STAR / iStar Inc - SEC-Einreichungen, Jahresbericht, Proxy Statement

As filed with the Securities and Exchange Commission on May 18, 2026

As filed with the Securities and Exchange Commission on May 18, 2026 Registration No.

Table 1: Newly Registered Securities

Calculation of Filing Fee Tables S-8 Safehold Inc. Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee 1 Equity Common Stock, $0.01 par value per share 457(a) 3,000,000 $ 14.32 $ 42,960,000.00 0.0001381 $ 5,932.78 Total Offering Am

SAFEHOLD INC. 2009 LONG-TERM INCENTIVE PLAN

Exhibit 10.1 SAFEHOLD INC. 2009 LONG-TERM INCENTIVE PLAN Safehold Inc. (formerly known as iStar Inc.), a Maryland corporation, wishes to attract officers, key employees, Directors, consultants and advisers to the Company and its Subsidiaries and induce officers, key employees, Directors, consultants and advisers to remain with the Company and its Subsidiaries, and encourage them to increase their

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 14, 2026 Safehold Inc. (Exact

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 14, 2026 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

CERTIFICATION

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended March 31, 202

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2026 ☐TRANSITION REPORT PUR

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2026 OR ☐TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-153

List of Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of March 31, 2026, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032, the 6.10% senior notes due April 2034 and the 5.65% senior notes due January 2035 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Exhibit 99.1 1114 Avenue of the Americas New York , NY 10036 T 212 .930 .9400 E [email protected] Press Release Safehold Reports First Quarter 20 26 Results NEW YORK, April 30 , 20 26 Safehold Inc. ( NYSE: SAFE) reported results for the first

Exhibit 99.1 1114 Avenue of the Americas New York , NY 10036 T 212 .930 .9400 E [email protected] Press Release Safehold Reports First Quarter 20 26 Results NEW YORK, April 30 , 20 26 Safehold Inc. ( NYSE: SAFE) reported results for the first quarter 20 26. SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investor s” secti

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 30, 2026 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 30, 2026 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 30, 2026 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 30, 2026 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated April 30, 2026, in the sections “Process for

2 Safehold | The Ground Lease Company | April 2026 Q1’26 Summary Q1’26 (3 GLs, 1 Loan) Non-Binding LOIs2 (14 GLs) Ground Lease Originations $54m1 ~$255m Leasehold Loan Originations $14m n/a Markets 3 (1 new) 7 (2 new) Sponsors 3 (all new) 8 (4 new) G

Exhibit 99.2 Q1’26 Earnings Results 2 Safehold | The Ground Lease Company | April 2026 Q1’26 Summary Q1’26 (3 GLs, 1 Loan) Non-Binding LOIs2 (14 GLs) Ground Lease Originations $54m1 ~$255m Leasehold Loan Originations $14m n/a Markets 3 (1 new) 7 (2 new) Sponsors 3 (all new) 8 (4 new) GLTV3a 40% ~36% Underwritten Rent Coverage4a 2.9x ~2.8x Economic Yielda 7.2% ~7.4% Investment Activity Note: The in

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   )

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule

ARS

THE GROUND LE A SE COMPA N Y 2025 A nnual Repor t Annual Report 2025“The farther backward you can look, the farther forward you are likely to see.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Def

securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to

Exhibit 25.1 securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to Section 305(b)(2) ¨ U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION (Exact name of Trustee as specified in its charter) 91-1821036 I.R.S. E

securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to

Exhibit 25.2 securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to Section 305(b)(2) ¨ U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION (Exact name of Trustee as specified in its charter) 91-1821036 I.R.S. E

Security Type

Calculation of Filing Fee Tables S-3 Safehold Inc. Table 1: Newly Registered and Carry Forward Securities ☐Not Applicable Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Carry Forward Form Type Carry Forward File Number Carry Forward Initial Effec

As filed with the Securities and Exchange Commission on March 25, 2026

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on March 25, 2026 Registration Nos.

Security Type

Calculation of Filing Fee Tables S-3 Safehold Inc. Table 1: Newly Registered and Carry Forward Securities ☐Not Applicable Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Carry Forward Form Type Carry Forward File Number Carry Forward Initial Effec

As filed with the Securities and Exchange Commission on March 25, 2026

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on March 25, 2026 Registration Nos.

SAFEHOLD INC. Dated as of _______________, 20__ U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION TABLE OF CONTENTS

Exhibit 4.8 SAFEHOLD INC. INDENTURE Dated as of , 20 U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION Trustee TABLE OF CONTENTS Page ARTICLE I. DEFINITIONS AND INCORPORATION BY REFERENCE 6 Section 1.1 Definitions 6 Section 1.2 Other Definitions 9 Section 1.3 Incorporation by Reference of Trust Indenture Act 9 Section 1.4 Rules of Construction 9 ARTICLE II. THE SECURITIES 10 Section 2.1 Issuable in Se

Security Type

Calculation of Filing Fee Tables S-3 Safehold Inc. Table 1: Newly Registered and Carry Forward Securities ☐Not Applicable Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Carry Forward Form Type Carry Forward File Number Carry Forward Initial Effec

Security Type

Calculation of Filing Fee Tables S-3 Safehold Inc. Table 1: Newly Registered and Carry Forward Securities ☐Not Applicable Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Carry Forward Form Type Carry Forward File Number Carry Forward Initial Effec

6,105,389 Shares Safehold Inc. Common Stock

TABLE OF CONTENTS  Filed Pursuant to Rule 424(b)(7)  Registration No. 333-294583 Prospectus Supplement (To Prospectus dated March 25, 2026) 6,105,389 Shares Safehold Inc. Common Stock This prospectus supplement and the accompanying prospectus relate to the potential offer and sale from time to time of up to 6,105,389 shares of our common stock, $0.01 par value per share (“common stock”), by the se

securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to

Exhibit 25.2 securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to Section 305(b)(2) ¨ U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION (Exact name of Trustee as specified in its charter) 91-1821036 I.R.S. E

securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to

Exhibit 25.1 securities and exchange commission Washington, D.C. 20549 FORM T-1 Statement of Eligibility Under The Trust Indenture Act of 1939 of a Corporation Designated to Act as Trustee Check if an Application to Determine Eligibility of a Trustee Pursuant to Section 305(b)(2) ¨ U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION (Exact name of Trustee as specified in its charter) 91-1821036 I.R.S. E

The following subsidiary of Safehold Inc. (“

Exhibit 22.1 The following subsidiary of Safehold Inc. (“Safehold”) will be the issuer of debt securities under the indenture to be entered into among Safehold, as parent guarantor, and the subsidiary listed below. Subsidiary Registrant Issuer Safehold GL Holdings LLC Issuer

SAFEHOLD INC. Dated as of _______________, 20__ U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION TABLE OF CONTENTS

Exhibit 4.8 SAFEHOLD INC. INDENTURE Dated as of , 20 U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION Trustee TABLE OF CONTENTS Page ARTICLE I. DEFINITIONS AND INCORPORATION BY REFERENCE 6 Section 1.1 Definitions 6 Section 1.2 Other Definitions 9 Section 1.3 Incorporation by Reference of Trust Indenture Act 9 Section 1.4 Rules of Construction 9 ARTICLE II. THE SECURITIES 10 Section 2.1 Issuable in Se

The IRS requires that the named transfer agent (“we”) report the cost basis of certain shares or units acquired after January 1, 2011. If your shares or units are covered by the legislation, and you requested to sell or transfer the shares or units u

Exhibit 4.1 THIS CERTIFIES THAT is the owner of CUSIP DATED COUNTERSIGNED AND REGISTERED: COMPUTERSHARE TRUST COMPANY, N.A. TRANSFER AGENT AND REGISTRAR, FULLY-PAID AND NON-ASSESSABLE SHARES OF COMMON STOCK, PAR VALUE $0.01 PER SHARE, OF Safehold Inc. (hereinafter called the “Company”), transferable on the books of the Company in person or by duly authorized attorney, upon surrender of this Certif

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 25, 2026 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 25, 2026 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

The IRS requires that the named transfer agent (“we”) report the cost basis of certain shares or units acquired after January 1, 2011. If your shares or units are covered by the legislation, and you requested to sell or transfer the shares or units u

