Alpine Income Property Trust, Inc.

Staying the Course!

2020 ANNUAL REPORT

FINANCIAL HIGHLIGHTS

Operations (in thousands)

Net Income (Loss)

FFO

 AFFO

Diluted per Share Information

Net Income (Loss)

FFO

AFFO

Dividends per Share:

Declared and Paid

Income Property Portfolio(2) 

Total Number of Properties

Total Square Feet (in thousands)

Weighted Average Remaining Lease Term

Total States where Properties are Located

2020

2019(1)

 $985 

 $10,808 

 $9,189 

 $(39)

 $642 

 $805 

 $0.11 

 $1.23 

 $1.04 

 $-  

 $0.07 

 $0.09

 $0.82 

 $0.058 

 48

 29 

 1,597 

 1,085 

 8.4

 18 

 8.5 

 13 

Financial Positions

Income Property Assets(3) (in thousands)

 $263,355 

 $149,172 

Total Debt

 $106,159 

 $-  

(1) Operating results and per share amounts are for the period from the date the Company completed its IPO and certain 
other related transactions on November 26, 2019 through December 31, 2019. 

(2) Income Property Portfolio data as of December 31, 2020 and March 31, 2020, respectively.  

(3) Historical cost of land, building and improvements, and intangible lease assets and liabilities, including improvements
made subsequent to acquisition.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Dear Fellow Stockholders:

To paraphrase Lloyd Bridges’ line in the 1980 movie Airplane!, “Looks like we picked the wrong time for
our first year as a public REIT!” However, as it turns out, it wasn’t such a bad year to be buying high-quality,
single-tenant, net leased assets in strong locations. We were well positioned to do so in 2020 as we IPO’d in late
2019 with zero debt, while others weren’t active, pulled back or didn’t have our same conviction.

Our portfolio held up well during the pandemic, which enabled us to proactively take advantage of the
market disruption by not only growing the portfolio, but also repurchasing over 450,000 shares at a 42% discount
to our IPO price from just four months earlier. During 2020 we were also able to acquire over $116 million of
properties at just under a 7% cap rate, which included strong credits such as Walmart, Dollar General, Kohl’s and
Hobby Lobby; raise our quarterly dividend by 20%, resulting in a dividend yield of over 5% as of the time of this
writing; and we fortified our balance sheet by bringing two additional banks into our lender group to provide
further capacity to grow. A nice set of accomplishments for our first full year as a public REIT, especially during
a pandemic!

As I previously mentioned on one of our earnings calls, the pandemic felt like one of those NASCAR
crashes where ten cars in front of you have collided and are spinning out of control in every direction, and then
somehow you manage to drive right through the pileup unscathed. Sure, Alpine got some minor nicks and bruises
working through a few tenant issues and requests, but we recovered sooner than what we initially feared and
faster than most of our peers. Now that our portfolio has been battle-tested, we are happy to have 100% of our
tenants paying their full rent, 100% of our properties occupied, and we are on the hunt for more high-quality
assets. We feel like we are ideally positioned for strong growth as investors come to appreciate our valuation
discount versus our larger cap peers, while also enjoying a higher dividend yield and elevated growth potential
driven by a high-quality portfolio.

Our primary focus has been on high-quality real estate that is less dependent on credit and more on
valuation and functionality. If we buy it at an attractive price and in markets with strong demographic and
population trends, we’re confident our tenants will want to be there long-term and other tenants will be more than
happy to take over the location if the opportunity presents itself. Moving forward, we will continue to diversify
our credits and industries and add new locations while looking to lengthen the lease terms in our portfolio.

Our portfolio currently consists of 53 properties in 19 states, with a lot of runway ahead. Our largest market
shouldn’t surprise you--it’s Florida--and Florida is definitely having its day in the sun, being an attractive place
to live and a favorable place to do business, bringing with it a surge of new residents and businesses, including
our new CFO, Matt Partridge. Our five largest tenant exposures are Wells Fargo (A+), Hilton Grand Vacations
(BB), Hobby Lobby, Dollar General (BBB) and Walmart (AA). Our portfolio is comprised of more than 43%
investment grade credits and a remaining weighted-average lease term of 8.3 years, which we feel is a good
representation of the portfolio’s stability, especially when combined with high-quality underlying real estate, our
strong dividend and attractive earnings growth.

I wanted to say a special thank you to our Board of Directors for helping us navigate such a challenging
year. Their insight and perspective were very helpful in getting Alpine in the best possible position to succeed
during this challenging time and I know they are just as excited as we are about the future prospects for growth
and continued execution of our business plan. As we progress to a best-in-class net lease REIT, we are delighted
to add a sixth member to our Board of Directors, Rachel Elias Wein. Rachel brings a wealth of retail real estate
experience to our already strong board. Rachel’s company, WeinPlus, provides strategy and management

consultancy focused on national retailers and institutional real estate organizations. Prior to founding WeinPlus
in 2009, Ms. Elias Wein served as a development executive with The Sembler Company and a senior associate
with Ernst & Young’s Real Estate Advisory practice. We look forward to gaining significant insight on the
rapidly changing retail landscape from Rachel.

As previously mentioned, Matt Partridge joined us as our new CFO this past fall and has been a strong
addition with his capital markets, investor, and research relationships from his previous CFO position at Agree
Realty Corporation. Matt has quickly brought additional lenders into our revolving credit facility and we are set
up nicely as the world begins to normalize.

I want to thank all of our stockholders, partners, Board and our team for their continued support. We look
forward to positioning Alpine as a best-in-class single tenant net lease REIT that will deliver strong growth, and
more importantly, strong returns for years to come.

John P. Albright
President and
Chief Executive Officer

UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, DC 20549

FORM 10-K

È 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, 2020

For the transition period from

to

Commission File Number 001-39143

ALPINE INCOME PROPERTY TRUST, INC.
(Exact name of registrant as specified in its charter)

Maryland
(State or other jurisdiction of
incorporation or organization)

1140 N. Williamson Blvd., Suite 140
Daytona Beach, Florida
(Address of principal executive offices)

84-2769895
(I.R.S. Employer
Identification No.)

32114
(Zip Code)

Registrant’s telephone number, including area code
(386) 274-2202

Title of each class

SECURITIES REGISTERED PURSUANT TO SECTION 12(b) OF THE ACT
Trading Symbol

Name of each exchange on which registered

COMMON STOCK, $0.01 PAR VALUE

PINE

NYSE

SECURITIES REGISTERED PURSUANT TO SECTION 12(g) OF THE ACT:
NONE

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. YES ‘ NO È
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 È
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 È 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 (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). YES È 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 ‘
Non-accelerated filer È

Accelerated filer
Smaller reporting company È
Emerging growth company È
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. È
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 Act). YES ‘ NO È
On June 30, 2020, the last business day of the Registrant’s most recently completed second fiscal quarter, the aggregate market value of the Registrant’s common
stock held by non-affiliates of the Registrant was $107,384,455 based on the closing sales price of the Registrant’s common stock on such date as reported on the
New York Stock Exchange. For purposes of this computation, all officers, directors and 10% beneficial owners of the Registrant’s common stock of which the
Registrant is aware are deemed to be affiliates. Such determination should not be deemed to be an admission that such officers, directors or 10% beneficial owners
are, in fact, affiliates of the Registrant.

‘

The number of shares of the registrant’s common stock outstanding on February 10, 2021 was 7,462,341.

DOCUMENTS INCORPORATED BY REFERENCE

Portions of the registrant’s Proxy Statement for the 2021 Annual Meeting of Stockholders, which will be filed with the Securities and Exchange Commission within
120 days after the end of the registrant’s fiscal year ended December 31, 2020, are incorporated by reference in Part III of this report.

TABLE OF CONTENTS

PART I

Item 1. BUSINESS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 1A. RISK FACTORS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 1B. UNRESOLVED STAFF COMMENTS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 2.
PROPERTIES . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
LEGAL PROCEEDINGS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 3.
Item 4. MINE SAFETY DISCLOSURES . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

PART II

Item 5. MARKET FOR REGISTRANT’S COMMON EQUITY, RELATED

STOCKHOLDER MATTERS, AND ISSUER PURCHASES OF EQUITY
SECURITIES . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
SELECTED FINANCIAL DATA . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Item 6.
Item 7. MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION

AND RESULTS OF OPERATIONS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 7A. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK . . . . . . .
Item 8.
FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA . . . . . . . . . . . . . . . . . . . . . . .
Item 9. CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING

AND FINANCIAL DISCLOSURE . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 9A. CONTROLS AND PROCEDURES . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 9B. OTHER INFORMATION . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

PART III

Item 10. DIRECTORS, EXECUTIVE OFFICERS, AND CORPORATE GOVERNANCE . . . . . . . . . . .
Item 11. EXECUTIVE COMPENSATION . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 12. SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT

AND RELATED STOCKHOLDER MATTERS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Item 13. CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR

INDEPENDENCE . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Item 14. PRINCIPAL ACCOUNTANT FEES AND SERVICES . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Item 15. EXHIBITS AND FINANCIAL STATEMENT SCHEDULES . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Signatures

PART IV

Page #

2
13
48
48
48
49

49
49

53
63
63

63
63
64

65
65

65

65
65

66
70

PART I

When we refer to “we,” “us,” “our,” “PINE,” or “the Company,” we mean Alpine Income Property
Trust, Inc. and its consolidated subsidiaries. References to “Notes to Financial Statements” refer to the Notes to
the Consolidated Financial Statements of Alpine Income Property Trust, Inc. included in Item 8 of this Annual
Report on Form 10-K. Also, when the Company uses any of the words “anticipate,” “assume,” “believe,”
“estimate,” “expect,” “intend,” or similar expressions, the Company is making forward-looking statements.
Although management believes that the expectations reflected in such forward-looking statements are based
upon present expectations and reasonable assumptions, the Company’s actual results could differ materially
from those set forth in the forward-looking statements. Certain factors that could cause actual results or events
to differ materially from those the Company anticipates or projects are described in “Item 1A. Risk Factors” of
this Annual Report on Form 10-K. Given these uncertainties, readers are cautioned not to place undue reliance
on such statements, which speak only as of the date of this Annual Report on Form 10-K or any document
incorporated herein by reference. The Company undertakes no obligation to publicly release any revisions to
these forward-looking statements that may be made to reflect events or circumstances after the date of this
Annual Report on Form 10-K.

ITEM 1.

BUSINESS

OVERVIEW

We are a real estate company that owns and operates a high-quality portfolio of single-tenant commercial
properties all located in the United States. Our properties are primarily leased to industry leading, creditworthy
tenants, many of which operate in industries we believe are resistant to the impact of e-commerce. Our portfolio
consists of 48 single-tenant, primarily net leased, retail and office properties located in 34 markets in 18 states.
Twenty of these properties, representing our initial portfolio, were acquired from CTO Realty Growth, Inc.
(“CTO”), a public company listed on the New York Stock Exchange (the “NYSE”) under the symbol “CTO”, in
the Formation Transactions (defined below) utilizing $125.9 million of proceeds from our initial public offering
of our common stock (the “IPO”) and the issuance of 1,223,854 units of our operating partnership (the “OP
Units”) that had an initial value of $23.3 million based on the IPO price of $19.00 per share (the “IPO Price”).
The remaining 28 properties, net of one property disposed of during 2020, were acquired during the year ended
December 31, 2020. For four of our properties in our portfolio, we own the land and are the lessor in a long-term
ground lease to the tenant. See Note 17, “Subsequent Events” to the consolidated and combined financial
statements included in Item 8, “Financial Statements and Supplementary Data” in this Annual Report on
Form 10-K for information related to the single-tenant income properties acquired subsequent to December 31,
2020.

Our portfolio is comprised of single-tenant retail and office properties primarily located in or in close
proximity to major Metropolitan Statistical Areas (“MSAs”), growth markets and other markets in the United
States with favorable economic and demographic conditions. The properties in our portfolio are primarily
triple-net leases, which generally require the tenant to pay all of the property operating expenses such as real
estate taxes, insurance, assessments and other governmental fees, utilities, repairs and maintenance expenses and
certain capital expenditures.

We have elected to be taxed as a real estate investment trust (“REIT”) for U.S. federal income tax purposes

commencing with our short taxable year beginning on November 26, 2019 and ending on December 31, 2019.
We believe that, commencing with such short taxable year, we have been organized and have operated in such a
manner as to qualify for taxation as a REIT under the U.S. federal income tax laws. We intend to continue to
operate in such a manner, but no assurances can be given that we will continue to operate in such a manner as to
qualify for taxation as a REIT under the U.S. federal income tax laws.

Our primary objective is to maximize cash flow and value per share by generating stable and growing cash
flows and attractive risk-adjusted returns through owning, operating and growing a diversified portfolio of high-

2

quality single-tenant, net leased commercial properties with strong long-term real estate fundamentals. The 48
properties in our portfolio are 100% occupied and represent 1.6 million of gross rentable square feet with leases
that have a weighted average lease term of 8.4 years (weighting based on annualized base rent as of
December 31, 2020). None of our material leases expire prior to January 31, 2024. Our portfolio is representative
of our investment strategy, which consists of one or more of the following core investment criteria:

• Attractive Locations. The 48 properties in our portfolio represent 1.6 million gross rentable

square feet, are 100% occupied and are primarily located in or in close proximity to major MSAs
and in markets in the United States with favorable economic and demographic conditions. As of
December 31, 2020, a total of 77% of our portfolio’s annualized base rent was derived from
properties located in MSAs with populations greater than one million people.

• Creditworthy Tenants. 46% of our portfolio’s annualized base rent as of December 31, 2020 was
derived from tenants that have (or whose parent company has) an investment grade credit rating
from a recognized credit rating agency. Our largest tenant, Wells Fargo N.A., has an ‘A+’ credit
rating from S&P Global Ratings and contributed 15% of our portfolio’s annualized base rent as of
December 31, 2020.

• Geographically Diversified. Our portfolio is spread across 34 markets in 18 states. Our largest

property, as measured by annualized base rent, is located in the Portland, Oregon MSA.

•

100% Occupied with Primarily Long Duration Leases. Our portfolio is 100% leased and
occupied. The leases in our portfolio have a weighted average remaining lease term of 8.4 years
(weighted based on annualized base rent as of December 31, 2020), with no material leases
expiring prior to January 31, 2024.

• Contractual Rent Growth. As of December 31, 2020, 44% of the leases in our portfolio (based
on annualized base rent as of December 31, 2020) provide for increases in contractual base rent
during the lease term.

Organization and Formation Transactions

The Company is a Maryland corporation. We closed the IPO on November 26, 2019 and our common stock

is listed on the NYSE under the symbol “PINE.” We sold 7,500,000 shares of our common stock at $19.00 per
share in the IPO. CTO purchased 421,053 of the shares of our common stock that we sold in the IPO. We refer to
the IPO, the CTO Private Placement (defined below), and the other transactions executed at the time of our
listing on the NYSE collectively as the “Formation Transactions”.

We conduct the substantial majority of our operations through Alpine Income Property OP, LP (the
“Operating Partnership”). Our wholly owned subsidiary, Alpine Income Property GP, LLC (“PINE GP”), is the
sole general partner of the Operating Partnership. Substantially all of our assets are held by, and our operations
are conducted through, the Operating Partnership. As of December 31, 2020, we have a total ownership interest
in the Operating Partnership of 85.9%, with CTO holding, directly and indirectly, a 14.1% ownership interest in
the Operating Partnership. Our interest in the Operating Partnership generally entitles us to share in cash
distributions from, and in the profits and losses of, the Operating Partnership in proportion to our percentage
ownership. We, through PINE GP, generally have the exclusive power under the partnership agreement to
manage and conduct the business and affairs of the Operating Partnership, subject to certain approval and voting
rights of the limited partners. Our Board of Directors (the “Board”) manages our business and affairs.

Each limited partner of the Operating Partnership has the right to require the Operating Partnership to
redeem part or all of its OP Units for cash, based upon the value of an equivalent number of shares of our
common stock at the time of the redemption, or, at our election, shares of our common stock on a one-for-one
basis, beginning on and after the date that is 12 months after issuance of such OP Units, subject to certain
adjustments and the restrictions on ownership and transfer of our stock set forth in our charter. Each redemption
of OP Units will increase our percentage ownership interest in the Operating Partnership and our share of its cash
distributions and profits and losses.

3

We are externally managed by Alpine Income Property Manager, LLC (our “Manager”), a wholly owned
subsidiary of CTO. Concurrently with the closing of the IPO, CTO invested $7.5 million in exchange for 394,737
shares of our common stock at the IPO Price (the “CTO Private Placement”). In addition, CTO purchased from
us $8.0 million in shares of our common stock, or 421,053 shares, in the IPO. Upon completion of the Formation
Transactions, CTO owned 22.3% of our outstanding common stock (assuming the OP Units issued to CTO in the
Formation Transactions are exchanged for shares of our common stock on a one-for-one basis).

Capital Markets

On December 1, 2020, the Company filed a shelf registration statement on Form S-3, relating to the
registration and potential issuance of its common stock, preferred stock, warrants, rights, and units with a
maximum aggregate offering price of up to $350.0 million. The Securities and Exchange Commission (the
“SEC”) declared the Form S-3 effective on December 11, 2020.

On December 14, 2020, the Company implemented a $100.0 million at-the-market (“ATM”) offering
program (the “2020 ATM Program”) pursuant to which the Company may sell, from time to time, shares of the
Company’s common stock at its current trading prices. As of December 31, 2020, the Company had not sold any
shares under the 2020 ATM Program.

On November 26, 2019, we entered into a $100.0 million unsecured revolving credit facility (the “Credit

Facility”) with affiliates of BMO Capital Markets Corp. and Raymond James & Associates, Inc., as initial
lenders. On October 16, 2020, the Company executed the second amendment to the Credit Facility (the “Second
Amendment”), with the addition of two lenders, Huntington National Bank and Truist Bank. As a result of the
Second Amendment, the Credit Facility now has a total borrowing capacity of $150.0 million with the ability to
increase that capacity up to $200.0 million during the term, utilizing an accordion feature, subject to lender
approval. These funds are available to us for general corporate purposes, including the funding of potential future
acquisitions.

Market Opportunity

We believe the single-tenant, net lease market has expanded steadily over the last several years, and investor
demand for net leased properties continued to gain momentum into 2020 and likely beyond. Unlike a gross lease,
which places the financial responsibility for most expenses with the property owner, the net lease structure shifts
the majority or entirety of costs for property taxes, insurance, maintenance and often utilities and capital
expenditures, to the lessee, in addition to rent payments. Net leases are generally executed for an initial term of
10 to 15 years, but 20- and 25-year leases are not uncommon. Lease agreements often include multiple options
for the tenant to extend and may include terms for periodic rent increases. Comparatively, multi-tenant
commercial real estate properties under gross leases often have average initial lease terms between five and
ten years with shorter or fewer options to extend. Rent escalation is also commonly embedded in the net lease
terms as a specified percentage increase of existing rent per year or determined by reference to an inflation
measure such as the Consumer Price Index. With cash flows that are intended to be passive, stable and paid at
regular intervals, net leased real estate is similar, in many ways, to interest-bearing corporate bonds, but with the
additional potential for appreciation in the value of the underlying property.

Investment Strategy

We seek to acquire, own and operate primarily freestanding, single-tenant commercial real estate properties

located in the United States, leased primarily pursuant to triple-net, long-term leases. We are focused on
investments in single-tenant retail and office properties. We target tenants in industries that we believe are
favorably impacted by current macroeconomic trends that support consumer spending, such as strong and
growing employment and positive consumer sentiment, as well as tenants in industries that have demonstrated
resistance to the impact of the growing e-commerce retail sector. We also seek to invest in properties that are net

4

leased to tenants that we determine have attractive credit characteristics and stable operating histories, are well-
located within their market and have rent levels at or below market rent levels. Furthermore, we believe that the
size of our company will, for at least the near term, allow us to focus our investment activities on the acquisition
of single properties or smaller portfolios of properties that represent a transaction size that most of our publicly-
traded net lease REIT peers will not pursue on a consistent basis.

Our strategy for investing in income-producing properties is focused on factors including, but not limited to,

long-term real estate fundamentals and markets experiencing significant economic growth. We employ a
methodology for evaluating targeted investments in income-producing properties which includes an evaluation
of: (i) the attributes of the real estate (e.g. location, market demographics, comparable properties in the market,
etc.); (ii) an evaluation of the existing tenant(s) (e.g. credit-worthiness, property level sales, tenant rent levels
compared to the market, etc.); (iii) other market-specific conditions (e.g. tenant industry, job and population
growth in the market, local economy, etc.); and (iv) considerations relating to the Company’s business and
strategy (e.g. strategic fit of the asset type, property management needs, alignment with the Company’s structure,
etc.).

We believe that the single-tenant retail and office properties we own and intend to acquire will provide our
stockholders with investment diversification and can deliver strong risk-adjusted returns. We expect the majority
of our net leased properties will be retail properties, with the remainder comprised of office properties that are
critical to the tenant’s overall business. We believe the risk-adjusted returns for select office properties are
compelling and offer attractive investment yields, rental rates at or below prevailing market rental rates and an
investment basis below replacement cost. Based on our senior management team’s experience, we believe office
properties often have less buyer competition. In addition, we believe that long-term tenants who have
consistently invested their own capital into their leased premises are less likely to vacate the property and the risk
of significant capital investment to re-lease the property is reduced. We believe that certain of the office
properties in our initial portfolio provide the opportunity for increased rents to higher market rent levels at the
end of their lease terms.

Income Property Portfolio

As of December 31, 2020, the Company owned 48 single-tenant income properties in 18 states. Following is

a summary of these properties:

Type

Tenant

S&P
Credit
Rating(1)

Location

Rentable
Square
Feet

Remaining
Term
(Years)

Tenant
Extension
Options
(Number
x Years)

Contractual
Rent
Escalations

Annualized
Base Rent(2)
($000’s)

Portland, OR
Office Wells Fargo . . . . . . . . . . . . . . . . . A+
Office Hilton Grand Vacations . . . . . . . . BB
Orlando, FL
Retail LA Fitness . . . . . . . . . . . . . . . . . . CCC+ Brandon, FL
Raleigh, NC
Retail At Home . . . . . . . . . . . . . . . . . . . . B-
Reno, NV
Retail Cinemark . . . . . . . . . . . . . . . . . . . B
Phoenix, AZ
Retail Container Store . . . . . . . . . . . . . . . B-
Office Hilton Grand Vacations . . . . . . . . BB
Orlando, FL
Retail Live Nation Entertainment,

Inc.

. . . . . . . . . . . . . . . . . . . . . . B

Retail

Hobby Lobby . . . . . . . . . . . . . . . . N/A

Retail Dick’s Sporting . . . . . . . . . . . . . . .

Goods . . . . . . . . . . . . . . . . . . . . . . N/A

Retail Jo-Ann Fabric . . . . . . . . . . . . . . . . B-
Retail

Walgreens . . . . . . . . . . . . . . . . . . . BBB

East Troy, WI
Winston-
Salem, NC
McDonough,
GA
Saugus, MA
Birmingham,
AL

5

212,363
102,019
45,000
116,334
52,474
23,329
31,895

5.0
5.9
11.3
11.8
3.7
9.2
5.9

3x5
2x5
3x5
4x5
3x5
2x5
2x5

N/A(3) 12.3

N/A

55,000

46,315
22,500

14,516

9.3

3.1
8.1

8.3

3x5

4x5
4x5

N/A

Yes
Yes
Yes
Yes
Yes
Yes
Yes

Yes

Yes

No
Yes

No

$ 3,138
1,825
958
732
692
726
684

634

562

473
468

364

Type

Tenant

S&P
Credit
Rating(1)

Location

Rentable
Square
Feet

Remaining
Term
(Years)

Tenant
Extension
Options
(Number
x Years)

Contractual
Rent
Escalations

Annualized
Base Rent(2)
($000’s)

Retail

Retail

Walgreens . . . . . . . . . . . . . . . . . . . BBB

Best Buy . . . . . . . . . . . . . . . . . . . . BBB
Retail Walgreens . . . . . . . . . . . . . . . . . . . BBB
Retail Outback Steakhouse . . . . . . . . . . . B+
Retail

Cheddar’s(4) . . . . . . . . . . . . . . . . . . BBB-

Retail

Scrubbles Car Wash(4)

. . . . . . . . . N/A
Retail Family Dollar . . . . . . . . . . . . . . . . BBB
Retail 7-Eleven . . . . . . . . . . . . . . . . . . . . AA-
Retail

7-Eleven . . . . . . . . . . . . . . . . . . . . AA-

Retail Conn’s HomePlus . . . . . . . . . . . . . B-
Retail Lehigh Gas Wholesale Services,

Inc.

. . . . . . . . . . . . . . . . . . . . . . N/A

Retail

American Multi-Cinema, Inc. . . . . CC
Retail Hobby Lobby . . . . . . . . . . . . . . . . N/A
Retail Long John Silver’s(4) . . . . . . . . . . . N/A
Retail

Old Time Pottery . . . . . . . . . . . . . N/A

Retail

Freddy’s Frozen Custard(4) . . . . . . N/A
Retail Hobby Lobby . . . . . . . . . . . . . . . . N/A
Retail Walmart
. . . . . . . . . . . . . . . . . . . . AA
Retail Advanced Auto Parts . . . . . . . . . . BBB-
Retail

Dollar General
Retail Dollar General
Retail Dollar General
Retail

. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB Winthrop, NY
. . . . . . . . . . . . . . . BBB

Dollar General

. . . . . . . . . . . . . . . BBB

Dollar General

. . . . . . . . . . . . . . . BBB

Retail

Retail

. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB Milford, ME

. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB Willis, TX
Somerville,
TX
Odessa, TX
Kermit, TX

. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB
. . . . . . . . . . . . . . . BBB

Dollar General
Retail Dollar General
Retail Dollar General
Retail Kohl’s . . . . . . . . . . . . . . . . . . . . . . BBB- Glendale, AZ
Tacoma, WA
Retail Walgreens . . . . . . . . . . . . . . . . . . . BBB

Dollar General
Retail Dollar General
Retail Dollar General
Retail Dollar General
Retail

Dollar General
Retail Dollar General
Retail Dollar General
Retail

Total / Weighted Average . . . . . . . . . . . . . . .

1,596,754

6

Alpharetta,
GA
McDonough,
GA
Albany, GA
Charlotte, NC
Jacksonville,
FL
Jacksonville,
FL
Lynn, MA
Austin, TX
Georgetown,
TX
Hurst, TX
Highland
Heights, KY
Tyngsborough,
MA
Tulsa, OK
Tulsa, OK
Orange Park,
FL
Orange Park,
FL
Arden, NC
Howell, MI
Severn, MD
Heuvelton,
NY

Salem, NY
Harrisville,
NY
Newtonsville,
OH
Hammond,
NY
Barker, NY
Chazy, NY

Limestone,
ME
Bingham, ME

15,120

4.8

30,038
14,770
6,297

5.3
12.1
10.8

8,146

6.8

4,512
9,228
6,400

7,726
37,957

16.8
3.3
14.3

15.0
10.7

2,578

9.9

39,474
84,180
3,000

12.3
10.0
0.1

84,180

9.6

3,200
55,000
214,172
6,876

9,342
9,167
9,199

5.9
10.7
6.1
14.2

11.8
10.7
12.7

9,309

13.0

9,290

9.4

9,219
9,275
9,277
9,128

9,167
9,345
9,138

9,252
9,127
10,920
87,875
14,125

12.0
12.9
10.8
12.8

12.8
12.8
14.6

14.5
14.6
14.7
9.1
9.6

8.4

N/A

4x5
N/A
4x5

4x5

4x5
7x5
3x5

4x5
4x5

4x5

2x5
4x5
N/A

2x5

4x5
3x5
5x5
3x5

4x5
4x5
4x5

4x5

5x5

4x5
4x5
4x5
3x5

3x5
3x5
3x5

3x5
3x5
3x5
N/A
6x5

No

Yes
No
Yes

Yes

Yes
Yes
Yes

Yes
Yes

Yes

Yes
Yes
No

Yes

Yes
Yes
No
Yes

Yes
Yes
Yes

Yes

Yes

Yes
Yes
Yes
Yes

Yes
Yes
Yes

Yes
Yes
Yes
Yes
No

363

338
258
220

186

189
160
377

279
452

329

507
842
24

439

99
546
1,369
148

104
113
105

104

83

98
102
119
110

100
104
114

96
117
126
844
259

$21,079

(1) Tenant, or tenant parent, credit rating as of December 31, 2020.
(2) Annualized straight-line base rental income in place as of December 31, 2020.
(3) The Alpine Valley Music Theatre, leased to Live Nation Entertainment, Inc., is an entertainment venue consisting of a

two-sided, open-air, 7,500-seat pavilion; an outdoor amphitheater with a capacity for 37,000; and over 150 acres of green
space.

(4) We are the land owner and lessor in a ground lease with the tenant. Rentable square feet represents improvements on the

property that revert to the Company at the expiration of the lease.

Two tenants, Wells Fargo and Hilton Grand Vacations represented more than 10% of our consolidated
revenues for the year ended December 31, 2020 at 19% and 12% of total revenues, respectively, and for the
period from November 26, 2019 to December 31, 2019 at 26% and 17% of total revenues, respectively. We also
have tenants who represent more than 10% of the square footage of our income property portfolio. These tenants
include Wells Fargo, Walmart, and Hobby Lobby, each representing 13%, 13%, and 12%, respectively, of total
square footage.

Management Agreement

On November 26, 2019, we entered into a management agreement with our Manager (the “Management

Agreement”). Pursuant to the terms of the Management Agreement, our Manager manages, operates and
administers our day-to-day operations, business and affairs, subject to the direction and supervision of the Board
and in accordance with the investment guidelines approved and monitored by the Board. Our Manager is subject
to the direction and oversight of the Board. We pay our Manager a base management fee equal to 0.375% per
quarter of our “total equity” (as defined in the Management Agreement and based on a 1.5% annual rate),
calculated and payable in cash, quarterly in arrears.

Our Manager has the ability to earn an annual incentive fee based on our total stockholder return exceeding

an 8% cumulative annual hurdle rate (the “Outperformance Amount”) subject to a high-water mark price. We
would pay our Manager an incentive fee with respect to each annual measurement period in the amount of the
greater of (i) $0.00 and (ii) the product of (a) 15% multiplied by (b) the Outperformance Amount multiplied by
(c) the weighted average shares. No incentive fee was due for the year ended December 31, 2020.

The initial term of the Management Agreement will expire on November 26, 2024 and will automatically

renew for an unlimited number of successive one-year periods thereafter, unless the agreement is not renewed or
is terminated in accordance with its terms.

Our independent directors will review our Manager’s performance and the management fees annually and,
following the initial term, the Management Agreement may be terminated annually upon the affirmative vote of
two-thirds of our independent directors or upon a determination by the holders of a majority of the outstanding
shares of our common stock, based upon (i) unsatisfactory performance that is materially detrimental to us or
(ii) a determination that the management fees payable to our Manager are not fair, subject to our Manager’s right
to prevent such termination due to unfair fees by accepting a reduction of management fees agreed to by
two-thirds of our independent directors. We may also terminate the Management Agreement for cause at any
time, including during the initial term, without the payment of any termination fee, with 30 days’ prior written
notice from the Board. During the initial term of the Management Agreement, we may not terminate the
Management Agreement except for cause.

We will pay directly or reimburse our Manager for certain expenses, if incurred by our Manager. We will

not reimburse any compensation expenses incurred by our Manager or its affiliates. Expense reimbursements to
our Manager will be made in cash on a quarterly basis following the end of each quarter. In addition, we will pay
all of our operating expenses, except those specifically required to be borne by our Manager pursuant to the
Management Agreement.

7

Exclusivity and ROFO Agreement

On November 26, 2019, we also entered into an exclusivity and right of first offer (“ROFO”) agreement
with CTO. During the term of the exclusivity and ROFO agreement, CTO will not, and will cause each of its
affiliates (which for purposes of the exclusivity and ROFO agreement will not include our company and our
subsidiaries) not to, acquire, directly or indirectly, a single-tenant, net leased property, without providing us with
notice and we have affirmatively rejected the opportunity to acquire the applicable property or properties.

The terms of the exclusivity and ROFO agreement do not restrict CTO or any of its affiliates from providing

financing for a third party’s acquisition of single-tenant, net leased properties or from developing and owning
any single-tenant, net leased property.

Pursuant to the exclusivity and ROFO agreement, neither CTO nor any of its affiliates (which for purposes

of the exclusivity and ROFO agreement does not include our company and our subsidiaries) may sell to any third
party any single-tenant, net leased property that was owned by CTO or any of its affiliates as of the closing date
of the IPO; or is owned by CTO or any of its affiliates after the closing date of the IPO, without first offering us
the right to purchase such property.

The term of the exclusivity and ROFO agreement will continue for so long as the Management Agreement

with our Manager is in effect.

Conflicts of Interest

Conflicts of interest may exist or could arise in the future with CTO and its affiliates, including our

Manager, the individuals who serve as our executive officers and executive officers of CTO, any individual who
serves as a director of our company and as a director of CTO and any limited partner of the Operating
Partnership. Conflicts may include, without limitation: conflicts arising from the enforcement of agreements
between us and CTO or our Manager; conflicts in the amount of time that executive officers and employees of
CTO, who are provided to us through our Manager, will spend on our affairs versus CTO’s affairs; and conflicts
in future transactions that we may pursue with CTO and its affiliates. We do not generally expect to enter into
joint ventures with CTO, but if we do so, the terms and conditions of our joint venture investment will be subject
to the approval of a majority of disinterested directors of the Board.

In addition, we are subject to conflicts of interest arising out of our relationships with our Manager.
Pursuant to the Management Agreement, our Manager is obligated to supply us with our senior management
team. However, our Manager is not obligated to dedicate any specific CTO personnel exclusively to us, nor are
the CTO personnel provided to us by our Manager obligated to dedicate any specific portion of their time to the
management of our business. Additionally, our Manager is a wholly owned subsidiary of CTO. All of our
executive officers are executive officers and employees of CTO and one of our officers (John P. Albright) is also
a member of CTO’s board of directors. As a result, our Manager and the CTO personnel it provides to us may
have conflicts between their duties to us and their duties to, and interests in, CTO.

We may acquire or sell single-tenant, net leased properties in which our Manager or its affiliates have or

may have an interest. Similarly, our Manager or its affiliates may acquire or sell single-tenant, net leased
properties in which we have or may have an interest. Although such acquisitions or dispositions may present
conflicts of interest, we nonetheless may pursue and consummate such transactions. Additionally, we may
engage in transactions directly with our Manager or its affiliates, including the purchase and sale of all or a
portion of a portfolio asset. If we acquire a single-tenant, net leased property from CTO or one of its affiliates or
sell a single-tenant, net leased property to CTO or one of its affiliates, the purchase price we pay to CTO or one
of its affiliates or the purchase price paid to us by CTO or one of its affiliates may be higher or lower,
respectively, than the purchase price that would have been paid to or by us if the transaction were the result of
arms’ length negotiations with an unaffiliated third party.

8

In deciding whether to issue additional debt or equity securities, we will rely, in part, on recommendations
made by our Manager. While such decisions are subject to the approval of the Board, our Manager is entitled to
be paid a base management fee that is based on our “total equity” (as defined in the Management Agreement). As
a result, our Manager may have an incentive to recommend that we issue additional equity securities at dilutive
prices.

All of our executive officers are executive officers and employees of CTO. These individuals and other

CTO personnel provided to us through our Manager devote as much time to us as our Manager deems
appropriate. However, our executive officers and other CTO personnel provided to us through our Manager may
have conflicts in allocating their time and services between us, on the one hand, and CTO and its affiliates, on the
other. During a period of prolonged economic weakness or another economic downturn affecting the real estate
industry or at other times when we need focused support and assistance from our Manager and the CTO
executive officers and other personnel provided to us through our Manager, we may not receive the necessary
support and assistance we require or that we would otherwise receive if we were self-managed.

Additionally, the exclusivity and ROFO agreement does contain exceptions to CTO’s exclusivity for

opportunities that include only an incidental interest in single-tenant, net leased properties. Accordingly, the
exclusivity and ROFO agreement will not prevent CTO from pursuing certain acquisition opportunities that
otherwise satisfy our then-current investment criteria.

Our directors and executive officers have duties to our company under applicable Maryland law in
connection with their management of our company. At the same time, PINE GP has fiduciary duties, as the
general partner, to the Operating Partnership and to the limited partners under Delaware law in connection with
the management of the Operating Partnership. These duties as a general partner to the Operating Partnership and
its partners may come into conflict with the duties of our directors and executive officers to us. Unless otherwise
provided for in the relevant partnership agreement, Delaware law generally requires a general partner of a
Delaware limited partnership to adhere to fiduciary duty standards under which it owes its limited partners the
highest duties of loyalty and care and which generally prohibits such general partner from taking any action or
engaging in any transaction as to which it has a conflict of interest. The partnership agreement provides that in
the event of a conflict between the interests of our stockholders on the one hand and the limited partners of the
Operating Partnership on the other hand, PINE GP will endeavor in good faith to resolve the conflict in a manner
not adverse to either our stockholders or the limited partners; provided, however, that so long as we own a
controlling interest in the Operating Partnership, any such conflict that we, in our sole and absolute discretion,
determine cannot be resolved in a manner not adverse to either our stockholders or the limited partners of the
Operating Partnership shall be resolved in favor of our stockholders, and we shall not be liable for monetary
damages for losses sustained, liabilities incurred or benefits not derived by the limited partners in connection
with such decisions.

