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UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, DC 20549


FORM 10-K


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

For the fiscal year ended December 31, 20202023

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

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

84-2769895

(State or other jurisdiction of

(I.R.S. Employer

incorporation or organization)

Identification No.)

1140369 N. Williamson Blvd.New York Avenue, Suite 140201

Daytona Beach, Winter Park, Florida

3211432789

(Address of principal executive offices)

(Zip Code)

Registrant’s telephone number, including area code

(386) 274-2202(407) 904-3324


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

    

    

Name of each exchange on which

Title of each class

Trading Symbol

registered

COMMON STOCK, $0.01$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  Yes      No  

Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act.   YES      NO  Yes      No  

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.   YES      NO  Yes      No  

Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§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      NO  Yes      No  

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,” “smaller reporting company,” and “emerging growth company” in Rule 12b-2 of the Exchange Act.

Large accelerated filer 

Accelerated filer 

Non-accelerated filer 

Smaller reporting company 

 

 

 

Emerging growth company 

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.

Indicate by check mark whether the registrant has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. 7262(b)) by the registered public accounting firm that prepared or issued its audit report.

If securities are registered pursuant to Section 12(b) of the Act, indicate by check mark whether the financial statements of the registrant included in the filing reflect the correction of an error to previously issued financial statements.

Indicate by check mark whether any of those error corrections are restatements that required a recovery analysis of incentive-based compensation received by any of the registrant’s executive officers during the relevant recovery period pursuant to § 240.10D-1(b).

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act).   YES      NO  

On June 30, 2020,2023, 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$208,761,768 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, 20211, 2024 was 7,462,341.13,618,108.

DOCUMENTS INCORPORATED BY REFERENCE

Portions of the registrant’s Proxy Statement for the 20212024 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, 2020,2023, are incorporated by reference in Part III of this report.


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TABLE OF CONTENTS

 

    

 

    

Page #

 

PART I

Item 1.

BUSINESS

23

Item 1A.

RISK FACTORS

1215

Item 1B.

UNRESOLVED STAFF COMMENTS

4549

Item 2.1C.

PROPERTIESCYBERSECURITY

4549

Item 3.2.

LEGAL PROCEEDINGSPROPERTIES

4551

Item 4.3.

LEGAL PROCEEDINGS

51

Item 4.

MINE SAFETY DISCLOSURES

4551

 

 

 

 

PART II

 

Item 5.

MARKET FOR REGISTRANT’S COMMON EQUITY, RELATED STOCKHOLDER  MATTERS, AND ISSUER PURCHASES OF EQUITY SECURITIES

4552

Item 6.

SELECTED FINANCIAL DATARESERVED

4652

Item 7.

MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

4953

Item 7A.

QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

5962

Item 8.

FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA

5962

Item 9.

CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND FINANCIAL DISCLOSURE

5962

Item 9A.

CONTROLS AND PROCEDURES

5963

Item 9B.

OTHER INFORMATION

6063

Item 9C.

DISCLOSURE REGARDING FOREIGN JURISDICTIONS THAT PREVENT INSPECTIONS

63

 

 

 

 

PART III

 

Item 10.

DIRECTORS, EXECUTIVE OFFICERS, AND CORPORATE GOVERNANCE

6064

Item 11.

EXECUTIVE COMPENSATION

6064

Item 12.

SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND RELATED STOCKHOLDER MATTERS

6064

Item 13.

CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS, AND DIRECTOR INDEPENDENCE

6164

Item 14.

PRINCIPAL ACCOUNTANT FEES AND SERVICES

6164

 

 

 

 

PART IV

 

Item 15.

EXHIBITS AND FINANCIAL STATEMENT SCHEDULES

6265

SignaturesSIGNATURES

6669


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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 the 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.

Special Note Regarding Forward-Looking Statements

This Report contains “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995 (set forth in Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended (the “Exchange Act”)). 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.

Because forward-looking statements relate to the future, by their nature, they are subject to inherent uncertainties, risks and changes in circumstances that are difficult to predict. 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; credit risk associated with us investing in commercial loans and investments; any loss of key management personnel; changes in local, regional, national and global economic conditions affecting the real estate development business and properties, including unstable macroeconomic conditions due to, among other things, geopolitical conflicts, inflation and rising interest rates; the impact of competitive real estate activity; the loss of any major property tenants; the ultimate geographic spread, severity and duration of pandemics, 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.

See “Item 1A. Risk Factors” within this Annual Report on Form 10-K for further discussion of these risks, as well as additional risks and uncertainties that could cause actual results or events to differ materially from those described in the Company’s forward-looking statements. Given these risks and 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. 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.

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ITEM 1.            BUSINESS

OVERVIEW

We are a real estate companyinvestment trust (“REIT”) that owns and operates a high-quality portfolio of single-tenant commercial net lease 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, primarily138 net leased retail and office properties located in 34104 markets in 1835 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-netsubject to long-term  leases, which generally require the tenant to pay all of thedirectly or reimburse us for property operating expenses such as real estate taxes, insurance, assessments and other governmental fees, utilities, repairs and maintenance expenses and certain capital expenditures. We may also acquire or originate commercial loans and investments. Our investments in commercial loans are generally secured by real estate or the borrower’s pledge of its ownership interest in an entity that owns real estate.

We haveThe Company operates in two primary business segments: income properties and commercial loans and investments.

The Company has no employees and is externally managed by Alpine Income Property Manager, LLC (our “Manager”), a Delaware limited liability company and a wholly owned subsidiary of CTO Realty Growth, Inc. (NYSE: CTO) (“CTO”). CTO is a Maryland corporation that is a publicly traded diversified REIT and the sole member of our Manager.

The Company elected to be taxed as a real estate investment trust (“REIT”)REIT for U.S. federal income tax purposes commencing with our shortits initial taxable year beginning on November 26, 2019 and ending onended 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 and maintain our qualification 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 and maintain our qualification for taxation as a REIT under the U.S. federal income tax laws.

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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, operatingthe ownership, operation and growinggrowth through acquisition of a diversified portfolio of high-quality, single-tenant, net leased commercial properties with strongattractive long-term real estate fundamentals.fundamentals and through the investment of commercial loans secured by commercial real estate. The 48138 properties in our portfolio are 100%99% occupied and represent 1.63.8 million of gross rentable square feet with leases that have a weighted average lease term of 8.47.0 years (weighting based on annualized base rent as of December 31, 2020)2023). 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 48138 properties in our portfolio represent 1.63.8 million gross rentable square feet, are 100%99% occupied, and are primarily located in, or in close proximity to major metropolitan statistical areas, or MSAs, and in markets in the United States with favorable economic and demographic conditions.conditions supporting the underlying businesses of our tenants. As of December 31, 2020, a total of 77%2023, approximately 50% of our portfolio’s annualized base rent was derived from properties located in MSAs with populations greater than one million people.

Creditworthy Tenants. 46%65% of our portfolio’s annualized base rent as of December 31, 20202023 was derived from tenants that have (or whose parent company has) an investment grade credit rating from a recognized credit rating agency. The Company defines an investment grade credit rating as a rating from S&P Global Ratings, Moody’s Investors Service, Fitch Ratings or the National Association of Insurance Commissioners of Baa3, BBB-, or NAIC-2 or higher. If applicable, in the event of a split rating between S&P Global Ratings and Moody’s Investors Services, the Company utilizes the higher of the two ratings as its reference point as to whether a tenant has an investment grade credit rating. Our largest tenant, Wells Fargo N.A.,Walgreens, has an ‘A+a ‘BBB-’ credit rating from S&P Global Ratings and a ‘Ba2’ credit rating from Moody’s Investors Services and contributed 15%11% of our portfolio’s annualized base rent as oflease income from the Company’s income properties for the year ended December 31, 2020.2023.

Geographically DiversifiedGeographic Diversity. Our portfolio is spread across 34104 markets in 1835 states. Our largest property, as measured by annualized base rent, is located in the Portland, OregonRochester, New York MSA.

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100%99% Occupied with Primarily Long Duration Leases. Our portfolio is 100% leased and99% occupied. The leases in our portfolio have a weighted average remaining lease term of 8.47.0 years (weighted based on annualized base rent as of December 31, 2020), with no material leases expiring prior to January 31, 2024.2023).

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.

In addition to our income property portfolio, as of December 31, 2023, our business included a portfolio of three commercial loan investments secured by real estate.

Organization and Formation Transactions

The Company is a Maryland corporation. We closed the IPOcorporation formed on August 19, 2019. On November 26, 2019, and ourthe Company closed its initial public offering (“IPO”). Our common stock is listed on the NYSENew York Stock Exchange (“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”.Transactions.”

We conduct the substantial majority of our operations through, and substantially all of our assets are held by, 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, 2020,2023, we have a total ownership interest in the Operating Partnership of 85.9%91.8%, with CTO holding, directly and indirectly, a 14.1%an 8.2% 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 units of the Operating Partnership (“OP UnitsUnits”) 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.

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We are externally managed by Alpine Income Property Manager, LLC (our “Manager”), a wholly owned subsidiary of CTO.our Manager. Concurrently with the closing of the IPO, CTO invested $7.5$15.5 million in exchange for 394,737815,790 shares of our common stock atstock. See Note 18, “Related Party Management Company” in the IPO Price (the “CTO Private Placement”). In addition, CTO purchased from us $8.0 million in sharesNotes to the Financial Statements for the Company’s disclosure related to CTO’s purchase of ourPINE common stock or 421,053 shares, insubsequent to 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

Equity. 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.million (the “2020 Registration Statement”). The Securities and Exchange Commission (the “SEC”) declared the Form S-32020 Registration Statement effective on December 11, 2020.

On September 27, 2023, the Company filed a shelf registration statement on Form S-3, relating to the registration and potential issuance of its common stock, preferred stock, debt securities, warrants, rights, and units with a maximum aggregate offering price of up to $350.0 million (the “2023 Registration Statement”). The 2020 Registration Statement was terminated concurrently with the filing of the 2023 Registration Statement. The SEC declared the 2023 Registration Statement effective on September 29, 2023.

In June 2021, the Company completed a follow-on public offering of 3,220,000 shares of common stock, which included the full exercise of the underwriters’ option to purchase an additional 420,000 shares of common stock. Upon

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closing, the Company issued 3,220,000 shares and received net proceeds of $54.3 million, after deducting the underwriting discount and expenses.

On December 14, 2020, the Company implemented a $100.0 million at-the-market (“ATM”)“at-the-market” equity 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 ofstock. During the year ended December 31, 2020,2022, the Company had not sold any446,167 shares under the 2020 ATM Program.Program for gross proceeds of $8.7 million at a weighted average price of $19.44 per share, generating net proceeds of $8.6 million after deducting transaction fees totaling $0.1 million. During the year ended December 31, 2021, the Company sold 761,902 shares under the 2020 ATM Program for gross proceeds of $14.0 million at a weighted average price of $18.36 per share, generating net proceeds of $13.8 million after deducting transaction fees totaling $0.2 million. The Company was not active under the 2020 ATM Program during the year ended December 31, 2020. The 2020 ATM Program was terminated in advance of implementing the 2022 ATM Program, hereinafter defined.

On November 26, 2019, weOctober 21, 2022, the Company implemented a $150.0 million “at-the-market” equity offering program (the “2022 ATM Program”) pursuant to which the Company may sell, from time to time, shares of the Company’s common stock. During the year ended December 31, 2023, the Company sold 665,929 shares under the 2022 ATM Program for gross proceeds of $12.6 million at a weighted average price of $18.96 per share, generating net proceeds of $12.4 million after deducting transaction fees totaling $0.2 million. During the year ended December 31, 2022, the Company sold 1,479,241 shares under the 2022 ATM Program for gross proceeds of $27.8 million at a weighted average price of $18.81 per share, generating net proceeds of $27.4 million after deducting transaction fees totaling $0.4 million.

In the aggregate, under the 2020 ATM Program and 2022 ATM Program, during the year ended December 31, 2022, the Company sold 1,925,408 shares for gross proceeds of $36.5 million at a weighted average price of $18.96 per share, generating net proceeds of $36.0 million after deducting transaction fees totaling $0.5 million.

Debt. Credit Facility. On September 30, 2022, the Company and the Operating Partnership entered into a $100.0credit agreement (the “2022 Amended and Restated Credit Agreement”) with KeyBank National Association, as administrative agent, and certain other lenders named therein, which amended and restated the 2027 Term Loan Credit Agreement (hereinafter defined) to include, among other things:

the origination of a new senior unsecured revolving credit facility in the amount of $250 million (the “Credit Facility”) which matures on January 31, 2027, with the option to extend for one year;
an accordion option that allows the Company to request additional revolving loan commitments and additional term loan commitments, provided the aggregate amount of revolving loan commitments and term loan commitments shall not exceed $750 million;
the amendment of certain financial covenants; and
the addition of a sustainability-linked pricing component pursuant to which the Company will receive interest rate reductions up to 0.025% based on performance against sustainability performance targets.

Pursuant to the 2022 Amended and Restated Credit Agreement, the indebtedness outstanding under the Credit Facility accrues at a rate ranging from SOFR plus 0.10% plus a range of 125 basis points to 220 basis points, based on the total balance outstanding under the Credit Facility as a percentage of the total asset value of the Company, as defined in the 2022 Amended and Restated Credit Agreement. The Company may utilize daily simple SOFR or term SOFR, at its election. The Credit Facility also accrues a fee of 15 or 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.

2026 Term Loan.On May 21, 2021, the Operating Partnership, the Company and certain subsidiaries of the Company entered into a credit agreement (the “2026 Term Loan Credit Agreement”) with Truist Bank, N.A. as administrative agent, and certain other lenders named therein, for a term loan (the “2026 Term Loan”) in an aggregate principal amount of $60.0 million unsecuredwith a maturity of five years. On April 14, 2022, the Company entered into the Amendment, Increase and Joinder to the 2026 Term Loan Credit Agreement (the “2026 Term Loan Amendment”), which increased the term loan commitment under the 2026 Term Loan by $40 million to an aggregate of $100 million. The 2026 Term Loan Amendment also effectuated the transition of the underlying variable interest rate from LIBOR to SOFR.

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On October 5, 2022, the Company entered into an amendment which, among other things, amends certain financial covenants and adds a sustainability-linked pricing component consistent with what is contained in the 2022 Amended and Restated Credit Agreement (the “2026 Term Loan Second Amendment”), effective September 30, 2022.

2027 Term Loan. On September 30, 2021, the Operating Partnership, the Company and certain subsidiaries of the Company entered into a credit agreement (the “2027 Term Loan Credit Agreement”) with KeyBank National Association as administrative agent, and certain other lenders named therein, for a term loan (the “2027 Term Loan”) in an aggregate principal amount of $80.0 million (the “Term Commitment”) maturing in January 2027. On April 14, 2022, the Company entered into the Amendment, Increase and Joinder to the 2027 Term Loan Credit Agreement (the “2027 Term Loan Amendment”), which increased the Term Commitment by $20 million to an aggregate of $100 million. The 2027 Term Loan Amendment also effectuated the transition of the underlying variable interest rate from LIBOR to SOFR.

On September 30, 2022, the Company entered into the 2022 Amended and Restated Credit Agreement which amended and restated the 2027 Term Loan Credit Agreement to include the origination of a new revolving credit facility (the “Credit Facility”) with affiliatesin the amount of BMO Capital Markets Corp.$250.0 million as previously described. The 2022 Amended and Raymond James & Associates, Inc., as initial lenders. On October 16, 2020,Restated Credit Agreement includes an accordion option that allows the Company executedto request additional revolving loan commitments and additional term loan commitments not to exceed $750.0 million in the second amendmentaggregate.

Mortgage Notes Payable.On June 30, 2021, in connection with the acquisition of six net lease properties from CTO (the “CMBS Portfolio”), the Company assumed an existing $30.0 million secured mortgage, which bears interest at a fixed rate of 4.33% (the “CMBS Loan”). On December 1, 2022, the Company completed the defeasance of the CMBS Loan, unencumbering the CMBS Portfolio. The Company sold four of the six properties subsequent 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 milliondefeasance, 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.year ended December 31, 2022.

Market Opportunity

We believe the single-tenant, net lease property 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.has generally remained steady. 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 focusedfocus on investments primarily 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.sector or who use a physical presence as a component of their omnichannel strategy. We also seek to invest in properties that are net leased to tenants that we determine have attractive credit characteristics, and stable operating histories and healthy rent coverage levels, are well-located within their marketrespective markets and have rent levels at or belowrents at-or-below market rent levels. Furthermore, we believe that the size of our company will,allows us, 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.

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Our strategy for investing in income-producing properties is focused on factors including, but not limited to, long-term real estate fundamentals, andincluding 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.).

We believe that the single-tenant retail and officenet leased 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.properties. We believe the risk-adjusted returns for select officeretail properties within our portfolio 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

We may also acquire or originate commercial loans and investments associated with commercial real estate located in the United States. Our investments in commercial loans are generally secured by real estate or the borrower’s pledge of its ownership interest in an entity that owns real estate. The Company seeks to invest in commercial loans and investments secured by real estate with the same general fundamentals as 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 thenet lease 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.investments.

5


Table of Contents

Income Property Portfolio

As of December 31, 2020,2023, the Company owned 48 single-tenant income138 properties in 1835 states. FollowingThe following is a summary of the relevant leases attributable to 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)

Office

Wells Fargo

A+

Portland, OR

212,363

5.0

3x5

Yes

$

3,138

Office

Hilton Grand Vacations

BB

Orlando, FL

102,019

5.9

2x5

Yes

1,825

Retail

LA Fitness

CCC+

Brandon, FL

45,000

11.3

3x5

Yes

958

Retail

At Home

B-

Raleigh, NC

116,334

11.8

4x5

Yes

732

Retail

Cinemark

B

Reno, NV

52,474

3.7

3x5

Yes

692

Retail

Container Store

B-

Phoenix, AZ

23,329

9.2

2x5

Yes

726

Office

Hilton Grand Vacations

BB

Orlando, FL

31,895

5.9

2x5

Yes

684

Retail

Live Nation Entertainment, Inc.

B

East Troy, WI

N/A

(3)

12.3

N/A

Yes

634

Retail

Hobby Lobby

N/A

Winston-Salem, NC

55,000

9.3

3x5

Yes

562

Retail

Dick's Sporting Goods

N/A

McDonough, GA

46,315

3.1

4x5

No

473

Retail

Jo-Ann Fabric

B-

Saugus, MA

22,500

8.1

4x5

Yes

468

Retail

Walgreens

BBB

Birmingham, AL

14,516

8.3

N/A

No

364

Retail

Walgreens

BBB

Alpharetta, GA

15,120

4.8

N/A

No

363

Retail

Best Buy

BBB

McDonough, GA

30,038

5.3

4x5

Yes

338

Retail

Walgreens

BBB

Albany, GA

14,770

12.1

N/A

No

258

Retail

Outback Steakhouse

B+

Charlotte, NC

6,297

10.8

4x5

Yes

220

Retail

Cheddar's (4)

BBB-

Jacksonville, FL

8,146

6.8

4x5

Yes

186

Retail

Scrubbles Car Wash (4)

N/A

Jacksonville, FL

4,512

16.8

4x5

Yes

189

Retail

Family Dollar

BBB

Lynn, MA

9,228

3.3

7x5

Yes

160

Retail

7-Eleven

AA-

Austin, TX

6,400

14.3

3x5

Yes

377

Retail

7-Eleven

AA-

Georgetown, TX

7,726

15.0

4x5

Yes

279

Retail

Conn's HomePlus

B-

Hurst, TX

37,957

10.7

4x5

Yes

452

Retail

Lehigh Gas Wholesale Services, Inc.

N/A

Highland Heights, KY

2,578

9.9

4x5

Yes

329

Retail

American Multi-Cinema, Inc.

