The board has fixed the close of business on March 18, 20209, 2021 as the record date for the determination of stockholdersshareholders entitled to receive notice of and to vote at the annual meeting or any postponement or

adjournment of the meeting. Only holders of record of our common stock at the close of business on that date will be entitled to vote at the annual meeting.

We are making this proxy statement available to holders of our common stock on or about April 3, 202029, 2021 in connection with the solicitation by our Board of Directors of proxies to be voted at our 20202021 annual meeting of stockholdersshareholders or at any postponement or adjournment of the annual meeting. Our common stock is listed on the New York Stock Exchange, or the NYSE, and is traded under the symbol "SAFE."

This proxy statement is accompanied by a copy of our Annual Report to StockholdersShareholders for the year ended December 31, 2019.2020. Additional copies of the Annual Report, including our financial statements at and for the year ended December 31, 2019,2020, may be obtained:

Copies will be furnished at no additional expense. The information found on, or accessible through, our website is not incorporated into, and does not form a part of, this proxy statement or any other report or document we file with or furnish to the Securities and Exchange Commission, or SEC.

The Board has nominated directors Sugarman, Adler, Josephs, Nydick and Selig to be elected to hold office for a term of one year, until the next annual meeting

and until their successors have been elected and qualified.

All nominees are presently serving as directors. If a nominee becomes unavailable to serve as a director for any reason, the shares represented by any proxy will be voted for the person, if any, who may be designated by the Board to replace that nominee. At this time, the Board has no reason to believe that any nominee will be unavailable to serve as a director if elected.

Mr. Adler, Mr. Nydick and Mr. Selig are independent within the standards prescribed by the NYSE.

All directors are elected annually.

The Nominating and Corporate Governance Committee (the "Committee") is charged with identifying potential Board members and recommending qualified individuals to the Board for its consideration. The Committee is authorized to employ third-party search firms to identify potential candidates. In evaluating candidates, the Committee considers, among other things:

o

Education, background, skills and experience that provide knowledge of business,

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Sufficient available time to be able to fulfill his or her responsibilities as a member of the boardBoard and of any committees to which he or she may be appointed

The Committee also considers whether individuals satisfy the independence criteria set forth in the NYSE listing standards, as well as any special criteria applicable to service on various standing committees of the Board. Our Board and the Nominating and Corporate Governance Committee do believe that it is desirable that Board members represent diversity of gender, race and national origin, as well as diversity of viewpoints, background, experience and demographics.

The Committee generally identifies nominees by first assessing whether the current members of the Board continue to provide the appropriate mix of knowledge, skills, judgment, experience, differing viewpoints and other qualities necessary to the Board's ability to oversee and guide the business and affairs of the organization.company. The Board generally nominates for re-election current members of the Board who are willing to continue in service, collectively satisfy the

qualifications that will complement the experience, skills and perspectives of the other members of the Board. The full Board 1) considers candidates that the Committee recommends; 2) considers the optimum size of the Board; 3) determines how to address any vacancies on the Board; and 4) determines the composition of all Board committees.

Below we identify the nominees for election as a director which the Board believes have:

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the qualifications necessary to ensure we are taking appropriate steps to address the complex issues confronting us in our business and the economic environment

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held leadership positions in business (and in particular the real estate, investment and financial services business sectors) and finance over an extended period of time



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demonstrated a long record of professional integrity, intellectual acumen, analytic skills, a strong work ethic and the ability to maintain a constructive environment for discussion of matters considered by our board



o

experience as board members of a diverse range of public and private companies

Our Corporate Governance principles provide that our Board is free to elect its Chairman and the Chief Executive Officer (CEO) in the manner the Board considers to be in the best interests of the organization. At any given point in time, these positions may be held by one individual or by two different individuals. If the Chairman is not an independent director, the Board will designate a lead independent director.

Our boardBoard of directorsDirectors currently believes it is in our best interests to have Mr. Sugarman serve as chairmanChairman of our Board of Directors and Chief Executive Officer. When combined with the current composition of the Board, the use of a lead independent director, and the other elements of our corporate governance structure, the combined CEO and Chairman position strikes an appropriate balance between strong and consistent leadership and independent and effective oversight of our business and affairs.