COMPETITION

The real estate business generally is highly competitive. We intend to focus on investing in commercial real

estate that produces income primarily through the leasing of assets to tenants. To identify investment
opportunities in income-producing real estate assets and to achieve our investment objectives, we compete with
numerous companies and organizations, both public as well as private, of varying sizes, ranging from
organizations with local operations to organizations with national scale and reach, and in some cases, we
compete with individual real estate investors. In all the markets in which we compete to acquire net leased
properties, price is the principal method of competition, with transaction structure and certainty of execution also
being significant considerations for potential sellers. We face competition for acquisitions of real property from
investors, including traded and non-traded public REITs, private equity investors and institutional investment
funds, some of which have greater financial resources than we do, a greater ability to borrow funds to acquire
properties and the ability to accept more risk. This competition may increase the demand for the types of
properties in which we typically invest and, therefore, reduce the number of suitable investment opportunities

9

available to us and increase the prices paid for such acquisition properties. This competition will increase if
investments in real estate become more attractive relative to other forms of investment.

As a landlord, we compete in the multi-billion-dollar commercial real estate market with numerous

developers and owners of properties, many of which own properties similar to ours in the same markets in which
our properties are located. Some of our competitors have greater economies of scale, lower costs of capital,
access to more resources and greater name recognition than we do. If our competitors offer space at rental rates
below current market rates or below the rental rates we currently charge our tenants, we may lose our tenants or
prospective tenants and we may be pressured to reduce our rental rates or to offer substantial rent abatements,
tenant improvement allowances, early termination rights or below-market renewal options in order to retain
tenants when our leases expire.

EMERGING GROWTH COMPANY STATUS

We are an “emerging growth company” as defined in the Jumpstart Our Business Startups Act of 2012, or

the JOBS Act, and we are eligible to receive certain specified reduced disclosure and other requirements that are
otherwise generally applicable to public companies that are not “emerging growth companies,” including, but not
limited to, not being required to comply with the auditor attestation requirements of Section 404 of the Sarbanes-
Oxley Act. We have irrevocably opted-out of the extended transition period afforded to emerging growth
companies in Section 7(a)(2)(B) of the Securities Act for complying with new or revised financial accounting
standards. As a result, we will comply with new or revised accounting standards on the same time frames as other
public companies that are not emerging growth companies.

We will remain an “emerging growth company” until the earliest to occur of (i) the last day of the

fiscal year during which our total annual gross revenue equals or exceeds $1.07 billion (subject to adjustment for
inflation), (ii) December 31, 2024 (the last day of the fiscal year following the fifth anniversary of the IPO);
(iii) the date on which we have, during the previous three-year period, issued more than $1.0 billion in
non-convertible debt securities and (iv) the date on which we are deemed to be a “large accelerated filer” under
the Securities Exchange Act of 1934, as amended, or the Exchange Act.

We are also a “smaller reporting company” as defined in Regulation S-K under the Securities Act and may

take advantage of certain of the scaled disclosures available to smaller reporting companies. We may be a smaller
reporting company even after we are no longer an “emerging growth company.”

REGULATION

General. Our properties are subject to various laws, ordinances and regulations, including those relating to

fire and safety requirements, and affirmative and negative covenants and, in some instances, common area
obligations. Our tenants have primary responsibility for compliance with these requirements pursuant to our
leases. We believe that each of our properties has the necessary permits and approvals.

Americans With Disabilities Act. Under Title III of the ADA, and rules promulgated thereunder, in order to

protect individuals with disabilities, public accommodations must remove architectural and communication
barriers that are structural in nature from existing places of public accommodation to the extent “readily
achievable.” In addition, under the ADA, alterations to a place of public accommodation or a commercial facility
are to be made so that, to the maximum extent feasible, such altered portions are readily accessible to and usable
by disabled individuals. The “readily achievable” standard considers, among other factors, the financial resources
of the affected site and the owner, lessor or other applicable person.

Compliance with the ADA, as well as other federal, state and local laws, may require modifications to
properties we currently own or may purchase or may restrict renovations of those properties. Failure to comply
with these laws or regulations could result in the imposition of fines or an award of damages to private litigants,

10

as well as the incurrence of the costs of making modifications to attain compliance, and future legislation could
impose additional obligations or restrictions on our properties. Although our tenants are generally responsible for
all maintenance and repairs of the property pursuant to our lease, including compliance with the ADA and other
similar laws or regulations, we could be held liable as the owner of the property for a failure of one of our tenants
to comply with these laws or regulations.

ENVIRONMENTAL MATTERS

Federal, state and local environmental laws and regulations regulate, and impose liability for, releases of
hazardous or toxic substances into the environment. Under various of these laws and regulations, a current or
previous owner, operator or tenant of real estate may be required to investigate and clean up hazardous or toxic
substances, hazardous wastes or petroleum product releases or threats of releases at the property, and may be
held liable to a government entity or to third parties for property damage and for investigation, clean-up and
monitoring costs incurred by those parties in connection with the actual or threatened contamination. These laws
may impose clean-up responsibility and liability without regard to fault, or whether the owner, operator or tenant
knew of or caused the presence of the contamination. The liability under these laws may be joint and several for
the full amount of the investigation, clean-up and monitoring costs incurred or to be incurred or actions to be
undertaken, although a party held jointly and severally liable may seek to obtain contributions from other
identified, solvent, responsible parties of their fair share toward these costs. These costs may be substantial and
can exceed the value of the property. In addition, some environmental laws may create a lien on the contaminated
site in favor of the government for damages and costs it incurs in connection with the contamination. As the
owner or operator of real estate, we also may be liable under common law to third parties for damages and
injuries resulting from environmental contamination emanating from the real estate. The presence of
contamination, or the failure to properly remediate contamination, on a property may adversely affect the ability
of the owner, operator or tenant to sell or rent that property or to borrow using the property as collateral and may
adversely impact our investment in that property.

Some of our properties contain, have contained or are adjacent to or near other properties that have
contained or currently contain storage tanks for the storage of petroleum products or other hazardous or toxic
substances. Similarly, some of our properties were used in the past for commercial or industrial purposes, or are
currently used for commercial purposes, that involve or involved the use of petroleum products or other
hazardous or toxic substances or are adjacent to or near properties that have been or are used for similar
commercial or industrial purposes. These operations create a potential for the release of petroleum products or
other hazardous or toxic substances, and we could potentially be required to pay to clean up any contamination.
In addition, environmental laws regulate a variety of activities that can occur on a property, including the storage
of petroleum products or other hazardous or toxic substances, air emissions, water discharges and exposure to
lead-based paint. Such laws may impose fines or penalties for violations and may require permits or other
governmental approvals to be obtained for the operation of a business involving such activities. As a result of the
foregoing, we could be materially and adversely affected.

Environmental laws also govern the presence, maintenance and removal of asbestos-containing materials

(“ACM”). Federal regulations require building owners and those exercising control over a building’s
management to identify and warn, through signs and labels, of potential hazards posed by workplace exposure to
installed ACM in their building. The regulations also have employee training, record keeping and due diligence
requirements pertaining to ACM. Significant fines can be assessed for violation of these regulations. As a result
of these regulations, building owners and those exercising control over a building’s management may be subject
to an increased risk of personal injury lawsuits by workers and others exposed to ACM. The regulations may
affect the value of a building containing ACM in which we have invested. Federal, state and local laws and
regulations also govern the removal, encapsulation, disturbance, handling and/or disposal of ACM when those
materials are in poor condition or in the event of construction, remodeling, renovation or demolition of a
building. These laws may impose liability for improper handling or a release into the environment of ACM and
may provide for fines to, and for third parties to seek recovery from, owners or operators of real properties for
personal injury or improper work exposure associated with ACM.

11

When excessive moisture accumulates in buildings or on building materials, mold growth may occur,
particularly if the moisture problem remains undiscovered or is not addressed over a period of time. Some molds
may produce airborne toxins or irritants. Indoor air quality issues can also stem from inadequate ventilation,
chemical contamination from indoor or outdoor sources and other biological contaminants such as pollen, viruses
and bacteria. Indoor exposure to airborne toxins or irritants above certain levels can be alleged to cause a variety
of adverse health effects and symptoms, including allergic or other reactions. As a result, the presence of
significant mold or other airborne contaminants at any of our properties could require us to undertake a costly
remediation program to contain or remove the mold or other airborne contaminants from the affected property or
increase indoor ventilation. In addition, the presence of significant mold or other airborne contaminants could
expose us to liability from our tenants, employees of our tenants or others if property damage or personal injury
occurs.

With respect to each of the properties in our initial portfolio, CTO obtained Phase I environmental site

assessments. The Company has obtained Phase I environmental assessments on all properties acquired
subsequent to the completion of the IPO. Phase I environmental site assessments are limited in scope and
therefore may not reveal all environmental conditions affecting a property. However, if recommended in the
initial assessments, we may undertake additional assessments such as soil and/or groundwater samplings or other
limited subsurface investigations and ACM or mold surveys to test for substances of concern. A prior owner or
operator of a property or historic operations at our properties may have created a material environmental
condition that is not known to us or the independent consultants preparing the site assessments. Material
environmental conditions may have arisen after the review was completed or may arise in the future, and future
laws, ordinances or regulations may impose material additional environmental liability. If environmental
concerns are not satisfactorily resolved in any initial or additional assessments, we may obtain environmental
insurance policies to insure against potential environmental risk or loss depending on the type of property, the
availability and cost of the insurance and various other factors we deem relevant. Our ultimate liability for
environmental conditions may exceed the policy limits on any environmental insurance policies we obtain, if
any.

Generally, our leases require the lessee to comply with environmental law and provide that the lessee will

indemnify us for any loss or expense we incur as a result of the lessee’s violation of environmental law or the
presence, use or release of hazardous materials on our property attributable to the lessee. If our lessees do not
comply with environmental law, or we are unable to enforce the indemnification obligations of our lessees, our
results of operations would be adversely affected.

We cannot predict what other environmental legislation or regulations will be enacted in the future, how

existing or future laws or regulations will be administered or interpreted or what environmental conditions may
be found to exist on our properties in the future. Compliance with existing and new laws and regulations may
require us or our tenants to spend funds to remedy environmental problems. If we or our tenants were to become
subject to significant environmental liabilities, we could be materially and adversely affected.

EMPLOYEES

The Company has no employees and is externally managed and advised by our Manager pursuant to the
Management Agreement. Our Manager is a wholly owned subsidiary of CTO. All of our executive officers serve
as executive officers of CTO, and one of our executive officers and directors, John P. Albright, serves as an
executive officer and director of CTO.

AVAILABLE INFORMATION

The Company maintains a website at www.alpinereit.com. The Company is providing the address to its
website solely for the information of investors. The information on the Company’s website is not a part of, nor is
it incorporated by reference into this Annual Report on Form 10-K. Through its website, the Company makes

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available, free of charge, its annual proxy statement, Annual Reports on Form 10-K, Quarterly Reports on
Form 10-Q, Current Reports on Form 8-K and amendments to those reports filed or furnished pursuant to
Section 13(a) or 15(d) of the Securities Exchange Act of 1934, as amended, as soon as reasonably practicable
after the Company electronically files such material with, or furnishes them to, the SEC.

ITEM 1A. RISK FACTORS

An investment in our securities involves a high degree of risk. You should carefully consider the risks
summarized below in this Item 1A, “Risk Factors” included in this Annual Report on Form 10-K. These risks
include, but are not limited to, the following:

• We are subject to risks related to the ownership of commercial real estate that could affect the

performance and value of our properties.

• Adverse changes in U.S., global and local regions or markets that impact our tenants’ businesses may

materially and adversely affect us generally and the ability of our tenants to make rental payments to us
pursuant to our leases.

• Our business is dependent upon our tenants successfully operating their businesses, and their failure to

do so could materially and adversely affect us.

• Our assessment that certain of our tenants’ businesses are insulated from e-commerce pressure may

prove to be incorrect, and changes in macroeconomic trends may adversely affect our tenants, either of
which could impair our tenants’ ability to make rental payments to us and thereby materially and
adversely affect us.

•

Properties occupied by a single tenant pursuant to a single lease subject us to significant risk of tenant
default.

• Our portfolio has geographic market concentrations that make us susceptible to adverse developments

in those geographic markets.

• We are subject to risks related to tenant concentration, and an adverse development with respect to a

large tenant could materially and adversely affect us.

• Certain of our tenants are not rated by a recognized credit rating agency or do not have an investment
grade rating from such an agency. Leases with unrated or non-investment grade rated tenants may be
subject to a greater risk of default.

• The decrease in demand for retail space may materially and adversely affect us.

• We may be unable to renew leases, lease vacant space or re-lease space as leases expire on favorable

terms or at all.

• The tenants that occupy our properties compete in industries that depend upon discretionary spending
by consumers. A reduction in the willingness or ability of consumers to use their discretionary income
in the businesses of our tenants and potential tenants could adversely impact our tenants’ business and
thereby adversely impact our ability to collect rents and reduce the demand for leasing our properties.

• The vacancy of one or more of our properties could result in us having to incur significant capital

expenditures to re-tenant the space.

• We may be unable to identify and complete acquisitions of suitable properties, which may impede our

growth, and our future acquisitions may not yield the returns we expect.

• We face significant competition for tenants, which may adversely impact the occupancy levels of our

portfolio or prevent increases of the rental rates of our properties.

• The costs of compliance with or liabilities related to environmental laws may materially and adversely

affect us.

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• Our properties may contain or develop harmful mold, which could lead to liability for adverse health

effects and costs of remediation.

• Our senior management team is required to operate two publicly traded companies, CTO and our

company, which could place a significant strain on our senior management team and the management
systems, infrastructure and other resources of CTO on which we rely.

• We have no employees and are entirely dependent upon our Manager for all the services we require,

and we cannot assure you that our Manager will allocate the resources necessary to meet our business
objectives.

• CTO may be unable to obtain or retain the executive officers and other personnel that it provides to us

through our Manager.

• The base management fee payable to our Manager pursuant to the Management Agreement is payable
regardless of the performance of our portfolio, which may reduce our Manager’s incentive to devote
the time and effort to seeking profitable investment opportunities for us.

• The incentive fee payable to our Manager pursuant to the Management Agreement may cause our

Manager to select investments in more risky assets to increase its incentive compensation.

• There are conflicts of interest in our relationships with our Manager, which could result in outcomes

that are not in our best interests.

• Termination of the Management Agreement could be difficult and costly, including as a result of

payment of termination fees to our Manager, and may cause us to be unable to execute our business
plan, which could materially and adversely affect us.

• The Management Agreement with our Manager and the exclusivity and ROFO agreement with CTO
were not negotiated on an arm’s-length basis and may not be as favorable to us as if they had been
negotiated with unaffiliated third parties.

•

Failure to remain qualified as a REIT would cause us to be taxed as a regular corporation, which would
substantially reduce funds available for distributions to our stockholders.

• Even if we remain qualified as a REIT, we may face other tax liabilities that could reduce our cash

flows and negatively impact our results of operations and financial condition.

•

Failure to make required distributions would subject us to U.S. federal corporate income tax.

• Complying with REIT requirements may limit our ability to hedge our liabilities effectively and may

cause us to incur tax liabilities.

• The prohibited transactions tax may limit our ability to dispose of our properties.

• The ability of the Board to revoke our REIT qualification without stockholder approval may cause

adverse consequences to our stockholders.

• Dividends payable by REITs do not qualify for the reduced tax rates available for some dividends.

• The novel coronavirus pandemic (the “COVID-19 Pandemic”), and the future outbreak of other highly

infectious or contagious diseases, could materially and adversely impact or disrupt our tenant’s
business operations and as a result adversely impact our financial condition, results of operations, cash
flows and performance.

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Risks Related to Our Business

We are subject to risks related to the ownership of commercial real estate that could affect the performance
and value of our properties.

Factors beyond our control can affect the performance and value of our properties. Our core business is the

ownership of single-tenant commercial net leased properties. Accordingly, our performance is subject to risks
incident to the ownership of commercial real estate, including:

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

inability to collect rents from tenants due to financial hardship, including bankruptcy;

changes in local real estate conditions in the markets where our properties are located, including the
availability and demand for the properties we own;

changes in consumer trends and preferences that affect the demand for products and services offered by
our tenants;

adverse changes in national, regional and local economic conditions;

inability to lease or sell properties upon expiration or termination of existing leases;

environmental risks, including the presence of hazardous or toxic substances on our properties;

the subjectivity of real estate valuations and changes in such valuations over time;

illiquidity of real estate investments, which may limit our ability to modify our portfolio promptly in
response to changes in economic or other conditions;

zoning or other local regulatory restrictions, or other factors pertaining to the local government
institutions which inhibit interest in the markets in which our properties are located;

changes in interest rates and the availability of financing;

competition from other real estate companies similar to ours and competition for tenants, including
competition based on rental rates, age and location of properties and the quality of maintenance,
insurance and management services;

acts of God, including natural disasters and global pandemics, such as the COVID-19 Pandemic, which
impact the United States, which may result in uninsured losses;

acts of war or terrorism, including consequences of terrorist attacks;

changes in tenant preferences that reduce the attractiveness and marketability of our properties to
tenants or cause decreases in market rental rates;

costs associated with the need to periodically repair, renovate or re-lease our properties;

increases in the cost of our operations, particularly maintenance, insurance or real estate taxes which
may occur even when circumstances such as market factors and competition cause a reduction in our
revenues;

changes in governmental laws and regulations, fiscal policies and zoning ordinances and the related
costs of compliance with laws and regulations, fiscal policies and ordinances including in response to
global pandemics whereby our tenants’ businesses are forced to close or remain open on a limited basis
only; and

•

commodities prices.

The occurrence of any of the risks described above may cause the performance and value of our properties

to decline, which could materially and adversely affect us.

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Adverse changes in U.S., global and local regions or markets that impact our tenants’ businesses may
materially and adversely affect us generally and the ability of our tenants to make rental payments to us
pursuant to our leases.

Our results of operations, as well as the results of operations of our tenants, are sensitive to changes in U.S.,

global and local regions or markets that impact our tenants’ businesses. Adverse changes or developments in
U.S., global or regional economic conditions may impact our tenants’ financial condition, which may adversely
impact their ability to make rental payments to us pursuant to the leases they have with us and may also impact
their current or future leasing practices. Adverse economic conditions such as high unemployment levels, rising
interest rates, increased tax rates and increasing fuel and energy costs may have an impact on the results of
operations and financial conditions of our tenants, which would likely adversely impact us. During periods of
economic slowdown and declining demand for real estate, we may experience a general decline in rents or
increased rates of default under our leases. A lack of demand for rental space could adversely affect our ability to
maintain our current tenants and gain new tenants, which may affect our growth, profitability and ability to pay
dividends.

Our business is dependent upon our tenants successfully operating their businesses, and their failure to do so
could materially and adversely affect us.

Each of our properties are occupied by a single tenant. Therefore, the success of our investments in these

properties is materially dependent upon the performance of each property’s respective tenants. The financial
performance of any one of our tenants is dependent on the tenant’s individual business, its industry and, in many
instances, the performance of a larger business network that the tenant may be affiliated with or operate under.
The financial performance of any one of our tenants could be adversely affected by poor management,
unfavorable economic conditions in general, changes in consumer trends and preferences that decrease demand
for a tenant’s products or services or other factors, including the impact of a global pandemic which affects the
United States, over which neither they nor we have control. Our portfolio includes properties leased to single
tenants that operate in multiple locations, which means we own multiple properties operated by the same tenant.
To the extent we own multiple properties operated by one tenant, the general failure of that single tenant or a loss
or significant decline in its business could materially and adversely affect us.

At any given time, any tenant may experience a decline in its business that may weaken its operating results
or the overall financial condition of individual properties or its business as a whole. Any such decline may result
in our tenant failing to make rental payments when due, declining to extend a lease upon its expiration, delaying
occupancy of our property or the commencement of the lease or becoming insolvent or declaring bankruptcy. We
depend on our tenants to operate their businesses at the properties we own in a manner which generates revenues
sufficient to allow them to meet their obligations to us, including their obligations to pay rent, maintain certain
insurance coverage, pay real estate taxes, make repairs and otherwise maintain our properties. The ability of our
tenants to fulfill their obligations under our leases may depend, in part, upon the overall profitability of their
operations. Cash flow generated by certain tenant businesses may not be sufficient for a tenant to meet its
obligations to us pursuant to the applicable lease. We could be materially and adversely affected if a tenant
representing a significant portion of our operating results or a number of our tenants were unable to meet their
obligations to us.

Our assessment that certain of our tenants’ businesses are insulated from e-commerce pressure may prove to
be incorrect, and changes in macroeconomic trends may adversely affect our tenants, either of which could
impair our tenants’ ability to make rental payments to us and thereby materially and adversely affect us.

We invest in properties leased, in many instances, to tenants engaged in businesses that we believe are
generally insulated from the impact of e-commerce. While we believe our assessment to be accurate, businesses
previously thought to be resistant to the pressure of the increasing level of e-commerce have ultimately been
proven to be susceptible to competition from e-commerce. Overall business conditions and the impact of

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technology, particularly in the retail industry, are rapidly changing, and our tenants may be adversely affected by
technological innovation, changing consumer preferences and competition from non-traditional sources. To the
extent our tenants face increased competition from non-traditional competitors, such as internet vendors, their
businesses could suffer. There can be no assurance that our tenants will be successful in meeting any new
competition, and a deterioration in our tenants’ businesses could impair their ability to meet their lease
obligations to us and thereby materially and adversely affect us.

Additionally, we believe that many of the businesses operated by our tenants are benefiting from current

favorable macroeconomic trends that support consumer spending, such as strong and growing employment
levels, a relatively low interest rate environment and positive consumer sentiment. Economic conditions are
generally cyclical, and developments that discourage consumer spending, such as increasing unemployment,
wage stagnation, decreases in the value of real estate, inflation or increasing interest rates, could adversely affect
our tenants, impair their ability to meet their lease obligations to us and materially and adversely affect us.

Properties occupied by a single tenant pursuant to a single lease subject us to significant risk of tenant default.

Our strategy focuses on owning, operating and investing in single-tenant, net leased commercial properties.
Therefore, the financial failure of, or default in payment by, a tenant under its lease is likely to cause a significant
or complete reduction in our rental revenue from that property and possibly a reduction in the value of the
property. We may also experience difficulty or a significant delay in re-leasing or selling such property. This risk
is magnified in situations where we lease multiple properties to a single tenant and the financial failure of the
tenant’s business affects more than a single property. A failure or default by such a tenant could reduce or
eliminate rental revenue from multiple properties and reduce the value of such properties, which could materially
and adversely affect us.

We may experience a decline in the fair value of our real estate assets which could result in impairments and
would impact our financial condition and results of operations.

A decline in the fair market value of our long-lived assets may require us to recognize an impairment
against such assets (as defined by Financial Accounting Standards Board, or the FASB, authoritative accounting
guidance) if certain conditions or circumstances related to an asset were to change and we were to determine that,
with respect to any such asset, that the cash flows no longer support the carrying value of the asset. The fair value
of our long-lived assets depends on market conditions, including estimates of future demand for these assets, and
the revenues that can be generated from such assets. If such a determination were to be made, we would
recognize the estimated unrealized losses through earnings and write down the depreciated cost of such assets to
a new cost basis, based on the fair value of such assets on the date they are considered to be impaired. Such
impairment charges reflect non-cash losses at the time of recognition, and subsequent dispositions or sales of
such assets could further affect our future losses or gains, as they are based on the difference between the sales
price received and the adjusted depreciated cost of such assets at the time of sale.

Our portfolio has geographic market concentrations that make us susceptible to adverse developments in those
geographic markets.

In addition to general, regional, national, and global economic conditions, our operating performance is
impacted by the economic conditions of the specific geographic markets in which we have concentrations of
properties. Our portfolio includes substantial holdings in Florida and Oregon as of December 31, 2020 (based on
annualized base rent). Our geographic concentrations could adversely affect our operating performance if
conditions become less favorable in any of the states or markets within such states in which we have a
concentration of properties. Such geographic concentrations could be heightened by the fact that our investments
may be concentrated in certain areas that are affected by COVID-19 more than other areas. We cannot assure you
that any of our markets will grow, not experience adverse developments or that underlying real estate
fundamentals will be favorable to owners and operators of commercial properties. Our operations may also be
affected if competing properties are built in our markets. A downturn in the economy in the states or regions in
which we have a concentration of properties, or markets within such states or regions, could adversely affect our
tenants operating businesses in those states or regions, impair their ability to pay rent to us and thereby,
materially and adversely affect us.

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We are subject to risks related to tenant concentration, and an adverse development with respect to a large
tenant could materially and adversely affect us.

As of December 31, 2020, on an annualized basis, Wells Fargo, our largest tenant, contributed 19% of our

total revenue. Additionally, we derived 12% of our total revenue as of December 31, 2020 from our second
largest tenant, Hilton Grand Vacations. As a result, our financial performance depends significantly on the
financial condition of these tenants. In the future, we may have additional tenant and property concentrations. In
the event that one of these tenants, or another tenant that occupies a significant number of our properties or
whose lease payments represent a significant portion of our rental revenue, were to experience financial difficulty
or file for bankruptcy, it could have a material adverse effect on us.

Certain of our tenants are not rated by a recognized credit rating agency or do not have an investment grade
rating from such an agency. Leases with unrated or non-investment grade rated tenants may be subject to a
greater risk of default.

As of December 31, 2020, 54% of our tenants or parent entities thereof (based on annualized straight-line

base rent) were not rated or did not have an investment grade credit rating from a recognized rating agency.
Leases with non-investment grade or unrated tenants may be subject to a greater risk of default. Unrated tenants
or non-investment grade tenants may also be more likely to experience financial weakness or file for bankruptcy
than tenants with investment grade credit ratings. When we consider the acquisition of a property with an
in-place lease with an unrated or non-investment grade rated tenant or leasing a property to a tenant that does not
have a credit rating or does not have an investment grade rating, we evaluate the strength of the proposed tenant’s
business at the property level and at a corporate level, if applicable, and may consider the risk of tenant/company
insolvency using internally developed methodologies or assessments provided by third parties. If our evaluation
of an unrated or non-investment grade tenant’s creditworthiness is inaccurate, the default or bankruptcy risk
related to the tenant may be greater than anticipated. In the event that any of our unrated tenants were to
experience financial weakness or file for bankruptcy, it could have a material adverse effect on us.

The decrease in demand for retail space may materially and adversely affect us.

As of December 31, 2020, leases representing 73% of the annualized straight-line base rent of our initial
portfolio were with tenants operating retail businesses. In the future, we intend to acquire additional properties
leased to a single tenant operating a retail business at the property. Accordingly, decreases in the demand for
leasing retail space may have a greater adverse effect on us than if we had fewer investments in retail properties.
The market for leasing of retail space has historically been adversely affected by weakness in the national,
regional and local economies, the adverse financial condition of some large retail companies, consolidation in the
retail industry, the excess amount of retail space in a number of markets and increasing e-commerce pressure. To
the extent that adverse conditions arise or continue, they are likely to negatively affect market rents for retail
space and could materially and adversely affect us.

We may be unable to renew leases, lease vacant space or re-lease space as leases expire on favorable terms or
at all.

Our results of operations depend on our ability to lease our properties, including renewing expiring leases,

leasing vacant space and re-leasing space in properties where leases are expiring. In leasing or re-leasing our
properties, we may be unable to optimize our tenant mix or execute leases on more economically favorable terms
than the prior in-place lease. Our tenants may decline, or may not have the financial resources available, to renew
their leases, and there can be no assurance that leases that are renewed will have terms that are as economically
favorable to us as the expiring lease terms. If tenants do not renew their leases as they expire, we will have to
source new tenants to lease our properties, and there can be no assurance that we will be able to find new tenants
or that our properties will be re-leased at rental rates equal to or above the previous in-place lease or current
average rental rates or that substantial rent abatements, tenant improvement allowances, early termination rights

18

or below-market renewal options will not be offered to attract new tenants. We may experience increased costs in
connection with re-leasing our properties, which could materially and adversely affect us.

Certain provisions of our leases may be unenforceable.

Our rights and obligations with respect to our leases are governed by written agreements. A court could
determine that one or more provisions of such an agreement are unenforceable. We could be adversely impacted
if this were to happen with respect to a property or group of properties.

The bankruptcy or insolvency of any of our tenants could result in the termination of such tenant’s lease and
material losses to us.

The occurrence of a tenant bankruptcy or insolvency would likely diminish the income we receive from that

tenant’s lease or leases or force us to re-tenant a property as a result of a default of the in-place tenant or a
rejection of a tenant lease by a bankruptcy court. If a tenant files for bankruptcy or becomes insolvent, federal
law may prohibit us from evicting such tenant based solely upon such bankruptcy or insolvency. In addition, a
bankrupt or insolvent tenant may be authorized to reject and terminate its lease or leases with us. Any claims
against such bankrupt tenant for unpaid rent or future rent would be subject to statutory limitations that would
likely result in our receipt of rental revenues that are substantially less than the contractually specified rent we are
owed under the lease or leases. In addition, any claim we have for unpaid past rent, if any, may not be paid in
full. We may also be unable to re-lease a property in which the in-place lease was not terminated or rejected or to
re-lease it on comparable or more favorable terms. As a result, tenant bankruptcies or insolvencies may
materially and adversely affect us.

We may not acquire the properties that we evaluate in our pipeline.

We will generally seek to maintain a robust pipeline of investment opportunities. Transactions may fail to

close for a variety of reasons, including the discovery of previously unknown liabilities or other items uncovered
during our diligence process. Similarly, we may never execute binding purchase agreements with respect to
properties that are currently subject to non-binding letters of intent, and properties with respect to which we are
negotiating may never lead to the execution of any letter of intent. For many other reasons, we may not
ultimately acquire the properties in our pipeline.

As we continue to acquire properties, we may decrease or fail to increase the diversity of our portfolio.

While we will seek to maintain or increase our portfolio’s tenant, geographic and industry diversification

with future acquisitions, it is possible that we may determine to consummate one or more acquisitions that
actually decrease our portfolio’s diversity. If our portfolio becomes less diverse, our business will be more
sensitive to tenant or market factors, including the bankruptcy or insolvency of tenants, to changes in consumer
trends of a particular industry and to a general economic downturn or downturns in a market or particular
geographic area.

We may obtain only limited warranties when we acquire a property and may only have limited recourse if our
due diligence did not identify any issues that may subject us to unknown liabilities or lower the value of our
property, which could adversely affect our financial condition and ability to make distributions to you.

The seller of a property often sells the property in its “as is” condition on a “where is” basis and “with all
faults,” without any warranties of merchantability or fitness for a particular use or purpose. In addition, purchase
agreements may contain only limited warranties, representations and indemnifications that will survive for only a
limited period after the closing. The acquisition of, or purchase of, properties with limited warranties increases
the risk that we may lose some or all of our invested capital in the property, lose rental income from that property
or may be subject to unknown liabilities with respect to such properties.

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The tenants that occupy our properties compete in industries that depend upon discretionary spending by
consumers. A reduction in the willingness or ability of consumers to use their discretionary income in the
businesses of our tenants and potential tenants could adversely impact our tenants’ business and thereby
adversely impact our ability to collect rents and reduce the demand for leasing our properties.

Certain properties in our portfolio are leased to tenants operating retail, service-oriented or experience-based

businesses. General merchandise, financial services, hospitality, home furnishings and entertainment represent a
significant portion of the industries in our portfolio. The success of most of the tenants operating businesses in
these industries depends on consumer demand and, more specifically, the willingness of consumers to use their
discretionary income to purchase products or services from our tenants. The ability of consumers to use their
discretionary income may be impacted by issues including a global pandemic that impacts the United States. A
prolonged period of economic weakness, another downturn in the U.S. economy or accelerated dislocation of
these industries due to the impact of e-commerce, could cause consumers to reduce their discretionary spending
in general or spending at these locations in particular, which could have a material and adverse effect on us.

The vacancy of one or more of our properties could result in us having to incur significant capital
expenditures to re-tenant the space.

The loss of a tenant, either through lease expiration or tenant bankruptcy or insolvency, may require us to
spend significant amounts of capital to renovate the property before it is suitable for a new tenant and cause us to
incur significant costs to source new tenants. In many instances, the leases we enter into or assume through
acquisition are for properties that are specifically suited to the particular business of our tenants. Because these
properties have been designed or physically modified for a particular tenant, if the current lease is terminated or
not renewed, we may be required to renovate the property at substantial costs, decrease the rent we charge or
provide other concessions in order to lease the property to another tenant. In addition, in the event we decide to
sell the property, we may have difficulty selling it to a party other than the tenant due to the special purpose for
which the property may have been designed or modified. This potential limitation on our ability to sell a property
may limit our ability to quickly modify our portfolio in response to changes in our tenants’ business prospects,
economic or other conditions, including tenant demand. These limitations may materially and adversely affect us.

We may be unable to identify and complete acquisitions of suitable properties, which may impede our growth,
and our future acquisitions may not yield the returns we expect.

Our ability to expand through acquisitions requires us to identify and complete acquisitions that are
consistent with our investment and growth strategy and our investment criteria and to successfully integrate
newly acquired properties into our portfolio. Our Manager continually evaluates investment opportunities for us,
but our ability to acquire properties on favorable terms and successfully operate them may be constrained by the
following significant risks:

• we face competition from other real estate investors with significant capital, including REITs and

institutional investment funds, which may be able to accept more risk than we can prudently manage,
including risks associated with paying higher acquisition prices;

• we face competition from other potential acquirers which may significantly increase the purchase price

for a property we acquire, which could reduce our growth prospects;

• we may incur significant costs and divert management attention in connection with evaluating and

negotiating potential acquisitions, including ones that we are unable to complete;

• we may acquire properties that are not accretive to our results of operations upon acquisition, and we
may be unsuccessful in managing and leasing such properties in accordance with our expectations;

•

our cash flow from an acquired property may be insufficient to meet our required principal and interest
payments with respect to debt used to finance the acquisition of such property;

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• we may discover unexpected issues, such as unknown liabilities, during our due diligence investigation
of a potential acquisition or other customary closing conditions may not be satisfied, causing us to
abandon an investment opportunity after incurring expenses related thereto;

• we may fail to obtain financing for an acquisition on favorable terms or at all;

• we may spend more than budgeted amounts to make necessary improvements or renovations to

acquired properties;

• market conditions may result in higher than expected vacancy rates and lower than expected rental

rates; and

• we may acquire properties subject to (i) liabilities without any recourse, or with only limited recourse,

with respect to unknown liabilities such as liabilities for clean-up of undisclosed environmental
contamination not revealed in Phase I environmental site assessments or otherwise through due
diligence, (ii) claims by tenants, vendors or other persons dealing with the former owners of the
properties, (iii) liabilities incurred in the ordinary course of business and (iv) claims for
indemnification by general partners, directors, officers and others indemnified by the former owners of
the properties.

If any of these risks are realized, we may be materially and adversely affected.

We may be unable to complete acquisitions of properties owned by CTO that are covered by the exclusivity and
ROFO agreement between us and CTO, and any completed acquisitions of such properties may not yield the
returns we expect.

Although the exclusivity and ROFO agreement with CTO provides us with a right of first offer with respect

to certain single-tenant, net leased properties owned by CTO, there can be no assurance that CTO will elect to
sell these properties in the future. Even if CTO elects to sell these properties in the future, we may be unable to
reach an agreement with CTO on the terms of the purchase of such properties or may not have the funds or
ability to finance the purchase of such properties. Accordingly, there can be no assurance that we will be able to
acquire any properties covered by the exclusivity and ROFO agreement in the future. Further, even if we are able
to acquire properties covered by the exclusivity and ROFO agreement, there is no guarantee that such properties
will be able to maintain their historical performance, or that we will be able to realize the same returns from
those properties as CTO.

We face significant competition for tenants, which may adversely impact the occupancy levels of our portfolio
or prevent increases of the rental rates of our properties.

We compete with numerous developers, owners and operators of single-tenant, net leased properties, many

of which are much larger and own properties similar to ours in the same markets in which our properties are
located. The size and financial wherewithal of our competitors may allow them to offer space at rental rates
below current market rates or below the rental rates we charge our tenants. As a result, we may lose existing
tenants or fail to obtain future tenants, and the downward pressure caused by these other owners, operators and
developers may cause us to reduce our rental rates or to offer more substantial rent abatements, tenant
improvements, early termination rights or below-market renewal options in order to retain tenants when our
leases expire. Competition for tenants could adversely impact the occupancy levels of our portfolio or prevent
increases of the rental rates of our properties, which could materially and adversely affect us.

Inflation may materially and adversely affect us and our tenants.

Increased inflation could have an adverse impact on interest rates, which would likely negatively impact the

cost of any variable rate debt that we obtain in the future. During times when inflation is increasing at a greater
rate than the increases in rent provided by our leases, our rent levels will not keep up with the costs associated

21

with rising inflation. Increased costs may have an adverse impact on our tenants if increases in their operating
expenses exceed increases they might achieve in revenues, which may adversely affect the tenants’ ability to pay
rent owed to us.

The redevelopment or renovation of our properties may cause us to experience unexpected costs and have
other risks that could materially and adversely affect us.

We may in the future redevelop, significantly renovate or otherwise invest additional capital in our
properties to improve them and enhance the opportunity for achieving attractive risk-adjusted returns. These
activities are subject to a number of risks, including risks associated with construction work and risks of cost
overruns due to construction delays or other factors that may increase the expected costs of a project. In addition,
we may incur costs in connection with projects that are ultimately not pursued to completion. Any of our
redevelopment or renovation projects may be financed. If such financing is not available on acceptable terms, our
redevelopment and renovation activities may not be pursued or may be curtailed. In addition, such activities
would likely reduce the available borrowing capacity on the revolving credit facility we expect to have in place
upon completion of the IPO or any other credit facilities that we may have in place in the future, which would
limit our ability to use those sources of capital for the acquisition of properties and other operating needs. The
risks associated with redevelopment and renovation activities, including but not necessarily limited to those
noted above, could materially and adversely affect us.

Our real estate investments are generally illiquid, which could significantly affect our ability to respond to
market changes or adverse changes relating to our tenants or in the performance of our properties.