CC

Tyngsborough, MA

39,474

12.3

2x5

Yes

507

Retail

Hobby Lobby

N/A

Tulsa, OK

84,180

10.0

4x5

Yes

842

Retail

Long John Silver's (4)

N/A

Tulsa, OK

3,000

0.1

N/A

No

24

Retail

Old Time Pottery

N/A

Orange Park, FL

84,180

9.6

2x5

Yes

439

Retail

Freddy's Frozen Custard (4)

N/A

Orange Park, FL

3,200

5.9

4x5

Yes

99

Retail

Hobby Lobby

N/A

Arden, NC

55,000

10.7

3x5

Yes

546

Retail

Walmart

AA

Howell, MI

214,172

6.1

5x5

No

1,369

Retail

Advanced Auto Parts

BBB-

Severn, MD

6,876

14.2

3x5

Yes

148

Retail

Dollar General

BBB

Heuvelton, NY

9,342

11.8

4x5

Yes

104

Retail

Dollar General

BBB

Winthrop, NY

9,167

10.7

4x5

Yes

113

Retail

Dollar General

BBB

Salem, NY

9,199

12.7

4x5

Yes

105

Retail

Dollar General

BBB

Harrisville, NY

9,309

13.0

4x5

Yes

104

Retail

Dollar General

BBB

Newtonsville, OH

9,290

9.4

5x5

Yes

83

Retail

Dollar General

BBB

Hammond, NY

9,219

12.0

4x5

Yes

98

Retail

Dollar General

BBB

Barker, NY

9,275

12.9

4x5

Yes

102

Retail

Dollar General

BBB

Chazy, NY

9,277

10.8

4x5

Yes

119

Retail

Dollar General

BBB

Milford, ME

9,128

12.8

3x5

Yes

110

Retail

Dollar General

BBB

Limestone, ME

9,167

12.8

3x5

Yes

100

Retail

Dollar General

BBB

Bingham, ME

9,345

12.8

3x5

Yes

104

Retail

Dollar General

BBB

Willis, TX

9,138

14.6

3x5

Yes

114

Retail

Dollar General

BBB

Somerville, TX

9,252

14.5

3x5

Yes

96

Retail

Dollar General

BBB

Odessa, TX

9,127

14.6

3x5

Yes

117

Retail

Dollar General

BBB

Kermit, TX

10,920

14.7

3x5

Yes

126

Retail

Kohl's

BBB-

Glendale, AZ

87,875

9.1

N/A

Yes

844

Retail

Walgreens

BBB

Tacoma, WA

14,125

9.6

6x5

No

259

Total / Weighted Average

1,596,754

8.4

$

21,079

Description

Location

Rentable Square Feet

Annualized Base Rent ($000's) (1)

Dicks Sporting Goods

Victor, NY

120,908

1,870

Walmart

Howell, MI

214,172

1,369

LA Fitness

Riverview, FL

45,000

958

Lowe's

Houston, TX

131,644

917

Kohl's

Chandler, AZ

86,584

894

Lowe's

Logan, WV

114,731

870

Burlington

North Richland Hills, TX

70,891

859

Hobby Lobby

Tulsa, OK

84,180

842

At Home

North Canton, OH

89,902

801

Camping World

Hermantown, MN

66,033

776

Lowe's

Adrian, MI

101,287

703

Home Depot (3)

Woodridge, IL

110,626

693

Century Theater

Reno, NV

52,474

661

At Home

Turnersville, NJ

89,460

641

Live Nation

East Troy, WI

-

(2)

634

Academy Sports

Florence, SC

58,410

625

Lowe's

Fremont, OH

125,357

603

Dicks Sporting Goods

Chesterfield, MI

49,979

603

Lowe's (3)

Webster, TX

163,300

571

Crunch Fitness

Buford, GA

24,800

514

Walgreens

Feasterville-Trevose, PA

14,820

509

Best Buy

Lafayette, LA

45,611

507

AMC

Tyngsborough, MA

39,474

507

Sportsman's Warehouse

Morgantown, WV

30,547

498

Dicks Sporting Goods

Vineland, NJ

50,000

496

Party City

Oceanside, NY

15,500

490

Dicks Sporting Goods

McDonough, GA

46,315

473

Walgreens

Blackwood, NJ

14,820

464

Walgreens

Brick, NJ

14,550

450

Old Time Pottery

Orange Park, FL

84,180

439

Walgreens

West Hartford, CT

12,805

430

Best Buy

Dayton, OH

45,535

409

Marshalls

Vineland, NJ

30,006

375

CVS

Baton Rouge, LA

13,813

369

Walgreens

Birmingham, AL

14,516

364

Walgreens

Alpharetta, GA

15,120

363

Verizon

Vineland, NJ

6,034

359


7

Walgreens

Decatur, IL

14,820

353

Best Buy

McDonough, GA

30,038

338

Walgreens

Edgewater, MD

14,820

328

Walgreens

Clermont, FL

13,650

328

Verizon

Turnersville, NJ

6,027

326

Home Depot

Vineland, NJ

125,218

321

Michaels

Vineland, NJ

24,000

318

Old Time Pottery

West Chicago, IL

78,721

313

Office Depot

Albuquerque, NM

30,346

300

Best Buy

Vineland, NJ

20,460

297

Ashley HomeStore

Dayton, OH

33,310

285

Walgreens

Taylorville, IL

14,550

282

Walgreens

Tacoma, WA

14,125

259

Walgreens

Albany, GA

14,770

258

Walmart

Hempstead, TX

52,190

253

Festival Foods

Portage, WI

54,720

252

TJ Maxx

Vineland, NJ

22,910

245

Walmart

Malden, MO

48,081

240

Walgreens

Glen Burnie, MD

14,490

228

Hobby Lobby

Aberdeen, SD

49,034

221

7-Eleven (3)

Olathe, KS

4,165

219

Office Depot

Gadsden, AL

23,638

217

Circle K

Indianapolis, IN

4,283

210

Mattress Firm

Richmond, IN

5,108

175

Mattress Firm

Lake City, FL

4,577

170

Family Dollar

Lynn, MA

9,228

160

Tractor Supply Company

Washington Court, OH

39,984

159

Advance Auto Parts

St. Paul, MN

7,201

150

Harbor Freight

Washington, MO

23,466

150

Advance Auto Parts

Severn, MD

6,876

148

Red Robin (3)

Vineland, NJ

4,575

141

O'Reilly Auto Parts

Angels Camp, CA

7,066

128

Dollar General

Kermit, TX

10,920

126

Burger King

Plymouth, NC

3,142

125

Harbor Freight

Midland, MI

14,624

124

Tractor Supply Company

California, MO

23,042

123

Mattress Firm

Gadsden, AL

7,237

122

Tractor Supply Company

Owensville, MO

38,452

121

Dollar General

Chazy, NY

9,277

119

Dollar Tree/Family Dollar

Auburn, NE

10,577

118

Dollar General

Odessa, TX

9,127

117

Dollar Tree/Family Dollar

McKenney, VA

10,531

116

Chick-Fil-A (3)

Vineland, NJ

4,570

115

Dollar General

Willis, TX

9,138

114

Dollar Tree/Family Dollar

Medicine Lodge, KS

10,566

114

Dollar Tree/Family Dollar

Lake City, AR

10,424

114

Dollar Tree/Family Dollar

Amsterdam, OH

10,500

113

Dollar General

Winthrop, NY

9,167

113

Dollar Tree/Family Dollar

Burlington, KS

10,500

113

Dollar Tree/Family Dollar

Burlington, NC

11,394

113

Dollar Tree/Family Dollar

Caneyville, KY

10,604

112

Dollar Tree/Family Dollar

Caney, KS

10,555

112

Dollar General

Cut and Shoot, TX

9,096

112

Dollar Tree

Sulphur, OK

10,000

112

Advance Auto Parts

Ware, MA

6,889

112

Family Dollar

Tipton, MO

10,557

111

Pet Supplies Plus

North Canton, OH

8,400

110

Dollar General

Milford, ME

9,128

110

Dollar Tree

Demopolis, AL

10,159

110

Dollar Tree

Madill, OK

9,682

109

Dollar Tree/Family Dollar

Superior, NE

10,500

109

Dollar Tree/Family Dollar

Sabetha, KS

10,500

108

Dollar Tree/Family Dollar

Phillipsburg, KS

10,500

106

Dollar Tree/Family Dollar

Van Buren, MO

10,500

106

Dollar General

Salem, NY

9,199

105

Dollar Tree/Family Dollar

Plainville, KS

10,500

105

Family Dollar

McGehee, AR

10,993

105

Dollar Tree

Gladewater, TX

10,111

105

Dollar Tree

Stilwell, OK

9,828

105

Dollar Tree/Family Dollar

Town Creek, AL

10,545

104

Dollar Tree/Family Dollar

Tecumseh, NE

10,644

104

Dollar Tree/Family Dollar

Anthony, KS

10,500

104

Dollar General

Bingham, ME

9,345

104

8

Dollar General

Harrisville, NY

9,309

104

Dollar Tree/Family Dollar

Murfreesboro, AR

10,500

104

Dollar General

Heuvelton, NY

9,342

104

Firestone

Pittsburgh, PA

10,629

103

Dollar General

Barker, NY

9,275

102

Dollar General

Limestone, ME

9,167

100

Dollar Tree/Family Dollar

Anderson, AL

10,607

99

Dollar General

Hammond, NY

9,219

98

Dollar Tree/Family Dollar

Des Arc, AR

10,555

98

Dollar General

Somerville, TX

9,252

96

Family Dollar

Dearing, GA

9,288

95

Boston Market (3)

Turnersville, NJ

2,627

94

Dollar General

Seguin, TX

9,155

90

Dollar Tree

Albuquerque, NM

10,023

85

Dollar Tree/Family Dollar

Lake Village, AR

14,592

84

Dollar General

Newtonsville, OH

9,290

83

Dollar General

Del Rio, TX

9,219

83

Advance Auto Parts

Athens, GA

6,871

78

Dollar General

Warsaw, NY

14,495

74

O'Reilly Auto Parts

Duluth, MN

11,182

72

Salon Lofts

North Canton, OH

4,000

72

Advance Auto Parts

Ludington, MI

6,604

63

Advance Auto Parts

New Baltimore, MI

6,784

63

Dollar General

Perry, NY

9,181

59

Starbucks

Vineland, NJ

1,500

57

Dollar General

Dansville, NY

9,174

57

Dollar General

Ellicottville, NY

9,144

56

Long John Silvers (3)

Tulsa, OK

2,701

55

Sushi Lovers

Vineland, NJ

1,999

54

AutoZone

Winston-Salem, NC

8,008

42

Philly Pretzel

Vineland, NJ

1,505

40

T-Mobile

Vineland, NJ

3,002

25

Vacant

Jackson, MS

1,920

-

Vacant

Leland, MS

3,343

-

Vacant

Massillon, OH

1,363

-

Vacant

Parma, OH

1,884

-

Vacant

Cadiz, OH

1,292

-

Vacant

Lorain, OH

900

-

Vacant

Cleveland, OH

2,554

-

Vacant

Victor, NY

20,055

-

3,843,264

$

38,767

(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, 2020.2023.
(3)(2)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)(3)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 Companyus at the expiration of the lease.

6


Two tenants, Wells Fargo and Hilton Grand Vacations representedincome properties accounted for more than 10% of our consolidated revenueslease income from the Company’s income properties during the years ended December 31, 2023 and 2021. No individual tenant accounted for more than 10% of lease income from the Company’s income properties during the year ended December 31, 2022. For the year ended December 31, 2023, Walgreens represented 11% of lease income from the Company’s income properties.Wells Fargo represented 12% of lease income from the Company’s income properties for the year ended December 31, 2020 at 19% and 12%2021. As of total revenues, respectively, and for the period from November 26, 2019 to December 31, 2019 at 26%2023, 13%, 11%, and 17% of total revenues, respectively. We also have tenants who represent more than 10%11% of the Company’s income property portfolio, based on square footage, was located in the states of ourTexas, New Jersey, and Michigan, respectively. As of December 31, 2022, 19% of the Company’s income property portfolio. These tenants include Wells Fargo, Walmart,portfolio, based on square footage, was located in the state of Texas.

Commercial Loans and Hobby Lobby, each representing 13%, 13%,Investments

Our investments in commercial loans are generally secured by real estate or the borrower’s pledge of its ownership interest in the entity that owns the real estate. As of December 31, 2023, our investments in commercial loans are all associated with commercial real estate located in the United States, are current and 12%, respectively,performing, and bear interest at a fixed rate.

9

2023 Commercial Loans and Investments Portfolio. During the year ended December 31, 2023, the Company invested in three commercial loans with a total square footage.  funding commitment of $38.6 million. As of December 31, 2023, the Company’s commercial loan investments portfolio included two construction loans and one mortgage note with a total carrying value of $35.1 million. See Note 4, “Commercial Loans and Investments” in the Notes to the Financial Statements for additional disclosures related to the Company’s commercial loans and investments as of December 31, 2023.

Management Agreement

On November 26, 2019, wethe Operating Partnership and PINE entered into a management agreement with ourthe 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 yearyears ended December 31, 2020.2023, 2022, or 2021.

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 by the Manager 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 willdo not reimburse any compensation expenses incurred by our Manager or its affiliates. Expense reimbursements to our Manager will beare 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.

Exclusivity and ROFO Agreement

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

 

The terms of the exclusivity and ROFO agreementAgreement 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.

7


Pursuant to the exclusivity and ROFO agreement,Agreement, neither CTO nor any of its affiliates (which for purposes of the exclusivity and ROFO agreementAgreement does not include our company and our subsidiaries) may sell to any third party any single-tenant, net leased property that

10

was owned by CTO or any of its affiliates as of the closing date of the IPO; or that is developed and 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 agreementAgreement 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 whichthat would potentially fit the investment criteria for our Manager or its affiliates have or may have an interest.affiliates. Similarly, our Manager or its affiliates may acquire or sell single-tenant, net leased properties in which we have or may have an interest.that would potentially fit our investment criteria. Although such acquisitions or dispositions maycould 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’arm’s 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.

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Additionally, the exclusivity and ROFO agreementAgreement 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 agreementAgreement will not prevent CTO from pursuing certain acquisition opportunities that otherwise satisfy our then-current investment criteria.

 

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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.tenants and on acquiring or originating commercial loans and investments associated with commercial real estate located in the United States. To identify investment opportunities in income-producing real estate assets and commercial loans and investments 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 and acquisitions and originations of commercial loans and investments from investors, including traded and non-traded public REITs, private equity investors, and institutional investment funds, somedebt funds, specialty finance companies, savings and loan associations, banks, mortgage bankers, insurance companies, mutual funds, investment banking firms, financial institutions, hedge funds, governmental bodies and other entities, many of which have greater financial resources than we do, a greater ability to borrow funds to acquire or originate properties or other investments and the ability to accept more risk. This competition may increase the demand for the types of properties or commercial loans and investments in which we typically invest and, therefore, reduce the number of suitable investment opportunities available to us and increase the prices paid for such acquisition properties.properties or commercial loans and investments. 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.

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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 requiredexclusion from the requirement 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

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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$1.235 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,Americans with Disabilities Act (“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, 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

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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 may 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

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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.

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 obtainedWe obtain Phase I environmental assessments on allfor properties acquired subsequent to the completion of the IPO.acquired. 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

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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

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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 also serve as executive officers of CTO, and one of our executive officers and directors, John P. Albright, also 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 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. The public may read and obtain a copy of any materials the Company files electronically with the SEC at www.sec.gov.

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.

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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.
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.

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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 completesuitable property acquisitions of suitable properties,or developments, which may impede our growth, and our future acquisitions and developments 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.
A part of our investment strategy is focused on investing in commercial loans and investments which may involve credit risk or repayment risk.
We may invest in fixed-rate loan investments, and an increase in market interest rates may adversely affect the value of these investments, which could adversely impact our financial condition, results of operations and cash flows.
The commercial loans or similar financings we may acquire that are secured by commercial real estate typically depend on the ability of the property owner to generate income from operating the property. Failure to do so may result in delinquency and/or foreclosure.
We may suffer losses when a borrower defaults on a loan and the value of the underlying collateral is less than the amount due.
We may experience a decline in the fair value of our real estate assets or investments which could result in impairments and would impact our financial condition and results of operations.
The costs of compliance with or liabilities related to environmental laws may materially and adversely affect us.
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 agreementAgreement 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.

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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.

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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.

Risks Related to Our BusinessIncome Properties Segment

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.

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

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regional economic conditions may impact our tenants’ financial condition, which may adversely impact their ability to

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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.

EachMost 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 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 environmentunemployment 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.

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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.Most of our properties are occupied by a single tenant. 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 FloridaTexas, New Jersey, and OregonMichigan as of December 31, 20202023 (based on annualized base rent)square footage). 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 epidemics or pandemics such as 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.

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 onWe have in the financial condition of these tenants. Inpast and may in the future we may have additionalsignificant tenant and property concentrations. In the event that one of these tenants, or anothera 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.

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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%2023, 35% 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

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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, 2020,2023, 100% of leases representing 73% of thebased on 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.expiring, and leasing space related to new project development. 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 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 diminishin most cases diminishes the income we receive from that tenant’s lease or leases, or forceforces us to re-tenant athe affected property as a result of a default of the in-place tenant or a rejection of a tenant lease by a bankruptcy court. IfWhen 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

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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.

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During the three months ended March 31, 2023, one of our tenants under three separate master leases filed for bankruptcy protection and ultimately liquidation, resulting in the termination of such master leases, which covered seven convenience store properties. During the year ended December 31, 2023, the Company recorded a $2.9 million impairment charge representing the provision for losses related to these seven convenience store properties within our income properties segment. The seven leases underlying these seven convenience store properties were rejected as a part of the bankruptcy proceedings during August of 2023. The impairment charge of $2.9 million is equal to the estimated sales prices for these seven convenience store properties (as set forth in executed letters of intent at the time the impairment was estimated), less the book value of the assets as of December 31, 2023, less estimated costs to sell. As of December 31, 2023, the Company is continuing to evaluate potential sales of all seven of the convenience store properties, as well as leasing opportunities for the convenience store properties not currently leased.

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 willgenerally 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.

TheMany of 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.

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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 suitable property acquisitions of suitable properties,or developments, which may impede our growth, and our future acquisitions and developments may not yield the returns we expect.

Our ability to expand through acquisitions and developments requires us to identify and complete acquisitions and new property developments 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 or develop new properties on favorable terms and successfully operate them may be constrained by the following significant risks:

we face competition from commercial developers and 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 and developments, 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 or developed property may be insufficient to meet our required principal and interest payments with respect to debt used to finance the acquisition or development of such property;
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 or new property development 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.

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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,Agreement, and any completed acquisitions of such properties may not yield the returns we expect.

Although the exclusivity and ROFO agreement with CTOAgreement 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 agreementAgreement in the future. Further, even if we are able to acquire properties covered by the exclusivity and ROFO agreement,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 has in the past and could again in the future have an adverse impact on interest rates, which has negatively impacted the cost of our or our tenants’ variable rate debt and 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 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 IPOCredit Facility 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 beis limited. Illiquid assets typically experience greater price volatility, as a ready market does not exist, and

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can be more difficult to value. In addition, validating third party pricing for illiquid assets may be more subjective than more

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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 Internal Revenue Code of 1986, as amended (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.

The development of new projects and/or properties may cause us to experience unexpected costs and have other risks that could materially and adversely affect us.

We may develop new projects to enhance the opportunity for achieving attractive risk-adjusted returns. New project development is subject to a number of risks, including risks associated with the availability and timely receipt of zoning and other regulatory approvals, the timely completion of construction (including risks from factors beyond our control, such as weather, labor conditions or material shortages) and risks of cost overruns due to construction delays or other factors that may increase the expected costs of a project. These risks could result in substantial unanticipated delays and, under certain circumstances, provide a tenant the opportunity to delay rent commencement, reduce rent or terminate a lease. In addition, we may incur costs in connection with projects that are ultimately not pursued to completion. Any new development projects may be financed. If such financing is not available on acceptable terms, our development 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 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 new project development activities, including but not necessarily limited to those noted above, could materially and adversely affect us.

The success of our activities related to new project development in which we will retain an ownership interest is partly dependent on the availability of suitable undeveloped land at acceptable prices.

 Our success in developing projects that we will retain an ownership interest in is partly dependent upon the availability of undeveloped land suitable for the intended development. The availability of undeveloped land for purchase at acceptable prices depends on a number of factors outside of our control, including the risk of competitive over-bidding on land and governmental regulations that restrict the potential uses of land. If the availability of suitable land opportunities decreases, the number of development projects we may be able to undertake could be reduced. Thus, the lack of availability of suitable land opportunities could have a material adverse effect on our results of operations and growth prospects.

Risks Related to Our Commercial Loans and Investments Segment

A part of our investment strategy is focused on investing in commercial loans and investments which may involve credit risk.

We have invested in commercial loans secured by commercial real estate and may from time to time in the future opportunistically invest in additional commercial loans secured by commercial real estate or similar financings secured by real estate. Investments in commercial loans or similar financings of real estate involve credit risk with regard to the borrower, the borrower’s operations and the real estate that secures the financing. The credit risks include, but are not

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limited to, the ability of the borrower to execute their business plan and strategy, the ability of the borrower to sustain and/or improve the operating results generated by the collateral property, the ability of the borrower to continue as a going concern, and the risk associated with the market or industry in which the collateral property is utilized. Our evaluation of the investment opportunity in a mortgage loan or similar financing includes these elements of credit risk as well as other underwriting criteria and factors. Further, we may rely on third party resources to assist us in our investment evaluation process and otherwise in conducting customary due diligence. Our underwriting of the investment or our estimates of credit risk may not prove to be accurate, as actual results may vary from our estimates. In the event we underestimate the performance of the borrower and/or the underlying real estate which secures our commercial loan or financing, we may experience losses or unanticipated costs regarding our investment and our financial condition, results of operations, and cash flows may be adversely impacted.

Our commercial loans and investments segment is also generally exposed to risks associated with real estate investments.

Any deterioration of real estate fundamentals generally, and in the United States in particular, could negatively impact the performance of our commercial loans and investments segment by making it more difficult for borrowers to satisfy their debt payment obligations, increasing the default risk applicable to borrowers and making it relatively more difficult for us to generate attractive risk-adjusted returns in our commercial loans and investments segment. Real estate investments are subject to various risks, including the risks described elsewhere in this Form 10-K with respect to the properties that we own directly. Our borrowers may be impacted by these same risks, which may make it more difficult for them to satisfy their debt payment obligations to us.

Our origination or acquisition of construction loans exposes us to an increased risk of loss.

We have originated, and may in the future, originate or acquire additional construction loans. If we fail to fund our entire commitment on a construction loan or if a borrower otherwise fails to complete the construction of a project, there could be adverse consequences associated with the loan, including, but not limited to: a loss of the value of the property securing the loan, especially if the borrower is unable to raise funds to complete construction from other sources; a borrower claim against us for failure to perform under the loan documents; increased costs to the borrower that the borrower is unable to pay; a bankruptcy filing by the borrower; and abandonment by the borrower of the collateral for the loan. A borrower default on a construction loan where the property has not achieved completion poses a greater risk than a conventional loan, as completion would be required before the property is able to generate revenue. The process of foreclosing on a property is time-consuming, and we may incur significant expense if we foreclose on a property securing a loan under these or other circumstances.

Our investments in construction loans require us to make estimates about the fair value of land improvements that may be challenged by the Internal Revenue Service (“IRS”).

We have originated and may in the future originate or acquire additional construction loans, the interest from which will be qualifying income for purposes of the REIT income tests, provided that the loan value of the real property securing the construction loan is equal to or greater than the highest outstanding principal amount of the construction loan during any taxable year. For purposes of construction loans, the loan value of the real property is the fair value of the land plus the reasonably estimated cost of the improvements or developments (other than personal property) that will secure the loan and that are to be constructed from the proceeds of the loan. There can be no assurance that the IRS would not challenge our estimate of the loan value of the real property.

We may invest in fixed-rate loan investments, and an increase in interest rates may adversely affect the value of these investments, which could adversely impact our financial condition, results of operations and cash flows.

Increases in interest rates may negatively affect the market value of our investments, particularly any fixed-rate commercial loans or other financings we have invested in. Generally, any fixed-rate commercial loans or other financings will be more negatively affected by rising interest rates than adjustable-rate assets. Reductions in the fair value of our investments could decrease the amounts we may borrow to purchase additional commercial loans or similar financing investments, which could impact our ability to increase our operating results and cash flows. Furthermore, if our borrowing

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costs are rising while our interest income is fixed for the fixed-rate investments, the spread between our borrowing costs and the fixed-rate we earn on the commercial loans or similar financing investments will contract or could become negative which would adversely impact our financial condition, results of operations, and cash flows.

The commercial loans or similar financings we have acquired and may acquire in the future that are secured by commercial real estate typically depend on the ability of the property owner to generate income from operating the property. Failure to do so may result in delinquency and/or foreclosure.

Commercial loans are secured by commercial property and are subject to risks of delinquency and foreclosure and therefore risk of loss. The ability of a borrower to repay a loan secured by an income-producing property typically is dependent primarily upon the successful operation of such property rather than upon the existence of independent income or assets of the borrower. If the net operating income of the property is reduced, the borrower’s ability to repay the loan may be impaired. In the event of any default under a commercial loan held directly by us, we will bear a risk of loss of principal to the extent of any deficiency between the value of the collateral and the principal and accrued interest of the commercial loan, which could have a material adverse effect on our financial condition, operating results and cash flows. In the event of the bankruptcy of a commercial loan borrower, the mortgage loan to such borrower will be deemed to be secured only to the extent of the value of the underlying collateral at the time of bankruptcy (as determined by the bankruptcy court), and the lien securing the loan will be subject to the avoidance powers of the bankruptcy trustee or debtor-in-possession to the extent the lien is unenforceable under state law. Foreclosure of a loan can be an expensive and lengthy process, which could have a substantial negative effect on our anticipated return on the foreclosed commercial loan. If the borrower is unable to repay a mortgage loan or similar financing, our inability to foreclose on the asset in a timely manner, and/or our inability to obtain value from reselling or otherwise disposing of the asset for an amount equal to our investment basis, would adversely impact our financial condition, results of operations, and cash flows.

