DEF 14A

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

SCHEDULE 14A

INFORMATION

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))

☒	Definitive Proxy Statement

☐	Definitive Additional Materials

☐	Soliciting Material under Rule 14a-12

FLYWIRE CORPORATION

(Name of Registrant as Specified in its Charter)

(Name of Person(s) Filing Proxy Statement, if Other Than the Registrant)

Payment of Filing Fee (Check the appropriate box):

☒	No fee required.

☐	Fee paid previously with preliminary materials.

☐	Fee computed on table in exhibit required by Item 25(b) per Exchange Act Rules 14a-6(i)(1) and 0-11.

Dear Stockholder:

April 23, 2026

You are cordially invited to attend the 2026 Annual Meeting of Stockholders of Flywire Corporation (Flywire) that will be held on Tuesday, June 2, 2026 at 9:30 a.m. EDT (the Annual Meeting). The Annual Meeting will be held virtually via live audio webcast on the internet at www.proxydocs.com/FLYW. Even though our Annual Meeting will be held virtually, stockholders will still have the ability to participate and vote their shares at the Annual Meeting if they wish.

Details regarding the Annual Meeting and the business to be conducted are described in the accompanying proxy materials. Also included is a copy of our annual report on Form 10-K for the year ended December 31, 2025 (the 2025 Annual Report). We encourage you to read this information carefully. Your vote is important. Whether or not you plan to attend the Annual Meeting, we hope you will vote as soon as possible. You may vote over the internet, by telephone or by mailing a proxy card, if you have requested one. Please review the instructions on the Notice of Internet Availability of Proxy Materials you received in the mail regarding each of these voting options.

Thank you for your ongoing support of Flywire.

Very truly yours,

Michael Massaro

Chief Executive Officer and Director

FLYWIRE CORPORATION

141 Tremont St., 10^th Floor

Boston, Massachusetts 02111

Notice of Annual Meeting

for 2026 Annual Meeting of

Stockholders

Time and Date:

Tuesday, June 2,

2026 at 9:30 a.m. EDT.

Place:

The Annual Meeting will be held via live webcast at www.proxydocs.com/FLYW. To participate, you will need the 16-digit control number provided on your proxy card or voting instruction form.

Record Date:

You are entitled to vote if you were a stockholder of record as of the close of business on Wednesday, April 8, 2026.

ITEMS OF BUSINESS



1				To elect the three directors named in the proxy statement accompanying this notice to serve as Class II directors until the annual meeting held in 2029 and until their successors are duly elected and qualified.

2				To ratify the appointment of PricewaterhouseCoopers LLP as Flywire Corporation’s independent registered public accounting firm for the year ending December 31, 2026.

3				To approve, on a non-binding, advisory basis, the compensation of Flywire Corporation’s named executive officers as described in this proxy statement.

To transact such other business as may properly come before the Annual Meeting or any adjournment thereof.

These items of business are more fully described in the proxy statement accompanying this notice.

ADJOURNMENTS AND POSTPONEMENTS

Any action on the items of business described above may be considered at the Annual Meeting at the time and on the date specified above or at any time and date to which the Annual Meeting may be properly adjourned or postponed.

VOTING

Your vote is very important. Whether or not you plan to attend the Annual Meeting, we encourage you to read the proxy statement and vote on the internet or by telephone or submit your proxy card, if you have requested one, as soon as possible. For specific instructions on how to vote your shares, please refer to the section entitled “Questions and Answers about Procedural Matters.”

A Notice of Internet Availability of Proxy Materials (Notice) has been mailed to stockholders of record on or about April 23, 2026. The Notice contains instructions on how to access our proxy statement for our 2026 Annual Meeting of Stockholders and our 2025 Annual Report (together, the proxy materials). The Notice also provides instructions on how to vote online, by telephone or by mail and includes instructions on how to receive a paper copy of proxy materials by mail. The proxy materials can be accessed directly at the following internet address: www.proxydocs.com/FLYW.

By order of the Board of Directors,

Michael Massaro

Chief Executive Officer and Director

This notice of annual meeting, proxy statement and accompanying form of proxy card are being made available on or about April 23, 2026.

Table of Contents



Questions and Answers about Procedural Matters			2

Annual Meeting			2

Stock Ownership			3

Quorum and Voting			3

Stockholder Proposals and Director Nominations			6

Additional Information about the Proxy Materials			7

Important Notice Regarding the Availability of Proxy Materials for the Stockholder Meeting to be Held on June 2, 2026			7

Proposal 1: Election of Directors			8

General			8

Nominees for Election as Class II Directors at the Annual Meeting			8

Required Vote and Recommendation of the Board of Directors for Proposal 1			9

Continuing Directors Not Standing for Election			10

Proposal 2: Ratification of the Appointment of Independent Registered Public Accounting Firm			13

General			13

Principal Accounting Fees and Services			13

Pre-Approval of Audit and Non-Audit Services			14

Proposal 3: Advisory Vote on Executive Compensation			15

Compensation Program And Philosophy			15

Compensation Discussion and Analysis			15

Required Vote and Recommendation of the Board of Directors for Proposal 3			15

Corporate Governance			16

Code of Conduct			16

Board Composition			17

Director Independence			17

Board Leadership Structure			17

Board Committees			18

Audit Committee			18

People & Compensation Committee			19

Nominating and Corporate Governance Committee			19

People & Compensation Committee Interlocks and Insider Participation			21



Compensation Risk			21

Meetings of the Board of Directors			21

Board Oversight of Risk			21

Director Compensation			22

Non-Employee Director Compensation			23

Stockholder Communications with the Board of Directors			23

Information About our Executive Officers			24

Executive Compensation			26

Compensation Discussion and Analysis			26

Executive Compensation Tables

Summary Compensation Table			38

Grants of Plan-Based Awards			39

Outstanding Equity Awards at Fiscal Year-End			40

Option Exercises and Stock Vested Table			41

Potential Payments upon Termination or Change in Control			42

Pay Versus Performance			45

Security Ownership of Certain Beneficial Owners and Management			50

Certain Relationships and Related Party Transactions			53

Audit Committee Report			54

Delinquent Section 16(a) Reports			55

Other Matters			56

FLYWIRE CORPORATION

141 Tremont St., 10^th Floor

Boston, Massachusetts 02111

PROXY STATEMENT

For 2026 Annual Meeting of Stockholders

This proxy statement is furnished in connection with the solicitation of proxies by our Board of Directors for use at the 2026 Annual Meeting of Stockholders (the Annual Meeting) to be held at 9:30 a.m. EDT on Tuesday, June 2, 2026, and any postponements or adjournments thereof. The Annual Meeting will be held virtually via a live audio webcast on the internet at www.proxydocs.com/FLYW. There will not be a physical meeting location available for in-person participation. We believe holding our Annual Meeting online will facilitate greater stockholder attendance while still providing comparable rights and opportunities to participate, including the ability to ask questions, as a stockholder would have if he, she or they were attending our Annual Meeting in person. Beginning on or about April 23, 2026, we mailed to our stockholders of record a Notice of Internet Availability of Proxy Materials (Notice) containing instructions on how to access our proxy materials. As used in this proxy statement, the terms “Flywire,” the “Company,” “we,” “us,” and “our” mean Flywire Corporation unless the context indicates otherwise. Unless otherwise noted or unless the context provides otherwise, all references in this proxy statement to our “common stock” refers to our voting common stock.

Flywire Corporation 1 2026 Proxy Statement

Questions and Answers about Procedural Matters

ANNUAL MEETING

Q:	WHY AM I RECEIVING THESE PROXY MATERIALS?

