level 1) and the lowest priority to unobservable inputs (Level 3). Investments recorded on Main Street’s balance sheet are categorized based on the inputs to the valuation techniques as follows: Level 1—Investments whose values are based on unadjusted quoted prices for identical assets in an active market that Main Street has the ability to access (examples include investments in active exchange-traded equity securities and investments in most U.S. government and agency securities). Level 2—Investments whose values are based on quoted prices in markets that are not active or model inputs that are observable either directly or indirectly for substantially the full term of the investment. Level 2 inputs include the following: ● Quoted prices for similar assets in active markets (for example, investments in restricted stock); ● Quoted prices for identical or similar assets in non-active markets (for example, investments in thinly traded public companies); ● ● Pricing models whose inputs are observable for substantially the full term of the investment (for example, market interest rate indices); and Pricing models whose inputs are derived principally from, or corroborated by, observable market data through correlation or other means for substantially the full term of the investment. Level 3—Investments whose values are based on prices or valuation techniques that require inputs that are both unobservable and significant to the overall fair value measurement (for example, investments in illiquid securities issued by privately held companies). These inputs reflect management’s own assumptions about the assumptions a market participant would use in pricing the investment. As required by ASC 820, when the inputs used to measure fair value fall within different levels of the hierarchy, the level within which the fair value measurement is categorized is based on the lowest level input that is significant to the fair value measurement in its entirety. For example, a Level 3 fair value measurement may include inputs that are observable (Levels 1 and 2) and unobservable (Level 3). Therefore, unrealized appreciation and depreciation related to such investments categorized within the Level 3 tables below may include changes in fair value that are attributable to both observable inputs (Levels 1 and 2) and unobservable inputs (Level 3). As of December 31, 2021 and 2020, all of Main Street’s LMM portfolio investments consisted of illiquid securities issued by privately held companies and the fair value determination for these investments primarily consisted of unobservable inputs. As a result, all of Main Street’s LMM portfolio investments were categorized as Level 3 as of December 31, 2021 and 2020. As of December 31, 2021 and 2020, Main Street’s Private Loan portfolio investments primarily consisted of investments in interest-bearing secured debt investments. The fair value determination for these investments consisted of a combination of observable inputs in non-active markets for which sufficient observable inputs were not available to determine the fair value of these investments and unobservable inputs. As a result, all of Main Street’s Private Loan portfolio investments were categorized as Level 3 as of December 31, 2021 and 2020. 141 Table of Contents As of December 31, 2021 and 2020, Main Street’s Middle Market portfolio investments consisted primarily of investments in secured and unsecured debt investments and independently rated debt investments. The fair value determination for these investments consisted of a combination of observable inputs in non-active markets for which sufficient observable inputs were not available to determine the fair value of these investments and unobservable inputs. As a result, all of Main Street’s Middle Market portfolio investments were categorized as Level 3 as of December 31, 2021 and 2020. As of December 31, 2021 and 2020, Main Street’s Other Portfolio investments consisted of illiquid securities issued by privately held companies and the fair value determination for these investments primarily consisted of unobservable inputs. As a result, all of Main Street’s Other Portfolio investments were categorized as Level 3 as of December 31, 2021 and 2020. As of December 31, 2021, Main Street held one short-term portfolio investment, which was a secured debt investment. The fair value determination for this investment consisted of available observable inputs in non-active markets sufficient to determine the fair value of the investment. As a result, Main Street’s short-term portfolio investment was categorized as Level 2 as of December 31, 2021. Main Street did not hold any short-term portfolio investments as of December 31, 2020. The fair value determination of each portfolio investment categorized as Level 3 required one or more of the following unobservable inputs: ● Financial information obtained from each portfolio company, including unaudited statements of operations and balance sheets for the most recent period available as compared to budgeted numbers; ● Current and projected financial condition of the portfolio company; ● Current and projected ability of the portfolio company to service its debt obligations; ● Type and amount of collateral, if any, underlying the investment; ● Current financial ratios (e.g., fixed charge coverage ratio, interest coverage ratio and net debt/EBITDA ratio) applicable to the investment; ● Current liquidity of the investment and related financial ratios (e.g., current ratio and quick ratio); ● ● Pending debt or capital restructuring of the portfolio company; Projected operating results of the portfolio company; ● Current information regarding any offers to purchase the investment; ● Current ability of the portfolio company to raise any additional financing as needed; ● Changes in the economic environment which may have a material impact on the operating results of the portfolio company; ● Internal occurrences that may have an impact (both positive and negative) on the operating performance of the portfolio company; ● Qualitative assessment of key management; ● Contractual rights, obligations or restrictions associated with the investment; and 142 Table of Contents ● Other factors deemed relevant. The use of significant unobservable inputs creates uncertainty in the measurement of fair value as of the reporting date. The significant unobservable inputs used in the fair value measurement of Main Street’s LMM equity securities, which are generally valued through an average of the discounted cash flow technique and the market comparable/enterprise value technique (unless one of these approaches is determined to not be appropriate), are (i) EBITDA multiples and (ii) the weighted-average cost of capital (“WACC”). Significant increases (decreases) in EBITDA multiple inputs in isolation would result in a significantly higher (lower) fair value measurement. On the contrary, significant increases (decreases) in WACC inputs in isolation would result in a significantly lower (higher) fair value measurement. The significant unobservable inputs used in the fair value measurement of Main Street’s LMM, Private Loan and Middle Market securities are (i) risk adjusted discount rates used in the Yield-to-Maturity valuation technique (see “Note B.1.—Valuation of the Investment Portfolio”) and (ii) the percentage of expected principal recovery. Significant increases (decreases) in any of these discount rates in isolation would result in a significantly lower (higher) fair value measurement. Significant increases (decreases) in any of these expected principal recovery percentages in isolation would result in a significantly higher (lower) fair value measurement. However, due to the nature of certain investments, fair value measurements may be based on other criteria, such as third-party appraisals of collateral and fair values as determined by independent third parties, which are not presented in the tables below. The following tables provide a summary of the significant unobservable inputs used to fair value Main Street’s Level 3 portfolio investments as of December 31, 2021 and 2020: Fair Value as of December 31, 2021 (in thousands) Valuation Technique Significant Unobservable Inputs 1,050,269 Discounted cash flow WACC Range(3) Weighted Average(3) Median(3) 9.1% - 20.6% 13.8 % 14.8 % Market comparable / Enterprise Value EBITDA multiple (1) 4.8x - 7.7x(2) 6.6x 5.9x 2,158,424 Discounted cash flow Risk adjusted discount factor 351,144 Market approach 3,559,837 Expected principal recovery percentage Third‑party quote 5.6% - 15.7%(2) 0.0% - 100.0% 3.0 - 100.5 9.8 % 99.6 % 94.4 9.3 % 100.0 % 99.0 Type of Investment Equity investments Debt investments Debt investments Total Level 3 investments $ $ $ $ (1) EBITDA may include proforma adjustments and/or other addbacks based on specific circumstances related to each investment. (2) Range excludes outliers that are greater than one standard deviation from the mean. Including these outliers, the range for EBITDA multiple is 2.2x - 11.0x and the range for risk adjusted discount factor is 4.2% - 38.5%. (3) Does not include investments for which the valuation technique does not include the use of the applicable fair value input. 143 Table of Contents Type of Investment Equity investments Debt investments Debt investments Total Level 3 investments $ $ $ $ Fair Value as of December 31, 2020 (in thousands) Valuation Technique 877,732 Discounted cash flow WACC Significant Unobservable Inputs Range(3) Weighted Average(3) Median(3) 9.4% - 21.0% 14.3 % 15.0 % Market comparable / Enterprise Value EBITDA multiple (1) 4.5x - 8.5x(2) 7.0x 6.1x 1,339,079 Discounted cash flow Risk adjusted discount factor 468,055 Market approach 2,684,866 Expected principal recovery percentage Third‑party quote 7.4% - 15.3%(2) 0.0% - 100.0% 45.0 - 100.3 10.6 % 99.4 % 94.7 10.8 % 100.0 % 96.5 (1) EBITDA may include proforma adjustments and/or other addbacks based on specific circumstances related to each investment. (2) Range excludes outliers that are greater than one standard deviation from the mean. Including these outliers, the range for EBITDA multiple is 2.2x - 15.0x and the range for risk adjusted discount factor is 5.4% - 29.5%. (3) Does not include investments for which the valuation technique does not include the use of the applicable fair value input. The following tables provide a summary of changes in fair value of Main Street’s Level 3 portfolio investments for the years ended December 31, 2021 and 2020 (amounts in thousands): Type of Investment Debt Equity Equity Warrant Fair Value as of December 31, 2020 1,807,134 866,734 10,998 2,684,866 $ $ Transfers Into Level 3 Redemptions/ New Net Changes from Net Unrealized Unrealized Appreciation Fair Value as of December 31, Hierarchy Repayments Investments to Realized (Depreciation) Other(1) $ $ — $ — — — $ (909,464) (78,824) (1,071) (989,359) $ 1,608,143 106,193 — $ 1,714,336 $ $ 18,397 (27,260) (2,159) (11,022) $ $ (10,844) 170,786 1,074 161,016 $ $ $ (3,798) 6,080 (2,282) — $ 2021 2,509,568 1,043,709 6,560 3,559,837 (1) Includes the impact of non-cash conversions. These transactions represent non-cash investing activities. See additional cash flow information at the consolidated statements of cash flows. Type of Investment Debt Equity Equity Warrant Fair Value as of December 31, 2019 1,782,575 809,538 10,211 2,602,324 $ $ Transfers Into Level 3 Hierarchy Redemptions/ Repayments $ $ — $ — — — $ (544,545) (51,251) (2,245) (598,041) New Investments 560,536 $ 114,733 — 675,269 $ Net Changes from Unrealized to Realized 110,099 $ 8,938 2,245 121,282 $ Net Unrealized Appreciation (Depreciation) (78,866) $ (38,404) 1,302 (115,968) $ $ $ Fair Value as of December 31, 2020 1,807,134 866,219 11,513 2,684,866 $ Other(1) (22,665) 22,665 — — $ (1) Includes the impact of non-cash conversions. These transactions represent non-cash investing activities. See additional cash flow information at the consolidated statements of cash flows. At December 31, 2021 and 2020, Main Street’s investments at fair value were categorized as follows in the fair value hierarchy for ASC 820 purposes: 144 Table of Contents At December 31, 2021 LMM portfolio investments Private Loan portfolio investments Middle Market portfolio investments Other Portfolio investments External Investment Manager Short-term portfolio investments Total investments At December 31, 2020 LMM portfolio investments Private Loan portfolio investments Middle Market portfolio investments Other Portfolio investments External Investment Manager Total investments Investment Portfolio Composition Fair Value Measurements (in thousands) Quoted Prices in Active Markets for Identical Assets (Level 1) Significant Other Unobservable Significant Observable Inputs (Level 2) Inputs (Level 3) $ $ — $ — — — — — — $ — $ 1,716,415 1,141,772 — 395,167 — 166,083 — 140,400 — — $ 3,559,837 1,994 1,994 Fair Value Measurements (in thousands) Quoted Prices in Active Markets for Identical Assets (Level 1) Significant Other Observable Inputs (Level 2) Significant Unobservable Inputs (Level 3) — $ — — — — — $ — $ 1,285,524 740,370 — 445,609 — 96,603 — — 116,760 — $ 2,684,866 Fair Value $ 1,716,415 1,141,772 395,167 166,083 140,400 1,994 $ 3,561,831 Fair Value $ 1,285,524 740,370 445,609 96,603 116,760 $ 2,684,866 $ $ Main Street’s principal investment objective is to maximize its portfolio’s total return by generating current income from its debt investments and current income and capital appreciation from its equity and equity-related investments, including warrants, convertible securities and other rights to acquire equity securities in a portfolio company. Main Street seeks to achieve its investment objective through its LMM, Private Loan, and Middle Market investment strategies. Main Street’s LMM investment strategy involves investments in secured debt, equity warrants and direct equity investments in privately held, LMM companies based in the United States. Main Street’s LMM portfolio companies generally have annual revenues between $10 million and $150 million, and its LMM investments generally range in size from $5 million to $75 million. The LMM debt investments are typically secured by a first priority lien on the assets of the portfolio company, can include either fixed or floating rate terms and generally have a term of between five and seven years from the original investment date. In most LMM portfolio investments, Main Street receives nominally priced equity warrants and/or makes direct equity investments in connection with a debt investment. Main Street’s private loan (“Private Loan”) investment strategy involves investments in privately held companies that are generally consistent with the size of its LMM portfolio companies or Middle Market portfolio companies and generally range in size from $10 million to $75 million. Main Street’s Private Loan investments consist generally of loans that have been originated by Main Street or through strategic relationships with other investment funds on a collaborative basis, and are often referred to in the debt markets as “club deals.” Private Loan investments are typically similar in structure, terms and conditions to investments Main Street holds in its LMM portfolio and Middle Market portfolio. Main Street’s Private Loan portfolio debt investments are generally secured by a first priority lien on the assets of the portfolio company and typically have a term of between three and seven years from the original investment date. Main Street may have the option to invest alongside the sponsor in the equity securities of its Private Loan portfolio companies. 145 Table of Contents Main Street’s Middle Market investment strategy involves investments in syndicated loans to or debt securities in Middle Market companies, which Main Street defines as companies with annual revenues between $150 million and $1.5 billion, and generally range in size from $3 million to $25 million. Main Street’s Middle Market portfolio debt investments are generally secured by a first priority lien on the assets of the portfolio company and typically have an expected duration of between three and seven years from the original investment date. Main Street’s other portfolio (“Other Portfolio”) investments primarily consist of investments that are not consistent with the typical profiles for its LMM, Private Loan or Middle Market portfolio investments, including investments which may be managed by third parties. In the Other Portfolio, Main Street may incur indirect fees and expenses in connection with investments managed by third parties, such as investments in other investment companies or private funds. For Other Portfolio investments, Main Street generally receives distributions related to the assets held by the portfolio company. Those assets are typically expected to be liquidated over a five to ten-year period. Based upon Main Street’s liquidity and capital structure management activities, Main Street’s Investment Portfolio may also include short-term portfolio investments that are atypical of Main Street’s LMM, Private Loan and Middle Market portfolio investments in that they are intended to be a short-term deployment of capital. Those assets are typically expected to be liquidated in one year or less. These short-term investments are not expected to be a significant portion of the overall Investment Portfolio. Main Street’s external asset management business is conducted through its External Investment Manager. The External Investment Manager earns management fees based on the assets under management for external parties and may earn incentive fees, or a carried interest, based on the performance of the assets managed. Main Street entered into an agreement with the External Investment Manager to share employees in connection with its asset management business generally, and specifically for its relationship with MSC Income Fund, Inc. (“MSC Income”), formerly known as HMS Income Fund, Inc. Through this agreement, Main Street shares employees with the External Investment Manager, including their related infrastructure, business relationships, management expertise and capital raising capabilities. Main Street allocates the related expenses to the External Investment Manager pursuant to the sharing agreement. Main Street’s total expenses for the years ended December 31, 2021, 2020 and 2019 are net of expenses allocated to the External Investment Manager of $10.3 million, $7.4 million, and $6.7 million, respectively. Investment income, consisting of interest, dividends and fees, can fluctuate dramatically due to various factors, including the level of new investment activity, repayments of debt investments or sales of equity interests. Investment income in any given year could also be highly concentrated among several portfolio companies. For the years ended December 31, 2021 and 2020, Main Street did not record investment income from any single portfolio company in excess of 10% of total investment income. The following tables provide a summary of Main Street’s investments in the LMM, Private Loan and Middle Market portfolios as of December 31, 2021 and 2020 (this information excludes the Other Portfolio, short-term portfolio investments and the External Investment Manager, each of which is discussed further below): Number of portfolio companies Fair value Cost Debt investments as a % of portfolio (at cost) Equity investments as a % of portfolio (at cost) % of debt investments at cost secured by first priority lien Weighted-average annual effective yield (b) Average EBITDA (c) LMM (a) As of December 31, 2021 Private Loan Middle Market 73 1,716.4 1,455.7 (dollars in millions) 75 1,141.8 1,157.5 $ $ 70.9 % 29.1 % 99.0 % 11.2 % 6.2 $ 95.7 % 4.3 % 98.7 % 8.2 % 41.3 $ $ $ $ $ $ 36 395.2 440.9 93.3 % 6.7 % 98.7 % 7.5 % 76.0 (a) At December 31, 2021, Main Street had equity ownership in all of its LMM portfolio companies, and the average fully diluted equity ownership in those portfolio companies was approximately 40%. 146 Table of Contents (b) The weighted-average annual effective yields were computed using the effective interest rates for all debt investments at cost as of December 31, 2021, including amortization of deferred debt origination fees and accretion of original issue discount but excluding fees payable upon repayment of the debt instruments and any debt investments on non-accrual status. The weighted-average yield on Main Street’s debt portfolio as of December 31, 2021 including debt investments on non-accrual status was 10.6% for its LMM portfolio, 8.0% for its Private Loan portfolio and 7.1% for its Middle Market portfolio. The weighted-average annual effective yield is not reflective of what an investor in shares of Main Street’s common stock will realize on its investment because it does not reflect changes in the market value of Main Street’s stock, Main Street’s utilization of leverage, or debt capital, in its capital structure, and Main Street’s expenses or any sales load paid by an investor. (c) The average EBITDA is calculated using a simple average for the LMM portfolio and a weighted-average for the Private Loan and Middle Market portfolios. These calculations exclude certain portfolio companies, including three LMM portfolio companies, three Private Loan portfolio companies and one Middle Market portfolio company, as EBITDA is not a meaningful valuation metric for Main Street’s investments in these portfolio companies, and those portfolio companies whose primary purpose is to own real estate. Number of portfolio companies Fair value Cost Debt investments as a % of portfolio (at cost) Equity investments as a % of portfolio (at cost) % of debt investments at cost secured by first priority lien Weighted-average annual effective yield (b) Average EBITDA (c) LMM (a) As of December 31, 2020 Private Loan Middle Market 70 1,285.5 1,104.6 (dollars in millions) 63 740.4 769.0 $ $ 65.8 % 34.2 % 98.1 % 11.6 % 5.3 $ 93.8 % 6.2 % 95.4 % 8.7 % 58.1 $ $ $ $ $ $ 42 445.6 488.9 93.0 % 7.0 % 92.4 % 7.9 % 76.5 (a) At December 31, 2020, Main Street had equity ownership in approximately 99% of its LMM portfolio companies, and the average fully diluted equity ownership in those portfolio companies was approximately 38%. (b) The weighted-average annual effective yields were computed using the effective interest rates for all debt investments at cost as of December 31, 2020, including amortization of deferred debt origination fees and accretion of original issue discount but excluding fees payable upon repayment of the debt instruments and any debt investments on non-accrual status. The weighted-average yield on Main Street’s debt portfolio as of December 31, 2020 including debt investments on non-accrual status was 10.4% for its LMM portfolio, 8.4% for its Private Loan portfolio and 7.9% for its Middle Market portfolio. The weighted-average annual effective yield is not reflective of what an investor in shares of Main Street’s common stock will realize on its investment because it does not reflect changes in the market value of Main Street’s stock, Main Street’s utilization of leverage, or debt capital, in its capital structure, Main Street’s expenses or any sales load paid by an investor. (c) The average EBITDA is calculated using a simple average for the LMM portfolio and a weighted-average for the Private Loan and Middle Market portfolios. These calculations exclude certain portfolio companies, including three LMM portfolio companies, four Private Loan portfolio companies and one Middle Market portfolio company, as EBITDA is not a meaningful valuation metric for Main Street’s investments in these portfolio companies, and those portfolio companies whose primary purpose is to own real estate. For the years ended December 31, 2021 and 2020, Main Street achieved a total return on investments of 16.6% and 4.1%, respectively. Total return on investments is calculated using the interest, dividend, and fee income, as well as the realized and unrealized change in fair value of the Investment Portfolio for the specified period. Main Street’s total return on investments is not reflective of what an investor in shares of Main Street’s common stock will realize on its investment because it does not reflect changes in the market value of Main Street’s stock, Main Street’s utilization of leverage, or debt capital, in its capital structure, Main Street’s expenses or any sales load paid by an investor. 