Exhibit 4.1 THIS CERTIFIES THAT is the owner of CUSIP DATED COUNTERSIGNED AND REGISTERED: COMPUTERSHARE TRUST COMPANY, N.A. TRANSFER AGENT AND REGISTRAR, FULLY-PAID AND NON-ASSESSABLE SHARES OF COMMON STOCK, PAR VALUE $0.01 PER SHARE, OF Safehold Inc. (hereinafter called the “Company”), transferable on the books of the Company in person or by duly authorized attorney, upon surrender of this Certif

4,248,435 Shares Safehold Inc. Common Stock

TABLE OF CONTENTS  Filed Pursuant to Rule 424(b)(7)  Registration No. 333-294583 Prospectus Supplement (To Prospectus dated March 25, 2026) 4,248,435 Shares Safehold Inc. Common Stock This prospectus supplement and the accompanying prospectus relate to the potential offer and sale from time to time of up to 4,248,435 shares of our common stock, $0.01 par value per share (“common stock”), by the se

The following subsidiary of Safehold Inc. (“

Exhibit 22.1 The following subsidiary of Safehold Inc. (“Safehold”) will be the issuer of debt securities under the indenture to be entered into among Safehold, as parent guarantor, and the subsidiary listed below. Subsidiary Registrant Issuer Safehold GL Holdings LLC Issuer

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2025 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-15371

CERTIFICATION

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this annual report on Form 10-K of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the pe

• Initial “Sign-On” Bonus: You will receive an initial, one-time cash bonus following commencement of employment, in the amount of $250,000 less applicable withholding, payable on the first payroll date following commencement of your employment. In a

Exhibit 10.30 October 22, 2025 Michael Trachtenberg 514 Twin Oaks Dr Wynnewood PA 19096 Dear Michael: It ismy pleasure to extend this formal offer of a position with Safehold Inc. (“Safehold” or the “Company”) as President based in our New York office. You will perform the services required by this offer letter from Safehold’s New York office and shall perform business travel to other locations as

Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Annual Report on Form 10-K for the year ended December 31, 2025 (

Name of Entity

Exhibit 21.1 Name of Entity State of Formation 100 Cambridgeside Lender LLC Delaware 100 Cambridgeside Lender Member LLC Delaware 100 Cambridgeside Pl Ground Owner LLC Delaware 100 Cambridgeside Pl Member LLC Delaware 1000 E Apache Blvd Ground Owner LLC Delaware 1000 South Clark Ground Owner LLC Delaware 1001 South Center Street Ground Owner LLC Delaware 1007 South Congress North Unit Ground Owner

US-DOCS\165760316.1 pursuant to the preceding sentence, you may, if eligible, elect to continue healthcare coverage at your expense in accordance with the provisions of COBRA. 3. Certain Reductions. Notwithstanding anything herein to the contrary, th

Exhibit 10.31 US-DOCS\165760316.1 SAFEHOLD INC. EXECUTIVE CHANGE IN CONTROL SEVERANCE PLAN This Safehold Inc. Executive Change in Control Severance Plan (this “Plan”) is effective as of December 1, 2025. The purpose of this Plan is to provide severance benefits to certain eligible employees of Safehold Inc. and its subsidiaries (collectively, the “Company”) whose employment with the Company is ter

List of Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of December 31, 2025, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032, the 6.10% senior notes due April 2034 and the 5.65% senior notes due January 2035 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 5, 2025 Safehold Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 5, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

SECOND AMENDMENT

Exhibit 10.1 SECOND AMENDMENT This SECOND AMENDMENT, dated as of December 5, 2025 (this “Amendment”), to the Credit Agreement, dated as of April 12, 2024 (as amended by the First Amendment, dated as of September 12, 2025, and as further amended, restated, supplemented or otherwise modified from time to time prior to the date hereof, the “Credit Agreement”; the Credit Agreement, as amended by this

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 1, 2025 Safehold Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 1, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

Safehold Appoints Michael Trachtenberg as President

Exhibit 99.1 Press Release Safehold Appoints Michael Trachtenberg as President NEW YORK, December 1, 2025 Safehold Inc. (NYSE: SAFE), the creator and leader of the modern ground lease industry, today announced the appointment of Michael Trachtenberg, a real estate industry veteran with more than two decades of operational experience, as President of the Company. In this role, Mr. Trachtenberg will

INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT

Exhibit 4.3 INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT THIS INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT (the “Agreement”) is entered into by and between SAFEHOLD INC. (“SAFE” or the “Company”) and Michael Trachtenberg (“Participant”), effective as of December [ ], 2025 (the “Grant Date”). RECITALS: A.            As an inducement material to the decision by the Participant to accept em

INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT

Exhibit 4.4 INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT THIS INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT (the “Agreement”) is entered into by and between SAFEHOLD INC. (“SAFE” or the “Company”) and Michael Trachtenberg (“Participant”), effective as of December [ ], 2025 (the “Grant Date”). RECITALS: A.           As an inducement material to the decision by the Participant to accept emp

As filed with the Securities and Exchange Commission on December 1, 2025

As filed with the Securities and Exchange Commission on December 1, 2025 Registration No.

INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT

Exhibit 4.2 INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT THIS INDUCEMENT RESTRICTED STOCK UNITS AWARD AGREEMENT (the “Agreement”) is entered into by and between SAFEHOLD INC. (“SAFE” or the “Company”) and Michael Trachtenberg (“Participant”), effective as of December [ ], 2025 (the “Grant Date”). RECITALS: A.          As an inducement material to the decision by the Participant to accept empl

Table 1: Newly Registered Securities

Calculation of Filing Fee Tables S-8 Safehold Inc. Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee 1 Equity Common Stock, par value $0.01 per share 457(a) 853,076 $ 13.36 $ 11,397,095.36 0.0001381 $ 1,573.94 Total Offering Amou

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 25, 2025 Safehold Inc. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 25, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Nu

Safehold Announces $400 Million Unsecured Term Loan

Exhibit 99.1 Press Release Safehold Announces $400 Million Unsecured Term Loan NEW YORK, November 25, 2025 Safehold Inc. (the "Company" or "Safehold") (NYSE: SAFE) today announced that it has closed on a $400 million unsecured term loan. The new term loan has a fully extended maturity date of November 15, 2030 which includes two twelve-month extension options. Pursuant to the terms of the loan, Sa

CREDIT AGREEMENT Dated as of November 25, 2025 SAFEHOLD GL HOLDINGS LLC, as the Borrower, SAFEHOLD INC., as Guarantor, JPMORGAN CHASE BANK, N.A., as Administrative Agent The Other Lenders Party Hereto JPMORGAN CHASE BANK, N.A., BOFA SECURITIES, INC.,

Exhibit 10.1 CREDIT AGREEMENT Dated as of November 25, 2025 among SAFEHOLD GL HOLDINGS LLC, as the Borrower, SAFEHOLD INC., as Guarantor, JPMORGAN CHASE BANK, N.A., as Administrative Agent and The Other Lenders Party Hereto JPMORGAN CHASE BANK, N.A., BOFA SECURITIES, INC., TRUIST SECURITIES INC., MIZUHO BANK, LTD., ROYAL BANK OF CANADA and GOLDMAN SACHS BANK USA, as Joint Lead Arrangers JPMORGAN C

Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended September 30,

CERTIFICATION

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

List of Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of September 30, 2025, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032, the 6.10% senior notes due April 2034 and the 5.65% senior notes due January 2035 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2025 ☐TRANSITION REPORT

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2025 OR ☐TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001

2 SECTION 3. Reaffirmation. Safehold acknowledges and agrees that all of its obligations under the Credit Agreement are reaffirmed and remain in full force and effect on a continuous basis and acknowledges and agrees that its guarantees contained in

Exhibit 10.1 Execution Version FIRST AMENDMENT This FIRST AMENDMENT, dated as of September 12, 2025 (this “Amendment”), to the Credit Agreement, dated as of April 12, 2024 (as amended, restated, supplemented or otherwise modified from time to time prior to the date hereof, the “Credit Agreement”; the Credit Agreement, as amended by this Amendment is herein referred to as the “Amended Credit Agreem

  

Exhibit 99.1 ⎯ ⎯ ⎯ ⎯   

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 5, 2025 Safehold Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 5, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated November 5, 2025, in the sections “Process f

2 Safehold | The Ground Lease Company | November 2025 Q3’25 Summary Note: The information in this presentation is as of September 30, 2025, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliati

Exhibit 99.2 Q3’25 Earnings Results 2 Safehold | The Ground Lease Company | November 2025 Q3’25 Summary Note: The information in this presentation is as of September 30, 2025, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glossary and Endnotes at the end of this presentation. a. Based on cash & cash equivalents and unused capacity

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 5, 2025 Safehold Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 5, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended June 30, 2025

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2025 OR ☐TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-1537

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act.