Our Board of Directors is providing these proxy materials to you in connection with the solicitation of proxies for use at the Annual Meeting to be held on Tuesday, June 2, 2026 at 9:30 a.m. EDT, and at any adjournment or postponement thereof, for the purpose of considering and acting upon the matters set forth herein. The Notice, this proxy statement and accompanying form of proxy card are being made available to you on or about April 23, 2026. This proxy statement includes information that we are required to provide to you under Securities and Exchange Commission (SEC) rules and that is designed to assist you in voting your shares.

Q:	WHAT IS INCLUDED IN THE PROXY MATERIALS?

A:	The proxy materials include:

•

This proxy statement for the Annual Meeting;

•

Our annual report on Form 10-K for the year ended December 31, 2025 (the 2025 Annual Report); and

•

The proxy card or a voting instruction form for the Annual Meeting, if you have requested that the proxy materials be mailed to you.

Q:	HOW CAN I GET ELECTRONIC ACCESS TO THE PROXY MATERIALS?

A:	The proxy materials are available at www.proxyvote.com and at https://ir.flywire.com. Our website address is included for reference only. The information contained on our website is not incorporated by reference into this proxy statement.

You can find directions on how to instruct us to send future proxy materials to you by email at www.proxyvote.com. Choosing to receive future proxy materials by email will save us the cost of printing and mailing documents to you and will reduce the impact of our annual meetings on the environment. If you choose to receive future proxy materials by email, you will receive an email message next year with instructions containing a link to those materials and a link to the proxy voting website. Your election to receive proxy materials by email will remain in effect until you terminate it.

Q:	WHAT INFORMATION IS CONTAINED IN THIS PROXY STATEMENT?

A:	The information in this proxy statement relates to the proposals to be voted on at the Annual Meeting, the voting process, the compensation of our directors and certain of our executive officers, corporate governance, and certain other required information.

Q:	WHERE IS THE ANNUAL MEETING?

A:	The Annual Meeting will be held virtually via live audio webcast on the internet at www.proxydocs.com/FLYW.

Q:	CAN I ATTEND THE ANNUAL MEETING?

A:	You are invited to attend the Annual Meeting if you were a stockholder of record or a beneficial owner as of Wednesday, April 8, 2026 (the Record Date). The Annual Meeting will begin promptly at 9:30 a.m. EDT on Tuesday, June 2, 2026.

Flywire Corporation 2 2026 Proxy Statement

STOCK OWNERSHIP

Q:	WHAT IS THE DIFFERENCE BETWEEN HOLDING SHARES AS A STOCKHOLDER OF RECORD AND AS A BENEFICIAL OWNER?

Stockholders of record—If your shares are registered directly in your name with our transfer agent, Computershare Inc. (Computershare), you are considered, with respect to those shares, the “stockholder of record,” and the Notice was provided to you directly by us. As the stockholder of record, you have the right to grant your voting proxy directly to the individuals listed on the proxy card or to vote at the Annual Meeting.

Beneficial owners—Many Flywire stockholders hold their shares through a broker, bank, trustee or other nominee, rather than directly in their own name. If your shares are held in a brokerage account or by a bank or another nominee (commonly referred to as being held in “street name”), you are considered the “beneficial owner” of such shares. The Notice was forwarded to you by your broker, trustee or nominee who is considered, with respect to those shares, the stockholder of record.

As the beneficial owner, you have the right to direct your broker, trustee or nominee on how to vote your shares. Beneficial owners are also invited to attend the Annual Meeting. However, since beneficial owners are not stockholders of record, you may not vote your shares at the Annual Meeting unless you follow your broker’s procedures for obtaining a legal proxy. If you request a printed copy of the proxy materials by mail, your broker or nominee will provide a voting instruction card for you to use.

QUORUM AND VOTING

Q:	HOW MANY SHARES MUST BE PRESENT OR REPRESENTED TO CONDUCT BUSINESS AT THE ANNUAL MEETING?

A quorum is the minimum number of shares required to be present at the Annual Meeting for the meeting to be properly held under our Bylaws and the General Corporation Law of the State of Delaware. The presence, in person or represented by proxy, of the holders of a majority of the voting power of the shares of stock issued and outstanding and entitled to vote at the meeting will constitute a quorum at the meeting.

A proxy submitted by a stockholder may indicate that the shares represented by the proxy are not being voted with respect to a particular matter.

Under the General Corporation Law of the State of Delaware, abstentions and broker “non-votes” are counted as present and entitled to vote and are, therefore, included for purposes of determining whether a quorum is present at the Annual Meeting.

A broker non-vote occurs when a nominee holding shares for a beneficial owner does not vote on a particular proposal because the nominee does not have discretionary voting power with respect to that item and has not received instructions from the beneficial owner.

Q:	WHO IS ENTITLED TO VOTE AT THE ANNUAL MEETING?

Holders of record of our common stock at the close of business on the Record Date are entitled to receive notice of and to vote their shares at the Annual Meeting. As of the Record Date, we had 121,465,195 shares of voting common stock outstanding. In deciding all matters at the Annual Meeting, each holder of shares of our voting common stock will be entitled to one vote for each share of voting common stock held as of the close of business on the Record Date. We do not have cumulative voting rights for the election of directors.

Q:	HOW CAN I VOTE MY SHARES AT THE ANNUAL MEETING?

Shares held in your name as the stockholder of record may be voted at the Annual Meeting. Shares held beneficially in street name may be voted in person at the Annual Meeting only if you obtain a legal proxy from the broker, trustee or other nominee that holds your shares giving you the right to vote the shares. Even if you plan to attend the Annual Meeting, we recommend that you also submit your proxy card, if you have requested one, or follow the voting directions described below, so that your vote will be counted if you later decide not to attend the Annual Meeting.

Flywire Corporation 3 2026 Proxy Statement

Q:	HOW CAN I VOTE MY SHARES WITHOUT ATTENDING THE ANNUAL MEETING?

A:	Stockholder of record—If you are a stockholder of record, there are three ways to vote without attending the Annual Meeting:


Via the Internet	By Telephone	By Mail
You may vote by proxy via the internet by following the instructions provided in the Notice or, if you requested printed copies of the proxy materials by mail, by following the instructions provided in the proxy card.	You may vote by proxy by telephone by following the instructions provided in the Notice or, if you requested printed copies of the proxy materials by mail, by calling the toll-free number found on the proxy card.	If you request printed copies of the proxy materials by mail, you will receive a proxy card and you may vote by proxy by filling out the proxy card and returning it in the envelope provided.

Beneficial owners—If you are a beneficial owner holding shares through a bank, broker or other nominee, please refer to your Notice or other information forwarded by your bank or broker to see which voting options are available to you.

Q:	WHAT HAPPENS IF I DO NOT GIVE SPECIFIC VOTING INSTRUCTIONS?

A:	Stockholder of record—If you are a stockholder of record and you:

•

Indicate when voting via the internet or by telephone that you wish to vote as recommended by our Board of Directors; or

•

Sign and return a proxy card without giving specific voting instructions, then the persons named as proxy holders will vote your shares in the manner recommended by our Board of Directors on all matters presented in this proxy statement and as the proxy holders may determine in their discretion with respect to any other matters properly presented for a vote at the Annual Meeting.

Beneficial owners—If you are a beneficial owner of shares held in street name and do not provide the organization that holds your shares with specific voting instructions then, under applicable rules, the organization that holds your shares may generally vote on “routine” matters but cannot vote on “non-routine” matters. However, several large brokers have recently eliminated the practice of discretionary voting of uninstructed shares, including on matters generally identified as “routine”. If the organization that holds your shares does not receive instructions from you on how to vote your shares on a non-routine matter, that organization will inform the inspector of election that it does not have the authority to vote on this matter with respect to your shares. This is generally referred to as a “broker non-vote.”