We may suffer losses when a borrower defaults on a loan and the value of the underlying collateral is less than the amount due.

If a borrower defaults on a non-recourse loan, we will only have recourse to the real estate-related assets collateralizing the loan. If the underlying collateral value is less than the loan amount, we will suffer a loss. Conversely, commercial loans we invest in may be unsecured or be secured only by equity interests in the borrowing entities. These loans are subject to the risk that other lenders in the capital stack may be directly secured by the real estate assets of the borrower or may otherwise have a superior right to repayment. Upon a default, those collateralized lenders would have priority over us with respect to the proceeds of a sale of the underlying real estate. In such cases, we may lack control over the underlying asset collateralizing our loan or the underlying assets of the borrower before a default and, as a result, the value of the collateral may be reduced by acts or omissions by owners or managers of the assets.

Commercial loans we may invest in may be backed by individual or corporate guarantees from borrowers or their affiliates which guarantees are not secured. If the guarantees are not fully or partially secured, we typically rely on financial covenants from borrowers and guarantors which are designed to require the borrower or guarantor to maintain certain levels of creditworthiness. Should we not have recourse to specific collateral pledged to satisfy such guarantees or recourse loans, we will have recourse as an unsecured creditor only to the general assets of the borrower or guarantor, some or all of which may be pledged as collateral for other lenders. There can be no assurance that a borrower or guarantor will comply with its financial covenants, or that sufficient assets will be available to pay amounts owed to us under our loans and guarantees. Because of these factors, we may suffer additional losses which could have a material adverse effect on our financial condition, operating results and cash flows.

Upon a borrower bankruptcy, we may not have full recourse to the assets of the borrower to satisfy our loan. Additionally, in some instances, our loans may be subordinate to other debt of certain borrowers. If a borrower defaults on our loan or on debt senior to our loan, or a borrower files for bankruptcy, our loan will be satisfied only after the senior debt receives payment. Where debt senior to our loan exists, the presence of inter-creditor arrangements may limit our ability to amend our loan documents, assign our loans, accept prepayments, exercise our remedies (through “standstill” periods), and control decisions made in bankruptcy proceedings. Bankruptcy and borrower litigation can significantly increase collection costs and the time needed for us to acquire title to the underlying collateral (if applicable), during which time the collateral and/or a borrower’s financial condition may decline in value, causing us to suffer additional losses.

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If the value of collateral underlying a loan declines, or interest rates increase during the term of a loan, a borrower may not be able to obtain the necessary funds to repay our loan at maturity through refinancing because the underlying property revenue cannot satisfy the debt service coverage requirements necessary to obtain new financing. If a borrower is unable to repay our loan at maturity, we could suffer additional loss which may adversely impact our financial condition, operating results and cash flows.

As a result of any of the above factors or events, the losses we may suffer could adversely impact our financial condition, results of operations and cash flows.

We could fail to continue to qualify as a REIT if the IRS successfully challenges our treatment of any mezzanine loans in which we invest.

We may, in the future, originate or acquire mezzanine loans, which are loans secured by equity interests in an entity that directly or indirectly owns real property, rather than by a direct mortgage of the real property. In Revenue Procedure 2003-65, the IRS established a safe harbor under which loans secured by a first priority security interest in ownership interests in a partnership or limited liability company owning real property will be treated as real estate assets for purposes of the REIT asset tests, and interest derived from those loans will be treated as qualifying income for both the 75% and 95% gross income tests, provided several requirements are satisfied. Although Revenue Procedure 2003-65 provides a safe harbor on which taxpayers may rely, it does not prescribe rules of substantive tax law. Moreover, our mezzanine loans may not meet all of the requirements for reliance on the safe harbor. Consequently, there can be no assurance that the IRS will not challenge our treatment of such loans as qualifying real estate assets, which could adversely affect our ability to continue to qualify as a REIT.

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 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.

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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

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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.

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 obtainedobtain Phase I environmental assessments on allfor properties acquired subsequent to the completion of the IPO.acquired. 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.

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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.

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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 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.

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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.

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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 (“IT”) infrastructure on which we rely is or may be managed by a third partiesparty and, as such, we also face the risk of operational failure, termination or capacity constraints by any of thesethis third parties.party. 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.

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 requirerequires 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.through December 31, 2024 (the last day of the fiscal year following the fifth anniversary of the IPO). 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

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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

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that existing laws and regulatory policies will not adversely affect us or the timing or cost of any future acquisitions, developments 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 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.

InWe have in the past and may 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.

InWe have in the past acquired, and may 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

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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.

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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 have in the past acquired and may in the future acquire or sell properties in whichthat would potentially fit the investment criteria for CTO or its affiliates have or may have an interest.affiliates. Similarly, CTO or its affiliates may acquire or sell properties in which we have or may have an interest.that would potentially fit our investment criteria. Although such acquisitions or dispositions maycould 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

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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’arm’s 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. If we issue additional

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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

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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 agreementAgreement with CTO, as discussed further herein. As a result of termination of the exclusivity and ROFO agreement,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 agreementAgreement 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 agreementAgreement 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 agreementAgreement 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 under the Code, 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;
the market’s perception of our growth potential;

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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.

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If we cannot obtain capital from third-party sources, we may not be able to acquire or develop 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 Facilitycertain debt agreements and, in the future, we may incur additional indebtedness to finance future acquisitions and development, 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, the 2026 Term Loan, the 2027 Term Loan 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;  
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

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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.

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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 U.S. federal income 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,Credit Facility, the 2026 Term Loan and the 2027 Term Loan, which could materially and adversely affect us.

An increaseIncreases in interest rates wouldhave and will likely continue to increase our interest costs on our variable rate debt and could adversely impact our ability to refinance existing debt or sell assets.

FutureCurrent and future borrowings under our revolving credit facilityCredit Facility, the 2026 Term Loan and the 2027 Term Loan will bear interest at variable rates. An increaseRecent increases in interest rates would increasehave increased our interest payments and reducereduced our cash flow available for other corporate purposes.purposes, and we expect this trend to continue in the near term. 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 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,

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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.

As of December 31, 2020,2023, we owned 85.9%91.8% 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.

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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.

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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.

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

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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

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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 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 PropertyPINE 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.

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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.

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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.

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

The Operating Partnership has in the past and may in the future 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$1.235 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

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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.

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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 incurhave incurred 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.

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 income 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;rates (currently 21%);
we could be subject to 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.

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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

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level for tax imposed under those procedures. Further, any taxable REIT subsidiaries (“TRS”TRSs”) 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.years).

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.

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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

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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 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 75% and 95% 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.

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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”)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.

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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 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 for us to qualifymaintain our qualification 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

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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.other than our initial REIT taxable year. 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.

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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 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.

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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;

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actual or anticipated differences in our quarterly or annual operating results than expected;
changes in our revenues, FFO, AFFO,Funds From Operations (“FFO”), Adjusted Funds From Operations (“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, includingsuch as 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.

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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

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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 influencewe believe influences the market price of our common stock will beis the distribution yield on the common stock (as a percentage of the market price of our common stock) relative to market interest rates. An increaseAdditional increases in market interest rates, which have increased recently but are still currently at low levels relative to certain historical rates, may lead prospective purchasers of shares of our common stock to expect a higher distribution yield andyield. Additionally, higher interest rates would likelyhave in the past and are expected to continue to 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 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

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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.

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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 yourthe voting power of our then-existing common stockholders and yoursuch common stockholders’ 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 youour then-existing common stockholders to sell yourtheir shares of common stock at a time and price that yousuch common stockholders 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,or 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 youour then-existing common stockholders to sell yourtheir common stock at a time and price that yousuch common stockholders 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 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:

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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.

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.

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

We may become subject to litigation, in connection with 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

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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.

An epidemic or pandemic (such as the outbreak and worldwide spread of COVID-19), and the measures that international, federal, state and local governments, agencies, law enforcement and/or health authorities implement to address it, may precipitate or materially exacerbate one or more of the other risks, and may significantly disrupt our tenants’ ability to operate their businesses and/or pay rent to us or prevent us from operating our business in the ordinary course for an extended period.

An epidemic or pandemic could have a material and adverse effect on or cause disruption to our business or financial condition, results of operations, cash flows and the market value and trading price of our securities due to, among other factors:

A complete or partial closure of, or other operational issues with, our portfolio as a result of government or tenant action;
Declines in or instability of the economy or financial markets may result in a recession or negatively impact consumer discretionary spending, which could adversely affect retailers and consumers;
A reduction of economic activity may severely impact our tenants’ business operations, financial condition, liquidity and access to capital resources and may cause one or more of our tenants to be unable to meet their obligations to us in full, or at all, to default on their lease, or to otherwise seek modifications of such obligations;
The inability to access debt and equity capital on favorable terms, if at all, or 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, pursue acquisition and development opportunities, refinance existing debt, reduce our ability to make cash distributions to our stockholders and increase our future interest expense;

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A general decline in business activity and demand for real estate transactions would adversely affect our ability to successfully execute our investment strategies or expand our portfolio;
A significant reduction in our cash flows could impact our ability to continue paying cash dividends to our stockholders at expected levels or at all;
The financial impact could negatively affect our future compliance with financial and other covenants of our debt instruments, and the failure to comply with such covenants could result in a default that accelerates the payment of such debt; and
The potential negative impact on the health of on CTO’s employees or members of the Board or CTO’s board of directors, particularly if a significant number are impacted, or the impact of government actions or restrictions, including stay-at-home orders, restricting access to CTO’s headquarters, could result in a deterioration in our ability to ensure business continuity during a disruption.

A prolonged continuation of or repeated temporary business closures, reduced capacity at businesses or other social-distancing practices, and quarantine orders may adversely impact our tenants’ ability to generate sufficient revenues to meet financial obligations, and could force tenants to default on their leases, or result in the bankruptcy of tenants, which would diminish the rental revenue we receive under our leases.

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 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 StatementsWe are subject to risks related to corporate social responsibility.

Certain statements containedOur business faces public scrutiny related to environmental, social and governance (“ESG”) activities. We risk damage to our reputation if we or affiliates of our Manager fail to act responsibly in this Annual Report on Form 10-K (other than statementsa number of historical fact) are forward-looking statements. The words “believe,” “estimate,” “expect,” “intend,” “anticipate,” “will,” “could,” “may,” “should,” “plan,” “potential,” “predict,” “forecast,” “project,”areas, such as diversity and similar expressionsinclusion, environmental stewardship, support for local communities, corporate governance 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 expectationstransparency and beliefs concerning future developments and their potential effect upon the Company.

There can be no assurance that future developments will beconsidering ESG factors 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 statementsour investment processes. Adverse incidents with respect to or that mayESG activities could impact earnings for the year ended December 31, 2020,cost of our operations 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 strengthrelationships with investors, all of the real estate market; the impact of a prolonged recession or downturn in economic conditions;which could adversely affect 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

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uncertainties may cause our actual future resultsoperations. Additionally, new legislative or regulatory initiatives related 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 materiallyESG could adversely affect the Company.our business.

ITEM 1B.          UNRESOLVED STAFF COMMENTS

None

ITEM 1C.          CYBERSECURITY

The Company has no employees and is externally managed by our Manager, which is a wholly owned subsidiary of CTO, a publicly traded diversified REIT. 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. The Board recognizes the critical importance of maintaining the trust and confidence of our tenants and business partners. The Board plays an active role in overseeing management of our risks, and cybersecurity represents an important component of the Company’s overall approach to risk management and oversight.

As an externally managed company, the Company relies on CTO’s information systems in connection with the Company’s day-to-day operations. Consequently, the Company also relies on the processes for assessing, identifying, and managing material risks from cybersecurity threats undertaken by CTO. All of the Company’s executive officers are executive officers and employees of CTO, and one of the Company’s officers (John P. Albright) is also a member of CTO’s board of directors.

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CTO’s cybersecurity processes and practices are integrated into CTO’s risk management and oversight program. In general, CTO seeks to address cybersecurity risks through a comprehensive, cross-functional approach that is focused on preserving the confidentiality, security and availability of the information that CTO collects and stores by identifying, preventing and mitigating cybersecurity threats and effectively responding to cybersecurity incidents when they occur. CTO utilizes a third-party managed IT service provider (the “MSP”) to provide comprehensive cybersecurity services for the Company, including threat detection and response, vulnerability assessment and monitoring, security incident response and recovery, and cybersecurity education and awareness. The Company has adopted a written information security incident response plan, which, as discussed below, is overseen by the Audit Committee of the Board (the “Audit Committee”).

Risk Management and Strategy

The Company’s cybersecurity program is focused on the following key areas:

Governance: As discussed in more detail under “Item 1C. Cybersecurity—Governance,” the Board’s oversight of cybersecurity risk management will be supported by the Audit Committee, which regularly interacts with the Company’s management team.
Collaborative Approach: CTO has implemented a comprehensive, cross-functional approach to identifying, preventing and mitigating cybersecurity threats and incidents, while also implementing controls and procedures that provide for the prompt escalation of certain cybersecurity incidents so that decisions regarding the public disclosure and reporting of such incidents can be made by management, the Audit Committee, and the Board in a timely manner.
Technical Safeguards: CTO and the MSP deploy technical safeguards that are designed to protect information systems from cybersecurity threats, including firewalls, intrusion prevention systems, endpoint detection and response systems, anti-malware functionality and access controls, which are evaluated and improved through vulnerability assessments and cybersecurity threat intelligence.
Incident Response and Recovery Planning: CTO and the MSP have established a written information security incident response plan that addresses the response to a cybersecurity incident, which plan will be tested and evaluated on a regular basis.
Third-Party Risk Management: CTO and the MSP maintain a comprehensive, risk-based approach to identifying and overseeing cybersecurity risks presented by third parties, including vendors, service providers and other external users of CTO’s systems, as well as the systems of third parties that could adversely impact the Company’s business in the event of a cybersecurity incident affecting those third-party systems.
Education and Awareness: CTO, through the MSP, provides regular training for personnel regarding cybersecurity threats as a means to equip personnel with effective tools to address cybersecurity threats, and to communicate evolving information security policies, standards, processes and practices.

CTO and the MSP will engage in the periodic assessment and testing of CTO’s policies, standards, processes and practices that are designed to address cybersecurity threats and incidents. These efforts will include a wide range of activities, including audits, assessments, tabletop exercises, threat modeling, vulnerability testing and other exercises focused on evaluating the effectiveness of CTO’s cybersecurity measures and planning. The MSP regularly assesses CTO’s cybersecurity measures, including information security maturity, and regularly reviews CTO’s information security control environment and operating effectiveness. The results of such assessments, audits and reviews will be reported to the Audit Committee and the Board, and CTO will adjust its cybersecurity policies, standards, processes and practices as necessary based on the information provided by these assessments, audits and reviews.

Governance

The Board, in coordination with the Audit Committee, will oversee the Company’s cybersecurity risk management process. The Audit Committee has adopted a charter that provides that the Audit Committee must review and discuss with the Company’s management team the Company’s privacy and cybersecurity risk exposures, including:

the potential impact of those exposures on the Company’s business, financial results, operations and reputation;

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the steps management has taken to monitor and mitigate such exposures;
the Company’s information governance policies and programs; and
major legislative and regulatory developments that could materially impact the Company’s privacy and cybersecurity risk exposure.

The charter of the Audit Committee also provides that the Audit Committee may receive additional training in cybersecurity and data privacy matters to enable its oversight of such risks and that the Audit Committee will regularly report to the Board the substance of such reviews and discussions and, as necessary, recommend to the Board such actions as the Audit Committee deems appropriate.

As noted above, the Company relies on CTO’s information systems and the MSP in connection with the Company’s day-to-day operations. Consequently, the Company also relies on the processes for assessing, identifying, and managing material risks from cybersecurity threats undertaken by CTO. All of the Company’s executive officers are executive officers and employees of CTO, and one of the Company’s officers (John P. Albright) is also a member of CTO’s board of directors.

CTO’s President and Chief Executive Officer, Senior Vice President, Chief Financial Officer and Treasurer, and Senior Vice President, General Counsel and Corporate Secretary work collaboratively with the MSP to implement a program designed to protect CTO’s information systems from cybersecurity threats and to promptly respond to any cybersecurity incidents in accordance with written information security incident response plans adopted by CTO and the Company. These members of CTO’s management team, together with the MSP, will monitor the prevention, detection, mitigation and remediation of cybersecurity threats and incidents and will report such threats and incidents to the Audit Committee when appropriate.

CTO’s President and Chief Executive Officer, Senior Vice President, Chief Financial Officer and Treasurer, and Senior Vice President, General Counsel and Corporate Secretary each hold degrees in their respective fields, and have an average of over 20years of experience managing risks at CTO, the Company and similar companies, including risks arising from cybersecurity threats.

Cybersecurity threats, including as a result of any previous cybersecurity incidents, have not materially affected and are not reasonably likely to affect the Company, including its business strategy, results of operations or financial condition.

ITEM 2.            PROPERTIES

Our principal offices are located at 1140369 N. Williamson Blvd.New York Avenue., Suite 140, Daytona Beach,201, Winter Park, Florida 32114.32789. Our telephone number is (386) 274-2202.(407) 904-3324.

As of December 31, 2020,2023, the Company owns 48 single-tenant138 net leased 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.35 states (refer to Item 1. “Business”).

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.

ITEM 4.            MINE SAFETY DISCLOSURES

Not applicable

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PART II

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,January 31, 2024, there were 48127 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

During the years ended December 31, 2022 and 2021, there were no unregistered sales of equity securities, during the year ended December 31, 2020, which were not previously reported. On November 10, 2023, we issued 479,640 shares of our common stock to holders OP Units upon the redemption of such OP Units pursuant to the partnership agreement of the Operating Partnership. The issuance of such shares was exempt from registration under the Securities Act, pursuant to the exemption contemplated by Section 4(a)(2) thereof for transactions not involving a public offering. The OP Units were redeemed for an equal number of shares of our common stock. 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.

45


ITEM 6.             SELECTED FINANCIAL DATAEquity Securities

The following selected financial data should be read in conjunction withrepurchases of shares on 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.common stock were made during the three months ended December 31, 2023:

    

Total Number
of Shares
Purchased

    

Average Price
Paid per Share

    

Total Number of
Shares Purchased as a Part of Publicly
Announced Plans
or Programs

    

Maximum Number (or
Approximate Dollar
Value) of Shares that
May Yet be Purchased
Under the Plans or
Programs ($000's) (1)

10/1/2023 - 10/31/2023

240,907

$

15.73

240,907

$

6,507

11/1/2023 - 11/30/2023

240,234

15.89

240,234

$

2,689

12/1/2023 - 12/31/2023

113,649

16.86

113,649

$

773

Total

594,790

$

16.01

594,790

(1)In July 2023, the Company’s Board of Directors approved a $15 million stock repurchase program under which approximately $14.2 million of the Company’s stock had been repurchased as of December 31, 2023. The repurchase program does not have an expiration date.

ITEM 6.             [Reserved]

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

Revenues:

Lease Income

$

19,248

$

1,394

$

11,837

$

11,720

Total Revenues

19,248

1,394

11,837

11,720

Operating Expenses:

Real Estate Expenses

2,316

372

1,664

1,620

General and Administrative Expenses

4,660

339

1,683

1,184

Depreciation and Amortization

9,949

687

4,859

4,901

Total Operating Expenses

16,925

1,398

8,206

7,705

Gain on Disposition of Assets

287

Net Income (Loss) from Operations

2,610

(4)

3,631

4,015

Interest Expense

1,464

41

Net Income (Loss)

1,146

(45)

3,631

4,015

Less: Net Income (Loss) Attributable to Noncontrolling Interest

(161)

6

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

$

985

$

(39)

$

3,631

$

4,015

Weighted average common shares outstanding - basic

7,588,349

7,902,737

N/A

N/A

Weighted average common shares outstanding - diluted

8,812,203

9,126,591

N/A

N/A

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

Basic

$

0.13

$

N/A

N/A

Diluted

$

0.11

$

N/A

N/A

Dividends Declared and Paid

$

0.82

$

0.058

N/A

N/A

4652


Non-GAAP Financial Measures

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 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):

As of December 31,

2020

2019

Total Real Estate, at cost

$

225,889

$

128,457

Real Estate—Net

$

219,339

$

128,040

Cash and Cash Equivalents

$

1,894

$

12,342

Intangible Lease Assets—Net

$

36,881

$

22,358

Straight-Line Rent Adjustment

$

2,045

$

68

Deferred Expenses

$

$

577

Other Assets

$

1,431

$

788

Total Assets

$

261,590

$

164,173

Accounts Payable, Accrued Expenses, and Other Liabilities

$

1,984

$

1,472

Prepaid Rent and Deferred Revenue

$

1,055

$

88

Intangible Lease Liabilities—Net

$

3,299

$

1,908

Long-Term Debt

$

106,159

$

Total Liabilities

$

112,497

$

3,468

Total Equity

$

149,093

$

160,705

47


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

Net Income (Loss)

$

1,146

$

(45)

$

3,631

$

4,015

Depreciation and Amortization

9,949

687

4,859

4,901

Gain on Disposition of Assets

(287)

Funds from Operations

$

10,808

$

642

$

8,490

$

8,916

Adjustments:

Straight-Line Rent Adjustment

$

(1,524)

$

(68)

$

(410)

$

(451)

COVID-19 Rent Repayments (Deferrals), Net

(378)

Non-Cash Compensation

268

4

509

232

Amortization of Deferred Loan Costs to Interest Expense

188

16

Amortization of Intangible Assets and Liabilities to Lease Income

(108)

(5)

(234)

(229)

Accretion of Tenant Contribution

(22)

Amortization of Deferred Expenses to Lease Income

277

302

Recurring Capital Expenditures

(43)

Non-Recurring Acquisition Cost Charge

216

Adjusted Funds from Operations

$

9,189

$

805

$

8,632

$

8,770

Weighted Average Number of Common Shares:

Basic

7,588,349

7,902,737

N/A

N/A

Diluted

8,812,203

9,126,591

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

$

10,808

$

642

$

8,490

$

8,916

FFO per diluted share

$

1.23

$

0.07

N/A

N/A

AFFO

$

9,189

$

805

$

8,632

$

8,770

AFFO per diluted share

$

1.04

$

0.09

N/A

N/A

48


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 the 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 U.S. federal income tax purposes. Substantially all of theour operations are conducted through our Operating Partnership.

We seek to acquire, own and operate primarily freestanding, single-tenant commercial retail real estate properties primarily located in our target marketsthe United States primarily leased primarily pursuant to triple-net, long-term net 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 strongstable 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.sector or who use a physical presence as a component of their omnichannel strategy. We also will seek to invest in properties that are net leased to tenants that we determinebelieve have attractive credit characteristics, stable operating histories, and healthy rent coverage levels, are well-located within their market andrespective markets and/or have rent levels at or belowrents at-or-below market rent levels. Furthermore, we believe that the size of our company will,allows us, 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.