Mr. Sugarman is an experienced real estate executive and long-time employee of our manager with many years of board experience. As CEO, he has the primary responsibility of developing corporate strategy and managing our day-to-day business operations. As a boardBoard member, he understands the responsibilities and duties of a director and is well positioned to 1) chair regular Board meetings; 2) provide direction to management

regarding the needs, interests and opinions of the Board; and 3) help ensure that key business issues and shareholder matters are brought to the attention of the Board. As both CEO and Chairman, Mr. Sugarman promotes unified leadership and direction for the Board and management. In addition, strong corporate governance structure and process ensures our independent directors will continue to effectively oversee management and key issues such as strategy, risk and integrity. Board committees are comprised solely of independent directors. As such, independent directors oversee critical matters, including the integrity of our financial statements, the compensationperformance of our CEOmanager and managementits executives, financial commitments for capital projects, the selection and annual evaluation of directors, and the development and implementation of corporate governance programs.

Our Board and each Board committee have complete and open access to any member of management and the authority to retain independent legal, financial and other advisors as appropriate. The Non-Employee Directors,non-employee directors, all of whom are independent, meet in executive session without management either before or after regularly scheduled Board and Board committee meetings to discuss various issues and matters including the effectiveness of management, as well as our performance and strategic plans.

Stefan M. Selig is currently designated as our lead independent director and is responsible for the following duties:

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Presides at all meetings of the Board at which the Chairman is not present and all executive sessions of the independent directors



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Acts as advisor to CEO and direct liaison between CEO and independent Directorsdirectors



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Plans, reviews, and approves Board meeting agendas and information presented to the Board

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Calls meetings of the independent directors as appropriate



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Contributes to annual CEO performance review and assists with succession planning



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Consults the Nominating and Corporate Governance Committee on the Board's evaluation process



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Participates in consultations and direct communication with major shareholders and their representatives when appropriate



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Performs such other duties as the Board may determine from time to time

The lead independent director is selected from among non-employee directors. The Nominating and Corporate Governance Committee and management discuss candidates for the lead independent director position, and consider many of the same types of criteria as candidates for the chair of other Board committees including:

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Tenure

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Previous service as a Board committee chair



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Diverse experience



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Participation in and contributions to activities of the Board



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Ability and willingness to commit adequate time to the role

Our Board recognizes the value of nominating for election to the Board individuals who bring to its discussions and decision-making processes a variety of:

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diverse opinions



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perspectives



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skills



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experiences



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backgrounds

An overriding principle isOur Board believes that all nominations to the Board should be based upon merit and suitability of the candidate. Subject to this overriding principle, theThe Board recognizes the need to consider director candidates from different backgrounds, including, but not limited to, geography, race, ethnicity and gender.

As noted above in "Director Nominations and Qualifications," the Nominating and Corporate Governance Committee regularly assesses the size and composition of our Board to help ensure that our Board functions in an effective manner given the size, diversity and complexity of our businesses and the range of business segments and markets in which we operate. The Committee believes it is important to have a mix of experienced directors with a deep understanding of our business and others who bring fresh perspectives. The Committee engages in discussions of potential additions to our Board on an ongoing basis.basis, as deemed appropriate. In seeking to maintain an engaged, independent Board possessing broad experience and judgment and whowhich is committed to representing the long-term interests of our shareholders, the Committee takes into account the various factors described above in the section of this proxy statement captioned "Director Nominations and Qualifications."

Our Corporate Governance principles require that a majority of the Board consist of directors who the Board has determined are independent. Our boardBoard has determined that three of our current directors are independent. In determining director independence, the Board considers all relevant facts and circumstances, as well as the NYSE listing standards. In addition, the Board has adopted the following standards to assist them in determining director independenceindependence:

o

The director may not be an employee of safehold or our manager and no member of the director's immediate family may be an executive officer of Safehold, currently or within the preceding 36 months. For purposes of these standards, "immediate family" includes a person's

and fathers-in-law, sons and daughters-in-law, brothers and sisters-in-law, and anyone (other than domestic employees) who shares the person's home.

o

The director is not a current partner or employee of a firm that is Safehold's internal or external auditor; no member of the director's immediate family is a current partner of such firm, or an employee of such a firm and personally works on the Safehold audit; or neither the director nor any member of his or her immediate family was within the last three years a partner or employee of such a firm and personally worked on Safehold's audit within that time.

o

The director does not serve as an executive officer of a charitable or non-profit organization to which Safehold has made contributions that, in any of the last three fiscal years, exceed the greater of $1 million or 2% of the charitable or non-profit organization's consolidated gross revenues.



o

Neither the director nor a member of the director's immediate family is employed as an executive officer (and has not been employed for the preceding 36 months) by another company where any of Safehold's present executive officers serves or served on that company's compensation committee.

Our Board has determined that each of the following non-employee director nominees qualifies as independent under NYSE rules and satisfies our independence standards: Dean S. Adler, Jay S. Nydick, and Stefan M. Selig.