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of June 30, 2025, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032, the 6.10% senior notes due April 2034 and the 5.65% senior notes due January 2035 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2025 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2025 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated August 5, 2025, in the sections “Process for

2 Safehold | The Ground Lease Company | August 2025 Q2’25 Summary Note: The information in this presentation is as of June 30, 2025, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glo

Exhibit 99.2 Q2’25 Earnings Results 2 Safehold | The Ground Lease Company | August 2025 Q2’25 Summary Note: The information in this presentation is as of June 30, 2025, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glossary and Endnotes at the end of this presentation. a. Metrics exclude leasehold loan figures. b. Based on cash &

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Exhibit 99.1 ⎯ ⎯ ⎯ ⎯ ⎯   

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 4, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2025 Safehold Inc. (Exact

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2025 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-1

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended March 31, 202

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of March 31, 2025, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032, the 6.10% senior notes due April 2034 and the 5.65% senior notes due January 2035 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated May 6, 2025, in the sections “Process for De

2 Safehold | The Ground Lease Company | May 2025 Q1’25 Summary Note: The information in this presentation is as of March 31, 2025, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Gloss

Exhibit 99.2 Q1’25 Earnings Results 2 Safehold | The Ground Lease Company | May 2025 Q1’25 Summary Note: The information in this presentation is as of March 31, 2025, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glossary and Endnotes at the end of this presentation. a. Metrics exclude leasehold loan figures. b. Based on cash & ca

  

Exhibit 99.1 ⎯ ⎯ ⎯ ⎯   

First Amendment to Management Agreement, dated as of March 28, 2025, by and between Safehold Management Services Inc. and Star Holdings.

Exhibit 10.2 FIRST AMENDMENT TO MANAGEMENT AGREEMENT This FIRST AMENDMENT (this "Amendment") to MANAGEMENT AGREEMENT is entered into as of March 28, 2025 by and among STAR HOLDINGS, a Maryland statutory trust (the "Company"), and SAFEHOLD MANAGEMENT SERVICES INC., a Delaware corporation (with its permitted assigns, the "Manager"). Capitalized terms used but not otherwise defined herein have the me

ARS

THE GROUND LE A SE COMPA N Y 2024 A nnual Repor t The Ground Lease Company 2024 Annual Report“The stock market is a device to transfer money from the impatient to the patient.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 28, 2025 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 28, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   )

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule

Second Amendment to Amended and Restated Credit Agreement, dated as of March 28, 2025, by and between Safehold Inc., as lender, and Star Holdings, as borrower.

Exhibit 10.1 SECOND AMENDMENT TO AMENDED AND RESTATED CREDIT AGREEMENT This SECOND AMENDMENT TO AMENDED AND RESTATED CREDIT AGREEMENT (this “Amendment”) is dated as of March 28, 2025, is entered into by STAR HOLDINGS, a Maryland statutory trust (together with its successors and permitted assigns, the “Borrower”) and SAFEHOLD INC., a Maryland corporation (together with its successors and permitted

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Def

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 20, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of December 31, 2024, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032, the 6.10% senior notes due April 2034 and the 5.65% senior notes due January 2035 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Subsidiaries of the Company

Exhibit 21.1 Name of Entity State of Formation 100 Cambridgeside Lender LLC Delaware 100 Cambridgeside Lender Member LLC Delaware 100 Cambridgeside Pl Ground Owner LLC Delaware 100 Cambridgeside Pl Member LLC Delaware 1000 E Apache Blvd Ground Owner LLC Delaware 1000 South Clark Ground Owner LLC Delaware 1001 South Center Street Ground Owner LLC Delaware 1007 South Congress North Unit Ground Owner

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2024 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-15371

Safehold Inc. Insider Trading Compliance Policy and Procedures

Exhibit 19.1 Safehold Inc. Insider Trading Compliance Policy and Procedures Federal and state laws prohibit trading in the securities of a company while in possession of material nonpublic information and in breach of a duty of trust or confidence. These laws also prohibit anyone who is aware of material nonpublic information from providing this information to others who may trade. Safehold Inc. (

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Annual Report on Form 10-K for the year ended December 31, 2024 (

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this annual report on Form 10-K of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the pe

2 Safehold | The Ground Lease Company | February 2025 FY’24 Summary Note: The information in this presentation is as of December 31, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliatio

Exhibit 99.2 Q4’24 & FY’24 Earnings Results 2 Safehold | The Ground Lease Company | February 2025 FY’24 Summary Note: The information in this presentation is as of December 31, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glossary and Endnotes at the end of this presentation. a. Metrics below represent the 10 newly originat

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated February 5, 2025, in the sections “Process f

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 5, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 5, 2025 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

⎯ o o o

Exhibit 99.1 ⎯ ⎯ ⎯ ⎯ ⎯ o o o

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 12, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Nu

Underwriting Agreement, dated November 12, 2024, among Safehold Inc., Safehold GL Holdings LLC and J.P. Morgan Securities LLC, BofA Securities, Inc., Goldman Sachs & Co. LLC, and Truist Securities, Inc., as representatives of the several underwriters named therein.

  Exhibit 1.1       SAFEHOLD GL HOLDINGS LLC (a Delaware limited liability company)   5.650% Senior Notes due 2035   UNDERWRITING AGREEMENT   Dated: November 12, 2024             SAFEHOLD GL HOLDINGS LLC (a Delaware limited liability company)   5.650% Senior Notes due 2035   UNDERWRITING AGREEMENT   November 12, 2024   J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179   BofA S

Safehold Announces Pricing of $400 Million of Senior Unsecured Notes Due 2035

Exhibit 99.1 Press Release Safehold Announces Pricing of $400 Million of Senior Unsecured Notes Due 2035 NEW YORK, November 12, 2024 Safehold Inc. (the "Company" or "Safehold") (NYSE: SAFE) today announced that its operating company, Safehold GL Holdings LLC (the "operating company"), has priced a public offering of $400 million aggregate principal amount of its 5.650% senior notes due 2035 (the "

SAFE / Safehold Inc. / T. Rowe Price Investment Management, Inc. Passive Investment

SC 13G 1 safe13gsep24.txt UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. ) SAFEHOLD INC (Name of Issuer) REIT (Title of Class of Securities) 78646V107 (CUSIP NUMBER) September 30, 2024 (Date of Event which Requires Filing of Statement) Check the appropriate box to designate the Rule pursuant to which thi

Fifth Supplemental Indenture, dated as of November 14, 2024, among Safehold GL Holdings LLC, as issuer, Safehold Inc., as guarantor, and U.S. Bank Trust Company, National Association, as trustee, including the form of the Notes and the Guarantee.

Exhibit 4.1 SAFEHOLD GL HOLDINGS LLC, SAFEHOLD INC., AS GUARANTOR, AND U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS TRUSTEE FIFTH SUPPLEMENTAL INDENTURE DATED AS OF NOVEMBER 14, 2024 TO INDENTURE DATED MAY 7, 2021 $400,000,000 OF 5.650% SENIOR NOTES DUE 2035 CONTENTS Article I. RELATION TO BASE INDENTURE; DEFINITIONS 2 Section 1.1 Relation to Base Indenture 2 Section 1.2 Definitions 2 Article

Table 1: Newly Registered and Carry Forward Securities

Calculation of Filing Fee Tables S-3 Safehold Inc. Table 1: Newly Registered and Carry Forward Securities Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Carry Forward Form Type Carry Forward File Number Carry Forward Initial Effective Date Filing

SAFEHOLD GL HOLDINGS LLC 5.650% Senior Notes due 2035 guaranteed by SAFEHOLD INC.