147 Table of Contents As of December 31, 2021, Main Street had Other Portfolio investments in thirteen companies, collectively totaling approximately $166.1 million in fair value and approximately $173.7 million in cost basis and which comprised approximately 4.7% and 5.3% of Main Street’s Investment Portfolio at fair value and cost, respectively. As of December 31, 2020, Main Street had Other Portfolio investments in twelve companies, collectively totaling approximately $96.6 million in fair value and approximately $124.7 million in cost basis and which comprised approximately 3.6% and 5.0% of Main Street’s Investment Portfolio at fair value and cost, respectively. As of December 31, 2021, Main Street had one short-term portfolio investment, which was a secured debt investment that had approximately $2.0 million in both fair value and in cost basis and which comprised approximately 0.1% of Main Street’s Investment Portfolio at both fair value and cost. As of December 31, 2020, Main Street held no short-term portfolio investments. As discussed further in Note A.1., Main Street holds an investment in the External Investment Manager, a wholly owned subsidiary that is treated as a portfolio investment. As of December 31, 2021, this investment had a fair value of approximately $140.4 million and a cost basis of $29.5 million, which comprised approximately 3.9% and 0.9% of Main Street’s Investment Portfolio at fair value and cost, respectively. As of December 31, 2020, this investment had a fair value of approximately $116.8 million and a cost basis of $29.5 million, which comprised approximately 4.3% and 1.2% of Main Street’s Investment Portfolio at fair value and cost, respectively. The following tables summarize the composition of Main Street’s total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments at cost and fair value by type of investment as a percentage of the total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments, as of December 31, 2021 and 2020 (this information excludes the Other Portfolio, short-term portfolio investments and the External Investment Manager, each of which is discussed above). Cost: First lien debt Equity Second lien debt Equity warrants Other Fair Value: First lien debt Equity Second lien debt Equity warrants Other December 31, 2021 December 31, 2020 82.5 % 16.2 % 0.6 % 0.3 % 0.4 % 100.0 % 77.0 % 19.0 % 2.7 % 0.5 % 0.8 % 100.0 % December 31, 2021 December 31, 2020 74.3 % 24.6 % 0.5 % 0.2 % 0.4 % 100.0 % 70.0 % 26.4 % 2.4 % 0.4 % 0.8 % 100.0 % The following tables summarize the composition of Main Street’s total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments by geographic region of the United States and other countries at cost and fair value as a percentage of the total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments, as of December 31, 2021 and 2020 (this information 148 Table of Contents excludes the Other Portfolio, short-term portfolio investments and the External Investment Manager). The geographic composition is determined by the location of the corporate headquarters of the portfolio company. Cost: West Northeast Southwest Midwest Southeast Canada Fair Value: West Southwest Northeast Midwest Southeast Canada December 31, 2021 December 31, 2020 28.3 % 22.6 % 21.6 % 15.1 % 11.6 % 0.8 % 100.0 % 21.0 % 22.6 % 24.3 % 18.2 % 12.8 % 1.1 % 100.0 % December 31, 2021 December 31, 2020 28.5 % 23.0 % 21.9 % 15.8 % 10.0 % 0.8 % 100.0 % 21.4 % 24.7 % 21.7 % 19.7 % 11.5 % 1.0 % 100.0 % Main Street’s LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments are in companies conducting business in a variety of industries. The following tables summarize the composition of Main Street’s total combined LMM portfolio investments, Private Loan portfolio investments and 149 Table of Contents Middle Market portfolio investments by industry at cost and fair value as of December 31, 2021 and 2020 (this information excludes the Other Portfolio, short-term portfolio investments and the External Investment Manager). Cost: Construction & Engineering Machinery Internet Software & Services Commercial Services & Supplies Distributors Professional Services Leisure Equipment & Products Energy Equipment & Services Health Care Providers & Services Specialty Retail IT Services Diversified Consumer Services Diversified Telecommunication Services Communications Equipment Containers & Packaging Building Products Textiles, Apparel & Luxury Goods Tobacco Diversified Financial Services Food Products Aerospace & Defense Software Oil, Gas & Consumable Fuels Media Chemicals Internet & Catalog Retail Hotels, Restaurants & Leisure Electronic Equipment, Instruments & Components Life Sciences Tools & Services Computers & Peripherals Household Durables Trading Companies & Distributors Food & Staples Retailing Transportation Infrastructure Other (1) December 31, 2021 December 31, 2020 7.8 % 7.3 % 7.2 % 5.9 % 4.7 % 4.6 % 4.1 % 4.0 % 3.9 % 3.5 % 3.5 % 3.4 % 2.6 % 2.3 % 2.3 % 2.3 % 2.2 % 2.1 % 2.1 % 2.0 % 1.9 % 1.8 % 1.8 % 1.8 % 1.7 % 1.6 % 1.4 % 1.4 % 1.4 % 1.3 % 1.0 % 0.9 % 0.8 % — % 3.4 % 100.0 % 6.0 % 6.4 % 5.2 % 4.7 % 2.1 % 5.1 % 4.2 % 4.5 % 5.1 % 3.1 % 4.0 % 1.0 % 2.6 % 3.3 % 1.6 % 1.4 % 0.6 % 2.2 % 2.1 % 2.6 % 5.9 % 4.4 % 3.2 % 2.1 % 0.9 % 0.7 % 2.6 % 1.9 % 1.4 % 1.5 % 1.3 % 1.2 % 1.0 % 1.0 % 3.1 % 100.0 % (1) Includes various industries with each industry individually less than 1.0% of the total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments at each date. 150 Table of Contents Fair Value: Machinery Construction & Engineering Internet Software & Services Diversified Consumer Services Commercial Services & Supplies Distributors Specialty Retail Leisure Equipment & Products Professional Services Health Care Providers & Services IT Services Energy Equipment & Services Diversified Telecommunication Services Containers & Packaging Diversified Financial Services Computers & Peripherals Tobacco Building Products Media Textiles, Apparel & Luxury Goods Software Food Products Aerospace & Defense Chemicals Communications Equipment Internet & Catalog Retail Oil, Gas & Consumable Fuels Life Sciences Tools & Services Construction Materials Hotels, Restaurants & Leisure Household Durables Trading Companies & Distributors Electronic Equipment, Instruments & Components Transportation Infrastructure Other (1) December 31, 2021 December 31, 2020 8.5 % 7.7 % 6.4 % 5.9 % 5.5 % 4.7 % 4.1 % 4.0 % 3.9 % 3.6 % 3.3 % 2.8 % 2.5 % 2.5 % 2.3 % 2.2 % 2.2 % 2.2 % 2.2 % 2.1 % 2.0 % 1.9 % 1.7 % 1.6 % 1.5 % 1.5 % 1.4 % 1.3 % 1.1 % 1.0 % 0.9 % 0.9 % 0.7 % — % 3.9 % 100.0 % 8.1 % 6.1 % 4.5 % 3.0 % 4.5 % 2.1 % 3.4 % 4.0 % 4.0 % 5.2 % 3.8 % 3.0 % 2.0 % 1.7 % 2.3 % 2.9 % 2.1 % 1.4 % 2.5 % 0.5 % 4.6 % 2.2 % 5.7 % 0.9 % 2.7 % 0.6 % 2.7 % 1.4 % 1.4 % 2.0 % 1.3 % 1.2 % 1.3 % 1.0 % 3.9 % 100.0 % (1) Includes various industries with each industry individually less than 1.0% of the total combined LMM portfolio investments, Private Loan portfolio investments and Middle Market portfolio investments at each date. At December 31, 2021 and 2020, Main Street had no portfolio investment that was greater than 10% of the Investment Portfolio at fair value. Unconsolidated Significant Subsidiaries In accordance with Rules 3-09 and 4-08(g) of Regulation S-X, Main Street must determine which of its unconsolidated controlled portfolio companies, if any, are considered “significant subsidiaries.” On May 20, 2020, the SEC published in Release No. 33-10786, Amendments to Financial Disclosures about Acquired and Disposed Businesses, amendments to Rule 1-02(w)(2) of Regulation S-X used in the determination of a significant subsidiary specific to investment companies, including BDCs. The amendments became effective on January 1, 2021, but the SEC allowed for early application. Main Street elected to apply these revisions effective June 30, 2020. In evaluating its unconsolidated controlled portfolio companies in accordance with Regulation S-X, there are two tests that Main Street 151 Table of Contents must utilize to determine if any of Main Street’s Control Investments (as defined in Note A, including those unconsolidated portfolio companies defined as Control Investments in which Main Street does not own greater than 50% of the voting securities or maintain greater than 50% of the board representation) are considered significant subsidiaries: the investment test and the income test. The investment test is generally measured by dividing Main Street’s investment in the Control Investment by the value of Main Street’s total investments. The income test is generally measured by dividing the absolute value of the combined sum of total investment income, net realized gain (loss) and net unrealized appreciation (depreciation) from the relevant Control Investment for the period being tested by the absolute value of Main Street’s change in net assets resulting from operations for the same period. Rules 3-09 and 4-08(g) of Regulation S-X require Main Street to include (1) separate audited financial statements of an unconsolidated majority-owned subsidiary (Control Investments in which Main Street owns greater than 50% of the voting securities) in an annual report and (2) summarized financial information of a Control Investment in a quarterly report, respectively, if certain thresholds of the investment or income tests are exceeded and the unconsolidated portfolio company qualifies as a significant subsidiary. As of December 31, 2021, 2020 and 2019, Main Street had no single investment that qualified as a significant subsidiary under either the investment or income tests. NOTE D—EXTERNAL INVESTMENT MANAGER As discussed further in Note A.1 and Note C, the External Investment Manager provides investment management and other services to External Parties. The External Investment Manager is accounted for as a portfolio investment of MSCC since the External Investment Manager conducts all of its investment management activities for External Parties. During May 2012, Main Street entered into an investment sub-advisory agreement with HMS Adviser, LP (“HMS Adviser”), which was the investment adviser to MSC Income at the time, to provide certain investment advisory services to HMS Adviser. In December 2013, after obtaining required no-action relief from the SEC to allow it to own a registered investment adviser, Main Street assigned the sub-advisory agreement to the External Investment Manager since the fees received from such arrangement could otherwise have negative consequences on MSCC’s ability to meet the source-of-income requirement necessary for it to maintain its RIC tax treatment. Under the investment sub-advisory agreement, the External Investment Manager was entitled to 50% of the annual base management fee and the incentive fees earned by HMS Adviser under its advisory agreement with MSC Income. Effective October 30, 2020, the External Investment Manager and HMS Adviser consummated the transactions contemplated by that certain asset purchase agreement by and among the External Investment Manager, HMS Adviser and the other parties thereto whereby the External Investment Manager became the sole investment adviser and administrator to MSC Income pursuant to an Investment Advisory and Administrative Services Agreement entered into between the External Investment Manager and MSC Income (the “Advisory Agreement”). The Advisory Agreement includes a 1.75% annual management fee, reduced from 2.00%, and the same incentive fee as under MSC Income’s prior advisory agreement with HMS Adviser, with the External Investment Manager receiving 100% of such fee income (increased from 50% previously). As described more fully in Note L – Related Party Transactions, the External Investment Manager launched a new private fund, MS Private Loan Fund I, LP, a private investment fund with a strategy to co-invest with Main Street in Private Loan portfolio investments (the “Private Loan Fund”), in December 2020. The External Investment Manager entered into an Investment Management Agreement in December 2020 with the Private Loan Fund, pursuant to which the External Investment Manager provides investment advisory and management services to the Private Loan Fund in exchange for an asset-based fee and certain incentive fees. The External Investment Manager may also advise other clients, including funds and separately managed accounts, pursuant to advisory and services agreements with such clients in exchange for asset-based and incentive fees. During the year ended December 31, 2021, the External Investment Manager earned $17.7 million in base management fee income and $0.6 million in incentive fees compared to $10.7 million of base management fees and no incentive fees in 2020 and $11.1 million of base management fees and $2.0 million in incentive fees in 2019 for the investment advisory services provided to MSC Income, other funds and other clients. 152 Table of Contents Main Street determines the fair value of the External Investment Manager using the Waterfall valuation method under the market approach (see further discussion in Note B.1.). Any change in fair value of the investment in the External Investment Manager is recognized on Main Street’s consolidated statements of operations in “Net Unrealized Appreciation (Depreciation)—Control investments.” The External Investment Manager is an indirect wholly owned subsidiary of MSCC owned through a Taxable Subsidiary and is a disregarded entity for tax purposes. The External Investment Manager has entered into a tax sharing agreement with its Taxable Subsidiary owner. Since the External Investment Manager is accounted for as a portfolio investment of MSCC and is not included as a consolidated subsidiary of MSCC in MSCC’s consolidated financial statements, and as a result of the tax sharing agreement with its Taxable Subsidiary owner, for financial reporting purposes the External Investment Manager is treated as if it is taxed at normal corporate tax rates based on its taxable income and, as a result of its activities, may generate income tax expense or benefit. Main Street owns the External Investment Manager through the Taxable Subsidiary to allow MSCC to continue to comply with the “source-of-income” requirements contained in the RIC tax provisions of the Code. The taxable income, or loss, of the External Investment Manager may differ from its book income, or loss, due to temporary book and tax timing differences and permanent differences. As a result of the above described financial reporting and tax treatment, the External Investment Manager provides for any income tax expense, or benefit, and any tax assets or liabilities in its separate financial statements. Main Street shares employees with the External Investment Manager and allocates costs related to such shared employees to the External Investment Manager generally based on a combination of the direct time spent, new investment origination activity and assets under management, depending on the nature of the expense. For the years ended December 31, 2021, 2020 and 2019, Main Street allocated $10.3 million, $7.4 million and $6.7 million of total expenses, respectively, to the External Investment Manager. The total contribution of the External Investment Manager to Main Street’s net investment income consists of the combination of the expenses allocated to the External Investment Manager and the dividend income earned from the External Investment Manager. For the years ended December 31, 2021, 2020, and 2019 the total contribution to Main Street’s net investment income was $16.5 million, $9.9 million and $11.7 million, respectively. Summarized financial information from the separate financial statements of the External Investment Manager as of December 31, 2021 and 2020 and for the years ended December 31, 2021, 2020 and 2019 is as follows: As of December 31, 2021 As of December 31, 2020 Cash Accounts receivable—advisory clients Intangible Asset Total assets Accounts payable to MSCC and its subsidiaries Dividend payable to MSCC and its subsidiaries Equity Total liabilities and equity 153 $ $ $ $ (dollars in thousands) — $ 5,595 29,500 35,095 3,288 2,307 29,500 35,095 $ $ $ — 3,520 29,500 33,020 2,423 1,097 29,500 33,020 Table of Contents 2021 Management fee income Incentive fees Total revenues Expenses allocated from MSCC or its subsidiaries: Salaries, share‑based compensation and other personnel costs Other G&A expenses Total allocated expenses Pre‑tax income Tax expense Net income NOTE E—DEBT Summary of debt as of December 31, 2021 is as follows: $ $ Twelve Months Ended December 31, 2020 (dollars in thousands) $ — 10,665 $ 17,665 622 18,287 (8,417) (1,860) (10,277) 8,010 (1,795) 6,215 $ 10,665 (4,984) (2,445) (7,429) 3,236 (745) 2,491 $ 2019 11,116 1,972 13,088 (4,388) (2,284) (6,672) 6,416 (1,427) 4,989 SBIC Debentures Credit Facility 4.50% Notes due 2022 5.20% Notes due 2024 3.00% Notes due 2026 Total Debt Outstanding Balance Unamortized Debt Issuance (Costs)/Premiums Estimated Fair Recorded Value Value (1) (in thousands) $ 350,000 $ (7,269) $ 342,731 $ 328,206 320,000 185,000 450,000 500,000 — (556) 1,272 (2,391) 320,000 184,444 451,272 497,609 320,000 190,043 480,767 502,285 $ 1,805,000 $ (8,944) $ 1,796,056 $ 1,821,301 (1) Estimated fair value for outstanding debt if Main Street had adopted the fair value option under ASC 825. See discussion of the methods used to estimate the fair value of Main Street’s debt in Note B.11. – Fair Value of Financial Instruments. Summary of debt as of December 31, 2020 is as follows: SBIC Debentures Credit Facility 4.50% Notes due 2022 5.20% Notes due 2024 Total Debt Outstanding Balance Unamortized Debt Issuance (Costs)/Premiums Estimated Fair Recorded Value Value (1) (in thousands) $ 309,800 $ (5,828) $ 303,972 $ 309,907 269,000 185,000 450,000 — (1,164) 1,817 269,000 183,836 451,817 269,000 194,938 488,102 $ 1,213,800 $ (5,175) $ 1,208,625 $ 1,261,947 (1) Estimated fair value for outstanding debt if Main Street had adopted the fair value option under ASC 825. See discussion of the methods used to estimate the fair value of Main Street’s debt in Note B.11. – Fair Value of Financial Instruments. 154 Table of Contents Summarized interest expense for the years ended December 31, 2021, 2020 and 2019 is as follows (in thousands): SBIC Debentures Credit Facility 4.50% Notes due 2019 4.50% Notes due 2022 5.20% Notes due 2024 3.00% Notes due in 2026 Total Interest Expense SBIC Debentures Twelve Months Ended December 31, 2021 10,857 5,204 — 8,932 22,855 10,988 58,836 $ $ 2020 11,867 9,232 — 8,932 19,556 — 49,587 $ $ 2019 12,739 10,974 7,881 8,932 9,732 — 50,258 $ $ Under existing SBIC regulations, SBA-approved SBICs under common control have the ability to issue debentures guaranteed by the SBA up to a regulatory maximum amount of $350.0 million. Main Street’s SBIC debentures payable, under existing SBA-approved commitments, were $350.0 million and $309.8 million at December 31, 2021 and 2020, respectively. SBIC debentures provide for interest to be paid semiannually, with principal due at the applicable 10-year maturity date of each debenture. During the year ended December 31, 2021, Main Street issued $80.2 million of SBIC debentures and opportunistically prepaid $40.0 million of existing SBIC debentures that were scheduled to mature over the next year as part of an effort to manage the maturity dates of the oldest SBIC debentures. Main Street expects to maintain SBIC debentures under the SBIC program in the future, subject to periodic repayments and borrowings, in an amount up to the regulatory maximum amount for affiliated SBIC funds. The weighted-average annual interest rate on the SBIC debentures was 2.9% and 3.4% as of December 31, 2021 and 2020, respectively. The first principal maturity due under the existing SBIC debentures is in 2023, and the weighted-average remaining duration as of December 31, 2021 was approximately 6.1 years. In accordance with SBIC regulations, the Funds are precluded from incurring additional non-SBIC debt without the prior approval of the SBA. As of December 31, 2021, the SBIC debentures consisted of (i) $175.0 million par value of SBIC debentures outstanding issued by MSMF, with a recorded value of $171.4 million that was net of unamortized debt issuance costs of $3.6 million and (ii) $175.0 million par value of SBIC debentures issued by MSC III with a recorded value of $171.3 million that was net of unamortized debt issuance costs of $3.7 million. 155 Table of Contents The maturity dates and fixed interest rates for Main Street’s SBIC Debentures as of December 31, 2021 and 2020 are summarized in the following table: Fixed Interest Rate December 31, 2021 December 31, 2020 $ 4.37 % 4.60 % 3.39 % 3.16 % 3.95 % 3.55 % 3.52 % 3.19 % 3.41 % 3.55 % 2.35 % 1.13 % 1.31 % 1.94 % 1.58 % $ — — — 16,000,000 39,000,000 24,800,000 40,400,000 34,600,000 43,000,000 32,000,000 15,000,000 10,000,000 10,000,000 25,200,000 60,000,000 350,000,000 10,000,000 20,000,000 10,000,000 16,000,000 39,000,000 24,800,000 40,400,000 34,600,000 43,000,000 32,000,000 15,000,000 10,000,000 10,000,000 5,000,000 — 309,800,000 Maturity Date 3/1/2021 3/1/2021 9/1/2021 3/1/2023 3/1/2024 3/1/2024 3/1/2027 9/1/2027 3/1/2028 9/1/2028 3/1/2030 9/1/2030 9/1/2030 3/1/2031 9/1/2031 Ending Balance Credit Facility Main Street maintains the Credit Facility to provide additional liquidity to support its investment and operational activities. As of December 31, 2021 the Credit Facility included total commitments of $855.0 million from a diversified group of 18 lenders, held a maturity date in April 2026 and contained an accordion feature which allowed Main Street to increase the total commitments under the facility to up to $1,200.0 million from new and existing lenders on the same terms and conditions as the existing commitments. As of December 31, 2021, borrowings under the Credit Facility bore interest, subject to Main Street’s election and resetting on a monthly basis on the first of each month, on a per annum basis at a rate equal to the applicable LIBOR rate (0.1% as of the most recent reset date for the period ended December 31, 2021) plus (i) 1.875% (or the applicable base rate (Prime Rate of 3.25% as of December 31, 2021) plus 0.875%) as long as Main Street meets certain agreed upon excess collateral and maximum leverage requirements or (ii) 2.0% (or the applicable base rate plus 1.0%) otherwise. Main Street pays unused commitment fees of 0.25% per annum on the unused lender commitments under the Credit Facility. The Credit Facility is secured by a first lien on the assets of MSCC and its subsidiaries, excluding the equity ownership or assets of the Funds and the External Investment Manager. As of December 31, 2021, the Credit Facility contained certain affirmative and negative covenants, including but not limited to: (i) maintaining minimum liquidity, (ii) maintaining an interest coverage ratio of at least 2.0 to 1.0, (iii) maintaining a 1940 Act asset coverage ratio of at least 1.5 to 1.0, (iv) maintaining a minimum tangible net worth and (v) maintaining a minimum asset coverage ratio of 200% with respect to the consolidated assets (with certain limitations on the contribution of equity in financing subsidiaries as specified therein) of MSCC and the guarantors under the Credit Facility to the secured debt of MSCC and the guarantors. As of December 31, 2021, the interest rate on the Credit Facility was 2.0% (based on the LIBOR rate of 0.1% as of the most recent reset date plus 1.875%). The average interest rate for borrowings under the Credit Facility was 2.0% and 2.5% for the years ended December 31, 2021 and 2020, respectively. As of December 31, 2021, Main Street was in compliance with all financial covenants of the Credit Facility. 