The Nominating and Corporate Governance Committee reviewed each director's employment status and other board commitments and, where applicable, each director's (and his or her immediate family members') affiliation with consultants, service providers or suppliers of the organization. With respect to each non-employee director, the Committee determined that either the director was not providing goods or services to us or the amounts involved were below the monetary thresholds set forth in the independence standards noted above.

To ensure the effectiveness of the Board as a whole and its committees, our directors engage in an annual assessment of the boardBoard and committee performance. An independent third-party interviews each director individually on a wide range of topics including:

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board structure and composition



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communications between management, the Board, and its committees



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information furnished to the Board



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the Board's relationship with management

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the effectiveness of the Board and its committees

The independent third-party summarizes the individual comments and assessments in a report to the Board in executive session. The Board utilizes the results of this process to help refine and improve the operations of the Board and its committees. The annual assessment typically occurs midyear with subsequent report presented to the Board at its next regular quarterly meeting.

During the fiscal year ended December 31, 2019,2020, the Board held 711 meetings, including meetings held in person and by telephone conference call. All directors are expected to attend a majority of the Board meetings. All of our directors attended at least

meetings. Our directors attended100%91% of all of the board meetings and applicable committee meetings held during 2019.2020. The Board also acts by unanimous written consent in appropriate circumstances.

Our Board of Directors meets in executive session at least quarterly without management present. Our Audit Committee also meets in executive session at least quarterly, without management present, with representatives of our independent registered public

accounting firm and with representatives of the accounting firm engaged to assist us in the preparation of our documentation, testing and evaluation of internal controls over financial reporting and risk assessment.

Our Board has standing Audit, Compensation, and Nominating and Corporate Governance Committees, each of which is composed exclusively of independent directors, as defined by the listing standards of the

NYSE. The Compensation Committee is composed exclusively of individuals intended to be, to the extent provided by Rule 16b-3 of the Exchange Act, non-employee directors.

Our Audit, Compensation and Nominating and Corporate Governance Committees have adopted charters that meet the standards established by the NYSE. Copies of these charters are available on our

website atwww.safeholdinc.com and will be provided in print, without charge, to any shareholder who requests copies.

No member of the Compensation Committee is or was formerly an officer or an employee of the organization. None of our executive officers other than Mr. Sugarman, who is a director of iStar, serves as a member of the Board of Directors or

Compensation Committee of any entity that has one or more executive officers serving as a member of our Board, nor has such interlocking relationship existed in the past.

In view of the commitment of time and effort that is required of a director of a public company, our Board has established a guideline that its directors should not serve on the boards of more than four public

companies simultaneously, and our CEO should not serve on the boards of more than two public companies simultaneously.

Our Board of Directors plays an active role in overseeing management of our risks. The committees of our Board of Directors assist the full Board in risk oversight by addressing specific matters within the purview of each committee. At Board and committee meetings throughout the year, management discusses the risk exposures identified as being most significant to the organization and the actions that

management may take to monitor the exposures. Specifically, the Audit Committee receives regular updates from management on cybersecurity and IT security, internal and external security reviews, data protection, risk assessments, breach preparedness and response plans in overseeing our cybersecurity risk management program, and updates the Board as appropriate.

While each committee is responsible for evaluating certain risks and overseeing the management of those risks, our full Board of Directors keeps itself regularly informed regarding such risks through

regular committee reports and otherwise. We are confident the leadership structure of our Board of Directors supports effective and efficient risk management and oversight.

Our Nominating and Corporate Governance Committee will consider candidates for nomination recommended by our shareholders and will evaluate candidates using the same criteria as candidates identified by the Committee set forth in this section under "Director Nominations and Qualifications." Shareholder nominations should be submitted in writing to:

​	​	​
		Safehold Inc. Attention: Corporate Secretary 1114 Avenue of the Americas 39th Floor New York, NY 10036
​	​	​

StockholdersShareholders may make nominations directly by following the procedure specified in our bylaws. Specifically, our bylaws require shareholders who nominate candidates to deliver written notice to the Corporate Secretary of Safehold, Inc. not less than 60 days prior to the meeting of shareholders. If the date of the meeting is not publicly announced by us in a

in a report filed with the SEC, furnished to shareholders, or in a press release at least 75 days prior to the meeting date, the nomination must be delivered to the Corporate Secretary of Safehold not later than the close of business on the 10th day following the announcement of the meeting date. The advance notice provision requires the shareholder to submit specific information concerning itself and the proposed nominee, including ownership information, name and address, and appropriate biographical information about and qualifications of the proposed nominee. In addition, we require a written statement of willingness and affirmative desire to serve in a manner representing the interest of all shareholders.