Q:	WHAT PROPOSALS WILL BE VOTED ON AT THE ANNUAL MEETING?

A:	The following chart sets forth the proposals scheduled for a vote at the Annual Meeting, our Board of Directors’ recommendation with respect to such proposals, the vote required for such proposals to be approved and whether broker discretionary voting is allowed on such proposal.


PROPOSAL		BOARD RECOMMENDATION	VOTE REQUIRED	BROKER DISCRETIONARY VOTING ALLOWED

1	Elect three directors to serve as Class II directors until the 2029 Annual Meeting of Stockholders	FOR	Plurality	No

2	Ratify the appointment of PricewaterhouseCoopers LLP as Flywire Corporation’s independent registered public accounting firm for the year ending December 31, 2026	FOR	Majority Voted	Yes

3	Approve, on a non-binding, advisory basis, the compensation of Flywire Corporation’s named executive officers	FOR	Majority Voted	No

Plurality—Directors will be elected by a plurality of the votes cast at the meeting. Consequently, the director nominees receiving the most votes of the holders of our common stock will be elected as directors. Only votes cast FOR a nominee will be counted. A properly executed proxy marked “WITHHOLD” and “broker non-votes” with respect to the election of one or more directors will not be voted with respect to the director or directors indicated.

Flywire Corporation 4 2026 Proxy Statement

Majority Voted—The proposal will be approved by the affirmative vote of the holders of a majority of the shares of common stock that are present in person or represented by proxy at the meeting and are voted FOR or AGAINST the matter. Abstentions and broker non-votes will not be counted as votes cast either FOR or AGAINST this proposal and will have no effect on the outcome of the proposal.

Broker Discretionary Voting—occurs when a broker does not receive voting instructions from the beneficial owner and votes those shares in its discretion on any proposal on which it is permitted to vote.

Even though your votes on Proposal 3 are advisory and therefore will not be binding on us, our Board of Directors or its People & Compensation Committee will review the voting results and take them into consideration when making future decisions regarding executive compensation of our named executive officers.

Q:	WHAT HAPPENS IF ADDITIONAL MATTERS ARE PRESENTED AT THE ANNUAL MEETING?

If any other matters are properly presented for consideration at the Annual Meeting, including, among other things, consideration of a motion to adjourn the Annual Meeting to another time or place (including, without limitation, for the purpose of soliciting additional proxies), the persons named in the proxy card and acting thereunder will have discretion to vote on those matters in accordance with their best judgment. We do not currently anticipate that any other matters will be raised at the Annual Meeting.

Q:	CAN I CHANGE OR REVOKE MY VOTE?

A:	Subject to any rules your broker, trustee or nominee may have, you may change your proxy instructions at any time before your proxy is voted at the Annual Meeting.

If you are a stockholder of record, you may change your vote by (1) filing with our Corporate Secretary, prior to your shares being voted at the Annual Meeting, a written notice of revocation or a duly executed proxy card, in either case dated later than the prior proxy card relating to the same shares, or (2) attending the Annual Meeting and voting in person (although attendance at the Annual Meeting will not, by itself, revoke a proxy). A stockholder of record that has voted via the internet or by telephone may also change his or her vote by later making a timely and valid internet or telephone vote.

If you are a beneficial owner of shares held in street name, you may change your vote (1) by submitting new voting instructions to your broker, trustee or other nominee, or (2) if you have obtained a legal proxy from the broker, trustee or other nominee that holds your shares giving you the right to vote the shares, by attending the Annual Meeting and voting in person (although attendance at the Annual Meeting will not, by itself, revoke a proxy).

Any written notice of revocation or subsequent proxy card must be received by our Corporate Secretary prior to the taking of the vote at the Annual Meeting. Such written notice of revocation or subsequent proxy card should be hand delivered to our Corporate Secretary or should be sent so as to be delivered to our principal executive offices (see below for address), Attention: Corporate Secretary.

Q:	WHO WILL BEAR THE COST OF SOLICITING VOTES FOR THE ANNUAL MEETING?

We will bear all expenses of this solicitation, including the cost of preparing and mailing these proxy materials. We may reimburse brokerage firms, custodians, nominees, fiduciaries and other persons representing beneficial owners of common stock for their reasonable expenses in forwarding solicitation material to such beneficial owners. Our directors, officers and employees may also solicit proxies in person or by other means of communication. Such directors, officers and employees will not be additionally compensated but may be reimbursed for reasonable out-of-pocket expenses in connection with such solicitation. We may engage the services of a professional proxy solicitation firm to aid in the solicitation of proxies from certain brokers, bank nominees and other institutional owners. Our costs for such services, if retained, will not be significant. If you choose to access the proxy materials and/or vote through the internet, you are responsible for any internet access charges you may incur.

Q:	IS MY VOTE CONFIDENTIAL?

Proxy instructions, ballots, and voting tabulations that identify individual stockholders are handled in a manner that protects your voting privacy. Your vote will not be disclosed either within Flywire or to third parties, except as necessary to meet applicable legal requirements, to allow for the tabulation of votes and certification of the vote, or to facilitate a successful proxy solicitation.

Flywire Corporation 5 2026 Proxy Statement

Q:	WHERE CAN I FIND THE VOTING RESULTS OF THE ANNUAL MEETING?

A:	We intend to announce preliminary voting results at the Annual Meeting and will publish final results in a current report on Form 8-K within four business days after the Annual Meeting.

STOCKHOLDER PROPOSALS AND DIRECTOR NOMINATIONS

Q:	WHAT IS THE DEADLINE TO PROPOSE ACTIONS FOR CONSIDERATION AT NEXT YEAR’S ANNUAL MEETING OF STOCKHOLDERS OR TO NOMINATE INDIVIDUALS TO SERVE AS DIRECTORS?

A:	You may submit proposals, including director nominations, for consideration at future stockholder meetings.

Requirements for stockholder proposals to be considered for inclusion in our proxy materials—Stockholders may present proper proposals for inclusion in our proxy statement and for consideration at our next annual meeting of stockholders by submitting their proposals in writing to our Corporate Secretary in a timely manner. In order to be included in the proxy statement for the 2027 annual meeting of stockholders, stockholder proposals must be received by our Corporate Secretary no later than December 24, 2026, and must otherwise comply with the requirements of Rule 14a-8 of the Securities Exchange Act of 1934, as amended (the Exchange Act).

Requirements for stockholder proposals to be brought before an annual meeting—In addition, our bylaws establish an advance notice procedure for stockholders who wish to present certain matters before an annual meeting of stockholders. In general, nominations for the election of directors may be made by our Board of Directors or any committee thereof or any stockholder, who is a stockholder of record on the date of the giving of such notice and on the record date for the determination of stockholders entitled to vote at such meeting, who is entitled to vote at such meeting and who has delivered written notice to our Corporate Secretary no later than the Notice Deadline (as defined below), which notice must contain specified information concerning the nominees and concerning the stockholder proposing such nominations.

Our bylaws also provide that the only business that may be conducted at an annual meeting is business that is (1) specified in the notice of meeting (or any supplement thereto) given by or at the direction of our Board of Directors, (2) otherwise properly brought before the meeting by or at the direction of our Board of Directors (or any committee thereto) or (3) properly brought before the meeting by a stockholder who has delivered written notice to our Corporate Secretary no later than the Notice Deadline (as defined below).