156 Table of Contents 4.50% Notes due 2022 In November 2017, Main Street issued $185.0 million in aggregate principal amount of 4.50% unsecured notes due December 1, 2022 (the “4.50% Notes”) at an issue price of 99.16%. The 4.50% Notes are unsecured obligations and rank pari passu with Main Street’s current and future unsecured indebtedness; senior to any of its future indebtedness that expressly provides it is subordinated to the 4.50% Notes; effectively subordinated to all of its existing and future secured indebtedness, to the extent of the value of the assets securing such indebtedness, including borrowings under its Credit Facility; and structurally subordinated to all existing and future indebtedness and other obligations of any of its subsidiaries, including without limitation, the indebtedness of the Funds. The 4.50% Notes may be redeemed in whole or in part at any time at Main Street’s option subject to certain make-whole provisions. The 4.50% Notes bear interest at a rate of 4.50% per year payable semiannually on June 1 and December 1 of each year. The total net proceeds from the 4.50% Notes, resulting from the issue price and after underwriting discounts and estimated offering expenses payable, were approximately $182.2 million. Main Street may from time to time repurchase the 4.50% Notes in accordance with the 1940 Act and the rules promulgated thereunder. The indenture governing the 4.50% Notes (the “4.50% Notes Indenture”) contains certain covenants, including covenants requiring Main Street’s compliance with (regardless of whether Main Street is subject to) the asset coverage requirements set forth in Section 18(a)(1)(A) as modified by Section 61(a)(1) of the 1940 Act, as well as covenants requiring Main Street to provide financial information to the holders of the 4.50% Notes and the trustee if Main Street ceases to be subject to the reporting requirements of the Exchange Act. These covenants are subject to limitations and exceptions that are described in the 4.50% Notes Indenture. As of December 31, 2021, Main Street was in compliance with these covenants. 5.20% Notes due 2024 In April 2019, Main Street issued $250.0 million in aggregate principal amount of 5.20% unsecured notes due May 1, 2024 (the “5.20% Notes”) at an issue price of 99.125%. Subsequently, in December 2019, Main Street issued an additional $75.0 million aggregate principal amount of the 5.20% Notes at an issue price of 105.0% and, in July 2020, Main Street issued an additional $125.0 million aggregate principal amount at an issue price of 102.674%. The 5.20% Notes issued in December 2019 and July 2020 have identical terms as, and are a part of a single series with, the 5.20% Notes issued in April 2019. The 5.20% Notes are unsecured obligations and rank pari passu with Main Street’s current and future unsecured indebtedness; senior to any of its future indebtedness that expressly provides it is subordinated to the 5.20% Notes; effectively subordinated to all of its existing and future secured indebtedness, to the extent of the value of the assets securing such indebtedness, including borrowings under its Credit Facility; and structurally subordinated to all existing and future indebtedness and other obligations of any of its subsidiaries, including without limitation, the indebtedness of the Funds. The 5.20% Notes may be redeemed in whole or in part at any time at Main Street’s option subject to certain make-whole provisions. The 5.20% Notes bear interest at a rate of 5.20% per year payable semiannually on May 1 and November 1 of each year. The total net proceeds from the 5.20% Notes, resulting from the issue price and after net issue price premiums and estimated offering expenses payable, were approximately $451.4 million. Main Street may from time to time repurchase the 5.20% Notes in accordance with the 1940 Act and the rules promulgated thereunder. The indenture governing the 5.20% Notes (the “5.20% Notes Indenture”) contains certain covenants, including covenants requiring Main Street’s compliance with (regardless of whether Main Street is subject to) the asset coverage requirements set forth in Section 18(a)(1)(A) as modified by Section 61(a)(1) of the 1940 Act, as well as covenants requiring Main Street to provide financial information to the holders of the 5.20% Notes and the trustee if Main Street ceases to be subject to the reporting requirements of the Exchange Act. These covenants are subject to limitations and exceptions that are described in the 5.20% Notes Indenture. As of December 31, 2021, Main Street was in compliance with these covenants. 3.00% Notes due 2026 In January 2021, Main Street issued $300.0 million in aggregate principal amount of 3.00% unsecured notes due July 14, 2026 (the “3.00% Notes”) at an issue price of 99.004%. Subsequently, in October 2021, Main Street issued 157 Table of Contents an additional $200.0 million aggregate principal amount of the 3.00% Notes at an issue price of 101.741%. The 3.00% Notes issued in October 2021 have identical terms as, and are a part of a single series with, the 3.00% Notes issued in January 2021. The 3.00% Notes are unsecured obligations and rank pari passu with Main Street’s current and future unsecured indebtedness; senior to any of its future indebtedness that expressly provides it is subordinated to the 3.00% Notes; effectively subordinated to all of its existing and future secured indebtedness, to the extent of the value of the assets securing such indebtedness, including borrowings under its Credit Facility; and structurally subordinated to all existing and future indebtedness and other obligations of any of its subsidiaries, including without limitation, the indebtedness of the Funds. The 3.00% Notes may be redeemed in whole or in part at any time at Main Street’s option subject to certain make-whole provisions. The 3.00% Notes bear interest at a rate of 3.00% per year payable semiannually on January 14 and July 14 of each year. The total net proceeds from the 3.00% Notes, resulting from the issue price and after net issue price premiums and estimated offering expenses payable, were approximately $498.3 million. Main Street may from time to time repurchase the 3.00% Notes in accordance with the 1940 Act and the rules promulgated thereunder. The indenture governing the 3.00% Notes (the “3.00% Notes Indenture”) contains certain covenants, including covenants requiring Main Street’s compliance with (regardless of whether Main Street is subject to) the asset coverage requirements set forth in Section 18(a)(1)(A) as modified by Section 61(a)(1) of the 1940 Act, as well as covenants requiring Main Street to provide financial information to the holders of the 3.00% Notes and the trustee if Main Street ceases to be subject to the reporting requirements of the Exchange Act. These covenants are subject to limitations and exceptions that are described in the 3.00% Notes Indenture. As of December 31, 2021, Main Street was in compliance with these covenants. Contractual Payment Obligations A summary of Main Street’s contractual payment obligations for the repayment of outstanding indebtedness at December 31, 2021 is as follows: SBIC debentures 4.50% Notes due 2022 5.20% Notes due 2024 3.00% Notes due 2026 Credit Facility Total Senior Securities 2022 2023 $ 185,000 — — — $ 185,000 — $ 16,000 — — — — $ 16,000 2026 Thereafter 2024 63,800 $ 2025 $ — $ 450,000 — — — — — — — — $ 270,200 — — — — — 500,000 320,000 — $ 270,200 $ — $ 820,000 $ 513,800 $ Total 350,000 185,000 450,000 500,000 320,000 $ 1,805,000 Information about Main Street’s senior securities is shown in the following table as of December 31 for the years indicated in the table, unless otherwise noted. Class and Year SBIC Debentures 2012 2013 2014 2015 2016 2017 2018 Total Amount Outstanding Exclusive of Treasury Securities(1) (dollars in thousands) Asset Coverage per Unit(2) Involuntary Liquidating Preference per Unit(3) Average Market Value per Unit(4) $ 225,000 200,200 225,000 225,000 240,000 295,800 345,800 2,763 2,476 2,323 2,368 2,415 2,687 2,455 — — — — — — — N/A N/A N/A N/A N/A N/A N/A 158 Table of Contents Class and Year 2019 2020 2021 Credit Facility 2012 2013 2014 2015 2016 2017 2018 2019 2020 2021 6.125% Notes 2013 2014 2015 2016 2017 4.50% Notes Due 2019 2014 2015 2016 2017 2018 4.50% Notes Due 2022 2017 2018 2019 2020 2021 5.20% Notes Due 2024 2019 2020 2021 3.00% Notes Due 2026 2021 Asset Coverage per Unit(2) Involuntary Liquidating Preference per Unit(3) Average Market Value per Unit(4) Total Amount Outstanding Exclusive of Treasury Securities(1) (dollars in thousands) 311,800 309,800 350,000 $ $ $ $ $ 132,000 237,000 218,000 291,000 343,000 64,000 301,000 300,000 269,000 320,000 90,882 90,823 90,738 90,655 90,655 175,000 175,000 175,000 175,000 175,000 185,000 185,000 185,000 185,000 185,000 325,000 450,000 450,000 2,363 2,244 1,985 2,763 2,476 2,323 2,368 2,415 2,687 2,455 2,363 2,244 1,985 2,476 2,323 2,368 2,415 2,687 2,323 2,368 2,415 2,687 2,455 2,687 2,455 2,363 2,244 1,985 2,363 2,244 1,985 $ 500,000 1,985 — — — — — — — — — — — — — 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 — $ — — — — 24.35 24.78 25.40 25.76 25.93 — — — — — — — — — — — — — — 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) Total amount of each class of senior securities outstanding at the end of the period presented. (2) Asset coverage per unit is the ratio of the carrying value of Main Street’s total consolidated assets, less all liabilities and indebtedness not represented by senior securities, to the aggregate amount of senior securities representing indebtedness. Asset coverage per unit is expressed in terms of dollar amounts per $1,000 of indebtedness. (3) The amount to which such class of senior security would be entitled upon the involuntary liquidation of the issuer in preference to any security junior to it. The “—” indicates information that the SEC expressly does not require to be disclosed for certain types of senior securities. 159 Table of Contents (4) Average market value per unit for the 6.125% Notes represents the average of the daily closing prices as reported on the NYSE during the period presented. Average market value per unit for the SBIC debentures, Credit Facility, 4.50% Notes, 5.20% Notes and 3.00% notes are not applicable because these are not registered for public trading. NOTE F—FINANCIAL HIGHLIGHTS Per Share Data: NAV at the beginning of the period Net investment income(1) Net realized gain (loss) (1)(2) Net unrealized appreciation (depreciation)(1)(2) Income tax benefit (provision)(1)(2) Net increase (decrease) in net assets resulting from operations(1) Dividends paid from net investment income Distributions from capital gains Dividends paid Impact of the net change in monthly dividends declared prior to the end of the period and paid in the subsequent period Accretive effect of stock offerings (issuing shares above NAV per share) Accretive effect of DRIP issuance (issuing shares above NAV per share) Other(3) NAV at the end of the period Market value at the end of the period Shares outstanding at the end of the period $ 2021 $ 22.35 2.65 0.66 1.97 (0.48) 4.80 2.58 — (2.58) (0.01) 0.58 Twelve Months Ended December 31, 2019 2020 2018 $ 23.91 2.10 (1.77) (0.09) 0.21 0.45 (2.46) — (2.46) $ 24.09 2.50 (0.33) (0.09) (0.02) 2.06 (2.91) — (2.91) — (0.01) 0.41 0.55 $ 23.53 2.60 (0.03) 0.32 (0.09) 2.80 (2.69) (0.16) (2.85) (0.01) 0.47 2017 22.10 2.39 0.19 0.86 (0.43) 3.01 (2.47) (0.32) (2.79) (0.01) 1.07 0.09 0.06 25.29 44.86 70,737,021 $ $ 0.08 (0.04) 22.35 32.26 67,762,032 $ $ 0.12 0.01 23.91 43.11 64,252,937 $ $ 0.09 0.06 24.09 33.81 61,264,861 $ $ 0.06 0.09 23.53 39.73 58,660,680 $ $ 160 Table of Contents Per Share Data: NAV at the beginning of the period Net investment income(1) Net realized gain (loss) (1)(2) Net unrealized appreciation (depreciation)(1)(2) Income tax benefit (provision)(1)(2) Net increase (decrease) in net assets resulting from operations(1) Dividends paid from net investment income Distributions from capital gains Dividends paid Impact of the net change in monthly dividends declared prior to the end of the period and paid in the subsequent period Accretive effect of stock offerings (issuing shares above NAV per share) Accretive effect of DRIP issuance (issuing shares above NAV per share) Other(3) NAV at the end of the period Market value at the end of the period Shares outstanding at the end of the period $ $ 2016 21.24 2.23 0.56 (0.14) 0.02 2.67 (1.99) (0.74) (2.73) (0.01) 0.76 Twelve Months Ended December 31, 2014 2015 2013 $ 20.85 2.18 (0.43) 0.20 0.18 2.13 (2.49) (0.16) (2.65) (0.01) 0.74 19.89 2.20 0.53 (0.27) (0.15) 2.31 (2.17) (0.38) (2.55) (0.01) 1.07 $ $ 18.59 2.06 0.07 0.52 — 2.65 (2.29) (0.37) (2.66) (0.02) 1.13 2012 15.19 2.01 0.55 1.34 (0.37) 3.53 (1.17) (0.54) (1.71) (0.02) 1.33 0.08 0.09 22.10 36.77 54,354,857 $ $ 0.12 0.06 21.24 29.08 50,413,744 $ $ 0.12 0.02 20.85 29.24 45,079,150 $ $ 0.13 0.07 19.89 32.69 39,852,604 $ $ 0.07 0.20 18.59 30.51 34,589,484 $ $ (1) Based on weighted-average number of common shares outstanding for the period. (2) Net realized gains or losses, net unrealized appreciation or depreciation, and income taxes can fluctuate significantly from period to (3) period. Includes the impact of the different share amounts as a result of calculating certain per share data based on the weighted-average basic shares outstanding during the period and certain per share data based on the shares outstanding as of a period end or transaction date. NAV at end of period Average NAV Average outstanding debt Ratio of total expenses, including income tax expense, to average NAV (1) Ratio of operating expenses to average NAV (2) Ratio of operating expenses, excluding interest expense, to average NAV (2) Ratio of net investment income to average NAV Portfolio turnover ratio Total investment return (3) Total return based on change in NAV (4) Year Ended December 31, 2021 2020 2019 2018 2017 $ 1,788,846 $ 1,626,585 $ 1,417,831 $ 1,514,767 $ 1,436,291 $ 1,152,108 (dollars in thousands) $ 1,536,390 $ 1,517,615 $ 1,055,800 $ 1,476,049 $ 1,441,163 947,694 $ $ 1,380,368 $ 1,287,639 843,993 $ 8.56 % 6.54 % 2.92 % 11.23 % 29.81 % 48.24 % 21.84 % 4.95 % 5.89 % 2.44 % 9.60 % 18.00 % (19.11)% 1.91 % 5.75 % 5.67 % 2.36 % 10.37 % 18.86 % 36.86 % 8.78 % 5.75 % 5.32 % 2.30 % 10.87 % 29.13 % (8.25) % 12.19 % 7.37 % 5.47 % 2.63 % 10.51 % 38.18 % 16.02 % 14.20 % 161 Table of Contents NAV at end of period Average NAV Average outstanding debt Ratio of total expenses, including income tax expense, to average NAV (1) Ratio of operating expenses to average NAV (2) Ratio of operating expenses, excluding interest expense, to average NAV (2) Ratio of net investment income to average NAV Portfolio turnover ratio Total investment return (3) Total return based on change in NAV (4) Year Ended December 31, 2016 2015 2014 2013 2012 (dollars in thousands) $ 1,201,481 $ 1,118,567 801,048 $ $ 1,070,894 $ 1,053,313 759,396 $ $ 939,982 $ 885,568 $ 575,524 $ 792,533 $ 706,056 $ 444,331 $ 642,976 $ 512,156 $ 322,154 5.48 % 5.59 % 2.58 % 10.35 % 24.63 % 37.36 % 12.97 % 4.63 % 5.45 % 2.41 % 10.15 % 25.37 % 8.49 % 11.11 % 5.82 % 5.11 % 2.44 % 10.79 % 35.71 % (3.09) % 12.71 % 5.82 % 5.82 % 2.95 % 10.68 % 36.10 % 16.68 % 15.06 % 8.18 % 6.07 % 3.03 % 11.57 % 56.22 % 53.60 % 25.73 % (1) Total expenses are the sum of operating expenses and net income tax provision/benefit. Net income tax provision/benefit includes the accrual of net deferred tax provision/benefit relating to the net unrealized appreciation/depreciation on portfolio investments held in Taxable Subsidiaries and due to the change in the loss carryforwards, which are non-cash in nature and may vary significantly from period to period. Main Street is required to include net deferred tax provision/benefit in calculating its total expenses even though these net deferred taxes are not currently payable/receivable. (2) Unless otherwise noted, operating expenses include interest, compensation, general and administrative and share-based compensation expenses, net of expenses allocated to the External Investment Manager of $10.3 million, $7.4 million, $6.7 million, $6.8 million, $6.4 million, $5.1 million, $4.3 million and $2.0 million for the years ended December 31, 2021, 2020, 2019, 2018, 2017, 2016, 2015 and 2014. There were no expenses allocated to the External Investment Manager for the year ended December 31, 2013 and 2012. (3) Total investment return is based on the purchase of stock at the current market price on the first day and a sale at the current market price on the last day of each period reported on the table and assumes reinvestment of dividends at prices obtained by Main Street’s dividend reinvestment plan during the period. The return does not reflect any sales load that may be paid by an investor. (4) Total return is based on change in net asset value was calculated using the sum of ending net asset value plus dividends to stockholders and other non-operating changes during the period, as divided by the beginning net asset value. Non-operating changes include any items that affect net asset value other than the net increase in net assets resulting from operations, such as the effects of stock offerings, shares issued under the DRIP and equity incentive plans and other miscellaneous items. NOTE G—DIVIDENDS, DISTRIBUTIONS AND TAXABLE INCOME Main Street currently pays monthly dividends to its stockholders. Future monthly dividends, if any, will be determined by its Board of Directors on a quarterly basis. During 2021, Main Street paid regular monthly dividends of $0.205 per share for each month of January through September 2021 and regular monthly dividends of $0.21 per share for each month of October through December 2021. The 2021 regular monthly dividends, which total $170.2 million, or $2.475 per share, represent a 0.6% increase from the regular monthly dividends paid totaling $161.1 million, or $2.46 per share, for the year ended 2020. During 2021, Main Street also paid a supplemental dividend of $0.10 per share in December 2021. For tax purposes, the 2021 dividends, which included the effects of dividends on an accrual basis, total $2.575 per share and were comprised of (i) ordinary income totaling approximately $1.891 per share, and (ii) qualified dividend income totaling approximately $0.684 per share. As of December 31, 2021, Main Street estimates that it has generated undistributed taxable income of approximately $66.0 million, or $0.93 per share, that will be carried forward toward distributions to be paid in 2022. 162 Table of Contents MSCC has elected to be treated for U.S. federal income tax purposes as a RIC. MSCC’s taxable income includes the taxable income generated by MSCC and certain of its subsidiaries, including the Funds, which are treated as disregarded entities for tax purposes. As a RIC, MSCC generally will not pay corporate-level U.S. federal income taxes on any net ordinary taxable income or capital gains that MSCC distributes to its stockholders. MSCC must generally distribute at least 90% of its “investment company taxable income” (which is generally its net ordinary taxable income and realized net short-term capital gains in excess of realized net long-term capital losses) and 90% of its tax-exempt income to maintain its RIC status (pass-through tax treatment for amounts distributed). As part of maintaining RIC status, undistributed taxable income (subject to a 4% non-deductible U.S. federal excise tax) pertaining to a given fiscal year may be distributed up to 12 months subsequent to the end of that fiscal year, provided such dividends are declared on or prior to the later of (i) filing of the U.S. federal income tax return for the applicable fiscal year or (ii) the fifteenth day of the ninth month following the close of the year in which such taxable income was generated. The determination of the tax attributes for Main Street’s distributions is made annually, based upon its taxable income for the full year and distributions paid for the full year. Therefore, a determination made on an interim basis may not be representative of the actual tax attributes of distributions for a full year. Ordinary dividend distributions from a RIC do not qualify for the 20% maximum tax rate (plus a 3.8% Medicare surtax, if applicable) on dividend income from domestic corporations and qualified foreign corporations, except to the extent that the RIC received the income in the form of qualifying dividends from domestic corporations and qualified foreign corporations. The tax attributes for distributions will generally include both ordinary income and qualified dividends, but may also include either one or both of capital gains and return of capital. The tax character of distributions paid for the years ended December 31, 2021, 2020 and 2019 was as follows: Ordinary income(1) Qualified dividends Distributions of long-term capital gains Distributions on tax basis Twelve Months Ended December 31, 2020 2019 2021 (dollars in thousands) $ 135,128 12,398 — $ 147,526 $ 166,280 15,451 1,858 $ 183,589 $ 129,625 47,202 — $ 176,827 (1) The years ended December 31, 2021, 2020 and 2019 include $1.8 million, $1.5 million and $1.6 million, respectively, that was reported for tax purposes as compensation for services in accordance with Section 83 of the Code. 163 Table of Contents Listed below is a reconciliation of “Net increase (decrease) in net assets resulting from operations” to taxable income and to total distributions declared to common stockholders for the years ended December 31, 2021, 2020 and 2019. Year Ended December 31, 2021 (estimated, dollars in thousands) 2020 2019 Net increase (decrease) in net assets resulting from operations Book-tax difference from share-based compensation expense Net unrealized (appreciation) depreciation Income tax provision (benefit) Pre-tax book (income) loss not consolidated for tax purposes Book income and tax income differences, including debt origination, structuring fees, dividends, realized gains and changes in estimates Estimated taxable income (1) Taxable income earned in prior year and carried forward for distribution in current year Taxable income earned prior to period end and carried forward for distribution next period Dividend payable as of period end and paid in the following period Total distributions accrued or paid to common stockholders $ 330,762 $ (3,213) (135,624) 32,863 (59,634) 29,383 $ 129,569 5,139 5,622 (13,541) 37,420 (354) 5,754 1,242 (30,690) 39,819 204,973 24,359 (65,994) 15,159 65,686 171,207 41,489 (42,281) 13,174 $ 178,497 $ 161,796 $ 183,589 93,025 157,048 29,107 (38,248) 13,889 (1) Main Street’s taxable income for each period is an estimate and will not be finally determined until the company files its tax return for each year. Therefore, the final taxable income, and the taxable income earned in each period and carried forward for distribution in the following period, may be different than this estimate. The Taxable Subsidiaries primarily hold certain portfolio investments for Main Street. The Taxable Subsidiaries permit Main Street to hold equity investments