The Company operates in two primary business segments: income properties and commercial loans and investments.

The Company has no employees and is externally managed by our Manager, a Delaware limited liability company and a wholly owned subsidiary of CTO. CTO is a Maryland corporation that is a publicly traded diversified REIT and the sole member of our Manager. See Note 18, “Related Party Management Company” in the Notes to the Financial Statements for further discussion of the Company’s related party transactions with CTO.

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.

4953


During the year ended December 31, 2020,2023, the Company acquired 29 single tenant net leased14 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.$82.9 million.  During the year ended December 31, 2020,2023, the Company sold one single tenant net leased property24 properties for total disposition volumean aggregate sales price of $5.1$108.3 million, reflecting an exit cash cap rategenerating aggregate gains on sale of 5.8%.  $9.3 million.

As of December 31, 2020,2023, we owned 48138 properties with an aggregate gross leasable area of 1.63.8 million square feet, located in 1835 states, with a weighted average remaining lease term of 8.47.0 years. Our portfolio was 100% leased99% occupied as of December 31, 2020.2023.

In addition to our 48 income producing propertiesWe may also acquire or originate commercial loans and pursuant to the amendment agreementinvestments associated with the Old Time Pottery tenantcommercial real estate 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 ofOur investments in commercial loans are generally secured by real estate or 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 termsborrower’s pledge of its lease agreements. The Company has agreed to defer or abate certain CBRownership interest in exchange for additional lease term or other lease enhancing additionsan entity 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:

owns real estate. 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.  

50


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.

51


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

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

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

The Company

Predecessor

Revenues:

Lease Income

$

19,248

$

1,394

$

11,837

Total Revenues

19,248

1,394

11,837

Operating Expenses:

Real Estate Expenses

2,316

372

1,664

General and Administrative Expenses

4,660

339

1,683

Depreciation and Amortization

9,949

687

4,859

Total Operating Expenses

16,925

1,398

8,206

Gain on Disposition of Assets

287

Net Income (Loss) from Operations

2,610

(4)

3,631

Interest Expense

1,464

41

Net Income (Loss)

1,146

(45)

3,631

Less: Net Income (Loss) Attributable to Noncontrolling Interest

(161)

6

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

$

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.

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

Predecessor

Management Fee to Manager

$

2,554

$

254

$

Director Stock Compensation Expense (1)

268

4

509

Director & Officer Insurance Expense

459

44

Additional General and Administrative Expense

1,379

37

Allocation of Predecessor General and Administrative Expense

1,174

Total General and Administrative Expenses

$

4,660

$

339

$

1,683


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

52


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 during2023, the period from November 26, 2019 toCompany originated three commercial loans with a total funding commitment of $38.6 million. As of December 31, 20192023, the Company’s commercial loan investments portfolio included two construction loans and $11.8 million during the Predecessor period from January 1, 2019 to November 25, 2019. one mortgage note with a total carrying value of $35.1 million.

Historical Financial Information

The increase in the respective revenues during the periods presented is primarily reflectivefollowing table summarizes our selected historical financial information for each of the increaselast three fiscal years (in thousands, except per share and dividend data). The selected financial information has been derived from our audited consolidated financial statements.

Year Ended

    

December 31, 2023

    

December 31, 2022

    

December 31, 2021

Total Revenues

$

45,644

$

45,191

$

30,126

Net Income From Operations

$

13,142

$

43,482

$

15,162

Net Income

$

3,266

$

33,955

$

11,462

Less: Net Income Attributable to Noncontrolling Interest

(349)

(4,235)

(1,498)

Net Income Attributable to Alpine Income Property Trust, Inc.

$

2,917

$

29,720

$

9,964

Net Income Per Share Attributable to Alpine Income Property Trust, Inc.

Basic

$

0.21

$

2.48

$

1.02

Diluted

$

0.19

$

2.17

$

0.89

Dividends Declared and Paid

$

1.100

$

1.090

$

1.015

54

Balance Sheet Data (in thousands):

As of December 31,

2023

2022

Total Real Estate, at Cost

$

478,307

$

499,367

Real Estate—Net

$

443,593

$

477,054

Assets Held For Sale

$

4,410

$

Commercial Loans and Investments

$

35,080

$

Cash and Cash Equivalents and Restricted Cash

$

13,731

$

13,044

Intangible Lease Assets—Net

$

49,292

$

60,432

Straight-Line Rent Adjustment

$

1,409

$

1,668

Other Assets

$

17,045

$

21,233

Total Assets

$

564,560

$

573,431

Accounts Payable, Accrued Expenses, and Other Liabilities

$

5,197

$

4,411

Prepaid Rent and Deferred Revenue

$

3,166

$

1,479

Intangible Lease Liabilities—Net

$

4,907

$

5,050

Long-Term Debt

$

275,677

$

267,116

Total Liabilities

$

288,947

$

278,056

Total Equity

$

275,613

$

295,375

Non-GAAP Financial Measures

Our reported results are presented in accordance with GAAP. We also disclose FFO and 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 real estate related depreciation and amortization, as well as extraordinary items (as defined by GAAP) such as net gain or loss from sales of depreciable real estate assets, impairment write-downs associated with depreciable real estate assets and impairments associated with the implementation of current expected credit losses on commercial loans and investments at the time of origination, including the pro rata share of such adjustments of unconsolidated subsidiaries. To derive AFFO, we further modify the NAREIT computation of FFO to include other adjustments to GAAP net income related to non-cash revenues attributableand expenses such as loss on extinguishment of debt, amortization of above- and below-market lease related intangibles, straight-line rental revenue, amortization of deferred financing costs, non-cash compensation, and other non-cash income or expense. 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 or losses 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.

55

Reconciliation of Non-GAAP Measures (in thousands, except share data):

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Net Income

$

3,266

$

33,955

$

11,462

Depreciation and Amortization

25,758

23,564

15,939

Provision for Impairment

3,220

Gain on Disposition of Assets

(9,334)

(33,801)

(9,675)

Funds From Operations

$

22,910

$

23,718

$

17,726

Adjustments:

Loss (Gain) on Extinguishment of Debt

(23)

727

Amortization of Intangible Assets and Liabilities to Lease Income

(417)

(328)

(257)

Straight-Line Rent Adjustment

(402)

(935)

(607)

COVID-19 Rent Repayments

45

430

Non-Cash Compensation

318

310

309

Amortization of Deferred Financing Costs to Interest Expense

710

599

362

Other Non-Cash Expense

115

100

(18)

Recurring Capital Expenditures

(41)

Adjusted Funds From Operations

$

23,211

$

24,236

$

17,904

Weighted Average Number of Common Shares:

Basic

13,925,362

11,976,001

9,781,066

Diluted

15,560,524

13,679,495

11,246,227

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

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

FFO

$

22,910

$

23,718

$

17,726

FFO per Diluted Share

$

1.47

$

1.73

$

1.58

AFFO

$

23,211

$

24,236

$

17,904

AFFO per Diluted Share

$

1.49

$

1.77

$

1.59

56

COMPARISON OF THE YEARS ENDED DECEMBER 31, 2023 AND 2022

The following presents the Company’s 29 income property acquisitions duringresults of operations for the year ended December 31, 2020.2023, as compared to the year ended December 31, 2022 (in thousands):  

Year Ended

December 31, 2023

December 31, 2022

$ Variance

% Variance

Revenues:

Lease Income

$

44,967

$

45,191

$

(224)

(0.5)%

Interest Income from Commercial Loans and Investments

637

637

100.0%

Other Revenue

40

40

100.0%

Total Revenues

45,644

45,191

453

1.0%

Operating Expenses:

Real Estate Expenses

6,580

5,435

1,145

21.1%

General and Administrative Expenses

6,301

5,784

517

8.9%

Provision for Impairment

3,220

3,220

100.0%

Depreciation and Amortization

25,758

23,564

2,194

9.3%

Total Operating Expenses

41,859

34,783

7,076

20.3%

Gain on Disposition of Assets

9,334

33,801

(24,467)

(72.4)%

Gain (Loss) on Extinguishment of Debt

23

(727)

750

103.2%

Net Income From Operations

13,142

43,482

(30,340)

(69.8)%

Investment and Other Income

289

12

277

2308.3%

Interest Expense

(10,165)

(9,539)

(626)

(6.6)%

Net Income

3,266

33,955

(30,689)

(90.4)%

Less: Net Income Attributable to Noncontrolling Interest

(349)

(4,235)

3,886

91.8%

Net Income Attributable to Alpine Income Property Trust, Inc.

$

2,917

$

29,720

$

(26,803)

(90.2)%

Lease Income and Real Estate Expenses

Revenue from our income properties during the years ended December 31, 2023 and 2022 totaled $45.0 million and $45.2 million, respectively. The decrease in revenues is reflective of the Company’s volume of dispositions, offset by acquisitions, as well as certain one-time reduced revenues related to tenant credit loss and bankruptcy. The direct costs of revenues for our income property operationsproperties totaled $2.3$6.6 million and $5.4 million during the yearyears ended December 31, 2020, $0.42023 and 2022, respectively. The $1.1 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 duereflective of a portion of portfolio expenses being non-recoverable pursuant to tenant leases, as well as certain non-recoverable expenses related to transaction costs and legal fees associated with the seven assets leased to one tenant that filed for bankruptcy during the year ended December 31, 2023.

Commercial Loans and Investments

Interest income from commercial loans and investments totaled $0.6 million for the year ended December 31, 2023. The income is attributable to three loans originated by the Company during the year ended December 31, 2023. There were no commercial loans and investments generating interest income during the year ended December 31, 2022.

Other Revenue

Other revenue totaled less than $0.1 million for the year ended December 31, 2023. The revenue is attributable to fees earned from a revenue sharing agreement the Company entered into with CTO as further described in Note 18, “Related Party Management Company” in the Notes to the Financial Statements. There were no revenue sharing agreements generating income during the year ended December 31, 2022.

57

General and Administrative Expenses

The following table represents the Company’s general and administrative expenses for the year ended December 31, 2023 as compared to the year ended December 31, 2022 (in thousands):

December 31, 2023

December 31, 2022

$ Variance

% Variance

Management Fee to Manager

$

4,356

$

3,828

$

528

13.8%

Director Stock Compensation Expense

318

310

8

2.6%

Director & Officer Insurance Expense

247

366

(119)

(32.5)%

Additional General and Administrative Expense

1,380

1,280

100

7.8%

Total General and Administrative Expenses

$

6,301

$

5,784

$

517

8.9%

General and administrative expenses totaled $6.3 million and $5.8 million during the years ended December 31, 2023 and 2022, respectively. The $0.5 million increase is primarily attributable to growth in the Company’s equity base, which led to an increase in management fee expense of $0.5 million.

Provision for Impairment

During the year ended December 31, 2023, the Company recorded a $3.2 million impairment charge of which $0.3 million represents the current expected credit losses (“CECL”) reserve related to our commercial loans and investments and $2.9 million represents the provision for losses related to our income properties as further described in Note 7, “Provision for Impairment” in the Notes to the Financial Statements. There were no impairment charges on the Company’s income property portfolio during the year ended December 31, 2020.2022.

Depreciation and Amortization

Depreciation and amortization expense totaled $9.9$25.8 million and $23.5 million during the yearyears ended December 31, 2020, $0.72023 and 2022, respectively. The $2.3 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 Company’s change in portfolio as well as the timing of acquisitions versus dispositions. Several ground lease assets were disposed of during the earlier part of 2023 which were re-invested into more depreciable assets on a relative basis.

Gain on Disposition of Assets

During the year ended December 31, 2023, the Company sold 24 properties for an aggregate sales price of $108.3 million, generating aggregate gains on sale of $9.3 million. During the year ended December 31, 2022, the Company sold 16 properties for an aggregate sales price of $154.6 million, generating aggregate gains on sale of $33.8 million.

Gain (Loss) on Extinguishment of Debt

During the year ended December 31, 2022, the Company recorded a $0.7 million loss on the extinguishment of debt attributable to the write off of unamortized loan costs in connection with the CMBS Loan defeasance and the termination of the Prior Revolving Credit Facility, as defined in Note 12, “Long-Term Debt” in the Notes to the Financial Statements.

Investment and Other Income

Investment and other income totaled $0.3 million and less than $0.1 million during the years ended December 31, 2023 and 2022, respectively. The increase is attributable to higher interest rates on bank deposits.

Interest Expense

Interest expense totaled $10.1 million and $9.5 million during the years ended December 31, 2023 and 2022, respectively. The $0.6 million increase in interest expense is attributable to the Company’s income property portfoliohigher average interest rates during the year ended December 31, 2020.2023 as compared to the year ended December 31, 2022. The overall increase in the Company’s

58

long-term debt was primarily utilized to fund the acquisition of properties and commercial loans and investments during 2023 and 2022.

General

Net Income

Net income totaled $3.3 million and Administrative Expenses

General$34.0 million during the years ended December 31, 2023 and administrative expenses totaled $4.72022, respectively. The decrease in net income is attributable to the factors described above, most significantly to the $24.5 million decrease in gain on disposition of assets during the year ended December 31, 2020, $0.3 million2023. The decreased gain on disposition of assets is the result of reduced disposition activity 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 by2023.

COMPARISON OF THE YEARS ENDED DECEMBER 31, 2022 AND 2021

The following presents the recognitionCompany’s results 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 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 millionoperations for the year ended December 31, 2020, less than $(0.1) million for the period from November 26, 20192022, as compared 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.

53


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

$

11,837

$

11,720

Total Revenues

1,394

11,837

11,720

Operating Expenses:

Real Estate Expenses

372

1,664

1,620

General and Administrative Expenses

339

1,683

1,184

Depreciation and Amortization

687

4,859

4,901

Total Operating Expenses

1,398

8,206

7,705

Net Income (Loss) from Operations

(4)

3,631

4,015

Interest Expense

41

Net Income (Loss)

(45)

3,631

4,015

Less: Net Loss Attributable to Noncontrolling Interest

6

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

$

(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.

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, 20182021 (in thousands):

Year Ended

December 31, 2022

December 31, 2021

$ Variance

% Variance

Revenues:

Lease Income

$

45,191

$

30,126

$

15,065

50.0%

Total Revenues

45,191

30,126

15,065

50.0%

Operating Expenses:

Real Estate Expenses

5,435

3,673

1,762

48.0%

General and Administrative Expenses

5,784

5,027

757

15.1%

Depreciation and Amortization

23,564

15,939

7,625

47.8%

Total Operating Expenses

34,783

24,639

10,144

41.2%

Gain on Disposition of Assets

33,801

9,675

24,126

249.4%

Loss on Extinguishment of Debt

(727)

(727)

(100.0)%

Net Income From Operations

43,482

15,162

28,320

186.8%

Investment and Other Income

12

2

10

500.0%

Interest Expense

(9,539)

(3,702)

(5,837)

(157.7)%

Net Income

33,955

11,462

22,493

196.2%

Less: Net Income Attributable to Noncontrolling Interest

(4,235)

(1,498)

(2,737)

(182.7)%

Net Income Attributable to Alpine Income Property Trust, Inc.

$

29,720

$

9,964

$

19,756

198.3%

Lease Income and Real Estate Expenses

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

Management Fee to Manager

$

254

$

$

Director Stock Compensation Expense (1)

4

509

232

Director & Officer Insurance Expense

44

Additional General and Administrative Expense

37

Allocation of Predecessor General and Administrative Expense

1,174

952

Total General and Administrative Expenses

$

339

$

1,683

$

1,184


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

54


Revenue and Direct Cost of Revenues

Total revenue from our income property operations totaled $1.4 millionproperties 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 yearyears ended December 31, 2018.2022 and 2021 totaled $45.2 million and $30.1 million, respectively. 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 propertyCompany’s volume of acquisitions, during the period from January 1, 2019 to November 25, 2019.offset by dispositions. The direct costs of revenues for our income property operationsproperties totaled $0.4$5.4 million and $3.7 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 yearyears ended December 31, 2018.2022 and 2021, respectively. The increase in the direct cost of revenues is also attributable to the Company’s expanded property portfolio.

59

General and Administrative Expenses

The following table represents the Company’s general and administrative expenses for the year ended December 31, 2022 as compared to the year ended December 31, 2021 (in thousands):

December 31, 2022

December 31, 2021

$ Variance

% Variance

Management Fee to Manager

$

3,828

$

3,182

$

646

20.3%

Director Stock Compensation Expense

310

309

1

0.3%

Director & Officer Insurance Expense

366

499

(133)

(26.7)%

Additional General and Administrative Expense

1,280

1,037

243

23.4%

Total General and Administrative Expenses

$

5,784

$

5,027

$

757

15.1%

General and administrative expenses totaled $5.8 million and $5.0 million during the periods presentedyears ended December 31, 2022 and 2021, respectively. The $0.8 million increase is reflective of bothprimarily attributable to growth in the time periods presented as well asCompany’s equity base, which led to an increase related to common area maintenance costs incurred related to the acquisition by the Predecessorin management fee expense of two ground leases in Jacksonville, Florida in October 2018.$0.6 million.

Depreciation and Amortization

Depreciation and amortization expense totaled $0.7$23.5 million and $15.9 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 yearyears ended December 31, 2018.2022 and 2021, respectively. The $7.6 million 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.Company’s expanded property portfolio.

General and Administrative ExpensesGain on Disposition of Assets

General and administrative expenses totaled $0.3 million duringDuring 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 expenses2022, the Company has incurredsold 16 properties for an aggregate sales price of $154.6 million, generating aggregate gains on an annual basis subsequent tosale of $33.8 million. During the IPO.

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. 2021, the Company sold three properties for an aggregate sales price of $28.3 million, generating aggregate gains on sale of $9.7 million.

Loss on Extinguishment of Debt

Simultaneous with the Company entering into the 2022 Amended and Restated Credit Agreement, the Company’s then-existing revolving credit facility (the “Prior Revolving Credit Facility”) was terminated, which resulted in $0.3 million of unamortized deferred financing costs written off during the year ended December 31, 2022 with no such expense during the year ended December 31, 2021.

Interest Expense

Interest expense totaled $9.5 million and $3.7 million during the years ended December 31, 2022 and 2021, respectively. The $0.4$5.8 million increase in interest expense is attributable to the higher average outstanding debt balance during the year ended December 31, 2022 as compared to the same period in 2021, as well as increasing rates on the Company’s variable rate Credit Facility indebtedness. The overall increase in the Company’s long-term debt was primarily utilized to fund the acquisition of properties during 2022 and 2021.

Net Income

Net income totaled $34.0 million and $11.5 million during the years ended December 31, 2022 and 2021, respectively. The increase in net income is attributable to the factors described above in addition to the $24.1 million increase in gain on disposition of assets during the year ended December 31, 2022. The increased gain on disposition of assets is the result of more disposition activity during the year ended December 31, 2022, with proceeds from such dispositions being reinvested into income properties through the like-kind exchange structure. The increase in gain on disposition of assets was partially offset by the $0.7 million loss on extinguishment of debt incurred during the year ended December 31, 2022, incurred as a result of the write off of unamortized loan costs in connection with the CMBS Loan defeasance and the termination of the Prior Revolving Credit Facility, as hereinafter defined in Note 12, “Long-Term Debt”.

60

LIQUIDITY AND CAPITAL RESOURCES

Cash and Cash Equivalents and Restricted Cash. Cash totaled $13.7 million at December 31, 2023, including restricted cash of $9.7 million. See Note 2 “Summary of Significant Accounting Policies” under the heading Restricted Cash in the Notes to the Financial Statements for the Company’s disclosure related to its restricted cash balance at December 31, 2023.

Our total cash balance at December 31, 2023, reflected net cash provided by our operating activities totaling $25.6 million during the year ended December 31, 2023, compared to net cash provided by operating activities totaling $24.6 million for the year ended December 31, 2022, an increase of $1.0 million. The increase of $1.0 million is primarily related to the cash reserves received from the borrowers associated with the Company’s commercial loans and investments, as well as increased interest income earned on deposits at financial institutions.

Our net cash used in investing activities totaled $13.6 million for the year ended December 31, 2023, compared to net cash used in investing activities of $38.8 million for the year ended December 31, 2022, a decrease of $25.2 million. The decrease in net cash used in investing activities of $25.2 million is primarily related to a net decrease in cash outflows of $60.6 million during the year ended December 31, 2023 related to the timing of income property acquisitions versus dispositions, which decrease in cash outflows was partially offset by $35.4 million in additional cash outflows related to investments in the Company’s commercial loans and investment portfolio for which there were no such outflows during the year ended December 31, 2022.

Our net cash used in financing activities totaled $11.4 million for the year ended December 31, 2023, compared to net cash provided by financing activities of $17.7 million for the year ended December 31, 2022, for a decrease in cash inflows from financing activities of $29.1 million. The decrease of $29.1 million is primarily related to a $9.0 million decrease in net income forproceeds from long-term debt during 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 of2023 as well as $2.0 million less cash paid for loan fees 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 atyear ended December 31, 2020.2023. These amounts were offset by $23.5 million less proceeds received from sales of common stock under the Company’s “at-the-market” equity offering programs during the year ended December 31, 2023 and $14.6 million more cash used to repurchase the Company’s common stock during the year ended December 31, 2023.  

Long-Term Debt. Long-term debt, at face value, totaled $106.8 million atAs of December 31, 2020, representing an increase2023, the Company had $173.5 million of $106.8 million from noundrawn commitments available on its Credit Facility. See Note 12, “Long-Term Debt” in the Notes to the Financial Statements for the Company’s disclosure related to its long-term debt balance at December 31, 2019. The increase in2023.

Acquisitions and Investments. As noted previously, the long-term debt was due to the draws on our Credit Facility which were used to facilitate the acquisition of 29 incomeCompany acquired 14 properties during the year ended December 31, 2020. See2023, for an aggregate purchase price of $82.9 million, as further described in Note 17, “Subsequent Events”3 “Property Portfolio” in the Notes to the consolidated and combined financial statements includedFinancial Statements. The Company also invested 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.

55


$38.6 million. As of December 31, 2020,2023, the Company’s outstanding indebtedness, at facecommercial loan investments portfolio included two construction loans and one mortgage note with a total carrying value was as follows (in thousands):

Face Value Debt

Stated Interest Rate

Maturity Date

Credit Facility

$

106,809

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

November 2023

Total Debt/Weighted-Average Rate

$

106,809

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$35.1 million. See Note 4, “Commercial Loans and Investments” in 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 amendmentNotes 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 pointsFinancial Statements for additional disclosures related to the 30-day LIBOR plus 195 basis points based on the total balance outstanding under the Credit FacilityCompany’s commercial loans and investments 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.

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.

2023.

Acquisitions and Investments.Dispositions. 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 leased2023, the Company sold 24 properties for a total investmentsales price of $116.6 million. See$108.3 million, generating aggregate gains on sale of $9.3 million, as further described in Note 17, “Subsequent Events”3 “Property Portfolio” in the Notes 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

56


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.  

Financial Statements.