The “Notice Deadline” is defined as that date which is not less than 90 days nor more than 120 days prior to the one year anniversary of the previous year’s annual meeting of stockholders. As a result, the Notice Deadline for the 2027 annual meeting of stockholders is between February 2, 2027 and March 4, 2027. In addition to satisfying the foregoing requirements under our bylaws, to comply with the universal proxy rules, stockholders who intend to solicit proxies in support of director nominees other than our nominees must provide notice that sets forth the information required by Rule 14a-19 under the Exchange Act no later than April 3, 2027. If a stockholder who has notified us of his or her intention to present a proposal at an annual meeting does not appear to present his or her proposal at such meeting, we need not present the proposal for vote at such meeting.

Recommendation of director candidates—You may recommend candidates to our Board of Directors for consideration by our Nominating and Corporate Governance Committee by following the procedures set forth below in “Corporate Governance - Board Committees - Nominating and Corporate Governance Committee.”

Q:	HOW MAY I OBTAIN A COPY OF THE BYLAW PROVISIONS REGARDING STOCKHOLDER PROPOSALS AND DIRECTOR NOMINATIONS?

A copy of the full text of the bylaw provisions discussed above may be obtained from our website at www.flywire.com or by writing to our Corporate Secretary. In addition, this and other information about Flywire may be obtained at the website maintained by the SEC that contains reports, proxy and information statements, and other information regarding registrants that file electronically with the SEC. The address of the SEC’s website is www.sec.gov. All notices of proposals by stockholders, whether or not included in our proxy materials, should be sent to our principal executive offices (see below for address), Attention: Corporate Secretary.

Flywire Corporation 6 2026 Proxy Statement

ADDITIONAL INFORMATION ABOUT THE PROXY MATERIALS

Q:	WHY DID I RECEIVE A NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS ON THE INTERNET INSTEAD OF A FULL SET OF PROXY MATERIALS?

In accordance with SEC rules, we have elected to furnish our proxy materials, including this proxy statement and the 2025 Annual Report, to our stockholders primarily via the internet. Beginning on or about April 23, 2026, we mailed to our stockholders a “Notice of Internet Availability of Proxy Materials” that contains notice of the Annual Meeting and instructions on how to access our proxy materials on the internet, how to vote at the Annual Meeting, and how to request printed copies of the proxy materials. Stockholders may request to receive all future proxy materials in printed form by mail or electronically by e-mail by following the instructions contained at www.proxyvote.com. We encourage stockholders to take advantage of the availability of the proxy materials on the internet to help reduce the environmental impact of our annual meetings.

Q:	WHAT DOES IT MEAN IF MULTIPLE MEMBERS OF MY HOUSEHOLD ARE STOCKHOLDERS BUT WE ONLY RECEIVED ONE NOTICE OR FULL SET OF PROXY MATERIALS IN THE MAIL?

We have adopted a procedure called “householding,” which the SEC has approved. Under this procedure, we deliver a single copy of the Notice and, if applicable, the proxy materials to multiple stockholders who share the same address unless we received contrary instructions from one or more of the stockholders. This procedure reduces our printing costs, mailing costs, and fees. Stockholders who participate in householding will continue to be able to access and receive separate proxy cards. Upon written request, we will deliver promptly a separate copy of the Notice and, if applicable, the proxy materials to any stockholder at a shared address to which we delivered a single copy of any of these documents. To receive a separate copy of the Notice and, if applicable, the proxy materials, stockholders should send their requests to our principal executive offices (see below for address), Attention: Corporate Secretary. Stockholders who hold shares in street name (as described below) may contact their brokerage firm, bank, broker-dealer, or other similar organization to request information about householding.

Q:	WHAT IS THE MAILING ADDRESS FOR FLYWIRE’S PRINCIPAL EXECUTIVE OFFICES?

A:	Our principal executive offices are located at 141 Tremont St., 10th Floor, Boston, MA 02111. The telephone number at that location is (617) 329-4524.

Any written requests for additional information, copies of the proxy materials and 2025 Annual Report, notices of stockholder proposals, recommendations for candidates to our Board of Directors, communications to our Board of Directors or any other communications should be sent to the address above.

IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR THE

STOCKHOLDER MEETING TO BE HELD ON JUNE 2, 2026.

The proxy statement and the 2025 Annual Report are available on-line at www.proxyvote.com.

Flywire Corporation 7 2026 Proxy Statement

PROPOSAL ONE

Election of Directors

GENERAL

Our Board of Directors may establish the authorized number of directors from time to time by resolution. Our Board of Directors is currently comprised of nine members who are divided into three classes with staggered three-year terms. A director serves in office until his or her respective successor is duly elected and qualified or until his or her earlier death, resignation or removal. This classification of the Board of Directors into three classes with staggered three-year terms may have the effect of delaying or preventing changes in our control or management. Your proxy cannot be voted for a greater number of persons than the number of nominees named in this proxy statement.

NOMINEES FOR ELECTION AS CLASS II DIRECTORS AT THE ANNUAL MEETING

This year’s nominees for election to the Board of Directors as our Class II directors to serve for a term of three years expiring at the 2029 annual meeting of stockholders, or until their successors have been duly elected and qualified or until their earlier death, resignation or removal, are provided below. All of the nominees listed below are currently directors of the Company. The age of each director as of the Record Date is set forth below. Each of the nominees has agreed to serve as a director if elected, and we have no reason to believe that any nominee will be unable to serve if elected.


NAME	AGE	DIRECTOR SINCE

Alex Finkelstein	50	2011

Matthew Harris	53	2015

Gretchen Howard	52	2023

The following is additional information about each of the nominees as of the date of this proxy statement, including their business experience, public company director positions held currently or at any time during the last five years, involvement in certain legal or administrative proceedings, if applicable, and the experiences, qualifications, attributes or skills that caused our Nominating and Corporate Governance Committee and our Board of Directors to determine that the nominees should serve as one of our directors.

LOGO

Alex

Finkelstein

Age: 50 | Director since: 2011

Mr. Finkelstein has served as a member of our Board of Directors since 2011. Mr. Finkelstein has served as a General Partner at Spark Capital, a venture capital firm, since 2005. Mr. Finkelstein began his career at Cambridge Associates before joining two early-stage venture capital firms. After a few years, he took a break from the venture capital industry to write and sell a number of original television shows to networks including FOX, Discovery, and E!. Mr. Finkelstein later returned to the venture capital industry and joined Spark at its inception. Mr. Finkelstein earned his Bachelor of Arts in Political Science from Middlebury College.

We believe Mr. Finkelstein is qualified to serve on our Board of Directors because of his extensive business experience with technology companies, including experience in the formation, development and business strategy of multiple companies.

Flywire Corporation 8 2026 Proxy Statement


Matthew Harris		Age: 53 \| Director since: 2015 Mr. Harris has served as a member of our Board of Directors since January 2015. Mr. Harris joined Bain Capital Ventures in September 2012 to lead the New York City office, where he currently serves as a Partner. Mr. Harris focuses on business services companies, with a particular interest in financial services. Mr. Harris served as a member of the board of directors of AvidXchange Holdings, Inc., a provider of accounts payable automation software and payment solutions for middle market businesses and their suppliers, from July 2015 to March 2024. Mr. Harris has also served as a member of the board of directors of BTRS Holdings Inc. (f/k/a Factor Systems, Inc. (dba Billtrust)), a provider of cloud-based software and integrated payment processing solutions, until December 2022. Prior to joining Bain Capital Ventures, Mr. Harris founded Village Ventures, Inc., an early-stage venture capital firm focused on the media and financial services sectors, and served as Managing Director from January 2000 to September 2012. Mr. Harris holds a Bachelor of Arts degree from Williams College.
Matthew Harris		We believe Mr. Harris is qualified to serve on our Board of Directors because of his extensive business experience with technology companies, including experience in the formation, development and business strategy of multiple companies in the payments sector.