in portfolio companies which are “pass-through” entities for tax purposes and to continue to comply with the “source-of-income” requirements contained in the RIC tax provisions of the Code. The Taxable Subsidiaries are consolidated with Main Street for U.S. GAAP financial reporting purposes, and the portfolio investments held by the Taxable Subsidiaries are included in Main Street’s consolidated financial statements as portfolio investments and recorded at fair value. The Taxable Subsidiaries are not consolidated with MSCC 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 taxable income, or loss, of the Taxable Subsidiaries may differ from their book income, or loss, due to temporary book and tax timing differences and permanent differences. The Taxable Subsidiaries are each taxed at their normal corporate tax rates based on their taxable income. The income tax expense, or benefit, if any, and the related tax assets and liabilities, of the Taxable Subsidiaries are reflected in Main Street’s consolidated financial statements. The income tax expense (benefit) for Main Street is generally composed of (i) deferred tax expense (benefit), which is primarily the result of the net activity relating to the portfolio investments held in the Taxable Subsidiaries, including changes in loss carryforwards, changes in net unrealized appreciation or depreciation and other temporary book tax differences, and (ii) current tax expense, which is primarily the result of current U.S. federal income and state taxes and excise taxes on Main Street’s estimated undistributed taxable income. The income tax expense, or benefit, and the related tax assets and liabilities generated by the Taxable Subsidiaries, if any, are reflected in Main Street’s 164 Table of Contents consolidated statement of operations. Main Street’s provision for income taxes was comprised of the following for the years ended December 31, 2021, 2020 and 2019 (amounts in thousands): Current tax expense (benefit): Federal State Excise Total current tax expense (benefit) Deferred tax expense (benefit): Federal State Total deferred tax expense (benefit) Total income tax provision (benefit) Twelve Months Ended December 31, 2020 2021 2019 $ $ $ (235) 3,377 2,590 5,732 497 (1,554) 1,647 590 23,205 3,926 27,131 (13,082) (1,049) (14,131) 1,019 1,408 1,119 3,546 (1,267) (1,037) (2,304) $ 32,863 $ (13,541) $ 1,242 MSCC operates in a manner to maintain its RIC status and to eliminate corporate-level U.S. federal income tax (other than the 4% excise tax) by distributing sufficient investment company taxable income and long-term capital gains. As a result, MSCC will have an effective tax rate equal to 0% before the excise tax and income taxes incurred by the Taxable Subsidiaries. As such, a reconciliation of the differences between Main Street’s reported income tax expense and its tax expense at the federal statutory rate of 21% is not meaningful. As of December 31, 2021, the cost of investments for U.S. federal income tax purposes was $3,256.5 million, with such investments having a gross unrealized appreciation of $559.9 million and gross unrealized depreciation of $253.6 million. Management believes that the realization of the deferred tax assets is more likely than not based on expectations as to future taxable income and scheduled reversals of temporary differences. Accordingly, Main Street did not record a valuation allowance related to its deferred tax assets at December 31, 2021 and 2020. The following table sets forth the significant components of net deferred tax assets and liabilities as of December 31, 2021 and 2020 (amounts in thousands): Deferred tax assets: Net operating loss carryforwards Interest expense carryforwards Capital loss carryforwards Other Total deferred tax assets Deferred tax liabilities: Net unrealized appreciation of portfolio investments Net basis differences in portfolio investments Total deferred tax liabilities Total deferred tax asset (liabilities), net Years Ended December 31, 2021 2020 $ $ 34,102 11,283 — 2,809 48,194 (49,658) (28,259) (77,917) (29,723) $ $ 41,691 9,779 929 2,315 54,714 (28,351) (28,955) (57,306) (2,592) The net deferred tax liability at December 31, 2021 and 2020 was $29.7 million and $2.6 million, respectively, with the change primarily related to changes in net unrealized appreciation or depreciation, changes in loss carryforwards, and other temporary book-tax differences relating to portfolio investments held by the Taxable Subsidiaries. At December 31, 2021, for U.S. federal income tax purposes, the Taxable Subsidiaries had a net operating loss carryforward from prior years which, if unused, will expire in various taxable years from 2034 through 2037. Any 165 Table of Contents net operating losses generated in 2018 and future periods are not subject to expiration and will carryforward indefinitely until utilized. The Taxable Subsidiaries have interest expense limitation carryforwards which have an indefinite carryforward. In addition, as of December 31, 2021, for U.S. federal income tax purposes at the RIC level, MSCC had net capital loss carryforwards totaling approximately $67.7 million available to offset future capital gains, to the extent available and permitted by U.S. federal income tax law. However, as long as MSCC maintains its RIC status, any capital loss carryforwards at the RIC are not subject to a federal income tax-effect and are not subject to an expiration date. NOTE H—COMMON STOCK Main Street maintains a program with certain selling agents through which it can sell shares of its common stock by means of at- the-market offerings from time to time (the “ATM Program”). During the year ended December 31, 2021, Main Street sold 2,332,795 shares of its common stock at a weighted-average price of $42.71 per share and raised $99.6 million of gross proceeds under the ATM Program. Net proceeds were $98.4 million after commissions to the selling agents on shares sold and offering costs. As of December 31, 2021, sales transactions representing 36,136 shares had not settled and are not included in shares issued and outstanding on the face of the consolidated balance sheet, but are included in the weighted- average shares outstanding in the consolidated statement of operations and in the shares used to calculate net asset value per share. As of December 31, 2021, 3,380,577 shares remained available for sale under the ATM Program. During the year ended December 31, 2020, Main Street sold 2,645,778 shares of its common stock at a weighted-average price of $32.10 per share and raised $84.9 million of gross proceeds under the ATM Program. Net proceeds were $83.8 million after commissions to the selling agents on shares sold and offering costs. During the year ended December 31, 2019, Main Street sold 2,247,187 shares of its common stock at a weighted-average price of $40.05 per share and raised $90.0 million of gross proceeds under the ATM Program. Net proceeds were $88.8 million after commissions to the selling agents on shares sold and offering costs. NOTE I—DIVIDEND REINVESTMENT PLAN The dividend reinvestment feature of Main Street’s dividend reinvestment and direct stock purchase plan (the “DRIP”) provides for the reinvestment of dividends on behalf of its stockholders, unless a stockholder has elected to receive dividends in cash. As a result, if Main Street declares a cash dividend, its stockholders who have not “opted out” of the DRIP by the dividend record date will have their cash dividend automatically reinvested into additional shares of MSCC common stock. The share requirements of the DRIP may be satisfied through the issuance of shares of common stock or through open market purchases of common stock by the DRIP plan administrator. Newly issued shares will be valued based upon the final closing price of MSCC’s common stock on the valuation date determined for each dividend by Main Street’s Board of Directors. Shares purchased in the open market to satisfy the DRIP requirements will be valued based upon the average price of the applicable shares purchased, before any associated brokerage or other costs. Main Street’s DRIP is administered by its transfer agent on behalf of Main Street’s record holders and participating brokerage firms. Brokerage firms and other financial intermediaries may decide not to participate in Main Street’s DRIP but may provide a similar dividend reinvestment plan for their clients. Summarized DRIP information for the years ended December 31, 2021, 2020 and 2019 is as follows: DRIP participation Shares issued for DRIP 166 2021 December 31, 2020 ($ in millions) 2019 $ 16.3 $ 16.2 $ 404,384 517,796 18.1 441,927 Table of Contents NOTE J—SHARE-BASED COMPENSATION Main Street accounts for its share-based compensation plans using the fair value method, as prescribed by ASC 718, Compensation—Stock Compensation. Accordingly, for restricted stock awards, Main Street measured the grant date fair value based upon the market price of its common stock on the date of the grant and amortizes the fair value of the awards as share-based compensation expense over the requisite service period, which is generally the vesting term. Main Street’s Board of Directors approves the issuance of shares of restricted stock to Main Street employees pursuant to the Main Street Capital Corporation 2015 Equity and Incentive Plan (the “Equity and Incentive Plan”). These shares generally vest over a three-year period from the grant date. The fair value is expensed over the service period, starting on the grant date. The following table summarizes the restricted stock issuances approved by Main Street’s Board of Directors under the Equity and Incentive Plan, net of shares forfeited, if any, and the remaining shares of restricted stock available for issuance as of December 31, 2021. Restricted stock authorized under the plan Less net restricted stock granted during: Year ended December 31, 2015 Year ended December 31, 2016 Year ended December 31, 2017 Year ended December 31, 2018 Year ended December 31, 2019 Year ended December 31, 2020 Year ended December 31, 2021 Restricted stock available for issuance as of December 31, 2021 3,000,000 (900) (260,514) (223,812) (243,779) (384,049) (370,272) (332,143) 1,184,531 As of December 31, 2021, the following table summarizes the restricted stock issued to Main Street’s non-employee directors and the remaining shares of restricted stock available for issuance pursuant to the Main Street Capital Corporation 2015 Non-Employee Director Restricted Stock Plan. These shares are granted upon appointment or election to the board and vest on the day immediately preceding the annual meeting of stockholders following the respective grant date and are expensed over such service period. Restricted stock authorized under the plan Less net restricted stock granted during: Year ended December 31, 2015 Year ended December 31, 2016 Year ended December 31, 2017 Year ended December 31, 2018 Year ended December 31, 2019 Year ended December 31, 2020 Year ended December 31, 2021 Restricted stock available for issuance as of December 31, 2021 300,000 (6,806) (6,748) (5,948) (6,376) (6,008) (11,463) (4,949) 251,702 For the years ended December 31, 2021, 2020 and 2019, Main Street recognized total share-based compensation expense of $10.9 million, $10.8 million and $10.1 million, respectively, related to the restricted stock issued to Main Street employees and non- employee directors. As of December 31, 2021, there was $14.3 million of total unrecognized compensation expense related to Main Street’s non- vested restricted shares. This compensation expense is expected to be recognized over a remaining weighted-average period of approximately 1.8 years as of December 31, 2021. 167 Table of Contents NOTE K—COMMITMENTS AND CONTINGENCIES At December 31, 2021, Main Street had the following outstanding commitments (in thousands): Investments with equity capital commitments that have not yet funded: Amount Congruent Credit Opportunities Fund III, LP Encap Energy Fund Investments EnCap Energy Capital Fund IX, L.P. EnCap Energy Capital Fund X, L.P. EnCap Flatrock Midstream Fund II, L.P. EnCap Flatrock Midstream Fund III, L.P. MS Private Loan Fund I, LP EIG Fund Investments Brightwood Capital Fund Investments Brightwood Capital Fund III, LP Brightwood Capital Fund V, LP Freeport Fund Investments Freeport Financial SBIC Fund LP Freeport First Lien Loan Fund III LP LKCM Headwater Investments I, L.P. UnionRock Energy Fund II, LP HPEP 3, L.P. Dos Rios Partners Dos Rios Partners, LP Dos Rios Partners - A, LP Total Equity Commitments 168 $ $ $ $ $ $ $ $ $ $ $ $ $ $ $ 8,117 216 748 4,586 365 5,915 7,500 3,701 3,000 4,000 7,000 1,375 4,871 6,246 2,500 1,039 1,555 835 265 1,100 44,673 Table of Contents Investments with commitments to fund revolving loans that have not been fully drawn or term loans with additional commitments not yet funded: Amount Xenon Arc, Inc. JTI Electrical & Mechanical, LLC NinjaTrader, LLC Watterson Brands, LLC NWN Corporation South Coast Terminals Holdings, LLC SI East, LLC Bolder Panther Group, LLC Pearl Meyer Topco LLC ArborWorks, LLC Robbins Bros. Jewelry, Inc. Event Holdco, LLC Winter Services LLC Classic H&G Holdco, LLC Roof Opco, LLC Direct Marketing Solutions, Inc. Rug Doctor, LLC MB2 Dental Solutions, LLC Cody Pools, Inc. Infolinks Media Buyco, LLC AVEX Aviation Holdings, LLC Nebraska Vet AcquireCo, LLC Superior Rigging & Erecting Co. Klein Hersh, LLC IG Parent Corporation Computer Data Source, LLC KMS, LLC SIB Holdings, LLC RTIC Subsidiary Holdings, LLC Mako Steel, LP Fortna, Inc. VVS Holdco, LLC Burning Glass Intermediate Holding Company, Inc. Evergreen North America Acquisitions, LLC MS Private Loan Fund I, LP Career Team Acquireco LLC Johnson Downie Opco, LLC Eastern Wholesale Fence LLC The Affiliati Network, LLC Colonial Electric Company LLC Market Force Information, LLC Chamberlin Holding LLC Flame King Holdings, LLC Trantech Radiator Topco, LLC GS HVAM Intermediate, LLC Hawk Ridge Systems, LLC GRT Rubber Technologies LLC Interface Security Systems, L.L.C RA Outdoors LLC PPL RVs, Inc. Project Eagle Holdings, LLC Gamber-Johnson Holdings, LLC Invincible Boat Company, LLC. CompareNetworks Topco, LLC American Health Staffing Group, Inc. Mystic Logistics Holdings, LLC Project BarFly, LLC DTE Enterprises, LLC Student Resource Center, LLC Orttech Holdings, LLC ASC Interests, LLC Jensen Jewelers of Idaho, LLC PT Network, LLC 169 $ 32,400 8,421 7,472 7,374 6,716 5,433 5,250 5,000 5,000 4,818 4,500 4,308 4,167 4,000 3,889 3,400 3,270 3,120 2,950 2,520 2,520 2,500 2,500 2,500 2,500 2,250 2,171 2,124 2,055 2,049 2,027 2,000 1,859 1,854 1,849 1,800 1,800 1,747 1,720 1,600 1,600 1,600 1,600 1,600 1,591 1,415 1,340 1,312 1,278 1,250 1,250 1,200 1,080 1,000 933 800 760 750 750 625 500 500 460 Table of Contents Investments with commitments to fund revolving loans that have not been fully drawn or term loans with additional commitments not yet funded: Wall Street Prep, Inc. American Nuts, LLC Dynamic Communities, LLC Acousti Engineering Company of Florida Total Loan Commitments Total Commitments Amount 400 281 250 53 $ $ 191,611 236,284 Main Street will fund its unfunded commitments from the same sources it uses to fund its investment commitments that are funded at the time they are made (which are typically through existing cash and cash equivalents and borrowings under the Credit Facility). Main Street follows a process to manage its liquidity and ensure that it has available capital to fund its unfunded commitments as necessary. The Company had total unrealized depreciation of $0.1 million on the outstanding unfunded commitments as of December 31, 2021. Effective January 1, 2019, ASC 842 required that a lessee evaluate its leases to determine whether they should be classified as operating or financing leases. Main Street identified one operating lease for its office space. The lease commenced May 15, 2017 and expires January 31, 2028. It contains two five-year extension options for a final expiration date of January 31, 2038. As Main Street classified this lease as an operating lease prior to implementation, ASC 842-10-65-1 indicates that a right-of-use asset and lease liability should be recorded based on the effective date. Main Street adopted ASC 842 effective January 1, 2019 and recorded a right-of-use asset and a lease liability as of that date. After this date, Main Street has recorded lease expense on a straight-line basis, consistent with the accounting treatment for lease expense prior to the adoption of ASC 842. Total operating lease cost incurred by Main Street for each of the years ended December 31, 2021, 2020 and 2019 was $0.7 million. As of December 31, 2021, the asset related to the operating lease was $3.8 million and is included in the interest receivable and other assets balance on the consolidated balance sheet. The lease liability was $4.4 million and is included in the accounts payable and other liabilities balance on the consolidated balance sheet. As of December 31, 2021, the remaining lease term was 6.1 years and the discount rate was 4.2%. The following table shows future minimum payments under Main Street’s operating lease as of December 31, 2021 (in thousands): For the Years Ended December 31, 2022 2023 2024 2025 2026 Thereafter Total $ $ Amount 790 804 818 832 846 933 5,023 Main Street 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 impose liability on Main Street 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, Main Street does not expect any current matters will materially affect its financial condition or results of operations; however, there can be no assurance whether any pending legal proceedings will have a material adverse effect on Main Street’s financial condition or results of operations in any future reporting period. 170 Table of Contents NOTE L – SELECTED QUARTERLY DATA (UNAUDITED) Total investment income Net investment income Net increase in net assets resulting from operations Net investment income per share — basic and diluted Net increase in net assets resulting from operations per share — basic and diluted Total investment income Net investment income Net increase in net assets resulting from operations Net investment income per share — basic and diluted Net increase in net assets resulting from operations per share — basic and diluted Total investment income Net investment income Net increase in net assets resulting from operations Net investment income per share — basic and diluted Net increase in net assets resulting from operations per share — basic and diluted NOTE M—RELATED PARTY TRANSACTIONS 2021 (dollars in thousands, except per share amounts) Qtr. 3 Qtr. 2 67,294 42,395 95,110 0.62 1.39 $ $ $ $ $ 76,779 49,304 83,956 0.71 1.22 2020 (dollars in thousands, except per share amounts) Qtr. 2 Qtr. 3 52,007 31,294 43,369 0.48 0.66 $ $ $ $ $ 51,954 30,462 78,195 0.46 1.18 2019 (dollars in thousands, except per share amounts) Qtr. 2 Qtr. 3 61,293 39,617 38,254 0.63 0.61 $ $ $ $ $ 60,068 39,012 33,902 0.62 0.54 $ $ $ $ $ $ $ $ $ $ $ $ $ $ $ Qtr. 1 62,807 39,757 57,346 0.58 0.84 Qtr. 1 56,150 36,545 (171,438) 0.57 (2.66) Qtr. 1 61,365 39,491 41,401 0.64 0.67 $ $ $ $ $ $ $ $ $ $ $ $ $ $ $ Qtr. 4 82,167 51,209 94,350 0.73 1.34 Qtr. 4 62,503 39,644 79,257 0.59 1.19 Qtr. 4 60,649 39,247 16,014 0.62 0.25 $ $ $ $ $ $ $ $ $ $ $ $ $ $ $ As discussed further in Note D, the External Investment Manager is treated as a wholly owned portfolio company of MSCC and is included as part of Main Street’s Investment Portfolio. At December 31, 2021, Main Street had a receivable of approximately $5.6 million due from the External Investment Manager, which included (i) approximately $3.3 million related primarily to operating expenses incurred by MSCC or its subsidiaries as required to support the External Investment Manager’s business and amounts due from the External Investment Manager to Main Street under a tax sharing agreement (see further discussion in Note D) and (ii) approximately $2.3 million of dividends declared but not paid by the External Investment Manager. MSCC has entered into an agreement with the External Investment Manager to share employees in connection with its asset management business generally, and specifically for the External Investment Manager’s relationship with MSC Income and its other clients (see further discussion in Note A.1 and Note D). From time to time, Main Street may make investments in clients of the External Investment Manager in the form of debt or equity capital on terms approved by Main Street’s Board of Directors. In January 2021, Main Street entered into a Term Loan Agreement with MSC Income (the “Term Loan Agreement”). The Term Loan Agreement was unanimously approved by Main Street’s Board, including each director who is not an “interested person,” as such term is defined in Section 2(a)(19) of the 1940 Act, and the board of directors of MSC Income, including each director who is not an “interested person” of MSC Income or the External Investment Manager. The Term Loan Agreement initially provided for a term loan of $40.0 million to MSC Income, bearing interest at a fixed rate of 5.00% per annum, and maturing in January 2026. The Term Loan Agreement was amended in July 2021 to provide for borrowings up to an additional $35.0 million, $20.0 million of which was funded upon signing of the amendment and $15.0 million available in two additional advances during the six months following the amendment date. Borrowings under the Term Loan Agreement are expressly subordinated and junior in right of payment to all secured indebtedness of MSC Income. In 171 Table of Contents October 2021, MSC Income fully repaid all borrowings outstanding under the Term Loan Agreement and the Term Loan Agreement was terminated. In December 2020, the External Investment Manager entered into an Investment Management Agreement with the Private Loan Fund to provide investment advisory and management services in exchange for an asset-based fee and certain incentive fees. The Private Loan Fund is a private investment fund exempt from registration under the 1940 Act that co-invests with Main Street in Main Street’s Private Loan investment strategy. In connection with the Private Loan Fund’s initial closing in December 2020, Main Street committed to contribute up to $10.0 million as a limited partner and will be entitled to distributions on such interest. In addition, certain of Main Street’s officers and employees (and certain of their immediate family members) have made capital commitments to the Private Loan Fund as limited partners and therefore have direct pecuniary interests in the Private Loan Fund. As of December 31, 2021, Main Street has funded approximately $2.5 million of its limited partner commitment and Main Street’s unfunded commitment was approximately $7.5 million. In February 2022, Main Street increased its commitment to the Private Loan Fund from $10.0 million to $15.0 million. Main Street’s limited partner commitment to the Private Loan Fund was unanimously approved by the Board, including each director who is not an “interested person,” as such term is defined in Section 2(a)(19) of the 1940 Act. Additionally, Main Street provided the Private Loan Fund with a revolving line of credit pursuant to an Unsecured Revolving Promissory Note, dated February 5, 2021 and as amended November 30, 2021 and December 29, 2021 (as amended, the “Private Loan Fund Loan”), in an aggregate amount equal to the amount of limited partner capital commitments to the Private Loan Fund up to $85.0 million. Borrowings under the Private Loan Fund Loan bore interest at a fixed rate of 5.00% per annum and matured on February 28, 2022. The Private Loan Fund Loan was unanimously approved by Main Street’s Board, including each director who is not an “interested person,” as such term is defined in Section 2(a)(19) of the 1940 Act. As of December 31, 2021, there were $63.2 million of borrowings outstanding under the Private Loan Fund Loan. In February 2022, the Private Loan Fund fully repaid all borrowings outstanding under the Private Loan Fund Loan and the Private Loan Fund Loan was terminated. In November 2015, Main Street’s Board of Directors approved and adopted the Main Street Capital Corporation Deferred Compensation Plan (the “2015 Deferred Compensation Plan”). The 2015 Deferred Compensation Plan became effective on January 1, 2016 and replaced the Deferred Compensation Plan for Non-Employee Directors previously adopted by the Board of Directors in June 2013 (the “2013 Deferred Compensation Plan”). Under the 2015 Deferred Compensation Plan, non-employee directors and certain key employees may defer receipt of some or all of their cash compensation and directors’ fees, subject to certain limitations. Individuals participating in the 2015 Deferred Compensation Plan receive distributions of their respective balances based on predetermined payout schedules or other events as defined by the plan and are also able to direct investments made on their behalf among investment alternatives permitted from time to time under the plan, including phantom Main Street stock units. As of December 31, 2021, $15.8 million of compensation and dividend reinvestments, plus net unrealized gains and losses and investment income and minus distributions had been deferred under the 2015 Deferred Compensation Plan (including amounts previously deferred under the 2013 Deferred Compensation Plan). Of this amount, $7.3 million had been deferred into phantom Main Street stock units, representing 162,040 shares of Main Street’s common stock. Any amounts deferred under the plan represented by phantom Main Street stock units will not be issued or included as outstanding on the consolidated statements of changes in net assets until such shares are actually distributed to the participant in accordance with the plan, but the related phantom stock units are included in weighted-average shares outstanding with the related dollar amount of the deferral included in total expenses in Main Street’s consolidated statements of operations as earned. The dividend amounts related to additional phantom stock units are included in the statements of changes in net assets as an increase to dividends to stockholders offset by a corresponding increase to additional paid-in capital. NOTE N—SUBSEQUENT EVENTS In February 2022, Main Street declared a supplemental cash dividend of $0.075 per share payable in March 2022. This supplemental cash dividend is in addition to the previously announced regular monthly cash dividends that Main Street declared for the first quarter of 2022 of $0.215 per share for each of January, February and March 2022. 