TABLE OF CONTENTS  Filed Pursuant to Rule 424B5  Registration Nos. 333-271113 and 333-271113-01 PROSPECTUS SUPPLEMENT (To Prospectus dated April 4, 2023) SAFEHOLD GL HOLDINGS LLC $400,000,000 5.650% Senior Notes due 2035 guaranteed by SAFEHOLD INC. Safehold GL Holdings LLC, which we refer to as the operating company, is offering $400,000,000 aggregate principal amount of its 5.650% Senior Notes du

Subject to completion Preliminary Prospectus Supplement dated November 12, 2024

TABLE OF CONTENTS The information in this preliminary prospectus supplement is not complete and may be changed.

Safehold GL Holdings LLC $400,000,000 5.650% Senior Notes due 2035 Fully and unconditionally guaranteed by Safehold Inc. November 12, 2024 Term Sheet

Issuer Free Writing Prospectus Filed Pursuant to Rule 433 Registration Nos. 333-271113 and 333-271113-01 Safehold GL Holdings LLC $400,000,000 5.650% Senior Notes due 2035 Fully and unconditionally guaranteed by Safehold Inc. November 12, 2024 Term Sheet Issuer: Safehold GL Holdings LLC Guarantor: Safehold Inc. Security: 5.650% Senior Notes due 2035 (the “Notes”) Expected Ratings (Moody’s / S&P /

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2024 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 0

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of September 30, 2024, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032 and the 6.10% notes due April 2034 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended September 30,

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated October 28, 2024, in the sections “Process f

Safehold Reports Third Quarter 2024 Results

Exhibit 99.1 Press Release Safehold Reports Third Quarter 2024 Results NEW YORK, October 28, 2024 Safehold Inc. (NYSE: SAFE) reported results for the third quarter 2024. SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investors” section. Highlights from the earnings announcement include: ¾ Q3‘24 revenue was $90.7 million ¾ Q3‘24

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 28, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 28, 2024 Safehold Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 28, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

2 Safehold | The Ground Lease Company | October 2024 Q3’24 Summary Note: The information in this presentation is as of September 30, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliatio

Exhibit 99.2 Q3’24 Earnings Results 2 Safehold | The Ground Lease Company | October 2024 Q3’24 Summary Note: The information in this presentation is as of September 30, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glossary and Endnotes at the end of this presentation. a. Metrics below represent the 3 newly originated ground

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended June 30, 2024

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of June 30, 2024, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032 and the 6.10% notes due April 2034 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2024 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-15

2 Safehold | The Ground Lease Company | July 2024 Q2’24 Summary Note: The information in this presentation is as of June 30, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Gloss

Exhibit 99.2 Q2’24 Earnings Results 2 Safehold | The Ground Lease Company | July 2024 Q2’24 Summary Note: The information in this presentation is as of June 30, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glossary and Endnotes at the end of this presentation. a. Based on cash & cash equivalents and unused capacity of the u

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 29, 2024 Safehold Inc. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 29, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated July 29, 2024, in the sections “Process for

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 29, 2024 Safehold Inc. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 29, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number

Safehold Reports Second Quarter 2024 Results

Exhibit 99.1 Press Release Safehold Reports Second Quarter 2024 Results NEW YORK, July 29, 2024 Safehold Inc. (NYSE: SAFE) reported results for the second quarter 2024. SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investors” section. Highlights from the earnings announcement include: ¾ Q2‘24 revenue was $89.9 million, up 5% ye

Regulation FD Disclosure, Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 21, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number

Safehold Announces $750 Million Commercial Paper Note Program

Exhibit 99.1 Press Release Safehold Announces $750 Million Commercial Paper Note Program NEW YORK, June 21, 2024 Safehold Inc. (the "Company" or "Safehold") (NYSE: SAFE) today announced that its operating company, Safehold GL Holdings LLC (the "operating company"), has established an unsecured commercial paper note program in the United States. Under the terms of the program, the operating company

As filed with the Securities and Exchange Commission on May 31, 2024

As filed with the Securities and Exchange Commission on May 31, 2024 Registration No.

Filing Fee Table

Exhibit 107 EX-FILING FEES Form S-8 (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered(1) Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Equity Common Stock, par value $0.01 per share Rule 457(c)

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

Amended and Restated 2009 Long-Term Incentive Plan

Exhibit 10.1 SAFEHOLD INC. 2009 LONG-TERM INCENTIVE PLAN Safehold Inc. (formerly known as iStar Inc.), a Maryland corporation, wishes to attract officers, key employees, Directors, consultants and advisers to the Company and its Subsidiaries and induce officers, key employees, Directors, consultants and advisers to remain with the Company and its Subsidiaries, and encourage them to increase their

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended March 31, 202

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2024 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-1

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of March 31, 2024, the following subsidiary was the issuer of the 2.80% senior notes due June 2031, the 2.85% senior notes due January 2032 and the 6.10% notes due April 2034 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated May 6, 2024, in the sections “Process for De

Safehold Reports First Quarter 2024 Results

Exhibit 99.1 Press Release Safehold Reports First Quarter 2024 Results NEW YORK, May 6, 2024 Safehold Inc. (NYSE: SAFE) reported results for the first quarter 2024. SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investors” section. Highlights from the earnings announcement include: ¾ Q1‘24 revenue was $93.2 million ¾ Q1‘24 net i

2 Safehold | The Ground Lease Company | May 2024 Q1’24 Summary Note: The information in this presentation is as of March 31, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Gloss

Exhibit 99.2 Q1’24 Earnings Results 2 Safehold | The Ground Lease Company | May 2024 Q1’24 Summary Note: The information in this presentation is as of March 31, 2024, unless otherwise stated. Refer to Appendix for Unrealized Capital Appreciation Details, Portfolio Reconciliation, Glossary and Endnotes at the end of this presentation. a. Closed on 4/12/24. b. Based on (i) $950m of cash & cash equiv

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number)

Safehold Announces New $2.0 Billion Unsecured Revolving Credit Facility

Exhibit 99.1 Press Release Safehold Announces New $2.0 Billion Unsecured Revolving Credit Facility NEW YORK, April 15, 2024 Safehold Inc. (NYSE: SAFE), the creator of the modern ground lease industry, announced today that it has closed on a new $2.0 billion unsecured revolving credit facility, which replaces Safehold’s existing aggregate $1.85 billion unsecured revolving credit facilities. The new

Credit Agreement, dated as of April 12, 2024, among Safehold Inc., as guarantor, Safehold GL Holdings LLC, as borrower, JPMorgan Chase Bank, N.A., as administrative agent, and certain other financial institutions party thereto as lenders, agents, arrangers and bookrunners (incorporated by reference to Exhibit 10.1 to our Current Report on Form 8-K filed on April 15, 2024)

Exhibit 10.1 Execution Version CREDIT AGREEMENT Dated as of April 12, 2024 among SAFEHOLD GL HOLDINGS LLC, as the Borrower, SAFEHOLD INC., as Guarantor, JPMORGAN CHASE BANK, N.A., as Administrative Agent JPMORGAN CHASE BANK, N.A. and BANK OF AMERICA, N.A., as L/C Issuers and The Other Lenders Party Hereto JPMORGAN CHASE BANK, N.A. BOFA SECURITIES, INC., GOLDMAN SACHS BANK USA, MIZUHO BANK, LTD. TR

Entry into a Material Definitive Agreement, Termination of a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 12, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   )

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule

ARS

T TH HE GR RO OU UN ND D L LE EA AS SE E C CO OM MP PA ANY Y 2023 Annual ReportLetter to Shareholders: Changing a long-held set of beliefs in an industry like commercial real estate requires patience, perseverance, and a compelling proposition for customers and investors alike.