The presiding officer of the meeting may refuse to acknowledge a nomination not made in compliance with these requirements. Similar procedures prescribed by our bylaws are also applicable to shareholders who bring any other business before an annual meeting of the shareholders.

We provide the opportunity for interested parties, including shareholders, to communicate with members of the board.Board. Interested parties may communicate with our lead independent director, the other independent boardBoard members or the chair of any of the committees of the Board by e-mail or regular mail.

Our Corporate Secretary will review each communication received in accordance with this process to determine whether the communication requires immediate action. The Corporate Secretary will forward all appropriate communications received, or a summary of such communications, to the appropriate Board member(s). However, we reserve the right to disregard any communication that our Corporate Secretary determines is unduly hostile, threatening, or illegal, does not reasonably relate to us or our business, or is similarly inappropriate. The Corporate Secretary has the authority to disregard any inappropriate communications or to take other appropriate actions with respect to inappropriate communications including abusive, repetitive, or in bad taste communications or communications that present safety or security concerns.

Communications we receive that relate to accounting, internal accounting controls or auditing matters will be referred to the Audit Committee unless the communication is directed otherwise. YouA shareholder, or other interested party, may communicate anonymously and/or confidentially.

Each of our directors, other than Mr. Sugarman, our Chairman and Chief Executive Officer, was awarded 10,0005,500 fully-vested shares of our common stock (or equivalent) in May 20192020 as compensation for services as a director during 20192020. No other compensation was paid by us to our directors during 2019.2020. We may consider modifyingevaluate periodically the compensation program for our directors who are not officers or employees of our manager or iStar and in the future may consider modifying it to consist of annual cash retainer fees and long-term equity awards, which may include additional cash or equity compensation to such directors who also serve on a committee. We reimburse each of our directors who are not officers or employees of our manager or

iStar for his or her travel expenses incurred in connection with his or her attendance at full Board of Director and committee meetings. Directors who are officers or employees of our manager or iStar do not receive compensation for serving on our Board of Directors.

The table below summarizes the compensation information for our directors for the fiscal year ended December 31, 2019.2020. Jay Sugarman, our Chairman and Chief Executive Officer, is not included in this table as he received no compensation for his services as a director.

We have structured our corporate governance in a manner we believe closely aligns our interests with those of our shareholders. Notable features of our corporate governance structure include the following:

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our Board of Directors is not staggered, with each of our directors subject to re-election annually



o

three members of our Board of Directors, or 60% of our directors, are independent for purposes of the NYSE's corporate governance listing standards and Rule 10A-3 under the Exchange Act



o

at least one member of the Audit Committee, the chairman, is an "audit committee financial expert" within the meaning of the rules of the SEC and each member of our Audit Committee is financially literate and has accounting or related financial management expertise, as such qualifications are defined under the rules of the NYSE



o

we have opted out of the business combination and control share acquisition statutes in the MGCL



o

we do not currently have a shareholder rights plan and our Board of Directors has adopted a policy that our Board may not adopt any stockholdershareholder rights plan unless the adoption of the plan has been approved by

rights plan without the prior approval of our shareholders if our Board, in the exercise of its duties, determines that seeking prior stockholdershareholder approval would not be in our best interests under the circumstances then existing. The policy further provides that if a shareholder rights plan is adopted by our Board without the prior approval of our shareholders, the shareholder rights plan will expire on the date of the first annual meeting of shareholders held after the first anniversary of the adoption of the plan, unless an extension of the plan is approved by our common shareholders



o

we have opted out of the unsolicited takeover (Title 3, Subtitle 8) provisions of the MGCL, commonly known as the Maryland Unsolicited Takeover Act, which we may not opt into without the approval of a majority of the votes cast by our shareholders entitled to vote



o

we have opted out of the business combination and control share acquisition statutes in the MGCL

A copy of our corporate governance guidelines may be found on our website atwww.safeholdinc.com and will be provided in print, without charge, to any shareholder who requests a copy.

Our Board of Directors has establishedadopted a Code of Conduct that appliessets forth the principles of conduct and ethics to be followed by our directors, officers, our manager and executive officers. Among other matters,employees of our manager who perform services for us. The purposes of the Code of Business Conduct and Ethics will be designed to deter wrongdoing andare to promote:

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honest and ethical conduct, including the ethical handling of actual or apparent conflicts of interest between personal and professional relationships



o

full, fair, accurate, timely and understandable disclosure in our SEC reports and other public communications



o

compliance with applicable governmental laws, rules and regulations

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prompt internal reporting of violations of the code to appropriate persons identified in the code; and accountability for adherence to the Code

Any waiverA copy of the Code of Business Conduct has been provided to each of our directors, officers, the manager and Ethicsrelevant employees, who are required to acknowledge that they have received and will comply with the Code. A copy of the Company's Code of Conduct has been previously filed with the SEC and is incorporated by reference in this Annual Report on Form 10-K as Exhibit 14.1. The Code of Conduct is also available on the Company's website at www.safeholdinc.com.