Gretchen Howard		Age: 52 \| Director since: 2023 Ms. Howard has served as a member of our Board of Directors since September 2023. Ms. Howard served as the former Chief Operating Officer of Robinhood Markets, Inc. from January 2019 until January 2024, where among other operational functions, she oversaw brokerage, cash compliance and operations, human resources and recruiting, customer trust and safety, as well as customer support and business strategy. Prior to her leadership role at Robinhood, Ms. Howard was a Partner with CapitalG, Alphabet Inc.’s growth equity fund from 2014 to 2019. Prior to her time at CapitalG, Ms. Howard held various positions at Google and Fidelity Investments. Ms. Howard is on the Board of Directors of AllTrails, a mobile app connecting people to the outdoors, and Thumbtack, Inc., a home services website/app. She is also a member of the Board of Trustees at Williams College and a former board member of the YMCA of San Francisco. She holds a B.A. from Williams College and an M.B.A. from Harvard Business School.
Gretchen Howard		We believe Ms. Howard is qualified to serve on our Board of Directors because of her extensive operational experience with technology companies, including experience in the formation, development and business strategy of multiple companies in the payments sector.

REQUIRED VOTE AND RECOMMENDATION OF THE BOARD OF DIRECTORS FOR PROPOSAL 1

The affirmative vote of a plurality of the votes cast at the Annual Meeting is required for the election of our Class II directors. The three nominees receiving the most “FOR” votes among votes properly cast in person or by proxy will be elected to the Board of Directors as Class II directors. You may vote “FOR” or “WITHHOLD” on each of the nominees for election as director. Shares represented by signed proxy cards will be voted on Proposal 1 “FOR” the election of Alex Finkelstein, Matthew Harris and Gretchen Howard to the Board of Directors at the Annual Meeting, unless otherwise marked on the card. A broker non-vote or a properly executed proxy marked “WITHHOLD” with respect to the election of a Class II director will not be voted with respect to such director, although it will be counted for purposes of determining whether there is a quorum.

Our Board of Directors unanimously recommends a vote “FOR” each of the Class II nominees named above.

Flywire Corporation 9 2026 Proxy Statement

CONTINUING DIRECTORS NOT STANDING FOR ELECTION

Certain information about those directors whose terms do not expire at the Annual Meeting is furnished below, including their business experience, public company director positions held currently or at any time during the last five years, involvement in certain legal or administrative proceedings, if applicable, and the experiences, qualifications, attributes or skills that caused our Nominating and Corporate Governance committee and our Board of Directors to determine that the directors should serve as one of our directors. The age of each director as of the Record Date is set forth below.

Incumbent Class III Directors Whose Term Expires in 2027

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Phillip

Riese

Age: 76 | Director since: 2013

Mr. Riese has served as a member and Chair of our Board of Directors since August 2013. In November 1998, Mr. Riese established Riese & Others, offering his personal services as a board member and advisor with a focus on global emerging and disruptive companies primarily in financial services. He frequently invests in those companies alongside a variety of venture capital and private equity firms. Prior to forming Riese & Others, Mr. Riese spent 18 years at American Express, ultimately serving as the president of the Consumer Card Group and chairman of American Express Centurion Bank. Before joining American Express, Mr. Riese was a division executive at Chase Manhattan Bank, after being a partner at M.C. Geffen and Associates, a consulting firm in South Africa. Mr. Riese serves as a board member for a number of public and private companies, including Remitly, Betterment LLC and Cross River Bank. Mr. Riese holds a Bachelor’s degree in Commerce from Leeds University in England, a M.B.A. from the University of Cape Town in South Africa and a Master of Science degree from Massachusetts Institute of Technology’s Sloan School of Management.

We believe Mr. Riese is qualified to serve on our Board of Directors because of his extensive experience in the payments industry and his senior management experience.

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Edwin

Santos

Age: 66 | Director since: 2021

Mr. Santos has served as a member of our Board of Directors since April 2021. Mr. Santos has had a distinguished career in banking, with experience in risk management, corporate governance, management advisory services, acquisitions, and reengineering efforts. He served for many years in various positions of significant responsibility with FleetBoston Financial Group, and more recently served as Group Executive Vice President and General Auditor for Citizens Financial Group prior to his retirement in 2009. Mr. Santos currently serves as a member of the boards of directors of the Providence Mutual Fire Insurance Company and Washington Trust Bancorp Inc. He is also the former President of the Board of Trustees of Rocky Hill School, and a member of the Bryant University Board of Trustees. Mr. Santos holds a Bachelor’s degree in Business Administration and Accounting from Bryant University.

We believe Mr. Santos is qualified to serve on our Board of Directors because of his professional competency and broad experience in the financial services industry.

Flywire Corporation 10 2026 Proxy Statement

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Carleigh

Jaques

Age: 58 | Director since: 2024

Ms. Jaques has served as a member of our Board of Directors since November 2024. Ms. Jaques previously led multiple strategic and operational teams at Visa, Inc., where she was most recently the SVP, Global Head of Risk & Identity Solutions. In this role, she accelerated the growth of Visa’s global fraud detection business, which supports financial institutions and merchants with capabilities to make real-time decisions and authenticate account holders across Visa. Prior to that, Ms. Jaques was SVP and Global Head of Acceptance Solutions at Visa, where she led the transformation of the company’s merchant and acquirer capabilities including Tap to Phone, urban mobility and merchant digital solutions. In her prior role as SVP and GM of Visa’s Cybersource business, Ms. Jaques led one of the world’s largest digital gateways, including its international expansion, sales model transformation and entry into new markets, such as face to face acceptance. Prior to joining Visa, Ms. Jaques was a technology investment banker. Ms. Jaques holds a B.A. from the University of Michigan and an MBA from The Wharton School at the University of Pennsylvania.

We believe Ms. Jaques is qualified to serve on our Board of Directors because of her broad experience in risk management and the payments and financial services industries.

Incumbent Class I Directors Whose Term Expires in 2028

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Christine

Katziff

Age: 61 | Director since: 2026

Ms. Katziff has served as a member of our Board of Directors since March 2026. Ms. Katziff has had a distinguished career in banking, with experience in risk, cybersecurity, capital planning, business transformation and compliance. In March 2026, Ms. Katziff retired from Bank of America following a 38 year career in which she most recently served as Chief Audit Executive, leading a global team of professionals across audit and credit review. She reported directly to the Chief Executive Officer and Audit Committee of the Board, overseeing activities that assessed risk, cybersecurity, capital planning, business transformation, and compliance across one of the world’s largest financial institutions. Ms. Katziff currently serves as Chair of the Board of Directors of Novant Health, a Southeast regional healthcare system, and chairs the Finance and Facilities Committee of the Board of Trustees at Bryant University. Her advocacy for wellness, mental health, and higher education has spanned Board service at UNC Charlotte, Central Piedmont Community College, and the American Heart Association’s national Go Red for Women Leadership Council. Ms. Katziff holds a Bachelor’s degree in Business Administration from Bryant University and a Masters in Business Administration from the University of Hartford.

We believe Ms. Katziff is qualified to serve on our Board of Directors because of her professional competency and broad experience in risk management and the financial services industry.