The real estate investments made, and expected to be made, by us are relatively difficult for us to sell
quickly. As a result, our ability to make rapid adjustments in the size and content of our portfolio in response to
economic or other conditions will be limited. Illiquid assets typically experience greater price volatility, as a
ready market does not exist, and can be more difficult to value. In addition, validating third party pricing for
illiquid assets may be more subjective than more liquid assets. As a result, if we are required to quickly liquidate
all or a portion of our portfolio, we may realize significantly less than the value at which we have previously
recorded our assets.

In addition, the Code imposes restrictions on a REIT’s ability to dispose of properties that are not applicable
to other types of real estate companies. In particular, the tax laws applicable to REITs effectively require that we
hold our properties for investment, rather than primarily for sale in the ordinary course of business, which may
cause us to forgo or defer sales of properties that otherwise would be in our best interest. Therefore, we may not
be able to vary our portfolio in response to economic or other conditions promptly or on favorable terms, which
may materially and adversely affect us.

We may not be able to dispose of properties we target for sale to recycle our capital.

Although we may seek to selectively sell properties to recycle our capital, we may be unable to sell

properties targeted for disposition due to adverse market or other conditions, or not achieve the pricing or timing
that is consistent with our expectations. This may adversely affect, among other things, our ability to deploy
capital into the acquisition of other properties and the execution of our overall operating strategy, which could,
consequently, materially and adversely affect us.

Risks Related to Certain Events, Environmental Matters and Climate Change

Natural disasters, terrorist attacks, other acts of violence or war or other unexpected events could materially
and adversely affect us.

Natural disasters, terrorist attacks, other acts of violence or war or other unexpected events, including a

global pandemic that impacts the economy in the United States, could materially interrupt our business

22

operations (or those of our tenants), cause consumer confidence and spending to decrease or result in increased
volatility in the U.S. and worldwide financial markets and economies. They also could result in or prolong an
economic recession. Any of these occurrences could materially and adversely affect us.

In addition, our corporate headquarters and certain of our properties are located in Florida, where major
hurricanes have occurred. Depending on where any hurricane makes landfall, our properties in Florida could
experience significant damage. In addition, the occurrence and frequency of hurricanes in Florida could also
negatively impact demand for our properties located in that state because of consumer perceptions of hurricane
risks. In addition to hurricanes, the occurrence of other natural disasters and climate conditions in Florida (and in
other states where our properties are located), such as tornadoes, floods, fires, unusually heavy or prolonged rain,
droughts and heat waves, could have an adverse effect on our tenants, which could adversely impact our ability
to collect rental revenues. If a hurricane, earthquake, natural disaster or other similar significant disruption
occurs, we may experience disruptions to our operations and damage to our properties, which could materially
and adversely affect us.

Terrorist attacks or other acts of violence may also negatively affect our operations. There can be no
assurance that there will not be terrorist attacks against businesses within the U.S. These attacks may directly
impact our physical assets or business operations or the financial condition of our tenants, lenders or other
institutions with which we have a relationship. The U.S. may be engaged in armed conflict, which could also
have an impact on the tenants, lenders or other institutions with which we have a relationship. The consequences
of armed conflict are unpredictable, and we may not be able to foresee events that could have an adverse effect
on our business. Any of these occurrences could materially and adversely affect us.

Insurance on our properties may not adequately cover all losses and uninsured losses could materially and
adversely affect us.

Our leases typically provide that either the landlord or the tenant will maintain property and liability
insurance for the properties that are leased from us. If our tenants are required to carry liability and/or property
insurance coverage, our tenants are required to name us (and any of our lenders that have a mortgage on the
property leased by the tenant) as additional insureds on their liability policies and additional named insured and/
or loss payee (or mortgagee, in the case of our lenders) on their property policies. Depending on the location of
the property, losses of a catastrophic nature, such as those caused by hurricanes, earthquakes and floods, may be
covered by insurance policies that are held by our tenant with limitations such as large deductibles or
co-payments that a tenant may not be able to meet. In addition, losses of a catastrophic nature, such as those
caused by wind, hail, hurricanes, terrorism or acts of war, may be uninsurable or not economically insurable. In
the event there is damage to our properties that is not covered by insurance and such properties are subject to
recourse indebtedness, we will continue to be liable for the indebtedness, even if these properties are irreparably
damaged.

Inflation, changes in building codes and ordinances, environmental considerations and other factors,
including terrorism or acts of war, may make any insurance proceeds we receive insufficient to repair or replace
a property if it is damaged or destroyed. In those circumstances, the insurance proceeds received may not be
adequate to restore our economic position with respect to the affected real property and its generation of rental
revenue. Furthermore, in the event we experience a substantial or comprehensive loss of one of our properties,
we may not be able to rebuild such property to its existing specifications without significant capital expenditures
which may exceed any amounts received pursuant to insurance policies, as reconstruction or improvement of
such a property would likely require significant upgrades to meet zoning and building code requirements. The
loss of our capital investment in or anticipated future returns from our properties due to material uninsured losses
could materially and adversely affect us.

23

The costs of compliance with or liabilities related to environmental laws may materially and adversely affect
us.

The ownership of our properties may subject us to known and unknown environmental liabilities. Under
various federal, state and local laws and regulations relating to the environment, as a current or former owner or
operator of real property, we may be liable for costs and damages resulting from environmental matters,
including the presence or discharge of hazardous or toxic substances, waste or petroleum products at, on, in,
under or migrating from such property, as well as costs to investigate or clean up such contamination and liability
for personal injury, property damage or harm to natural resources. We may face liability regardless of:

•

•

•

•

our knowledge of the contamination;

the timing of the contamination;

the cause of the contamination; or

the party responsible for the contamination of the property.

There may be environmental liabilities associated with our properties of which we are unaware. With

respect to each of the properties in our initial portfolio, CTO has obtained Phase I environmental site
assessments. We have obtained Phase I environmental assessments on all properties acquired subsequent to the
completion of the IPO. Phase I environmental site assessments are limited in scope and therefore may not reveal
all environmental conditions affecting a property. Therefore, there could be undiscovered environmental
liabilities on the properties we own. Some of our properties use, or may have used in the past, underground tanks
for the storage of petroleum-based products or waste products that could create a potential for release of
hazardous substances or penalties if tanks do not comply with legal standards. If environmental contamination
exists on our properties, we could be subject to strict, joint and/or several liability for the contamination by virtue
of our ownership interest. Some of our properties may contain asbestos-containing materials, or ACM.
Environmental laws govern the presence, maintenance and removal of ACM and such laws may impose fines,
penalties or other obligations for failure to comply with these requirements or expose us to third-party liability
(for example, liability for personal injury associated with exposure to asbestos). Environmental laws also apply
to other activities that can occur on a property, such as storage of petroleum products or other hazardous toxic
substances, air emissions, water discharges and exposure to lead-based paint. Such laws may impose fines and
penalties for violations and may require permits or other governmental approvals to be obtained for the operation
of a business involving such activities.

The known or potential presence of hazardous substances on a property may adversely affect our ability to
sell, lease or improve the property or to borrow using the property as collateral. In addition, environmental laws
may create liens on contaminated properties in favor of the government for damages and costs it incurs to address
such contamination. Moreover, if contamination is discovered on our properties, environmental laws may impose
restrictions on the manner in which they may be used or businesses may be operated, and these restrictions may
require substantial expenditures.

In addition, although our leases generally require our tenants to operate in compliance with all applicable

laws and to indemnify us against any environmental liabilities arising from a tenant’s activities on the property,
we could be subject to strict liability by virtue of our ownership interest. We cannot be sure that our tenants will,
or will be able to, satisfy their indemnification obligations, if any, under our leases. Furthermore, the discovery of
environmental liabilities on any of our properties could lead to significant remediation costs or to other liabilities
or obligations attributable to the tenant of that property or could result in material interference with the ability of
our tenants to operate their businesses as currently operated. Noncompliance with environmental laws or
discovery of environmental liabilities could each individually or collectively affect such tenant’s ability to make
payments to us, including rental payments and, where applicable, indemnification payments.

Our environmental liabilities may include property and natural resources damage, personal injury,
investigation and clean-up costs, among other potential environmental liabilities. These costs could be
substantial. Although we may obtain insurance for environmental liability for certain properties that are deemed
to warrant coverage, our insurance may be insufficient to address any particular environmental situation and we

24

may be unable to continue to obtain insurance for environmental matters, at a reasonable cost or at all, in the
future. If our environmental liability insurance is inadequate, we may become subject to material losses for
environmental liabilities. Our ability to receive the benefits of any environmental liability insurance policy will
depend on the financial stability of our insurance company and the position it takes with respect to our insurance
policies. If we were to become subject to significant environmental liabilities, we could be materially and
adversely affected.

Our properties may contain or develop harmful mold, which could lead to liability for adverse health effects
and costs of remediation.

When excessive moisture accumulates in buildings or on building materials, mold growth may occur,
particularly if the moisture problem remains undiscovered or is not addressed over a period of time. Some molds
may produce airborne toxins or irritants. Concern about indoor exposure to mold has been increasing, as
exposure to mold may cause a variety of adverse health effects and symptoms, including allergic or other
reactions. As a result, should our tenants or their employees or customers be exposed to mold at any of our
properties, we could be required to undertake a costly remediation program to contain or remove the mold from
the affected property. In addition, exposure to mold by our tenants or others could subject us to liability if
property damage or health concerns arise. If we were to become subject to significant mold-related liabilities, we
could be materially and adversely affected.

Our operations and financial condition may be adversely affected by climate change, including possible
changes in weather patterns, weather-related events, government policy, laws, regulations and economic
conditions.

In recent years, the assessment of the potential impact of climate change has begun to impact the activities

of government authorities, the pattern of consumer behavior and other areas that impact the business environment
in the U.S., including, but not limited to, energy-efficiency measures, water use measures and land-use practices.
The promulgation of policies, laws or regulations relating to climate change by governmental authorities in the
U.S. and the markets in which we own properties may require us to invest additional capital in our properties. In
addition, the impact of climate change on businesses operated by our tenants is not reasonably determinable at
this time. While not generally known at this time, climate change may impact weather patterns or the occurrence
of significant weather events which could impact economic activity or the value of our properties in specific
markets. The occurrence of any of these events or conditions may adversely impact our ability to lease our
properties, which would materially and adversely affect us.

Risks Related to Other Aspects of our Operation and as a Public Company

We are highly dependent on information systems and certain third-party technology service providers, and
systems failures not related to cyber-attacks or similar external attacks could significantly disrupt our
business, which may, in turn, negatively affect the market price of our common stock and adversely impact
our results of operations and cash flows.

Our business is highly dependent on communications and information systems and networks. Any failure or

interruption of these systems or networks could cause delays or other problems in our operations and
communications. Through our relationship with CTO and our Manager, we rely heavily on CTO’s financial,
accounting and other data processing systems. In addition, much of the information technology infrastructure on
which we rely is or may be managed by third parties and, as such, we also face the risk of operational failure,
termination or capacity constraints by any of these third parties. It is difficult to determine what, if any, negative
impact may directly result from any specific interruption or disruption of the networks or systems on which our
business relies or any failure to maintain performance, reliability and security of our technological infrastructure,
but significant events impacting the systems or networks on which our business relies could materially and
adversely affect us.

25

Our senior management team is required to operate two publicly traded companies, CTO and our company,
which could place a significant strain on our senior management team and the management systems,
infrastructure and other resources of CTO on which we rely.

Our senior management team operates two publicly traded companies, our company and CTO, and is
required to comply with periodic and current reporting requirements under applicable SEC regulations and
comply with applicable listing standards of the NYSE. This could place a significant strain on our senior
management team and the management systems, infrastructure and other resources of CTO made available to us
through our Manager and on which we rely. There can be no assurance that our senior management team will be
able to successfully operate two publicly traded companies. Any failure by our senior management team to
successfully operate our company or CTO could materially and adversely affect us.

If there are deficiencies in our disclosure controls and procedures or internal control over financial reporting,
we may be unable to accurately present our financial statements, which could materially and adversely affect
us.

As a publicly traded company, we are required to report our financial statements on a consolidated basis.

Effective internal controls are necessary for us to accurately report our financial results. Section 404 of the
Sarbanes-Oxley Act will require us to evaluate and report on our internal control over financial reporting.
However, for as long as we are an “emerging growth company” under the JOBS Act, our independent registered
public accounting firm will not be required to attest to the effectiveness of our internal control over financial
reporting pursuant to Section 404(b) of the Sarbanes-Oxley Act. We could be an “emerging growth company” for
up to five years. An independent assessment of the effectiveness of our internal controls could detect problems
that our management’s assessment might not. There can be no guarantee that our internal control over financial
reporting will be effective in accomplishing all control objectives all of the time. Furthermore, as we grow our
business, our internal controls will become more complex, and we may require significantly more resources to
ensure our internal controls remain effective. Future deficiencies, including any material weakness, in our
internal control over financial reporting which may occur could result in misstatements of our results of
operations that could require a restatement, failing to meet our public company reporting obligations and causing
investors to lose confidence in our reported financial information, which could materially and adversely affect us.

Compliance with the Americans with Disabilities Act and fire, safety and other regulations may require us to
make unanticipated expenditures that materially and adversely affect us.

Our properties are and will be subject to the Americans with Disabilities Act, or the ADA. Under the ADA,

all public accommodations must meet federal requirements related to access and use by disabled persons.
Compliance with the ADA requirements could require removal of access barriers and non-compliance could
result in imposition of fines by the U.S. government or an award of damages to private litigants, or both. While
our tenants are and will be obligated by law to comply with the ADA and typically obligated under our leases to
cover costs associated with compliance, if required changes involve greater expenditures than anticipated or if
the changes must be made on a more accelerated basis than anticipated, the ability of our tenants to cover costs
could be adversely affected. We could be required to expend our own funds to comply with the provisions of the
ADA, which could materially and adversely affect us.

In addition, we are and will be required to operate our properties in compliance with fire and safety

regulations, building codes and other land use regulations, as they may be adopted by governmental agencies and
bodies and become applicable to our properties. We may be required to make substantial capital expenditures to
comply with those requirements and may be required to obtain approvals from various authorities with respect to
our properties, including prior to acquiring a property or when undertaking renovations of any of our existing
properties. There can be no assurance that existing laws and regulatory policies will not adversely affect us or the
timing or cost of any future acquisitions or renovations, or that additional regulations will not be adopted that
increase such delays or result in additional costs. Additionally, failure to comply with any of these requirements

26

could result in the imposition of fines by governmental authorities or awards of damages to private litigants.
While we intend to only acquire properties that we believe are currently in substantial compliance with all
regulatory requirements, these requirements may change, and new requirements may be imposed which would
require significant unanticipated expenditures by us and could materially and adversely affect us.

In the future, we may choose to acquire properties or portfolios of properties through tax deferred
contribution transactions, which could result in stockholder dilution and limit our ability to sell such assets.

In the future, we may acquire properties or portfolios of properties through tax deferred contribution

transactions in exchange for common or preferred units of limited partnership interest in the Operating
Partnership, which may result in stockholder dilution. This acquisition structure may have the effect of, among
other things, reducing the amount of tax depreciation we could deduct over the tax life of the acquired properties,
and may require that we agree to protect the contributors’ ability to defer recognition of taxable gain through
restrictions on our ability to dispose of the acquired properties and/or the allocation of partnership debt to the
contributors to maintain their tax bases. These restrictions could limit our ability to sell an asset at a time, or on
terms, that would be favorable absent such restrictions.

Risks Related to Our Relationship with CTO and Our Manager and the Management Agreement

We have no employees and are entirely dependent upon our Manager for all the services we require, and we
cannot assure you that our Manager will allocate the resources necessary to meet our business objectives.

Because we are “externally managed,” we do not employ our own personnel, but instead depend upon CTO,
our Manager and their affiliates for virtually all of the services we require. Our Manager selects and manages the
acquisition of properties that meet our investment criteria; administers the collection of rents, monitors lease
compliance by our tenants and deals with vacancies and re-letting of our properties; coordinates the sale of our
properties; provides financial and regulatory reporting services; communicates with our stockholders, causes us
to pay distributions to our stockholders and arranges for transfer agent services; and provides all of our other
administrative services. Accordingly, our success is largely dependent upon the expertise and services of the
executive officers and other personnel of CTO provided to us through our Manager.

CTO may be unable to obtain or retain the executive officers and other personnel that it provides to us
through our Manager.

Our success depends to a significant degree upon the executive officers and other personnel of CTO that it

provides to us through our Manager. In particular, we rely on the services of John P. Albright, President and
Chief Executive Officer of our company and CTO and a member of the board of directors of our company and
CTO; Matthew M. Partridge, Senior Vice President, Chief Financial Officer and Treasurer of our company and
CTO; Steven R. Greathouse, Senior Vice President and Chief Investment Officer of our company and CTO; and
Daniel E. Smith, Senior Vice President, General Counsel and Corporate Secretary of our company and CTO. In
addition to these executive officers, we also rely on other personnel of CTO that are provided to us through our
Manager. We cannot guarantee that all, or any particular one of these executive officers and other personnel of
CTO provided to us through our Manager, will remain affiliated with CTO, our Manager and us. We do not
separately maintain key person life insurance on any person. Failure by CTO to retain any of its executive
officers and other personnel provided to us through our Manager and to hire and retain additional highly skilled
managerial, operational and marketing personnel could have a material adverse effect on our ability to achieve
our investment growth objectives and could result in us incurring excess costs and suffering deficiencies in our
disclosure controls and procedures or our internal control over financial reporting.

27

We pay substantial fees and expenses to our Manager. These payments increase the risk that you will not earn
a profit on your investment.

Pursuant to the Management Agreement, we pay significant fees to our Manager. Those fees include a base

management fee and an incentive fee, if earned. We will also reimburse our Manager for certain expenses
pursuant to the Management Agreement. These payments increase the risk that you will not earn a profit on your
investment.

The base management fee payable to our Manager pursuant to the Management Agreement is payable
regardless of the performance of our portfolio, which may reduce our Manager’s incentive to devote the time
and effort to seeking profitable investment opportunities for us.

We pay our Manager a base management fee pursuant to the Management Agreement, which may be
substantial, based on our “total equity” (as defined in the Management Agreement) regardless of the performance
of our portfolio of properties. Our Manager’s entitlement to non-performance-based compensation might reduce
its incentive to seek profitable investment opportunities for us, which could result in a lower performance of our
portfolio and materially adversely affect us.

The incentive fee payable to our Manager pursuant to the Management Agreement may cause our Manager to
select investments in more risky assets to increase its incentive compensation.

Our Manager has the ability to earn incentive fees based on our total stockholder return exceeding an 8%

cumulative annual hurdle rate, which may create an incentive for our Manager to invest in properties with a
purchase price reflecting a higher potential yield, that may be riskier or more speculative, or sell an investment
prematurely for a gain, in an effort to increase our short-term gains and thereby increase our stock price and the
incentive fees to which it is entitled. If our interests and those of our Manager are not aligned, the execution of
our business plan and our results of operations could be adversely affected, which could materially and adversely
affect the market price of our common stock and our ability to make distributions to our stockholders.

There are conflicts of interest in our relationships with our Manager, which could result in outcomes that are
not in our best interests.

We are subject to conflicts of interest arising out of our relationships with our Manager. Pursuant to the

Management Agreement, our Manager is obligated to supply us with our management team. However, our
Manager is not obligated to dedicate any specific personnel exclusively to us, nor are the CTO personnel
provided to us by our Manager obligated to dedicate any specific portion of their time to the management of our
business. Additionally, our Manager is a wholly owned subsidiary of CTO. All of our executive officers are
executive officers and employees of CTO and one of our executive officers (John P. Albright) is also a member
of the board of directors of our company and the board of directors of CTO. As a result, our Manager and the
CTO personnel it provides to us, including our executive officers, may have conflicts between their duties to us
and their duties to CTO.

In addition to our initial portfolio, we may acquire or sell properties in which CTO or its affiliates have or

may have an interest. Similarly, CTO or its affiliates may acquire or sell properties in which we have or may
have an interest. Although such acquisitions or dispositions may present conflicts of interest, we nonetheless may
pursue and consummate such transactions. Additionally, we may engage in transactions directly with CTO, our
Manager or their affiliates. If we acquire a property from CTO or one of its affiliates or sell a property to CTO or
one of its affiliates, the purchase price we pay to CTO or one of its affiliates or the purchase price paid to us by
CTO or one of its affiliates may be higher or lower, respectively, than the purchase price that would have been
paid to or by us if the transaction were the result of arms’ length negotiations with an unaffiliated third party.

In deciding whether to issue additional debt or equity securities, we will rely in part on recommendations

made by our Manager. While such decisions are subject to the approval of the Board, our Manager is entitled to
be paid a base management fee that is based on our “total equity” (as defined in the Management Agreement). As
a result, our Manager may have an incentive to recommend that we issue additional equity securities at dilutive

28

prices. If we issue additional equity securities at dilutive prices, the market price of our common stock may be
adversely affected, and you could lose some or all of your investment in our common stock.

All of our executive officers are executive officers and employees of CTO. These individuals and other

CTO personnel provided to us through our Manager devote as much time to us as our Manager deems
appropriate. However, our executive officers and other CTO personnel provided to us through our Manager may
have conflicts in allocating their time and services between us, on the one hand, and CTO and its affiliates, on the
other. During a period of prolonged economic weakness or another economic downturn affecting the real estate
industry or at other times when we need focused support and assistance from our Manager and the CTO
executive officers and other personnel provided to us through our Manager, we may not receive the necessary
support and assistance we require or that we would otherwise receive if we were self-managed.

Our Manager’s failure to identify and acquire properties that meet our investment criteria or perform its
responsibilities under the Management Agreement could materially and adversely affect our business and our
ability to make distributions to our stockholders.

Our ability to achieve our objectives depends on, among other things, our Manager’s ability to identify,
acquire and lease properties that meet our investment criteria. Accomplishing our objectives is largely a function
of our Manager’s structuring of our investment process, our access to financing on acceptable terms and general
market conditions. Our stockholders will not have input into our investment decisions. All of these factors
increase the uncertainty, and thus the risk, of investing in our common stock. The CTO executive officers and
other CTO personnel provided to us through our Manager have substantial responsibilities under the
Management Agreement. In order to implement certain strategies, CTO, our Manager or their affiliates may need
to hire, train, supervise and manage new employees successfully. Any failure by CTO or our Manager to manage
our future growth effectively could have a material adverse effect on us, our ability to maintain our qualification
as a REIT and our ability to make distributions to our stockholders.

Our Manager’s liability is limited under the Management Agreement, and we have agreed to indemnify our
Manager against certain liabilities. As a result, we could experience unfavorable operating results or incur
losses for which our Manager would not be liable.

Pursuant to the Management Agreement, our Manager will not assume any responsibility other than to
render the services called for thereunder and will not be responsible for any action of the Board in following or
declining to follow its directives. Our Manager maintains a contractual, as opposed to a fiduciary relationship,
with us. Under the terms of the Management Agreement, our Manager, its officers, members and personnel, any
person controlling or controlled by our Manager and any person providing sub-advisory services to our Manager
will not be liable to us, any subsidiary of ours, our directors, our stockholders or any subsidiary’s stockholders or
partners for acts or omissions performed in accordance with and pursuant to the Management Agreement, except
those resulting from acts constituting gross negligence, willful misconduct, bad faith or reckless disregard of our
Manager’s duties under the Management Agreement.

In addition, we have agreed to indemnify our Manager and each of its officers, directors, members,
managers and employees from and against any claims or liabilities, including reasonable legal fees and other
expenses reasonably incurred, arising out of or in connection with our business and operations or any action
taken or omitted on our behalf pursuant to authority granted by the Management Agreement, except where
attributable to gross negligence, willful misconduct, bad faith or reckless disregard of such person’s duties under
the Management Agreement. As a result, we could experience unfavorable operating results or incur losses for
which our Manager would not be liable.

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Termination of the Management Agreement could be difficult and costly, including as a result of payment of
termination fees to our Manager, and may cause us to be unable to execute our business plan, which could
materially and adversely affect us.

If we fail to renew the Management Agreement, or terminate the agreement, other than for a termination for

cause, we are obligated to pay our Manager a termination fee equal to three times the sum of (i) the average
annual base management fee earned by our Manager during the 24-month period immediately preceding the most
recently completed calendar quarter prior to the termination date and (ii) the average annual incentive fee earned
by our Manager during the two most recently completed measurement periods (as defined in the Management
Agreement) prior to the termination date. Such a payment would likely be a substantial one-time charge that
could render unattractive, or not economically feasible, the termination of our Manager, even if it performed
poorly. In addition, any termination of the Management Agreement would end our Manager’s obligation to
provide us with our executive officers and personnel upon whom we rely for the operation of our business and
would also terminate our rights under the exclusivity and ROFO agreement with CTO, as discussed further
herein. As a result of termination of the exclusivity and ROFO agreement, we would face increased competition
from CTO and its affiliates, as well as others, for the acquisition of properties that meet our investment criteria,
and our right to acquire certain properties from CTO and its affiliates would be terminated. As a result, the
termination of the Management Agreement could materially and adversely affect us.

If our Manager ceases to be our manager pursuant to the Management Agreement, counterparties to our
agreements may cease doing business with us.

If our Manager ceases to be our manager, it could constitute an event of default or early termination event
under financing and other agreements we may enter into in the future, upon which our counterparties may have
the right to terminate their agreements with us. If our Manager ceases to be our manager for any reason,
including upon the non-renewal of the Management Agreement, our business and our ability to make
distributions to our stockholders may be materially adversely affected.

The Management Agreement with our Manager and the exclusivity and ROFO agreement with CTO were not
negotiated on an arm’s-length basis and may not be as favorable to us as if they had been negotiated with
unaffiliated third parties.

The Management Agreement with our Manager and the exclusivity and ROFO agreement with CTO were
negotiated between related parties and before our independent directors were elected, and their terms, including
the fees payable to our Manager, may not be as favorable to us as if they had been negotiated with unaffiliated
third parties. The terms of these agreements may not reflect our long-term best interests and may be overly
favorable to CTO, our Manager and their affiliates (other than us and our subsidiaries). Further, we may choose
not to enforce, or to enforce less vigorously, our rights under the Management Agreement and the exclusivity and
ROFO agreement because of our desire to maintain our ongoing relationships with our Manager and CTO.

Risks Related to Our Financing Activities

Our growth depends on external sources of capital, including debt financings, that are outside of our control
and may not be available to us on commercially reasonable terms or at all.

In order to maintain our qualification as a REIT, we are required under the Code, among other things, to
distribute annually at least 90% of our REIT taxable income, determined without regard to the dividends paid
deduction and excluding any net capital gain. In addition, we are subject to income tax at the U.S. federal
corporate income tax rate to the extent that we distribute less than 100% of our net taxable income. Because of
these distribution requirements, we may not have sufficient liquidity from our operating cash flows to fund future
capital needs, including any acquisition financing. Consequently, we may rely on third-party sources, including
lenders, to fund our capital needs. We may not be able to obtain debt financing on favorable terms or at all. Any
additional debt we incur will increase our leverage and likelihood of default. Our access to third-party sources of
capital depends, in part, on:

•

general market conditions;

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•

•

•

•

•

the market’s perception of our growth potential;

our current debt levels;

our current and expected future earnings;

our cash flow and cash distributions; and

the market price per share of our common stock.

If we cannot obtain capital from third-party sources, we may not be able to acquire properties when strategic

opportunities exist, meet the capital and operating needs of our existing properties, satisfy our debt service
obligations or make the cash distributions to our stockholders necessary to maintain our qualification as a REIT,
which would materially and adversely affect us.

Our organizational documents have no limitation on the amount of additional indebtedness that we may incur
in the future. As a result, we may become highly leveraged in the future, which could materially and adversely
affect us.

We have entered into the Credit Facility and, in the future, we may incur additional indebtedness to finance
future acquisitions and redevelopment and renovation projects and for general corporate purposes. There are no
restrictions in our charter or bylaws that limit the amount or percentage of indebtedness that we may incur nor
restrict the form in which our indebtedness will be incurred (including recourse or non-recourse debt or cross-
collateralized debt).

A substantial level of indebtedness in the future could have adverse consequences for our business and

otherwise materially and adversely affect us because it could, among other things:

•

•

•

•

require us to dedicate a substantial portion of our cash flow from operations to make principal and
interest payments on our indebtedness, thereby reducing our cash flow available to fund working
capital, capital expenditures and other general corporate purposes, including to pay dividends on our
common stock as currently contemplated or necessary to satisfy the requirements for qualification as a
REIT;

increase our vulnerability to general adverse economic and industry conditions and limit our flexibility
in planning for, or reacting to, changes in our business and our industry;

limit our ability to borrow additional funds or refinance indebtedness on favorable terms or at all to
expand our business or ease liquidity constraints; and

place us at a competitive disadvantage relative to competitors that have less indebtedness.

The agreements governing our indebtedness are likely to place restrictions on us and our subsidiaries,
reducing our operational flexibility and creating risks associated with default and noncompliance.

The agreements governing the Credit Facility and any other indebtedness that we may incur in the future
contain or may contain covenants that place restrictions on us and our subsidiaries. These covenants may restrict,
among other activities, our and our subsidiaries’ ability to:

• merge, consolidate or transfer all or substantially all of our or our subsidiaries’ assets;

•

•

sell, transfer, pledge or encumber our stock or the ownership interests of our subsidiaries;

incur additional debt or issue preferred stock;

• make certain investments;

• make certain expenditures, including capital expenditures;

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•

•

pay dividends on or repurchase our capital stock; and

enter into certain transactions with affiliates.

These covenants could impair our ability to grow our business, take advantage of attractive business
opportunities or successfully compete. Our ability to comply with financial and other covenants may be affected
by events beyond our control, including prevailing economic, financial and industry conditions. A breach of any
of these covenants or covenants under any other agreements governing our indebtedness could result in an event
of default. Any cross-default provisions in our debt agreements could cause an event of default under one debt
agreement to trigger an event of default under our other debt agreements. Upon the occurrence of an event of
default under any of our debt agreements, our lenders could elect to declare all outstanding debt under such
agreements to be immediately due and payable. If we were unable to repay or refinance the accelerated debt, our
lenders could proceed against any assets pledged to secure that debt, including foreclosing on or requiring the
sale of any properties securing that debt, and the proceeds from the sale of these properties may not be sufficient
to repay such debt in full.

Mortgage debt obligations expose us to the possibility of foreclosure, which could result in the loss of our
investment in any property subject to mortgage debt.

Future borrowings may be secured by mortgages on our properties. Incurring mortgage and other secured
debt obligations increases our risk of losses because defaults on secured indebtedness may result in foreclosure
actions initiated by lenders and ultimately our loss of the properties securing any loans for which we are in
default. If we are in default under a cross-defaulted mortgage loan, we could lose multiple properties to
foreclosure. For tax purposes, a foreclosure of any of our properties would be treated as a sale of the property for
a purchase price equal to the outstanding balance of the debt secured by the mortgage. If the outstanding balance
of the debt secured by the mortgage exceeds our tax basis in the property, we would recognize taxable income on
foreclosure, but would not receive any cash proceeds, which could hinder our ability to meet the REIT
distribution requirements imposed by the Code. As we execute our business plan, we may assume or incur new
mortgage indebtedness on our properties. Any default under any mortgage debt obligation we incur may increase
the risk of our default on our other indebtedness, including indebtedness under our anticipated revolving credit
facility, which could materially and adversely affect us.

An increase in interest rates would increase our interest costs on our variable rate debt and could adversely
impact our ability to refinance existing debt or sell assets.

Future borrowings under our revolving credit facility will bear interest at variable rates. An increase in

interest rates would increase our interest payments and reduce our cash flow available for other corporate
purposes. In addition, rising interest rates could limit our ability to refinance debt when it matures and increase
interest costs on any debt that is refinanced. Further, an increase in interest rates could increase the cost of
financing, thereby decreasing the amount third parties are willing to pay for our properties, which would limit
our ability to dispose of properties when necessary or desired.

In addition, we may enter into hedging arrangements in the future. Our hedging arrangements may include

interest rate swaps, caps, floors and other interest rate hedging contracts. Our hedging arrangements could
reduce, but may not eliminate, the impact of rising interest rates, and they could expose us to the risk that other
parties to our hedging arrangements will not perform or that the agreements relating to our hedges may not be
enforceable.

Changes in the method pursuant to which LIBOR is determined and potential phasing out of LIBOR after
2021 may affect our financial results.

In July 2017, the chief executive of the United Kingdom Financial Conduct Authority, or the FCA, which

regulates LIBOR, announced that the FCA intends to stop compelling banks to submit rates for the calculation of

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LIBOR after 2021. It is not possible to predict the effect of these changes, other reforms or the establishment of
alternative reference rates in the United Kingdom or elsewhere. Furthermore, in the United States, efforts to
identify a set of alternative U.S. dollar reference interest rates include proposals by the Alternative Reference
Rates Committee of the Federal Reserve Board and the Federal Reserve Bank of New York. The U.S. Federal
Reserve, in conjunction with the Alternative Rates Committee, a steering committee comprised of large U.S.
financial institutions, is considering replacing U.S. dollar LIBOR with the Secured Overnight Financing Rate, or
SOFR, a new index calculated by short-term repurchase agreements, backed by Treasury securities. The Federal
Reserve Bank of New York began publishing SOFR rates in 2018. The market transition away from LIBOR and
towards SOFR is expected to be gradual and complicated. There are significant differences between LIBOR and
SOFR, such as LIBOR being an unsecured lending rate and SOFR a secured lending rate, and SOFR is an
overnight rate and LIBOR reflects term rates at different maturities. These and other differences create the
potential for basis risk between the two rates. The impact of any basis risk between LIBOR and SOFR may
negatively affect our operating results. Any of these alternative methods may result in interest rates that are
higher than if LIBOR were available in its current form, which could have a material adverse effect on results.
Whether or not SOFR attains market traction as a LIBOR replacement tool remains in question.

On November 30, 2020, ICE Benchmark Administration (“IBA”), the administrator of LIBOR, with the
support of the United States Federal Reserve and the United Kingdom’s Financial Conduct Authority, announced
plans to consult on ceasing publication of USD LIBOR on December 31, 2021 for only the one week and two
month USD LIBOR tenors, and on June 30, 2023 for all other USD LIBOR tenors. While this announcement
extends the transition period to June 2023, the United States Federal Reserve concurrently issued a statement
advising banks to stop new USD LIBOR issuances by the end of 2021. In light of these recent announcements,
the future of LIBOR at this time is uncertain and any changes in the methods by which LIBOR is determined or
regulatory activity related to LIBOR’s phaseout could cause LIBOR to perform differently than in the past or
cease to exist. If that were to occur, the level of interest payments we incur may change. In addition, although
certain of our LIBOR based obligations provide for alternative methods of calculating the interest rate payable on
certain of our obligations if LIBOR is not reported, which include requesting certain rates from major reference
banks in London or New York, or alternatively using LIBOR for the immediately preceding interest period or
using the initial interest rate, as applicable, uncertainty as to the extent and manner of future changes may result
in interest rates and/or payments that are higher than, lower than or that do not otherwise correlate over time with
the interest rates and/or payments that would have been made on our obligations if LIBOR rate was available in
its current form. Although regulators and IBA have made clear that the recent announcements should not be read
to say that LIBOR has ceased or will cease, in the event LIBOR does cease to exist, the risks associated with the
transition to an alternative reference rate will be accelerated and magnified.

Risks Related to Our Organization and Structure

We are a holding company with no direct operations, and we will rely on funds received from the Operating
Partnership to pay our obligations and make distributions to our stockholders.

We are a holding company and will conduct substantially all of our operations through the Operating
Partnership. We will not have, apart from an interest in the Operating Partnership, any independent operations.
As a result, we will rely on distributions from the Operating Partnership to make any distributions we declare on
shares of our common stock. We will also rely on distributions from the Operating Partnership to meet any of our
obligations, including any tax liability on taxable income allocated to us from the Operating Partnership. In
addition, because we are a holding company, your claims as stockholders are structurally subordinated to all
existing and future creditors and preferred equity holders of the Operating Partnership and its subsidiaries.
Therefore, in the event of a bankruptcy, insolvency, liquidation or reorganization of the Operating Partnership or
its subsidiaries, assets of the Operating Partnership or the applicable subsidiary will be available to satisfy our
claims to us as an equity owner therein only after all of their liabilities and preferred equity have been paid in
full.

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As of December 31, 2020, we owned 85.9% of the OP Units issued by the Operating Partnership. However,

in connection with our future acquisition activities or otherwise, we may issue additional OP Units to third
parties. Such issuances would reduce our ownership in the Operating Partnership.

Certain provisions of Maryland law could inhibit changes in control of our company.

Certain “business combination” and “control share acquisition” provisions of the Maryland General

Corporation Law, or the MGCL, may have the effect of deterring a third party from making a proposal to acquire
us or of impeding a change in control under circumstances that otherwise could provide the holders of our
common stock with the opportunity to realize a premium over the then-prevailing market price of our common
stock. Pursuant to the MGCL, the Board has by resolution exempted business combinations between us and any
other person. Our bylaws contain a provision exempting from the control share acquisition statute any and all
acquisitions by any person of shares of our stock. However, there can be no assurance that these exemptions will
not be amended or eliminated at any time in the future. Our charter and bylaws and Maryland law also contain
other provisions that may delay, defer or prevent a transaction or a change of control that might involve a
premium price for our common stock or that our stockholders otherwise believe to be in their best interest.

Certain provisions in the partnership agreement of the Operating Partnership may delay, defer or prevent
unsolicited acquisitions of us.