172 Table of Contents During February 2022, Main Street declared regular monthly dividends of $0.215 per share for each month of April, May and June 2022. These regular monthly dividends equal a total of $0.645 per share for the second quarter of 2022, representing a 4.9% increase from the regular monthly dividends declared for the second quarter of 2021. Including the supplemental dividends declared for March 2022 and the regular monthly dividends declared for the first quarter and second quarter of 2022, Main Street will have paid $33.540 per share in cumulative dividends since its October 2007 initial public offering. On February 23, 2022, Main Street’s Board of Directors unanimously approved the application to the Company of the 150% minimum asset coverage ratio set forth in Section 61(a)(2) of the 1940 Act. As a result, the minimum asset coverage ratio applicable to the Company will be reduced from 200% to 150%, effective as of February 23, 2023, unless approved earlier by a vote of Main Street’s stockholders, in which case the 150% minimum asset coverage ratio will be effective on the day after such approval. The Main Street Board also authorized the submission of a proposal for stockholders to accelerate the application of the 150% minimum asset coverage ratio to the Company at Main Street’s 2022 Annual Meeting of Stockholders. 173 Table of Contents Report of Independent Registered Public Accounting Firm Board of Directors and Stockholders Main Street Capital Corporation Opinion on financial statement schedule We have audited in accordance with the standards of the Public Company Accounting Oversight Board (United States) (“PCAOB”) the consolidated financial statements of Main Street Capital Corporation and subsidiaries (the “Company”) referred to in our report dated February 25, 2022, which is included in the annual report on the Form 10-K. Our audits of the consolidated financial statements also included the audit of the consolidated financial statement schedule for the years ended December 31, 2021 and 2020, listed in the index appearing under Item 15(2). In our opinion, this consolidated financial statement schedule, when considered in relation to the consolidated financial statements as a whole, present fairly, in all material respects, the information set forth therein. Basis for opinion This consolidated financial statement schedule is the responsibility of the Company’s management. Our responsibility is to express an opinion on the Company’s consolidated financial statement schedule based on our audits. We are a public accounting firm registered with the 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. /s/ GRANT THORNTON LLP Houston, Texas February 25, 2022 174 Table of Contents Company Majority‑owned investments ASK (Analytical Systems Keco Holdings, LLC) Brewer Crane Holdings, LLC Café Brazil, LLC California Splendor Holdings LLC Clad-Rex Steel, LLC CMS Minerals Investments Cody Pools, Inc. CompareNetworks Topco, LLC Datacom, LLC Direct Marketing Solutions, Inc. Gamber-Johnson Holdings, LLC GRT Rubber Technologies LLC Jensen Jewelers of Idaho, LLC Kickhaefer Manufacturing Company, LLC Market Force Information, LLC MH Corbin Holding LLC MSC Adviser I, LLC Mystic Logistics Holdings, LLC OMi Holdings, Inc. PPL RVs, Inc. Principle Environmental, LLC Quality Lease Service, LLC Robbins Bros. Jewelry, Inc. Trantech Radiator Topco, LLC Ziegler’s NYPD, LLC Other controlled investments 2717 MH, L.P. Schedule 12-14 MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments In and Advances to Affiliates December 31, 2021 (dollars in thousands) Investment(1)(10)(11) Geography Gain/(Loss) Amount of Realized Amount of Interest, Fees or Dividends Credited to Income(2) Amount of Unrealized Gain/(Loss) December 31, 2020 Fair Value Gross Gross December 31, 2021 Additions(3) Reductions(4) Fair Value 12.00% (L+10.00%, Floor 2.00%) Secured Debt Preferred Member Units Warrants 11.00% (L+10.00%, Floor 1.00%) Secured Debt Preferred Member Units Member Units 11.00% (L+10.00%, Floor 1.00%) Secured Debt Preferred Member Units 10.00% Secured Debt 10.50% (L+9.50%, Floor 1.00%) Secured Debt Member Units Member Units 12.25% (L+10.50%, Floor 1.75%) Secured Debt Preferred Member Units 10.00% (L+9.00%, Floor 1.00%) Secured Debt Preferred Member Units 5.00% Secured Debt 8.00% Secured Debt Preferred Member Units 12.00% (L+11.00%, Floor 1.00%) Secured Debt Preferred Stock 9.50% (L+7.50%, Floor 2.00%) Secured Debt Member Units 8.10% (L+8.00%) Secured Debt Member Units 10.00% (Prime+6.75%, Floor 2.00%) Secured Debt 10.00% (Prime+6.75%, Floor 2.00%) Secured Debt Member Units 11.50% Secured Debt 9.00% Secured Debt Member Units 12.00% (L+11.00%, Floor 1.00%) Secured Debt 12.00% PIK Secured Debt 13.00% Secured Debt Preferred Member Units Member Units 12.00% Secured Debt Common Stock 12.00% Secured Debt Preferred Member Units 7.50% (L+7.00%, Floor 0.50%) Secured Debt Common Stock 13.00% Secured Debt Common Stock Preferred Member Units Warrants Member Units 12.00% (L+11.00%, Floor 1.00%) Secured Debt Preferred Equity 12.00% Secured Debt Common Stock 12.00% Secured Debt 14.00% Secured Debt 6.50% Secured Debt Preferred Member Units LP Interests (2717 HPP-MS, L.P.) (8) (8) (8) (9) (9) (8) (9) (9) (5) (5) (5) (9) (8) (8) (9) (9) (8) (8) (8) (9) (9) (5) (5) (8) (8) (9) (9) (9) (5) (5) (5) (9) (9) (5) (5) (8) (6) (6) (8) (8) (8) (8) (8) (8) (8) (8) (7) (9) (9) (7) (7) (8) (8) (8) (8) (8) $ - - - - - - - - - - - - - - - - - (3,601) (7,324) - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - 175 $ $ - (733) (10) - 1,860 540 36 7,034 - - 1,640 691 242 32,700 (18) 5,220 (628) 2,130 7,324 137 (1,030) 32 (5,638) 213 1,290 (13) - 4,800 - - 1,370 - (4,626) (2,059) (2,370) 23,638 1 (150) 169 (170) (25) 2,860 (62) (490) (449) 330 (461) - - 49 2,630 - - 21 350 $ 691 - - 940 927 1,012 3,381 1,505 110 1,167 2,391 50 2,357 3,100 777 474 793 1 - 2,034 672 2,019 3,921 1,786 4,264 313 3 1,937 2,526 354 92 387 - 1,137 - 6,216 820 1,271 1,109 1,578 957 555 929 - - - - 621 - 1,084 116 76 390 66 - $ 4,873 3,200 10 8,513 5,850 2,030 35,833 14,496 1,100 10,853 9,140 1,624 14,216 14,940 7,954 6,780 - 12,146 - 15,006 19,380 19,838 52,490 16,775 44,900 3,400 - 7,620 22,269 3,909 13,400 1,600 13,562 8,280 2,370 116,760 6,723 8,990 - 20,380 11,806 11,500 6,397 - 10,500 870 4,460 - - 8,644 6,030 625 2,750 979 1,780 153 4,894 - 20 1,860 540 211 8,289 - (52) 1,640 691 32,737 32,700 18 5,220 8,404 2,130 9,934 9,512 - 1,761 2,848 22,110 1,290 13 - 4,800 55 - 1,370 1,800 - 34 - 23,640 10 - 18,000 - 801 2,860 2,938 1,200 1,109 330 - 35,956 11,070 68 2,630 - - 21 350 $ $ 290 3,200 10 496 - - 8,129 - 29 400 - 341 4,469 - 1,495 - 736 14,276 7,324 470 1,030 1 5,638 - - 863 - - 2,000 33 - - 4,626 2,380 2,370 - 355 150 - 170 225 - 2,062 490 449 1,200 2,312 - - - - - - - - 4,736 4,894 - 8,037 7,710 2,570 27,915 22,785 1,071 10,401 10,780 1,974 42,484 47,640 6,477 12,000 7,668 - 2,610 24,048 18,350 21,598 49,700 38,885 46,190 2,550 - 12,420 20,324 3,876 14,770 3,400 8,936 5,934 - 140,400 6,378 8,840 18,000 20,210 12,382 14,360 7,273 710 11,160 - 2,148 35,956 11,070 8,712 8,660 625 2,750 1,000 2,130 - - 250 - 250 - Table of Contents ASC Interests, LLC ATS Workholding, LLC Barfly Ventures, LLC Bolder Panther Group, LLC Bond-Coat, Inc. Bridge Capital Solutions Corporation CBT Nuggets, LLC Centre Technologies Holdings, LLC Chamberlin Holding LLC Charps, LLC Colonial Electric Company LLC Copper Trail Energy Fund I, LP - CTMH Digital Products Holdings LLC Garreco, LLC Gulf Manufacturing, LLC Gulf Publishing Holdings, LLC Harrison Hydra-Gen, Ltd. J&J Services, Inc. Johnson Downie Opco, LLC KBK Industries, LLC MS Private Loan Fund MSC Income Fund Inc. NAPCO Precast, LLC Nebraska Vet AcquireCo, LLC (NVS) NexRev LLC NRI Clinical Research, LLC NRP Jones, LLC NuStep, LLC Orttech Holdings, LLC Pearl Meyer Topco LLC Pegasus Research Group, LLC River Aggregates, LLC Tedder Industries, LLC UnionRock Energy Fund II, LP Vision Interests, Inc. VVS Holdco LLC Other Amounts related to investments transferred to or from other 1940 Act classification during the period Total Control investments Affiliate Investments AAC Holdings, Inc. LP Interests (2717 MH, L.P.) 13.00% Secured Debt Member Units 5.00% Secured Debt 7.00% Secured Debt Member Units 10.50% (L+9.00%, Floor 1.50%) Secured Debt Class A Preferred Member Units Class B Preferred Member Units Common Stock 13.00% Secured Debt Preferred Member Units Warrants Member Units 12.00% (L+10.00%, Floor 2.00%) Secured Debt Preferred Member Units 9.00% (L+8.00%, Floor 1.00%) Secured Debt Member Units 10.00% Unsecured Debt 15.00% Preferred Member Units 12.00% Secured Debt Preferred Member Units LP Interests (CTMH, LP) 11.00% (L+10.00%, Floor 1.00%) Secured Debt Preferred Member Units 9.00% (L+8.00%, Floor 1.00%, Ceiling 1.50%) Secured Debt Member Units Member Units 10.50% (5.25% Cash, 5.25% PIK) (L+9.50%, Floor 1.00%) Secured Debt 12.50% (6.25% Cash, 6.25% PIK) Secured Debt Common Stock 11.50% Secured Debt Preferred Stock 13.00% (L+11.50%, Floor 1.50%) Secured Debt Preferred Equity Member Units 5.00% Unsecured Debt LP Interests 5.00% Unsecured Debt Member Units 12.00% Secured Debt Preferred Member Units 11.00% Secured Debt Preferred Member Units 9.00% Secured Debt Member Units Warrants 12.00% Secured Debt Member Units 11.00% Secured Debt 7.50% (L+6.50%, Floor 1.00%) Secured Debt Preferred Member Units 12.00% (L+11.00%, Floor 1.00%) Secured Debt Preferred Stock 12.00% Secured Debt Member Units Member Units Member Units 12.00% Secured Debt Preferred Member Units LP Interests 13.00% Secured Debt Series A Preferred Stock 11.50% Secured Debt 7.00% (L+6.00%, Floor 1.00%) Secured Debt Preferred Equity 18.00% (10.00% Cash, 8.00% PIK) Secured Debt (8) (8) (8) (9) (5) (5) (9) (9) (9) (8) (6) (6) (6) (9) (8) (8) (8) (8) (5) (5) (5) (6) (6) (9) (5) (5) (8) (8) (8) (8) (8) (8) (7) (7) (8) (8) (5) (8) (8) (8) (8) (5) (5) (8) (8) (9) (9) (9) (5) (5) (5) (5) (5) (5) (5) (6) (6) (8) (8) (9) (9) (9) (9) (9) (5) (5) (5) (7) - - - - - - - - - (2,320) - - - - - - - - - - - - - - - - - - - - - - - 10,952 - - - - - - - - - - - - 8,787 - - - - - - - - - - - - - - - - - - - - 1,165 - (400) (154) - 346 313 - 9,170 4,310 - - 840 4,540 (507) (320) 2 (3,660) 260 - 1,907 - 1,450 - - - - 860 1,130 - (2,757) (1,920) (103) (5,595) - - 420 - 81 - (2,540) - 713 (1,839) 1,220 (48) (4,835) (1,238) - 3,619 4 - 2,720 - - 236 11,030 (1,550) 40 - - 2,295 - (160) - - - - 261 - - 49 - 3,686 1,427 3,100 - 1,705 100 - 2,308 1,266 120 1,544 3,922 1,007 4 4,839 2,705 1,480 - 1,978 200 405 300 2,109 21 1,282 - 1,264 - 208 - 992 1,402 - 2,179 1,553 1,466 - 1,883 80 380 2,805 - 253 (45) 1,991 58 - 1,522 130 4,259 3,599 - 125 2,009 - 273 244 - 913 7 - 2,702 1,715 1,120 3,347 343 1,584 27,225 10,194 14,000 2,040 9,401 1,000 3,220 46,080 11,549 6,160 15,212 29,340 8,475 669 10,520 - - 747 18,077 9,835 4,519 1,410 4,510 250 12,044 5,450 12,800 12,680 - - 13,200 - - - 16,100 10,395 6,500 16,727 1,470 5,620 5,600 1,490 2,080 2,821 17,193 - 10,780 - - 37,201 15,940 8,830 3,240 16,301 8,136 2,894 2,028 3,160 - - - 1,269 121 - - 367 346 12,275 - 9,170 4,310 412 - 840 4,540 33 - 4,001 270 559 - 3,470 24,981 9,130 - 44 - - 860 1,130 14 849 - 103 - 11,344 3,150 420 66,726 2,581 60,000 - 4,846 1,200 38 1,220 48 (749) - - 3,619 47 2,120 2,720 24,151 12,600 311 11,030 - 40 2,280 443 3,669 - - 30,100 1,169 11,840 - - 400 342 - - 500 - - 6,350 - - - - 2,718 320 1,396 3,930 3,340 669 - 630 - 37 1,320 - 323 - - 7 3,176 1,920 12,903 12,680 - - - 3,575 - 60,000 2,540 - - 2,720 - 5,668 4,851 1,490 - - - 400 - - 2,600 4,838 - 1,550 - 2,400 - 440 2,028 160 - - - 3,971 1,836 720 3,005 710 1,930 39,000 10,194 23,170 - 9,813 1,000 4,060 50,620 8,864 5,840 17,817 25,680 5,694 - 13,990 24,351 9,130 710 16,801 9,835 4,196 2,270 5,640 257 9,717 3,530 - - 11,344 3,150 13,620 63,151 2,581 - 13,560 15,241 7,700 14,045 2,690 - - - 2,080 6,440 17,240 1,720 13,500 24,151 10,000 32,674 26,970 7,280 3,280 16,181 8,579 6,123 - 3,000 30,100 1,169 11,840 $ $ - 6,494 - $ $ - 99,420 - 122,277 $ (217) $ 1,817 $ $ - 1,113,725 $ - 592,022 $ - 216,490 $ - 1,489,257 9,187 $ 1,095 $ 488 $ 9,794 176 Table of Contents AFG Capital Group, LLC ATX Networks Corp. BBB Tank Services, LLC Boccella Precast Products LLC Brightwood Capital Fund Investments - Fund V Buca C, LLC CAI Software LLC Career Team Holdings, LLC Chandler Signs Holdings, LLC Charlotte Russe, Inc Classic H&G Holdings, LLC Congruent Credit Opportunities Funds Copper Trail Energy Fund I, LP DMA Industries, LLC Dos Rios Partners Dos Rios Stone Products LLC East Teak Fine Hardwoods, Inc. EIG Fund Investments Flame King Holdings, LLC Freeport Financial SBIC Fund LP GFG Group, LLC. Hawk Ridge Systems, LLC Houston Plating and Coatings, LLC HPEP 3, L.P. I-45 SLF LLC Iron-Main Investments, LLC L.F. Manufacturing Holdings, LLC Meisler Operating LLC OnAsset Intelligence, Inc. Oneliance, LLC PCI Holding Company, Inc. SI East, LLC (Stavig) Common Stock Warrants 10.00% Secured Debt Preferred Member Units 10.00% PIK Unsecured Debt 8.50% (L+7.50%, Floor 1.00%) Secured Debt 8.75% (7.25% Cash, 1.50% PIK) (1.50% PIK + L+6.25%, Floor 1.00%) Secured Debt 12.00% (L+11.00%, Floor 1.00%) Unsecured Debt Member Units Preferred Stock (non-voting) 10.00% Secured Debt Member Units LP Interests (Brightwood Capital Fund V, LP) 10.25% (L+9.25%, Floor 1.00%) Secured Debt 12.50% Secured Debt Member Units 12.50% Secured Debt Class A Common Units Class A Units Common Stock 7.00% (L+6.00%, Floor 1.00%) Secured Debt 8.00% Secured Debt Preferred Member Units LP Interests (Congruent Credit Opportunities Fund III, LP) LP Interests (Congruent Credit Opportunities Fund II, LP) LP Interests (Copper Trail Energy Fund I, LP) 12.00% Secured Debt Preferred Equity LP Interests (Dos Rios Partners - A, LP) LP Interests (Dos Rios Partners, LP) Class A Preferred Units Common Stock LP Interests (EIG Global Private Debt Fund-A, L.P.) 12.00% (L+11.00%, Floor 1.00%) Secured Debt 7.50% (L+6.50%, Floor 1.00%) Secured Debt Preferred Equity LP Interests (Freeport Financial SBIC Fund LP) LP Interests (Freeport First Lien Loan Fund III LP) 12.00% Secured Debt Preferred Member Units 7.00% (L+6.00%, Floor 1.00%) Secured Debt 8.00% Secured Debt Preferred Member Units 8.00% Unsecured Convertible Debt Member Units LP Interests (HPEP 3, L.P.) Member Units (Fully diluted 20.0%; 24.40% profits interest) 12.50% Secured Debt 12.50% PIK Secured Debt 12.50% Secured Debt 13.00% Secured Debt Common Stock Member Units Preferred Member Units (non- voting) Common Stock 10.00% PIK Unsecured Debt 12.00% PIK Secured Debt Common Stock Warrants 12.00% (L+11.00%, Floor 1.00%) Secured Debt Preferred Stock Preferred Stock 10.25% Secured Debt Preferred Member Units (7) (7) (8) (8) (6) (6) (6) (8) (8) (8) (6) (6) (6) (7) (6) (6) (6) (6) (8) (9) (6) (6) (6) (8) (8) (9) (7) (7) (8) (8) (8) (7) (8) (9) (9) (9) (5) (5) (5) (5) (9) (9) (9) (8) (8) (8) (8) (5) (5) (5) (5) (5) (8) (8) (5) (8) (8) (8) (8) (7) (7) (9) (7) (7) - - - - - - (4,528) - - - - - - - - 10,252 - - - (3,141) - - - - (1,069) (998) - 1,930 - - 1,133 (2,242) (280) (162) - (1,210) - (373) (340) (5,095) - - (1,000) 3,141 - (82) 5,750 - - 31 200 - 168 - 612 - 11 9 398 - 1,782 7,570 2,380 513 - - - 83 2,210 1,070 3,148 2,938 491 5,810 - - - - - 1,930 1,963 7,092 1,069 998 347 - - - 12,263 1,521 13,784 4,722 280 151 - 6,040 27 - 11 320 - - 1,000 14,256 47,474 7,190 - - 1,460 - - 24,800 9,510 487 23,940 - 20,050 4,500 - 3,141 4,000 82 5,750 2,242 280 162 - 1,210 - 373 71,414 7,190 - - 1,000 3,141 - 5,608 - 2,079 1,940 144 7,740 1,963 7,092 - 2,507 - - 320 4,830 1,000 14,370 - - 20,050 4,500 460 - 4,000 19,274 15,260 (96) 776 11,540 - 1,581 9,959 (4,449) 4,355 379 - - 1,560 4,912 (610) 180 166 - - - 814 66 110 2,090 - 94 7,000 60 (1,870) 1,332 (202) - - - - - 510 - (7,413) - - (830) 830 - - (203) (90) 6,572 (203) - - 715 2,252 - (80) 9 - - - - - - - - - - - - - - - - - - - - - 17,048 - - - - - - - - - 177 - 378 521 - - - - 100 53 884 77 - - 751 1,601 629 70 2,023 1,914 243 261 177 1,861 201 408 731 346 - - 14 - 11 930 - - 335 - 2,852 4,032 2,340 94 4,355 1,782 - - 1,720 5,417 1,250 300 526 - - - 5,264 10,321 - - - 18,400 8,450 2,900 5,080 3,258 15,789 - - - - - 2,050 93 16,010 64 7,299 - - - - 4,130 32,962 9,780 379 20,993 5,944 1,560 4,912 - 180 200 20,996 6,324 10,400 814 66 15,745 6,990 2,585 16,400 7,000 60 - 1,706 800 3,170 9,088 19,805 4,557 1,798 510 14 (550) 139 930 830 830 5,547 1,056 - 36,765 6,572 4,449 2,161 - - - - 610 480 179 - - - - 3,156 3,200 - - - - - 1,870 252 2,202 - 144 - - - - - 15,460 11 - 830 830 - - 4,130 3,877 4,782 - - 20,993 5,944 3,280 10,329 640 - 547 20,996 6,324 10,400 6,078 7,231 12,545 6,990 2,585 34,800 15,450 2,960 3,210 4,712 14,387 3,170 8,944 19,805 4,557 1,798 2,560 107 - 192 8,229 - - 5,547 1,056 - 65,850 11,570 Table of Contents Slick Innovations, LLC Sonic Systems International, LLC Superior Rigging & Erecting Co. The Affiliati Network, LLC UniTek Global Services, Inc. Volusion, LLC Other Amounts related to investments transferred to or from other 1940 Act classification during the period Total Affiliate investments 13.00% Secured Debt Common Stock Warrants 8.50% (L+7.50%, Floor 1.00%) Secured Debt Common Stock 12.00% Secured Debt Preferred Member Units 11.83% Secured Debt 7.00% Secured Debt Preferred Stock 15.00% PIK Secured Convertible Debt 8.50% (6.50% cash, 2.00% PIK) (2.00% PIK, L+5.50% Floor 1.00%) Secured Debt Preferred Stock 11.50% Secured Debt 8.00% Unsecured Convertible Debt Preferred Member Units (6) (6) (6) (8) (8) (7) (7) (9) (9) (9) (6) (6) (6) (8) (8) (8) - - - - - - - - - - - - - - - - (42) 180 40 - - - - - - - 1,178 115 807 991 118 - 731 - - 394 37 2,650 - 842 9 270 151 236 315 2,248 33 - 5,720 1,330 360 - - 21,298 4,500 - - - 42 180 40 11,757 1,070 34 - 13,873 1,462 6,400 - 2,461 2,425 3,208 19,243 291 5,990 259 1,439 991 118 - 442 - - - - - - 1,039 1,200 - 86 462 316 2,800 - - 5,320 1,510 400 11,757 1,070 21,332 4,500 12,834 262 6,400 2,375 2,222 4,331 17,434 409 5,990 $ (694) 17,181 $ - 21,989 (11) 51,278 $ $ (12,263) 366,301 $ - 336,505 $ - 165,855 $ - 549,214 (1) The principal amount, the ownership detail for equity investments and if the investment is income producing is included in the consolidated schedule of investments. (2) Represents the total amount of interest, fees and dividends credited to income for the portion of the period for which an investment was included in Control or Affiliate categories, respectively. For investments transferred between Control and Affiliate categories during the period, any income or investment balances related to the time period it was in the category other than the one shown at period end is included in “Amounts from investments transferred from other 1940 Act classifications during the period.” (3) Gross additions include increases in the cost basis of investments resulting from new portfolio investments, follow-on investments and accrued PIK interest, and the exchange of one or more existing securities for one or more new securities. Gross additions also include net increases in unrealized appreciation or net decreases in net unrealized depreciation as well as the movement of an existing portfolio company into this category and out of a different category. (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 net increases in net unrealized depreciation or net decreases in unrealized appreciation as well as the movement of an existing portfolio company out of this category and into a different category. (5) Portfolio company located in the Midwest region as determined by location of the corporate headquarters. The fair value as of December 31, 2021 for control investments located in this region was $342,215. This represented 23.0% of net assets as of December 31, 2021. The fair value as of December 31, 2021 for affiliate investments located in this region was $71,118. This represented 12.9% of net assets as of December 31, 2021. (6) Portfolio company located in the Northeast region as determined by location of the corporate headquarters. The fair value as of December 31, 2021 for control investments located in this region was $123,216. This represented 8.3% of net assets as of December 31, 2021. The fair value as of December 31, 2021 for affiliate investments located in this region was $94,447. This represented 17.2% of net assets as of December 31, 2021. (7) Portfolio company located in the Southeast region as determined by location of the corporate headquarters. The fair value as of December 31, 2021 for control investments located in this region was $19,520. This represented 1.3% of net assets as of December 31, 2021. The fair value as of December 31, 2021 for affiliate investments located in this region was $164,975. This represented 30.0% of net assets as of December 31, 2021. (8) Portfolio company located in the Southwest region as determined by location of the corporate headquarters. The fair value as of December 31, 2021 for control investments located in this region was $640,096. This represented 43.0% of net assets as of 178 Table of Contents December 31, 2021. The fair value as of December 31, 2021 for affiliate investments located in this region was $108,623. This represented 19.8% of net assets as of December 31, 2021. (9) Portfolio company located in the West region as determined by location of the corporate headquarters. The fair value as of December 31, 2021 for control investments located in this region was $364,210. This represented 24.5% of net assets as of December 31, 2021. The fair value as of December 31, 2021 for affiliate investments located in this region was $110,051. This represented 20.0% of net assets as of December 31, 2021. (10) All of the Company’s portfolio investments are generally subject to restrictions on resale as “restricted securities,” unless otherwise noted. (11) This schedule should be read in conjunction with the consolidated schedule of investments and notes to the consolidated financial statements. Supplemental information can be located within the schedule of investments including end of period interest rate, preferred dividend rate, maturity date, investments not paid currently in cash and investments whose value was determined using significant unobservable inputs. 