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Michael

Massaro

Age: 47 | Director since: 2013

Mr. Massaro has served as our Chief Executive Officer and a member of our Board of Directors since December 2013. Prior to being appointed as our Chief Executive Officer, Mr. Massaro served as our Vice President, Sales and Business Development from March 2012 to December 2013. Mr. Massaro has over 20 years of background in global payments, mobile software and hardware, and e-billing at high growth technology companies, including edocs, Inc. (later acquired by Siebel Systems) and Carrier IQ. Mr. Massaro began his career as part of the technical risk services practice at PricewaterhouseCoopers LLP. He earned his Bachelor of Science degree in Management Information Systems from Babson College.

Mr. Massaro’s extensive knowledge of our business, as well as his years of experience in the payments industry, including executive leadership in several companies, contributed to our conclusion that he should serve as a member of our Board of Directors.

Flywire Corporation 11 2026 Proxy Statement

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Diane

Offereins

Age: 68 | Director since: 2023

Ms. Offereins has served as a member of our Board of Directors since January 2023. Ms. Offereins served as the former Executive Vice President and President, Payment Services at Discover Financial Services, where she was responsible for the growth of the Discover Global Network, consisting of three payment networks—Discover Network, Diners Club International and PULSE from 2009 until her retirement in June 2023. Ms. Offereins previously held several positions within Discover, including Executive Vice President, Payment Services and Executive Vice President and Chief Information Officer. Prior to Discover, Ms. Offereins held leadership positions at Bank of America and SouthEast Bank. Ms. Offereins is on the Board of Directors of Brighthouse Financial, Inc., where she chairs the Compensation and Human Capital Committee and serves on the Finance and Risk and Nominating and Corporate Governance Committees. She earned her B.B.A. in Accounting from Loyola University of New Orleans.

We believe Ms. Offereins is qualified to serve on our Board of Directors because of her extensive background in payments, financial services and cybersecurity.

There are no family relationships among any of our directors or executive officers. See “Corporate Governance” below for additional information regarding our Board of Directors.

OUR SKILLS, EXPERIENCE AND ATTRIBUTES

Director and Director Nominee Skills and Experience

Our Board of Directors brings and, we believe, our director nominees will bring, broad and deep experience to matters effecting Flywire, and each individual director and director nominee offers a range of complementary skills that enhance the ability of the Board of Directors to exercise its oversight responsibilities on behalf of our stockholders. To better understand the composition and strengths of our Board of Directors, the following table represents certain of the skills and areas of expertise that we believe are most critical to the strategy and future success of Flywire:

Alex
Finkelstein

Matthew
Harris

Gretchen
Howard

Carleigh
Jaques

Christine
Katziff

Michael
Massaro

Diane
Offereins

Phillip
Riese

Edwin
Santos

Senior Operating Leadership

✓

Finance and Accounting

✓

Financial Services or FinTech Industry Experience

✓

Business Development, Strategy and M&A

✓

Cybersecurity and Information Security Risk Management

✓

Governance

✓

Flywire Corporation 12 2026 Proxy Statement

PROPOSAL TWO:

Ratification of the Appointment of Independent Registered Public Accounting Firm

GENERAL

Our Audit Committee has appointed the firm of PricewaterhouseCoopers LLP, independent registered public accountants, to audit our financial statements for the year ending December 31, 2026. PricewaterhouseCoopers LLP has audited our financial statements since the fiscal year ended December 31, 2019.

Notwithstanding its selection and even if our stockholders ratify the selection, our Audit Committee, in its discretion, may appoint another independent registered public accounting firm at any time during the year if the Audit Committee believes that such a change would be in the best interests of Flywire and its stockholders. At the Annual Meeting, the stockholders are being asked to ratify the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firm for the year ending December 31, 2026. Our Audit Committee is submitting the selection of PricewaterhouseCoopers LLP to our stockholders because we value our stockholders’ views on our independent registered public accounting firm and as a matter of good corporate governance. Representatives of PricewaterhouseCoopers LLP are expected to be present at the Annual Meeting and they will have an opportunity to make statements and will be available to respond to appropriate questions from stockholders.

PRINCIPAL ACCOUNTING FEES AND SERVICES

The following table sets forth all fees paid or accrued by us for professional audit services and other services rendered by PricewaterhouseCoopers LLP during the years ended December 31, 2025 and 2024:


	2025 ($)		2024 ($)

Audit Fees⁽¹⁾		3,760,823		3,269,960

Audit-Related Fees⁽²⁾		—		—

Tax Fees⁽³⁾		554,500		915,000

All Other Fees⁽⁴⁾		2,125		2,125

Total Fees		4,317,448		4,187,085

(1)

Consists of fees billed for professional services rendered in connection with the annual audit of our consolidated financial statements and internal controls over financial reporting, including audited financial statements presented in the 2025 Annual Report, reviews of our interim unaudited consolidated financial statements included in our quarterly reports, and issuances of consents and services normally provided in connection with regulatory filings.

(2)

Consists of fees billed for assurance services that are reasonably related to the performance of the audit or review of our consolidated financial statements and are not reported under “Audit Fees”. For the years ended December 31, 2025 and December 31, 2024, there were no audit-related fees incurred for professional services.

(3)	Consists of fees billed for professional services for tax compliance, tax advice and tax planning. For both the years ended December 31, 2025 and December 31, 2024, these services included assistance regarding federal, state and international tax compliance.

(4)	Consists of fees for permitted products and services other than those that meet the criteria above.

Flywire Corporation 13 2026 Proxy Statement

PRE-APPROVAL OF AUDIT AND NON-AUDIT SERVICES

Consistent with requirements of the SEC and the Public Company Accounting Oversight Board regarding auditor independence, our Audit Committee is responsible for the appointment, compensation and oversight of the work of our independent registered public accounting firm. In recognition of this responsibility, our Audit Committee (or the Chair of the Audit Committee if such approval is needed on a time urgent basis) generally pre-approves of all audit and permissible non-audit services provided by the independent registered public accounting firm. These services may include audit services, audit-related services, tax services and other services.

REQUIRED VOTE AND RECOMMENDATION OF THE BOARD OF DIRECTORS FOR PROPOSAL 2

If this proposal does not receive a “FOR” vote from the holders of a majority of the shares of common stock present in person or represented by proxy at the Annual Meeting and voted “FOR” or “AGAINST” the proposal, the Audit Committee would reconsider the appointment. Abstentions and broker non-votes will have no effect on this matter

Our Board of Directors unanimously recommends a vote “FOR” ratification of the appointment of PricewaterhouseCoopers LLP as our independent registered public accounting firm for the year ending December 31, 2026.

Flywire Corporation 14 2026 Proxy Statement

PROPOSAL THREE:

Advisory Vote On Executive Compensation

In accordance with Section 14A of the Exchange Act and as a matter of good corporate governance, our Board of Directors is providing the stockholders with the opportunity to vote to approve, on a non-binding, advisory basis, the compensation of our named executive officers as described in the section below entitled “Executive Officer Compensation” and accompanying compensation tables, and as discussed in the related narrative disclosure below. This advisory vote is commonly referred to as a “say-on-pay” vote. Stockholders may express their views on the design and effectiveness of our executive compensation program by abstaining or voting “For” or “Against” approval, on a non-binding, advisory basis, of the compensation of our named executive officers. This vote is not intended to address any specific element of compensation, but rather the overall compensation of the named executive officers.

COMPENSATION PROGRAM AND PHILOSOPHY

Our executive compensation philosophy and programs are designed to be market-competitive, enabling Flywire to attract and retain top talent in a highly-competitive global technology market. We believe that our executive compensation programs foster a performance-oriented culture that aligns our executives’ interests with those of our stockholders over the long term. We believe that the compensation of our executives is both appropriate for and responsive to the goal of improving stockholder value. Specifically, our total executive compensation is heavily weighted toward equity incentive compensation.