Provisions in the partnership agreement of the Operating Partnership may delay, defer or prevent unsolicited

acquisitions of us or changes of our control. These provisions could discourage third parties from making
proposals involving an unsolicited acquisition of us or change of our control, although some stockholders might
consider such proposals, if made, desirable. These provisions include, among others:

•

•

•

•

redemption rights of qualifying parties;

transfer restrictions on OP Units;

our ability, as general partner, in some cases, to amend the partnership agreement and to cause the
Operating Partnership to issue units with terms that could delay, defer or prevent a merger or other
change of control of us or the Operating Partnership without the consent of the limited partners; and

the right of the limited partners to consent to transfers of the general partnership interest and mergers or
other transactions involving us under specified circumstances.

The partnership agreement of the Operating Partnership and Delaware law also contain other provisions that

may delay, defer or prevent a transaction or a change of control that might involve a premium price for our
common stock or that our stockholders otherwise believe to be in their best interest.

Our charter contains stock ownership limits, which may delay, defer or prevent a change of control.

In order for us to maintain our qualification as a REIT for each taxable year commencing with our
taxable year ended December 31, 2020, no more than 50% in value of our outstanding capital stock may be
owned, directly or indirectly, by five or fewer individuals during the last half of any calendar year, and at least
100 persons must beneficially own our stock during at least 335 days of a taxable year of 12 months or during a
proportionate portion of a shorter taxable year. “Individuals” for this purpose include natural persons, private
foundations, some employee benefit plans and trusts and some charitable trusts. To assist us in complying with
these limitations, among other purposes, our charter generally prohibits any person from directly or indirectly
owning more than 9.8% in value or number of shares, whichever is more restrictive, of the outstanding shares of
any class or series of our capital stock. These ownership limitations could have the effect of discouraging a
takeover or other transaction in which holders of our common stock might receive a premium for their shares
over the then prevailing market price or which holders might believe to be otherwise in their best interests.

34

Our charter’s constructive ownership rules are complex and may cause the outstanding shares owned by a

group of related individuals or entities to be deemed to be constructively owned by one individual or entity. As a
result, the acquisition of less than these percentages of the outstanding shares by an individual or entity could
cause that individual or entity to own constructively in excess of these percentages of the outstanding shares and
thus violate the share ownership limits. Our charter also provides that any attempt to own or transfer shares of
our common stock or preferred stock (if and when issued) in excess of the stock ownership limits without the
consent of the Board or in a manner that would cause us to be “closely held” under Section 856(h) of the Code
(without regard to whether the shares are held during the last half of a taxable year) will result in the shares being
automatically transferred to a trustee for a charitable trust or, if the transfer to the charitable trust is not
automatically effective to prevent a violation of the share ownership limits or the restrictions on ownership and
transfer of our shares, any such transfer of our shares will be null and void.

The Board may change our strategies, policies or procedures without stockholder consent, which may subject
us to different and more significant risks in the future.

Our investment, financing, leverage and distribution policies and our policies with respect to all other
activities, including growth, debt, capitalization and operations, are determined by the Board. These policies may
be amended or revised at any time and from time to time at the discretion of the board of directors without notice
to or a vote of our stockholders. This could result in us conducting operational matters, making investments or
pursuing different business or growth strategies than those contemplated. Under these circumstances, we may
expose ourselves to different and more significant risks in the future, which could have a material adverse effect
on our business and growth. In addition, the Board may change our policies with respect to conflicts of interest,
provided that such changes are consistent with applicable legal requirements.

We may have assumed unknown liabilities in connection with the Formation Transactions, which, if
significant, could materially and adversely affect us.

As part of the Formation Transactions, we acquired our initial portfolio from CTO, subject to existing
liabilities, some of which may have been unknown at the time of the IPO and may remain unknown. Unknown
liabilities might include claims of tenants, vendors or other persons dealing with such entities prior to the IPO
(that had not been asserted or threatened prior to the IPO), tax liabilities and accrued but unpaid liabilities
incurred in the ordinary course of business. Any unknown or unquantifiable liabilities that we assumed in
connection with the Formation Transactions for which we have no or limited recourse could materially and
adversely affect us.

Our rights and the rights of our stockholders to take action against our directors and executive officers are
limited, which could limit your recourse in the event of actions not in your best interest.

Our charter limits the liability of our present and former directors and executive officers to us and our
stockholders for money damages to the maximum extent permitted under Maryland law. Under current Maryland
law, our present and former directors and executive officers will not have any liability to us or our stockholders
for money damages other than liability resulting from (i) actual receipt of an improper benefit or profit in money,
property or services or (ii) active and deliberate dishonesty by the director or executive officer that was
established by a final judgment and is material to the cause of action. As a result, we and our stockholders have
limited rights against our present and former directors and executive officers, which could limit your recourse in
the event of actions not in your best interest.

Conflicts of interest exist or could arise in the future between the interests of our stockholders and the
interests of holders of Operating Partnership units, which may impede business decisions that could benefit
our stockholders.

Conflicts of interest exist or could arise in the future as a result of the relationships between us and our
affiliates, on the one hand, and the Operating Partnership or any partner thereof, on the other. Our directors and

35

executive officers have duties to our company under applicable Maryland law in connection with their
management of our company. At the same time, our wholly owned subsidiary, Alpine Income Property GP, LLC,
as the general partner of the Operating Partnership, has fiduciary duties and obligations to the Operating
Partnership and its limited partners under Delaware law and the partnership agreement of the Operating
Partnership in connection with the management of the Operating Partnership. The fiduciary duties and
obligations of the general partner to the Operating Partnership and its partners may come into conflict with the
duties of our directors and executive officers to our company. The Operating Partnership agreement provides
that, in the event of a conflict between the interests of our stockholders on the one hand, and the limited partners
of the Operating Partnership on the other hand, the general partner will endeavor in good faith to resolve the
conflict in a manner not adverse to either our stockholders or the limited partners, provided however, that so long
as we own a controlling interest in the Operating Partnership, any such conflict that the general partner, in its sole
and absolute discretion, determines cannot be resolved in a manner not adverse to either our stockholders or the
limited partners of the Operating Partnership are resolved in favor of our stockholders, and the general partner
will not be liable for monetary damages for losses sustained, liabilities incurred or benefits not derived by the
limited partners in connection with such decisions.

In addition, to the extent permitted by applicable law, the partnership agreement will provide for the
indemnification of the general partner and our officers, directors, employees and any other persons the general
partner may designate from and against any and all claims that relate to the operations of the Operating
Partnership as set forth in the partnership agreement in which any indemnitee may be involved, or is threatened
to be involved, as a party or otherwise, unless it is established that:

•

•

•

the act or omission of the indemnitee was material to the matter giving rise to the proceeding and either
was committed in bad faith or was the result of active and deliberate dishonesty;

the indemnitee actually received an improper personal benefit in money, property or services; or

in the case of any criminal proceeding, the indemnitee had reasonable cause to believe that the act or
omission was unlawful.

Similarly, the general partner of the Operating Partnership and our officers, directors, agents or employees,
will not be liable for monetary damages to the Operating Partnership or the limited partners for losses sustained
or liabilities incurred as a result of errors in judgment or mistakes of fact or law or of any act or omission so long
as any such party acted in good faith.

We could increase or decrease the number of authorized shares of stock, classify and reclassify unissued stock
and issue stock without stockholder approval, which could prevent a change in our control and negatively
affect the market price of our common stock.

The Board, without stockholder approval, has the power under our charter to amend our charter from time to
time to increase or decrease the aggregate number of shares of stock or the number of shares of stock of any class
or series that we are authorized to issue, to authorize us to issue authorized but unissued shares of our common
stock or preferred stock and to classify or reclassify any unissued shares of our common stock or preferred stock
into one or more classes or series of stock and set the terms of such newly classified or reclassified shares. As a
result, we may issue series or classes of common stock or preferred stock with preferences, distributions, powers
and rights, voting or otherwise, that are senior to the rights of holders of our common stock. Any such issuance
could dilute our existing common stockholders’ interests. Although the Board has no such intention at the present
time, it could establish a class or series of preferred stock that could, depending on the terms of such series,
delay, defer or prevent a transaction or a change of control that might involve a premium price for our common
stock or that our stockholders otherwise believe to be in their best interest.

36

The Operating Partnership may issue additional OP Units without the consent of our stockholders, which
could have a dilutive effect on our stockholders.

The Operating Partnership may issue additional OP Units to third parties without the consent of our
stockholders, which would reduce our ownership percentage in the Operating Partnership and may have a
dilutive effect on the amount of distributions made to us by the Operating Partnership and, therefore, the amount
of distributions we may make to our stockholders. Any such issuances, or the perception of such issuances, could
materially and adversely affect the market price of our common stock.

We are an “emerging growth company” and a “smaller reporting company,” and we cannot be certain if the
reduced disclosure requirements applicable to emerging growth companies and smaller reporting companies
will make shares of our common stock less attractive to investors.

We are an “emerging growth company” as defined in the JOBS Act. We will remain an “emerging growth

company” until the earliest to occur of (i) the last day of the fiscal year during which our total annual gross
revenue equals or exceeds $1.07 billion (subject to adjustment for inflation), (ii) December 31, 2024 (the last day
of the fiscal year following the fifth anniversary of the IPO); (iii) the date on which we have, during the previous
three-year period, issued more than $1 billion in non-convertible debt securities and (iv) the date on which we are
deemed to be a “large accelerated filer” under the Exchange Act. We intend to take advantage of exemptions
from various reporting requirements that are applicable to most other public companies, whether or not they are
classified as “emerging growth companies,” including, but not limited to, an exemption from the provisions of
Section 404(b) of the Sarbanes-Oxley Act requiring that our independent registered public accounting firm
provide an attestation report on the effectiveness of our internal control over financial reporting. An attestation
report by our auditor would require additional procedures by them that could detect problems with our internal
control over financial reporting that are not detected by management. If our system of internal control over
financial reporting is not determined to be appropriately designed or operating effectively, it could require us to
restate financial statements, cause us to fail to meet reporting obligations and cause investors to lose confidence
in our reported financial information, all of which could lead to a significant decline in the market price of our
common stock. The JOBS Act also provides that an “emerging growth company” can take advantage of the
extended transition period provided in the Securities Act of 1933, as amended (the “Securities Act”) for
complying with new or revised accounting standards. However, we have chosen to “opt out” of this extended
transition period and, as a result, we will comply with new or revised accounting standards on the relevant dates
on which adoption of such standards is required for all public companies that are not emerging growth
companies. Our decision to opt out of the extended transition period for complying with new or revised
accounting standards is irrevocable.

We are also a “smaller reporting company” as defined in Regulation S-K under the Securities Act and may

take advantage of certain of the scaled disclosures available to smaller reporting companies. We may be a smaller
reporting company even after we are no longer an “emerging growth company.”

We cannot predict if investors will find our common stock less attractive because we intend to rely on
certain of these exemptions and benefits under the JOBS Act. If some investors find our common stock less
attractive as a result, there may be a less active, liquid and/or orderly trading market for our common stock and
the market price and trading volume of our common stock may be more volatile and decline significantly.

We will incur new costs as a result of becoming a public company, and such costs may increase when we cease
to be an “emerging growth company.”

As a public company, we will incur significant legal, accounting, insurance and other expenses, including

costs associated with public company reporting requirements. The expenses incurred by public companies
generally for reporting and corporate governance purposes have been increasing. We expect compliance with
these public reporting requirements and associated rules and regulations to increase expenses, particularly after
we are no longer an emerging growth company, although we are currently unable to estimate theses costs with
any degree of certainty. We could be an emerging growth company for up to five years, although circumstances
could cause us to lose that status earlier, which could result in our incurring additional costs applicable to public
companies that are not emerging growth companies.

37

Risks Related to Our Qualification and Operation as a REIT

Failure to remain qualified as a REIT would cause us to be taxed as a regular corporation, which would
substantially reduce funds available for distributions to our stockholders.

We believe that our organization and method of operation have enabled us to meet the requirements for
qualification and taxation as a REIT commencing with our short taxable year beginning on November 26, 2019
and ending on December 31, 2019, and we intend to continue to be organized and operate in such a manner.
However, we cannot assure you that we will qualify and remain qualified as a REIT. Moreover, our qualification
and taxation as a REIT depend upon our ability to meet on a continuing basis, through actual annual operating
results, certain qualification tests set forth in the U.S. federal tax laws. Accordingly, no assurance can be given
that our actual results of operations for any particular taxable year will satisfy such requirements.

If we fail to qualify as a REIT in any taxable year, we will face serious tax consequences that will

substantially reduce the funds available for distributions to our stockholders because:

• we would not be allowed a deduction for dividends paid to stockholders in computing our taxable

income and would be subject to U.S. federal income tax at regular corporate rates;

• we could be subject increased state and local taxes; and

•

unless we are entitled to relief under certain U.S. federal income tax laws, we could not re-elect REIT
status until the fifth calendar year after the year in which we failed to qualify as a REIT.

In addition, if we fail to remain qualified as a REIT, we will no longer be required to make distributions. As

a result of all these factors, our failure to remain qualified as a REIT could impair our ability to expand our
business and raise capital, and it would adversely affect our business, financial condition, results of operations or
ability to make distributions to our stockholders and the trading price of our common stock.

Even if we remain qualified as a REIT, we may face other tax liabilities that could reduce our cash flows and
negatively impact our results of operations and financial condition.

Even if we remain qualified for taxation as a REIT, we may be subject to certain U.S. federal, state and local
taxes on our income and assets, including taxes on any undistributed income, tax on income from some activities
conducted as a result of a foreclosure and state or local income, property and transfer taxes. In addition, under
new partnership audit procedures, the Operating Partnership and any other partnership that we may form or
acquire may be liable at the entity level for tax imposed under those procedures. Further, any taxable REIT
subsidiaries (“TRS”) that we may form in the future will be subject to regular corporate U.S. federal, state and
local taxes. Moreover, several provisions of the Code regarding the arrangements between a REIT and its TRS
entities function to ensure that such TRS entities are subject to an appropriate level of U.S. federal income
taxation. Any of these taxes would decrease cash available for distributions to stockholders, which, in turn, could
materially adversely affect our business, financial condition, results of operations or ability to make distributions
to our stockholders and the trading price of our common stock.

Failure to make required distributions would subject us to U.S. federal corporate income tax.

We intend to continue to operate in a manner so as to maintain our qualification as a REIT for U.S. federal
income tax purposes. In order to maintain our qualification as a REIT, we generally are required to distribute at
least 90% of our REIT taxable income, determined without regard to the dividends paid deduction and excluding
any net capital gain, each year to our stockholders. To the extent that we satisfy this distribution requirement but
distribute less than 100% of our REIT taxable income, we will be subject to U.S. federal corporate income tax on
our undistributed taxable income. In addition, we will be subject to a 4% nondeductible excise tax on the amount,
if any, by which dividends we pay in a calendar year are less than the sum of 85% of our ordinary income, 95%
of our capital gain net income and, 100% of our undistributed income (as defined under the excise tax rules from
prior years.

38

Complying with REIT requirements may cause us to forego otherwise attractive opportunities or liquidate
otherwise attractive investments.

To maintain our qualification as a REIT for U.S. federal income tax purposes, we must continually satisfy
tests concerning, among other things, the sources of our income, the nature and diversification of our assets, the
amounts we distribute to our stockholders and the ownership of our stock. In order to meet these tests, we may be
required to forego investments we might otherwise make. Thus, compliance with the REIT requirements may
hinder our performance.

In particular, we must ensure that at the end of each calendar quarter, at least 75% of the value of our assets

consists of cash, cash items, government securities and qualified real estate assets. The remainder of our
investment in securities (other than government securities, securities of TRSs and qualified real estate assets)
generally cannot include more than 10% of the outstanding voting securities of any one issuer or more than 10%
of the total value of the outstanding securities of any one issuer. In addition, in general, no more than 5% of the
value of our assets (other than government securities, securities of TRSs and qualified real estate assets) can
consist of the securities of any one issuer, no more than 20% of the value of our total assets can be represented by
the securities of one or more TRSs and no more than 25% of our assets can be represented by debt of “publicly
offered REITs” (i.e., REITs that are required to file annual and periodic reports with the SEC under the Exchange
Act), unless secured by real property or interests in real property. If we fail to comply with these requirements at
the end of any calendar quarter, we must correct the failure within 30 days after the end of the calendar quarter or
qualify for certain statutory relief provisions to avoid losing our REIT qualification and suffering adverse tax
consequences. As a result, we may be required to liquidate otherwise attractive investments. These actions could
have the effect of reducing our income and amounts available for distribution to our stockholders.

The relative lack of experience of our Manager in operating under the constraints imposed on us as a REIT
may hinder the achievement of our investment objectives.

The Code imposes numerous constraints on the operations of REITs that do not apply to other investment
vehicles. Our qualification as a REIT depends upon our ability to meet requirements regarding our organization
and ownership, distributions of our income, the nature and diversification of our income and assets and other
tests imposed by the Code. Any failure to comply could cause us to fail to satisfy the requirements associated
with qualifying for and maintaining REIT status. Our Manager has relatively limited experience operating under
these constraints, which may hinder our ability to take advantage of attractive investment opportunities and to
achieve our investment objectives. As a result, we cannot assure you that our Manager will be able to operate our
business under these constraints. If we fail to qualify as a REIT for any taxable year, we will be subject to U.S.
federal income tax on our taxable income at corporate rates. In addition, we would generally be disqualified from
treatment as a REIT for the four taxable years following the year of losing our REIT status. Losing our REIT
status would reduce our net earnings available for investment or distribution to stockholders because of the
additional tax liability. In addition, distributions to stockholders would no longer qualify for the dividends paid
deduction, and we would no longer be required to make distributions. If this occurs, we might be required to
borrow funds or liquidate some investments in order to pay the applicable tax.

Complying with REIT requirements may limit our ability to hedge our liabilities effectively and may cause us
to incur tax liabilities.

The REIT provisions of the Code may limit our ability to hedge our liabilities. Any income from a hedging

transaction we enter into to manage risk of interest rate changes, price changes or currency fluctuations with
respect to borrowings made or to be made to acquire or carry real estate assets, if properly identified under
applicable Treasury Regulations, does not constitute “gross income” for purposes of the 75% or 95% gross
income tests applicable to REITs. In addition, certain income from hedging transactions entered into to hedge
existing hedging positions after any portion of the hedged indebtedness or property is extinguished or disposed of
will not be included in income for purposes of the 75% and 95% gross income tests. To the extent that we enter

39

into other types of hedging transactions, the income from those transactions will likely be treated as
non-qualifying income for purposes of both of the gross income tests. As a result of these rules, we may need to
limit our use of advantageous hedging techniques or implement those hedges through a TRS. This could increase
the cost of our hedging activities because our TRSs would be subject to tax on gains or expose us to greater risks
associated with changes in interest rates than we would otherwise want to bear. In addition, losses in a TRS
generally will not provide any tax benefit, except for being carried forward against future taxable income of such
TRS.

Our ability to provide certain services to our tenants may be limited by the REIT rules or may have to be
provided through a TRS.

As a REIT, we generally cannot provide services to our tenants other than those that are customarily
provided by landlords, nor can we derive income from a third party that provides such services. If we forego
providing such services to our tenants, we may be at a disadvantage to competitors that are not subject to the
same restrictions. However, we can provide such non-customary services to tenants or share in the revenue from
such services if we do so through a TRS, though income earned by such TRS will be subject to U.S. federal
corporate income tax.

The prohibited transactions tax may limit our ability to dispose of our properties.

A REIT’s net income from prohibited transactions is subject to a 100% tax. In general, prohibited

transactions are sales or other dispositions of property, other than foreclosure property, held primarily for sale to
customers in the ordinary course of business. We may be subject to the prohibited transaction tax equal to 100%
of net gain upon a disposition of real property. Although a safe harbor to the characterization of the sale of real
property by a REIT as a prohibited transaction is available, we cannot assure you that we can comply with the
safe harbor or that we will avoid owning property that may be characterized as held primarily for sale to
customers in the ordinary course of business. Consequently, we may choose not to engage in certain sales of our
properties or may conduct such sales through any TRS that we may form, which would be subject to U.S. federal
corporate income tax.

We may pay taxable dividends in our common stock and cash, in which case stockholders may sell shares of
our common stock to pay tax on such dividends, placing downward pressure on the market price of our
common stock.

We may satisfy the 90% distribution test with taxable distributions of our common stock. The Internal
Revenue Service (“IRS”) has issued Revenue Procedure 2017-45 authorizing elective cash/stock dividends to be
made by “publicly offered REITs.” Pursuant to Revenue Procedure 2017-45, the IRS will treat the distribution of
stock pursuant to an elective cash/stock dividend as a distribution of property under Section 301 of the Code (i.e.,
a dividend), as long as at least 20% of the total dividend is available in cash and certain other parameters detailed
in the Revenue Procedure are satisfied.

If we made a taxable dividend payable in cash and common stock, taxable stockholders receiving such
dividends will be required to include the full amount of the dividend as ordinary income to the extent of our
current and accumulated earnings and profits, as determined for U.S. federal income tax purposes. As a result,
stockholders may be required to pay income tax with respect to such dividends in excess of the cash dividends
received. If a U.S. stockholder sells the common stock that 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 common stock at the time of the sale. Furthermore, with respect to certain non-U.S.
stockholders, we may be required to withhold U.S. federal income tax with respect to such dividends, including
in respect of all or a portion of such dividend that is payable in common stock. If we made a taxable dividend
payable in cash and our common stock and a significant number of our stockholders determine to sell shares of
our common stock in order to pay taxes owed on dividends, it may put downward pressure on the trading price of

40

our common stock. We do not currently intend to pay taxable dividends using both our common stock and cash,
although we may choose to do so in the future.

The ability of the Board to revoke our REIT qualification without stockholder approval may cause adverse
consequences to our stockholders.

Our charter provides that the Board may revoke or otherwise terminate our REIT election, without the
approval of our stockholders, if it determines in good faith that it is no longer in our best interest to continue to
qualify as a REIT. If we cease to qualify as a REIT, we would become subject to U.S. federal income tax on our
taxable income and would no longer be required to distribute most of our taxable income to our stockholders,
which may have adverse consequences on our total return to our stockholders.

Any ownership of a TRS we may form in the future will be subject to limitations and our transactions with a
TRS will cause us to be subject to a 100% penalty tax on certain income or deductions if those transactions
are not conducted on arm’s-length terms.

Overall, no more than 20% of the value of a REIT’s assets may consist of stock or securities of one or more
TRS entities. A TRS will be subject to applicable U.S. federal, state and local corporate income tax on its taxable
income, and its after tax net income will be available for distribution to us but is not required to be distributed to
us. In addition, several provisions of the Code regarding the arrangements between a REIT and its TRS entities
function to ensure that the TRS is subject to an appropriate level of U.S. federal income taxation. The Code also
imposes a 100% excise tax on certain transactions between a TRS and its parent REIT that are not conducted on
an arm’s-length basis. We will monitor the value of our respective investments in any TRS that we may form for
the purpose of ensuring compliance with TRS ownership limitations and will structure our transactions with any
TRS on terms that we believe are arm’s length to avoid incurring the 100% excise tax described above. There can
be no assurance, however, that we will be able to comply with the 20% limitation or to avoid application of the
100% excise tax.

You may be restricted from acquiring or transferring certain amounts of our common stock.

The stock ownership restrictions of the Code for REITs and the 9.8% share ownership limit in our charter

may inhibit market activity in our capital stock and restrict our business combination opportunities.

In order to qualify as a REIT for each taxable year beginning in 2020, five or fewer individuals, as defined
in the Code, may not own, beneficially or constructively, more than 50% in value of our issued and outstanding
capital stock at any time during the last half of a taxable year. Attribution rules in the Code determine if any
individual or entity beneficially or constructively owns our shares of capital stock under this requirement.
Additionally, at least 100 persons must beneficially own our shares of capital stock during at least 335 days of a
taxable year for each taxable year beginning in 2020. To help ensure that we meet these tests, our charter restricts
the acquisition and ownership of shares of our capital stock.

Our charter, with certain exceptions, requires our directors to take such actions as are necessary and

desirable to preserve our qualification as a REIT. Unless exempted by the Board, our charter prohibits any person
from beneficially or constructively owning more than 9.8% in value or number of shares, whichever is more
restrictive, of the outstanding shares of any class or series of our shares of capital stock. The Board may not grant
an exemption from this restriction to any person if such exemption would result in our failing to qualify as a
REIT. This as well as other restrictions on transferability and ownership will not apply, however, if the Board
determines in good faith that it is no longer in our best interests to continue to qualify as a REIT.

Dividends payable by REITs do not qualify for the reduced tax rates available for some dividends.

The maximum U.S. federal income tax rate applicable to “qualified dividend income” payable to U.S.

stockholders that are taxed at individual rates is 20% (plus the 3.8% surtax on net investment income, if

41

applicable). Dividends payable by REITs, however, generally are not eligible for the reduced rates on qualified
dividend income. However, for taxable years beginning before January 1, 2026, ordinary REIT dividends
constitute “qualified business income” and thus a 20% deduction is available to individual taxpayers with respect
to such dividends, resulting in a 29.6% maximum U.S. federal income tax rate (plus the 3.8% surtax on net
investment income, if applicable) for individual U.S. stockholders. However, to qualify for this deduction, the
stockholder receiving such dividends must hold the dividend-paying REIT stock for at least 46 days (taking into
account certain special holding period rules) of the 91-day period beginning 45 days before the stock becomes
ex-dividend, and cannot be under an obligation to make related payments with respect to a position in
substantially similar or related property. The more favorable rates applicable to regular corporate qualified
dividends could cause investors who are taxed at individual rates to perceive investments in REITs to be
relatively less attractive than investments in the stocks of non-REIT corporations that pay dividends, which could
adversely affect the value of the shares of REITs, including our common stock.

We may be subject to adverse legislative or regulatory tax changes, in each instance with potentially
retroactive effect, that could reduce the market price of our common stock.

At any time, the U.S. federal income tax laws governing REITs, or the administrative interpretations of

those laws may be amended. We cannot predict when or if any new U.S. federal income tax law, regulation or
administrative interpretation, or any amendment to any existing U.S. federal income tax law, regulation or
administrative interpretation, will be adopted, promulgated or become effective and any such law, regulation or
interpretation may take effect retroactively. We and our stockholders could be adversely affected by any such
change in the U.S. federal income tax laws, regulations or administrative interpretations which, in turn, could
materially adversely affect our ability to make distributions to our stockholders and the trading price of our
common and preferred stock.

If the Operating Partnership failed to qualify as a partnership for U.S. federal income tax purposes, we would
cease to qualify as a REIT and suffer other adverse consequences.

We believe that the Operating Partnership will be treated as a partnership for U.S. federal income tax
purposes. As a partnership, the Operating Partnership will not be subject to U.S. federal income tax on its
income. Instead, each of its partners, including us, will be allocated, and may be required to pay tax with respect
to, its share of the Operating Partnership’s income. We cannot assure you, however, that the IRS will not
challenge the status of the Operating Partnership or any other subsidiary partnership in which we own an interest
as a partnership for U.S. federal income tax purposes, or that a court would not sustain such a challenge. If the
IRS were successful in treating the Operating Partnership or any such other subsidiary partnership as an entity
taxable as a corporation for U.S. federal income tax purposes, we would fail to meet the gross income tests and
certain of the asset tests applicable to REITs and, accordingly, we would likely cease to qualify as a REIT. Also,
the failure of the Operating Partnership or any subsidiary partnership to qualify as a partnership could cause such
partnership to become subject to U.S. federal and state corporate income tax, which would reduce significantly
the amount of cash available for debt service and for distribution to its partners, including us.

Risks Related to Our Common Stock

The market value of our common stock is subject to various factors that may cause significant fluctuations or
volatility.

As with other publicly traded securities, the market price of our common stock depends on various factors,
which may change from time to time and/or may be unrelated to our financial condition, results of operations or
cash flows. These factors may cause significant fluctuations or volatility in the market price of our common
stock. These factors include, but are likely not limited to, the following:

•

our financial condition and operating performance and the financial condition or performance of other
similar companies;

42

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

actual or anticipated differences in our quarterly or annual operating results than expected;

changes in our revenues, FFO, AFFO, or earnings estimates or recommendations by securities analysts;

publication of research reports about us or the real estate industry generally;

increases in market interest rates, which may lead investors to demand a higher distribution yield for
shares of our common stock, and could result in increased interest expense on our debt;

adverse market reaction to any increased indebtedness we incur in the future;

actual or anticipated changes in our and our tenants’ businesses or prospects, including as a result of
the impact of a global pandemic, including the COVID-19 Pandemic;

the current state of the credit and capital markets, and our ability and the ability of our tenants to obtain
financing on favorable terms;

conflicts of interest with CTO and its affiliates, including our Manager;

the termination of our Manager or additions and departures of key personnel of our Manager;

increased competition in our markets;

strategic decisions by us or our competitors, such as acquisitions, divestments, spin-offs, joint ventures,
strategic investments or changes in business or growth strategies;

the passage of legislation or other regulatory developments that adversely affect us or our industry;

adverse speculation in the press or investment community;

actions by institutional stockholders;

the extent of investor interest in our securities;

the general reputation of REITs and the attractiveness of our equity securities in comparison to other
equity securities, including securities issued by other real estate-based companies;

investor confidence in the stock and bond markets, generally;

changes in tax laws;

equity issuances by us (including the issuances of OP Units), or common stock resales by our
stockholders, or the perception that such issuances or resales may occur;

volume of average daily trading and the amount of our common stock available to be traded;

changes in accounting principles;

failure to maintain our qualification as a REIT;

failure to comply with the rules of the NYSE or maintain the listing of our common stock on the
NYSE;

terrorist acts, natural or man-made disasters, including global pandemics impacting the United States,
or threatened or actual armed conflicts; and

general market and local, regional and national economic conditions, including factors unrelated to our
operating performance and prospects.

No assurance can be given that the market price of our common stock will not fluctuate or decline
significantly in the future or that holders of shares of our common stock will be able to sell their shares when
desired on favorable terms, or at all. From time to time in the past, securities class action litigation has been
instituted against companies following periods of extreme volatility in their stock price. This type of litigation
could result in substantial costs and divert our management’s attention and resources.

43

There can be no assurance that we will be able to make or maintain cash distributions, and certain
agreements relating to our indebtedness may, under certain circumstances, limit or eliminate our ability to
make distributions to our common stockholders.

We intend to make cash distributions to our stockholders in amounts such that all or substantially all of our
taxable income in each year, subject to adjustments, is distributed. Our ability to continue to make distributions
in the future may be adversely affected by the risk factors described in this Annual Report on Form 10-K. We can
give no assurance that we will be able to make or maintain distributions and certain agreements relating to our
indebtedness may, under certain circumstances, limit or eliminate our ability to make distributions to our
common stockholders. We can give no assurance that rents from our properties will increase, or that future
acquisitions of real properties or other investments will increase our cash available for distributions to
stockholders. In addition, any distributions will be authorized at the sole discretion of the Board, and their form,
timing and amount, if any, will depend upon a number of factors, including our actual and projected results of
operations, FFO, AFFO, liquidity, cash flows and financial condition, the revenue we actually receive from our
properties, our operating expenses, our debt service requirements, our capital expenditures, prohibitions and
other limitations under our financing arrangements, our REIT taxable income, the annual REIT distribution
requirements, applicable law and such other factors as the Board deems relevant.

If we do not have sufficient cash available for distributions, we may need to fund the shortage out of
working capital or borrow to provide funds for such distributions, which would reduce the amount of proceeds
available for real estate investments and increase our future interest costs. Our inability to make distributions, or
to make distributions at expected levels, could result in a decrease in the per share trading price of our common
stock.

The market price of our common stock could be adversely affected by our level of cash distributions.

We believe the market price of the equity securities of a REIT is based primarily upon the market’s

perception of the REIT’s growth potential, its current and potential future cash distributions, whether from
operations, sales or refinancing, and its management and governance structure and is secondarily based upon the
real estate market value of the underlying assets. For that reason, our common stock may trade at prices that are
higher or lower than our net asset value per share. To the extent we retain operating cash flows for investment
purposes, working capital reserves or other purposes, these retained funds, while increasing the value of our
underlying assets, may not correspondingly increase the market price of our common stock. If we fail to meet the
market’s expectations with regard to future operating results and cash distributions, the market price of our
common stock could be adversely affected.

Increases in market interest rates may result in a decline in the market price of our common stock.

One of the factors that will influence the market price of our common stock will be the distribution yield on
the common stock (as a percentage of the market price of our common stock) relative to market interest rates. An
increase in market interest rates, which are currently at low levels relative to historical rates, may lead
prospective purchasers of shares of our common stock to expect a higher distribution yield and higher interest
rates would likely increase our borrowing costs and potentially decrease our cash available for distribution. Thus,
higher market interest rates could cause the market price of our common stock to decline.

Future issuances of debt securities, which would rank senior to shares of our common stock upon our
liquidation, and future issuances of equity securities (including preferred stock and OP Units), which would
dilute the holdings of our then-existing common stockholders and may be senior to shares of our common
stock for the purposes of making distributions, periodically or upon liquidation, may materially and adversely
affect the market price of our common stock.

In the future, we may issue debt or equity securities or incur other borrowings. Upon liquidation, holders of

our debt securities and other loans and shares of our preferred stock will receive a distribution of our available

44

assets before holders of shares of our common stock. We are not required to offer any debt or equity securities to
existing stockholders on a preemptive basis. Therefore, shares of our common stock that we issue in the future,
directly or through convertible or exchangeable securities (including OP Units), warrants or options, will dilute
the holdings of our then-existing common stockholders and such issuances or the perception of such issuances
may reduce the market price of our common stock. Our preferred stock, if issued, would likely have a preference
on distribution payments, periodically or upon liquidation, which could limit our ability to make distributions to
holders of shares of our common stock. Because our decision to issue debt or equity securities or otherwise incur
debt in the future will depend on market conditions and other factors beyond our control, we cannot predict or
estimate the amount, timing, nature or impact of our future capital raising efforts. Thus, holders of shares of our
common stock bear the risk that our future issuances of debt or equity securities or our incurrence of other
borrowings may materially and adversely affect the market price of shares of our common stock and dilute their
ownership in us.

Sales of substantial amounts of our common stock in the public markets or the perception that they might
occur, could reduce the price of our common stock and may dilute your voting power and your ownership
interest in us.

Sales of substantial amounts of our common stock in the public market, or the perception that such sales
could occur, could adversely affect the market price of our common stock and may make it more difficult for you
to sell your common stock at a time and price that you deem appropriate.

The shares of our common stock that we sold in the IPO may be resold immediately in the public market
unless they are held by “affiliates,” as that term is defined in Rule 144 under the Securities Act. The common
stock purchased by CTO in the CTO Private Placement and in the IPO and the shares of common stock
underlying the OP Units issued in the Formation Transactions are “restricted securities” within the meaning of
Rule 144 under the Securities Act and may not be sold in the absence of registration under the Securities Act
unless an exemption from registration is available, including the exemptions contained in Rule 144. As a result of
the registration rights agreement that we entered into with CTO, the shares of our common stock purchased by
CTO in the CTO Private Placement may be eligible for future sale without restriction. Sales of a substantial
number of such shares upon expiration of the lock-up agreements, the perception that such sales may occur or
early release of these agreements, could cause the market price of our common stock to fall or make it more
difficult for you to sell your common stock at a time and price that you deem appropriate.

In addition, our charter provides that we may issue up to 500,000,000 shares of common stock and

100,000,000 shares of preferred stock, $0.01 par value per share. Moreover, under Maryland law and as is
provided in our charter, a majority of our entire board of directors will have the power to amend our charter to
increase or decrease the aggregate number of shares of stock or the number of shares of stock of any class or
series that we are authorized to issue without stockholder approval. Future issuances of shares of our common
stock or securities convertible or exchangeable into common stock may dilute the ownership interest of our
common stockholders. Because our decision to issue additional equity or convertible or exchangeable securities
in any future offering will depend on market conditions and other factors beyond our control, we cannot predict
or estimate the amount, timing or nature of our future issuances. In addition, we are not required to offer any
such securities to existing stockholders on a preemptive basis. Therefore, it may not be possible for existing
stockholders to participate in such future issuances, which may dilute the existing stockholders’ interests in us.

Risks Related to the COVID-19 Pandemic

The COVID-19 Pandemic, and the future outbreak of other highly infectious or contagious diseases, could
materially and adversely impact or disrupt our tenant’s business operations and as a result adversely impact
our financial condition, results of operations, cash flows and performance.

Since late December 2019, the COVID-19 Pandemic has spread globally, including every state in the United

States. The COVID-19 Pandemic has had, and other future pandemics could have, repercussions across regional

45

and global economies and financial markets. The outbreak of COVID-19 Pandemic has significantly adversely
impacted global economic activity and produced significant volatility in the global financial markets. The global
impact of the outbreak has been rapidly evolving and, as cases of COVID-19 have continued to be identified in
additional countries, many countries, including the United States, have reacted by instituting quarantines,
mandating business and school closures and restricting travel.

Certain states and cities, including where we own properties, have also reacted by instituting quarantines,

restrictions on travel, “shelter at home” rules, and importantly, restrictions on the types of business that may
continue to operate or requiring others to shut down completely. Additional states and cities may implement
similar restrictions. As a result, the COVID-19 Pandemic is negatively impacting most every industry directly or
indirectly. A number of our tenants have announced temporary closures of their stores and requested deferral, or
in some instances, rent abatement while the pandemic remains. Many experts predict that the COVID-19
Pandemic will trigger, or even has already triggered, a period of global economic slowdown or possibly a global
recession. The COVID-19 Pandemic, or a future pandemic, could have material and adverse effects on our ability
to successfully operate our business and as a result our financial condition, results of operations and cash flows
due to, among other factors:

•

•

•

•

•

•

•

a complete or partial closure of, or other operational issues at, one or more of our properties resulting
from government or tenant action;

the reduced economic activity severely impacts our tenants’ businesses, financial condition and
liquidity and may cause one or more of our tenants to be unable to meet their obligations to us in full,
or at all, or to otherwise seek modifications of such obligations;

the reduced economic activity could result in a recession, which could negatively impact consumer
discretionary spending;

difficulty accessing debt and equity capital on attractive terms, or at all, and a severe disruption and
instability in the global financial markets or deteriorations in credit and financing conditions may affect
our access to capital necessary to fund business operations on a timely basis;

a general decline in business activity and demand for real estate transactions could adversely affect our
ability or desire to grow our portfolio of properties;

a deterioration in our or our tenants’ ability to operate in affected areas or delays in the supply of
products or services to us or our tenants from vendors that are needed for our or our tenants’ efficient
operations could adversely affect our operations and those of our tenants; and

the potential negative impact on the health of our Manager’s personnel, particularly if a significant
number of them are impacted, could result in a deterioration in our ability to ensure business continuity
during a disruption.