179 Table of Contents MAIN STREET CAPITAL CORPORATION Consolidated Schedule of Investments In and Advances to Affiliates December 31, 2020 (dollars in thousands) Schedule 12-14 Company Majority‑owned investments Café Brazil, LLC California Splendor Holdings LLC Investment(1)(10)(11) Member Units LIBOR Plus 8.00% (Floor 1.00%) Clad-Rex Steel, LLC CMS Minerals Investments Cody Pools, Inc. CompareNetworks Topco, LLC Direct Marketing Solutions, Inc. Gamber-Johnson Holdings, LLC LIBOR Plus 10.00% (Floor 1.00%) Preferred Member Units Preferred Member Units LIBOR Plus 9.50% (Floor 1.00%) Member Units 10% Secured Debt Member Units Member Units LIBOR Plus 10.50% (Floor 1.75%) Preferred Member Units LIBOR Plus 11.00% (Floor 1.00%) Preferred Member Units LIBOR Plus 11.00% (Floor 1.00%) Preferred Stock LIBOR Plus 7.00% (Floor 2.00%) GRT Rubber Technologies LLC LIBOR Plus 7.00% Member Units Guerdon Modular Holdings, Inc. Harborside Holdings, LLC IDX Broker, LLC Jensen Jewelers of Idaho, LLC Kickhaefer Manufacturing Company, LLC Member Units 16.00% Secured Debt LIBOR Plus 8.50% (Floor 1.00%) Preferred Stock Common Stock Warrants Member Units 11.00% Secured Debt Preferred Member Units Prime Plus 6.75% (Floor 2.00%) Member Units 11.50% Secured Debt Member Units 9.00% Secured Debt Member Units Market Force Information, LLC 12.00% PIK Secured Debt LIBOR Plus 11.00% (Floor 1.00%) MH Corbin Holding LLC Mid-Columbia Lumber Products, LLC Member Units 13.00% Secured Debt Preferred Member Units Preferred Member Units 10.00% Secured Debt 12.00% Secured Debt Member Units 9.50% Secured Debt MSC Adviser I, LLC Mystic Logistics Holdings, LLC OMi Holdings, Inc. Pearl Meyer Topco LLC PPL RVs, Inc. Principle Environmental, LLC Member Units Member Units 12.00% Secured Debt Common Stock Common Stock 12.00% Secured Debt Member Units LIBOR Plus 7.00% (Floor 0.50%) Common Stock 13.00% Secured Debt Amount of Realized Geography Gain/(Loss) Gain/(Loss) Amount of Unrealized Amount of Interest, Fees or Dividends Credited to Income(2) December 31, 2019 Gross Fair Value Additions(3) Gross Reductions(4) December 31, 2020 Fair Value (8) (9) (9) (9) (9) (5) (5) (5) (5) (9) (8) (8) (9) (9) (9) (9) (5) (5) (8) (8) (9) (9) (9) (9) (9) (8) (9) (9) (9) (9) (5) (5) (5) (5) (9) (9) (9) (5) (5) (5) (9) (9) (9) (9) (9) (8) (6) (6) (8) (6) (6) (8) (8) (8) $ — $ (410) $ 38 $ 2,440 $ — $ 410 $ 2,030 — — — — — — — — — — — — — — — — — — — (12,776) (993) (1,140) (2,849) — (2,406) — 9,337 — — — — — — — — — — — — — — (4,240) — — — — — — — — — — — 29 (65) — (1,141) 49 (1,020) (11) 70 (69) 125 6,623 43 3,770 (110) (820) (41) (920) — (2,550) 12,588 1,010 1,140 2,983 — (3,054) (42) (9,088) (14) (650) — — — — (11,762) — (5,280) (322) (20) (2,400) 148 256 3,239 — (850) 12,740 — 580 3,430 — 2,940 25 1,570 44 180 1,154 3,291 1,092 250 1,195 587 113 — — 1,798 87 1,123 632 1,934 — 1,776 3,537 1,294 3,542 — — — — — — 711 1,193 423 683 2,947 — 357 84 242 116 — 1,181 — — 44 119 1 30 20 2,491 814 203 2,343 3,356 538 1,204 690 877 7,104 27,801 7,163 7,382 10,781 9,630 1,137 460 1,900 — — 8,288 3,010 15,707 20,200 19,022 53,410 15,016 47,450 — — — — — 9,560 13,400 15,040 4,000 8,270 24,982 12,240 3,939 1,160 22,621 2,695 5,280 8,890 20 4,770 1,602 3,644 — 701 1,640 74,520 6,253 8,410 16,950 — — 12,118 9,930 6,397 18,239 53 1,092 — 72 — — 70 — 16,000 14,940 2,075 3,770 37 — 1,640 — 1,759 — 12,776 993 1,140 2,849 — 100 42 — 14 — 1,433 — — — 2,794 1,791 — 32 — — 148 256 101 19 709 42,240 990 580 3,430 37,202 16,740 188 1,570 — 17,300 65 — 1,141 — 1,020 37 — 276 1,784 — 2,410 — 737 820 824 920 — 2,550 12,776 993 1,140 2,849 — 9,660 13,442 15,040 614 650 4,146 — 30 — 11,853 2,886 5,280 642 20 2,400 1,750 3,900 101 720 2,349 — 520 — — — 800 500 — — 8,043 27,789 8,255 6,241 10,853 8,610 1,100 530 1,624 14,216 14,940 7,953 6,780 15,007 19,380 19,838 52,490 16,775 44,900 — — — — — — — — 3,400 7,620 22,269 12,240 3,909 1,160 13,562 1,600 — 8,280 — 2,370 — — — — — 116,760 6,723 8,990 20,380 37,202 15,940 11,806 11,500 6,397 Table of Contents (d/b/a TruHorizon Environmental Solutions) Preferred Member Units Quality Lease Service, LLC Trantech Radiator Topco, LLC Warrants Member Units Vision Interests, Inc. Ziegler’s NYPD, LLC 12.00% Secured Debt Common Stock 13.00% Secured Debt Series A Preferred Stock Common Stock 6.50% Secured Debt 12.00% Secured Debt 14.00% Secured Debt Other controlled investments Access Media Holdings, LLC Analytical Systems Keco, LLC Warrants Preferred Member Units 10.00% PIK Secured Debt Preferred Member Units Member Units LIBOR Plus 10.00% (Floor 2.00%) Preferred Member Units Warrants ASC Interests, LLC 13.00% Secured Debt Member Units ATS Workholding, LLC Bolder Panther Group, LLC Bond-Coat, Inc. Brewer Crane Holdings, LLC Bridge Capital Solutions Corporation CBT Nuggets, LLC Centre Technologies Holdings, LLC Chamberlin Holding LLC Charps, LLC Copper Trail Fund Investments Datacom, LLC Digital Products Holdings LLC Garreco, LLC Gulf Manufacturing, LLC Gulf Publishing Holdings, LLC Harris Preston Fund Investments Harrison Hydra-Gen, Ltd. J&J Services, Inc. KBK Industries, LLC NAPCO Precast, LLC Nebraska Vet AcquireCo, LLC (NVS) NexRev LLC NRI Clinical Research, LLC 5.00% Secured Debt Preferred Member Units LIBOR Plus 9.00% (Floor 1.50%) Preferred Member Units Preferred Member Units 15.00% Secured Debt Common Stock LIBOR Plus 10.00% (Floor 1.00%) Preferred Member Units 13.00% Secured Debt Warrants 13.00% Secured Debt Preferred Member Units Member Units LIBOR Plus 10.00% (Floor 2.00%) Preferred Member Units LIBOR Plus 8.00% (Floor 1.00%) Member Units Member Units 15.00% Secured Debt 8.67% Current / 1.33% PIK Preferred Member Units LP Interests (CTMH, LP) 8.00% Secured Debt 10.50% PIK Secured Debt Class A Preferred Member Units Class B Preferred Member Units LIBOR Plus 10.00% (Floor 1.00%) Preferred Member Units LIBOR Plus 8.00% (Floor 1.00%, Ceiling 1.50%) Member Units Member Units LIBOR Plus 9.50% (Floor 1.00%), Current Coupon 5.25% / 5.25% PIK 6.25% Current / 6.25% PIK Member Units LP Interests (2717 MH, L.P.) LP Interests (2717 HPP-MH, L.P.) Common Stock 11.50% Secured Debt Preferred Stock Member Units Member Units 12.00% Secured Debt Preferred Member Units 11.00% PIK Secured Debt Preferred Member Units 9.00% Secured Debt Warrants Member Units (8) (8) (7) (7) (7) (9) (9) (9) (8) (8) (8) (8) (8) (5) (5) (5) (8) (8) (8) (8) (8) (9) (9) (9) (9) (9) (8) (8) (9) (9) (6) (6) (6) (6) (9) (8) (8) (8) (8) (8) (5) (5) (5) (9) (8) (8) (8) (8) (5) (5) (8) (8) (8) (8) (8) (8) (8) (8) (8) (7) (7) (5) (8) (5) (5) (8) (8) (9) (9) (9) (2,890) (220) (4,880) — 1,375 — (929) 3,296 (21) — — — 511 17,442 9,660 — — — (306) — (170) (1,332) (939) — — — — (6,260) — 1,570 — (280) — — (4,770) — 320 (47) 4,030 (455) — 1,716 2,718 — — 389 — — 1,026 4,661 — (1,150) (2,920) — (1,091) (2,420) (319) — (2,520) 103 5,595 (2,270) 1,340 — — (289) (4,840) (47) 260 612 — — — — — — — (3,586) — — — — — (19,698) (9,376) (1) — — — — — — — — — — (3) — — — — — — — — — — — — — — — — — — — — — — — — — — — — — 693 — — — — — — — — — — — — — 181 — — — 1,105 116 268 — — 66 76 391 — — 50 — — 724 — — 237 — 282 — 579 — — 1,399 — 1,012 120 1,771 — 135 100 954 1,480 120 1,942 4,134 68 258 1,499 559 — — — — — 2,177 200 428 — 135 27 1,650 — — — 104 1,943 — 454 642 223 — 1,973 (35) 752 — 548 13,390 1,090 9,289 9,102 4,655 2,028 4,089 409 1,000 625 2,750 — 1,269 6,387 (284) — 5,210 3,200 316 1,639 1,290 4,521 939 — — — 11,473 8,300 8,989 4,280 7,797 3,500 996 1,000 50,850 12,136 5,840 17,773 24,040 1,450 2,000 — 6,920 872 1,615 10,142 — — 18,452 5,174 4,515 2,560 7,430 280 12,493 2,420 3,157 — 7,970 17,430 7,160 15,470 14,760 — — 17,469 6,310 5,981 1,230 4,988 — — 301 22 1,375 — — 3,296 — — — — 511 17,442 9,660 1 74 — — 100 — 179 — 27,225 10,194 14,000 123 — 20 1,570 606 — 2 — — 25 320 47 4,030 275 — 8,903 3,600 — — 389 — — 1,072 4,661 4 — — 17 1,055 — 52 250 — 170 5,595 — 1,340 10,395 6,500 201 — 1,566 260 1,160 2,890 220 5,130 480 — — 929 3,705 21 — — — — 23,829 9,376 1 410 — 306 24 170 1,353 939 — — — 11,596 6,260 496 — — 280 — — 4,770 612 — 2,608 — 455 1,331 428 — 125 — — — — 1,447 — — 1,150 2,920 47 1,504 2,420 507 — 2,520 4,800 75 2,270 — — — 944 4,840 1,927 — 548 10,500 870 4,460 8,644 6,030 2,028 3,160 — 979 625 2,750 — 1,780 — — — 4,874 3,200 10 1,715 1,120 3,347 — 27,225 10,194 14,000 — 2,040 8,513 5,850 8,403 3,220 998 1,000 46,080 11,549 6,160 15,212 28,070 1,270 669 8,475 10,520 747 1,615 10,531 — — 18,077 9,835 4,519 1,410 4,510 250 12,044 — 2,702 250 5,450 12,800 12,680 13,200 16,100 10,395 6,500 16,726 1,470 5,620 1,490 5,600 Table of Contents NRP Jones, LLC NuStep, LLC 12.00% Secured Debt Member Units 12.00% Secured Debt Preferred Member Units Pegasus Research Group, LLC Project BarFly, LLC Member Units Member Units 7.00% Secured Debt 7.00% Secured Debt Warrants 7.00% Secured Debt Warrants River Aggregates, LLC Zero Coupon Secured Debt Tedder Industries, LLC UnionRock Energy Fund II, LP Other Amounts related to investments transferred to or from other 1940 Act classification during the period Total Control investments Affiliate Investments AAC Holdings, Inc. AFG Capital Group, LLC American Trailer Rental Group LLC BBB Tank Services, LLC Member Units Member Units 12.00% Secured Debt Preferred Member Units LP Interests 18.00% (10.00% Cash, 8.00% PIK) Secured Debt Common Stock Warrants 10.00% Secured Debt Preferred Member Units LIBOR Plus 7.25% (Floor 1.00%) Member Units LIBOR Plus 11.00% (Floor 1.00%) Preferred Member Units Member Units Boccella Precast Products LLC LIBOR Plus 10.00% (Floor 1.00%) Buca C, LLC CAI Software LLC Chandler Signs Holdings, LLC Charlotte Russe, Inc Classic H&G Holdings, LLC Member Units LIBOR Plus 9.25% (Floor 1.00%) Preferred Member Units 12.50% Secured Debt Member Units Class A Units Common Stock 12.00% Secured Debt Preferred Member Units Congruent Credit Opportunities Funds LP Interests (Fund II) Copper Trail Fund Investments Dos Rios Partners East Teak Fine Hardwoods, Inc. EIG Fund Investments Freeport Financial Funds Harris Preston Fund Investments Hawk Ridge Systems, LLC LP Interests (Fund III) LP Interests (Copper Trail Energy Fund I, LP) LP Interests (Dos Rios Partners, LP) LP Interests (Dos Rios Partners - A, LP) Common Stock LP Interests (EIG Global Private Debt fund-A, L.P.) LP Interests (Freeport Financial SBIC Fund LP) LP Interests (Freeport First Lien Loan Fund III LP) LP Interests (HPEP 3, L.P.) LIBOR Plus 6.00% (Floor 1.00%) 11.00% Secured Debt Preferred Member Units Preferred Member Units 8.00% Unsecured Convertible Debt Houston Plating and Coatings, LLC I-45 SLF LLC L.F. Manufacturing Holdings, LLC OnAsset Intelligence, Inc. PCI Holding Company, Inc. Member Units Member Units Preferred Member Units Member Units 12.00% PIK Secured Debt 10.00% PIK Secured Debt Preferred Stock Warrants 12.00% Current Secured Debt Preferred Stock (5) (5) (5) (5) (8) (5) (5) (5) (5) (5) (5) (8) (8) (8) (9) (9) (9) (7) (7) (7) (8) (8) (5) (5) (8) (8) (8) (6) (6) (7) (7) (6) (6) (8) (9) (6) (6) (8) (8) (9) (8) (8) (7) (8) (5) (5) (8) (9) (9) (9) (9) (8) (8) (8) (8) (8) (8) (8) (8) (8) (9) (9) — 1,279 — — — — (8,591) (110) (607) — (473) — 4,015 — — — — (8,069) (59,594) (11,210) — — — — — — — — — — — — — — — — — — — — — — — — — 6 — — — — — — — — — — — — — — — — — — — (1,889) — 580 660 — 8,961 — 607 — 473 28 (3,840) 71 — — — 764 384 2,444 — 491 — — — — 3 — — 187 — 2,097 — — 6,376 4,710 19,703 10,200 8,170 — 7,736 — — — — 722 4,990 3,169 16,912 8,136 — — — 196 580 660 1,584 2,438 110 607 343 473 28 — 71 29 — 2,894 4,296 1,889 2,706 — — — 10,174 110 607 — 473 750 4,990 — 640 — — 2,080 2,821 17,193 10,780 8,830 1,584 — — — 343 — — — 3,240 16,301 8,136 2,894 4,251 37,924 9 81,155 (3,172) 1,032,721 — 336,485 — 258,653 — 1,113,725 4,568 — 2,938 — 630 (182) 3,729 (51) — (10) (138) (230) (4,562) (4,770) 257 636 (1,280) — 217 3,750 — (515) (744) (2,375) (754) (100) (165) (514) (204) 187 — (31) 130 — (1,360) (5,250) (1,818) — — — — — — — 1,450 182 119 — — 66 — 1,119 — 668 20 — 982 619 2,032 69 3,001 10 (91) — 3,112 469 — 823 698 — — — 141 — 930 — 70 1,758 378 — 244 261 2,346 12 — 827 6 — — 1,851 — 11,530 — — 838 5,180 27,087 8,540 4,698 131 290 13,244 6,270 18,794 4,701 9,160 5,210 2,740 — — — 855 13,915 2,362 7,033 2,233 400 720 5,778 9,696 2,474 600 13,400 7,900 420 4,260 10,330 14,407 81 2,050 6,474 58 — — 11,356 2,680 21,359 3,148 2,938 — 630 182 7,470 75 20 — 138 — 24 69 40,830 1,980 — — 26,000 9,510 — — — 759 241 — 110 — 989 784 1,384 5,031 130 — — — 3,200 12 — 827 9 — — — 1,450 23,702 — — 347 — 27,269 — 51 — 10 13,382 230 4,562 4,770 2,516 — 1,280 — 1,200 — 761 2,375 580 2,375 754 100 304 514 364 — 1,984 31 — — 1,360 5,250 1,818 — — — 3 — — 11,356 — 9,187 3,148 2,938 491 5,810 — 16,010 4,722 151 280 — 6,040 14,256 — 47,474 7,190 1,460 — 24,800 9,510 94 11,540 1,782 5,417 1,720 300 526 5,264 10,321 3,258 — 18,400 8,030 420 2,900 5,080 15,789 93 2,050 7,301 64 — — — 4,130 Table of Contents Rocaceia, LLC (Quality Lease and Rental Holdings, LLC) Salado Stone Holdings, LLC SI East, LLC Slick Innovations, LLC Superior Rigging & Erecting Co. UniTek Global Services, Inc. Universal Wellhead Services Holdings, LLC Volusion, LLC Other Amounts related to investments transferred to or from other 1940 Act classification during the period Total Affiliate investments Preferred Stock 12.00% Secured Debt Preferred Member Units Class A Preferred Units 9.50% Current, Secured Debt Preferred Member Units 13.00% Current, Secured Debt Warrants Common Stock 12.00% Current, Secured Debt Preferred Member Units LIBOR Plus 6.50% (Floor 1.00%) Preferred Stock Preferred Stock Preferred Stock Preferred Stock Common Stock Preferred Member Units Member Units 11.50% Secured Debt 8.00% Unsecured Convertible Debt Preferred Member Units Warrants (9) (8) (8) (8) (7) (7) (6) (6) (6) (7) (7) (6) (6) (6) (6) (6) (6) (8) (8) (8) (8) (8) (8) 2,610 (413) — — — — — — — — — — — — — — — — — — — — — (2,610) — — 680 (74) 1,580 115 70 250 — — (283) (2,684) (2,119) 312 (3,667) — (800) — (181) — (8,010) (150) — — — — 3,285 1,292 919 — — 1,110 — 233 — 212 255 — — — — 2,438 33 — — 4,350 — — 570 32,963 8,200 6,197 290 1,080 — — 2,962 2,684 2,282 1,889 3,667 — 800 — 19,352 291 14,000 150 — 413 — 680 73 1,580 163 70 250 21,298 4,500 17 — 212 945 — — — — 71 — — — 4,350 413 — — 74 — 641 — — — — 553 2,684 2,119 2 3,667 — 800 — 181 — 8,010 150 — — — 1,250 32,962 9,780 5,719 360 1,330 21,298 4,500 2,426 — 375 2,832 — — — — 19,242 291 5,990 — 11,210 2,203 (4,906) (29,038) 118 32,435 (9,335) 330,287 — 159,571 — 132,892 — 366,301 (1) The principal amount, the ownership detail for equity investments and if the investment is income producing is included in the consolidated schedule of investments. (2) Represents the total amount of interest, fees and dividends credited to income for the portion of the period for which an investment was included in Control or Affiliate categories, respectively. For investments transferred between Control and Affiliate categories during the period, any income or investment balances related to the time period it was in the category other than the one shown at period end is included in “Amounts from investments transferred from other 1940 Act classifications during the period.” (3) Gross additions include increases in the cost basis of investments resulting from new portfolio investments, follow-on investments and accrued PIK interest, and the exchange of one or more existing securities for one or more new securities. Gross additions also include net increases in unrealized appreciation or net decreases in net unrealized depreciation as well as the movement of an existing portfolio company into this category and out of a different category. (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 net increases in net unrealized depreciation or net decreases in unrealized appreciation as well as the movement of an existing portfolio company out of this category and into a different category. (5) Portfolio company located in the Midwest region as determined by location of the corporate headquarters. The fair value as of December 31, 2020 for control investments located in this region was $256,121. This represented 16.9% of net assets as of December 31, 2020. The fair value as of December 31, 2020 for affiliate investments located in this region was $31,595. This represented 2.1% of net assets as of December 31, 2020. (6) Portfolio company located in the Northeast region as determined by location of the corporate headquarters. The fair value as of December 31, 2020 for control investments located in this region was $82,476. This represented 5.4% of net assets as of December 31, 2020. The fair value as of December 31, 2020 for affiliate investments located in this region was $108,056. This represented 7.1% of net assets as of December 31, 2020. (7) Portfolio company located in the Southeast region as determined by location of the corporate headquarters. The fair value as of December 31, 2020 for control investments located in this region was $44,614. This represented 2.9% of net assets as of 183 Table of Contents December 31, 2020. The fair value as of December 31, 2020 for affiliate investments located in this region was $98,369. This represented 6.5% of net assets as of December 31, 2020. (8) Portfolio company located in the Southwest region as determined by location of the corporate headquarters. The fair value as of December 31, 2020 for control investments located in this region was $442,075. This represented 29.2% of net assets as of December 31, 2020. The fair value as of December 31, 2020 for affiliate investments located in this region was $95,519. This represented 6.3% of net assets as of December 31, 2020. (9) Portfolio company located in the West region as determined by location of the corporate headquarters. The fair value as of December 31, 2020 for control investments located in this region was $288,439. This represented 19.0% of net assets as of December 31, 2020. The fair value as of December 31, 2020 for affiliate investments located in this region was $32,762. This represented 2.2% of net assets as of December 31, 2020. (10) All of the Company’s portfolio investments are generally subject to restrictions on resale as “restricted securities,” unless otherwise noted. (11) This schedule should be read in conjunction with the consolidated schedule of investments and notes to the consolidated financial statements. Supplemental information can be located within the schedule of investments including end of period interest rate, preferred dividend rate, maturity date, investments not paid currently in cash and investments whose value was determined using significant unobservable inputs. 184 Table of Contents Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure Not applicable. Item 9A. Controls and Procedures (a) Evaluation of Disclosure Controls and Procedures. As of the end of the period covered by this annual report on Form 10-K, we carried out an evaluation, under the supervision and with the participation of our management, including our Chief Executive Officer, President, Chief Financial Officer, Chief Compliance Officer and Chief Accounting Officer, of our disclosure controls and procedures (as defined in Rule 13a-15 of the Exchange Act). Based on that evaluation, our Chief Executive Officer, President, Chief Financial Officer, Chief Compliance Officer and Chief Accounting Officer have concluded that our current disclosure controls and procedures are effective in timely alerting them of material information relating to us that is required to be disclosed in the reports we file or submit under the Exchange Act. (b) Management’s Report on Internal Control Over Financial Reporting. The management of Main Street Capital Corporation and its subsidiaries (the Company) is responsible for establishing and maintaining adequate internal control over financial reporting, as such term is defined in Exchange Act Rule 13a-15(f). Under the supervision and with the participation of management, including the Chief Executive Officer and Chief Financial Officer, the Company conducted an evaluation of the effectiveness of the Company’s internal control over financial reporting based on the criteria established in Internal Control — Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO). Based on the Company’s evaluation under the framework in Internal Control — Integrated Framework, management concluded that the Company’s internal control over financial reporting was effective as of December 31, 2021. Grant Thornton LLP, the Company’s independent registered public accounting firm, has issued an attestation report on the effectiveness of the Company’s internal control over financial reporting as of December 31, 2021, as stated in its report which is included herein. (c) Attestation Report of the Registered Public Accounting Firm. Our independent registered public accounting firm, Grant Thornton LLP, has issued an attestation report on the effectiveness of our internal control over financial reporting, which is set forth above under the heading “Reports of Independent Registered Public Accounting Firm” in Item 8. “Consolidated Financial Statements and Supplementary Data” of this Annual Report on Form 10-K. (d) Changes in Internal Control over Financial Reporting. There have been no changes in our internal control over financial reporting that occurred during the fiscal quarter ended December 31, 2021 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting. Item 9B. Other Information Director Departure and Reduction in Size of Board On February 22, 2022, Mr. Arthur French informed our Board of Directors that after over fourteen years of excellent service to our Board since our initial public offering in 2007, he has decided not to stand for re-election to the Board of Directors at the end of his current term on the date of our 2022 Annual Meeting of Stockholders. Mr. French’s decision not to stand for re-election was not the result of any disagreement with management or the Board of Directors. In connection with Mr. French’s departure, the Board of Directors passed a resolution reducing the number of directors that constitutes the full Board of Directors from nine to eight directors, effective as of the date of our 2022 Annual Meeting of Stockholders. Fees and Expenses The following table is being provided to update, as of December 31, 2021, certain information in the Company’s effective shelf registration statement on Form N-2 (File No. 