COMPENSATION DISCUSSION AND ANALYSIS

Stockholders are urged to read the “Compensation Discussion and Analysis” section of this Proxy Statement and the tables and narrative discussion that follow for detail about our executive compensation programs, including information about the fiscal year 2025 compensation of our named executive officers.

REQUIRED VOTE AND RECOMMENDATION OF THE BOARD OF DIRECTORS FOR PROPOSAL 3

A “FOR” vote from the holders of a majority of the shares of common stock present in person or represented by proxy at the Annual Meeting and voted “FOR” or “AGAINST” the proposal is required to approve, on a non-binding, advisory basis, the compensation of our named executive officers. Abstentions and broker non-votes will not be counted “For” or “Against” this proposal and will have no effect on this proposal.

Because say-on-pay votes are advisory and non-binding, voting results cannot overrule any decisions made by the Board of Directors or People & Compensation Committee. However, our People & Compensation Committee will take into account the outcome of the vote when considering future compensation arrangements for our named executive officers. During 2025, Flywire conducted targeted stockholder outreach as part of the People & Compensation Committee’s ongoing commitment to strong governance and responsiveness to stockholder feedback regarding executive compensation practices.

The Board of Directors unanimously recommends a vote “FOR” approval, on a non-binding, advisory basis, of the compensation of our named executive officers.

Flywire Corporation 15 2026 Proxy Statement

Corporate Governance

CODE OF CONDUCT

Our Board of Directors adopted a code of business conduct that applies to each of our directors, officers and employees. The full text of our code of business conduct is posted on the investor relations section of our website at https://ir.flywire.com. Any waiver of the code of business conduct for an executive officer or director may be granted only by our Board of Directors or a committee thereof and must be timely disclosed as required by applicable law. We have implemented whistleblower procedures that establish formal protocols for receiving and handling complaints from employees. Any concerns regarding accounting or auditing matters reported under these procedures will be communicated promptly to the Audit Committee.

GLOBAL IMPACT AT FLYWIRE

In December 2022, we released our inaugural ESG report, a comprehensive summary of how we integrate social impact initiatives into our business strategy, and further updated the report in 2025 (our Impact Report). The Impact Report provides baseline metrics as well as a detailed overview of the core tenets of our ESG program, which are shaped by many defining principles – from social impact and community engagement, to governance and oversight, and much more. Our Impact Report is based on global best practices, and aligns with metrics set forth by the Sustainability Accounting Standards Board standards as well as the Global Reporting Initiative standards.

Our latest Impact Report details our investments across several disciplines, including:

•

Driving financial inclusion through affordability and accessibility: Our payments technology and software enables our clients’ payers to set up payment plans, helping to make high-value transactions like medical bills and education expenses more accessible and affordable. For example, our work with educational institutions in the U.S. has helped collect more than $320.0 million in past-due tuition, a critical effort that helped keep more than 161,000 at-risk students enrolled.

•

Global collaboration and belonging: Our employees, who we call FlyMates, represent over 60 nationalities and over 35 spoken languages. Multiple Employee Resource Groups (ERGs) – open to all FlyMates – are devoted to promoting FlyMate collaboration and belonging. Through our ERGs and other supporting programs, we are able to better serve our varied, global community of FlyMates where they live and work, and to deliver rich, compelling and meaningful experiences that engage and care for FlyMates. In addition, our “FlyBrid” model empowers FlyMates to adopt flexible working arrangements between remote and in-office work environments and provides tools and capabilities for remote collaboration.

•

Career development and training: In 2025, FlyMates spent more than 4,500 hours on company-sponsored career development and training programs. These initiatives are available to all FlyMates, including part-time and contract employees. We continue to enhance our career development and skills training policies by offering new programs focused on enriching FlyMates’ careers and growing them both personally and professionally.

•

Social impact and community engagement: A cornerstone of our social impact and community engagement efforts is responding to local community needs during times of crisis and offering volunteering and other resources to communities where FlyMates live and work. We recently established a company-match donation program to foster purposeful philanthropy to non-profit organizations around the world. We also provide paid volunteer time off – “FlyBetter Days” – to positively contribute to the community, enhance work culture and retain talented people.

•

Data privacy, security and compliance: Our dedicated compliance and risk management function, overseen by our Chief Compliance Officer and risk team with Audit Committee and Board-level oversight, has been built over more than a decade, providing payers and clients with confidence in our solutions.

•

Governance and ethics: We are committed to ethical and compliant business practices and good corporate governance for the long-term success of Flywire and our stockholders. We have a Code of Conduct that is actively enforced and mandatory training across a spectrum of important topics, including anti-money laundering, anti-corruption, financial controls, confidentiality, sexual harassment and discrimination, and information security best practices.

Flywire Corporation 16 2026 Proxy Statement

•

Environmental impact: Flywire conducts an annual greenhouse gas emissions audit, over our own operations and our most significant value-chain emissions with a vision to reduce our carbon-intensive activities and improve overall energy efficiencies. Since 2020, Flywire has also supported Tomorrow’s Air (permanent carbon-removal collective) and the Adventure Travel Conservation Fund, converting financial support into measurable climate and biodiversity gains on four continents.

BOARD COMPOSITION

Our business affairs are managed under the direction of our Board of Directors, which is currently composed of nine members. All of our directors, other than Mr. Massaro, are independent within the meaning of the listing rules of The Nasdaq Stock Market (Nasdaq). Our Board of Directors is divided into three classes with staggered three-year terms. At each annual meeting of stockholders, the successors to directors whose terms then expire will be elected to serve from the time of election and qualification until the third annual meeting following election.

Directors in a particular class will be elected for three-year terms at the annual meeting of stockholders in the year in which their terms expire. As a result, only one class of directors will be elected at each annual meeting of our stockholders, with the other classes continuing for the remainder of their respective three-year terms. Each director’s term continues until the election and qualification of his or her successor, or the earlier of his or her death, resignation or removal. The classification of our Board of Directors may have the effect of delaying or preventing changes in our control or management.

In determining the composition of our Board, our Board of Directors and Nominating and Corporate Governance Committee are committed to ensuring that our directors maintain effective and independent oversight of our business and can competently represent the interests of our stockholders.

DIRECTOR INDEPENDENCE

Our common stock is listed on the Nasdaq Global Select Market. The listing rules of this stock exchange generally require that a majority of the members of a listed company’s Board of Directors be independent. In addition, the rules of Nasdaq require that, subject to specified exceptions, each member of a listed company’s audit, compensation, and nominating and corporate governance committees be independent. The Nasdaq director independence definition includes a series of objective tests, such as that the director is not also one of our employees and has not engaged in various types of business dealings with us. In addition, as further required by Nasdaq rules, our Board of Directors has made a subjective determination as to each non-employee director that no relationships exist (either directly or as a partner, stockholder, officer or affiliate of a stockholder or other organization that has a relationship with us) which, in the opinion of our Board of Directors, would interfere with the exercise of independent judgment in carrying out the responsibilities of a director. In making these determinations, our directors reviewed and discussed information provided by the directors and us with regard to each director’s background, employment, affiliations, including family relationships, and business and personal activities as they may relate to us and our management. In addition, our Board of Directors also considers each director’s beneficial ownership of our common stock in its independence analysis, as set forth under “Security Ownership of Certain Beneficial Owners and Management.” Our Board of Directors believes that stock ownership by directors is positive in that it tends to further align a director’s interests with those of our other stockholders. Please see “Stock Ownership Requirements” for additional information.