The extent to which the COVID-19 Pandemic impacts our operations, and those of our tenants, will depend

on future developments, which are highly uncertain and cannot be predicted with any degree of certainty,
including the scope, severity and duration of the COVID-19 Pandemic, and the impact of actions taken by
governmental and health organizations to contain the COVID-19 Pandemic or mitigate its impact, and the direct
and indirect economic effects of the COVID-19 Pandemic and containment measures, among others. Additional
closures by our tenants of their businesses and early terminations by our tenants of their leases could reduce our
cash flows, which could impact our ability to continue paying dividends to our stockholders at expected levels, or
at all. The rapid onset of the COVID-19 Pandemic and the continued uncertainty of its duration and long-term
impact precludes any prediction of the magnitude of the adverse impact on the U.S. economy, our tenant’s
businesses and ours. Consequently, the COVID-19 Pandemic presents material uncertainty and risk with respect
to our business operations, our Manager’s business, and therefore, our financial condition, results of operations,
and cash flows. Further, many risk factors set forth in this Annual Report on Form 10-K for the year ended
December 31, 2020, should be interpreted as heightened risks as a result of the impact of the COVID-19
Pandemic.

46

General Risk Factors

Cybersecurity risks and cyber incidents could adversely affect our business and disrupt operations.

Cyber incidents can result from deliberate attacks or unintentional events. These incidents can include, but

are not limited to, gaining unauthorized access to digital systems for purposes of misappropriating assets or
sensitive information, corrupting data or causing operational disruption. The result of these incidents could
include, but are not limited to, disrupted operations, misstated financial data, liability for stolen assets or
information, increased cybersecurity protection costs, litigation and reputational damage. Should any such cyber
incidents or similar events occur, our assets, particularly cash, could be lost and, as a result, our ability to execute
our business and pursue our investment and growth strategy could be impaired, thereby materially and adversely
affecting us.

We may become subject to litigation, which could materially and adversely affect us.

We may become subject to litigation, our operations, other securities offerings and otherwise in the ordinary

course of business. Some of these claims may result in significant defense costs and potentially significant
judgments against us, some of which are not, or cannot be, insured against. We generally intend to vigorously
defend ourselves. However, we cannot be certain of the ultimate outcomes of any claims that may arise in the
future and which are presently not known to us. Resolution of these types of matters against us may result in our
having to pay significant fines, judgments or settlements, which, if uninsured, or if the fines, judgments and
settlements exceed insured levels, could materially and adversely impact our earnings and cash flows, thereby
materially and adversely affecting us. Certain litigation or the resolution of certain litigation may affect the
availability or cost of some of our insurance coverage, which could materially and adversely impact us, expose
us to increased risks that would be uninsured and materially and adversely impact our ability to attract directors
and officers.

If we fail to maintain effective disclosure controls and procedures, we may not be able to meet applicable
reporting requirements, which could materially and adversely affect us.

As a publicly traded company, we are subject to the informational requirements of the Exchange Act and are

required to file reports and other information with the SEC. In addition, we are required to maintain disclosure
controls and procedures that are designed to ensure that information required to be disclosed in the reports that
we file with, or submit to, the SEC is recorded, processed, summarized and reported, within the time periods
specified in the SEC’s rules and forms. They include controls and procedures designed to ensure that information
required to be disclosed in reports filed with, or submitted to, the SEC is accumulated and communicated to
management, including our principal executive and principal financial officers, to allow timely decisions
regarding required disclosure. Effective disclosure controls and procedures are necessary for us to provide
reliable reports, effectively prevent and detect fraud and to operate successfully as a public company. Designing
and implementing effective disclosure controls and procedures is a continuous effort that requires significant
resources and devotion of time. We may discover deficiencies in our disclosure controls and procedures that may
be difficult or time consuming to remediate in a timely manner. Any failure to maintain effective disclosure
controls and procedures or to timely effect any necessary improvements thereto could cause us to fail to meet our
reporting obligations (which could affect the listing of our common stock on the NYSE). Additionally,
ineffective disclosure controls and procedures could also adversely affect our ability to prevent or detect fraud,
harm our reputation and cause investors to lose confidence in our reports filed with, or submitted to, the SEC,
which would likely have a negative effect on the trading price of our common stock.

Changes in accounting standards may materially and adversely affect us.

From time to time, the FASB and the SEC, who create and interpret appropriate accounting standards, may
change the financial accounting and reporting standards or their interpretation and application of these standards

47

that will govern the preparation of our financial statements. These changes could materially and adversely affect
our reported financial condition and results of operations. In some cases, we could be required to apply a new or
revised standard retroactively, resulting in restating prior period financial statements. Similarly, these changes
could materially and adversely affect our tenant’s reported financial condition or results of operations and affect
their preferences regarding leasing real estate.

Cautionary Note Regarding Forward-Looking Statements

Certain statements contained in this Annual Report on Form 10-K (other than statements of historical fact)

are forward-looking statements. The words “believe,” “estimate,” “expect,” “intend,” “anticipate,” “will,”
“could,” “may,” “should,” “plan,” “potential,” “predict,” “forecast,” “project,” and similar expressions and
variations thereof identify certain of such forward-looking statements, which speak only as of the dates on which
they were made. Forward-looking statements are made based upon management’s expectations and beliefs
concerning future developments and their potential effect upon the Company.

There can be no assurance that future developments will be in accordance with management’s expectations

or that the effect of future developments on the Company will be those anticipated by management.

We wish to caution readers that the assumptions, which form the basis for forward-looking statements with

respect to or that may impact earnings for the year ended December 31, 2020, and thereafter, include many
factors that are beyond the Company’s ability to control or estimate precisely. These risks and uncertainties
include, but are not limited to, the strength of the real estate market; the impact of a prolonged recession or
downturn in economic conditions; our ability to successfully execute acquisition or development strategies; any
loss of key management personnel; changes in local, regional, and national economic conditions affecting the
real estate development business and income properties; the impact of competitive real estate activity; the loss of
any major income property tenants; the ultimate geographic spread, severity and duration of pandemics such as
the recent outbreak of COVID-19, actions that may be taken by governmental authorities to contain or address
the impact of such pandemics, and the potential negative impacts of such pandemics on the global economy and
our financial condition and results of operations; and the availability of capital. These risks and uncertainties may
cause our actual future results to be materially different than those expressed in our forward-looking statements.

The risks described in this Annual Report on Form 10-K are not the only risks facing the Company.
Additional risks and uncertainties not currently known to the Company or that the Company currently deems to
be immaterial also may materially adversely affect the Company.

ITEM 1B. UNRESOLVED STAFF COMMENTS

None

ITEM 2.

PROPERTIES

Our principal offices are located at 1140 N. Williamson Blvd., Suite 140, Daytona Beach, Florida 32114.

Our telephone number is (386) 274-2202.

As of December 31, 2020, the Company owns 48 single-tenant retail and office buildings located in

Arizona, Alabama, Florida, Georgia, Kentucky, Maine, Maryland, Massachusetts, Michigan, Nevada, New York,
North Carolina, Ohio, Oklahoma, Oregon, Texas, Washington, and Wisconsin.

ITEM 3.

LEGAL PROCEEDINGS

From time to time, the Company may be a party to certain legal proceedings, incidental to the normal course

of our business. We are not currently a party to any pending or threatened legal proceedings that we believe
could have a material adverse effect on our business or financial condition.

48

ITEM 4. MINE SAFETY DISCLOSURES

Not applicable

ITEM 5. MARKET FOR REGISTRANT’S COMMON EQUITY, RELATED STOCKHOLDER

MATTERS, AND ISSUER REPURCHASES OF EQUITY SECURITIES

The Company’s common stock trades on the NYSE under the symbol “PINE”.

As of February 10, 2021, there were 48 holders of record of our common stock. This figure does not
represent the actual number of beneficial owners of our common stock because shares of our common stock are
frequently held in “street name” through banks, brokers and others for the benefit of beneficial owners who may
vote the shares.

We intend to make quarterly distributions to our common stockholders. In particular, in order to maintain
our qualification for taxation as a REIT, we intend to make annual distributions to our stockholders of at least
90% of our REIT taxable income, determined without regard to the deduction for dividends paid and excluding
any net capital gain. However, any future distributions will be at the sole discretion of the Board and will depend
upon, among other things, our actual results of operations and liquidity.

Unregistered Sales of Equity Securities

There were no unregistered sales of equity securities during the year ended December 31, 2020, which were

not previously reported.

ITEM 6.

SELECTED FINANCIAL DATA

The following selected financial data should be read in conjunction with the Company’s Consolidated and

Combined Financial Statements and Notes along with “Management’s Discussion and Analysis of Financial
Condition and Results of Operations” included elsewhere in this report.

49

The following table summarizes our selected historical financial information for each of the last three
fiscal years (in thousands). The selected financial information has been derived from our audited Consolidated
and Combined Financial Statements.

For the Year Ended
December 31, 2020

For the Period from
November 26, 2019 to
December 31, 2019

For the Period from
January 1, 2019 to
November 25, 2019

For the Year Ended
December 31, 2018

The Company

Predecessor

1,394

1,394

372

339

687

1,398

—

(4)

41

(45)

$11,837

11,837

$11,720

11,720

1,664

1,620

1,683

4,859

8,206

—

3,631

—

3,631

1,184

4,901

7,705

—

4,015

—

4,015

Revenues:

Lease Income . . . . . . . . . .

$

19,248

$

Total Revenues . . . . .

19,248

Operating Expenses:

Real Estate Expenses . . . .
General and

Administrative
Expenses . . . . . . . . . . . .

Depreciation and

Amortization . . . . . . . . .

Total Operating

2,316

4,660

9,949

Expenses . . . . . . . .

16,925

Gain on Disposition of

Assets . . . . . . . . . . . . . .

287

2,610

1,464

1,146

Net Income (Loss) from

Operations . . . . . . . . . . . . . . .

Interest Expense . . . . . . . . . . . .

Net Income (Loss)

. . . . . . . . . .

Less: Net Income (Loss)

Attributable to
Noncontrolling
Interest

. . . . . . . . . . . . .

Net Income (Loss)

Attributable to Alpine
Income Property Trust,
Inc. . . . . . . . . . . . . . . . . . .

Weighted average common

(161)

6

—

—

$

985

$

(39)

$ 3,631

$ 4,015

shares outstanding - basic . . .

7,588,349

7,902,737

Weighted average common

shares outstanding -
diluted . . . . . . . . . . . . . . . . . .

Net Income (Loss) Per Share
Attributable to Alpine
Income Property Trust, Inc.
Basic . . . . . . . . . . . . . . . . . . . . .
Diluted . . . . . . . . . . . . . . . . . . .
Dividends Declared and Paid . .

8,812,203

9,126,591

$
$
$

0.13
0.11
0.82

$
$
$

—
—
0.058

N/A

N/A

N/A
N/A
N/A

N/A

N/A

N/A
N/A
N/A

Our reported results are presented in accordance with accounting principles generally accepted in the

United States of America (“GAAP”). We also disclose Funds From Operations (“FFO”) and Adjusted Funds

Non-GAAP Financial Measures

50

From Operations (“AFFO”) both of which are non-GAAP financial measures. We believe these two non-GAAP
financial measures are useful to investors because they are widely accepted industry measures used by analysts
and investors to compare the operating performance of REITs.

FFO and AFFO do not represent cash generated from operating activities and are not necessarily

indicative of cash available to fund cash requirements; accordingly, they should not be considered alternatives to
net income as a performance measure or cash flows from operations as reported on our statement of cash flows
as a liquidity measure and should be considered in addition to, and not in lieu of, GAAP financial measures.

We compute FFO in accordance with the definition adopted by the Board of Governors of the National
Association of Real Estate Investment Trusts, or NAREIT. NAREIT defines FFO as GAAP net income or loss
adjusted to exclude extraordinary items (as defined by GAAP), net gain or loss from sales of depreciable real
estate assets, impairment write-downs associated with depreciable real estate assets and real estate related
depreciation and amortization, including the pro rata share of such adjustments of unconsolidated subsidiaries.
To derive AFFO, we modify the NAREIT computation of FFO to include other adjustments to GAAP net income
related to non-cash revenues and expenses such as straight-line rental revenue, amortization of deferred
financing costs, amortization of capitalized lease incentives and above- and below-market lease related
intangibles, and non-cash compensation. Such items may cause short-term fluctuations in net income but have no
impact on operating cash flows or long-term operating performance. We use AFFO as one measure of our
performance when we formulate corporate goals.

FFO is used by management, investors and analysts to facilitate meaningful comparisons of operating

performance between periods and among our peers primarily because it excludes the effect of real estate
depreciation and amortization and net gains on sales, which are based on historical costs and implicitly assume
that the value of real estate diminishes predictably over time, rather than fluctuating based on existing market
conditions. We believe that AFFO is an additional useful supplemental measure for investors to consider because
it will help them to better assess our operating performance without the distortions created by other non-cash
revenues or expenses. FFO and AFFO may not be comparable to similarly titled measures employed by other
companies.

Balance Sheet Data (in thousands):

Total Real Estate, at cost . . . . . . . . . . . . . . . . . . . . . . . . . .
Real Estate—Net . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Cash and Cash Equivalents . . . . . . . . . . . . . . . . . . . . . . . .
Intangible Lease Assets—Net . . . . . . . . . . . . . . . . . . . . . .
Straight-Line Rent Adjustment . . . . . . . . . . . . . . . . . . . . .
Deferred Expenses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Other Assets . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Total Assets . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Accounts Payable, Accrued Expenses, and Other

Liabilities . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Prepaid Rent and Deferred Revenue . . . . . . . . . . . . . . . . .
Intangible Lease Liabilities—Net . . . . . . . . . . . . . . . . . . .
Long-Term Debt . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Total Liabilities . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Total Equity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

As of December 31,

2020

2019

$225,889
$219,339
1,894
$
$ 36,881
$
2,045
$ —
1,431
$
$261,590

$
1,984
$
1,055
3,299
$
$106,159
$112,497
$149,093

$128,457
$128,040
$ 12,342
$ 22,358
68
$
577
$
788
$
$164,173

$
1,472
$
88
1,908
$
$ —
$
3,468
$160,705

51

Reconciliation of Non-GAAP Measures (in thousands):

For the Year Ended
December 31, 2020

For the Period from
November 26, 2019 to
December 31, 2019

For the Period from
January 1, 2019 to
November 25, 2019

For the Year Ended
December 31, 2018

The Company

Predecessor

$

1,146

$

(45)

Net Income (Loss) . . . . . . . .
Depreciation and

Amortization . . . . . .

Gain on Disposition of

Assets . . . . . . . . . . . .
Funds from Operations . . . .
Adjustments:

. . . . . . .

Straight-Line Rent
Adjustment
COVID-19 Rent
Repayments
(Deferrals), Net

. . . .

Non-Cash

Compensation . . . . .

Amortization of

Deferred Loan Costs
to Interest
Expense . . . . . . . . . .

Amortization of

Intangible Assets and
Liabilities to Lease
Income . . . . . . . . . . .

Accretion of Tenant

Contribution . . . . . . .

Amortization of

Deferred Expenses to
Lease Income . . . . . .

Recurring Capital

Expenditures . . . . . .

Non-Recurring

Acquisition Cost
Charge . . . . . . . . . . .

9,949

(287)
10,808

$

$

(1,524)

$

$

(378)

268

188

(108)

(22)

—

(43)

—

Adjusted Funds from

Operations . . . . . . . . . . . .

$

9,189

$

Weighted Average Number

of Common Shares:

$3,631

4,859

—
$8,490

$4,015

4,901

—
$8,916

687

—
642

(68)

$(410)

$(451)

—

4

16

(5)

—

—

—

216

805

—

509

—

(234)

—

277

—

—

—

232

—

(229)

—

302

—

—

$8,632

$8,770

Basic . . . . . . . . . . . . . .
Diluted . . . . . . . . . . . . .

7,588,349
8,812,203

7,902,737
9,126,591

N/A
N/A

N/A
N/A

Other Data (in thousands, except per share data):

For the Year Ended
December 31, 2020

For the Period from
November 26, 2019 to
December 31, 2019

For the Period from
January 1, 2019 to
November 25, 2019

For the Year Ended
December 31, 2018

The Company

Predecessor

FFO . . . . . . . . . . . . . . . . . . .
FFO per diluted share . . . . .
AFFO . . . . . . . . . . . . . . . . . .
AFFO per diluted share . . . .

$10,808
1.23
$
$ 9,189
1.04
$

$ 642
$ 0.07
$ 805
$ 0.09

52

$8,490
N/A
$8,632
N/A

$8,916
N/A
$8,770
N/A

ITEM 7. MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND

RESULTS OF OPERATIONS

Forward-Looking Statements

When we refer to “we,” “us,” “our,” “PINE,” or “the Company,” we mean Alpine Income Property
Trust, Inc. and its consolidated subsidiaries. References to “Notes to Financial Statements” refer to the Notes to
the Consolidated Financial Statements of Alpine Income Property Trust, Inc. included in Item 8 of this Annual
Report on Form 10-K. Also, when the Company uses any of the words “anticipate,” “assume,” “believe,”
“estimate,” “expect,” “intend,” or similar expressions, the Company is making forward-looking statements.
Although management believes that the expectations reflected in such forward-looking statements are based
upon present expectations and reasonable assumptions, the Company’s actual results could differ materially
from those set forth in the forward-looking statements. Certain factors that could cause actual results or events
to differ materially from those the Company anticipates or projects are described in “Item 1A. Risk Factors” of
this Annual Report on Form 10-K. Given these uncertainties, readers are cautioned not to place undue reliance
on such statements, which speak only as of the date of this Annual Report on Form 10-K or any document
incorporated herein by reference. The Company undertakes no obligation to publicly release any revisions to
these forward-looking statements that may be made to reflect events or circumstances after the date of this
Annual Report on Form 10-K.

The following discussion and analysis should be read in conjunction with the consolidated financial

statements and related notes included elsewhere in this report.

Overview

Alpine Income Property Trust, Inc. is a Maryland corporation that conducts its operations so as to qualify as
a REIT for federal income tax purposes. Substantially all of the operations are conducted through our Operating
Partnership.

We seek to acquire, own and operate primarily freestanding, single-tenant commercial real estate properties
primarily located in our target markets leased primarily pursuant to triple-net, long-term leases. Within our target
markets, we will focus on investments in single-tenant retail and office properties. We will target tenants in
industries that we believe are favorably impacted by current macroeconomic trends that support consumer
spending, such as strong and growing employment and positive consumer sentiment, as well as tenants in
industries that have demonstrated resistance to the impact of the growing e-commerce retail sector. We also will
seek to invest in properties that are net leased to tenants that we determine have attractive credit characteristics,
stable operating histories and healthy rent coverage levels, are well-located within their market and have rent
levels at or below market rent levels. Furthermore, we believe that the size of our company will, for at least the
near term, allow us to focus our investment activities on the acquisition of single properties or smaller portfolios
of properties that represent a transaction size that most of our publicly-traded net lease REIT peers will not
pursue on a consistent basis.

Our strategy for investing in income-producing properties is focused on factors including, but not limited to,

long-term real estate fundamentals and target markets, including major markets or those markets experiencing
significant economic growth. We employ a methodology for evaluating targeted investments in income-
producing properties which includes an evaluation of: (i) the attributes of the real estate (e.g., location, market
demographics, comparable properties in the market, etc.); (ii) an evaluation of the existing tenant(s) (e.g., credit-
worthiness, property level sales, tenant rent levels compared to the market, etc.); (iii) other market-specific
conditions (e.g., tenant industry, job and population growth in the market, local economy, etc.); and
(iv) considerations relating to the Company’s business and strategy (e.g., strategic fit of the asset type, property
management needs, alignment with the Company’s structure, etc.).

Our operating results for the year ended December 31, 2020 were in-line with our expectations and

primarily driven by our investment activity of acquiring single-tenant net lease properties at valuations and yields
generally consistent with our target investment parameters.

53

During the year ended December 31, 2020, the Company acquired 29 single tenant net leased properties for
total acquisition volume of $116.6 million, reflecting a weighted-average going-in cash cap rate of 6.9%, nearing
the top end of the acquisition volume guidance provided in October 2020. During the year ended December 31,
2020, the Company sold one single tenant net leased property for total disposition volume of $5.1 million,
reflecting an exit cash cap rate of 5.8%.

As of December 31, 2020, we owned 48 properties with an aggregate gross leasable area of 1.6 million

square feet, located in 18 states, with a weighted average remaining lease term of 8.4 years. Our portfolio was
100% leased as of December 31, 2020.

In addition to our 48 income producing properties and pursuant to the amendment agreement with the Old

Time Pottery tenant located in Orange Park, Florida, executed during the three months ended December 31,
2020, the Company now has the right to develop or ground lease a second outparcel and is in active discussions
with a prospective tenant to ground lease the property.

COVID-19 Pandemic

In March 2020, the World Health Organization declared the outbreak of the COVID-19 Pandemic, which

has spread throughout the United States. The spread of the COVID-19 Pandemic has continued to cause
significant volatility in the U.S. and international markets, and in many industries, business activity has
experienced periods of almost complete shutdown. There continues to be uncertainty around the duration and
severity of business disruptions related to the COVID-19 Pandemic, as well as its impact on the U.S. economy
and international economies.

The Company collected 100% of the Contractual Base Rent (“CBR”) due for the three months ended
December 31, 2020. CBR represents the amount owed to the Company under the current terms of its lease
agreements. The Company has agreed to defer or abate certain CBR in exchange for additional lease term or
other lease enhancing additions that equated to 6% of contractual rents in place at the time of the deferral or
abatement agreements. Repayment of deferred CBR began in the third quarter of 2020, with payments
continuing, in some cases, through the end of 2021. See Note 17, “Subsequent Events” to the consolidated and
combined financial statements included in Item 8, “Financial Statements and Supplementary Data” in this
Annual Report on Form 10-K for the Company’s disclosure related to 2021 rent collections.

An assessment of the current or identifiable potential financial and operational impacts on the Company as a

result of the COVID-19 Pandemic are as follows:

• During the first quarter of 2020, the Company completed the acquisition of nine properties for an

aggregate purchase price of $46.8 million. When the pandemic was declared, given the uncertainties
created by the COVID-19 Pandemic and the impact on the capital markets, the U.S. economy, and
PINE’s tenants, the Company temporarily suspended its activities directed at identifying additional
acquisition opportunities. Towards the end of the second quarter of 2020, the Company reached
agreements with tenants for rent deferrals and abatements and the Company completed the acquisition
of two properties for an aggregate purchase price of $28.6 million. During the third and fourth quarter
of 2020, the Company completed the acquisition of 18 properties for an aggregate purchase price of
$41.2 million, for total acquisition volume of $116.6 million for the year ended December 31, 2020.
See Note 17, “Subsequent Events” to the consolidated and combined financial statements included in
Item 8, “Financial Statements and Supplementary Data” in this Annual Report on Form 10-K for
information related to the single-tenant income properties acquired subsequent to December 31, 2020.

54

• As a result of the outbreak of the COVID-19 Pandemic, the Federal Government and the State of
Florida issued orders encouraging everyone to remain at their residence and not go into work. In
response to these orders and in the best interest of the employees of our Manager and the Board, our
Manager implemented significant preventative measures to ensure the health and safety of its
employees and the Board, including: conducting all meetings of the Board and Committees of the
Board telephonically or via a visual conferencing service, permitting its employees to work from home
at their election, enforcing appropriate social distancing practices in our Manager’s office, encouraging
its employees to wash their hands often and use face masks and providing hand sanitizer and other
disinfectant products throughout their office, requiring its employees who do not feel well, in any
capacity, to stay at home, and requiring all third-party delivery services (e.g. mail, food delivery, etc.)
to complete their service outside the front door of its offices. Our Manager also offered COVID-19
testing to its employees in our Manager’s office to ensure a safe working environment.

RESULTS OF OPERATIONS FOR THE YEAR ENDED DECEMBER 31, 2020, THE PERIOD FROM
NOVEMBER 26, 2019 TO DECEMBER 31, 2019, AND THE PREDECESSOR PERIOD FROM
JANUARY 1, 2019 TO NOVEMBER 25, 2019 (in thousands)(1)

For the Year Ended
December 31,
2020

The Company

For the Period from
November 26, 2019
to December 31,
2019

For the Period
from January 1, 2019
to November 25,
2019

Predecessor

Revenues:

Lease Income . . . . . . . . . . . . . .

$ 19,248

Total Revenues . . . . . . . . .

19,248

$ 1,394

1,394

$ 11,837

11,837

Operating Expenses:

Real Estate Expenses . . . . . . . . .
General and Administrative

Expenses . . . . . . . . . . . . . . . .

Depreciation and

Amortization . . . . . . . . . . . . .

Total Operating

2,316

4,660

9,949

Expenses . . . . . . . . . . . .
Gain on Disposition of Assets . . . . . .

16,925
287

Net Income (Loss) from

Operations . . . . . . . . . . . . . . . . . . .

Interest Expense . . . . . . . . . . . . . . . .

Net Income (Loss) . . . . . . . . . . . . . . .

Less: Net Income (Loss)

Attributable to
Noncontrolling Interest . . . . .

Net Income (Loss) Attributable to
Alpine Income Property Trust,
Inc. . . . . . . . . . . . . . . . . . . . . . . . . .

2,610

1,464

1,146

(161)

372

339

687

1,398
—

(4)

41

(45)

6

1,664

1,683

4,859

8,206
—

3,631

—

3,631

—

$

985

$ (39)

$ 3,631

(1) Results of operations prior to November 26, 2019 represent the Predecessor activity of CTO. Subsequent to
November 26, 2019, upon the acquisition of the Initial Portfolio from CTO, the results of operations are
presented on a new basis of accounting pursuant to ASC 805-10.

55

General and Administrative Expenses for the Year Ended December 31, 2020, the Period from
November 26, 2019 to December 31, 2019, and the Predecessor Period from January 1, 2019 to
November 25, 2019 (in thousands):

For the Year Ended
December 31,
2020

For the Period from
November 26, 2019
to December 31,
2019

For the Period from
January 1, 2019
to November 25,
2019

The Company

$ 2,554

$ 254

Predecessor

$ —

268

459

1,379

—

4

44

37

—

509

—

—

1,174

Management Fee to Manager . . . . . . .
Director Stock Compensation

Expense (1) . . . . . . . . . . . . . . . . . . . .

Director & Officer Insurance

Expense . . . . . . . . . . . . . . . . . . . . . .

Additional General and

Administrative Expense . . . . . . . . .
Allocation of Predecessor General and
Administrative Expense . . . . . . . . .

Total General and Administrative

Expenses . . . . . . . . . . . . . . . . . . . . .

$ 4,660

$ 339

$ 1,683

(1) For the Predecessor period presented, stock compensation expense represents an allocation from CTO.

Revenue and Direct Cost of Revenues

Total revenue from our income property operations totaled $19.3 million during the year ended
December 31, 2020, $1.4 million during the period from November 26, 2019 to December 31, 2019 and
$11.8 million during the Predecessor period from January 1, 2019 to November 25, 2019. The increase in the
respective revenues during the periods presented is primarily reflective of the increase in revenues attributable to
the Company’s 29 income property acquisitions during the year ended December 31, 2020. The direct costs of
revenues for our income property operations totaled $2.3 million during the year ended December 31, 2020,
$0.4 million during the period from November 26, 2019 to December 31, 2019, and $1.7 million during the
Predecessor period from January 1, 2019 to November 25, 2019. The increase in the direct cost of revenues is
also due to the increase in the Company’s income property portfolio during the year ended December 31, 2020.

Depreciation and amortization expense totaled $9.9 million during the year ended December 31, 2020,
$0.7 million during the period from November 26, 2019 to December 31, 2019, and $4.9 million during the
Predecessor period from January 1, 2019 to November 25, 2019. The increase in the depreciation and
amortization expense is reflective of the increase in the Company’s income property portfolio during the year
ended December 31, 2020.

General and Administrative Expenses

General and administrative expenses totaled $4.7 million during the year ended December 31, 2020,

$0.3 million during the period from November 26, 2019 to December 31, 2019, and $1.7 million during the
Predecessor period from January 1, 2019 to November 25, 2019. Changes in general and administrative expenses
are primarily due to the changes in the nature of such expenses, as the Predecessor period from January 1, 2019
to November 25, 2019 represents an allocation of the Predecessor parent company expenses versus actual general
and administrative expenses incurred by the Company. The Predecessor general and administrative expenses
were not indicative of the amount of general and administrative expenses the Company has incurred on an annual
basis subsequent to the IPO. During the year ended December 31, 2020, general and administrative expenses
were primarily impacted by the recognition of $2.6 million of management fee expenses, of which costs totaled
$0.3 million and zero, respectively, for the period from November 26, 2019 to December 31, 2019 and for the

56

Predecessor period from January 1, 2019 to November 25, 2019, in addition to $0.3 million of costs associated
with audit services related to the 2019 annual audit. The fees associated with our annual audit are recognized as
the services are incurred, which typically occurs ratably throughout the year.

Net Income (Loss)

Net income (loss) totaled $1.1 million for the year ended December 31, 2020, less than $(0.1) million for the

period from November 26, 2019 to December 31, 2019, and $3.6 million for the Predecessor period from
January 1, 2019 to November 25, 2019. In addition to the impacts described above, the decrease in net income
for the year ended December 31, 2020, as compared to the period from November 26, 2019 to December 31,
2019 and the Predecessor period from January 1, 2019 to November 25, 2019 reflects the following elements:

• An increase in general and administrative expenses totaling $2.6 million as the Predecessor period
represents an allocation of the parent company expenses versus actual general and administrative
expenses incurred by the Company; and

• An increase in interest expense totaling $1.4 million, as compared to the same period in 2019, related
to the outstanding balance on the Company’s Credit Facility to fund the acquisition of 29 income
properties during the year ended December 31, 2020.

RESULTS OF OPERATIONS FOR THE PERIOD FROM NOVEMBER 26, 2019 TO DECEMBER 31,
2019, THE PREDECESSOR PERIOD FROM JANUARY 1, 2019 TO NOVEMBER 25, 2019, AND THE
PREDECESSOR YEAR ENDED DECEMBER 31, 2018 (in thousands)(1)

For the Period from
November 26, 2019
to December 31,
2019

For the Period from
January 1, 2019
to November 25,
2019

For the Year Ended
December 31,
2018

The Company

Predecessor

Revenues:

Lease Income . . . . . . . . . . . . . . .

$ 1,394

Total Revenues . . . . . . . . . .

1,394

$ 11,837

11,837

$ 11,720

11,720

Operating Expenses:

Real Estate Expenses . . . . . . . . .
General and Administrative

Expenses . . . . . . . . . . . . . . . . .

Depreciation and

Amortization . . . . . . . . . . . . . .

372

339

687

Total Operating

Expenses . . . . . . . . . . . . .

1,398

Net Income (Loss) from

Operations . . . . . . . . . . . . . . . . . . . .

Interest Expense . . . . . . . . . . . . . . . . .

Net Income (Loss) . . . . . . . . . . . . . . . .
Less: Net Loss Attributable to

Noncontrolling Interest . . . . . .

Net Income (Loss) Attributable to
Alpine Income Property Trust,
Inc. . . . . . . . . . . . . . . . . . . . . . . . . . .

(4)

41

(45)

6

1,664

1,683

4,859

8,206

3,631

—

3,631

—

1,620

1,184

4,901

7,705

4,015

—

4,015

—

$ (39)

$ 3,631

$ 4,015

(1) Results of operations prior to November 26, 2019 represent the Predecessor activity of CTO. As of

November 26, 2019, upon the acquisition of the Initial Portfolio from CTO, the results of operations are
presented on a new basis of accounting pursuant to ASC 805-10.

57

General and Administrative Expenses for the Period from November 26, 2019 to December 31, 2019, the
Predecessor Period from January 1, 2019 to November 25, 2019, and the Predecessor Year Ended
December 31, 2018 (in thousands):

For the Period from
November 26, 2019
to December 31,
2019

For the Period from
January 1, 2019
to November 25,
2019

For the Year Ended
December 31,
2018

The Company

Predecessor

$ 254

$ —

$ —

4

44

37

—

509

—

—

1,174

232

—

—

952

Management Fee to Manager . . . . . . .
Director Stock Compensation

Expense (1) . . . . . . . . . . . . . . . . . . . .

Director & Officer Insurance

Expense . . . . . . . . . . . . . . . . . . . . . .

Additional General and

Administrative Expense . . . . . . . . .
Allocation of Predecessor General and
Administrative Expense . . . . . . . . .

Total General and Administrative

Expenses . . . . . . . . . . . . . . . . . . . . .

$ 339

$ 1,683

$ 1,184

(1) For the Predecessor periods presented, stock compensation expense represents an allocation from CTO.

Revenue and Direct Cost of Revenues

Total revenue from our income property operations totaled $1.4 million during the period from

November 26, 2019 to December 31, 2019, $11.8 million during the Predecessor period from January 1, 2019 to
November 25, 2019, and $11.7 million during the Predecessor year ended December 31, 2018. The increase in
the respective revenues during the periods presented is primarily reflective of the increase in revenues
attributable to the Predecessor’s five income property acquisitions during the period from January 1, 2019 to
November 25, 2019. The direct costs of revenues for our income property operations totaled $0.4 million during
the period from November 26, 2019 to December 31, 2019, $1.7 million during the Predecessor period from
January 1, 2019 to November 25, 2019, and $1.6 million during the Predecessor year ended December 31, 2018.
The increase in the direct cost of revenues during the periods presented is reflective of both the time periods
presented as well as an increase related to common area maintenance costs incurred related to the acquisition by
the Predecessor of two ground leases in Jacksonville, Florida in October 2018.

Depreciation and Amortization

Depreciation and amortization expense totaled $0.7 million during the period from November 26, 2019 to
December 31, 2019, $4.9 million during the Predecessor period from January 1, 2019 to November 25, 2019, and
$4.9 million during the Predecessor year ended December 31, 2018. The increase in the depreciation and
amortization expense during the periods presented is reflective of both the time periods presented as well as an
increase related to the five income properties acquired by the Predecessor during the period from January 1, 2019
to November 25, 2019.

General and Administrative Expenses

General and administrative expenses totaled $0.3 million during the period from November 26, 2019 to
December 31, 2019, $1.7 million during the Predecessor period from January 1, 2019 to November 25, 2019, and
$1.2 million during the Predecessor year ended December 31, 2018. Changes in general and administrative
expenses during the periods presented is reflective of both the time periods presented, as well as changes in the
nature of general and administrative expenses, as the Predecessor periods represent an allocation of the parent
company expenses versus actual general and administrative expenses incurred by the Company. The Predecessor
general and administrative expenses were not indicative of the amount of general and administrative expenses the
Company has incurred on an annual basis subsequent to the IPO.

58

Net Income (Loss)

Net income (loss) totaled less than $(0.1) million for the period from November 26, 2019 to December 31,
2019, $3.6 million for the Predecessor period from January 1, 2019 to November 25, 2019, and $4.0 million for
the Predecessor year ended December 31, 2018. The $0.4 million decrease in net income for the Predecessor
period from January 1, 2019 to November 25, 2019 and for the period from November 26, 2019 to December 31,
2019 (the Company) as compared to the Predecessor year ended December 31, 2018 is reflective of the
previously described increase in revenue, direct cost of revenue, and depreciation and amortization related to the
increase in the Predecessor’s income property portfolio in addition to actual general and administrative expenses
incurred by the Company.

LIQUIDITY

Cash and Cash Equivalents. Cash totaled $1.9 million at December 31, 2020.

Long-Term Debt. Long-term debt, at face value, totaled $106.8 million at December 31, 2020, representing
an increase of $106.8 million from no balance at December 31, 2019. The increase in the long-term debt was due
to the draws on our Credit Facility which were used to facilitate the acquisition of 29 income properties during
the year ended December 31, 2020. See Note 17, “Subsequent Events” to the consolidated and combined
financial statements included in Item 8, “Financial Statements and Supplementary Data” in this Annual Report
on Form 10-K for information related to the single-tenant income properties acquired subsequent to
December 31, 2020.

As of December 31, 2020, the Company’s outstanding indebtedness, at face value, was as follows (in

thousands):

Face Value Debt

Stated Interest Rate

Maturity Date

Credit Facility . . . . . . . . .

Total Debt/Weighted-

Average Rate . . . . . . . .

$

$

106,809

106,809

30-Day LIBOR + 1.35% -
1.95% (1)

November 2023

1.71%

(1) Effective April 30, 2020, the Company utilized an Interest Rate Swap to achieve a fixed interest rate of
0.48% plus the applicable spread on $50.0 million of the outstanding balance on the Credit Facility, see
Note 10, “Interest Rate Swap” in the notes to the consolidated and combined financial statements in Item 8.