333-231146) filed with the SEC on April 30, 2019 as supplemented by the prospectus supplements relating to our ATM Program and to the direct stock purchase feature of the Plan. The information is intended to assist you in understanding the costs and expenses that an investor in 185 Table of Contents the Company will bear directly or indirectly. We caution you that some of the percentages indicated in the table below are estimates and may vary. Except where the context suggests otherwise, whenever this Annual Report on Form 10-K contains a reference to fees or expenses paid by “you,” “us” or “Main Street,” or that “we” will pay fees or expenses, stockholders will indirectly bear such fees or expenses as investors in us. Stockholder Transaction Expenses: Sales load (as a percentage of offering price) Offering expenses (as a percentage of offering price) Dividend reinvestment and direct stock purchase plan expenses Total stockholder transaction expenses (as a percentage of offering price) Annual Expenses of the Company (as a percentage of net assets attributable to common stock): Operating expenses Interest payments on borrowed funds Income tax expense Acquired fund fees and expenses Total annual expenses — %(1) — %(2) — %(3) — %(4) 3.23 %(5) 3.57 %(6) 1.84 %(7) 0.30 %(8) 8.94 % (1) The maximum agent commission with respect to the shares of our common stock sold by us in the ATM Program is 1.00%. Purchasers of shares of common stock through the direct stock purchase feature of the Plan will not pay any sales load. In the event that our securities are sold to or through underwriters, a corresponding prospectus or prospectus supplement will disclose the applicable sales load. (2) Estimated offering expenses payable by us for the estimated duration of the ATM Program are approximately $0.6 million. In the event that we conduct an offering of our securities, a corresponding prospectus or prospectus supplement will disclose the estimated offering expenses. (3) The expenses of administering the Plan are included in operating expenses. Additional costs may be charged to participants in the direct stock purchase feature of the plan for certain types of transactions. (4) Total stockholder transaction expenses may include sales load and will be disclosed in a future prospectus or prospectus supplement, if any. (5) Operating expenses in this table represent our estimated expenses. (6) Interest payments on borrowed funds represent our estimated annual interest payments on borrowed funds based on current debt levels as adjusted for projected increases (but not decreases) in debt levels over the next twelve months. (7) Income tax expense relates to the accrual of (a) deferred tax provision (benefit) primarily related to loss carryforwards, timing differences in net unrealized appreciation or depreciation and other temporary book-tax differences from our portfolio investments held in Taxable Subsidiaries and (b) excise, state and other taxes. Deferred taxes are non-cash in nature and may vary significantly from period to period. We are required to include deferred taxes in calculating our annual expenses even though deferred taxes are not currently payable or receivable. Due to the variable nature of deferred tax expense, which can be a large portion of the income tax expense, and the difficulty in providing an estimate for future periods, this income tax expense estimate is based upon the actual amount of income tax expense for the year ended December 31, 2021. (8) Acquired fund fees and expenses represent the estimated indirect expense incurred due to investments in other investment companies and private funds. Example The following example demonstrates the projected dollar amount of total cumulative expenses that would be incurred over various periods with respect to a hypothetical investment in our common stock. In calculating the following expense amounts, we have assumed we would have no additional leverage and that our annual operating 186 Table of Contents expenses would remain at the levels set forth in the table above and that you would pay either no sales load or a sales load of up to 1.00% (the commission to be paid by us with respect to common stock sold by us in the ATM Program). You would pay the following expenses on a $1,000 investment, assuming a 5.0% annual return and no sales load You would pay the following expenses on a $1,000 investment, assuming a 5.0% annual return and a 1.00% sales load 1 Year 3 Years 5 Years 10 Years $ $ 88 98 $ $ 253 263 $ $ 405 415 $ $ 736 746 The example and the expenses in the table above should not be considered a representation of our future expenses, and actual expenses may be greater or less than those shown. While the example assumes, as required by the SEC, a 5.0% annual return, our performance will vary and may result in a return greater or less than 5.0%. In addition, while the example assumes reinvestment of all dividends at net asset value, participants in our dividend reinvestment plan will receive a number of shares of our common stock, determined by dividing the total dollar amount of the dividend payable to a participant by (i) the market price per share of our common stock at the close of trading on a valuation date determined by our Board of Directors for each dividend in the event that we use newly issued shares to satisfy the share requirements of the dividend reinvestment plan or (ii) the average purchase price of all shares of common stock purchased by the plan administrator in the event that shares are purchased in the open market to satisfy the share requirements of the dividend reinvestment plan, which may be at, above or below net asset value. See the description in “Item 5. Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities — Common Stock and Holders” for additional information regarding our dividend reinvestment plan. Item 9C. Disclosure Regarding Foreign Jurisdictions that Prevent Inspections Not applicable. Item 10. Directors, Executive Officers and Corporate Governance PART III The information required by this Item will be contained in the definitive proxy statement relating to our 2022 Annual Meeting of Stockholders (the “Proxy Statement”) under the headings “Election of Directors,” “Corporate Governance” and “Executive Officers” to be filed with the Securities and Exchange Commission on or prior to April 30, 2022, and is incorporated herein by reference. We have adopted a code of business conduct and ethics that applies to directors, officers and employees of Main Street. This code of ethics is published on our website at www.mainstcapital.com. We intend to disclose any substantive amendments to, or waivers from, this code of conduct within four business days of the waiver or amendment through a website posting. Item 11. Executive Compensation The information required by this Item will be contained in the Proxy Statement under the headings “Compensation of Executive Officers,” “Compensation of Directors,” “Compensation Discussion and Analysis,” “Compensation Committee Interlocks and Insider Participation” and “Compensation Committee Report,” to be filed with the Securities and Exchange Commission on or prior to April 30, 2022, and is incorporated herein by reference. 187 Table of Contents Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters The following table provides information regarding our equity compensation plans as of December 31, 2021: Plan Category Equity compensation plans approved by security holders(1) Equity compensation plans not approved by security holders(2) Total Number of Securities to be Issued Upon Exercise of Outstanding Options, Warrants and Rights Weighted‑Average Exercise Price of Outstanding Options, Warrants and Rights Number of Securities Remaining Available for Future Issuance Under Equity Compensation Plans (Excluding Securities Reflected in Column) $ $ — $ 162,040 162,040 $ — $ — — $ 1,436,233 — 1,436,233 (1) Consists of our Main Street Capital Corporation 2015 Equity and Incentive Plan and our Main Street Capital Corporation 2015 Non- Employee Director Restricted Stock Plan. As of December 31, 2021, we had issued 1,921,088 shares of restricted stock pursuant to these plans, of which 855,028 had vested and 57,015 shares were forfeited. Pursuant to each of these plans, if any award issued thereunder shall for any reason expire or otherwise terminate or be forfeited, in whole or in part, the shares of stock not acquired under such award shall revert to and again become available for issuance under such plan. For more information regarding these plans, see “Note J — Share-Based Compensation” in the notes to the consolidated financial statements. (2) Consists of our 2015 Deferred Compensation Plan. For more information regarding this plan, see “Note M — Related Party Transactions” in the notes to the consolidated financial statements. The other information required by this Item will be contained in the Proxy Statement under the heading “Security Ownership of Certain Beneficial Owners and Management,” to be filed with the Securities and Exchange Commission on or prior to April 30, 2022, and is incorporated herein by reference. Item 13. Certain Relationships and Related Transactions, and Director Independence The information required by this Item will be contained in the Proxy Statement under the headings “Certain Relationships and Related Party Transactions” and “Corporate Governance,” to be filed with the Securities and Exchange Commission on or prior to April 30, 2022, and is incorporated herein by reference. Item 14. Principal Accountant Fees and Services The information required by this Item will be contained in the Proxy Statement under the heading “Ratification of Appointment of Independent Registered Public Accounting Firm for Year Ending December 31, 2022,” to be filed with the Securities and Exchange Commission on or prior to April 30, 2022, and is incorporated herein by reference. 188 Table of Contents Item 15. Exhibits and Consolidated Financial Statement Schedules PART IV The following documents are filed or incorporated by reference as part of this Annual Report: 1. Consolidated Financial Statements Reports of Independent Registered Public Accounting Firm (PCAOB ID Number 248) Consolidated Balance Sheets—As of December 31, 2021 and December 31, 2020 Consolidated Statements of Operations—For the years ended December 31, 2021, 2020 and 2019 Consolidated Statements of Changes in Net Assets—For the years ended December 31, 2021, 2020 and 2019 Consolidated Statements of Cash Flows—For the years ended December 31, 2021, 2020 and 2019 Consolidated Schedule of Investments—December 31, 2021 Consolidated Schedule of Investments—December 31, 2020 Notes to Consolidated Financial Statements 2. Consolidated Financial Statement Schedule Report of Independent Registered Public Accounting Firm Schedule of Investments in and Advances to Affiliates for the Years Ended December 31, 2021 and 2020 3. Exhibits 76 81 82 83 84 86 108 130 174 175 Listed below are the exhibits which are filed as part of this report (according to the number assigned to them in Item 601 of Regulation S-K): Exhibit Number 3.1* 3.2* 4.1* 4.2* 4.3* 4.4* 4.5* Description Articles of Amendment and Restatement of Main Street Capital Corporation (previously filed as Exhibit (a) to Main Street Capital Corporation’s Pre-Effective Amendment No. 2 to the Registration Statement on Form N-2 filed on August 15, 2007 (Reg. No. 333-142879)) Amended and Restated Bylaws of Main Street Capital Corporation (previously filed as Exhibit 3.1 to Main Street Capital Corporation’s Current Report on Form 8-K filed on March 6, 2013 (File No. 1-33723)) Form of Common Stock Certificate (previously filed as Exhibit (d) to Main Street Capital Corporation’s Pre-Effective Amendment No. 2 to the Registration Statement on Form N-2 filed on August 15, 2007 (Reg. No. 333-142879)) Dividend Reinvestment and Direct Stock Purchase Plan, effective May 10, 2019 (previously filed as Exhibit 99.1 to Main Street Capital Corporation’s Current Report on Form 8-K filed on May 10, 2019 (File No. 1-33723)) Main Street Mezzanine Fund, LP SBIC debentures guaranteed by the SBA (previously filed as Exhibit (f)(1) to Main Street Capital Corporation’s Pre-Effective Amendment No. 1 to the Registration Statement on Form N-2 filed on June 22, 2007 (Reg. No. 333-142879)) Main Street Capital III, LP SBIC debentures guaranteed by the SBA (see Exhibit (f)(1) to Main Street Capital Corporation’s Pre-Effective Amendment No. 1 to the Registration Statement on Form N-2 filed on June 22, 2007 for a substantially identical copy of the form of debentures) Form of Indenture between Main Street Capital Corporation and The Bank of New York Mellon Trust Company, N.A. (previously filed as Exhibit (d)(6) to Main Street Capital Corporation’s Post-Effective Amendment No. 2 to the Registration Statement on Form N-2 filed on March 28, 2013 (Reg. No. 333-183555)) 189 Table of Contents Exhibit Number 4.6* 4.7* 4.8* 4.9* 4.10* 4.11* 4.12* 10.1* 10.2* 10.3* 10.4* 10.5* 10.6*† 10.7*† 10.8*† 10.9*† Description Form of Third Supplemental Indenture relating to the 4.50% Notes due 2022, between Main Street Capital Corporation and The Bank of New York Mellon Trust Company, N.A. (previously filed as Exhibit (d)(12) to Main Street Capital Corporation’s Post-Effective Amendment No. 14 to the Registration Statement on Form N-2 filed on November 17, 2017 (Reg. No. 333-203147)) Form of 4.50% Notes due 2022 (incorporated by reference to Exhibit 4.6) Form of Fourth Supplemental Indenture relating to the 5.20% Notes due 2024, between Main Street Capital Corporation and The Bank of New York Mellon Trust Company, N.A. (previously filed as Exhibit (d)(11) to Main Street Capital Corporation’s Post-Effective Amendment No. 7 to the Registration Statement on Form N-2 filed on April 18, 2019 (Reg. No. 333-223483)) Form of 5.20% Notes due 2024 (incorporated by reference to Exhibit 4.8) Fifth Supplemental Indenture relating to the 3.00% Notes due 2026, between Main Street Capital Corporation and The Bank of New York Mellon Trust Company, N.A., as trustee (previously filed as Exhibit 4.1 to Main Street Capital Corporation’s Current Report on Form 8-K filed on January 14, 2021 (File No. 1-33723)) Form of 3.00% Notes due 2026 (incorporated by reference to Exhibit 4.10) Description of Main Street Capital Corporation’s securities registered pursuant to Section 12 of the Securities Exchange Act of 1934 (previously filed as Exhibit 4.11 to Main Street Capital Corporation’s Annual Report on Form 10-K filed on February 28, 2020 (File No. 1-33723)) Omnibus Amendment No. 1, dated as of April 7, 2021, by and among Main Street, the guarantors party thereto, Truist Bank, as administrative agent, solely with respect to Section 2 thereof, the withdrawing lender, and the lenders party thereto (previously filed as Exhibit 10.1 to Main Street Capital Corporation’s Current Report on Form 8-K filed on April 8, 2021 (File No. 1-33723)) Third Amended and Restated General Security Agreement dated June 5, 2018 (previously filed as Exhibit 10.2 to Main Street Capital Corporation’s Current Report on Form 8-K filed on June 6, 2018 (File No. 1-33723)) Third Amended and Restated Equity Pledge Agreement dated June 5, 2018 (previously filed as Exhibit 10.3 to Main Street Capital Corporation’s Current Report on Form 8-K filed on June 6, 2018 (File No. 1-33723)) Amended and Restated Custodial Agreement dated September 20, 2010 (previously filed as Exhibit 10.3 to Main Street Capital Corporation’s Current Report on Form 8-K filed September 21, 2010 (File No. 1-33723)) Third Amendment to Amended and Restated Credit Agreement and First Amendment to Amended and Restated Custodial Agreement dated November 21, 2011 (previously filed as Exhibit 10.1 to Main Street Capital Corporation’s Current Report on Form 8-K filed November 22, 2011 (File No. 1-33723)) Main Street Capital Corporation 2015 Equity and Incentive Plan (previously filed as Exhibit 4.4 to Main Street Capital Corporation’s Registration Statement on Form S-8 filed on May 5, 2015 (Reg. No. 333-203893)) Main Street Capital Corporation 2015 Non-Employee Director Restricted Stock Plan (previously filed as Exhibit 4.5 to Main Street Capital Corporation’s Registration Statement on Form S-8 filed on May 5, 2015 (Reg. No. 333-203893)) Form of Restricted Stock Agreement for Executive Officers — Main Street Capital Corporation 2015 Equity and Incentive Plan (previously filed as Exhibit 4.6 to Main Street Capital Corporation’s Registration Statement on Form S-8 filed on May 5, 2015 (Reg. No. 333-203893)) Form of Restricted Stock Agreement for Non-Employee Directors — Main Street Capital Corporation 2015 Non-Employee Director Restricted Stock Plan (previously filed as Exhibit 4.7 to Main Street Capital Corporation’s Registration Statement on Form S-8 filed on May 5, 2015 (Reg. No. 333-203893)) 190 Table of Contents Exhibit Number 10.10* 10.11*† 10.12*† 10.13* 10.14*† 10.15* 14.1** 21.1** 23.1** 31.1** 31.2** 32.1** 32.2** Description Custodian Agreement (previously filed as Exhibit (j) to Main Street Capital Corporation’s Pre-Effective Amendment No. 3 to the Registration Statement on Form N-2 filed on September 21, 2007 (Reg. No. 333-142879)) Form of Confidentiality and Non-Compete Agreement by and between Main Street Capital Corporation and Vincent D. Foster (previously filed as Exhibit (k)(12) to Main Street Capital Corporation’s Pre-Effective Amendment No. 3 to the Registration Statement on Form N-2 filed on September 21, 2007 (Reg. No. 333-142879)) Form of Indemnification Agreement by and between Main Street Capital Corporation and each executive officer and director (previously filed as Exhibit (k)(13) to Main Street Capital Corporation’s Pre-Effective Amendment No. 3 to the Registration Statement on Form N-2 filed on September 21, 2007 (Reg. No. 333-142879)) Investment Advisory and Administrative Services Agreement dated October 30, 2020 by and among MSC Adviser I, LLC and MSC Income Fund, Inc. (previously filed as Exhibit 10.1 to Main Street Capital Corporation’s Current Report on Form 8-K filed on November 3, 2020 (File No. 1-33723)) Main Street Capital Corporation Deferred Compensation Plan Adoption Agreement and Plan Document (previously filed as Exhibit 4.1 to Main Street Capital Corporation’s Registration Statement on Form S-8 filed on December 18, 2015 (File No. 333-208643)) Form of Equity Distribution Agreement dated May 16, 2019 (previously filed as Exhibit 1.1 to Main Street Capital Corporation’s Current Report on Form 8-K filed on May 16, 2019 (File No. 1-33723)) Business Conduct and Ethics List of Subsidiaries Consent of Grant Thornton LLP, independent registered public accounting firm Rule 13a-14(a)/15d-14(a) certification of Chief Executive Officer Rule 13a-14(a)/15d-14(a) certification of Chief Financial Officer Section 1350 certification of Chief Executive Officer Section 1350 certification of Chief Financial Officer * Exhibit previously filed with the Securities and Exchange Commission, as indicated, and incorporated herein by reference. ** Furnished herewith. † Management contract or compensatory plan or arrangement. 191 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 MAIN STREET CAPITAL CORPORATION By: /s/ DWAYNE L. HYZAK Dwayne L. Hyzak Chief Executive Officer and Director Date: February 25, 2022 Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated. Signature Title Date /s/ DWAYNE L. HYZAK Dwayne L. Hyzak /s/ JESSE E. MORRIS Jesse E. Morris /s/ LANCE A. PARKER Lance A. Parker /s/ VINCENT D. FOSTER Vincent D. Foster /s/ ARTHUR L. FRENCH Arthur L. French /s/ J. KEVIN GRIFFIN J. Kevin Griffin /s/ JOHN E. JACKSON John E. Jackson /s/ BRIAN E. LANE Brian E. Lane /s/ KAY MATTHEWS Kay Matthews /s/ DUNIA A. SHIVE Dunia A. Shive /s/ STEPHEN B. SOLCHER Stephen B. Solcher Chief Executive Officer and Director (principal executive officer) Chief Financial Officer, Chief Operating Officer (principal financial officer) Vice President, Chief Accounting Officer (principal accounting officer) February 25, 2022 February 25, 2022 February 25, 2022 Chairman of the Board February 25, 2022 Director Director Director Director Director Director Director 192 February 25, 2022 February 25, 2022 February 25, 2022 February 25, 2022 February 25, 2022 February 25, 2022 February 25, 2022 Exhibit 14.1 MAIN STREET CAPITAL CORPORATION MSC INCOME FUND, INC. MSC ADVISER I, LLC JOINT CODE OF ETHICS This Code of Ethics (the “Code”) has been adopted by the Board of Directors of each of Main Street Capital Corporation (“Main Street”) and MSC Income Fund, Inc. (“MSIF” and, together with Main Street, the “BDCs”) in accordance with Rule 17j-l(c) under the Investment Company Act of 1940, as amended (the “1940 Act”), and the May 9, 1994 Report of the Advisory Group on Personal Investing by the Investment Company Institute (the “Report”). Rule 17j-1 generally describes fraudulent or manipulative practices with respect to purchases or sales of securities held or to be acquired by business development companies if effected by access persons of such companies. In addition, this Code Ethics shall serve as the code of ethics required to be adopted by Rule 204A-1 under the Investment Advisers Act of 1940 (the “Advisers Act”) and, to the extent applicable, by Rule 17j-1 under the 1940 Act in connection with the provision of investment advisory services by Main Street and its wholly owned subsidiary MSC Advisor I, LLC (“MSCA” and, together with the BDCs, the “Company”) to third parties (“Clients”). 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 persons” to include all of the officers, directors, 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. As used herein, the term “employees” consists of all employees of Main Street and MSCA who, in the course of their business, act as an investment adviser as defined under the Advisers Act in providing investment advice to Clients and those employees that make, participate in or obtain non-public information regarding the portfolio management decisions relating to the investment advisory services. The purpose of this Code of Ethics is to reflect the following: (1) the duty at all times to place the interests of shareholders and Clients, as appropriate, of the Company first; (2) the requirement that all personal securities transactions be conducted consistent with the Code of Ethics 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 business development company and investment advisory personnel, as appropriate, should not take inappropriate advantage of their positions. PART A. RULE 17j-1 OF THE 1940 ACT SECTION I: STATEMENT OF PURPOSE AND APPLICABILITY (A) Statement of Purpose It shall be a violation of the policy of the Company for any affiliated person of the Company, in connection with the purchase or sale, directly or indirectly, by such person of any security held or to be acquired by the Company, to: (1) (2) (3) (4) employ any device, scheme or artifice to defraud the Company; make to the Company any untrue statement of a material fact or omit to state to the Company a material fact necessary in order to make the statement made, in light of the circumstances under which it is made, not misleading; engage in any act, practice, or course of business which operates or would operate as a fraud or deceit upon the Company; or engage in any manipulative practice with respect to the Company. 