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 million2023, the Company had no commitments related to capital expenditures.

The Company is committed to fund two construction loans as described in Note 4, “Commercial Loans and Investments” in the Notes to the Financial Statements. The unfunded portion of the total $0.9construction loans totaled $3.0 million was leftas of December 31, 2023.

The Company is contractually obligated under its various long-term debt agreements. In the aggregate, the Company is obligated under such agreements to repay $276.5 million on long-term basis, to be funded.repaid in excess of one year, with no payments due within one year.

61

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 $43.2proceeds from the completion of the sales of assets utilizing the reverse like-kind 1031 exchange structure, $109.5 million of availability under the 2022 ATM Program, and $173.5 million of undrawn commitments available capacity on theits existing $150.0$250.0 million Credit Facility, based on our current borrowing base of income properties, as of December 31, 2020.2023.

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 IPOraise 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.

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 POLICIESESTIMATES

The consolidated financial statements includedCritical accounting estimates include those estimates made in this Annual Report are prepared in conformity with GAAP. The preparation of financial statements in conformityaccordance with GAAP requires managementthat involve a significant level of estimation uncertainty and have had or are reasonably likely to make estimates and assumptions that affecthave a material impact on the reported amountsCompany’s financial condition or results 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.

operations. Our most 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, areestimate is as follows:

57


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.

Purchase Accounting for Acquisitions of Real Estate Subject to a Lease.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,.  As required by GAAP, 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 leaseassumptions underlying the allocation of relative fair values are amortized asbased on market information including, but not limited to: (i) the estimate of replacement cost of improvements under the cost approach, (ii) the estimate of land values based on comparable sales under the sales comparison approach, and (iii) the estimate of future benefits determined by either a reductionreasonable rate of rentalreturn over a single year’s net cash flow, or a forecast of net cash flows projected over a reasonable investment horizon under the income overcapitalization approach. The underlying assumptions are subject to uncertainty and thus any changes to the remaining termsallocation of fair value to each of the respective leases. The capitalized below-market lease values are amortized as an increase to rental income overvarious line items within 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 could have an impact on the Company’s financial condition as well as results of operations due to resulting changes in depreciation and amortization as a result of the fair value allocation. The acquisitions of real estate subject to this estimate totaled 14 properties for a combined purchase price of $82.9 million for the year ended December 31, 20202023 and 51 properties for a combined purchase price of $187.4 million for the year ended December 31, 2019.2022.

58


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.

New Accounting Pronouncements. Refer toSee Note 3,2, “Summary of Significant Accounting Policies” in the Notes to the consolidatedFinancial Statements for further discussion of the Company’s accounting estimates and combined financial statements included in Item 8, “Financial Statements and Supplementary Data” in this Annual Report on Form 10-K.policies.

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.

62

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.

59


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.

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, 2020.2023.

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.

ITEM 9C.DISCLOSURE REGARDING FOREIGN JURISDICTIONS THAT PREVENT INSPECTIONS

Not applicable

63

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 20212024 annual stockholders’ meeting to be filed with the SEC within 120 days after the end of the registrant’s fiscal year ended December 31, 20202023 (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.

60


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.

6164


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 (PCAOB ID Number 248)

F-2

Consolidated Balance Sheets as of December 31, 20202023 and 20192022

F-3

Consolidated Statements of Operations for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-4

Consolidated Statements of Comprehensive Income (Loss) for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-5

Consolidated Statements of Stockholders’ Equity for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-6

Consolidated Statements of Cash Flows for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-7

Notes to Consolidated and Combined Financial Statements

F-8F-9

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.

6265


3. EXHIBITS

EXHIBIT INDEX

HIDDEN_ROW

Exhibit 

Number

    

Description

 

 

3.1

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).

 

 

3.2

Third Amended and Restated Bylaws of Alpine Income Property Trust, Inc. (incorporated by reference to Exhibit 3.23.1 to the Company’s Current Report on Form 8-K filed on DecemberFebruary 3, 2019)2023).

4.1

Description of the Registrant’s Securities (incorporated by reference to Exhibit 4.1 to the Company’s Annual Report on Form 10-K filed on February 9, 2023).

 

4.1

Description of the Registrant’s Securities †

 

4.2

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).

 

 

10.1

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).

 

 

10.2

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).

 

 

10.3

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).

 

 

10.4

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).

 

 

10.5

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).*

 

 

10.6

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).

 

 

10.7

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).

10.8

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).*

 

 

63


66

10.1210.11

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).*

10.1310.12

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).*

10.1410.13

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).*

10.1510.14

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).*

10.1610.15

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).*

10.1710.16

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).*

10.1810.17

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).*

10.1910.18

First Amendment to the Credit Agreement, dated June 30, 2020, among Alpine Income Property OP, LP, Alpine Income Property Trust, Inc., Bankas 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).

10.20

Second Amendment to the Credit Agreement, dated October 16, 2020,May 21, 2021, among Alpine Income Property, OP, LP, Alpine Income Property Trust, Inc., the other Guarantors partyfrom time to time parties thereto, the Lenders party thereto andTruist Bank, N.A., Bank of Montreal, Raymond James Bank, N.A. and Stifel Bank (incorporated by reference to Exhibit 10.2 to the Company’s Current Report on Form 8-K filed on May 25, 2021)

10.19

Amendment, Increase and Joinder to Credit Agreement, dated as Administrative Agentof April 14, 2022, among Alpine Income Property, OP, LP, Alpine Income Property Trust, Inc., the other Guarantors from time to time parties thereto, Truist Bank, N.A., and certain other lenders named therein (incorporated by reference to Exhibit 10.2 to the Company’s Current Report on Form 8-K filed on April 18, 2022).

10.20

Amended and Restated Credit Agreement, dated as of September 30, 2022, among Alpine Income Property, OP, LP, Alpine Income Property Trust, Inc., the other Guarantors from time to time parties thereto, KeyBank National Association, and certain other lenders named therein (incorporated by reference to Exhibit 10.1 to the Company’s Current Report on Form 8-K filed on October 22, 2020)6, 2022).

10.21

Second Amendment to the 2026 Term Loan Agreement, dated as of October 5, 2022, among Alpine Income Property, OP, LP, Alpine Income Property Trust, Inc., the other Guarantors from time to time parties thereto, Truist Bank, N.A., and certain other lenders named therein (incorporated by reference to Exhibit 10.2 to the Company’s Quarterly Report on Form 10-Q filed on October 20, 2022).

21.1

List of Subsidiaries of the Registrant. †

23.1

Consent of Grant Thornton LLP. †

64


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. ††

97.1

Policy Relating to Recovery of Erroneously Awarded Compensation. †*

Exhibit 101.INS

Inline XBRL Instance Document

Exhibit 101.SCH

Inline XBRL Taxonomy Extension Schema Document

Exhibit 101.CAL

Inline XBRL Taxonomy Extension Calculation Linkbase Document

Exhibit 101.DEF

Inline XBRL Taxonomy Definition Linkbase Document

Exhibit 101.LAB

Inline XBRL Taxonomy Extension Label Linkbase Document

Exhibit 101.PRE

Inline XBRL Taxonomy Extension Presentation Linkbase Document

Exhibit 104

Cover Page Interactive Data File (embedded within the Inline XBRL document)


† Filed Herewith

††  Furnished Herewith

*    Management Contract or Compensatory Plan or Arrangement

**  Portions of this exhibit have been redacted in compliance with Regulation S-K Item 601(b)(10). The omitted information is not material and is the type of information that the Company customarily and actually treats as private and confidential.

6568


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.

 

ALPINE INCOME PROPERTY TRUST, INC.

 

 

 

Date: February 16, 20218, 2024

By:

/S/   JOHN P. ALBRIGHT

 

 

John P. Albright

 

 

President and Chief Executive Officer

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, 20218, 2024

President and Chief Executive Officer (Principal Executive Officer), and Director

/S/ JOHN P. ALBRIGHT

John P. Albright

February 16, 20218, 2024

Senior Vice President, and Chief Financial Officer, and Treasurer (Principal Financial Officer)

/S/ MATTHEW M. PARTRIDGE

Matthew M. Partridge

February 16, 20218, 2024

Vice President and Chief Accounting Officer (Principal Accounting Officer)

/S/ LISA M. VORAKOUN

Lisa M. Vorakoun

February 16, 20218, 2024

 

Chairman of the Board, Director

 

/S/ ANDREW C. RICHARDSON

Andrew C. Richardson

February 16, 20218, 2024

Director

/S/ MARK O. DECKER, JR.

Mark O. Decker, Jr.

February 16, 20218, 2024

Director

/S/ M. CARSON GOOD

M. Carson Good

February 16, 20218, 2024

Director

/S/ JEFFREY S. YARCKIN

Jeffrey S. Yarckin

February 8, 2024

Director

/S/ RACHEL E. WEIN

Rachel E. Wein

6669


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, 20202023 and 20192022

F-3

Consolidated Statements of Operations for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-4

Consolidated Statements of Comprehensive Income (Loss) for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-5

Consolidated Statements of Stockholders’ Equity for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-6

Consolidated Statements of Cash Flows for the yearyears ended December 31, 2020 (the Company)2023, 2022, 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)2021

F-7

Notes to Consolidated and Combined Financial Statements

F-8F-9

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. (a Maryland corporation) and subsidiaries (the “Company”) as of December 31, 20202023 and 2019,2022, the related consolidated statements of operations, comprehensive income (loss), stockholders’ equity, and cash flows for each of the yearthree years in the period 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)2023, 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, 20202023 and 2019 (Company),2022, and the results of theirits operations and theirits cash flows for each of the yearthree years in the period 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),2023, 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, 20218, 2024

f-2


ALPINE INCOME PROPERTY TRUST, INC.

CONSOLIDATED BALANCE SHEETS

(In thousands, except share and per share data)

As of

December 31, 2020

    

December 31, 2019

ASSETS

Real Estate:

Land, at cost

$

83,210

$

54,387

Building and Improvements, at cost

142,679

74,070

Total Real Estate, at cost

225,889

128,457

Less, Accumulated Depreciation

(6,550)

(417)

Real Estate—Net

219,339

128,040

Cash and Cash Equivalents

1,894

12,342

Intangible Lease Assets—Net

36,881

22,358

Straight-Line Rent Adjustment

2,045

68

Deferred Expenses

577

Other Assets

1,431

788

Total Assets

$

261,590

$

164,173

LIABILITIES AND EQUITY

Liabilities:

Accounts Payable, Accrued Expenses, and Other Liabilities

$

1,984

$

1,472

Prepaid Rent and Deferred Revenue

1,055

88

Intangible Lease Liabilities—Net

3,299

1,908

Long-Term Debt

106,159

Total Liabilities

112,497

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

75

79

Additional Paid-in Capital

132,878

137,948

Dividends in Excess of Net Income

(5,713)

(498)

Accumulated Other Comprehensive Loss

(481)

Stockholders' Equity

126,759

137,529

Noncontrolling Interest

22,334

23,176

Total Equity

149,093

160,705

Total Liabilities and Equity

$

261,590

$

164,173

As of

December 31, 2023

    

December 31, 2022

ASSETS

Real Estate:

Land, at Cost

$

149,314

$

176,857

Building and Improvements, at Cost

328,993

322,510

Total Real Estate, at Cost

478,307

499,367

Less, Accumulated Depreciation

(34,714)

(22,313)

Real Estate—Net

443,593

477,054

Assets Held for Sale

4,410

Commercial Loans and Investments

35,080

Cash and Cash Equivalents

4,019

9,018

Restricted Cash

9,712

4,026

Intangible Lease Assets—Net

49,292

60,432

Straight-Line Rent Adjustment

1,409

1,668

Other Assets

17,045

21,233

Total Assets

$

564,560

$

573,431

LIABILITIES AND EQUITY

Liabilities:

Accounts Payable, Accrued Expenses, and Other Liabilities

$

5,197

$

4,411

Prepaid Rent and Deferred Revenue

3,166

1,479

Intangible Lease Liabilities—Net

4,907

5,050

Long-Term Debt

275,677

267,116

Total Liabilities

288,947

278,056

Commitments and Contingencies—See Note 19

Equity:

Preferred Stock, $0.01 par value per share, 100 million shares authorized, no shares issued and outstanding as of December 31, 2023 and December 31, 2022

Common Stock, $0.01 par value per share, 500 million shares authorized, 13,659,207 shares issued and outstanding as of December 31, 2023 and 13,394,677 shares issued and outstanding as of December 31, 2022

137

134

Additional Paid-in Capital

243,690

236,841

Retained Earnings (Dividends in Excess of Net Income)

(2,359)

10,042

Accumulated Other Comprehensive Income

9,275

14,601

Stockholders' Equity

250,743

261,618

Noncontrolling Interest

24,870

33,757

Total Equity

275,613

295,375

Total Liabilities and Equity

$

564,560

$

573,431

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 and 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

$

1,394

$

11,837

$

11,720

Total Revenues

19,248

1,394

11,837

11,720

Operating Expenses:

Real Estate Expenses

2,316

372

1,664

1,620

General and Administrative Expenses

4,660

339

1,683

1,184

Depreciation and Amortization

9,949

687

4,859

4,901

Total Operating Expenses

16,925

1,398

8,206

7,705

Gain on Disposition of Assets

287

Net Income from Operations

2,610

(4)

3,631

4,015

Interest Expense

1,464

41

Net Income (Loss)

1,146

(45)

3,631

4,015

Less: Net (Income) Loss Attributable to Noncontrolling Interest

(161)

6

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

$

985

$

(39)

$

3,631

$

4,015

Per Common Share Data:

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

Basic

$

0.13

$

N/A

N/A

Diluted

$

0.11

$

N/A

N/A

Weighted Average Number of Common Shares:

Basic

7,588,349

7,902,737

N/A

N/A

Diluted

8,812,203

9,126,591

N/A

N/A

Dividends Declared and Paid

$

0.82

$

0.058

N/A

N/A

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Revenues:

Lease Income

$

44,967

$

45,191

$

30,126

Interest Income from Commercial Loans and Investments

637

Other Revenue

40

Total Revenues

45,644

45,191

30,126

Operating Expenses:

Real Estate Expenses

6,580

5,435

3,673

General and Administrative Expenses

6,301

5,784

5,027

Provision for Impairment

3,220

Depreciation and Amortization

25,758

23,564

15,939

Total Operating Expenses

41,859

34,783

24,639

Gain on Disposition of Assets

9,334

33,801

9,675

Gain (Loss) on Extinguishment of Debt

23

(727)

Net Income From Operations

13,142

43,482

15,162

Investment and Other Income

289

12

2

Interest Expense

(10,165)

(9,539)

(3,702)

Net Income

3,266

33,955

11,462

Less: Net Income Attributable to Noncontrolling Interest

(349)

(4,235)

(1,498)

Net Income Attributable to Alpine Income Property Trust, Inc.

$

2,917

$

29,720

$

9,964

Per Common Share Data:

Net Income Attributable to Alpine Income Property Trust, Inc.

Basic

$

0.21

$

2.48

$

1.02

Diluted

$

0.19

$

2.17

$

0.89

Weighted Average Number of Common Shares:

Basic

13,925,362

11,976,001

9,781,066

Diluted

15,560,524

13,679,495

11,246,227

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 (LOSS)

(In thousands)

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Net Income

$

3,266

$

33,955

$

11,462

Other Comprehensive Income (Loss)

Cash Flow Hedging Derivative - Interest Rate Swaps

(3,778)

12,679

2,403

Total Other Comprehensive Income (Loss)

(3,778)

12,679

2,403

Total Comprehensive Income (Loss)

(512)

46,634

13,865

Less: Comprehensive Income Attributable to Noncontrolling Interest

Net Income Attributable to Noncontrolling Interest

(349)

(4,235)

(1,498)

Other Comprehensive Income Attributable to Noncontrolling Interest (1)

(1,548)

Comprehensive Income Attributable to Noncontrolling Interest

(1,897)

(4,235)

(1,498)

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

$

(2,409)

$

42,399

$

12,367

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

$

985

$

(39)

$

3,631

$

4,015

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

(1)For the year ended December 31, 2023, the $1.5 million of other comprehensive income attributable to the noncontrolling interest includes approximately $1.8 million of other comprehensive income which represents the cumulative amount that should have been attributed to the noncontrolling interest through December 31, 2022.

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

$

120,380

$

$

$

$

$

120,380

$

$

120,380

Net Income

4,015

4,015

4,015

Stock Compensation Expense from CTO Realty Growth, Inc.

232

232

232

Net Transactions with CTO Realty Growth, Inc.

(438)

(438)

(438)

Balance December 31, 2018

124,189

124,189

124,189

Net Income

3,631

3,631

3,631

Stock Compensation Expense from CTO Realty Growth, Inc.

509

509

509

Net Transactions with CTO Realty Growth, Inc.

19,447

19,447

19,447

Balance November 25, 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

(39)

(39)

(6)

(45)

Proceeds from Initial Public Offering

75

142,425

142,500

142,500

Proceeds from Private Placement

4

7,497

7,501

7,501

Operating Units Issued

23,253

23,253

Payment of Initial Public Offering Transaction Costs

(11,978)

(11,978)

(11,978)

Stock Issuance to Directors

4

4

4

Cash Dividend ($0.058 per share)

(459)

(459)

(71)

(530)

Balance December 31, 2019

79

137,948

(498)

137,529

23,176

160,705

Net Income

985

985

161

1,146

Stock Repurchase

(4)

(5,010)

(5,014)

(5,014)

Payment of Shelf Registration and ATM Transaction Costs

(298)

(298)

(298)

Stock Issuance to Directors

238

238

238

Cash Dividend ($0.82 per share)

(6,200)

(6,200)

(1,003)

(7,203)

Other Comprehensive Loss

(481)

(481)

(481)

Balance December 31, 2020

$

$

75

$

132,878

$

(5,713)

$

(481)

$

126,759

$

22,334

$

149,093

    

Common Stock at Par

    

Additional Paid-in Capital

    

Retained Earnings (Dividends in Excess of Net Income)

    

Accumulated Other Comprehensive Income (Loss)

    

Stockholders' Equity

    

Noncontrolling Interest

    

Total Equity

Balance January 1, 2021

$

75

$

132,878

$

(5,713)

$

(481)

$

126,759

$

22,334

$

149,093

Net Income

9,964

9,964

1,498

11,462

Stock Issuance to Directors

297

297

297

Stock Issuance, Net of Equity Issuance Costs

39

67,731

67,770

67,770

Operating Units Issued

9,041

9,041

Cash Dividend ($1.015 per share)

(10,670)

(10,670)

(1,494)

(12,164)

Other Comprehensive Income

2,403

2,403

2,403

Balance December 31, 2021

114

200,906

(6,419)

1,922

196,523

31,379

227,902

Net Income

29,720

29,720

4,235

33,955

Stock Issuance to Directors

310

310

310

Stock Issuance, Net of Equity Issuance Costs

20

35,625

35,645

35,645

Cash Dividend ($1.090 per share)

(13,259)

(13,259)

(1,857)

(15,116)

Other Comprehensive Income

12,679

12,679

12,679

Balance December 31, 2022

134

236,841

10,042

14,601

261,618

33,757

295,375

Net Income

2,917

2,917

349

3,266

Operating Partnership Unit Redemption

5

9,036

9,041

(9,041)

Stock Repurchase

(9)

(14,607)

(14,616)

(14,616)

Stock Issuance to Directors

303

303

303

Stock Issuance, Net of Equity Issuance Costs

7

12,117

12,124

12,124

Cash Dividend ($1.100 per share)

(15,318)

(15,318)

(1,743)

(17,061)

Other Comprehensive Income (Loss)

(5,326)

(5,326)

1,548

(3,778)

Balance December 31, 2023

$

137

$

243,690

$

(2,359)

$

9,275

$

250,743

$

24,870

$

275,613

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

9,949

687

4,859

4,901

Amortization of Intangible Lease Assets and Liabilities to Lease Income

(108)

(5)

(234)

(229)

Amortization of Deferred Loan Costs to Interest Expense

188

16

Amortization of Deferred Expenses to Lease Income

277

302

Gain on Disposition of Assets

(287)

Non-Cash Compensation

268

4

509

232

Decrease (Increase) in Assets:

Straight-Line Rent Adjustment

(1,524)

(68)

(410)

(451)

COVID-19 Rent Deferrals, Net

(378)

Deferred Expenses

(1)

Other Assets

(830)

(787)

(500)

41

Increase (Decrease) in Liabilities:

Accounts Payable, Accrued Expenses, and Other Liabilities

2

1,472

(243)

(3,158)

Prepaid Rent and Deferred Revenue

968

88

(343)

(27)

Net Cash Provided By Operating Activities

9,394

1,362

7,546

5,625

Cash Flow from Investing Activities:

Acquisition of Real Estate, Including Capitalized Expenditures

(118,808)

(125,919)

(27,001)

(5,186)

Proceeds from Disposition of Assets

4,933

Net Cash Used In Investing Activities

(113,875)

(125,919)

(27,001)

(5,186)

Cash Flow from Financing Activities:

Draws on Credit Facility

115,500

Payments on Credit Facility

(8,691)

Repurchase of Common Stock

(5,014)

Cash Received from Initial Public Offering

142,500

Cash Received from Private Placement

7,501

Cash Paid for Initial Public Offering Transaction Costs

(11,978)

Cash Paid for Shelf Registration and ATM Transaction Costs

(298)

Net Transactions with CTO Realty Growth, Inc.