Credit Facility. The Company’s revolving credit facility (the “Credit Facility”), with Bank of Montreal
(“BMO”) serving as the administrative agent for the lenders thereunder, is unsecured with regard to our income
property portfolio but is guaranteed by certain wholly owned subsidiaries of the Company. The Credit Facility
bank group is led by BMO and also includes Raymond James Bank, N.A. The Credit Facility had an initial total
borrowing capacity of $100.0 million with the ability to increase that capacity up to $150.0 million during the
base term, subject to lender approval.

On October 16, 2020, the Company executed the second amendment to the Credit Facility (the “Second

Amendment”), with the addition of two lenders, Huntington National Bank and Truist Bank. As a result of the
Second Amendment, the Credit Facility has a total borrowing capacity of $150.0 million with the ability to
increase that capacity up to $200.0 million during the term, utilizing an accordion feature, subject to lender
approval.

The Credit Facility provides the lenders with a secured interest in the equity of the Company subsidiaries
that own the properties included in the borrowing base. The indebtedness outstanding under the Credit Facility
accrues interest at a rate ranging from the 30-day LIBOR plus 135 basis points to the 30-day LIBOR plus 195
basis points based on the total balance outstanding under the Credit Facility as a percentage of the total asset
value of the Operating Partnership, as defined in the Credit Facility. The Credit Facility also accrues a fee of 15
to 25 basis points for any unused portion of the borrowing capacity based on whether the unused portion is
greater or less than 50% of the total borrowing capacity.

59

At December 31, 2020, the current commitment level under the Credit Facility was $150.0 million and the

Company had an outstanding balance of $106.8 million.

The Operating Partnership is subject to customary restrictive covenants under the Credit Facility, including,

but not limited to, limitations on the Operating Partnership’s ability to: (a) incur indebtedness; (b) make certain
investments; (c) incur certain liens; (d) engage in certain affiliate transactions; and (e) engage in certain major
transactions such as mergers. The Credit Facility also contains financial covenants covering the Operating
Partnership, including but not limited to, tangible net worth and fixed charge coverage ratio. In addition, the
Operating Partnership is subject to additional financial maintenance covenants as described in the Credit
Agreement. On June 30, 2020, the Company and the Operating Partnership entered into the first amendment to
the Credit Agreement with the lenders whereby the tangible net worth covenant was adjusted to be more
reflective of market terms.

Acquisitions and Investments. As noted previously, the Company’s operations commenced on November 26,

2019 and we did not acquire any single-tenant income properties during the period beginning with the
commencement of our operations on November 26, 2019 through December 31, 2019. During the year ended
December 31, 2020, we acquired 29 single-tenant, net leased properties for a total investment of $116.6 million.
See Note 17, “Subsequent Events” to the consolidated and combined financial statements included in Item 8,
“Financial Statements and Supplementary Data” in this Annual Report on Form 10-K for information related to
the single-tenant income properties acquired subsequent to December 31, 2020.

During the first quarter of 2020, the Company completed the acquisition of nine properties for an aggregate

purchase price of $46.8 million. When the pandemic was declared, given the uncertainties created by the
COVID-19 Pandemic and the impact on the capital markets, the U.S. economy, and PINE’s tenants, the
Company temporarily suspended its activities directed at identifying additional acquisition opportunities.
Towards the end of the second quarter of 2020, the Company completed the acquisition of two properties for an
aggregate purchase price of $28.6 million. During the third and fourth quarter of 2020, the Company completed
the acquisition of 18 properties for an aggregate purchase price of $41.2 million, for total acquisition volume of
$116.6 million for the year ended December 31, 2020.

Dispositions. On September 25, 2020, the Company sold its single-tenant income property, classified as
held for sale as of June 30, 2020, leased to Outback Steakhouse located in Charlottesville, Virginia, for total
disposition volume of $5.1 million, reflecting an exit cap rate of 5.8%. The Company’s gain on the sale was
$0.3 million, or $0.03 per diluted share. No income properties were disposed of during the period beginning with
the commencement of our operations on November 26, 2019 through December 31, 2019.

Capital Expenditures. Through December 31, 2020, the Company incurred $0.9 million of tenant

improvements related to the property leased to 7-Eleven in Georgetown, Texas, of which the tenant reimbursed
$0.4 million subsequent to year end pursuant to the lease. As of December 31, 2020, $0.1 million of the total
$0.9 million was left to be funded.

We believe we will have sufficient liquidity to fund our operations, capital requirements, maintenance, and

debt service requirements over the next twelve months and into the foreseeable future, with cash on hand, cash
flow from our operations and $43.2 million of available capacity on the existing $150.0 million Credit Facility,
based on our current borrowing base of income properties, as of December 31, 2020.

The Board and management consistently review the allocation of capital with the goal of providing the best

long-term return for our stockholders. These reviews consider various alternatives, including increasing or
decreasing regular dividends, repurchasing the Company’s securities, and retaining funds for reinvestment.
Annually, the Board reviews our business plan and corporate strategies, and makes adjustments as circumstances
warrant. Management’s focus is to continue our strategy of investing in single-tenant net leased income
properties by utilizing the capital we raised in the IPO and available borrowing capacity from the Credit Facility
to increase our portfolio of income-producing properties, providing stabilized cash flows with strong risk-
adjusted returns primarily in larger metropolitan areas and growth markets.

60

CONTRACTUAL OBLIGATIONS AND COMMITMENTS

Through December 31, 2020, the Company incurred $0.9 million of tenant improvements related to the

property leased to 7-Eleven in Georgetown, Texas, of which the tenant reimbursed $0.4 million subsequent to
year end pursuant to the lease. As of December 31, 2020, $0.1 million of the total $0.9 million was left to be
funded.

There are no development obligations, that are not recognized as liabilities in our consolidated financial

statements.

OFF-BALANCE SHEET ARRANGEMENTS

None.

CRITICAL ACCOUNTING POLICIES

The consolidated financial statements included in this Annual Report are prepared in conformity with

GAAP. The preparation of financial statements in conformity with GAAP requires management to make
estimates and assumptions that affect the reported amounts of assets and liabilities, the disclosure of contingent
assets and liabilities at the date of the financial statements, and the reported amounts of revenues and
expenses. The development and selection of these critical accounting policies have been determined by
management and the related disclosures have been reviewed with the Audit Committee of the Board of Directors
of the Company. Actual results could differ from those estimates.

Our significant accounting policies are more fully described in Note 3, “Summary of Significant Accounting

Policies” to the consolidated and combined financial statements included in Item 8, “Financial Statements and
Supplementary Data” in this Annual Report on Form 10-K; however, the most critical accounting policies, which
involve the use of estimates and assumptions as to future uncertainties and, therefore, may result in actual
amounts that differ from estimates, are as follows:

Use of Estimates in the Preparation of Financial Statements. The preparation of financial statements in

conformity with 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 revenues and expenses during the reporting period presented. Actual
results could differ from those estimates.

Because of, among other factors, the fluctuating market conditions that currently exist in the national real

estate markets, and the volatility and uncertainty in the financial and credit markets, it is possible that the
estimates and assumptions, most notably those related to the Predecessor’s investment in income properties,
could change materially due to the continued volatility of the real estate and financial markets or as a result of a
significant dislocation in those markets.

Long-Lived Assets. The Company follows Financial Accounting Standards Board (“FASB”) Accounting
Standards Codification (“ASC”) Topic 360-10, Property, Plant, and Equipment in conducting its impairment
analyses. The Company reviews the recoverability of long-lived assets, primarily real estate, for impairment
whenever events or changes in circumstances indicate that the carrying amount of an asset may not be
recoverable. Examples of situations considered to be triggering events include: a substantial decline in operating
cash flows during the period, a current or projected loss from operations, an income property not fully leased or
leased at rates that are less than current market rates, and any other quantitative or qualitative events deemed
significant by management. Long-lived assets are evaluated for impairment by using an undiscounted cash flow
approach, which considers future estimated capital expenditures. Impairment of long-lived assets is measured at
fair value less cost to sell.

61

Purchase Accounting for Acquisitions of Real Estate Subject to a Lease. Investments in real estate are
carried at cost less accumulated depreciation and impairment losses, if any. The cost of investments in real estate
reflects their purchase price or development cost. We evaluate each acquisition transaction to determine whether
the acquired asset meets the definition of a business. Under Accounting Standards Update (“ASU”) 2017-01,
Business Combinations (Topic 805): Clarifying the Definition of a Business, an acquisition does not qualify as a
business when there is no substantive process acquired or substantially all of the fair value is concentrated in a
single identifiable asset or group of similar identifiable assets or the acquisition does not include a substantive
process in the form of an acquired workforce or an acquired contract that cannot be replaced without significant
cost, effort or delay. Transaction costs related to acquisitions that are asset acquisitions are capitalized as part of
the cost basis of the acquired assets, while transaction costs for acquisitions that are deemed to be acquisitions of
a business are expensed as incurred. Improvements and replacements are capitalized when they extend the useful
life or improve the productive capacity of the asset. Costs of repairs and maintenance are expensed as incurred.

In accordance with FASB guidance, the fair value of the real estate acquired with in-place leases is allocated

to the acquired tangible assets, consisting of land, building and tenant improvements, and identified intangible
assets and liabilities, consisting of the value of above-market and below-market leases, the value of in-place
leases, and the value of leasing costs, based in each case on their relative fair values. In allocating the fair value
of the identified intangible assets and liabilities of an acquired property, above-market and below-market in-place
lease values are recorded as other assets or liabilities based on the present value. The capitalized above-market
lease values are amortized as a reduction of rental income over the remaining terms of the respective leases. The
capitalized below-market lease values are amortized as an increase to rental income over the initial term unless
the management believes that it is likely that the tenant will renew the lease upon expiration, in which case both
the Company and the Predecessor amortize the value attributable to the renewal over the renewal period. The
value of in-place leases and leasing costs are amortized to expense over the remaining non-cancelable periods of
the respective leases. If a lease were to be terminated prior to its stated expiration, all unamortized amounts
relating to that lease would be written off.

Income Property Lease Revenue. The rental arrangements associated with the Company’s income property

portfolio are classified as operating leases. The Company recognizes lease income on these properties on a
straight-line basis over the term of the lease. Accordingly, contractual lease payment increases are recognized
evenly over the term of the lease. The periodic difference between lease income recognized under this method
and contractual lease payment terms (i.e., straight-line rent) is recorded as a deferred operating lease receivable
and is included in straight-line rent adjustment on the accompanying consolidated balance sheets as of
December 31, 2020 and December 31, 2019.

Income Taxes. The Company has elected to be taxed as a REIT for U.S. federal income tax purposes under
the Internal Revenue Code commencing with its short taxable year beginning on November 26, 2019 and ending
on December 31, 2019. The Company believes that, commencing with such short taxable year, it has been
organized and has operated in such a manner as to qualify for taxation as a REIT under the U.S. federal income
tax laws. The Company intends to continue to operate in such a manner. As a REIT, the Company will be subject
to U.S. federal and state income taxation at corporate rates on its net taxable income; the Company, however,
may claim a deduction for the amount of dividends paid to its stockholders. Amounts distributed as dividends by
the Company will be subject to taxation at the stockholder level only. While the Company must distribute at least
90% of its REIT taxable income, determined without regard to the dividends paid deduction and excluding any
net capital gain, to qualify as a REIT, the Company intends to distribute all of its net taxable income. The
Company is allowed certain other non-cash deductions or adjustments, such as depreciation expense, when
computing its REIT taxable income and distribution requirement. These deductions permit the Company to
reduce its dividend payout requirement under U.S. federal income tax laws. Certain states may impose minimum
franchise taxes. The Company may form one or more taxable REIT subsidiaries (“TRSs”), which will be subject
to applicable U.S. federal, state and local corporate income tax on their taxable income. For the periods
presented, the Company did not have any TRSs that would be subject to taxation.

62

New Accounting Pronouncements. Refer to Note 3, “Summary of Significant Accounting Policies” to the
consolidated and combined financial statements included in Item 8, “Financial Statements and Supplementary
Data” in this Annual Report on Form 10-K.

ITEM 7A. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

We are a smaller reporting company as defined in Rule 12b-2 under the Securities Exchange Act of 1934.
As a result, pursuant to Item 305(e) of Regulation S-K, we are not required to provide the information required
by this Item.

ITEM 8.

FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA

The Company’s Consolidated and Combined Financial Statements appear beginning on page F-1 of this

report. See Item 15 of this report.

ITEM 9. CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND

FINANCIAL DISCLOSURE

There have been no disagreements with our accountants on accounting and financial disclosures.

ITEM 9A. CONTROLS AND PROCEDURES

DISCLOSURE CONTROLS AND PROCEDURES

As of the end of the period covered by this report, an evaluation, as required by rules 13(a)-15 and 15(d)-15
of the Securities Exchange Act of 1934 (the “Exchange Act”) was carried out under the supervision and with the
participation of the Company’s management, including the Chief Executive Officer (“CEO”) and Chief Financial
Officer (“CFO”), of the effectiveness of the Company’s disclosure controls and procedures (as defined in
Rules 13a-15(e) or 15d-15(e) of the Exchange Act). Based on that evaluation, the CEO and CFO have concluded
that the design and operation of the Company’s disclosure controls and procedures are effective to ensure that
information required to be disclosed by the Company in reports that it files or submits under the Exchange Act is
recorded, processed, summarized, and reported within the time periods specified in SEC rules and forms, and to
provide reasonable assurance that information required to be disclosed by the Company in such reports is
accumulated and communicated to the Company’s management, including its CEO and CFO, as appropriate to
allow timely decisions regarding required disclosure.

MANAGEMENT’S REPORT ON INTERNAL CONTROL OVER FINANCIAL REPORTING

Management is responsible for establishing and maintaining adequate internal control over financial
reporting (as defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act). Our internal control over
financial reporting is designed to provide reasonable assurance regarding the reliability of financial reporting and
the preparation of financial statements for external purposes in accordance with U.S. GAAP. Our internal control
over financial reporting includes policies and procedures that (1) pertain to the maintenance of records that, in
reasonable detail, accurately and fairly reflect the transactions and dispositions of our assets; (2) provide
reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in
accordance with U.S. GAAP, and that receipts and expenditures are being made only in accordance with
authorizations of our management and directors; and (3) provide reasonable assurance regarding prevention or
timely detection of unauthorized acquisition, use, or disposition of assets that could have a material effect on our
financial statements.

Because of its inherent limitations, internal control over financial reporting may not prevent or detect
misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that
controls may become inadequate because of changes in conditions, or that the degree of compliance with the
policies or procedures may deteriorate.

63

Under the supervision and with the participation of our management, including our CEO and our CFO, we
evaluated the effectiveness of our internal control over financial reporting using the criteria set forth in the 2013
Internal Control-Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway
Commission (COSO). Based on our assessment and those criteria, our management concluded that our internal
control over financial reporting was effective as of December 31, 2020.

CHANGES IN INTERNAL CONTROL OVER FINANCIAL REPORTING

There were no changes in the Company’s internal control over financial reporting (as defined in

Rules 13a-15(f) or 15d-15(f) of the Exchange Act) during the period covered by this report that have materially
affected, or are reasonably likely to materially affect, the Company’s internal control over financial reporting.

ITEM 9B. OTHER INFORMATION

None.

64

PART III

ITEM 10. DIRECTORS, EXECUTIVE OFFICERS, AND CORPORATE GOVERNANCE

The information required to be set forth herein will be included in the Company’s definitive proxy statement

for its 2021 annual stockholders’ meeting to be filed with the SEC within 120 days after the end of the
registrant’s fiscal year ended December 31, 2020 (the “Proxy Statement”), which sections are incorporated herein
by reference.

ITEM 11. EXECUTIVE COMPENSATION

We are externally managed by our Manager and as such the Company does not incur compensation costs

affiliated with our executive officers. Any additional information required to be set forth herein will be included
in the Proxy Statement, which sections are incorporated herein by reference.

ITEM 12. SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT

AND RELATED STOCKHOLDER MATTERS

The information required to be set forth herein will be included in the Proxy Statement, which sections are

incorporated herein by reference.

ITEM 13. CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR

INDEPENDENCE

The information required to be set forth herein will be included in the Proxy Statement, which sections are

incorporated herein by reference.

ITEM 14. PRINCIPAL ACCOUNTANT FEES AND SERVICES

The information required to be set forth herein will be included in the Proxy Statement, which section is

incorporated herein by reference.

65

PART IV

ITEM 15. EXHIBITS AND FINANCIAL STATEMENT SCHEDULES

1. FINANCIAL STATEMENTS

The following financial statements are filed as part of this report:

Report of Independent Registered Public Accounting Firm . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-2
Consolidated Balance Sheets as of December 31, 2020 and 2019 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-3
Consolidated Statements of Operations for the year ended December 31, 2020 (the Company) and for the
period from November 26, 2019 to December 31, 2019 (the Company) and Combined Statements of
Operations for the period from January 1, 2019 to November 25, 2019 (Predecessor) and for the year
ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-4

Consolidated Statements of Comprehensive Income for the year ended December 31, 2020 (the Company)

and for the period from November 26, 2019 to December 31, 2019 (the Company) and Combined
Statements of Comprehensive Income for the period from January 1, 2019 to November 25, 2019
(Predecessor) and for the year ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . F-5

Consolidated Statements of Stockholders’ Equity for the year ended December 31, 2020 (the Company)
and for the period from November 26, 2019 to December 31, 2019 (the Company) and Combined
Statements of Stockholders’ Equity for the period from January 1, 2019 to November 25, 2019
(Predecessor) and for the year ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . F-6

Consolidated Statements of Cash Flows for the year ended December 31, 2020 (the Company) and for the
period from November 26, 2019 to December 31, 2019 (the Company) and Combined Statements of
Cash Flows for the period from January 1, 2019 to November 25, 2019 (Predecessor) and for the year
ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-7
Notes to Consolidated and Combined Financial Statements . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-8

2. FINANCIAL STATEMENT SCHEDULES

Schedules are omitted because of the absence of conditions under which they are required, materiality, or

because the required information is given in the financial statements or notes thereof.

66

3. EXHIBITS

Exhibit
Number

EXHIBIT INDEX

Description

3.1

3.2

4.1

4.2

10.1

10.2

10.3

10.4

10.5

10.6

10.7

10.8

10.9

Articles of Amendment and Restatement of Alpine Income Property Trust, Inc. (incorporated by
reference to Exhibit 3.1 to the Company’s Current Report on Form 8-K filed on December 3, 2019).

Amended and Restated Bylaws of Alpine Income Property Trust, Inc. (incorporated by reference to
Exhibit 3.2 to the Company’s Current Report on Form 8-K filed on December 3, 2019).

Description of the Registrant’s Securities †

Specimen Common Stock Certificate of Alpine Income Property Trust, Inc. (incorporated by
reference to Exhibit 4.1 to the Registrant’s Registration Statement on Form S-11/A
(File No. 333-234304) filed with the Commission on October 29, 2019).

Stock Purchase Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and Consolidated-Tomoka Land Co. (incorporated by reference to Exhibit 10.1 to the Company’s
Current Report on Form 8-K filed on December 3, 2019).

Registration Rights Agreement, dated November 26, 2019, between Alpine Income Property
Trust, Inc. and Consolidated-Tomoka Land Co. (incorporated by reference to Exhibit 10.2 to the
Company’s Current Report on Form 8-K filed on December 3, 2019).

Amended and Restated Agreement of Limited Partnership, dated November 26, 2019, among Alpine
Income Property GP, LLC, Alpine Income Property Trust, Inc., Consolidated-Tomoka Land Co. and
Indigo Group Ltd. (incorporated by reference to Exhibit 10.3 to the Company’s Current Report on
Form 8-K filed on December 3, 2019).

Tax Protection Agreement, dated November 26, 2019, among Alpine Income Property Trust, Inc.,
Alpine Income Property OP, LP, Consolidated-Tomoka Land Co. and Indigo Group Ltd.
(incorporated by reference to Exhibit 10.4 to the Company’s Current Report on Form 8-K filed on
December 3, 2019).

Management Agreement, dated November 26, 2019, among Alpine Income Property Trust, Inc.,
Alpine Income Property OP, LP and Alpine Income Property Manager, LLC (incorporated by
reference to Exhibit 10.5 to the Company’s Current Report on Form 8-K filed on December 3,
2019).*

Exclusivity and Right of First Offer Agreement, dated November 26, 2019, between Consolidated-
Tomoka Land Co. and Alpine Income Property Trust, Inc. (incorporated by reference to Exhibit 10.6
to the Company’s Current Report on Form 8-K filed on December 3, 2019).

Credit Agreement, dated November 26, 2019, among Alpine Income Property OP, LP, Alpine
Income Property Trust, Inc., Bank of Montreal, BMO Capital Markets Corp. and Raymond James
Bank, N.A. (incorporated by reference to Exhibit 10.7 to the Company’s Current Report on
Form 8-K filed on December 3, 2019).

Indemnification Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and John P. Albright (incorporated by reference to Exhibit 10.8 to the Company’s Current Report on
Form 8-K filed on December 3, 2019).*

Indemnification Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and Steven R. Greathouse (incorporated by reference to Exhibit 10.10 to the Company’s Current
Report on Form 8-K filed on December 3, 2019).*

67

Exhibit
Number

10.10

10.11

10.12

10.13

10.14

10.15

10.16

10.17

10.18

10.19

10.20

21.1

23.1

31.1

31.2

32.1

Description

Indemnification Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and Daniel E. Smith (incorporated by reference to Exhibit 10.11 to the Company’s Current Report
on Form 8-K filed on December 3, 2019).*

Indemnification Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and Mark O. Decker, Jr. (incorporated by reference to Exhibit 10.12 to the Company’s Current
Report on Form 8-K filed on December 3, 2019).*

Indemnification Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and M. Carson Good (incorporated by reference to Exhibit 10.13 to the Company’s Current Report
on Form 8-K filed on December 3, 2019).*

Indemnification Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and Andrew C. Richardson (incorporated by reference to Exhibit 10.14 to the Company’s Current
Report on Form 8-K filed on December 3, 2019).*

Indemnification Agreement, dated November 21, 2019, between Alpine Income Property Trust, Inc.
and Jeffrey S. Yarckin (incorporated by reference to Exhibit 10.15 to the Company’s Current Report
on Form 8-K filed on December 3, 2019).*

Indemnification Agreement, dated February 10, 2021, between Alpine Income Property Trust, Inc.
and Rachel E. Wein (incorporated by reference to Exhibit 10.1 to the Company’s Current Report on
Form 8-K filed on February 11, 2021).*

Alpine Income Property Trust, Inc. 2019 Individual Equity Incentive Plan (incorporated by reference
to Exhibit 10.1 to the Company’s Registration Statement on Form S-8 (File No. 333-235256) filed
on November 25, 2019).*

Alpine Income Property Trust, Inc. 2019 Manager Equity Incentive Plan (incorporated by reference
to Exhibit 10.17 to the Company’s Current Report on Form 8-K filed on December 3, 2019).*

Form of Non-Employee Director Restricted Stock Award Agreement under the Alpine Income
Property Trust, Inc. 2019 Individual Equity Incentive Plan (incorporated by reference to
Exhibit 10.11 to the Registrant’s Registration Statement on Form S-11/A (File No. 333-234304)
filed with the Commission on November 7, 2019).*

First Amendment to the Credit Agreement, dated June 30, 2020, among Alpine Income Property OP,
LP, Alpine Income Property Trust, Inc., Bank of Montreal, BMO Capital Markets Corp. and
Raymond James Bank, N.A. (incorporated by reference to Exhibit 10.1 to the Company’s Current
Report on Form 10-Q filed on August 3, 2020).

Second Amendment to the Credit Agreement, dated October 16, 2020, among Alpine Income
Property OP, LP, Alpine Income Property Trust, Inc., the other Guarantors party thereto, the Lenders
party thereto and Bank of Montreal, as Administrative Agent (incorporated by reference to Exhibit
10.1 to the Company’s Current Report on Form 8-K filed on October 22, 2020).

List of Subsidiaries of the Registrant. †

Consent of Grant Thornton LLP. †

Certificate of John P. Albright, President and Chief Executive Officer, pursuant to Section 302 of the
Sarbanes-Oxley Act of 2002. †

Certificate of Matthew M. Partridge, Senior Vice President, Chief Financial Officer and Treasurer,
pursuant to Section 302 of the Sarbanes-Oxley Act of 2002. †

Certificate of John P. Albright, President and Chief Executive Officer, pursuant to 18 U.S.C.
Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002. ††

68

Exhibit
Number

32.2

Certificate of Matthew M. Partridge, Senior Vice President, Chief Financial Officer and Treasurer,
pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act
of 2002. ††

Description

Exhibit 101.INS

XBRL Instance Document

Exhibit 101.SCH

XBRL Taxonomy Extension Schema Document

Exhibit 101.CAL

XBRL Taxonomy Extension Calculation Linkbase Document

Exhibit 101.DEF

XBRL Taxonomy Definition Linkbase Document

Exhibit 101.LAB

XBRL Taxonomy Extension Label Linkbase Document

Exhibit 101.PRE

XBRL Taxonomy Extension Presentation Linkbase Document

†
Filed Herewith
†† Furnished Herewith
* Management Contract or Compensatory Plan or Arrangement

69

SIGNATURES

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.

Date: February 16, 2021

By:

/S/

JOHN P. ALBRIGHT
John P. Albright

President and Chief Executive Officer

ALPINE INCOME PROPERTY TRUST, INC.

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.

February 16, 2021

President and Chief Executive Officer
(Principal Executive Officer), and
Director

/S/ JOHN P. ALBRIGHT

February 16, 2021

Senior Vice President and Chief

Financial Officer and Treasurer
(Principal Financial Officer)

/S/ MATTHEW M. PARTRIDGE

February 16, 2021

Officer (Principal Accounting Officer)

Vice President and Chief Accounting

/S/ LISA M. VORAKOUN

February 16, 2021

February 16, 2021

February 16, 2021

February 16, 2021

Chairman of the Board, Director

/S/ ANDREW C. RICHARDSON

Director

Director

Director

/S/ MARK O. DECKER, JR.

/S/ M. CARSON GOOD

/S/ JEFFREY S. YARCKIN

70

ALPINE INCOME PROPERTY TRUST, INC.
INDEX TO FINANCIAL STATEMENTS

Report of Independent Registered Public Accounting Firm . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-2
Consolidated Balance Sheets as of December 31, 2020 and 2019 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-3
Consolidated Statements of Operations for the year ended December 31, 2020 (the Company) and for the
period from November 26, 2019 to December 31, 2019 (the Company) and Combined Statements of
Operations for the period from January 1, 2019 to November 25, 2019 (Predecessor) and for the year
ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-4

Consolidated Statements of Comprehensive Income for the year ended December 31, 2020 (the Company)

and for the period from November 26, 2019 to December 31, 2019 (the Company) and Combined
Statements of Comprehensive Income for the period from January 1, 2019 to November 25, 2019
(Predecessor) and for the year ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . F-5

Consolidated Statements of Stockholders’ Equity for the year ended December 31, 2020 (the Company)
and for the period from November 26, 2019 to December 31, 2019 (the Company) and Combined
Statements of Stockholders’ Equity for the period from January 1, 2019 to November 25, 2019
(Predecessor) and for the year ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . F-6

Consolidated Statements of Cash Flows for the year ended December 31, 2020 (the Company) and for the
period from November 26, 2019 to December 31, 2019 (the Company) and Combined Statements of
Cash Flows for the period from January 1, 2019 to November 25, 2019 (Predecessor) and for the year
ended December 31, 2018 (Predecessor) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-7
Notes to Consolidated and Combined Financial Statements . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . F-8

F-1

Report of Independent Registered Public Accounting Firm

Board of Directors and Stockholders
Alpine Income Property Trust, Inc.

Opinion on the financial statements

We have audited the accompanying consolidated balance sheets of Alpine Income Property Trust, Inc. and

subsidiaries (the “Company”) as of December 31, 2020 and 2019, the related consolidated statements of
operations, comprehensive income, stockholders’ equity, and cash flows for the year ended December 31, 2020
and for the period from November 26, 2019 to December 31, 2019 (Company) and the combined statements of
operations, comprehensive income, stockholders’ equity and cash flows for the period from January 1, 2019 to
November 25, 2019 (Predecessor), and for the year ended December 31, 2018 (Predecessor) and the related notes
(collectively referred to as the “financial statements”). In our opinion, the financial statements present fairly, in
all material respects, the financial position of the Company as of December 31, 2020 and 2019 (Company), and
the results of their operations and their cash flows for the year ended December 31, 2020, and for the period from
November 26, 2019 to December 31, 2019 (Company), the period from January 1, 2019 to November 25, 2019
(Predecessor), and for the year ended December 31, 2018 (Predecessor), in conformity with accounting principles
generally accepted in the United States of America.

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 Public Company Accounting Oversight Board (United States) (“PCAOB”) and are required to
be independent with respect to the Company in accordance with the U.S. federal securities laws and the
applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we

plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of
material misstatement, whether due to error or fraud. The Company is not required to have, nor were we engaged
to perform, an audit of its internal control over financial reporting. As part of our audits we are required to obtain
an understanding of internal control over financial reporting but not for the purpose of expressing an opinion on
the effectiveness of the Company’s internal control over financial reporting. Accordingly, we express no such
opinion.

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.

/s/ Grant Thornton LLP

We have served as the Company’s auditor since 2019.

Orlando, Florida
February 16, 2021

F-2

ALPINE INCOME PROPERTY TRUST, INC.
CONSOLIDATED BALANCE SHEETS
(In thousands, except share data)

As of

December 31,
2020

December 31,
2019

Real Estate:

ASSETS

Land, at cost . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Building and Improvements, at cost

$ 83,210
142,679

$ 54,387
74,070

Total Real Estate, at cost . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Less, Accumulated Depreciation . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Real Estate—Net . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Cash and Cash Equivalents . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Intangible Lease Assets—Net
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Straight-Line Rent Adjustment
Deferred Expenses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Other Assets . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

225,889
(6,550)

219,339
1,894
36,881
2,045
—
1,431

128,457
(417)

128,040
12,342
22,358
68
577
788

Total Assets . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 261,590

$ 164,173

Liabilities:

LIABILITIES AND EQUITY

Accounts Payable, Accrued Expenses, and Other Liabilities . . . . . . . . . . . . . . . .
Prepaid Rent and Deferred Revenue . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Intangible Lease Liabilities—Net
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Long-Term Debt

Total Liabilities . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$

1,984
1,055
3,299
106,159

112,497

$

1,472
88
1,908
—

3,468

Commitments and Contingencies
Equity:

Preferred Stock, $0.01 par value per share, 100 million shares authorized, no
shares issued and outstanding as of December 31, 2020 and December 31,
2019, respectively . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Common Stock, $0.01 par value per share, 500 million shares authorized,
7,458,755 shares issued and outstanding as of December 31, 2020 and
7,902,737 shares issued and outstanding as of December 31, 2019 . . . . . . . . .
Additional Paid-in Capital . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Dividends in Excess of Net Income . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Accumulated Other Comprehensive Loss . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Noncontrolling Interest

Stockholders’ Equity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Total Equity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

—

—

75
132,878
(5,713)
(481)

126,759
22,334

149,093

79
137,948
(498)
—

137,529
23,176

160,705

Total Liabilities and Equity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 261,590

$ 164,173

The accompanying notes are an integral part of these consolidated and combined financial statements.

F-3

ALPINE INCOME PROPERTY TRUST, INC.
CONSOLIDATED AND COMBINED STATEMENTS OF OPERATIONS
(In thousands, except share, per share and dividend data)

For the Year Ended
December 31, 2020

For the Period from
November 26, 2019 to
December 31, 2019

For the Period from
January 1, 2019 to
November 25, 2019

For the Year Ended
December 31, 2018

The Company

Predecessor

Revenues:

Lease Income . . . . . . . . . . .

$

19,248

$

Total Revenues . . . . . .

19,248

Operating Expenses:

Real Estate Expenses . . . . .
General and Administrative
Expenses . . . . . . . . . . . . .

Depreciation and

Amortization . . . . . . . . . .

Total Operating

2,316

4,660

9,949

1,394

1,394

372

339

687

Expenses . . . . . . . . .

16,925

1,398

287

2,610
1,464

1,146

—

(4)
41

(45)

$ 11,837

11,837

$ 11,720

11,720

1,664

1,683

4,859

8,206

—

3,631
—

3,631

1,620

1,184

4,901

7,705

—

4,015
—

4,015

(161)

6

—

—

$

985

$

(39)

$ 3,631

$ 4,015

Gain on Disposition of

Assets . . . . . . . . . . . . . . .

Net Income from Operations . . .
Interest Expense . . . . . . . . . . . . .

Net Income (Loss)

. . . . . . . . . . .

Less: Net (Income)

Loss Attributable to
Noncontrolling
Interest

. . . . . . . . . .

Net Income (Loss) Attributable
to Alpine Income Property
Trust, Inc.

. . . . . . . . . . . . . . . .

Per Common Share Data:
Net Income (Loss) Attributable
to Alpine Income Property
Trust, Inc.

Basic . . . . . . . . . . . . . .
Diluted . . . . . . . . . . . .

$
$

0.13
0.11

$
$

—
—

Weighted Average Number of

Common Shares:

Basic . . . . . . . . . . . . . .
Diluted . . . . . . . . . . . .

7,588,349
8,812,203

7,902,737
9,126,591

Dividends Declared and Paid . . .

$

0.82

$

0.058

N/A
N/A

N/A
N/A

N/A

N/A
N/A

N/A
N/A

N/A

The accompanying notes are an integral part of these consolidated and combined financial statements.

F-4

ALPINE INCOME PROPERTY TRUST, INC.
CONSOLIDATED AND COMBINED STATEMENTS OF COMPREHENSIVE INCOME
(In thousands)

For the Year Ended
December 31, 2020

For the Period from
November 26, 2019 to
December 31, 2019

For the Period from
January 1, 2019 to
November 25, 2019

For the Year Ended
December 31, 2018

The Company

Predecessor

$ 985

$ (39)

$ 3,631

$ 4,015

Net Income (Loss) Attributable
to Alpine Income Property
Trust, Inc.

. . . . . . . . . . . . . . . .

Other Comprehensive Income

(Loss)

Cash Flow Hedging

Derivative - Interest Rate
Swap . . . . . . . . . . . . . . . .

(481)

Total Other Comprehensive

Loss . . . . . . . . . . . . . . . . . . . . .

(481)

Total Comprehensive Income

—

—

—

—

—

—

(Loss) . . . . . . . . . . . . . . . . . . .

$ 504

$ (39)

$ 3,631

$ 4,015

The accompanying notes are an integral part of these consolidated and combined financial statements.

F-5

ALPINE INCOME PROPERTY TRUST, INC.
CONSOLIDATED AND COMBINED STATEMENTS OF STOCKHOLDERS’ EQUITY
(In thousands, except per share data)

Predecessor
Equity

Common
Stock at
Par

Additional
Paid-in
Capital

Dividends
in Excess of
Net Income

Accumulated
Other
Comprehensive
Loss

Stockholders’
Equity

Noncontrolling
Interest

Total
Equity

Predecessor
Balance January 1,

2018 . . . . . . . . . . . . . . .
Net Income . . . . . . . . . . .
Stock Compensation

Expense from CTO
Realty Growth, Inc. . . .

Net Transactions with

CTO Realty Growth,
Inc. . . . . . . . . . . . . . . . .

Balance December 31,

2018 . . . . . . . . . . . . . . .
Net Income . . . . . . . . . . .
Stock Compensation

Expense from CTO
Realty Growth, Inc. . . .

Net Transactions with

CTO Realty Growth,
Inc. . . . . . . . . . . . . . . . .

Balance November 25,

$120,380
4,015

$—
—

$ —
—

$ —
—

$ —
—

$120,380
4,015

$ —
—

$120,380
4,015

232

(438)

124,189
3,631

509

19,447

—

—

—
—

—

—

—

—

—
—

—

—

—

—

—
—

—

—

—

—

—
—

—

—

232

(438)

124,189
3,631

509

19,447

—

—

—
—

—

—

232

(438)

124,189
3,631

509

19,447

2019 . . . . . . . . . . . . . . .

$147,776

$—

$ —

$ —

$ —

$147,776

$ —

$147,776

Predecessor
Equity

Common
Stock at
Par

Additional
Paid-in
Capital

Dividends
in Excess of
Net Income

Accumulated
Other
Comprehensive
Loss

Stockholders’
Equity

Noncontrolling
Interest

Total
Equity

The Company
Balance November 26,

2019 . . . . . . . . . . . . . . .
Net Loss . . . . . . . . . . . . . .
Proceeds from Initial

Public Offering . . . . . .

Proceeds from Private

Placement . . . . . . . . . . .
Operating Units Issued . .
Payment of Initial Public
Offering Transaction
Costs . . . . . . . . . . . . . .

Stock Issuance to

Directors . . . . . . . . . . .

Cash Dividend ($0.058

per share) . . . . . . . . . . .

Balance December 31,

2019 . . . . . . . . . . . . . . .
Net Income . . . . . . . . . . .
Stock Repurchase . . . . . .
Payment of Shelf

Registration and ATM
Transaction Costs . . . .

Stock Issuance to

Directors . . . . . . . . . . .
Cash Dividend ($0.82 per
share) . . . . . . . . . . . . . .

Other Comprehensive

Loss . . . . . . . . . . . . . . .

Balance December 31,

$ —
—

$—
—

$ —
—

$ —

(39)

$ —
—

—

—
—

—

—

—

—
—
—

—

—

—

—

75

4
—

—

—

—

79
—

(4)

—

—

—

—

142,425

7,497
—

(11,978)

4

—

137,948
—
(5,010)

(298)

238

—

—

—

—
—

—

—

(459)

(498)
985
—

—

(6,200)

—

—
—

—

—

—

—
—
—

—

—

$ —

(39)

142,500

$ —

$ —

(6)

(45)

—

142,500

7,501
—

—
23,253

7,501
23,253

(11,978)

4

(459)

137,529
985
(5,014)

(298)

238

—

—

(11,978)

4

(71)

(530)

23,176
161
—

160,705
1,146
(5,014)

(298)

238

—

(6,200)

(1,003)

(7,203)

—

(481)

(481)

—

(481)

2020 . . . . . . . . . . . . . . .