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 29, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Nu

Safehold Announces Pricing of $300 Million of Senior Unsecured Notes Due 2034

Exhibit 99.1 Safehold Announces Pricing of $300 Million of Senior Unsecured Notes Due 2034 February 29, 2024 NEW YORK, Feb. 29, 2024 /PRNewswire/ - Safehold Inc. (the "Company" or "Safehold") (NYSE: SAFE) today announced that its operating company, Safehold GL Holdings LLC (the "operating company"), has priced a public offering of $300 million aggregate principal amount of 6.100% senior notes due

Underwriting Agreement, dated February 29, 2024, among Safehold Inc., Safehold GL Holdings LLC and J.P. Morgan Securities LLC, BofA Securities, Inc., Goldman Sachs & Co. LLC, and Truist Securities, Inc., as representatives of the several underwriters named therein.

Exhibit 1.1 SAFEHOLD GL HOLDINGS LLC (a Delaware limited liability company) 6.100% Senior Notes due 2034 UNDERWRITING AGREEMENT Dated: February 29, 2024 SAFEHOLD GL HOLDINGS LLC (a Delaware limited liability company) 6.100% Senior Notes due 2034 UNDERWRITING AGREEMENT February 29, 2024 BofA Securities, Inc. One Bryant Park New York, New York 10036 Goldman Sachs & Co. LLC 200 West Street New York,

Fourth Supplemental Indenture, dated as of March 4, 2024, among Safehold GL Holdings LLC, as issuer, Safehold Inc., as guarantor, and U.S. Bank Trust Company, National Association, as trustee, including the form of the Notes and the Guarantee.

Exhibit 4.1 SAFEHOLD GL HOLDINGS LLC, SAFEHOLD INC., AS GUARANTOR, AND U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS TRUSTEE FOURTH SUPPLEMENTAL INDENTURE DATED AS OF MARCH 4, 2024 TO INDENTURE DATED MAY 7, 2021 $300,000,000 OF 6.100% SENIOR NOTES DUE 2034 CONTENTS Article I. RELATION TO BASE INDENTURE; DEFINITIONS 1 Section 1.1 Relation to Base Indenture 1 Section 1.2 Definitions 2 Article II

Calculation of Filing Fee Tables (Form Type) Safehold GL Holdings LLC Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities

Exhibit 107 Calculation of Filing Fee Tables 424(b)(5) (Form Type) Safehold GL Holdings LLC Safehold Inc.

SAFEHOLD GL HOLDINGS LLC $300,000,000 6.100% Senior Notes due 2034 guaranteed by SAFEHOLD INC.

TABLE OF CONTENTS  Filed Pursuant to Rule 424B5  Registration Nos. 333-271113 and 333-271113-01 PROSPECTUS SUPPLEMENT (To Prospectus dated April 4, 2023) SAFEHOLD GL HOLDINGS LLC $300,000,000 6.100% Senior Notes due 2034 guaranteed by SAFEHOLD INC. Safehold GL Holdings LLC, which we refer to as the operating company, is offering $300,000,000 aggregate principal amount of its 6.100% Senior Notes du

Subject to completion Preliminary Prospectus Supplement dated February 29, 2024

TABLE OF CONTENTS The information in this preliminary prospectus supplement is not complete and may be changed.

Safehold GL Holdings LLC $300,000,000 6.100% Senior Notes due 2034 Fully and unconditionally guaranteed by Safehold Inc. February 29, 2024 Term Sheet

Issuer Free Writing Prospectus Filed Pursuant to Rule 433 Registration Nos. 333-271113 and 333-271113-01 Safehold GL Holdings LLC $300,000,000 6.100% Senior Notes due 2034 Fully and unconditionally guaranteed by Safehold Inc. February 29, 2024 Term Sheet Issuer: Safehold GL Holdings LLC Guarantor: Safehold Inc. Security: 6.100% Senior Notes due 2034 (the “Notes”) Expected Ratings (Moody’s / Fitch)

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Annual Report on Form 10-K for the year ended December 31, 2023 (

SAFE / Safehold Inc. / MSD CAPITAL L P - SC 13G/A Passive Investment

SC 13G/A 1 d640466dsc13ga.htm SC 13G/A CUSIP NO. 78646V107 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Safehold Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 78646V107 (CUSIP Number) December 31, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropriate

Joint Filing Agreement dated February 13, 2024

EX-99.1 2 d640466dex991.htm EX-99.1 Exhibit 99.1 AGREEMENT REGARDING THE JOINT FILING OF SCHEDULE 13G The undersigned hereby agree as follows: (i) Each of them is individually eligible to use the Schedule 13G to which this Exhibit is attached, and such Schedule 13G is filed on behalf of each of them; and (ii) Each of them is responsible for the timely filing of such Schedule 13G and any amendments

Subsidiaries of the Company

Exhibit 21.1 Name of Entity State of Formation 100 Cambridgeside Lender LLC Delaware 100 Cambridgeside Lender Member LLC Delaware 100 Cambridgeside Pl Ground Owner LLC Delaware 100 Cambridgeside Pl Member LLC Delaware 1000 E Apache Blvd Ground Owner LLC Delaware 1000 South Clark Ground Owner LLC Delaware 1001 South Center Street Ground Owner LLC Delaware 1007 South Congress North Unit Ground Owner

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of December 31, 2023, the following subsidiary was the issuer of the 2.80% senior notes due June 2031 and the 2.85% senior notes due January 2032 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this annual report on Form 10-K of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the pe

Safehold Inc. Policy for Recovery of Erroneously Awarded Compensation

Exhibit 97 1 US‐DOCS\137849666.22 SAFEHOLD INC. POLICY FOR RECOVERY OF ERRONEOUSLY AWARDED COMPENSATION Safehold Inc. (the “Company”) has adopted this Policy for Recovery of Erroneously Awarded Compensation (the “Policy”), effective as of October 2, 2023 (the “Effective Date”). Capitalized terms used in this Policy but not otherwise defined herein are defined in Section 11. 1. Persons Subject to P

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-15371

Safehold Reports Fourth Quarter and Fiscal Year 2023 Results

Exhibit 99.1 Press Release Safehold Reports Fourth Quarter and Fiscal Year 2023 Results NEW YORK, February 12, 2024 Safehold Inc. (NYSE: SAFE) reported results for the fourth quarter and fiscal year ended December 31, 2023. SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investors” section. Highlights from the earnings announceme

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 12, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Nu

2 Safehold | The Ground Lease Company | February 2024 Forward-Looking Statements and Other Matters This presentation may contain forward-looking statements. All statements other than statements of historical fact are forward-looking statements. These

Exhibit 99.2 Q4’23 & FY’23 Earnings Results 2 Safehold | The Ground Lease Company | February 2024 Forward-Looking Statements and Other Matters This presentation may contain forward-looking statements. All statements other than statements of historical fact are forward-looking statements. These forward-looking statements can be identified by the use of words such as “illustrative”, “representative”

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 12, 2024 Safehold Inc. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 12, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Nu

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated February 12, 2024, in the sections “Process

SAFE / Safehold Inc. / BlackRock Inc. Passive Investment

SC 13G/A 1 us78646v1070012324.txt us78646v1070012324.txt SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No: 1) SAFEHOLD INC - (Name of Issuer) Common Stock - (Title of Class of Securities) 78646V107 - (CUSIP Number) December 31, 2023 - (Date of Event Which Requires Filing of this Statement) Check the appropriate box to de

Safehold Announces Leadership Changes

Exhibit 99.1 Press Release Safehold Announces Leadership Changes Tim Doherty Appointed Chief Investment Officer; Steve Wylder Named EVP, Head of Investments Marcos Alvarado to Depart to Pursue Another Professional Opportunity NEW YORK, January 16, 2024 Safehold Inc. (NYSE: SAFE) today announced updates to its executive management team. Tim Doherty, EVP, Head of Investments, has been appointed Chie

Regulation FD Disclosure, Financial Statements and Exhibits, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 16, 2024 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

As filed with the Securities and Exchange Commission on December 5, 2023

As filed with the Securities and Exchange Commission on December 5, 2023 Registration No.