1 (B) Scope of the Code In order to prevent the Access Persons, as defined in Section II, paragraph (A) below, of the Company from engaging in any of these prohibited acts, practices or courses of business, the Board of Directors of the Company has adopted this Code. SECTION II: DEFINITIONS (A) (B) (C) (D) (E) (F) (G) (H) (I) Access Person. “Access Person” means any director, officer, or Advisory Person of the Company. Advisory Person. “Advisory Person” of the Company means: (i) any employee of the Company or of any company in a control relationship to the Company, 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 the Company, 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 the Company who obtains information concerning recommendations made to the Company with regard to the purchase or sale of 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 shall 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” shall be determined in accordance with Rule 16a-1(a)(2) under the Securities Exchange Act of 1934, except that the determination of direct or indirect Beneficial Ownership shall apply to all securities, and not just equity securities, that an Access Person has 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 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” shall have the same meaning as that 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, 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” shall mean the officer of the Company designated by the Board of Directors from time to time to be responsible for management of compliance with this Code, who shall initially be the Chief Compliance Officer of the Company until such time as the Board of Directors shall appoint a successor. The Designated Officer may appoint a designee to carry out certain of his or her functions pursuant to this Code. Disinterested Director. “Disinterested Director” means a director of the Company who is not an “interested person” of the Company within the meaning of Section 2(a)(19) of the 1940 Act. 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 2 registration, was not subject to the reporting requirements of Sections 13 or 15(d) of the Securities Exchange Act of 1934. (J) (K) (L) Investment Personnel. “Investment Personnel” means: (i) any employee of the Company (or of any company in a control relationship to the Company) 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 the Company; and (ii) any natural person who controls the Company and who obtains information concerning recommendations regarding the purchase or sale of securities by the Company. 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. SECTION III: STANDARDS OF CONDUCT (A) General Standards (1) (2) (3) No Access Person shall engage, directly or indirectly, in any business transaction or arrangement for personal profit that is inconsistent with the best interests of the Company or its shareholders; nor shall he or she make use of any confidential information gained by reason of his or her employment by or affiliation with the Company 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 the Company or its shareholders. Any Access Person recommending or authorizing the purchase or sale of a Covered Security by the Company shall, at the time of such recommendation or authorization, disclose any Beneficial Interest in, or Beneficial Ownership of, such Covered Security or the issuer thereof. No Access Person shall dispense any information concerning securities holdings or securities transactions of the Company to anyone outside the Company, without obtaining prior written approval from the Designated Officer, or such person or persons as these individuals may designate to act on their behalf. Notwithstanding the preceding sentence, such Access Person may dispense such information without obtaining prior written approval: (a) (b) (c) (d) when there information; is a public report containing the same when such information is dispensed in accordance with compliance procedures established to prevent conflicts of interest between the Company and its affiliates; when such information is reported to directors of the Company; or in the ordinary course of his or her duties on behalf of the Company. (4) 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 the Company. 3 (B) Prohibited Transactions (1) General Prohibition. No Access Person shall purchase or sell, directly or indirectly, any Covered Security in which he or she has, or by reason of such transaction acquires, any direct or indirect Beneficial Ownership and which such Access Person knows or should have known at the time of such purchase or sale is being considered for purchase or sale by the Company, or is held in the portfolio of the Company unless such Access Person shall have obtained prior written approval for such purpose from the Designated Officer. (a) (b) (c) (d) An Access Person who becomes aware that the Company is considering the purchase or sale of any Covered Security by any person (an issuer) must immediately notify the Designated Officer of any interest that such Access Person may have in any outstanding Covered Securities of that issuer. An Access Person shall similarly notify the Designated Officer of any other interest or connection that such Access Person might have in or with such issuer. Once an Access Person becomes aware that the Company is considering the purchase or sale of a Covered Security or that the Company holds a Covered Security in its portfolio, such Access Person may not engage, without prior approval of the Designated Officer, in any transaction in any Covered Securities of that issuer. The foregoing notifications or permission may be provided verbally, but should be confirmed in writing as soon and with as much detail as possible. Initial Public Offerings and Limited Offerings. Investment Personnel of the Company must obtain approval from the Company before directly or indirectly acquiring beneficial ownership in any securities in an Initial Public Offering or in a Limited Offering. For purposes of the pre-clearance requirements, transactions in digital assets and cryptocurrencies, such as Bitcoin and Ethereum, as well as other tokens or similar assets shall be treated as transactions in securities, thus requiring pre-clearance where such assets are acquired through a private placement or initial public offering regardless of whether such assets are deemed to be “securities” for purposes of the federal securities laws. Blackout Periods. No Investment Personnel shall execute a securities transaction in any security that the Company owns or is considering for purchase or sale. 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 the Company’s subsequent consideration of an investment in the issuer, and the Company’s decision to purchase such securities must be independently reviewed by Investment Personnel with no personal interest in that issuer. Gifts and Entertainment. No Access Person may accept, directly or indirectly, any gift, favor, or service of more than a de minimis value from any person with whom he or she transacts business on behalf of the Company under circumstances when to do so would conflict with the Company’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 the Company. The foregoing restrictions do not apply to ordinary and usual business entertainment. For an item to be considered “business entertainment,” a representative of the vendor/host must be present at the event/meal and there must be an opportunity to discuss matters related to the Company or Client business. Questions regarding these restrictions should be directed to the Designated Officer. (2) (3) (4) (5) 4 (6) Service as Director. No Access Person shall serve on the board of directors of a portfolio company of the Company without prior written authorization of the Designated Officer based upon a determination that the board service would be consistent with the interests of the Company and its shareholders. 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 the Company 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, the Company purchased or sold the Covered Security, or the Company considered purchasing or selling the Covered Security; and 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 the Company 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 in the broker trade confirmations or account statements, or in the records of the Company, as specified in subsection (B)(4) of this Section IV. (B) Report Types (1) Initial Holdings Report. An Access Person must file an initial report not later than 10 days after that person became an Access Person. The initial report must: (a) contain the title, number of shares and principal amount of each Covered Security in which the Access Person had any direct or indirect beneficial ownership when the person became an Access Person; (b) identify any broker, dealer or bank with whom the Access Person maintained an account in which any Covered Securities were held for the direct or indirect benefit of the Access Person as of the date the person became an Access Person; and (c) indicate the date that the report is filed with the Designated Person. A copy of a form of such report is attached hereto as Exhibit B. (2) Quarterly Transaction Report. An Access Person must file a quarterly transaction report not later than 30 days after the end of a calendar quarter. (a) With respect to any transaction made during the reporting quarter in a Covered Security in which such Access Person had any direct or indirect beneficial ownership, the quarterly transaction report must contain: (i) the transaction date, title, interest date and maturity date (if applicable), the number of shares and the principal amount of each Covered Security; (ii) the nature of the transaction (i.e., purchase, sale or any other type of acquisition or disposition); (iii) the price of the Covered Security at which 5 the transaction was effected; (iv) the name of the broker, dealer or bank through which the transaction was effected; and (v) the date that the report is submitted by the Access Person. A copy of a form of such report is attached hereto as Exhibit C. (b) With respect to any account established by the Access Person in which any securities were held during the quarter for the direct or indirect benefit of the Access Person, the quarterly transaction report must contain: (i) the name of the broker, dealer or bank with whom the Access Person established the account; (ii) the date the account was established; and (iii) the date that the report is submitted by the Access Person. A copy of a form of such report is attached hereto as Exhibit E unless provided under C. Annual Holdings Report. An Access Person must file an annual holdings report not later than 30 days after the end of a fiscal year. The annual report must contain the following information (which information must be current as of a date no more than 30 days before the report is submitted): (a) the title, number of shares, and principal amount of each Covered Security in which the Access Person had any direct or indirect beneficial ownership; (b) the name of any broker, dealer or bank in which any Covered Securities are held for the direct or indirect benefit of the Access Person; and (c) the date the report is submitted. A copy of a form of such report is attached hereto as Exhibit D. 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. Company Reports. No less frequently than annually, the Company must furnish to the Board, and the Board 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 the Company has adopted procedures reasonably necessary to prevent Access Persons from violating the Code. (3) (4) (5) (C) (D) (E) Disclaimer of Beneficial Ownership. Any report required under this Section IV may contain a statement that the report shall not be construed as an admission by the person submitting such duplicate confirmation or account statement or 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 shall be delivered to the Designated Officer. The Designated Officer shall review such reports to determine whether any transactions recorded therein constitute a violation of the Code. Before making any determination that a violation has been committed by any Access Person, such Access Person shall be given an opportunity to supply additional explanatory material. The Designated Officer shall maintain copies of the reports as required by Rule 17j-1(f). Acknowledgment and Certification. Upon becoming an Access Person and annually thereafter, all Access Persons shall sign an acknowledgment and certification of their receipt of and intent to comply with this Code in the form attached hereto as Exhibit A and return it to the Designated Officer. 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. 6 (F) Records. The Company shall 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 shall be available for examination by representatives of the Securities and Exchange Commission (the “SEC”): (1) (2) (3) (4) (5) (6) A copy of this Code and any other code of ethics of the Company that is, or at any time within the past five years has been, in effect shall 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 shall 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 shall 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, shall be maintained in an easily accessible place; A copy of each report required under subsection (B)(5) of this Section IV shall 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; and 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 or Limited Offering shall be maintained for at least five years after the end of the fiscal year in which the approval is granted. (G) (H) Obligation to Report a Violation. Every Access Person who becomes aware of a violation of this Code by any person must report it to the Designated Officer, who shall report it to appropriate management personnel. The management personnel will take such disciplinary action that they consider appropriate under the circumstances. In the case of officers or other employees of the Company, such action may include removal from office. If the management personnel consider disciplinary action against any person, they will cause notice thereof to be given to that person and provide to that person the opportunity to be heard. The Board will be notified, in a timely manner, of remedial action taken with respect to violations of the Code. Confidentiality. All reports of Covered Securities transactions, duplicate confirmations, account statements and other information filed with the Company or furnished to any person pursuant to this Code shall 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. 7 SECTION V: SANCTIONS Upon determination that a violation of this Code has occurred, appropriate management personnel of the Company 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 shall be reported in a timely manner to the Board of Directors of the Company. PART B. RULE 204A-1 OF THE ADVISERS ACT/RULE 17j-1 OF THE 1940 ACT For purposes of Rule 204A-1 of the Advisers Act and, to the extent applicable, Rule 17j-1 of the 1940 Act, the provisions set forth in Part A to this Code of Ethics shall apply in connection with the Company’s provision of investment advisory services to Clients except that it shall be interpreted in a manner to protect the interests of Clients, including prohibiting supervised persons of the Company from: (i) employing any device, scheme or artifice to defraud the Client; (ii) making any untrue statement of a material fact to the Client or omitting to state a material fact necessary in order to make the statements made to the Client, in light of the circumstances under which they are made, not misleading; (iii) engaging in any act, practice or course of business conduct that operates or would operate as a fraud or deceit on the Client; and (iv) engaging in any manipulative practice with respect to the Client. Notwithstanding the foregoing, 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 this Part B) set forth in Part A of this Code of Ethics shall continue to be the exclusive/sole province of the Company for purposes of Part B of this Code of Ethics. For example, the initial, annual and quarterly holding report obligations set forth in Part A of this Code of Ethics shall be furnished by supervised persons of the Company to the Company (and not to the Client) for purposes of Part B to this Code of Ethics. v.11.2020 8 EXHIBIT A ACKNOWLEDGMENT AND CERTIFICATION I acknowledge receipt of the Code of Ethics of Main Street Capital Corporation, MSC Adviser I, LLC and MSC Income Fund, Inc.. I have read and understand such Code of Ethics and agree to be governed by it at all times. Further, if I have been subject to the Code of Ethics during the preceding year, I certify that I have complied with the requirements of the Code of Ethics and have disclosed or reported all personal securities transactions required to be disclosed or reported pursuant to the requirements of the Code of Ethics. (Signature) (Please print name) Date: Date Date Received: Reviewed By: Note – the form shown above is for illustrative purposes and is representative of the certification provided by employees of the Company using the Company’s compliance portal, MyComplianceOffice, accessible to employees of the Company. The form itself is not typically used in practice, but it would be an acceptable, temporary alternative if the compliance portal was not accessible. 9 Name Date EXHIBIT B INITIAL HOLDINGS REPORT NAME OF ISSUER NUMBER OF SHARES PRINCIPAL AMOUNT I certify that the foregoing is a complete and accurate list of all securities in which I have any Beneficial Ownership. Date Received: Reviewed By: (Signature) Date Note – the form shown above is for illustrative purposes and is representative of the report provided by employees of the Company using the Company’s compliance portal, MyComplianceOffice, accessible to employees of the Company. The form itself is not typically used in practice, but it would be an acceptable, temporary alternative if the compliance portal was not accessible. 10 Name Date EXHIBIT C QUARTERLY TRANSACTION REPORT DATE NAME OF ISSUER NUMBER OF SHARES INTEREST DATE MATURITY DATE PRINCIPAL AMOUNT TYPE OF TRANSACTION NAME OF BROKER/ DEALER/ BANK I certify that the foregoing is a complete and accurate list of all transactions for the covered period in securities in which I have any Beneficial Ownership. Date Received: Reviewed By: (Signature) Date Note – the form shown above is for illustrative purposes and is representative of the report provided by employees of the Company using the Company’s compliance portal, MyComplianceOffice, accessible to employees of the Company. The form itself is not typically used in practice, but it would be an acceptable, temporary alternative if the compliance portal was not accessible. 11 Name Date EXHIBIT D ANNUAL HOLDINGS REPORT NAME OF ISSUER NUMBER OF SHARES PRINCIPAL AMOUNT NAME OF BROKER/DEALER/ BANK I certify that the foregoing is a complete and accurate list of all securities in which I have any Beneficial Ownership. Date Received: Reviewed By: (Signature) Date Note – the form shown above is for illustrative purposes and is representative of the report provided by employees of the Company using the Company’s compliance portal, MyComplianceOffice, accessible to employees of the Company. The form itself is not typically used in practice, but it would be an acceptable, temporary alternative if the compliance portal was not accessible. 12 EXHIBIT E PERSONAL SECURITIES ACCOUNT INFORMATION Name Date SECURITIES FIRM NAME AND ADDRESS ACCOUNT NUMBER ACCOUNT NAME(S) I certify that the foregoing is a complete and accurate list of all securities accounts in which I have any Beneficial Ownership. Date Received: Reviewed By: (Signature) Date Note – the form shown above is for illustrative purposes and is representative of the report provided by employees of the Company using the Company’s compliance portal, MyComplianceOffice, accessible to employees of the Company. The form itself is not typically used in practice, but it would be an acceptable, temporary alternative if the compliance portal was not accessible. 13 Exhibit 21.1 LIST OF SUBSIDIARIES Main Street Capital Partners, LLC, a Delaware limited liability company Main Street Mezzanine Management, LLC, a Delaware limited liability company Main Street Equity Interests, Inc., a Delaware corporation Main Street Mezzanine Fund, LP, a Delaware limited partnership Main Street Capital II GP, LLC, a Delaware limited liability company Main Street Capital II, LP, a Delaware limited partnership Main Street Capital III GP, LLC, a Delaware limited liability company Main Street Capital III, LP, a Delaware limited partnership Main Street CA Lending, LLC, a Delaware limited liability company MS Equity Holdings, Inc., a Delaware corporation MS International Holdings, Inc., a Delaware corporation 1 CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM We have issued our reports dated February 25, 2022, with respect to the consolidated financial statements, financial highlights, financial statement schedule and internal control over financial reporting included in the Annual Report of Main Street Capital Corporation on Form 10-K for the year ended December 31, 2021. We consent to the incorporation by reference of said reports in the Registration Statements of Main Street Capital Corporation on Form N-2 (File No. 333-231146) and Form S-8 (File Nos. 333-203893 and 333-208643). Exhibit 23.1 /s/ GRANT THORNTON LLP Houston, Texas February 25, 2022 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, Dwayne L. Hyzak, certify that: 1. I have reviewed this Annual Report on Form 10-K for the year ended December 31, 2021 of Main Street Capital Corporation (the “registrant”); 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(s) 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(s) 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 the 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 25, 2022 By: /s/ Dwayne L. Hyzak Dwayne L. Hyzak Chief Executive Officer 1 Exhibit 31.2 CERTIFICATION PURSUANT TO RULE 13a-14(a) and 15d-14(a) UNDER THE SECURITIES EXCHANGE ACT OF 1934, AS AMENDED I, Jesse E. Morris, certify that: 1. I have reviewed this Annual Report on Form 10-K for the year ended December 31, 2021 of Main Street Capital Corporation (the “registrant”); 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(s) 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(s) 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 the 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 25, 2022 By: /s/ Jesse E. Morris Brent D. Smith Chief Financial Officer 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 Exhibit 32.1 In connection with the accompanying Annual Report of Main Street Capital Corporation (the “Company”) on Form 10-K for the year ended December 31, 2021 (the “Report”), I, Dwayne L. Hyzak, Chief Executive Officer of the Company, certify, pursuant to 18 U.S.C. §1350, as adopted pursuant to §906 of the Sarbanes-Oxley Act of 2002, that: (1) 1934, as amended; and The Report fully complies with the requirements of Section 13(a) or Section 15(d) of the Securities Exchange Act of (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 25, 2022 By: /s/ Dwayne L. Hyzak Dwayne L. Hyzak Chief Executive Officer 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 Exhibit 32.2 In connection with the accompanying Annual Report of Main Street Capital Corporation (the “Company”) on Form 10-K for the year ended December 31, 2021 (the “Report”), I, Brent D. Smith, Chief Financial Officer of the Company, certify, pursuant to 18 U.S.C. §1350, as adopted pursuant to §906 of the Sarbanes-Oxley Act of 2002, that: (1) 1934, as amended; and The Report fully complies with the requirements of Section 13(a) or Section 15(d) of the Securities Exchange Act of (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 25, 2022 By: /s/ Jesse E. Morris Brent D. Smith Chief Financial Officer 1 

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