$ —

$ 75

$132,878

$(5,713)

$(481)

$126,759

$22,334

$149,093

The accompanying notes are an integral part of these consolidated and combined financial statements.

F-6

ALPINE INCOME PROPERTY TRUST, INC.
CONSOLIDATED AND COMBINED STATEMENTS OF CASH FLOWS
(In thousands)

For the Year Ended
December 31,
2020

For the Period from
November 26, 2019
to December 31,
2019

For the Period from
January 1, 2019 to
November 25,
2019

For the Year Ended
December 31,
2018

The Company

Predecessor

Cash Flow from Operating Activities:

Net Income (Loss) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$

1,146

$

(45)

$ 3,631

$ 4,015

Adjustments to Reconcile Net Income to Net Cash Provided

by Operating Activities:

Depreciation and Amortization . . . . . . . . . . . . . . . . .
Amortization of Intangible Lease Assets and

Liabilities to Lease Income . . . . . . . . . . . . . . . . . .

Amortization of Deferred Loan Costs to Interest

Expense . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Amortization of Deferred Expenses to Lease

Income . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Gain on Disposition of Assets . . . . . . . . . . . . . . . . . .
Non-Cash Compensation . . . . . . . . . . . . . . . . . . . . . .
Decrease (Increase) in Assets:
Straight-Line Rent Adjustment . . . . . . . . . . . . . . . . .
COVID-19 Rent Deferrals, Net . . . . . . . . . . . . . . . . .
Deferred Expenses . . . . . . . . . . . . . . . . . . . . . . . . . . .
Other Assets . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Increase (Decrease) in Liabilities:
Accounts Payable, Accrued Expenses, and Other

Liabilities . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Prepaid Rent and Deferred Revenue . . . . . . . . . . . . .

Net Cash Provided By Operating Activities . . .

Cash Flow from Investing Activities:

Acquisition of Real Estate, Including Capitalized

Expenditures . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Proceeds from Disposition of Assets . . . . . . . . . . . . . . . . .

Net Cash Used In Investing Activities . . . . . . . .

Cash Flow from Financing Activities:

Draws on Credit Facility . . . . . . . . . . . . . . . . . . . . . . . . . .
Payments on Credit Facility . . . . . . . . . . . . . . . . . . . . . . .
Repurchase of Common Stock . . . . . . . . . . . . . . . . . . . . .
Cash Received from Initial Public Offering . . . . . . . . . . .
Cash Received from Private Placement . . . . . . . . . . . . . . .
Cash Paid for Initial Public Offering Transaction

9,949

(108)

188

—
(287)
268

(1,524)
(378)
—
(830)

2
968

9,394

(118,808)
4,933

(113,875)

115,500
(8,691)
(5,014)
—
—

Costs . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

—

Cash Paid for Shelf Registration and ATM Transaction

Costs . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Net Transactions with CTO Realty Growth, Inc.
. . . . . . .
Cash Paid for Loan Fees . . . . . . . . . . . . . . . . . . . . . . . . . .
Dividends Paid . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Net Cash Provided By (Used In) Financing

Activities . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Net Increase (Decrease) in Cash and Cash Equivalents . . . . . .
Cash and Cash Equivalents, Beginning of Period . . . . . . . . . . .

Cash and Cash Equivalents, End of Period . . . . . . . . . . . . . . . .

Supplemental Disclosure of Cash Flow Information:

Cash Paid for Interest

. . . . . . . . . . . . . . . . . . . . . . . . . . . .

Supplemental Disclosure of Non-Cash Investing and

Financing Activities:

Unrealized Loss on Cash Flow Hedge . . . . . . . . . . . . . . . .
Contribution of OP Units in Exchange for Predecessor

Income Properties . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

(298)
—
(261)
(7,203)

94,033

(10,448)
12,342

1,894

1,230

481

—

$

$

$

$

687

(5)

16

—
—

4

(68)
—
—
(787)

1,472
88

1,362

(125,919)

—

(125,919)

—
—
—

142,500
7,501

(11,978)

—
—
(594)
(530)

136,899

12,342
—

4,859

(234)

—

277
—
509

(410)
—
—
(500)

(243)
(343)

7,546

(27,001)
—

(27,001)

—
—
—
—
—

—

—
19,447
—
—

19,447

(8)
8

4,901

(229)

—

302
—
232

(451)
—

(1)
41

(3,158)
(27)

5,625

(5,186)
—

(5,186)

—
—
—
—
—

—

—
(438)
—
—

(438)

1
7

8

$ 12,342

$ —

$

$

$

—

—

$ 23,253

$ —

$ —

$ —

$ —

$ —

$ —

The accompanying notes are an integral part of these consolidated and combined financial statements.

F-7

ALPINE INCOME PROPERTY TRUST, INC.
NOTES TO CONSOLIDATED AND COMBINED FINANCIAL STATEMENTS
December 31, 2020, 2019 and 2018

NOTE 1.

BUSINESS AND ORGANIZATION

BUSINESS

Alpine Income Property Trust, Inc. (the “Company” or “PINE”) is a real estate company that owns and
operates a high-quality portfolio of single-tenant commercial properties. The terms “us,” “we,” “our,” and “the
Company” as used in this report refer to Alpine Income Property Trust, Inc. together with our consolidated
subsidiaries.

Our portfolio consists of 48 single-tenant, primarily net leased, retail and office properties located in 34
markets in 18 states. All of the properties in our portfolio are subject to long-term, primarily triple-net leases,
which generally require the tenant to pay all of the property operating expenses such as real estate taxes,
insurance, assessments and other governmental fees, utilities, repairs and maintenance and certain capital
expenditures. See Note 17, “Subsequent Events”, for information related to the single-tenant income properties
acquired subsequent to December 31, 2020.

The Company has no employees and is externally managed by Alpine Income Property Manager, LLC, a

Delaware limited liability company and a wholly owned subsidiary of CTO Realty Growth, Inc. (our
“Manager”). CTO Realty Growth, Inc. (NYSE: CTO) is a Maryland corporation that is a publicly traded,
diversified real estate operating company and the sole member of our Manager (“CTO”).

ORGANIZATION

The Company is a Maryland corporation that was formed on August 19, 2019. On November 26, 2019, the

Company closed its initial public offering (“IPO”) of shares of its common stock (the “Offering”) as well as a
concurrent private placement of shares of common stock to CTO. The price per share paid in the Offering and the
concurrent private placement was $19.00 (the “IPO Price”). The Offering raised $142.5 million in gross proceeds
from the issuance of 7,500,000 shares of our common stock. We also raised $7.5 million from the concurrent
private placement to CTO from the issuance of 394,737 shares of our common stock (“CTO Private Placement”).
Included in the $142.5 million Offering was CTO’s purchase of 421,053 shares of our common stock for
$8.0 million, representing a cash investment by CTO of $15.5 million. A total of $125.9 million of proceeds from
the Offering were utilized to acquire 15 properties in our initial portfolio from CTO. The remaining five
properties in our initial portfolio were contributed by CTO in exchange for 1,223,854 units of the operating
partnership (the “OP Units”) for a value of $23.3 million based on the IPO Price. The Company incurred a total
of $12.0 million of transaction costs, which included underwriting fees of $9.4 million. Upon completion of the
Offering, the concurrent CTO Private Placement, and the other transactions executed at the time of our listing on
the New York Stock Exchange (the “NYSE”) under the symbol “PINE” (collectively defined as the “Formation
Transactions”), CTO owned 22.3% of our outstanding common stock (assuming the OP Units issued to CTO in
the Formation Transactions are exchanged for shares of our common stock on a one-for-one basis).

We conduct the substantial majority of our operations through Alpine Income Property OP, LP (the
“Operating Partnership”). Our wholly owned subsidiary, Alpine Income Property GP, LLC (“PINE GP”), is the
sole general partner of the Operating Partnership. Substantially all of our assets are held by, and our operations
are conducted through, the Operating Partnership. As of December 31, 2020, we have a total ownership interest
in the Operating Partnership of 85.9%, with CTO holding, directly and indirectly, a 14.1% ownership interest in
the Operating Partnership. Our interest in the Operating Partnership generally entitles us to share in cash
distributions from, and in the profits and losses of, the Operating Partnership in proportion to our percentage
ownership. We, through PINE GP, generally have the exclusive power under the partnership agreement to
manage and conduct the business and affairs of the Operating Partnership, subject to certain approval and voting
rights of the limited partners. The Board manages our business and affairs.

F-8

The Company has elected to be taxed as a real estate investment trust (“REIT”) for U.S. federal income tax

purposes under the Internal Revenue Code of 1986, as amended (the “Internal Revenue Code”) commencing with
its short taxable year beginning on November 26, 2019 and ending on December 31, 2019. To qualify as a REIT,
the Company must meet certain organizational and operational requirements, including a requirement to
distribute at least 90% of the Company’s annual REIT taxable income, without regard to the dividends paid
deduction or net capital gain, to its stockholders (which is computed and which does not necessarily equal net
income as calculated in accordance with generally accepted accounting principles). As a REIT, the Company is
generally not subject to U.S. federal corporate income tax to the extent of its distributions to stockholders. If the
Company fails to qualify as a REIT in any taxable year, the Company will be subject to U.S. federal income tax
on its taxable income at regular corporate rates and generally will not be permitted to qualify for treatment as a
REIT for the four taxable years following the year during which qualification is lost unless the Internal Revenue
Service grants the Company relief under certain statutory provisions. Such an event could materially adversely
affect the Company’s net income and net cash available for distribution to stockholders. Even if the Company
qualifies for taxation as a REIT, the Company may be subject to state and local taxes on its income and property
and federal income and excise taxes on its undistributed income.

COVID-19 PANDEMIC

In March 2020, the World Health Organization declared the outbreak of the novel coronavirus as a

pandemic (the “COVID-19 Pandemic”), which has spread throughout the United States. The spread of the
COVID-19 Pandemic has continued to cause significant volatility in the U.S. and international markets, and in
many industries, business activity has experienced periods of almost complete shutdown. There continues to be
uncertainty around the duration and severity of business disruptions related to the COVID-19 Pandemic, as well
as its impact on the U.S. economy and international economies. See Item 7, “Management’s Discussion and
Analysis of Financial Condition and Results of Operations” for the Company’s disclosure related to the potential
cash flow impact as well as Note 3, “Summary of Significant Accounting Policies” for the accounting treatment
of lease modifications associated with tenant rent relief requests due to the COVID-19 Pandemic.

NOTE 2.

BASIS OF PRESENTATION AND PRINCIPLES OF CONSOLIDATION

BASIS OF PRESENTATION

For the periods prior to November 26, 2019, the accompanying combined financial statements of Alpine

Income Property Trust Predecessor (the “Predecessor”) do not represent the financial position and results of
operations of one legal entity, but rather a combination of entities under common control that have been “carved
out” from CTO’s consolidated financial statements. Historically, financial statements of the Predecessor have not
been prepared as it has not operated separately from CTO. These combined financial statements reflect the
revenues and expenses of the Predecessor and include certain material assets and liabilities of CTO that are
specifically identifiable and generated through, or associated with, an in-place net lease, which have been
reflected at CTO’s historical basis.

For periods subsequent to November 26, 2019, the accompanying consolidated financial statements

represent the consolidated statements of Alpine Income Property Trust, Inc. together with our consolidated
subsidiaries. As a result of the Company’s acquisitions of the initial portfolio from CTO, the consolidated
financial statements subsequent to November 26, 2019 are presented on a new basis of accounting pursuant to
Accounting Standards Codification (“ASC”) 805-10, Business Combinations.

The preparation of these consolidated and combined financial statements in conformity with accounting
principles generally accepted in the United States of America (“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 dates of the financial statements and the reported amounts of revenues and expenses during the
reporting periods. The combined financial statements for the periods prior to November 26, 2019 include an

F-9

allocation of general and administrative expenses to the Predecessor from CTO. In addition, general and
administrative expenses include an allocation of the costs of certain CTO corporate functions, including
executive oversight, treasury, finance, human resources, tax compliance and planning, internal audit, financial
reporting, information technology and investor relations. General and administrative expenses (including stock-
based compensation) represent a pro rata allocation of costs from CTO based on the revenues of the Predecessor
as a percentage of CTO’s total revenue. The Company believes the allocation methodology for general and
administrative expenses is reasonable. However, the allocated general and administrative expense presented in
our combined statements of operations for historical periods does not necessarily reflect what our general and
administrative expenses will be as a stand-alone public company for future reporting periods. Additionally, most
of the Predecessor entities included in CTO’s financial statements did not have separately established bank
accounts for the periods presented, and most cash transactions were historically transacted through bank accounts
owned by CTO. The combined statements of cash flows for the periods presented were prepared as if operating,
investing, and financing transactions had been transacted through separate bank accounts of the Predecessor. The
combined financial statements include, on a carve-out basis, the historical balance sheets and statements of
operations and cash flows attributed to the Company.

PRINCIPLES OF CONSOLIDATION

For periods subsequent to November 26, 2019, the consolidated financial statements include the accounts of

the Company, its wholly owned subsidiaries, and other entities in which we have a controlling interest. All
significant inter-company balances and transactions have been eliminated in the consolidated financial
statements. For periods prior to November 26, 2019, the combined financial statements include, on a carve-out
basis, the historical balance sheets and statements of operations and cash flows of the Predecessor.

SEGMENT REPORTING

ASC Topic 280, Segment Reporting, establishes standards related to the manner in which enterprises report
operating segment information. The Company is primarily in the business of acquiring and managing retail real
estate which is considered to be one reporting segment. The Company has no other reportable segments. The
Company’s chief executive officer, who is the chief operating decision maker, reviews financial information on
an aggregate basis for purposes of allocating and evaluating financial performance.

NOTE 3.

SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES

USE OF ESTIMATES IN THE PREPARATION OF FINANCIAL STATEMENTS

The preparation of financial statements in conformity with 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 revenues and expenses during the
reporting period presented. Actual results could differ from those estimates.

Among other factors, fluctuating market conditions that can exist in the national real estate markets and the
volatility and uncertainty in the financial and credit markets make it possible that the estimates and assumptions,
most notably those related to PINE’s investment in income properties, could change materially due to continued
volatility in the real estate and financial markets, or as a result of a significant dislocation in those markets.

REAL ESTATE

The Company’s real estate assets are primarily comprised of the income properties in its portfolio, and are

stated at cost, less accumulated depreciation and amortization. Such income properties are depreciated on a
straight-line basis over their estimated useful lives. Renewals and betterments are capitalized to the applicable
income property accounts. The cost of maintenance and repairs is expensed as incurred. The cost of property
retired or otherwise disposed of, and the related accumulated depreciation or amortization, are removed from the
accounts, and any resulting gain or loss is recorded in the statement of operations. The amount of depreciation of
real estate, exclusive of amortization related to intangible assets, recognized for the year ended December 31,
2020, the period from November 26, 2019 to December 31, 2019, the Predecessor period from January 1, 2019 to
November 25, 2019, and the Predecessor year ended December 31, 2018, was $6.2 million, $0.4 million,
$3.2 million, and $3.2 million, respectively.

F-10

LONG-LIVED ASSETS

The Company follows Financial Accounting Standards Board (“FASB”) ASC Topic 360-10, Property,
Plant, and Equipment in conducting its impairment analyses. The Company reviews the recoverability of long-
lived assets, primarily real estate, for impairment whenever events or changes in circumstances indicate that the
carrying amount of an asset may not be recoverable. Examples of situations considered to be triggering events
include: a substantial decline in operating cash flows during the period, a current or projected loss from
operations, an income property not fully leased or leased at rates that are less than current market rates, and any
other quantitative or qualitative events deemed significant by management. Long-lived assets are evaluated for
impairment by using an undiscounted cash flow approach, which considers future estimated capital expenditures.
Impairment of long-lived assets is measured at fair value less cost to sell.

PURCHASE ACCOUNTING FOR ACQUISITIONS OF REAL ESTATE SUBJECT TO A LEASE

Investments in real estate are carried at cost less accumulated depreciation and impairment losses, if any.

The cost of investments in real estate reflects their purchase price or development cost. We evaluate each
acquisition transaction to determine whether the acquired asset meets the definition of a business. Under
Accounting Standards Update (“ASU”) 2017-01, Business Combinations (Topic 805): Clarifying the Definition
of a Business, an acquisition does not qualify as a business when there is no substantive process acquired or
substantially all of the fair value is concentrated in a single identifiable asset or group of similar identifiable
assets or the acquisition does not include a substantive process in the form of an acquired workforce or an
acquired contract that cannot be replaced without significant cost, effort or delay. Transaction costs related to
acquisitions that are asset acquisitions are capitalized as part of the cost basis of the acquired assets, while
transaction costs for acquisitions that are deemed to be acquisitions of a business are expensed as incurred.
Improvements and replacements are capitalized when they extend the useful life or improve the productive
capacity of the asset. Costs of repairs and maintenance are expensed as incurred.

In accordance with FASB guidance, the fair value of the real estate acquired with in-place leases is allocated

to the acquired tangible assets, consisting of land, building and tenant improvements, and identified intangible
assets and liabilities, consisting of the value of above-market and below-market leases, the value of in-place
leases, and the value of leasing costs, based in each case on their relative fair values. In allocating the fair value
of the identified intangible assets and liabilities of an acquired property, above-market and below-market in-place
lease values are recorded as other assets or liabilities based on the present value. The capitalized above-market
lease values are amortized as a reduction of rental income over the remaining terms of the respective leases. The
capitalized below-market lease values are amortized as an increase to rental income over the initial term unless
the management believes that it is likely that the tenant will renew the lease upon expiration, in which case both
the Company and the Predecessor amortize the value attributable to the renewal over the renewal period. The
value of in-place leases and leasing costs are amortized to expense over the remaining non-cancelable periods of
the respective leases. If a lease were to be terminated prior to its stated expiration, all unamortized amounts
relating to that lease would be written off.

INCOME PROPERTY LEASE REVENUE

The rental arrangements associated with the Company’s income property portfolio are classified as

operating leases. The Company recognizes lease income on these properties on a straight-line basis over the term
of the lease. Accordingly, contractual lease payment increases are recognized evenly over the term of the lease.
The periodic difference between lease income recognized under this method and contractual lease payment terms
(i.e., straight-line rent) is recorded as a deferred operating lease receivable and is included in straight-line rent
adjustment on the accompanying consolidated balance sheets. The Company’s leases provide for reimbursement
from tenants for variable lease payments including common area maintenance, insurance, real estate taxes and
other operating expenses. A portion of our variable lease payment revenue is estimated each period and is
recognized as rental income in the period the recoverable costs are incurred and accrued.

F-11

The collectability of tenant receivables and straight-line rent adjustments is determined based on, among
other things, the aging of the tenant receivable, management’s evaluation of credit risk associated with the tenant
and industry of the tenant, and a review of specifically identified accounts using judgment. As of December 31,
2020, the Company recorded an allowance for doubtful accounts of $0.1 million. As of December 31, 2019, and
2018, no allowance for doubtful accounts was required.

SALES TAX

Sales tax collected on lease payments is recognized as a liability in the accompanying consolidated balance
sheets when collected. The liability is reduced at the time payment is remitted to the applicable taxing authority.

CASH AND CASH EQUIVALENTS

Cash and cash equivalents include cash on hand, bank demand accounts, and money market accounts having

original maturities of 90 days or less. The Company’s bank balances as of December 31, 2020 and 2019 include
certain amounts over the Federal Deposit Insurance Corporation limits. The carrying value of cash and cash
equivalents is reported at Level 1 in the fair value hierarchy, which represents valuation based upon quoted prices
in active markets for identical assets or liabilities.

DEFERRED EXPENSES

As of December 31, 2020, the Company’s long-term debt includes deferred financing costs associated with

the Company’s Credit Facility. These costs are amortized on a straight-line basis over the term of the Credit
Facility and are included in interest expense in the Company’s accompanying consolidated and combined
statements of operations. As of December 31, 2019, these costs are reflected as deferred expenses on the
accompanying consolidated balance sheet as there was no outstanding debt as of December 31, 2019.

DERIVATIVE FINANCIAL INSTRUMENTS AND HEDGING ACTIVITY

Effective April 30, 2020, in conjunction with the variable-rate Credit Facility (hereinafter defined in Note 9,

“Long-Term Debt”), the Company entered into an Interest Rate Swap to fix the interest rate on $50.0 million of
the outstanding Credit Facility balance (the “Interest Rate Swap”). The Company accounts for its cash flow
hedging derivative in accordance with FASB ASC Topic 815-20, Derivatives and Hedging. Depending upon the
Interest Rate Swap’s value at each balance sheet date, the derivative is included in either other assets or accounts
payable, accrued expenses, and other liabilities on the consolidated balance sheet at its fair value. On the date the
Interest Rate Swap was entered into, the Company designated the derivative as a hedge of the variability of cash
flows to be paid related to the recognized long-term debt liabilities.

The Company formally documented the relationship between the hedging instrument and the hedged item,
as well as its risk-management objective and strategy for undertaking the hedge transaction. At the Interest Rate
Swap’s inception, the Company formally assessed whether the derivative that is used in hedging the transaction
is highly effective in offsetting changes in cash flows of the hedged item, and we will continue to do so on an
ongoing basis. As the terms of the Interest Rate Swap and the associated debt are identical, the hedging
instrument qualifies for the shortcut method, therefore, it is assumed that there is no hedge ineffectiveness
throughout the entire term of the hedging instrument.

Changes in fair value of the hedging instrument that are highly effective and designated and qualified as

cash-flow hedge are recorded in other comprehensive income and loss until earnings are affected by the
variability in cash flows of the designated hedged item.

FAIR VALUE OF FINANCIAL INSTRUMENTS

The carrying amounts of the Company’s financial assets and liabilities including cash and cash equivalents,

accounts receivable, accounts payable, and accrued expenses and other liabilities at December 31, 2020 and

F-12

December 31, 2019, approximate fair value because of the short maturity of these instruments. The carrying
value of the Credit Facility approximates current market rates for revolving credit arrangements with similar
risks and maturities.

FAIR VALUE MEASUREMENTS

The Company’s estimates of fair value of financial and non-financial assets and liabilities is based on the
framework established by GAAP. The framework specifies a hierarchy of valuation inputs which was established
to increase consistency, clarity and comparability in fair value measurements and related disclosures. GAAP
describes a fair value hierarchy based upon three levels of inputs that may be used to measure fair value, two of
which are considered observable and one that is considered unobservable. The following describes the three
levels:

• Level 1 – Valuation is based upon quoted prices in active markets for identical assets or liabilities.

• Level 2 – Valuation is based upon inputs other than Level 1 that are observable, either directly or
indirectly, such as quoted prices for similar assets or liabilities, quoted prices in markets that are
not active or other inputs that are observable or can be corroborated by observable market data for
substantially the full term of the assets or liabilities.

• Level 3 – Valuation is generated from model-based techniques that use at least one significant
assumption not observable in the market. These unobservable assumptions reflect estimates of
assumptions that market participants would use in pricing the asset or liability. Valuation
techniques include option pricing models, discounted cash flow models and similar techniques.

EARNINGS PER COMMON SHARE

Basic earnings per common share is computed by dividing net income attributable to the Company for the

period by the weighted average number of shares outstanding for the period. Diluted earnings per common share
is based on the assumption that the OP Units issued to CTO in the Formation Transactions are exchanged for
shares of our common stock on a one-for-one basis.

INCOME TAXES

The Company has elected to be taxed as a REIT for U.S. federal income tax purposes under the Internal

Revenue Code commencing with its short taxable year beginning on November 26, 2019 and ending on
December 31, 2019. The Company believes that, commencing with such short taxable year, it has been organized
and has operated in such a manner as to qualify for taxation as a REIT under the U.S. federal income tax laws.
The Company intends to continue to operate in such a manner. As a REIT, the Company will be subject to U.S.
federal and state income taxation at corporate rates on its net taxable income; the Company, however, may claim
a deduction for the amount of dividends paid to its stockholders. Amounts distributed as dividends by the
Company will be subject to taxation at the stockholder level only. While the Company must distribute at least
90% of its REIT taxable income, determined without regard to the dividends paid deduction and excluding any
net capital gain, to qualify as a REIT, the Company intends to distribute all of its net taxable income. The
Company is allowed certain other non-cash deductions or adjustments, such as depreciation expense, when
computing its REIT taxable income and distribution requirement. These deductions permit the Company to
reduce its dividend payout requirement under U.S. federal income tax laws. Certain states may impose minimum
franchise taxes. The Company may form one or more taxable REIT subsidiaries (“TRSs”), which will be subject
to applicable U.S. federal, state and local corporate income tax on their taxable income. For the periods
presented, the Company did not have any TRSs that would be subject to taxation.

STOCK-BASED COMPENSATION

The Company adopted the Individual Equity Incentive Plan (the “Individual Plan”) and the Manager Equity
Incentive Plan (the “Manager Plan”), which are collectively referred to herein as the Equity Incentive Plans. The

F-13

purpose of the Equity Incentive Plans is to provide equity incentive opportunities to members of the Manager’s
management team and employees who perform services for the Company, the Company’s independent directors,
advisers, consultants and other personnel, either individually or via grants of incentive equity to the Manager.

As of December 31, 2020, the Company has issued restricted shares of common stock pursuant to the Equity

Incentive Plan. The Company’s determination of the grant date fair value of the three-year vest restricted stock
awards was calculated by multiplying the number of shares issued by the Company’s stock price at the grant
date. Compensation cost is recognized on a straight-line basis over the vesting period and is included in general
and administrative expenses in the Company’s consolidated and combined statements of operations. Award
forfeitures are accounted for in the period in which they occur.

CONCENTRATION OF CREDIT RISK

Certain of the tenants in the portfolio of 48 single-tenant properties accounted for more than 10% of total

revenues during the year ended December 31, 2020, the period from November 26, 2019 to December 31, 2019,
the Predecessor period from January 1, 2019 to November 25, 2019, and the Predecessor year ended
December 31, 2018.

During the year ended December 31, 2020, the properties leased to Wells Fargo Bank and Hilton Grand
Vacations represented 19% and 12% of total revenues, respectively. During the period from November 26, 2019
to December 31, 2019 and the Predecessor period from January 1, 2019 to November 25, 2019, the properties
leased to Wells Fargo Bank and Hilton Grand Vacations represented 26% and 17% of total revenues,
respectively. During the Predecessor year ended December 31, 2018, the properties leased to Wells Fargo Bank
and Hilton Grand Vacations represented 31% and 18% of total revenues, respectively.

As of December 31, 2020 and 2019, 13% and 24%, respectively, of the Company’s real estate portfolio,
based on square footage, was located in the State of Oregon. As of December 31, 2020 and 2019, 17% and 29%,
respectively, of the Company’s real estate portfolio, based on square footage, was located in the State of Florida.
Additionally, as of December 31, 2020, individually more than 10% of the Company’s real estate portfolio, based
on square footage, was located in the States of North Carolina and Michigan. As of December 31, 2019, more
than 10% of the Company’s real estate portfolio, based on square footage, was located in the states of Georgia
and North Carolina. Uncertainty of the duration of a prolonged real estate and economic downturn could have an
adverse impact on the Company’s real estate values.

RECENTLY ISSUED ACCOUNTING STANDARDS

Cessation of LIBOR. In January 2021, the FASB issued ASU 2021-01 which is in response to concerns
about structural risks of interbank offered rates (“IBORs”), and, particularly, the risk of cessation of the London
Interbank Offered Rate (“LIBOR”), regulators in numerous jurisdictions around the world have undertaken
reference rate reform initiatives to identify alternative reference rates that are more observable or transaction
based and less susceptible to manipulation. The amendments in ASU 2021-01 are effective immediately and
clarify that certain optional expedients and exceptions in Topic 848 for contract modifications and hedge
accounting apply to derivatives that are affected by the discounting transition. The Company believes it’s Interest
Rate Swap (hereinafter defined) meets the scope of Topic 848-10-15-3A and therefore, Company will be able to
continue to apply a perfectly effective assessment method by electing the corresponding optional expedient for
subsequent assessments.

Lease Modifications. In April 2020, the FASB issued interpretive guidance relating to the accounting for

lease concessions provided as a result of the COVID-19 Pandemic. In this guidance, entities can elect not to
apply lease modification accounting with respect to such lease concessions and, instead, treat the concession as if
it was a part of the existing contract. This guidance is only applicable to lease concessions related to the
COVID-19 Pandemic that do not result in a substantial increase in the rights of the lessor or the obligations of the
lessee. As of and for the year ended

F-14

December 31, 2020, the Company elected to not apply lease modification accounting with respect to rent
deferrals as the concessions were related to COVID-19 and there was not a substantial increase in the lessor’s
rights under the lease agreement. Accordingly, for leases in which deferred rent agreements were reached, the
Company has continued to account for the lease by recognizing the normal straight-line rental income and as the
deferred rents are repaid by the tenant, the straight-line receivable will be reduced. The portion of the straight-
line adjustment related to COVID-19 concessions has been reflected separately in the Company’s statement of
cash flows for the year ended December 31, 2020. With respect to rent abatement agreements, lease modification
accounting applies as an extended term was a part of such agreements, accordingly the Company re-calculated
straight-line rental income for such leases to recognize over the new lease term.

ASC Topic 842, Leases. In February 2016, the FASB issued ASU 2016-02, which requires entities to
recognize assets and liabilities that arise from financing and operating leases and to classify those finance and
operating lease payments in the financing or operating sections, respectively, of the statement of cash flows
pursuant to FASB ASC Topic 842, Leases. The amendments in this update are effective for annual reporting
periods beginning after December 15, 2018.

During the Company’s and Predecessor’s evaluation of FASB ASC Topic 842, Leases, the following

practical expedients and accounting policies with respect to ASC 842 were elected and/or adopted effective
January 1, 2019:

• The Company, as lessor, will not reassess (i) whether any expired or existing contracts are or

contain leases (ii) lease classification for any expired or existing leases or (iii) initial direct costs
for any expired or existing leases.

• The Company, as lessor, will not separate nonlease components from lease components and,

instead, will account for each separate lease component and the nonlease components associated
with that lease as a single component if the nonlease components otherwise would be accounted
for under ASC Topic 606, Revenue from Contracts with Customers. The primary reason for this
election is related to instances where common area maintenance is, or may be, a component of
base rent within a lease agreement.

NOTE 4.

INCOME PROPERTY PORTFOLIO

As of December 31, 2020, the Company’s income property portfolio consisted of 48 single-tenant properties
with 1.6 million total square feet. See Note 17, “Subsequent Events”, for information related to the single-tenant
income properties acquired subsequent to December 31, 2020.

Leasing revenue consists of long-term rental revenue from retail and office income properties, which is

recognized as earned, using the straight-line method over the life of each lease.

The components of lease income are as follows (in thousands):

For the Year
Ended December 31,
2020

For the Period
from November 26,
2019 to
December 31,
2019

For the Period
from January 1,
2019 to
November 25,
2019

For the Year
Ended December 31,
2018

The Company

Predecessor

$ 17,746

$ 1,294

$ 10,810

$ 10,779

1,502

100

$ 1,394

1,027

941

$ 11,837

$ 11,720

Lease Income

Lease Payments . . . . . . . . .
Variable Lease

Payments . . . . . . . . . . . .

Total Lease Income . . . . . . . . . .

$ 19,248

F-15

Minimum Future Rental Receipts. Minimum future rental receipts under non-cancelable operating leases,

excluding percentage rent and other lease payments that are not fixed and determinable, having remaining terms
in excess of one year as of December 31, 2020, are summarized as follows (in thousands):

Year Ending December 31,

2021 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2022 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2023 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2024 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2025 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . .
2026 and thereafter (cumulative)

Amounts

$ 20,974
20,675
20,825
20,351
19,824
74,894

Total

. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 177,543

See Note 3, “Summary of Significant Accounting Policies” for the accounting treatment of potential lease

modifications associated with tenant rent relief requests due to the COVID-19 Pandemic and Item 7,
“Management’s Discussion and Analysis of Financial Condition and Results of Operations” for the amount of
such rent relief.

2020 Activity. During the year ended December 31, 2020, the Company acquired 29 single-tenant income
properties for a purchase price of $116.6 million, or an acquisition cost of $117.7 million including capitalized
acquisition costs. The acquisitions made during the year ended December 31, 2020 were accounted for as asset
acquisitions. Of the total acquisition cost, $30.3 million was allocated to land, $70.0 million was allocated to
buildings and improvements, $19.1 million was allocated to intangible assets pertaining to the in-place lease
value, leasing fees, and above market lease value, and $1.7 million was allocated to intangible liabilities for the
below market lease value. The weighted average amortization period for the intangible assets and liabilities was
10.1 years at acquisition.

F-16

The single-tenant net lease income properties acquired during the year ended December 31, 2020 are

described below:

Tenant Description

Property Location

Date of
Acquisition

Property
Square-Feet

Purchase
Price
($000’s)

Remaining
Lease Term at
Acquisition
Date (in years)

7-Eleven . . . . . . . . . . . . . . . . . . . . . . . . Austin, TX
7-Eleven . . . . . . . . . . . . . . . . . . . . . . . . Georgetown, TX
Conn’s HomePlus . . . . . . . . . . . . . . . . . Hurst, TX
Lehigh Gas Wholesale Services, Inc.
American Multi-Cinema, Inc. . . . . . . . . Tyngsborough, MA
Hobby Lobby . . . . . . . . . . . . . . . . . . . . Tulsa, OK
Long John Silver’s . . . . . . . . . . . . . . . . Tulsa, OK
Old Time Pottery . . . . . . . . . . . . . . . . . . Orange Park, FL
Freddy’s Frozen Custard . . . . . . . . . . . . Orange Park, FL
Hobby Lobby . . . . . . . . . . . . . . . . . . . . Arden, NC
Walmart . . . . . . . . . . . . . . . . . . . . . . . . . Howell, MI
Advanced Auto Parts . . . . . . . . . . . . . . . Severn, MD
Dollar General . . . . . . . . . . . . . . . . . . . . Heuvelton, NY
Dollar General . . . . . . . . . . . . . . . . . . . . Winthrop, NY
Dollar General . . . . . . . . . . . . . . . . . . . . Salem, NY
Dollar General . . . . . . . . . . . . . . . . . . . . Harrisville, NY
Dollar General . . . . . . . . . . . . . . . . . . . . Newtonsville, OH
Dollar General . . . . . . . . . . . . . . . . . . . . Hammond, NY
Dollar General . . . . . . . . . . . . . . . . . . . . Barker, NY
Dollar General . . . . . . . . . . . . . . . . . . . . Chazy, NY
Dollar General . . . . . . . . . . . . . . . . . . . . Milford, ME
Dollar General . . . . . . . . . . . . . . . . . . . . Limestone, ME
Dollar General . . . . . . . . . . . . . . . . . . . . Bingham, ME
Dollar General . . . . . . . . . . . . . . . . . . . . Willis, TX
Dollar General . . . . . . . . . . . . . . . . . . . . Somerville, TX
Dollar General . . . . . . . . . . . . . . . . . . . . Odessa, TX
Dollar General . . . . . . . . . . . . . . . . . . . . Kermit, TX
Kohl’s . . . . . . . . . . . . . . . . . . . . . . . . . . Glendale, AZ
Walgreens . . . . . . . . . . . . . . . . . . . . . . . Tacoma, WA

6,400 $
1/13/2020
7,726
1/13/2020
37,957
1/10/2020
2,578
. . Highland Heights, KY 2/03/2020
39,474
2/19/2020
84,180
2/28/2020
3,000
2/28/2020
84,180
2/28/2020
3,200
2/28/2020
6/24/2020
55,000
6/30/2020 214,172
6,876
9/14/2020
9,342
9/14/2020
9,167
9/14/2020
9,199
9/14/2020
9,309
9/14/2020
9,290
9/14/2020
9,219
9/14/2020
9,275
9/14/2020
9,277
9/14/2020
9,128
9/21/2020
9,167
9/21/2020
9,345
9/21/2020
9,138
9/23/2020
9,252
9/23/2020
9/30/2020
9,127
10,920
11/9/2020
14,125
12/11/2020
87,875
12/18/2020

5,762
4,301
6,100
4,250
7,055
12,486
264
6,312
303
7,987
20,590
2,588
1,462
1,589
1,485
1,466
1,164
1,384
1,439
1,673
1,606
1,456
1,522
1,774
1,472
1,792
1,941
11,600
3,810

Total / Weighted Average 786,898 $116,633

15.0
15.0
11.6
10.8
10.1
10.8
N/A
10.4
6.8
11.2
6.6
14.5
12.1
11.0
13.0
13.3
9.7
12.3
13.2
11.0
13.1
13.1
13.1
14.9
14.8
14.8
14.8
9.1
9.6

10.6

On September 25, 2020, the Company sold its single-tenant income property, classified as held for sale as of

June 30, 2020, leased to Outback Steakhouse located in Charlottesville, Virginia, for total disposition volume of
$5.1 million, reflecting an exit cap rate of 5.8%. The Company’s gain on the sale was $0.3 million, or $0.03 per
diluted share.

Period from November 26, 2019 to December 31, 2019 Activity. On November 26, 2019, the Company
closed its initial public offering. The Company used $125.9 million of the net proceeds from the Offering to
acquire 15 of the 20 properties in the Company’s initial portfolio from CTO, or the Predecessor. The remaining
five properties in the Company’s initial portfolio were contributed by CTO in exchange for 1,223,854 OP Units
of the Operating Partnership for a value of $23.3 million based on the public offering price of $19.00 per share.
The Company accounted for the 20-property initial portfolio acquisition as a business combination and recorded
the assets and liabilities acquired at their fair value in accordance with the provisions of ASC 805-10, Business
Combinations. No income properties were disposed of during the period from November 26, 2019 to
December 31, 2019.