Filing Fee Table

Exhibit 107 EX-FILING FEES Form S-8 (Form Type) Safehold, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered(1) Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Equity Common Stock, par value $0.01 per share Rule 457(c)

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 21, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Nu

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 20, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numb

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 0

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended September 30,

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of September 30, 2023, the following subsidiary was the issuer of the 2.80% senior notes due June 2031 and the 2.85% senior notes due January 2032 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 31, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

Investor Relations Contact    

Exhibit 99.2 Investor Relations Contact      

Safehold Reports Third Quarter 2023 Results

Exhibit 99.1 Press Release Safehold Reports Third Quarter 2023 Results NEW YORK, October 31, 2023 Safehold Inc. (NYSE: SAFE) reported results for the third quarter 2023. SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investors” section. Highlights from the earnings announcement include: ¾ Q3‘23 revenue was $85.6 million ¾ Q3‘23

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 31, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Num

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated October 31, 2023, in the sections “Process f

First Amendment to Amended and Restated Credit Agreement, dated as of October 4, 2023, by and between Star Holdings, as borrower, and Safehold Inc., as lender (incorporated by reference to Exhibit 10.1 to our Current Report on Form 8-K, filed on October 6, 2023)

Exhibit 10.1 Execution Version FIRST AMENDMENT TO AMENDED AND RESTATED CREDIT AGREEMENT This FIRST AMENDMENT TO AMENDED AND RESTATED CREDIT AGREEMENT (this “Amendment”) is dated as of October 4, 2023, is entered into by STAR HOLDINGS, a Maryland statutory trust (together with its successors and permitted assigns, the “Borrower”) and SAFEHOLD INC., a Maryland corporation (together with its successo

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 4, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numb

Underwriting Agreement, dated as of August 7, 2023, by and among the Company, Safehold GL Holdings LLC and BofA Securities, Inc., Goldman Sachs & Co. LLC, J.P. Morgan Securities LLC and Morgan Stanley & Co. LLC, as representatives of the several underwriters named therein.

Exhibit 1.1 SAFEHOLD INC. (a Maryland corporation) 6,500,000 Shares of Common Stock, $0.01 par value per share UNDERWRITING AGREEMENT Dated: August 7, 2023 SAFEHOLD INC. (a Maryland corporation) 6,500,000 Shares of Common Stock UNDERWRITING AGREEMENT August 7, 2023 BofA Securities, Inc. One Bryant Park New York, New York 10036 Goldman Sachs & Co. LLC 200 West Street New York, New York 10282 J.P. M

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 7, 2023 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 7, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

Calculation of Filing Fee Tables (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities

Exhibit 107 Calculation of Filing Fee Tables 424(b)(2) (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Share Proposed Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Fees to be Paid Equity Common Sto

6,500,000 SHARES SAFEHOLD INC. COMMON STOCK

TABLE OF CONTENTS  Filed Pursuant to Rule 424B5  Registration No. 333-271113 PROSPECTUS SUPPLEMENT (To Prospectus dated April 4, 2023) 6,500,000 SHARES SAFEHOLD INC. COMMON STOCK We are offering 6,500,000 shares of our common stock, $0.01 par value per share (our “common stock”). Our common stock is listed on The New York Stock Exchange, or NYSE, under the symbol “SAFE.” On August 7, 2023, the las

Subject to completion Preliminary Prospectus Supplement dated August 7, 2023

TABLE OF CONTENTS The information in this preliminary prospectus supplement is not complete and may be changed.

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 1, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

3 Safehold | The Ground Lease Company | August 2023 Q2’23 Highlights Solid Portfolio Metrics1 42% / 3.7x GLTV / Rent Coverage3 $6.3 Billion Total Portfolio Aggregate GBV2 $10.1 Billion Total Portfolio Estimated UCA Available Capital Sources $500 Mill

Exhibit 99.2 Q2’23 Earnings Results 2 Safehold | The Ground Lease Company | August 2023 Forward-Looking Statements and Other Matters This presentation may contain forward-looking statements. All statements other than statements of historical fact are forward-looking statements. These forward-looking statements can be identified by the use of words such as “illustrative”, “representative”, “expect”

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-15

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of June 30, 2023, the following subsidiary was the issuer of the 2.80% senior notes due June 2031 and the 2.85% senior notes due January 2032 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

Safehold Reports Second Quarter 2023 Results

Exhibit 99.1 Press Release Safehold Reports Second Quarter 2023 Results NEW YORK, August 1, 2023 Safehold Inc. (NYSE: SAFE) reported results for the second quarter 2023. SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investors” section. Highlights from the earnings announcement include: ¾ Q2‘23 revenue was $85.7 million ¾ Q2‘23

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated August 1, 2023, in the sections “Process for

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended June 30, 2023

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 1, 2023 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 1, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

SAFE / Safehold Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 11)* Name of issuer: Safehold Inc. Title of Class of Securities: REIT CUSIP Number: 78646V107 Date of Event Which Requires Filing of this Statement: June 30, 2023 Check the appropriate box to designate the rule pursuant to which this Schedule is filed: ☒ Rule 13d-1(b) ☐ 

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 20, 2023 Safehold Inc. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 20, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number

Amended and Restated 2009 Long-Term Incentive Plan (incorporated by reference to Exhibit 10.1 to our Current Report on Form 8-K filed June 22, 2023).

Exhibit 10.1 SAFEHOLD INC. 2009 LONG-TERM INCENTIVE PLAN Safehold Inc. (formerly known as iStar Inc.), a Maryland corporation, wishes to attract officers, key employees, Directors, consultants and advisers to the Company and its Subsidiaries and induce officers, key employees, Directors, consultants and advisers to remain with the Company and its Subsidiaries, and encourage them to increase their

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   )

TABLE OF CONTENTS UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.   ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule

SAFE / Safehold Inc. / BlackRock Inc. Passive Investment

us78646v1070050423.txt SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No: ) ISTAR INC - (Name of Issuer) Common Stock - (Title of Class of Securities) 78646V107 - (CUSIP Number) April 30, 2023 - (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which this S

ARS

BIGGER SIMPLER BETTER The Ground Lease Company 2022 Annual ReportLetter to Shareholders: By some measures, 2022 was a strong year for Safehold.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-1

Certifications pursuant to Section 906 of the Sarbanes-Oxley Act

Exhibit 32.0 Certification of Chief Executive Officer Pursuant to Section 906 of The Sarbanes-Oxley Act of 2002 The undersigned, the Chief Executive Officer of Safehold Inc. (the "Company"), hereby certifies on the date hereof, pursuant to 18 U.S.C. 1350, as adopted pursuant to Section 906 of The Sarbanes-Oxley Act of 2002, that the Quarterly Report on Form 10-Q for the quarter ended March 31, 202

Certifications pursuant to Section 302 of the Sarbanes-Oxley Act

Exhibit 31.0 CERTIFICATION I, Jay Sugarman, certify that: 1. I have reviewed this quarterly report on Form 10-Q of Safehold Inc.; 2. Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the

Amended and Restated Credit Agreement, dated as of March 31, 2023, by and between Star Holdings, as borrower, and Safehold Inc., as lender .

Exhibit 10.14 Execution Version AMENDED AND RESTATED CREDIT AGREEMENT dated as of March 31, 2023 between STAR HOLDINGS, as Borrower and SAFEHOLD INC., as Lender TABLE OF CONTENTS Page ARTICLE I. DEFINITIONS 1 SECTION 1.01 Defined Terms 1 SECTION 1.02 Terms Generally 13 SECTION 1.03 Accounting Terms; Changes in GAAP 13 SECTION 1.04 Divisions 14 ARTICLE II. NOTE, COMMITMENTS AND BORROWINGS 14 SECTIO

Subsidiary Guarantors and Issuers of Guaranteed Securities

Exhibit 22.1 List of Issuers of Guaranteed Securities As of March 31, 2023, the following subsidiary was the issuer of the 2.80% senior notes due June 2031 and the 2.85% senior notes due January 2032 guaranteed by Safehold Inc. Name of Subsidiary Jurisdiction of Organization Safehold GL Holdings LLC Delaware

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 26, 2023 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 26, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

CONSENT OF INDEPENDENT VALUATION FIRM

Exhibit 99.1 CONSENT OF INDEPENDENT VALUATION FIRM We hereby consent to the references to our name and the reports we have delivered to Safehold Inc. (the “Company”) and the description of our role in the valuation process related to the ground leases owned by the Company, as such references appear in the Current Report on Form 8-K of the Company, dated April 26, 2023, in the sections “Process for