19,447

(438)

Cash Paid for Loan Fees

(261)

(594)

Dividends Paid

(7,203)

(530)

Net Cash Provided By (Used In) Financing Activities

94,033

136,899

19,447

(438)

Net Increase (Decrease) in Cash and Cash Equivalents

(10,448)

12,342

(8)

1

Cash and Cash Equivalents, Beginning of Period

12,342

8

7

Cash and Cash Equivalents, End of Period

$

1,894

$

12,342

$

$

8

Supplemental Disclosure of Cash Flow Information:

Cash Paid for Interest

$

1,230

$

$

$

Supplemental Disclosure of Non-Cash Investing and Financing Activities:

Unrealized Loss on Cash Flow Hedge

$

481

$

$

$

Contribution of OP Units in Exchange for Predecessor Income Properties

$

$

23,253

$

$

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Cash Flow From Operating Activities:

Net Income

$

3,266

$

33,955

$

11,462

Adjustments to Reconcile Net Income to Net Cash Provided by Operating Activities:

Depreciation and Amortization

25,758

23,564

15,939

Amortization of Intangible Lease Assets and Liabilities to Lease Income

(417)

(328)

(257)

Amortization of Deferred Financing Costs to Interest Expense

710

599

362

Accretion of Commercial Loans and Investments Origination Fees

(18)

Non-Cash Portion of Extinguishment of Debt

727

Gain on Disposition of Assets

(9,334)

(33,801)

(9,675)

Provision for Impairment

3,220

Non-Cash Compensation

318

310

309

Decrease (Increase) in Assets:

Straight-Line Rent Adjustment

(402)

(935)

(607)

COVID-19 Rent Repayments

45

430

Other Assets

186

552

(2,413)

Increase (Decrease) in Liabilities:

Accounts Payable, Accrued Expenses, and Other Liabilities

670

217

673

Prepaid Rent and Deferred Revenue

1,687

(253)

977

Net Cash Provided By Operating Activities

25,644

24,652

17,200

Cash Flow From Investing Activities:

Acquisition of Real Estate, Including Capitalized Expenditures

(84,465)

(189,148)

(223,407)

Proceeds from Disposition of Assets

106,303

150,370

27,415

Acquisition of Commercial Loans and Investments

(35,419)

Net Cash Used In Investing Activities

(13,581)

(38,778)

(195,992)

Cash Flow from Financing Activities:

Proceeds from Long-Term Debt

31,750

277,000

294,622

Payments on Long-Term Debt

(23,500)

(277,750)

(162,431)

Cash Paid for Loan Fees

(73)

(2,106)

(1,402)

Repurchase of Common Stock

(14,616)

Proceeds From Stock Issuance, Net

12,124

35,645

67,770

Dividends Paid

(17,061)

(15,116)

(12,164)

Net Cash Provided By (Used In) Financing Activities

(11,376)

17,673

186,395

Net Increase in Cash and Cash Equivalents

687

3,547

7,603

Cash and Cash Equivalents and Restricted Cash, Beginning of Period

13,044

9,497

1,894

Cash and Cash Equivalents and Restricted Cash, End of Period

$

13,731

$

13,044

$

9,497

Reconciliation of Cash to the Consolidated Balance Sheets:

Cash and Cash Equivalents

$

4,019

$

9,018

$

8,851

Restricted Cash

9,712

4,026

646

Total Cash

$

13,731

$

13,044

$

9,497

The accompanying notes are an integral part of these consolidated and combined financial statements.

f-7


ALPINE INCOME PROPERTY TRUST, INC.

CONSOLIDATED STATEMENTS OF CASH FLOWS (Continued)

(In thousands)

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Supplemental Disclosure of Cash Flow Information:

Cash Paid for Interest

$

9,245

$

7,753

$

3,131

Supplemental Disclosure of Non-Cash Investing and Financing Activities:

Unrealized Gain (Loss) on Cash Flow Hedges

$

(3,778)

$

12,679

$

2,403

Operating Partnership Unit Redemption

$

9,041

$

$

Right-of-Use Assets and Operating Lease Liability

$

$

1,831

$

Operating Units Issued in Exchange for Real Estate

$

$

$

9,041

Assumption of Mortgage Note Payable

$

$

$

30,000

The accompanying notes are an integral part of these consolidated financial statements.

f-8

ALPINE INCOME PROPERTY TRUST, INC.

NOTES TO CONSOLIDATED AND COMBINED FINANCIAL STATEMENTS

December 31, 2020, 20192023, 2022 and 20182021

NOTE 1.      BUSINESS AND ORGANIZATION

BUSINESS

Alpine Income Property Trust, Inc. (the “Company” or “PINE”) is a real estate companyinvestment trust (“REIT”) that owns and operates a high-quality portfolio of single-tenant commercial net lease 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, primarily138 net leased retail and office properties located in 34104 markets in 1835 states. All of theThe properties in our portfolio are primarily subject to long-term, primarily triple-netnet leases, which generally require the tenant to pay all of thedirectly or reimburse us for property operating expenses such as real estate taxes, insurance, assessments and other governmental fees, utilities, repairs and maintenance and certain capital expenditures. The Company may also acquire or originate commercial loans and investments. Our investments in commercial loans are generally secured by real estate or the borrower’s pledge of its ownership interest in an entity that owns real estate. See Note 17, “Subsequent Events”,4, “Commercial Loans and Investments” for informationfurther disclosure related to the single-tenantCompany’s commercial loans and investments.

The Company operates in two primary business segments: income properties acquired subsequent to December 31, 2020.  and commercial loans and investments.

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 companyREIT and the sole member of our Manager (“CTO”). All of our executive officers also serve as executive officers of CTO, and one of our executive officers and directors, John P. Albright, also serves as an executive officer and director of 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, 2020,2023, we have a total ownership interest in the Operating Partnership of 85.9%91.8%, with CTO holding, directly and indirectly, a 14.1%an 8.2% 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. TheOur Board managesof Directors (the “Board”) oversees our business and affairs.

f-8


The Company has elected to be taxed as a real estate investment trust (“REIT”)REIT for U.S. federal income tax purposes under the Internal Revenue Code of 1986, as amended (the “Internal Revenue Code”“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, determined without regard to the dividends paid deduction orand excluding 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

f-9

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 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

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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 3.2.      SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES

PRINCIPLES OF CONSOLIDATION

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.

SEGMENT REPORTING

Financial Accounting Standards Board Accounting Standards Codification (“FASB ASC”) Topic 280, Segment Reporting, establishes standards related to the manner in which enterprises report operating segment information. The Company operates in two primary business segments including income properties and commercial loans and investments, as further discussed within Note 20, “Business Segment Data”. The Company has no other reportable segments. The Company’s chief executive officer, who is the Company’s chief operating decision maker, reviews financial information on a disaggregated basis for purposes of allocating and evaluating financial performance.

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 yearyears ended December 31, 2020, the period from November 26, 2019 to December 31, 2019, the Predecessor period from January 1, 2019 to November 25, 2019,2023, 2022, and the Predecessor year ended December 31, 2018,2021, was $6.2$16.8 million, $0.4 million, $3.2$14.8 million, and $3.2$10.0 million, respectively.

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LONG-LIVED ASSETS

The Company follows Financial Accounting Standards Board (“FASB”)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 and real estate held for sale, 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 incomea 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.

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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 amortizeamortizes 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 ASSETS HELD FOR SALE

Investments in real estate which are determined to be “held for sale” pursuant to FASB Topic 360-10, Property, Plant, and Equipment are reported separately on the consolidated balance sheets at the lesser of carrying value or fair value, less costs to sell. Real estate investments classified as held for sale are not depreciated.

SALES OF REAL ESTATE

When properties are disposed of, the related cost basis of the real estate, intangible lease assets, and intangible lease liabilities, net of accumulated depreciation and/or amortization, and any accrued straight-line rental income balance for the underlying operating leases are removed, and gains or losses from the dispositions are reflected in net income within gains on dispositions of assets. In accordance with the FASB guidance, gains or losses on sales of real estate are generally recognized using the full accrual method.

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.

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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, 2020,2023 and 2022, the Company recorded anCompany’s allowance for doubtful accounts totaled $0.4 million.

COMMERCIAL LOANS AND INVESTMENTS

Investments in commercial loans and investments held for investment are recorded at historical cost, net of $0.1 million. Asunaccreted origination costs and current expected credit losses (“CECL”) reserve.

Pursuant to ASC 326, Financial Instruments - Credit Losses, the Company measures and records a provision for CECL each time a new investment is made or a loan is repaid, as well as if changes to estimates occur during a quarterly measurement period. We are unable to use historical data to estimate expected credit losses as we have incurred no losses to date. Management utilizes a loss-rate method and considers macroeconomic factors to estimate its CECL allowance, which is calculated based on the amortized cost basis of December 31, 2019,the commercial loans.

RECOGNITION OF INTEREST INCOME FROM COMMERCIAL LOANS AND INVESTMENTS

Interest income on commercial loans and 2018, no allowanceinvestments includes interest payments made by the borrower and the accretion of loan origination fees, offset by the amortization of loan costs, if any. Interest payments are accrued based on the actual coupon rate and the outstanding principal balance and purchase discounts and loan origination fees are accreted into income using the effective yield method, adjusted for doubtful accounts was required.prepayments.

OPERATING LAND LEASE EXPENSE

The Company is the lessee under operating land leases for certain of its properties, which leases are classified as operating leases pursuant to FASB ASC Topic 842, Leases. The corresponding lease expense is recognized on a straight-line basis over the term of the lease and is included in real estate expenses in the accompanying consolidated statements of operations.

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, 20202023 and 20192022 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 EXPENSESRESTRICTED CASH

As ofRestricted cash totaled $9.7 million at December 31, 2020,2023, of which $7.5 million is being held in an escrow account to be reinvested through the like-kind exchange structure into other income properties and $2.2 million is being held in interest, real estate tax, and/ or insurance reserve accounts related to 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 Facilitycommercial loans 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.

investments.

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 derivativederivatives in accordance with FASB ASC Topic 815-20, Derivatives and Hedging. Depending upon the Interest Rate Swap’shedge’s value at each balance sheet date, the derivative isderivatives are included in either other assets or accounts payable, accrued expenses, and other liabilities on the accompanying consolidated balance

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sheet at its fair value. On the date the Interest Rate Swapeach interest rate swap was entered into, the Company designated the derivativederivatives 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 instrumentinstruments and the hedged item, as well as its risk-management objective and strategy for undertaking the hedge transaction.transactions. At the Interest Rate Swap’shedges’ inception, the Company formally assessed whether the derivativederivatives that isare used in hedging the transaction istransactions are highly effective in offsetting changes in cash flows of the hedged item,items and we will continue to do so on an ongoinga quarterly 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 instrumentinstruments that are highly effective and designated and qualified as cash-flow hedgehedges are recorded in other comprehensive income and loss, until earnings are affected by the variability in cash flows of the designated hedged item.items (see Note 13, “Interest Rate Swaps”).

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FAIR VALUE OF FINANCIAL INSTRUMENTS

The carrying amounts of the Company’s financial assets and liabilities including cash and cash equivalents, restricted cash, accounts receivable included in other assets, accounts payable, and accrued expenses and other liabilities at December 31, 20202023 and December 31, 2019,2022, approximate fair value because of the short maturity of these instruments. The carrying value of the Credit Facility, hereinafter defined, approximates current market rates for revolving credit arrangements with similar risks and maturities. The Company estimates the fair value of its commercial loans and investments and term loans based on incremental borrowing rates for similar types of borrowing arrangements with the same remaining maturity and on the discounted estimated future cash payments to be made for other debt. The discount rate used to calculate the fair value of debt approximates current lending rates for loans and assumes the debt is outstanding through maturity. Since such amounts are estimates that are based on limited available market information for similar transactions, which is a Level 2 non-recurring measurement, there can be no assurance that the disclosed value of any financial instrument could be realized by immediate settlement of the instrument.

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 exchangedredeemed for shares of our common stock on a one-for-one basis.

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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. TheCode. We believe 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.

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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 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 theindividual tenants in the Company’s portfolio of 48 single-tenant properties accounted for more than 10% of total revenueslease income from the Company’s income properties during the years ended December 31, 2023 and 2021. No individual tenant accounted for more than 10% of lease income from the Company’s income properties 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, 2018.2022.

DuringFor the year ended December 31, 2020,2023, Walgreens represented 11% of lease income from the properties leased toCompany’s income properties. Wells Fargo Bank and Hilton Grand Vacations represented 19% and 12% of total revenues, respectively. Duringlease income from the period from November 26, 2019 to December 31, 2019 andCompany’s income properties for 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.2021.

As of December 31, 20202023, 13%, 11%, and 2019, 13% and 24%, respectively,11% 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 estateincome property portfolio, based on square footage, was located in the states of GeorgiaTexas, New Jersey, and North Carolina.Michigan, respectively. As of December 31, 2022, 19% of the Company’s income property portfolio, based on square footage, was located in the state of Texas. Uncertainty of the duration of a prolonged real estate and economic downturn could have an adverse impact on the Company’s real estate values.

RECLASSIFICATIONS

Certain items in the prior period’s consolidated statement of operations have been reclassified to conform to the presentation for the year ended December 31, 2023. Specifically, interest income earned on deposits at financial institutions was previously included within Lease Income and is now included within Investment and Other Income on the accompanying consolidated statement of operations. There was no impact to retained earnings as a result of the reclassifications.

RECENTLY ISSUED ACCOUNTING STANDARDS

Cessation of LIBORSegment Reporting. In January 2021,November 2023, the FASB issued ASU 2021-012023-07 which isenhances segment disclosure requirements for entities required to report segment information 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 accountingaccordance 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

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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 842,280, LeasesSegment Reporting. The amendments in this update are effective for annual reporting periods beginning after December 15, 2018.2023.

DuringIncome Taxes. In December 2023, the Company’s and Predecessor’s evaluation ofFASB issued ASU 2023-09 which enhances income tax disclosure requirements in accordance with FASB ASC Topic 842,740, LeasesIncome Taxes, the following practical expedients and accounting policies with respect to ASC 842 were elected and/or adopted. The amendments in this update are 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.

for annual reporting periods beginning after December 15, 2023.

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NOTE 4.      INCOME3.      PROPERTY PORTFOLIO

As of December 31, 2020,2023, the Company’s income property portfolio consisted of 48 single-tenant138 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.  footage of 3.8 million.

Leasing revenue consists of long-term rental revenue from retail and office incomenet leased commercial properties, which is recognized as earned, using the straight-line method over the life of each lease. Lease payments below include straight-line base rental revenue as well as the non-cash accretion of above and below market lease amortization. The variable lease payments are comprised of percentage rent payments and reimbursements from tenants for common area maintenance, insurance, real estate taxes, and other operating expenses.

The components of lease incomeleasing revenue 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

Lease Income

Lease Payments

$

17,746

$

1,294

$

10,810

$

10,779

Variable Lease Payments

1,502

100

1,027

941

Total Lease Income

$

19,248

$

1,394

$

11,837

$

11,720

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Lease Income

Lease Payments

$

40,141

$

40,190

$

27,138

Variable Lease Payments

4,826

5,001

2,988

Total Lease Income

$

44,967

$

45,191

$

30,126

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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 ofsubsequent to December 31, 2020,2023, are summarized as follows (in thousands):. Certain of our operating leases have options to extend, which option periods are not included within minimum future rental receipts.  

Year Ending December 31,

    

Amounts

    

Amounts

2021

$

20,974

2022

20,675

2023

20,825

2024

20,351

$

38,586

2025

19,824

37,354

2026 and thereafter (cumulative)

74,894

2026

36,510

2027

32,840

2028

29,453

2029 and Thereafter (Cumulative)

95,794

Total

$

177,543

$

270,537

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.

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20202023 Activity. During the year ended December 31, 2020,2023, the Company acquired 29 single-tenant income14 properties for a combined purchase price of $116.6$82.9 million, or an acquisitiona total cost of $117.7$84.2 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$21.5 million was allocated to land, $70.0$55.2 million was allocated to buildings and improvements, $19.1$8.4 million was allocated to intangible assets pertaining to the in-place lease value, leasing fees, and above market lease value, and $1.7$0.9 million was allocated to intangible liabilities for the below market lease value. The weighted average amortization period for the intangible assets and liabilities was 10.19.6 years at acquisition. 

The single-tenant net lease income properties acquired duringDuring 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

1/13/2020

6,400

$

5,762

15.0

7-Eleven

Georgetown, TX

1/13/2020

7,726

4,301

15.0

Conn's HomePlus

Hurst, TX

1/10/2020

37,957

6,100

11.6

Lehigh Gas Wholesale Services, Inc.

Highland Heights, KY

2/03/2020

2,578

4,250

10.8

American Multi-Cinema, Inc.

Tyngsborough, MA

2/19/2020

39,474

7,055

10.1

Hobby Lobby

Tulsa, OK

2/28/2020

84,180

12,486

10.8

Long John Silver's

Tulsa, OK

2/28/2020

3,000

264

N/A

Old Time Pottery

Orange Park, FL

2/28/2020

84,180

6,312

10.4

Freddy's Frozen Custard

Orange Park, FL

2/28/2020

3,200

303

6.8

Hobby Lobby

Arden, NC

6/24/2020

55,000

7,987

11.2

Walmart

Howell, MI

6/30/2020

214,172

20,590

6.6

Advanced Auto Parts

Severn, MD

9/14/2020

6,876

2,588

14.5

Dollar General

Heuvelton, NY

9/14/2020

9,342

1,462

12.1

Dollar General

Winthrop, NY

9/14/2020

9,167

1,589

11.0

Dollar General

Salem, NY

9/14/2020

9,199

1,485

13.0

Dollar General

Harrisville, NY

9/14/2020

9,309

1,466

13.3

Dollar General

Newtonsville, OH

9/14/2020

9,290

1,164

9.7

Dollar General

Hammond, NY

9/14/2020

9,219

1,384

12.3

Dollar General

Barker, NY

9/14/2020

9,275

1,439

13.2

Dollar General

Chazy, NY

9/14/2020

9,277

1,673

11.0

Dollar General

Milford, ME

9/21/2020

9,128

1,606

13.1

Dollar General

Limestone, ME

9/21/2020

9,167

1,456

13.1

Dollar General

Bingham, ME

9/21/2020

9,345

1,522

13.1

Dollar General

Willis, TX

9/23/2020

9,138

1,774

14.9

Dollar General

Somerville, TX

9/23/2020

9,252

1,472

14.8

Dollar General

Odessa, TX

9/30/2020

9,127

1,792

14.8

Dollar General

Kermit, TX

11/9/2020

10,920

1,941

14.8

Kohl's

Glendale, AZ

12/11/2020

14,125

11,600

9.1

Walgreens

Tacoma, WA

12/18/2020

87,875

3,810

9.6

Total / Weighted Average

786,898

$

116,633

10.6

On September 25, 2020,2023, 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)

1,223,854

Company's IPO Price per Share

$

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:

    

November 26, 2019

Land, at cost

$

54,386,511

Building and Improvements, at cost

74,070,181

Intangible Lease Assets

22,648,727

Intangible Lease Liabilities

(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.

759,512

723,274

Unaudited Pro Forma Basic Net Income per Share

0.10

0.09

Unaudited Pro Forma Diluted Net Income per Share

0.08

0.08

Unaudited Pro Forma Funds from Operations

7,825,645

7,789,407

Unaudited Pro Form Adjusted Funds from Operations

7,437,723

7,345,549

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 income24 properties for an aggregate sales price of $108.3 million, generating aggregate gains on sale of $9.3 million.

2022 Activity. During the year ended December 31, 2022, the Company acquired 51 properties for a combined purchase price of $26.8$187.4 million, or an aggregate acquisitiona total cost of $27.0$189.0 million including capitalized acquisition costs. The acquisitions made duringproperties are located in 21 states, leased to 18 different tenants, and had a weighted average remaining lease term of 8.7 years at the period from January 1, 2019 to November 25, 2019 were accounted for as asset acquisitions.time of acquisition. Of the total acquisition cost, $10.0$44.5 million was allocated to land, $13.8$123.0 million was allocated to buildings and improvements, $3.6$23.7 million was allocated to intangible assets pertaining to the in-place lease value, leasing costs,fees, and above market lease value, and $0.4$2.2 million was allocated to intangible liabilities for the below market lease value. The weighted average amortization period for the intangible assets and liabilities was 10.68.9 years at acquisition.

No income properties were disposed of during the period from January 1, 2019 to November 25, 2019.

f-18f-15


During the year ended December 31, 2022, the Company sold 16 properties for an aggregate sales price of $154.6 million, generating aggregate gains on sale of $33.8 million.

2018 Predecessor2021 Activity. During the year ended December 31, 2018,2021, the PredecessorCompany acquired two single-tenant net lease68 properties for an aggregate acquisitiona combined purchase price of $260.3 million, or a total cost of $5.1$262.4 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$100.8 million was allocated to land, $0.6$132.6 million was allocated to buildings and improvements, $31.8 million was allocated to intangible assets pertaining to the in-place lease value, leasing costsfees, and above market lease value, and $0.2$2.8 million was allocated to intangible liabilities for the below market lease value. The weighted average amortization period for the intangible assets and liabilities was 18.68.6 years at acquisition. No income properties were disposed of during

During the year ended December 31, 2018.2021, the Company sold three properties for an aggregate sales price of $28.3 million, generating aggregate gains on sale of $9.7 million.

NOTE 4.      COMMERCIAL LOANS AND INVESTMENTS

2023 Activity. On July 25, 2023, the Company originated a construction loan secured by the property and improvements to be constructed thereon for a 33-acre Wawa-anchored land development project in Greenwood, Indiana for $7.8 million. The construction loan matures on July 25, 2025, bears a fixed interest rate of 8.50% that increases to 9.25% on July 25, 2024, and requires interest-only payments prior to maturity. Funding of the loan will occur as the borrower completes the underlying construction. As of December 31, 2023, the Company has disbursed $7.0 million to the borrower.

On October 30, 2023, the Company originated a construction loan secured by the property and improvements to be constructed thereon for a 5-acre land development project anchored by Wawa and McDonalds in Antioch, Tennessee for $6.8 million with the same borrower as the construction loan secured by the 33-acre Wawa-anchored land development project in Greenwood, Indiana. The construction loan matures on October 30, 2025, bears a fixed interest rate of 11.00% that decreases to 9.50% on October 30, 2024, and requires interest-only payments prior to maturity. Funding of the loan will occur as the borrower completes the underlying construction. As of December 31, 2023, the Company has disbursed $4.6 million to the borrower.

On November 15, 2023, the Company originated a $24.0 million first mortgage secured by a portfolio of 41 assets and related improvements (the “Mortgage Note”). The Mortgage Note matures on November 15, 2026, has two one-year extension options, bears a fixed interest rate of 8.75% at the time of acquisition, will increase by 0.25% annually during the initial term, and requires interest-only payments prior to maturity.

The Company’s commercial loans and investments were comprised of the following at December 31, 2023 (in thousands):

Description

    

Date of Investment

    

Maturity Date

    

Original Face Amount

    

Current Face Amount

    

Carrying Value

    

Coupon Rate

Construction Loan – Wawa Land Development – Greenwood, IN

July 2023

July 2025

$

7,800

$

7,014

$

6,984

8.50%

Construction Loan – Wawa Land Development – Antioch, TN

October 2023

October 2025

6,825

4,615

4,568

11.00%

Mortgage Note – Portfolio

November 2023

November 2026

24,000

24,000

23,885

8.75%

$

38,625

$

35,629

$

35,437

CECL Reserve

(357)

Total Commercial Loans and Investments

$

35,080

f-16

The carrying value of the commercial loans and investments at December 31, 2023 consisted of the following (in thousands). There were no commercial loans and investments as of December 31, 2022:

As of

    

December 31, 2023

    

December 31, 2022

Current Face Amount

$

35,629

$

Unaccreted Origination Fees

(192)

CECL Reserve

(357)

Total Commercial Loans and Investments

$

35,080

$

NOTE 5.      FAIR VALUE OF FINANCIAL INSTRUMENTS

The following table presents the carrying value and estimated fair value of the Company’s financial instruments not carried at fair value on the consolidated balance sheets as of December 31, 20202023 and December 31, 20192022 (in thousands):

December 31, 2020

December 31, 2019

December 31, 2023

December 31, 2022

    

Carrying Value

    

Estimated Fair Value

    

Carrying Value

    

Estimated Fair Value

    

Carrying Value

    

Estimated Fair Value

    

Carrying Value

    

Estimated Fair Value

Cash and Cash Equivalents - Level 1

$

1,894

$

1,894

$

12,342

$

12,342

$

4,019

$

4,019

$

9,018

$

9,018

Restricted Cash - Level 1

$

9,712

$

9,712

$

4,026

$

4,026

Commercial Loans and Investments - Level 2

$

35,080

$

36,288

$

$

Long-Term Debt - Level 2

$

106,159

$

106,159

$

$

$

275,677

$

258,613

$

267,116

$

250,568

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 presentstables present the fair value of assets (liabilities) 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, 20192023 and 2022 (in thousands). See Note 13, “Interest Rate Swaps” for further disclosure related to the Company’s interest rate swaps.