F-17

In connection with the accounting of the 20-property initial portfolio acquisition as a business combination,

the purchase consideration was calculated as follows:

November 26,
2019

Total OP Units Issued (number of units) . . . . . . . . . . . .
Company’s IPO Price per Share . . . . . . . . . . . . . . . . . . .

1,223,854
19.00

$

Total OP Unit Consideration Paid for Initial

Portfolio . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 23,253,230

Total Cash Consideration Paid for Initial

Portfolio . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

125,918,773

Total Purchase Consideration Paid for Initial

Portfolio . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 149,172,003

The Company utilized valuations by a third party valuation specialist as the basis for determining the

allocation of the determined fair value of the asset group to the individual tangible and intangible assets and
liabilities. The fair value of the total purchase consideration was allocated as follows:

Land, at cost . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Building and Improvements, at cost . . . . . . . . . . . . . . . .
Intangible Lease Assets . . . . . . . . . . . . . . . . . . . . . . . . .
Intangible Lease Liabilities . . . . . . . . . . . . . . . . . . . . . .

November 26,
2019

$ 54,386,511
74,070,181
22,648,727
(1,933,416)

Estimated Fair Value of Net Assets Acquired . . . . . . . .

$ 149,172,003

The following presents the unaudited pro forma consolidated financial information of the Company as if the

acquisition of the Initial Portfolio was completed on January 1, 2018. The unaudited pro forma financial
information includes adjustments for (i) depreciation on acquired building and improvements of approximately
$4.3 million for the pro forma years ended 2019 and 2018; (ii) amortization of intangible lease assets and
intangible lease liabilities recorded at the date of the transactions of approximately $2.7 million for the pro forma
years ended 2019 and 2018; and (iii) the elimination of acquisition related costs of approximately $216,000. This
information is presented for informational purposes only and does not purport to be indicative of the results of
future operations or the results that would have occurred had the transaction taken place on January 1, 2018:

For the Years Ended
December 31,

2019

2018

Unaudited Pro Forma Total

Revenues . . . . . . . . . . . . . . . . . . . . . .

$ 13,963,945

$ 14,023,566

Unaudited Pro Forma Net Income
Attributable to Alpine Income
Property Trust, Inc.

. . . . . . . . . . . . . .
Unaudited Pro Forma Basic Net Income
per Share . . . . . . . . . . . . . . . . . . . . . .

Unaudited Pro Forma Diluted Net

Income per Share . . . . . . . . . . . . . . . .

Unaudited Pro Forma Funds from

759,512

723,274

0.10

0.08

0.09

0.08

Operations . . . . . . . . . . . . . . . . . . . . .

7,825,645

7,789,407

Unaudited Pro Form Adjusted Funds

from Operations . . . . . . . . . . . . . . . . .

7,437,723

7,345,549

F-18

Period from January 1, 2019 to November 25, 2019 Predecessor Activity. During the period from January 1,
2019 to November 25, 2019, Predecessor acquired five single-tenant net lease income properties for an aggregate
purchase price of $26.8 million, or an aggregate acquisition cost of $27.0 million including capitalized
acquisition costs. The acquisitions made during the period from January 1, 2019 to November 25, 2019 were
accounted for as asset acquisitions. Of the total acquisition cost, $10.0 million was allocated to land,
$13.8 million was allocated to buildings and improvements, $3.6 million was allocated to intangible assets
pertaining to the in-place lease value, leasing costs, and above market lease value, and $0.4 million was allocated
to intangible liabilities for the below market lease value. The weighted average amortization period for the
intangible assets and liabilities was 10.6 years at acquisition.

No income properties were disposed of during the period from January 1, 2019 to November 25, 2019.

2018 Predecessor Activity. During the year ended December 31, 2018, the Predecessor acquired two single-

tenant net lease properties, for an aggregate acquisition cost of $5.1 million, including capitalized acquisition
costs. The acquisitions made during the year ended December 31, 2018 were accounted for as asset acquisitions.
Of the total acquisition cost, $4.7 million was allocated to land, $0.6 million was allocated to intangible assets
pertaining to the in-place lease value, leasing costs and above market lease value, and $0.2 million was allocated
to intangible liabilities for the below market lease value. The weighted average amortization period for the
intangible assets and liabilities was 18.6 years at acquisition. No income properties were disposed of during
the year ended December 31, 2018.

NOTE 5.

FAIR VALUE OF FINANCIAL INSTRUMENTS

The following table presents the carrying value and estimated fair value of the Company’s financial

instruments at December 31, 2020 and December 31, 2019 (in thousands):

December 31,
2020

December 31,
2019

Carrying
Value

Estimated
Fair Value

Carrying
Value

Estimated
Fair Value

Cash and Cash Equivalents—Level 1 . . . . . . . . . .
Long-Term Debt—Level 2 . . . . . . . . . . . . . . . . . . .

$
1,894
$ 106,159

$
1,894
$ 106,159

$ 12,342
$ —

$ 12,342
$ —

The estimated fair values are not necessarily indicative of the amount the Company could realize on
disposition of the financial instruments. The use of different market assumptions or estimation methodologies
could have a material effect on the estimated fair value amounts.

The following table presents the fair value of assets measured on a recurring basis by Level as of
December 31, 2020, 2020. There were no assets or liabilities measured on a recurring basis by Level as of
December 31, 2019 (in thousands).

Fair Value at Reporting Date Using

Quoted Prices in
Active Markets
for Identical
Assets (Level 1)

Significant Other
Observable Inputs
(Level 2)

Significant
Unobservable
Inputs
(Level 3)

12/31/2020

Interest Rate Swap . . . . . . . . . . . . . . .

$ (481)

$—

$ (481)

$—

F-19

NOTE 6.

INTANGIBLE ASSETS AND LIABILITIES

Intangible assets and liabilities consist of the value of above-market and below-market leases, the value of

in-place leases, and the value of leasing costs, based in each case on their fair values. Intangible assets and
liabilities consisted of the following as of December 31, 2020 and 2019 (in thousands):

Intangible Lease Assets:
Value of In-Place Leases . . . . . . . . . . . . . . . . . . . . . .
Value of Above Market In-Place Leases . . . . . .
Value of Intangible Leasing Costs . . . . . . . . . . .

Sub-total Intangible Lease Assets . . . . . . . . . . .
Accumulated Amortization . . . . . . . . . . . .

Sub-total Intangible Lease Assets—Net

. .

Intangible Lease Liabilities:

Value of Below Market In-Place Leases . . . . . . . . . .

Sub-total Intangible Lease Liabilities . . . . . . . .
Accumulated Amortization . . . . . . . . . . . .

Sub-total Intangible Lease Liabilities—

As of

December 31,
2020

December 31,
2019

$ 27,494
2,187
11,459

$ 14,479
1,626
6,544

41,140
(4,259)

36,881

(3,674)

(3,674)
375

22,649
(291)

22,358

(1,933)

(1,933)
25

Net

. . . . . . . . . . . . . . . . . . . . . . . . . . . . .

(3,299)

(1,908)

Total Intangible Assets and Liabilities—

Net

. . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 33,582

$ 20,450

The balances as of December 31, 2019 represent the Predecessor’s historical allocation of fair value of the

20 properties, representing the initial portfolio, of which values were adjusted based their fair values as
determined on November 26, 2019, the acquisition date, in accordance with the provisions of ASC 805-10,
Business Combinations.

The following table reflects the net amortization of intangible assets and liabilities during the year ended
December 31, 2020, the period from November 26, 2019 to December 31, 2019, the Predecessor period from
January 1, 2019 to November 25, 2019, and the Predecessor year ended December 31, 2018 (in thousands):

For the Year
Ended December 31,
2020

For the Period
from November 26,
2019 to
December 31,
2019

For the Period
from January 1,
2019 to
November 25,
2019

For the Year
Ended December 31,
2018

The Company

Predecessor

Depreciation and
Amortization
Expense . . . . . . . . .

Increase to Income

Properties
Revenue . . . . . . . . .

Net Amortization of
Intangible Assets
and Liabilities . . . .

$ 3,758

$ 271

$ 1,548

$ 1,544

(108)

(5)

(234)

(229)

$ 3,650

$ 266

$ 1,314

$ 1,315

F-20

The estimated future amortization expense (income) related to net intangible assets and liabilities is as

follows (in thousands):

Year Ending December 31,

2021 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2022 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2023 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2024 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2025 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . .
2026 and thereafter

Total . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Future
Amortization
Expense

Future Accretion
to Income
Property
Revenue

Net Future
Amortization of
Intangible
Assets
and Liabilities

$ 4,695
4,695
4,694
4,467
4,224
12,175

$34,950

$ (162)
(162)
(162)
(151)
(150)
(581)

$(1,368)

$ 4,533
4,533
4,532
4,316
4,074
11,594

$33,582

As of December 31, 2020, the weighted average amortization period of both the total intangible assets and

liabilities was 9.1 years.

NOTE 7.

OTHER ASSETS

Other assets consisted of the following (in thousands):

As of

December 31,
2020

December 31,
2019

Tenant Receivables—Net (1)

. . . . . . . . . . . . . . . . . . .

Accrued Unbilled Tenant Receivables . . . . . . . . . . . .
Prepaid Insurance . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Deposits on Acquisitions . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . .
Prepaid and Deposits—Other

$

67
216
606
100
442

Total Other Assets . . . . . . . . . . . . . . . . . . . . . . . . . . .

$1,431

$ —

—
499
200
89

$788

(1) As of December 31, 2020, includes $0.1 million allowance for doubtful accounts.

NOTE 8.

ACCOUNTS PAYABLE, ACCRUED EXPENSES, AND OTHER LIABILITIES

Accounts payable, accrued expenses and other liabilities consisted of the following (in thousands):

As of

December 31,
2020

December 31,
2019

Accounts Payable . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Accrued Expenses . . . . . . . . . . . . . . . . . . . . . . . . . . .
Due to CTO (1)
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Accrual for Tenant Improvement . . . . . . . . . . . . . . . .
Interest Rate Swap . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 450
474
579
—
481

$ 463
—
381
628
—

Total Accounts Payable, Accrued Expenses, and

Other Liabilities . . . . . . . . . . . . . . . . . . . . . . . . . . .

$1,984

$1,472

(1) As of December 31, 2019, includes less than $0.1 million dividends declared and payable of $0.058 per

share on the 1,223,854 OP Units due to CTO.

F-21

NOTE 9.

LONG-TERM DEBT

As of December 31, 2020, the Company’s outstanding indebtedness, at face value, was as follows (in

thousands):

Credit Facility . . . . . . . . . . . . . . . . . . . .

30-Day LIBOR + 1.35% -

Total Debt/Weighted-Average Rate . . .

$106,809
$106,809

1.95% (1)

November 2023

1.71%

Face Value Debt

Stated Interest Rate

Maturity Date

(1) Effective April 30, 2020, the Company utilized an Interest Rate Swap to achieve a fixed interest rate of
0.48% plus the applicable spread on $50.0 million of the outstanding balance on the Credit Facility.

Credit Facility. On November 26, 2019, the Company and the Operating Partnership entered into a credit

agreement (the “Credit Agreement”) with a group of lenders for a senior unsecured revolving credit facility (the
“Credit Facility”) in the maximum aggregate initial original principal amount of up to $100.0 million and
includes an accordion feature that may allow the Operating Partnership to increase the availability under the
Credit Facility by an additional $50.0 million, subject to meeting specified requirements and obtaining additional
commitments from lenders. BMO Capital Markets Corp. and Raymond James Bank, N.A. are joint lead arrangers
and joint bookrunners, with Bank of Montreal (“BMO”) as administrative agent. The Credit Facility has a base
term of four years, with the ability to extend the base term for one year.

On October 16, 2020, the Company executed the second amendment to the Credit Facility (the “Second

Amendment”), with the addition of two lenders, Huntington National Bank and Truist Bank. As a result of the
Second Amendment, the Credit Facility has a total borrowing capacity of $150.0 million with the ability to
increase that capacity up to $200.0 million during the term, utilizing an accordion feature, subject to lender
approval.

Pursuant to the Credit Agreement, the indebtedness outstanding under the Credit Facility accrues at a rate
ranging from the 30-day LIBOR plus 135 basis points to the 30-day LIBOR plus 195 basis points, based on the
total balance outstanding under the Credit Facility as a percentage of the total asset value of the Operating
Partnership, as defined in the Credit Agreement. The Credit Facility also accrues a fee of 15 to 25 basis points for
any unused portion of the borrowing capacity based on whether the unused portion is greater or less than 50% of
the total borrowing capacity.

The Operating Partnership is subject to customary restrictive covenants under the Credit Facility, including,

but not limited to, limitations on the Operating Partnership’s ability to: (a) incur indebtedness; (b) make certain
investments; (c) incur certain liens; (d) engage in certain affiliate transactions; and (e) engage in certain major
transactions such as mergers. The Credit Facility also contains financial covenants covering the Operating
Partnership, including but not limited to, tangible net worth and fixed charge coverage ratios. In addition, the
Operating Partnership is subject to additional financial maintenance covenants as described in the Credit
Agreement. On June 30, 2020, the Company and the Operating Partnership entered into the first amendment to
the Credit Agreement with the lenders whereby the tangible net worth covenant was adjusted to be more
reflective of market terms.

At December 31, 2020, the current commitment level under the Credit Facility was $150.0 million and the

Company had an outstanding balance of $106.8 million.

Long-term debt as of December 31, 2020 and December 31, 2019 consisted of the following (in thousands):

Credit Facility . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Loan Costs, net of accumulated amortization . . . . . . .
Total Long-Term Debt . . . . . . . . . . . . . . . . . . . . . . . . .

F-22

December 31,
2020

December 31,
2019

Total

$106,809
(650)
$106,159

Due Within
One Year

$—
—
$—

Total

$—
—
$—

Due Within
One Year

$—
—
$—

Payments applicable to reduction of principal amounts as of December 31, 2020 will be required as follows

(in thousands):

Year Ending December 31,

2021 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2022 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2023 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2024 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2025 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
2026 and thereafter . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Amount

$ —
—
106,809
—
—
—

Total Long-Term Debt—Face Value . . . . . . . . . . . . . . . . . . .

$106,809

As of December 31, 2020, the Company’s long-term debt includes deferred financing costs of $0.9 million,
net of accumulated amortization, of $0.2 million. These costs are amortized on a straight-line basis over the term
of the Credit Facility and are included in interest expense in the Company’s accompanying consolidated and
combined statements of operations. As of December 31, 2019, these costs were reflected as deferred expenses on
the accompanying consolidated balance sheets as there was no outstanding debt as of December 31, 2019.

The following table reflects a summary of interest expense incurred and paid during the year ended
December 31, 2020, the period from November 26, 2019 to December 31, 2019, the Predecessor period from
January 1, 2019 to November 25, 2019, and the Predecessor year ended December 31, 2018 (in thousands):

For the Year Ended
December 31,
2020

For the Period
from November 26,
2019 to
December 31,
2019

For the Period
from January 1,
2019 to
November 25,
2019

For the Year Ended
December 31,
2018

The Company

Predecessor

Interest Expense . . . . . .
Amortization of Loan

Costs . . . . . . . . . . . . .

Total Interest

Expense . . . . . . . . . .

Total Interest Paid . . . .

$1,276

188

$1,464

$1,230

$25

16

$41

$—

$—

—

$—

$—

$—

—

$—

$—

The Company was in compliance with all of its debt covenants as of December 31, 2020.

NOTE 10.

INTEREST RATE SWAP

During April 2020, the Company entered into an Interest Rate Swap agreement to hedge cash flows tied to

changes in the underlying floating interest rate tied to LIBOR for $50.0 million of the outstanding balance on the
Credit Facility as discussed in Note 9, “Long-Term Debt.” During the year ended December 31, 2020, the
Interest Rate Swap agreement was 100% effective. Accordingly, the change in fair value on the Interest Rate
Swap has been included in accumulated other comprehensive loss. As of December 31, 2020, the fair value of
our Interest Rate Swap agreement, which was a loss of $0.5 million, was included in accounts payable, accrued
expenses, and other liabilities on the consolidated balance sheets. The Interest Rate Swap was effective on
April 30, 2020 and matures on November 26, 2024. The Interest Rate Swap fixed the variable rate debt on the
notional amount of related debt of $50.0 million to a fixed rate of 0.48% plus the applicable spread.

F-23

NOTE 11. EQUITY

SHELF REGISTRATION

On December 1, 2020, the Company filed a shelf registration statement on Form S-3, relating to the
registration and potential issuance of its common stock, preferred stock, warrants, rights, and units with a
maximum aggregate offering price of up to $350.0 million. The Securities and Exchange Commission declared
the Form S-3 effective on December 11, 2020.

ATM PROGRAM

On December 14, 2020, the Company implemented a $100.0 million at-the-market (“ATM”) offering
program (the “2020 ATM Program”) pursuant to which the Company may sell, from time to time, shares of the
Company’s common stock at its current trading prices. As of December 31, 2020, the Company had not sold any
shares under the 2020 ATM Program.

DIVIDENDS

The Company has elected to be taxed as a REIT for U.S. federal income tax purposes under the Internal

Revenue Code commencing with its short taxable year beginning on November 26, 2019 and ending on
December 31, 2019. To qualify as a REIT, the Company must annually distribute, at a minimum, an amount
equal to 90% of its taxable income, determined without regard to the deduction for dividends paid and excluding
net capital gains, and must distribute 100% of its taxable income (including net capital gains) to eliminate
corporate federal income taxes payable by the Company. Because taxable income differs from cash flow from
operations due to non-cash revenues and expenses (such as depreciation and other items), in certain
circumstances, the Company may generate operating cash flow in excess of its dividends, or alternatively, may
need to make dividend payments in excess of operating cash flows. During the year ended December 31, 2020,
the Company declared and paid cash dividends on its common stock and OP Units of $0.82 per share. See Note
17, “Subsequent Events” for disclosure related to the first quarter 2021 dividend.

PREDECESSOR EQUITY

The Predecessor equity represents net contributions from and distributions to CTO.

F-24

NOTE 12. COMMON STOCK AND EARNINGS PER SHARE

Basic earnings per common share are computed by dividing net income attributable to the Company by the
weighted average number of shares of common stock outstanding during the year. Diluted earnings per common
share are determined based on the assumption of the conversion of OP Units on a one-for-one basis using the
treasury stock method at average market prices for the periods.

The following is a reconciliation of basic and diluted earnings per common share (in thousands, except share

and per share data):

For the Year Ended
December 31,
2020

For the Period
from November 26,
2019 to
December 31,
2019

For the Period
from January 1,
2019 to
November 25,
2019

For the Year Ended
December 31,
2018

The Company

Predecessor

Net Income

Attributable to
Alpine Income
Property Trust,
Inc.

. . . . . . . . . . . . . .

Weighted Average

Number of Common
Shares
Outstanding . . . . . . .

Common Shares

Applicable to OP
Units using Treasury
Stock Method (1) . . . .

Total Shares Applicable
to Diluted Earnings
per Share . . . . . . . . .

Per Common Share

Data:

Net Income (Loss)
Attributable to
Alpine Income
Property Trust, Inc.

$

985

$

(39)

$3,631

$4,015

7,588,349

7,902,737

N/A

N/A

1,223,854

1,223,854

8,812,203

9,126,591

N/A

N/A

N/A

N/A

Basic . . . . . . . . . . .
Diluted . . . . . . . . .

$
$

0.13
0.11

$
$

—
—

N/A
N/A

N/A
N/A

(1) Represents OP Units owned by CTO Realty Growth, Inc. issued in connection with our Formation

Transactions.

NOTE 13.

SHARE REPURCHASES

In March 2020, the Board approved a $5.0 million stock repurchase program (the “$5.0 Million Repurchase

Program”). During the first half of 2020, the Company repurchased 456,237 shares of its common stock on the
open market for a total cost of $5.0 million, or an average price per share of $11.02 which completed the $5.0
Million Repurchase Program.

F-25

NOTE 14.

STOCK-BASED COMPENSATION

In connection with the closing of the IPO, on November 26, 2019, the Company granted restricted shares of

common stock to each of the non-employee directors under the Individual Plan. Each of the non-employee
directors received an award of 2,000 restricted shares of common stock on November 26, 2019. The restricted
shares will vest in substantially equal installments on each of the first, second and third anniversaries of the grant
date. As of December 31, 2020, the first increment of this award had vested, leaving 5,336 shares outstanding. In
addition, the restricted shares are subject to a holding period beginning on the grant date and ending on the date
that the grantee ceases to serve as a member of the Board (the “Holding Period”). During the Holding Period, the
restricted shares may not be sold, pledged or otherwise transferred by the grantee. Except for the grant of these
8,000 restricted shares of Common Stock, the Company has not made any grants under the Equity Incentive
Plans. Any future grants under the Equity Incentive Plans will be approved by the independent members of the
compensation committee of the Board. The 2019 non-employee director share awards had an aggregate grant
date fair value of $0.2 million. The Company’s determination of the grant date fair value of the three-year vest
restricted stock awards was calculated by multiplying the number of shares issued by the Company’s stock price
at the grant date. Compensation cost is recognized on a straight-line basis over the vesting period and is included
in general and administrative expenses in the Company’s consolidated statements of operations. During the year
ended December 31, 2020 and the period from November 26, 2019 to December 31, 2019, the Company
recognized stock compensation expense totaling $0.1 million and less than $0.1 million, respectively, which is
included in general and administrative expenses in the consolidated statement of operations.

A summary of activity for these awards during the year ended December 31, 2020 and during the period

from November 26, 2019 to December 31, 2019, is presented below:

Non-Vested Restricted Shares

Shares

Wtd. Avg. Fair Value

Outstanding at November 25, 2019 . . . . . . . . . . . . .
Granted . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Vested . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Expired . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Forfeited . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Outstanding at December 31, 2019 . . . . . . . . . . . . .
Granted . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Vested . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Expired . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Forfeited . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

—
8,000
—
—
—

8,000
—
(2,664)
—
—

Outstanding at December 31, 2020 . . . . . . . . . . . . .

5,336

—
$ 18.80
—
—
—

$ 18.80
—
$ 18.80
—
—

$ 18.80

As of December 31, 2020, there was $0.1 million of unrecognized compensation cost related to the three-

year vest restricted shares, which will be recognized over a remaining period of 1.9 years.

Each member of the Board has the option to receive his or her annual retainer in shares of Company

common stock rather than cash. The number of shares awarded to the directors making such election is calculated
quarterly by dividing the amount of the quarterly retainer payment due to such director by the trailing 20-day
average price of the Company’s common stock as of the last business day of the calendar quarter, rounded down
to the nearest whole number of shares. During the year ended December 31, 2020, the expense recognized for the
value of the Company’s common stock received by non-employee directors totaled $0.2 million, or 14,572
shares, of which 4,098 shares were issued on April 1, 2020, 3,414 shares were issued on July 1, 2020, and 3,474
shares were issued on October 1, 2020 and 3,586 shares were issued on January 1, 2021. During the period from
November 26, 2019 to December 31, 2019, the expense recognized for the value of the Company’s common
stock received by non-employee directors totaled less than $0.1 million, or 1,269 shares which were issued on
January 2, 2020.

F-26

Stock compensation expense for the year ended December 31, 2020, the period from November 26, 2019 to

December 31, 2019, the Predecessor period from January 1, 2019 to November 25, 2019, and the Predecessor
year ended December 31, 2018 is summarized as follows (in thousands):

For the Year Ended
December 31,
2020

For the Period
from November 26,
2019 to
December 31,
2019

For the Period
from January 1,
2019 to
November 25,
2019

For the Year Ended
December 31,
2018

The Company

Predecessor

$ 51

$

4

$ —

$ —

217

—

—

—

—

509

—

232

Stock Compensation Expense –

Director Restricted Stock . . . . .

Stock Compensation Expense –
Director Retainers Paid in
Stock . . . . . . . . . . . . . . . . . . . . .

Allocation from

CTO/Predecessor . . . . . . . . . . .

Total Stock Compensation

Expense (1)

. . . . . . . . . . . . . . . .

$ 268

$

4

$ 509

$ 232

(1) Director retainers are issued through additional paid in capital in arrears. Therefore, the change in additional
paid in capital during the year ended December 31, 2020 is equal to total stock compensation expense of
$0.3 million, less the $0.05 million of fourth quarter 2020 director retainers, as those shares were issued on
January 1, 2021 plus the fourth quarter 2019 director retainers of $0.02 million, as those shares were issued
on January 2, 2020.

For the periods prior to November 26, 2019, Predecessor’s stock-based compensation expense, included in

general and administrative expenses in the combined statements of operations for the period from January 1,
2019 to November 25, 2019 and the year ended December 31, 2018, reflected an allocation of a portion of the
stock compensation expense of CTO for the applicable periods.

NOTE 15. RELATED PARTY MANAGEMENT COMPANY

We are externally managed by the Manager, a wholly owned subsidiary of CTO. In addition to the CTO
Private Placement, CTO purchased from us $8.0 million in shares of our common stock, or 421,053 shares, in the
IPO. Upon completion of the Formation Transactions, CTO owned 22.3% of our outstanding common stock
(assuming the OP Units issued to CTO in the Formation Transactions are exchanged for shares of our common
stock on a one-for-one basis).

On November 26, 2019, we entered into the Management Agreement. Pursuant to the terms of the
Management Agreement, our Manager manages, operates and administers our day-to-day operations, business
and affairs, subject to the direction and supervision of the Board and in accordance with the investment
guidelines approved and monitored by the Board. Our Manager is subject to the direction and oversight of the
Board. We pay our Manager a base management fee equal to 0.375% per quarter of our “total equity” (as defined
in the Management Agreement and based on a 1.5% annual rate), calculated and payable in cash, quarterly in
arrears.

Our Manager has the ability to earn an annual incentive fee based on our total stockholder return exceeding

an 8% cumulative annual hurdle rate (the “Outperformance Amount”) subject to a high-water mark price. We
would pay our Manager an incentive fee to with respect to each annual measurement period in the amount of the
greater of (i) $0.00 and (ii) the product of (a) 15% multiplied by (b) the Outperformance Amount multiplied by
(c) the weighted average shares. No incentive fee was due for the year ended December 31, 2020.

The initial term of the Management Agreement will expire on November 26, 2024 and will automatically

renew for an unlimited number of successive one-year periods thereafter, unless the agreement is not renewed or
is terminated in accordance with its terms.

F-27

Our independent directors will review our Manager’s performance and the management fees annually and,
following the initial term, the Management Agreement may be terminated annually upon the affirmative vote of
two-thirds of our independent directors or upon a determination by the holders of a majority of the outstanding
shares of our common stock, based upon (i) unsatisfactory performance that is materially detrimental to us or
(ii) a determination that the management fees payable to our Manager are not fair, subject to our Manager’s right
to prevent such termination due to unfair fees by accepting a reduction of management fees agreed to by
two-thirds of our independent directors. We may also terminate the Management Agreement for cause at any
time, including during the initial term, without the payment of any termination fee, with 30 days’ prior written
notice from the Board. During the initial term of the Management Agreement, we may not terminate the
Management Agreement except for cause.

We will pay directly or reimburse our Manager for certain expenses, if incurred by our Manager. We will

not reimburse any compensation expenses incurred by our Manager or its affiliates. Expense reimbursements to
our Manager will be made in cash on a quarterly basis following the end of each quarter. In addition, we will pay
all of our operating expenses, except those specifically required to be borne by our Manager pursuant to the
Management Agreement.

During the year ended December 31, 2020 and the period from November 26, 2019 to December 31, 2019,
the Company incurred management fee expenses which totaled $2.6 million and $0.3 million, respectively. The
Company also paid dividends on the common stock owned by affiliates of its Manager in the amount of
$1.7 million and $0.1 million for the year ended December 31, 2020 and the period from November 26, 2019 to
December 31, 2019, respectively. There were no Manager dividends or management fees applicable to the
Predecessor period from January 1, 2019 to November 25, 2019 or the Predecessor year ended December 31,
2018.

The following table represents amounts due from the Company to CTO (in thousands):

Description

As of

December 31,
2020

December 31,
2019

Management Fee due to CTO . . . . . . . . . . . . . . . . . .
Dividend Payable on OP Units . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Other

Total (1) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

$ 631
—
(52)

$ 579

$ 254
71
56

$ 381

(1)

Included in Accrued Expenses, see Note 8, “Accounts Payable, Accrued Expenses, and Other Liabilities”.

Exclusivity and ROFO Agreement

On November 26, 2019, we also entered into an exclusivity and right of first offer (“ROFO”) agreement
with CTO. During the term of the exclusivity and ROFO agreement, CTO will not, and will cause each of its
affiliates (which for purposes of the exclusivity and ROFO agreement will not include our company and our
subsidiaries) not to, acquire, directly or indirectly, a single-tenant, net leased property, without providing us with
notice and we have affirmatively rejected the opportunity to acquire the applicable property or properties.

The terms of the exclusivity and ROFO agreement do not restrict CTO or any of its affiliates from providing

financing for a third party’s acquisition of single-tenant, net leased properties or from developing and owning
any single-tenant, net leased property.

Pursuant to the exclusivity and ROFO agreement, neither CTO nor any of its affiliates (which for purposes

of the exclusivity and ROFO agreement does not include our company and our subsidiaries) may sell to any third
party any single-tenant, net leased property that was owned by CTO or any of its affiliates as of the closing date
of the IPO; or is owned by CTO or any of its affiliates after the closing date of the IPO, without first offering us
the right to purchase such property.

F-28

The term of the exclusivity and ROFO agreement will continue for so long as the Management Agreement

with our Manager is in effect.

Conflicts of Interest

Conflicts of interest may exist or could arise in the future with CTO and its affiliates, including our

Manager, the individuals who serve as our executive officers and executive officers of CTO, any individual who
serves as a director of our company and as a director of CTO and any limited partner of the Operating
Partnership. Conflicts may include, without limitation: conflicts arising from the enforcement of agreements
between us and CTO or our Manager; conflicts in the amount of time that executive officers and employees of
CTO, who are provided to us through our Manager, will spend on our affairs versus CTO’s affairs; and conflicts
in future transactions that we may pursue with CTO and its affiliates. We do not generally expect to enter into
joint ventures with CTO, but if we do so, the terms and conditions of our joint venture investment will be subject
to the approval of a majority of disinterested directors of the Board.

In addition, we are subject to conflicts of interest arising out of our relationships with our Manager.
Pursuant to the Management Agreement, our Manager is obligated to supply us with our senior management
team. However, our Manager is not obligated to dedicate any specific CTO personnel exclusively to us, nor are
the CTO personnel provided to us by our Manager obligated to dedicate any specific portion of their time to the
management of our business. Additionally, our Manager is a wholly owned subsidiary of CTO. All of our
executive officers are executive officers and employees of CTO and one of our officers (John P. Albright) is also
a member of CTO’s board of directors. As a result, our Manager and the CTO personnel it provides to us may
have conflicts between their duties to us and their duties to, and interests in, CTO.

We may acquire or sell single-tenant, net leased properties in which our Manager or its affiliates have or

may have an interest. Similarly, our Manager or its affiliates may acquire or sell single-tenant, net leased
properties in which we have or may have an interest. Although such acquisitions or dispositions may present
conflicts of interest, we nonetheless may pursue and consummate such transactions. Additionally, we may
engage in transactions directly with our Manager or its affiliates, including the purchase and sale of all or a
portion of a portfolio asset. If we acquire a single-tenant, net leased property from CTO or one of its affiliates or
sell a single-tenant, net leased property to CTO or one of its affiliates, the purchase price we pay to CTO or one
of its affiliates or the purchase price paid to us by CTO or one of its affiliates may be higher or lower,
respectively, than the purchase price that would have been paid to or by us if the transaction were the result of
arms’ length negotiations with an unaffiliated third party.

In deciding whether to issue additional debt or equity securities, we will rely, in part, on recommendations
made by our Manager. While such decisions are subject to the approval of the Board, our Manager is entitled to
be paid a base management fee that is based on our “total equity” (as defined in the Management Agreement). As
a result, our Manager may have an incentive to recommend that we issue additional equity securities at dilutive
prices.

All of our executive officers are executive officers and employees of CTO. These individuals and other

CTO personnel provided to us through our Manager devote as much time to us as our Manager deems
appropriate. However, our executive officers and other CTO personnel provided to us through our Manager may
have conflicts in allocating their time and services between us, on the one hand, and CTO and its affiliates, on the
other. During a period of prolonged economic weakness or another economic downturn affecting the real estate
industry or at other times when we need focused support and assistance from our Manager and the CTO
executive officers and other personnel provided to us through our Manager, we may not receive the necessary
support and assistance we require or that we would otherwise receive if we were self-managed.

Additionally, the exclusivity and ROFO agreement does contain exceptions to CTO’s exclusivity for

opportunities that include only an incidental interest in single-tenant, net leased properties. Accordingly, the
exclusivity and ROFO agreement will not prevent CTO from pursuing certain acquisition opportunities that
otherwise satisfy our then-current investment criteria.

F-29

Our directors and executive officers have duties to our company under applicable Maryland law in
connection with their management of our company. At the same time, PINE GP has fiduciary duties, as the
general partner, to the Operating Partnership and to the limited partners under Delaware law in connection with
the management of the Operating Partnership. These duties as a general partner to the Operating Partnership and
its partners may come into conflict with the duties of our directors and executive officers to us. Unless otherwise
provided for in the relevant partnership agreement, Delaware law generally requires a general partner of a
Delaware limited partnership to adhere to fiduciary duty standards under which it owes its limited partners the
highest duties of loyalty and care and which generally prohibits such general partner from taking any action or
engaging in any transaction as to which it has a conflict of interest. The partnership agreement provides that in
the event of a conflict between the interests of our stockholders on the one hand and the limited partners of the
Operating Partnership on the other hand, PINE GP will endeavor in good faith to resolve the conflict in a manner
not adverse to either our stockholders or the limited partners; provided, however, that so long as we own a
controlling interest in the Operating Partnership, any such conflict that we, in our sole and absolute discretion,
determine cannot be resolved in a manner not adverse to either our stockholders or the limited partners of the
Operating Partnership shall be resolved in favor of our stockholders, and we shall not be liable for monetary
damages for losses sustained, liabilities incurred or benefits not derived by the limited partners in connection
with such decisions.

NOTE 16. COMMITMENTS AND CONTINGENCIES

LEGAL PROCEEDINGS

From time to time, the Company may be a party to certain legal proceedings, incidental to the normal course

of business. While the outcome of the legal proceedings cannot be predicted with certainty, the Company does
not expect that these proceedings will have a material effect upon our financial condition or results of operations.

CONTRACTUAL COMMITMENTS - EXPENDITURES

Through December 31, 2020, the Company incurred $0.9 million of tenant improvements related to the

property leased to 7-Eleven in Georgetown, Texas, of which the tenant reimbursed $0.4 million subsequent to
year end pursuant to the lease. As of December 31, 2020, $0.1 million of the total $0.9 million was left to be
funded.

NOTE 17.

SUBSEQUENT EVENTS

The Company reviewed all subsequent events and transactions through February 16, 2021, the date the

consolidated and combined financial statements were issued.

COVID-19 Pandemic – 2021 Collections Update

The Company has received payments for CBR due in January and February 2021 from tenants representing

100% of the CBR due during such periods.

Income Property Acquisitions

On January 25, 2021 the Company acquired three single-tenant income properties in three separate

transactions for an aggregate purchase price of $4.4 million, reflecting a weighted-average going-in cash cap rate
of 6.5%. The three properties are located in Cut and Shoot, Del Rio, and Seguin, Texas and are leased to Dollar
General. As of the acquisition date, the properties had a weighted-average remaining lease term of 14.3 years.

First Quarter 2021 Dividend

The Company declared a first quarter 2021 cash dividend of $0.24 per share, representing a 9.1% increase
from the fourth quarter of 2020. The dividend is payable on March 31, 2021 to stockholders of record as of the
close of business on March 22, 2021.

There were no other reportable subsequent events or transactions.

F-30

CORPORATE INFORMATION

BOARD OF DIRECTORS 

Andrew C. Richardson
Chairman of the Board of Alpine Income
Property Trust, Inc.

M. Carson Good
President of Good Capital Group

John P. Albright
President and Chief Executive Officer of 
CTO Realty Growth, Inc. and Alpine Income 
Property Trust, Inc.

Mark O. Decker, Jr., 
President, Chief Executive Officer and 
Trustee of Investors Real Estate Trust dba 
Centerspace

Rachel Elias Wein
Founder and Chief Executive Officer of 
WeinPlus 

Jeffrey S. Yarckin
President and Chief Operating Officer and co-
founder of TriGate Capital, LLC

EXECUTIVES

John P. Albright
President and Chief Executive Officer

Lisa M. Vorakoun
Vice President and Chief Accounting Officer

Matthew Partridge
Senior Vice President, Chief Financial Officer 
and Treasurer

E. Scott Bullock
Vice President – Real Estate

Steven R. Greathouse
Senior Vice President and Chief Investment
Officer

Daniel E. Smith
Senior Vice President, General Counsel and
Corporate Secretary

Teresa J. Thornton-Hill
Vice President – Corporate Counsel and
Assistant Corporate Secretary

Helal Ismail
Vice President – Investments

INFORMATION 

Counsel
Vinson & Elkins LLP
901 East Byrd Street, Suite 1500
Richmond, VA 23219

Registrar and Stock Transfer Agent
Computershare Trust Company N.A.
462 South 4th Street, Suite 1600
Louisville KY 40202

Auditors
Grant Thornton LLP
200 S. Orange Avenue, Suite 2050
Orlando, FL 32801

Mailing Address
Alpine Income Property Trust, Inc.
P.O. Box 10809
Daytona Beach, FL 32120-0809
www.alpinereit.com

ALPINE INCOME PROPERTY TRUST, INC.