Safehold Reports First Quarter 2023 Results

Exhibit 99.1 Press Release Safehold Reports First Quarter 2023 Results NEW YORK, April 26, 2023 Safehold Inc. (NYSE: SAFE) reported results for the first quarter 2023.1 SAFE published a presentation detailing these results which can be found on its website, www.safeholdinc.com in the “Investors” section. Highlights from the earnings announcement include: ¾ Q1‘23 revenue was $78.3 million ¾ Q1‘23 n

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 26, 2023 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 26, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

3 Safehold | The Ground Lease Company | April 2023 Forward-Looking Statements and Other Matters Inflation Adjusted Yield / CPI Adjustments: Safehold™ originated ground leases typically include a periodic rent increase based on prior years cumulative

Exhibit 99.2 Q1’23 Earnings Results 2 Safehold | The Ground Lease Company | April 2023 Forward-Looking Statements and Other Matters This presentation may contain forward-looking statements. All statements other than statements of historical fact are forward-looking statements. These forward-looking statements can be identified by the use of words such as “illustrative”, “representative”, “expect”,

5,405,406 Shares Safehold Inc. Common Stock

TABLE OF CONTENTS  Filed Pursuant to Rule 424(b)(7)  Registration No. 333-271113 Prospectus Supplement (To Prospectus dated April 4, 2023) 5,405,406 Shares Safehold Inc. Common Stock This prospectus supplement and the accompanying prospectus relate to the potential offer and sale from time to time of up to 5,405,406 shares of our common stock by the selling stockholders identified in this prospect

Calculation of Filing Fee Tables (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities

Exhibit 107.1 Calculation of Filing Fee Tables 424(b)(7) (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 14, 2023 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 14, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

Calculation of Filing Fee Tables (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities

Exhibit 107.1 Calculation of Filing Fee Tables 424(b)(7) (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee

4,248,435 Shares Safehold Inc. Common Stock

TABLE OF CONTENTS  Filed Pursuant to Rule 424(b)(7)  Registration No. 333-271113 Prospectus Supplement (To Prospectus dated April 4, 2023) 4,248,435 Shares Safehold Inc. Common Stock This prospectus supplement and the accompanying prospectus relate to the potential offer and sale from time to time of up to 4,248,435 shares of our common stock by the selling stockholders identified in this prospect

SAFE / Safehold Inc. / GIC Private Ltd - SCHEDULE 13D Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. )* Safehold Inc. (Name of Issuer) Common Stock (Title of Class of Securities) 78646V107 (CUSIP Number) Glien Tan Cheng Chuan Toh Tze Meng GIC Private Limited GIC Private Limited 168, Robinson Road 168, Robinson Road #37-01, Capital Tower #37-01, Capital Towe

JOINT FILING AGREEMENT

Exhibit 1 JOINT FILING AGREEMENT In accordance with Rule 13d-1(k) under the Securities Exchange Act of 1934, as amended, each of the persons named below agrees to the joint filing of a statement on Schedule 13D (including amendments thereto) with respect to the shares of common stock, $0.

SAFE / Safehold Inc. / Star Holdings - SC 13D Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) Under the Securities Exchange Act of 1934 Safehold Inc. (Name of Issuer) Common Stock, $0.01 par value per share (Title of Class of Securities) 78646V 107 (CUSIP Number) Geoffrey M. Dugan 1114 Avenue of the Americas 39th Floor New York, New York 10036 Tel: 212-930-9400 (Name, Address and Telephone N

SAFE / Safehold Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SC 13G/A 1 tv0034-safeholdinc.htm SCHEDULE 13G/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 10)* Name of issuer: Safehold Inc. Title of Class of Securities: REIT CUSIP Number: 78646V107 Date of Event Which Requires Filing of this Statement: March 31, 2023 Check the appropriate box to designate the rule pursuant t

1,000,000 Shares Common Stock

TABLE OF CONTENTS  Filed Pursuant to Rule 424(b)(7)  Registration No. 333-271113 Prospectus Supplement (To Prospectus dated April 4, 2023) 1,000,000 Shares Common Stock We and the selling stockholder, Star Investment Holdings SPV LLC, or Star Investment Holdings, have entered into a sales agreement with BofA Securities, Inc., B. Riley Securities, Inc., Barclays Capital Inc., BNP Paribas Securities

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 5, 2023 Safehold Inc. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 5, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Number

Calculation of Filing Fee Tables (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities

Exhibit 107.1 Calculation of Filing Fee Tables 424(b)(5) (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee

ATM Equity OfferingSM Sales Agreement dated April 5, 2023, by and among Safehold Inc., Safehold GL Holdings LLC, Star Investment Holdings SPV LLC and the various agents party thereto.

Exhibit 1.2 Safehold Inc. 1,000,000 Shares Common Stock ($0.01 par value per share) ATM EQUITY OFFERINGSM SALES AGREEMENT April 5, 2023 BofA Securities, Inc. B. Riley Securities, Inc. Barclays Capital Inc. BNP Paribas Securities Corp. Capital One Securities, Inc. Goldman Sachs & Co. LLC J.P. Morgan Securities LLC Mizuho Securities USA LLC Morgan Stanley & Co. LLC Raymond James & Associates, Inc. R

Common Stock

TABLE OF CONTENTS  Filed Pursuant to Rule 424(b)(5)  Registration No. 333-271113 Prospectus Supplement (To Prospectus dated April 4, 2023) $300,000,000 Common Stock We have entered into a sales agreement with BofA Securities, Inc., B. Riley Securities, Inc., Barclays Capital Inc., BNP Paribas Securities Corp., Capital One Securities, Inc., Goldman Sachs & Co. LLC, J.P. Morgan Securities LLC, Mizuh

Calculation of Filing Fee Tables (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities

Exhibit 107.1 Calculation of Filing Fee Tables 424(b)(7) (Form Type) Safehold Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered and Carry Forward Securities Table 1: Newly Registered and Carry Forward Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee

ATM Equity OfferingSM Sales Agreement dated April 5, 2023, by and among Safehold Inc., Safehold GL Holdings LLC and the various agents party thereto.

EX-1.1 2 tm2310731d2ex1-1.htm EXHIBIT 1.1 Exhibit 1.1 Safehold Inc. Common Stock ($0.01 par value per share) ATM EQUITY OFFERINGSM SALES AGREEMENT April 5, 2023 BofA Securities, Inc. B. Riley Securities, Inc. Barclays Capital Inc. BNP Paribas Securities Corp. Capital One Securities, Inc. Goldman Sachs & Co. LLC J.P. Morgan Securities LLC Mizuho Securities USA LLC Morgan Stanley & Co. LLC Raymond J

Form of Restricted Stock Unit Award (incorporated by reference to Exhibit 10.19 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 10.19 RESTRICTED STOCK UNIT AWARD AGREEMENT (Safehold 2017 Equity Plan) THIS RESTRICTED STOCK UNIT AWARD AGREEMENT (the “Agreement”) is entered into by and between SAFEHOLD INC. (“SAFE” or the “Company”) and (“Participant”), effective as of ,20 (the “Grant Date”). RECITALS: A.           The Company has adopted the 2017 Equity Incentive Plan, as may be amended from time to time (the “Plan”)

First Amendment to Credit Agreement, dated as of December 15, 2021, among Safehold Inc., as guarantor, Safehold Operating Partnership LP, as borrower, JPMorgan Chase Bank, N.A., as administrative agent and the Existing Lenders.