We will disclose on our website material changes to the Code of Conduct, or any waivers for our directors or executive officers, may be made only by our Boardif any, within four business days of Directors or oneany such event. As of our Board committees and will be promptly disclosed as required by law or stock exchange regulations. A copy of ourDecember 31, 2020, there have been no amendments to the Code of Business Conduct and Ethics may be found on our website atwww.safeholdinc.com and will be provided in print, without charge,we have not granted any waivers from any provision of the Code of Conduct to any stockholder who requests a copy.directors or executive officers.

We maintain a Disclosure Committee consisting of members of our executive management and senior staff of our manager. The purpose of the Disclosure Committee is to oversee our system of disclosure controls and assist and advise the CEO and CFO in making the required certifications in SEC reports. The Disclosure Committee brings together on a regular basis key representatives from our core business and employees involved in the preparation of our financial statements to discuss any issues or matters of which the members are aware that should be considered

be considered for disclosure in our public SEC filings, and review our draft periodic SEC reports prior to filing. The Disclosure Committee reports to our CEO and, as appropriate, to our Audit Committee. The Disclosure Committee meets quarterly and otherwise as needed. The Disclosure Committee has adopted a written charter to memorialize the Committee's purpose and procedures. A copy of the charter will be provided in print, without charge, to any shareholder who requests a copy.

Since our inception in 2017, we have dedicated ourselves to building a revolutionary new approach to real estate ownership. We apply the same rigor to our approach to environmental, social and governance issues and are focused on identifying the risks and opportunities related to ESG.ESG issues that are relevant to our business. Due to being externally managed and having no employees, as well as an absence of control over buildings and improvements located on our ground lease investments, our circumstances are somewhat unique. During 2020, we have undertaken initiatives to help us promote long-term stability and sustainability in our business. These include working with our manager's recently-formed ESG Advisory Council, including key members of senior management, to steer integrative ESG initiatives and promote positive ESG impact consistent with our long-term objectives. The Council is developing a plan to ensure Safehold: (1) understands ESG risks and opportunities that are material to our business and our stakeholders, (2) communicates effectively with external agencies and aggregators that evaluate ESG programs, (3) communicates our ESG priorities,

requirements and preferences to iStar, as our manager, and (4) is appropriately positioned to attract and retain ESG-conscious investor capital.

We understand an increasing number of investors and other stakeholders expect transparent information about how companies approach ESG issues. In 2020, we released an inaugural ESG report to provide an overview of the sustainability and ESG issues that we prioritize. This report reflectsmay be found on our values as a company: innovation, leadership, trust,

To protect our internal and our customers' data, we continued to pursue initiatives in 2020 to identify and, if necessary, remediate potential weaknesses in our information security; enhance our internal cyber awareness training programs; and improve access to key information for the purpose of promoting operational efficiencies in data management. Our recent cybersecurity initiatives include:

Data migration.    Our manager, on our behalf, migrated all company data and on-premise infrastructure to the cloud, allowing us to take advantage of cloud providers' security innovations

against malware and DDoS (distributed denial of service) attacks. Our manager's employees working from home are required to connect through a VPN (virtual private network).

Cyber training.    Our workforce participated in two mandatory cyber awareness trainings conducted by our manager using an independent third-party security training provider. After each training was complete, our manager performed monthly penetration and phishing tests to keep our workers sharp.

Communications plan.    We created a cyber breach communications plan using protocols from our cybersecurity consultants. The plan offers defined crisis guidelines for communicating a security breach to affected stakeholders, so we can answer questions and respond to concerns quickly, accurately and transparently.

Authorization.    Our manager uses Multiple Factor Authentication (MFA) for ensuring that only authorized individuals can access our network, as well as password protection and other protective measures.

Our manager is responsible for managing our cybersecurity program on our behalf. The Audit Committee of our Board of Directors has responsibility for oversight of our cybersecurity risk management programs. Management provides periodic reports to the Audit Committee, at regular Committee meetings throughout the year, on relevant cybersecurity issues. We have not experienced any cybersecurity or information security breaches and, accordingly, have not incurred any expenses due to information security breach penalties or settlements. We maintain cyber liability insurance coverage to protect against risks of cyber attacks and other information security breaches.