Fair Value at Reporting Date Using

    

Fair Value

    

Quoted Prices in Active Markets for Identical Assets (Level 1)

    

Significant Other Observable Inputs (Level 2)

    

Significant Unobservable Inputs (Level 3)

December 31, 2023

2026 Term Loan Interest Rate Swap (1)

$

4,314

$

$

4,314

$

2027 Term Loan Interest Rate Swap (2)

$

5,793

$

$

5,793

$

Credit Facility Interest Rate Swap (3)

$

716

$

$

716

$

December 31, 2022

2026 Term Loan Interest Rate Swap (1)

$

6,125

$

$

6,125

$

2027 Term Loan Interest Rate Swap (2)

$

8,476

$

$

8,476

$

Fair Value at Reporting Date Using

Quoted Prices in

Significant

Active Markets

Significant Other

Unobservable

for Identical

Observable Inputs

Inputs

    

12/31/2020

    

Assets (Level 1)

    

(Level 2)

    

(Level 3)

Interest Rate Swap

$

(481)

$

$

(481)

$

(1)As of December 31, 2023, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 2.05% plus 0.10% and the applicable spread on the $100 million 2026 Term Loan (hereinafter defined) balance. See Note 13, “Interest Rate Swaps” for further disclosure related to the Company’s interest rate swaps.
(2)As of December 31, 2023, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 1.18% plus 0.10% and the applicable spread on the $100 million 2027 Term Loan (hereinafter defined) balance. See Note 13, “Interest Rate Swaps” for further disclosure related to the Company’s interest rate swaps.
(3)As of December 31, 2023, the Company utilized an interest rate swap to fix SOFR and achieve a fixed interest rate of 3.21% plus 0.10% and the applicable spread on $50 million of the outstanding balance on the Credit Facility (hereinafter defined). See Note 13, “Interest Rate Swaps” for further disclosure related to the Company's interest rate swaps.

f-19f-17


NOTE 6.      INTANGIBLE ASSETS AND LIABILITIES

Intangible assets and liabilities consist of the value of above-marketabove market and below-marketbelow 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, 20202023 and 20192022 (in thousands):

As of

As of

December 31, 2020

December 31, 2019

December 31, 2023

December 31, 2022

Intangible Lease Assets:

Value of In-Place Leases

$

27,494

$

14,479

$

48,267

$

49,974

Value of Above Market In-Place Leases

2,187

1,626

2,942

3,897

Value of Intangible Leasing Costs

11,459

6,544

18,865

20,579

Sub-total Intangible Lease Assets

41,140

22,649

70,074

74,450

Accumulated Amortization

(4,259)

(291)

(20,782)

(14,018)

Sub-total Intangible Lease Assets—Net

36,881

22,358

49,292

60,432

Intangible Lease Liabilities:

Value of Below Market In-Place Leases

(3,674)

(1,933)

(6,770)

(6,130)

Sub-total Intangible Lease Liabilities

(3,674)

(1,933)

(6,770)

(6,130)

Accumulated Amortization

375

25

1,863

1,080

Sub-total Intangible Lease Liabilities—Net

(3,299)

(1,908)

(4,907)

(5,050)

Total Intangible Assets and Liabilities—Net

$

33,582

$

20,450

$

44,385

$

55,382

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 yearyears ended December 31, 2020, the period from November 26, 2019 to December 31, 2019, the Predecessor period from January 1, 2019 to November 25, 2019,2023, 2022, and the Predecessor year ended December 31, 20182021 (in thousands):

Year Ended

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

December 31, 2023

December 31, 2022

December 31, 2021

The Company

Predecessor

Depreciation and Amortization Expense

$

3,758

$

271

$

1,548

$

1,544

Increase to Income Properties Revenue

(108)

(5)

(234)

(229)

Amortization Expense

$

8,936

$

8,801

$

5,977

Accretion to Properties Revenue

(417)

(328)

(257)

Net Amortization of Intangible Assets and Liabilities

$

3,650

$

266

$

1,314

$

1,315

$

8,519

$

8,473

$

5,720

f-20


The estimated future amortization expense (income) related to net intangible assets and liabilities is as follows (in thousands):

Year Ending December 31,

Future Amortization Expense

Future Accretion to Income Property Revenue

Net Future Amortization of Intangible Assets and Liabilities

Future Amortization Expense

Future Accretion to Property Revenue

Net Future Amortization of Intangible Assets and Liabilities

2021

$

4,695

$

(162)

$

4,533

2022

4,695

(162)

4,533

2023

4,694

(162)

4,532

2024

4,467

(151)

4,316

$

8,443

$

(446)

$

7,997

2025

4,224

(150)

4,074

7,840

(417)

7,423

2026 and thereafter

12,175

(581)

11,594

2026

7,416

(442)

6,974

2027

5,888

(425)

5,463

2028

4,796

(376)

4,420

2029 and Thereafter

12,933

(825)

12,108

Total

$

34,950

$

(1,368)

$

33,582

$

47,316

$

(2,931)

$

44,385

As of December 31, 2020,2023, the weighted average amortization period of both the total intangible assets and liabilities was 9.18.8 years.

f-18

NOTE 7.      PROVISION FOR IMPAIRMENT

Income Properties. The Company assesses the impairment of long-lived assets whenever events or changes in circumstances indicate that the carrying amount of an asset may not be recoverable. The fair value of long-lived assets required to be assessed for impairment is determined on a non-recurring basis using Level 3 inputs in the fair value hierarchy. These Level 3 inputs may include, but are not limited to, letters of intent on specific properties, executed purchase and sale agreements on specific properties, third person valuations, discounted cash flow models, and other model-based techniques.

During the year ended December 31, 2023, the Company recorded a $2.9 million impairment charge representing the provision for losses related to seven convenience store properties within our income properties segment. These seven convenience store properties were leased to one tenant that filed for bankruptcy during the three months ended March 31, 2023. The seven leases underlying these seven convenience store properties were rejected as a part of the bankruptcy proceedings during August of 2023. The impairment charge of $2.9 million is equal to the estimated sales prices for these seven convenience store properties (as set forth in executed letters of intent at the time the impairment was estimated), less the book value of the assets as of December 31, 2023, less estimated costs to sell. As of December 31, 2023, the Company is continuing to evaluate potential sales of all seven of the convenience store properties, as well as leasing opportunities for the convenience store properties not currently leased. There were no impairment charges on the Company’s income property portfolio during the years ended December 31, 2022 and 2021.

Commercial Loans and Investments. The Company evaluates the collectability of its commercial loans and investments on a quarterly basis or whenever events or changes in circumstances indicate that the carrying amount of an asset may not be recoverable. The Company accounts for provisions for expected credit losses in accordance with ASC Topic 326, Measurement of Credit Losses on Financial Instruments. Changes in the Company’s allowance for credit losses are presented within change in provision for impairment in the accompanying consolidated statements of operations.

During the year ended December 31, 2023, the Company recorded a $0.3 million impairment charge representing the provision for credit losses related to our commercial loans and investments. The $0.3 million charge was driven by the initial estimated CECL allowance based on our investment activity during the year ended December 31, 2023. We are unable to use historical data to estimate expected credit losses as we have incurred no losses to date. Management utilizes a loss-rate method and considers macroeconomic factors to estimate its CECL allowance, which is calculated based on the amortized cost basis of the commercial loans.

NOTE 8.      OTHER ASSETS

Other assets consisted of the following (in thousands):

As of

December 31, 2023

December 31, 2022

Tenant Receivables—Net of Allowance for Doubtful Accounts (1)

$

809

$

1,172

Prepaid Insurance

838

740

Deposits on Acquisitions

60

30

Prepaid Expenses, Deposits, and Other

1,757

1,494

Deferred Financing Costs—Net

1,190

1,518

Interest Rate Swaps

10,957

14,632

Operating Leases - Right-of-Use Asset (2)

1,434

1,647

Total Other Assets

$

17,045

$

21,233

As of

December 31, 2020

December 31, 2019

Tenant Receivables—Net (1)

$

67

$

Accrued Unbilled Tenant Receivables

216

Prepaid Insurance

606

499

Deposits on Acquisitions

100

200

Prepaid and Deposits - Other

442

89

Total Other Assets

$

1,431

$

788


(1)As of December 31, 2020, includes $0.1Includes $0.4 million allowance for doubtful accounts.accounts as of December 31, 2023 and 2022.
(2)See Note 9, “Operating Land Leases” for further disclosure related to the Company’s right-of-use asset balance as of December 31, 2023.

f-19

NOTE 9. OPERATING LAND LEASES

The Company is the lessee under operating land leases for certain of its properties. FASB ASC Topic 842, Leases, requires a lessee to recognize right-of-use assets and lease liabilities that arise from leases, whether qualifying as an operating or finance lease. As of December 31, 2023, the Company’s right-of-use assets totaled $1.4 million and the corresponding lease liabilities totaled $1.5 million, which balances are reflected within other assets and accounts payable, accrued expenses, and other liabilities, respectively, on the consolidated balance sheets. The right-of-use assets and lease liabilities are measured based on the present value of the lease payments utilizing discount rates estimated to be equal to that which the Company would pay to borrow on a collateralized basis over a similar term, for an amount equal to the lease payments, in a similar economic environment.

The Company’s operating land leases do not include variable lease payments and generally provide renewal options, at the Company’s election, to extend the terms of the respective leases. Renewal option periods are included in the calculation of the right-of-use assets and corresponding lease liabilities when it is reasonably certain that the Company, as lessee, will exercise the option to extend the lease.

Amortization of right-of-use assets for operating land leases is recognized on a straight-line basis over the term of the lease and is included within real estate expenses in the consolidated statements of operations. Amortization totaled $0.3 million and $0.1 million during the years ended December 31, 2023 and 2022, respectively, with no such expense recognized during the year ended December 31, 2021.

The following table reflects a summary of operating land leases, under which the Company is the lessee, for the years ended December 31, 2023, 2022, and 2021 (in thousands):

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Operating Cash Outflows

$

257

$

197

$

Weighted Average Remaining Lease Term

7.1

7.9

Weighted Average Discount Rate

2.0

2.0

Minimum future lease payments under non-cancelable operating land leases, having remaining terms in excess of one year subsequent to December 31, 2023, are summarized as follows (in thousands):

Year Ending December 31,

2024

$

251

2025

192

2026

202

2027

202

2028

202

2029 and Thereafter

490

Total Lease Payments

$

1,539

Imputed Interest

(85)

Operating Leases – Liability

$

1,454

f-20

NOTE 10.      ASSETS HELD FOR SALE

Assets held for sale as of December 31, 2023 are summarized below (in thousands). There were no assets or liabilities held for sale as of December 31, 2022.

As of December 31, 2023

Real Estate—Net

$

6,374

Intangible Lease Assets—Net

749

Intangible Lease Liabilities—Net

(39)

Straight-Line Rent Adjustment

173

Other Assets

17

Assets Prior to Provision for Impairment

$

7,274

Less Provision for Impairment

(2,864)

Total Assets Held for Sale

$

4,410

NOTE 8.11.      ACCOUNTS PAYABLE, ACCRUED EXPENSES, AND OTHER LIABILITIES

Accounts payable, accrued expenses and other liabilities consisted of the following (in thousands):

As of

December 31, 2023

December 31, 2022

Accounts Payable

$

30

$

17

Accrued Expenses

2,449

1,609

Tenant Security Deposits

78

165

Due to CTO

1,052

932

Interest Rate Swaps

134

31

Operating Leases - Liability (1)

1,454

1,657

Total Accounts Payable, Accrued Expenses, and Other Liabilities

$

5,197

$

4,411

As of

December 31, 2020

December 31, 2019

Accounts Payable

$

450

$

463

Accrued Expenses

474

Due to CTO (1)

579

381

Accrual for Tenant Improvement

628

Interest Rate Swap

481

Total Accounts Payable, Accrued Expenses, and Other Liabilities

$

1,984

$

1,472


(1)AsSee Note 9, “Operating Land Leases” for further disclosure related to the Company’s operating land lease liability balance 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.2023.

f-21


NOTE 9.12.      LONG-TERM DEBT

As of December 31, 2020,2023, the Company’s outstanding indebtedness, at face value, was as follows (in thousands):

Face Value Debt

Stated Interest Rate

Maturity Date

Credit Facility (1)

$

76,500

SOFR + 0.10% +
[1.25% - 2.20%]

January 2027

2026 Term Loan (2)

100,000

SOFR + 0.10% +
[1.35% - 1.95%]

May 2026

2027 Term Loan (3)

100,000

SOFR + 0.10% +
[1.25% - 1.90%]

January 2027

Total Debt/Weighted-Average Rate

$

276,500

3.84%

Face Value Debt

Stated Interest Rate

Maturity Date

Credit Facility

$

106,809

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

November 2023

Total Debt/Weighted-Average Rate

$

106,809

1.71%


(1)Effective April 30, 2020,As of December 31, 2023, the Company utilized an Interest Rate Swapinterest rate swap to fix SOFR and achieve a fixed interest rate of 0.48%3.21% plus 0.10% and the applicable spread on $50.0$50 million of the outstanding balance on the Credit Facility.Facility (hereinafter defined). See Note 13, “Interest Rate Swaps” for further disclosure related to the Company's interest rate swaps.
(2)As of December 31, 2023, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 2.05% plus 0.10% and the applicable spread on the $100 million 2026 Term Loan (hereinafter defined) balance. See Note 13, “Interest Rate Swaps” for further disclosure related to the Company’s interest rate swaps.
(3)As of December 31, 2023, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 1.18% plus 0.10% and the applicable spread on the $100 million 2027 Term Loan (hereinafter defined) balance. See Note 13, “Interest Rate Swaps” for further disclosure related to the Company’s interest rate swaps.

f-21

Credit Facility. On November 26, 2019,September 30, 2022, the Company and the Operating Partnership entered into a credit agreement (the “Credit“2022 Amended and Restated 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”)KeyBank National Association, as administrative agent. Theagent, and certain other lenders named therein, which amended and restated the 2027 Term Loan Credit Facility has a base term of four years, with the abilityAgreement (hereinafter defined)  to extend the base term for one year. include, among other things:

the origination of a new senior unsecured revolving credit facility in the amount of $250 million (the “Credit Facility”) which matures on January 31, 2027, with the option to extend for one year;
an accordion option that allows the Company to request additional revolving loan commitments and additional term loan commitments, provided the aggregate amount of revolving loan commitments and term loan commitments shall not exceed $750 million;
the amendment of certain financial covenants; and
the addition of a sustainability-linked pricing component pursuant to which the Company will receive interest rate reductions up to 0.025% based on performance against sustainability performance targets.

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 2022 Amended and Restated Credit Agreement, the indebtedness outstanding under the Credit Facility accrues at a rate ranging from the 30-day LIBORSOFR plus 1350.10% plus 125 basis points to the 30-day LIBORSOFR plus 1950.10% plus 220 basis points, based on the total balance outstanding under the Credit Facility as a percentage of the total asset value of the Operating Partnership,Company, as defined in the 2022 Amended and Restated Credit Agreement. The Company may utilize daily simple SOFR or term SOFR, at its election. The Credit Facility also accrues a fee of 15 toor 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 PartnershipCompany is subject to customary restrictive covenants under the 2022 Amended and Restated Credit Facility,Agreement and the 2026 Term Loan Credit Agreement (hereinafter defined), as amended, collectively referred to herein as the “Credit Agreements”, including, but not limited to, limitations on the Operating Partnership’sCompany’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 FacilityAgreements also containscontain financial covenants covering the Operating Partnership,Company, 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, 2020,2023, the current commitment level under the Credit Facility was $150.0$250.0 million and the Company had an outstanding balance of $106.8$76.5 million.

Prior Credit Facility. On September 30, 2022, in connection with the Company’s entry into the 2022 Amended and Restated Credit Agreement, the Company repaid all obligations outstanding under the Credit Agreement, dated as of November 26, 2019, as amended, among the Company, the Bank of Montreal, as administrative agent, and certain other lenders party thereto  (the “Prior Revolving Credit Facility”), and the Prior Revolving Credit Facility was terminated and the obligations thereunder discharged. As a result of the termination of the Prior Revolving Credit Facility, $0.3 million of unamortized deferred financing costs were written off during the three months ended September 30, 2022 and are included in the consolidated statements of operations as Loss on Extinguishment of Debt.

2026 Term Loan. On May 21, 2021, the Operating Partnership, the Company and certain subsidiaries of the Company entered into a credit agreement (the “2026 Term Loan Credit Agreement”) with Truist Bank, N.A. as administrative agent, and certain other lenders named therein, for a term loan (the “2026 Term Loan”) in an aggregate principal amount of $60.0 million with a maturity of five years. On April 14, 2022, the Company entered into the Amendment, Increase and Joinder to the 2026 Term Loan Credit Agreement (the “2026 Term Loan Amendment”), which increased the term loan commitment under the 2026 Term Loan by $40 million to an aggregate of $100 million. The 2026 Term Loan Amendment also effectuated the transition of the underlying variable interest rate from LIBOR to SOFR.

On October 5, 2022, the Company entered into an amendment which, among other things, amended certain financial covenants and added a sustainability-linked pricing component consistent with what is contained in the 2022 Amended and Restated Credit Agreement (the “2026 Term Loan Second Amendment”), effective September 30, 2022.

f-22

2027 Term Loan. On September 30, 2021, the Operating Partnership, the Company and certain subsidiaries of the Company entered into a credit agreement (the “2027 Term Loan Credit Agreement”) with KeyBank National Association as administrative agent, and certain other lenders named therein, for a term loan (the “2027 Term Loan”) in an aggregate principal amount of $80.0 million (the “Term Commitment”) maturing in January 2027. On April 14, 2022, the Company entered into the Amendment, Increase and Joinder to the 2027 Term Loan Credit Agreement (the “2027 Term Loan Amendment”), which increased the Term Commitment by $20 million to an aggregate of $100 million. The 2027 Term Loan Amendment also effectuated the transition of the underlying variable interest rate from LIBOR to SOFR.

On September 30, 2022, the Company entered into the 2022 Amended and Restated Credit Agreement which amended and restated the 2027 Term Loan Credit Agreement to include the origination of a new revolving credit facility in the amount of $250.0 million as previously described. The 2022 Amended and Restated Credit Agreement includes an accordion option that allows the Company to request additional revolving loan commitments and additional term loan commitments not to exceed $750.0 million in the aggregate.

Mortgage Notes Payable. On June 30, 2021, in connection with the acquisition of six net lease properties from CTO (the “CMBS Portfolio”), the Company assumed an existing $30.0 million secured mortgage, which bears interest at a fixed rate of 4.33% (the “CMBS Loan”). On December 1, 2022, the Company completed the defeasance of the CMBS Loan, unencumbering the CMBS Portfolio. The Company sold four of the six properties subsequent to the defeasance, during the year ended December 31, 2022. Additionally, on June 30, 2021, in connection with the acquisition of two net lease properties from an unrelated third party, the Company assumed mortgage notes totaling an aggregate of $1.6 million, which balance was repaid on July 1, 2021.

Long-term debt as of December 31, 20202023 and December 31, 20192022 consisted of the following (in thousands): 

December 31, 2020

December 31, 2019

    

Total

    

Due Within One Year

 

Total

    

Due Within One Year

Credit Facility

$

106,809

$

$

$

Loan Costs, net of accumulated amortization

(650)

Total Long-Term Debt

$

106,159

$

$

$

December 31, 2023

December 31, 2022

Total

    

Due Within One Year

 

Total

    

Due Within One Year

Credit Facility

$

76,500

$

$

68,250

$

2026 Term Loan

100,000

100,000

2027 Term Loan

100,000

100,000

Financing Costs, net of Accumulated Amortization

(823)

(1,134)

Total Long-Term Debt

$

275,677

$

$

267,116

$

f-22


Payments applicable to reduction of principal amounts as of December 31, 20202023 will be required as follows (in thousands):

Year Ending December 31,

    

Amount

Amount

2021

$

2022

2023

106,809

2024

2025

2026 and thereafter

2026

100,000

2027

176,500

2028

2029 and Thereafter

Total Long-Term Debt - Face Value

$

106,809

$

276,500

AsThe carrying value of long-term debt as of December 31, 2020,2023 consisted of the Company’s long-term debt includes deferredfollowing (in thousands):

Total

Current Face Amount

$

276,500

Financing Costs, net of Accumulated Amortization

(823)

Total Long-Term Debt

$

275,677

f-23

In addition to the $0.8 million of financing costs, of $0.9 million, net of accumulated amortization included in the table above, as of $0.2 million.December 31, 2023, the Company also had financing costs, net of accumulated amortization related to the Credit Facility of $1.2 million which is included in other assets on the consolidated balance sheets. 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 yearyears ended December 31, 2020, the period from November 26, 2019 to December 31, 2019, the Predecessor period from January 1, 2019 to November 25, 2019,2023, 2022, and the Predecessor year ended December 31, 20182021 (in thousands):

Year Ended

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

December 31, 2023

December 31, 2022

December 31, 2021

The Company

Predecessor

Interest Expense

$

1,276

$

25

$

$

$

9,455

$

8,940

$

3,340

Amortization of Loan Costs

188

16

Amortization of Deferred Financing Costs to Interest Expense

710

599

362

Total Interest Expense

$

1,464

$

41

$

$

$

10,165

$

9,539

$

3,702

Total Interest Paid

$

1,230

$

$

$

$

9,245

$

7,753

$

3,131

The Company was in compliance with all of its debt covenants as of December 31, 2020.2023.