Exhibit 10.4 Executed Version FIRST AMENDMENT FIRST AMENDMENT, dated as of December 15, 2021 (this “Amendment”), to the Credit Agreement, dated as of March 31, 2021 (the “Credit Agreement”), among SAFEHOLD OPERATING PARTNERSHIP LP, a Delaware limited partnership (the “Borrower”), SAFEHOLD INC., a Maryland corporation (“Safehold”), as Guarantor, the lenders party thereto (the “Existing Lenders”) an

Governance Agreement, dated as of March 31, 2023, by and between Safehold Inc. and Star Holdings (incorporated by reference to Exhibit 10.13 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 10.13 EXECUTION VERSION GOVERNANCE AGREEMENT BETWEEN STAR HOLDINGS AND SAFEHOLD INC. Dated as of March 31, 2023 TABLE OF CONTENTS ARTICLE I DEFINED TERMS 1 Section 1.1 Defined Terms 1 Section 1.2 Table of Defined Terms 5 ARTICLE II CERTAIN AGREEMENTS 5 Section 2.1 Transfer Restrictions 5 Section 2.2 Voting Arrangements 6 Section 2.3 Additional Voting Securities; Attendance at Meetings 6 Se

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 31, 2023 Safehold Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 31, 2023 Safehold Inc. (Exact name of registrant as specified in its charter) Maryland 001-15371 95-6881527 (State or other jurisdiction of incorporation) (Commission File Numbe

Registration Rights Agreement, dated March 31, 2023, by and between Safehold Inc. and MSD Partners, L.P. (incorporated by reference to Exhibit 10.9 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 10.9 Execution Version REGISTRATION RIGHTS AGREEMENT BETWEEN SAFEHOLD INC. AND MSD VAULT INVESTMENTS, LLC, AND MSD EIV PRIVATE VAULT, LLC Dated as of March 31, 2023 CONTENTS Page ARTICLE I DEFINED TERMS  1 Section 1.1.  Defined Terms 1 ARTICLE II REGISTRATION RIGHTS  3 Section 2.1.  Shelf Registration 3 Section 2.2.  Effectiveness 3 Section 2.3.  Notification and Distribution of Materials

Charter Amendment to Restated Charter of iStar Inc. regarding par value change.

Exhibit 3.2 iSTAR INC. ARTICLES OF AMENDMENT THIS IS TO CERTIFY THAT: FIRST: The charter (the “Charter”) of iStar Inc., a Maryland corporation (the “Corporation”), is hereby amended to change the par value of the shares of Common Stock of the Corporation issued and outstanding immediately prior to the Effective Time (as defined below) from $0.00016 per share to $0.01 per share. SECOND: The amendme

Exhibit 4.1

Exhibit 4.1 DESCRIPTION OF CAPITAL STOCK The following summary describes the general terms of the common stock, $0.01 par value per share (the “common stock”), and preferred stock, $0.01 par value per share (the “preferred stock”), Safehold Inc. may offer. For a more detailed description of these securities, you should read the applicable provisions of the Maryland General Corporation Law (as amen

Form of Indenture, between Safehold Inc., as issuer, and U.S. Bank Trust Company, National Association, as trustee.

Exhibit 4.5 SAFEHOLD INC. INDENTURE Dated as of , 20 U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION Trustee TABLE OF CONTENTS Page ARTICLE I. DEFINITIONS AND INCORPORATION BY REFERENCE 6 Section 1.1 Definitions 6 Section 1.2 Other Definitions 9 Section 1.3 Incorporation by Reference of Trust Indenture Act 9 Section 1.4 Rules of Construction 9 ARTICLE II. THE SECURITIES 10 Section 2.1 Issuable in Se

SAFE / Safehold Inc. / ISTAR INC. - SC 13D/A Activist Investment

SC 13D/A 1 tm2311453d1sc13da.htm SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2(a) (Amendment No.26)* Safehold Inc. (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 78645L

The Portfolio Holdings Limited Liability Company Agreement and Related Agreements

Exhibit 99.6 The Portfolio Holdings Limited Liability Company Agreement and Related Agreements The following is a description of the material terms of the amended and restated limited liability company agreement (the “Portfolio Holdings LLCA”) of Safehold GL Holdings LLC, a Delaware limited liability company (“Portfolio Holdings”), dated as of March 30, 2023. This summary is not complete and is su

Second Supplemental Indenture, dated as of November 18, 2021, among Safehold Operating Partnership LP, as issuer, Safehold Inc., as guarantor, and U.S. Bank Trust Company, National Association (as successor to U.S. Bank National Association), as trustee, including the form of the 2032 Notes and the Guarantee (incorporated by reference to Exhibit 4.4 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 4.4 SAFEHOLD OPERATING PARTNERSHIP LP, SAFEHOLD INC., AS GUARANTOR, AND U.S. BANK NATIONAL ASSOCIATION, AS TRUSTEE SECOND SUPPLEMENTAL INDENTURE DATED AS OF NOVEMBER 18, 2021 TO INDENTURE DATED MAY 7, 2021 $350,000,000 OF 2.850% SENIOR NOTES DUE 2032 CONTENTS Article I. RELATION TO BASE INDENTURE; DEFINITIONS 1 Section 1.1 Relation to Base Indenture 1 Section 1.2 Definitions 2 Article II.

Specimen Common Stock Certificate of Safehold Inc. (incorporated by reference to Exhibit 4.1 to our Registration Statement on Form S-3 (File no. 333-271113), filed April 4, 2023)

Exhibit 4.1 THIS CERTIFIES THAT is the owner of CUSIP DATED COUNTERSIGNED AND REGISTERED: COMPUTERSHARE TRUST COMPANY, N.A. TRANSFER AGENT AND REGISTRAR, FULLY-PAID AND NON-ASSESSABLE SHARES OF COMMON STOCK, PAR VALUE $0.01 PER SHARE, OF Safehold Inc. (hereinafter called the “Company”), transferable on the books of the Company in person or by duly authorized attorney, upon surrender of this Certif

Stockholder’s Agreement, dated as of March 31, 2023, by and among Safehold Inc., iStar Inc. and MSD Partners, L.P. (incorporated by reference to Exhibit 10.8 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 10.8 Execution Version STOCKHOLDER’S AGREEMENT BY AND AMONG SAFEHOLD INC., iSTAR INC., MSD VAULT INVESTMENTS, LLC, AND MSD EIV PRIVATE VAULT, LLC Dated as of March 31, 2023 CONTENTS Page ARTICLE I DEFINED TERMS 1 Section 1.1. Defined Terms 1 Section 1.2. Table of Defined Terms 3 ARTICLE II TOP UP RIGHTS 4 Section 2.1. Large Issuance Top Up Right 4 Section 2.2. Quarterly Top Up Right 5 Sect

Loan Agreement, dated as of March 30, 2017, among Barclays Bank PLC, JPMorgan Chase Bank, National Association and Bank of America, N.A., Safehold Inc. and the Safehold Inc. subsidiaries named therein as borrower (incorporated by reference to Exhibit 10.7 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 10.7 LOAN AGREEMENT Dated as of March 30, 2017 Among EACH OF THE ENTITIES LISTED ON SCHEDULE I ATTACHED HERETO, individually and/or collectively, as the context may require, as Borrower and BARCLAYS BANK PLC, JPMORGAN CHASE BANK, NATIONAL ASSOCIATION, and BANK OF AMERICA, N.A., collectively, as Lender Table of Contents ARTICLE 1 DEFINITIONS; PRINCIPLES OF CONSTRUCTION Section 1.1. Definiti

Assumption Agreement, dated as of March 31, 2023, to Master Note Purchase Agreement, dated January 27, 2022, by and among Safehold Inc., Safehold GL Holdings LLC and the purchasers named therein (incorporated by reference to Exhibit 10.2 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 10.2 Execution Copy Assumption Agreement THIS ASSUMPTION AGREEMENT (this “Agreement”) dated as of March 31, 2023, is made by iStar Inc., a Maryland corporation (the “New Guarantor”), in favor of the holders of the Notes (as defined below) (the “Noteholders”), in connection with the merger of the New Guarantor and Safehold Inc., a Maryland corporation (the “Original Parent Guarantor”). Witn

Form of Indemnification Agreement (incorporated by reference to Exhibit 10.17 to our Current Report on Form 8-K, filed April 4, 2023).

Exhibit 10.17 INDEMNIFICATION AGREEMENT THIS INDEMNIFICATION AGREEMENT (“Agreement”) is made and entered into as of the day of , 202, by and between Safehold Inc., a Maryland corporation (the “Company”), and (“Indemnitee”). WHEREAS, at the request of the Company, Indemnitee currently serves as a [director] [and] [an officer] of the Company and may, therefore, be subjected to claims, suits or proce