NOTE 10.13. INTEREST RATE SWAPSWAPS

During April 2020, theThe Company has entered into an Interest Rate Swap agreementinterest rate swap agreements to hedge against changes in future cash flows tiedresulting from fluctuating interest rates related to changes in the underlying floatingbelow noted borrowings. The interest rate tied to LIBOR for $50.0 million ofagreements were 100% effective during the outstanding balance on the Credit Facility as discussed in Note 9, “Long-Term Debt.” During the yearyears ended December 31, 2020, the Interest Rate Swap agreement was 100% effective.2023, 2022, and 2021. Accordingly, the changechanges in fair value on the Interest Rate Swap hasinterest rate swaps have been includedclassified in accumulated other comprehensive loss. As of December 31, 2020, theincome (loss). The fair value of our Interest Rate Swap agreement, which was a loss of $0.5 million, wasthe interest rate swap agreements are included in accounts payable,other assets and accrued expenses, and other liabilities, respectively, 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 fixedInformation related to the variableCompany’s interest rate debt on the notional amount of related debt of $50.0 million to a fixed rate of 0.48% plus the applicable spread.swap agreements are noted below (in thousands):

Hedged Item

Effective Date

Maturity Date

Rate

Amount

Fair Value as of December 31, 2023

2026 Term Loan (1)

5/21/2021

5/21/2026

2.05% + 0.10% +
applicable spread

$

100,000

$

4,314

2027 Term Loan (2)

9/30/2021

11/26/2024

1.18%+ 0.10% +
applicable spread

$

100,000

$

3,048

2027 Term Loan (3)

11/26/2024

1/31/2027

1.60%+ 0.10% +
applicable spread

$

80,000

$

2,745

Credit Facility (4)

3/1/2023

3/1/2028

3.21%+ 0.10%+
applicable spread

$

50,000

$

716

(1)As of December 31, 2023, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 2.05% plus 0.10% and the applicable spread on the $100 million 2026 Term Loan balance. The weighted average fixed interest rate of 2.05%, is comprised of: (i) rate swaps on $60.0 million of the 2026 Term Loan balance effective May 21, 2021, as amended on April 14, 2022 in connection with the 2026 Term Loan Amendment, to fix SOFR (prior to April 14, 2022, the swap was to fix LIBOR), and (ii) a rate swap on $40.0 million of the 2026 Term Loan Balance effective September 30, 2022, to fix SOFR.
(2)As of December 31, 2023, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 1.18% plus 0.10% and the applicable spread on the $100 million 2027 Term Loan balance. The weighted average fixed interest rate of 1.18%, is comprised of: (i) rate swaps on $80.0 million of the 2027 Term Loan balance effective September 30, 2021, as amended on April 14, 2022 in connection with the 2027 Term Loan Amendment, to fix SOFR, (prior to April 14, 2022, the swap was to fix LIBOR), and (ii) a rate swap on $20.0 million of the 2027 Term Loan balance effective September 30, 2022, to fix SOFR.
(3)The interest rate swap agreement hedges $80.0 million of the $100.0 million 2027 Term Loan balance under different terms and commences concurrent to the interest rate agreements maturing on November 26, 2024 to extend the fixed interest rate through maturity on January 31, 2027.
(4)As of December 31, 2023, the Company has utilized an interest rate swap to fix SOFR and achieve a fixed interest rate of 3.21% plus 0.10% and the applicable spread on $50 million of the outstanding balance on the Credit Facility. The swap was effective on March 1, 2023.

f-23f-24


The use of interest rate swap agreements carries risks, including the risk that the counterparties to these agreements are not able to perform. To mitigate this risk, the Company enters into interest rate swap agreements with counterparties with high credit ratings and with major financial institutions with which the Company and its affiliates may also have other financial relationships. The Company does not currently anticipate that any of the counterparties to the Company’s interest rate swap agreements will fail to meet their obligations. As of December 31, 2023 and 2022, there were no events of default related to the Company's interest rate swap agreements.

NOTE 11.14.      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.million (the “2020 Registration Statement”). The Securities and Exchange Commission declared the Form S-32020 Registration Statement effective on December 11, 2020.

On September 27, 2023, the Company filed a shelf registration statement on Form S-3, relating to the registration and potential issuance of common stock, preferred stock, debt securities, warrants, rights, and units with a maximum aggregate offering price of up to $350.0 million (the “2023 Registration Statement”). The 2020 Registration Statement was terminated concurrently with the filing of the 2023 Registration Statement. The Securities and Exchange Commission declared the 2023 Registration Statement effective on September 29, 2023.

FOLLOW-ON PUBLIC OFFERING

In June 2021, the Company completed a follow-on public offering of 3,220,000 shares of common stock, which included the full exercise of the underwriters’ option to purchase an additional 420,000 shares of common stock. Upon closing, the Company issued 3,220,000 shares and received net proceeds of $54.3 million, after deducting the underwriting discount and expenses.

ATM PROGRAM

On December 14, 2020, the Company implemented a $100.0 million at-the-market (“ATM”)“at-the-market” equity 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 ofstock. During the year ended December 31, 2020,2022, the Company had not sold any446,167 shares under the 2020 ATM Program.Program for gross proceeds of $8.7 million at a weighted average price of $19.44 per share, generating net proceeds of $8.6 million after deducting transaction fees totaling $0.1 million. During the year ended December 31, 2021, the Company sold 761,902 shares under the 2020 ATM Program for gross proceeds of $14.0 million at a weighted average price of $18.36 per share, generating net proceeds of $13.8 million after deducting transaction fees totaling $0.2 million. The 2020 ATM Program was terminated in advance of implementing the 2022 ATM Program, hereinafter defined.

On October 21, 2022, the Company implemented a $150.0 million “at-the-market” equity offering program (the “2022 ATM Program”) pursuant to which the Company may sell, from time to time, shares of the Company’s common stock. During the year ended December 31, 2023, the Company sold 665,929 shares under the 2022 ATM Program for gross proceeds of $12.6 million at a weighted average price of $18.96 per share, generating net proceeds of $12.4 million after deducting transaction fees totaling $0.2 million. During the year ended December 31, 2022, the Company sold 1,479,241 shares under the 2022 ATM Program for gross proceeds of $27.8 million at a weighted average price of $18.81 per share, generating net proceeds of $27.4 million after deducting transaction fees totaling $0.4 million.

In the aggregate, under the 2020 ATM Program and 2022 ATM Program, during the year ended December 31, 2022, the Company sold 1,925,408 shares for gross proceeds of $36.5 million at a weighted average price of $18.96 per share, generating net proceeds of $36.0 million after deducting transaction fees totaling $0.5 million.

f-25

NONCONTROLLING INTEREST

As of December 31, 2023, CTO holds, directly and indirectly, an 8.2% noncontrolling ownership interest in the Operating Partnership as a result of 1,223,854 OP Units issued to CTO at the time of the Company’s IPO. On November 10, 2023, the Company redeemed the 479,640 OP Units held previously held by an unrelated third party. The 479,640 OP Units were redeemed on a one-for-one basis for shares of common stock of the Company.

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.Code. 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 U.S. federal 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 yearyears ended December 31, 2020,2023, 2022, and 2021, the Company declared and paid cash dividends on its common stock and OP Units of $0.82$1.100 per share. See Note 17, “Subsequent Events” for disclosure related to the first quarter 2021 dividend.

PREDECESSOR EQUITY

The Predecessor equity represents net contributions fromshare, $1.090 per share, and distributions to CTO.$1.015 per share, respectively.

f-24


NOTE 12.15.      COMMON STOCK AND EARNINGS PER SHARE

Basic earnings per common share are computed by dividing net income attributable to the Company for the period by the weighted average number of shares of common stock outstanding duringfor the year.period. Diluted earnings per common share are determined based on the assumption of the conversionredemption 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):

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Net Income Attributable to Alpine Income Property Trust, Inc.

$

2,917

$

29,720

$

9,964

Weighted Average Number of Common Shares Outstanding

13,925,362

11,976,001

9,781,066

Weighted Average Number of Common Shares Applicable to OP Units using Treasury Stock Method (1)

1,635,162

1,703,494

1,465,161

Total Shares Applicable to Diluted Earnings per Share

15,560,524

13,679,495

11,246,227

Per Common Share Data:

Net Income Attributable to Alpine Income Property Trust, Inc.

Basic

$

0.21

$

2.48

$

1.02

Diluted

$

0.19

$

2.17

$

0.89

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.

$

985

$

(39)

$

3,631

$

4,015

Weighted Average Number of Common Shares Outstanding

7,588,349

7,902,737

N/A

N/A

Common Shares Applicable to OP Units using Treasury Stock Method (1)

1,223,854

1,223,854

N/A

N/A

Total Shares Applicable to Diluted Earnings per Share

8,812,203

9,126,591

N/A

N/A

Per Common Share Data:

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

Basic

$

0.13

$

N/A

N/A

Diluted

$

0.11

$

N/A

N/A


(1)Represents shares underlying OP units including (i) 1,223,854 shares underlying OP Units owned byissued to CTO Realty Growth, Inc. issued in connection with our Formation Transactions.IPO and (ii) 479,640 shares underlying OP Units issued to an unrelated third party in connection with the acquisition of a portfolio of properties during the year ended December 31, 2021, which OP Units were redeemed on a one-for-one basis for shares of common stock of the Company during the year ended December 31, 2023 (see Note 14, “Equity”).

f-26

NOTE 13.16. SHARE REPURCHASES

In March 2020, the Board approved a $5.0 million stock repurchase program (the “$5.0“2020 $5.0 Million Repurchase Program”). During the first half ofyear ended December 31, 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 2020 $5.0 Million Repurchase Program.

In May 2023, the Board approved a $5.0 million stock repurchase program (the “2023 $5.0 Million Repurchase Program”). Under the 2023 $5.0 Million Repurchase Program, the Company repurchased 23,889 shares of its common stock on the open market for a total cost of $0.4 million, or an average price per share of $15.22, during the year ended December 31, 2023.

In July 2023, the Board approved a $15.0 million stock repurchase program (the “2023 $15.0 Million Repurchase Program”). The 2023 $15.0 Million Repurchase Program replaced the 2023 $5.0 Million Repurchase Program. Under the 2023 $15.0 Million Repurchase Program, the Company repurchased 875,122 shares of its common stock on the open market for a total cost of $14.2 million, or an average price per share of $16.26, during the year ended December 31, 2023.

In aggregate, the Company repurchased 899,011 shares of its common stock on the open market for a total cost of $14.6 million, or an average price per share of $16.23, during the year ended December 31, 2023. There were no repurchases of the Company’s common stock during the years ended December 31, 2022 or 2021.

NOTE 14.17.      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 Company’s initial non-employee directors under the Individual Plan. Each of the initial non-employee directors received an award of 2,000 restricted shares of common stock on November 26, 2019. The restricted shares will vestvested in substantially equal installments on each of the first, second, and third anniversaries of the grant date. As of December 31, 2020, the first increment2022, all increments of this award had vested, leaving 5,336 shares outstanding.vested. 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 one-time IPO-related grant of these 8,000 restricted shares of Common Stock,common stock, and the shares of common stock issued quarterly to the non-employee directors in lieu of cash retainer fees (pursuant to the directors’ annual election under the Company’s Non-Employee Director Compensation Policy), the Company has not made any grants under the Equity Incentive Plans. Any future grants under the Equity Incentive Plans will be approved by

f-25


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$0.15 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 iswas 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, theThe Company recognized stock compensation expense totaling $0.1$0.05 million during each of the years ended December 31, 2022, and less than $0.1 million, respectively, which is included in general and administrative expenses in2021. There was no stock compensation expense during the consolidated statementyear ended December 31, 2023.

f-27

A summary of activity for these awards during the yearyears ended December 31, 20202023, 2022 and during the period from November 26, 2019 to December 31, 2019,2021 is presented below:

Non-Vested Restricted Shares

    

Shares

    

Wtd. Avg. Fair Value

Non-Vested at January 1, 2021

5,336

$

18.80

Granted

Vested

(2,668)

$

18.80

Expired

Forfeited

Non-Vested at December 31, 2021

2,668

$

18.80

Granted

Vested

(2,668)

$

18.80

Expired

Forfeited

Non-Vested at December 31, 2022

$

Granted

Vested

Expired

Forfeited

Non-Vested at December 31, 2023

$

Non-Vested Restricted Shares

    

Shares

    

Wtd. Avg. Fair Value

Outstanding at November 25, 2019

Granted

8,000

$

18.80

Vested

Expired

Forfeited

Outstanding at December 31, 2019

8,000

$

18.80

Granted

Vested

(2,664)

$

18.80

Expired

Forfeited

Outstanding at December 31, 2020

5,336

$

18.80

 

As of December 31, 2020,2023 and 2022, there was $0.1 million ofno unrecognized compensation cost related to the three-year vest restricted shares, which will be recognized over a remaining period of 1.9 years.shares.

 

Each non-employee member of the Board has the option to receive his or her annual retainer fee in shares of Company common stock rather than cash. The number of shares awardedissued to the directors making such election is calculated quarterly by dividing the amount of the quarterly retainer fee payment due to such director by the 20-day trailing 20-day average closing 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, 2020,2023, the expense recognized for the value of the Company’s common stock received by non-employee directors totaled $0.2$0.3 million, or 14,57219,133 shares, of which 4,0984,776 shares were issued on April 1, 2020, 3,4142023, 4,940 shares were issued on July 1, 2020, and 3,4743, 2023, 4,748 shares were issued on October 1, 20202, 2023, and 3,5864,669 shares were issued on January 1, 2021.2, 2024. During the period from November 26, 2019 toyear ended December 31, 2019,2022, the expense recognized for the value of the Company’s common stock received by non-employee directors totaled less than $0.1$0.3 million, or 1,26914,485 shares, of which 3,514 shares were issued on April 1, 2022, 3,689 shares were issued on July 1, 2022, 3,774 shares were issued on October 1, 2022, and 3,508 shares were issued on January 2, 2020.1, 2023. During the year ended December 31, 2021, the expense recognized for the value of the Company’s common stock received by non-employee directors totaled $0.3 million, or 14,049 shares, of which 3,453 shares were issued on April 1, 2021, 3,525 shares were issued on July 1, 2021, 3,594 shares were issued on October 1, 2021, and 3,477 shares were issued on January 3, 2022.

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Stock compensation expense for the yearyears ended December 31, 2020, the period from November 26, 2019 to December 31, 2019, the Predecessor period from January 1, 2019 to November 25, 2019,2023, 2022, and the Predecessor year ended December 31, 20182021 is summarized as follows (in thousands):

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Stock Compensation Expense – Director Restricted Stock

$

$

46

$

50

Stock Compensation Expense – Director Retainers Paid in Stock

318

264

259

Total Stock Compensation Expense

$

318

$

310

$

309

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

Stock Compensation Expense – Director Restricted Stock

$

51

$

4

$

$

Stock Compensation Expense – Director Retainers Paid in Stock

217

Allocation from CTO/Predecessor

509

232

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 yearyears ended December 31, 2020 is equal2023, 2022, and 2021 reported on the consolidated statements of stockholders’ equity does not agree to the total stocknon-cash compensation expensereported on the consolidated statements 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.cash flows.

For the periods prior to November 26, 2019, Predecessor’s stock-based compensation expense, included in general and administrative expenses in the combined statementsf-28

NOTE 15.18. RELATED PARTY MANAGEMENT COMPANY

We are externally managed by the Manager, a wholly owned subsidiary of CTO. In additionDuring the year ended December 31, 2023, CTO purchased 129,271 shares of PINE common stock in the open market for $2.1 million, or an average price per share of $16.21. During the year ended December 31, 2022, CTO purchased 155,665 shares of PINE common stock in the open market for $2.7 million, or an average price per share of $17.57. As of December 31, 2023, CTO owns, in the aggregate, 1,223,854 OP Units and 1,108,814 shares of PINE common stock, inclusive of (i) 394,737 shares of common stock totaling $7.5 million issued in connection with a private placement that closed concurrently with the IPO, (ii) 421,053 shares of common stock totaling $8.0 million issued in connection with the IPO, and (iii) 293,024 shares of common stock totaling $5.0 million purchased by CTO subsequent to the CTO Private Placement, CTO purchased from us $8.0 million inIPO. The aggregate 1,223,854 OP Units and 1,108,814 shares of ourPINE common stock held by CTO represent an investment totaling $39.4 million, or 421,053 shares, in the IPO. Upon completion15.7% of the Formation Transactions, CTO owned 22.3%PINE’s outstanding equity, as 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).December 31, 2023.

Management Agreement

On November 26, 2019, wethe Operating Partnership and PINE entered into a management agreement with the Management Agreement.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 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, 2020.2023, 2022 or 2021.

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-thirdstwo-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 by the Manager that is materially detrimental to us or (ii) a determination that the management

f-27


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-thirdstwo-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 willdo not reimburse any compensation expenses incurred by our Manager or its affiliates. Expense reimbursements to our Manager will beare 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, theThe Company incurred management fee expenses which totaled $2.6totaling $4.3 million, $3.8 million, and $0.3$3.2 million during the years ended December 31, 2023, 2022, and 2021, respectively. The Company also paid dividends on the common stock and OP Units owned by affiliates of itsthe Manager in the amount of $1.7$2.5 million, $2.3 million, and $0.1$2.1 million, for the yearyears ended December 31, 20202023, 2022, and the period from November 26, 2019 to December 31, 2019,2021, 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.

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The following table represents amounts due from the Company to CTO (in thousands):

As of

Description

    

December 31, 2023

    

December 31, 2022

Management Fee due to CTO

$

1,062

$

993

Other

(10)

(61)

Total (1)

$

1,052

$

932

As of

Description

    

December 31, 2020

    

December 31, 2019

Management Fee due to CTO

$

631

$

254

Dividend Payable on OP Units

71

Other

(52)

56

Total (1)

$

579

$

381


(1)Included in Accrued Expenses,accrued expenses, see Note 8,11, “Accounts Payable, Accrued Expenses, and Other Liabilities”.

Exclusivity and ROFO Agreement

 

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

 

The terms of the exclusivity and ROFO agreementAgreement 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,Agreement, neither CTO nor any of its affiliates (which for purposes of the exclusivity and ROFO agreementAgreement 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;IPO or that is developed and 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 agreementAgreement will continue for so long as the Management Agreement with our Manager is in effect.

 

On April 6, 2021, the Company entered into a purchase and sale agreement with a certain subsidiary of CTO for the purchase of one net lease property for $11.5 million. The acquisition was completed on April 23, 2021.

On April 2, 2021, the Company entered into a purchase and sale agreement with certain subsidiaries of CTO for the purchase of six net lease properties (“the CMBS Portfolio”). The terms of the purchase and sale agreement, as amended on April 20, 2021, provided a total purchase price of $44.5 million for the CMBS Portfolio. The acquisition of the CMBS Portfolio was completed on June 30, 2021.

f-28


TableOn January 5, 2022, the Company entered into a purchase and sale agreement with a certain subsidiary of ContentsCTO for the purchase of one net lease property for $6.9 million. The acquisition was completed on January 7, 2022.

The entry into these purchase and sale agreements, and subsequent completion of the related acquisitions, are a result of the Company exercising its right to purchase the aforementioned properties under the ROFO Agreement. 

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.

 

f-30

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, sell, or sell single-tenant,finance net leased properties in whichthat would potentially fit the investment criteria for our Manager or its affiliates have or may have an interest.affiliates. Similarly, our Manager or its affiliates may acquire, sell, or sell single-tenant,finance net leased properties in which we have or may have an interest.that would potentially fit our investment criteria. Although such acquisitions or dispositions maycould 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.of assets. 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’arm’s 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 agreementAgreement 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 agreementAgreement 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

f-29


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.

f-31

Revenue Sharing Agreement

On December 4, 2023, CTO entered into an asset management agreement directly with the borrower under the Mortgage Note (as described in Note 4, “Commercial Loans and Investments”) to manage the portfolio of assets secured by the Mortgage Note. The Company entered into a revenue sharing agreement with CTO whereby the Company is expected to receive a share of the asset management fees, disposition management fees, leasing commissions, and other fees related to CTO’s management and administration of the portfolio (the “Revenue Sharing Agreement”). The Company’s share of the fees under the Revenue Sharing Agreement will be based on fees earned by CTO associated with the single tenant properties within the portfolio. During the year ended December 31, 2023, the Company recognized less than $0.1 million of revenue pursuant to the Revenue Sharing Agreement, which is included in other revenue on the Company’s consolidated statement of operations.

NOTE 16.19.      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 theThe Company is not currently a party to any pending or threatened legal proceedings cannot be predicted with certainty, the Company does not expect that these proceedings willwe believe could have a material adverse effect upon ouron the Company’s business or financial condition or results of operations.condition.

CONTRACTUAL COMMITMENTS - EXPENDITURES

ThroughThe Company is committed to fund two construction loans as described in Note 4, “Commercial Loans and Investments”. The unfunded portion of the construction loans totaled $3.0 million as of December 31, 2020,2023.

NOTE 20.      BUSINESS SEGMENT DATA

The Company operates in two primary business segments: income properties and commercial loans and investments.

Our income property operations consist of lease income from income producing properties and our business plan is focused on investing in additional income-producing properties. Our income property operations accounted for 89% and 95% of our identifiable assets as of December 31, 2023 and 2022, respectively, and 98.5%, 100%, and 100% of our consolidated revenues for 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.years ended December 31, 2023, 2022, and 2021, respectively. As of December 31, 2020, $0.1 million2023, our commercial loans investment portfolio consisted of three commercial loan investments.

The Company’s chief operating decision maker evaluates segment performance based on operating income. The Company’s reportable segments are strategic business units that offer different products. They are managed separately because each segment requires different management techniques, knowledge, and skill.

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Information about the total $0.9 million was left to be funded.Company’s operations in different segments for the years ended December 31, 2023, 2022, and 2021 is as follows (in thousands):

Year Ended

December 31, 2023

December 31, 2022

December 31, 2021

Revenues:

Lease Income

$

44,967

$

45,191

$

30,126

Interest Income from Commercial Loans and Investments

637

Other Revenue

40

Total Revenues

$

45,644

$

45,191

$

30,126

Operating Income (Loss):

Lease Income

$

38,387

$

39,756

$

26,453

Interest Income from Commercial Loans and Investments

637

Other Revenue

40

General and Corporate Expenses

(32,059)

(29,348)

(20,966)

Provision for Impairment

(3,220)

Gain on Disposition of Assets

9,334

33,801

9,675

Gain (Loss) on Extinguishment of Debt

23

(727)

Total Operating Income

$

13,142

$

43,482

$

15,162

Depreciation and Amortization:

Income Properties

$

25,758

$

23,564

$

15,939

Total Depreciation and Amortization

$

25,758

$

23,564

$

15,939

Capital Expenditures:

Income Properties

$

84,465

$

189,148

$

223,407

Commercial Loans and Investments

35,419

Total Capital Expenditures

$

119,884

$

189,148

$

223,407

Identifiable assets of each segment as of December 31, 2023 and 2022 are as follows (in thousands):

As of

December 31, 2023

December 31, 2022

Identifiable Assets:

Income Properties

$

503,151

$

543,909

Commercial Loans and Investments

35,220

Corporate and Other

26,189

29,522

Total Assets

$

564,560

$

573,431

Operating income represents income from continuing operations before interest expense, and investment and other income. General and corporate expenses are an aggregate of general and administrative expenses and depreciation and amortization expense. Identifiable assets by segment are those assets that are used in the Company’s operations in each segment. Corporate and other assets consist primarily of cash and restricted cash as well as the interest rate swaps.

NOTE 17.21.      SUBSEQUENT EVENTS

The Company reviewed all subsequentSubsequent events and transactions were evaluated through February 16, 2021,8, 2024, 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.

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