The independent members of our Board of Directors meet in executive session, without Mr. Massaro or other members of management present, during regularly scheduled meetings.

BOARD LEADERSHIP STRUCTURE

Our Board of Directors is currently led by its Chair, Phillip Riese. Our Board of Directors recognizes that it is important to determine an optimal board leadership structure to ensure the independent oversight of management as we continue to grow. We separate the roles of Chief Executive Officer and Chair of the Board of Directors in recognition of the differences between the two roles. The Chief Executive Officer is responsible for setting our strategic direction and our day-to-day leadership and performance, while the Chair of the Board of Directors presides over meetings of the full Board of Directors. We believe that this separation of responsibilities provides a balanced approach to managing the Board of Directors and overseeing our operations.

Our Board of Directors has concluded that our current leadership structure is appropriate at this time. However, our Board of Directors will continue to periodically review our leadership structure and may make such changes in the future as it deems appropriate.

Flywire Corporation 17 2026 Proxy Statement

BOARD COMMITTEES

Our Board of Directors has established an Audit Committee, a People & Compensation Committee and a Nominating and Corporate Governance Committee. The composition of these committees meets the criteria for independence under, and the functioning of these committees comply with, the applicable requirements of the Sarbanes-Oxley Act of 2002, the current rules of Nasdaq and SEC rules and regulations. We intend to comply with future requirements as they become applicable to us. Each committee has the composition and responsibilities described below.

AUDIT COMMITTEE

During the year ended December 31, 2025, our Audit Committee held four formal meetings. The current members of our Audit Committee are Edwin Santos, Alex Finkelstein, Carleigh Jaques, Christine Katziff and Phillip Riese, each of whom is a non-employee member of the Board of Directors. Ms. Katziff joined the Audit Committee upon her appointment to our Board of Directors on March 25, 2026. Mr. Santos serves as the Chair of the Audit Committee.

Our Audit Committee’s main function is to oversee our accounting and financial reporting processes, our internal audit function, internal systems of control, independent registered public accounting firm relationships and the audits of our financial statements. The full text of the Audit Committee’s amended and restated charter is posted on the corporate governance section of our website at https://ir.flywire.com/corporate-governance/governance-overview. Pursuant to the Audit Committee charter, the functions of the Audit Committee include, among other things:

•

appointing, approving the compensation of, and assessing the independence of our registered public accounting firm;

•

overseeing the work of our registered public accounting firm, including through the receipt and consideration of reports from such firm;

•

reviewing and discussing with management and the registered public accounting firm our annual and quarterly financial statements and related disclosures;

•

monitoring our internal control over financial reporting and our disclosure controls and procedures;

•

overseeing the internal audit function, including the annual internal audit plan, internal audit charter and the responsibilities, budget and staffing of our internal audit function;

•

meeting independently with our registered public accounting firm and management;

•

preparing the Audit Committee report required by SEC rules;

•

reviewing and approving or ratifying any related person transactions; and

•

overseeing our risk assessment and risk management policies, including among other matters, financial, compliance and cybersecurity.

Audit Committee members must also satisfy the independence criteria set forth in Rule 10A-3 under the Exchange Act. In order to be considered independent for purposes of Rule 10A-3, a member of an audit committee of a listed company may not, other than in his or her capacity as a member of the audit committee, the Board of Directors, or any other board committee: (i) accept, directly or indirectly, any consulting, advisory, or other compensatory fee from the listed company or any of its subsidiaries; or (ii) be an affiliated person of the listed company or any of its subsidiaries. Each of Messrs. Santos, Finkelstein and Riese and Mss. Jaques and Katziff qualify as an independent director pursuant to Rule 10A-3.

All members of our Audit Committee meet the requirements for financial literacy under the applicable rules and regulations of the SEC and Nasdaq. Our Board of Directors has determined that Mr. Santos is an “audit committee financial expert” as defined by applicable SEC rules and has the requisite financial sophistication as defined under the applicable Nasdaq rules and regulations. The designation does not impose on Mr. Santos any duties, obligations or liability that are greater than are generally imposed on him as a member of our Audit Committee and our Board of Directors, and his designation as an audit committee financial expert pursuant to this SEC requirement does not affect the duties, obligations or liability of any other member of our Audit Committee or Board of Directors.

Flywire Corporation 18 2026 Proxy Statement

PEOPLE & COMPENSATION COMMITTEE

During the year ended December 31, 2025, our People & Compensation Committee had a number of ad hoc discussions with its compensation consultant and management, held five formal meetings and acted by written consent five times. The current members of our People & Compensation Committee are Diane Offereins, Matthew Harris and Gretchen Howard. Ms. Offereins serves as the Chair of our People & Compensation Committee.

Our People & Compensation Committee’s main function is to review and recommend policies relating to compensation and benefits of our officers, directors and employees. The full text of our People & Compensation Committee’s amended and restated charter is posted on the corporate governance section of our website at https://ir.flywire.com/corporate-governance/governance-overview. Pursuant to our People & Compensation Committee charter, the functions of this committee include:

•

evaluating the performance of our Chief Executive Officer and determining the Chief Executive Officer’s salary and contingent compensation based on his or her performance and other relevant criteria;

•

identifying the corporate and individual objectives governing the Chief Executive Officer’s compensation;

•

in consultation with the Chief Executive Officer, determining the compensation of our other officers;

•

making recommendations to our Board of Directors with respect to director compensation;

•

reviewing and approving the terms of material agreements with our executive officers;

•

overseeing our equity incentive plans and employee benefit plans;

•

reviewing and approving policies and procedures relating to the perquisites and expense accounts of our executive officers;

•

administering the Company’s Policy for the Recovery of Erroneously Awarded Compensation and Executive Officer and Director Stock Ownership Guidelines;

•

overseeing our strategies and policies related to other organization and people matters, including people management practices;

•

if and as applicable, furnishing the annual People & Compensation Committee report required by SEC rules; and

•

conducting a review of executive officer succession planning, as necessary, reporting its findings and recommendations to our Board of Directors, and working with the Board of Directors in evaluating potential successors to executive officer positions.

Our Board of Directors has determined that each of Mr. Harris, Ms. Howard and Ms. Offereins is independent under the applicable rules and regulations of Nasdaq, and is a “non-employee director” as defined in Rule 16b-3 promulgated under the Exchange Act.

Our Chief Executive Officer, President and Chief Operating Officer, Chief Financial Officer and Chief People Officer assist our People & Compensation Committee in carrying out its functions, although they do not participate in deliberations or decisions with respect to their own compensation. During the second half of 2022, our People & Compensation Committee engaged ClearBridge Compensation Group (ClearBridge) to replace its prior independent compensation consultant. ClearBridge reports directly to our People & Compensation Committee. ClearBridge does not provide any services to us other than the services ClearBridge provides to our People & Compensation Committee. Our People & Compensation Committee believes that ClearBridge does not have any conflicts of interest in advising our People & Compensation Committee under applicable SEC rules or Nasdaq listing standards.

NOMINATING AND CORPORATE GOVERNANCE COMMITTEE

During the year ended December 31, 2025, our Nominating and Corporate Governance Committee held four formal meetings. The current members of our Nominating and Corporate Governance Committee are Phillip Riese and Edwin Santos. Mr. Riese serves as the Chair of the Nominating and Corporate Governance Committee.

Flywire Corporation 19 2026 Proxy Statement

The full text of the Nominating and Corporate Governance Committee’s amended and restated charter is posted on the corporate governance section of our website at https://ir.flywire.com/corporate-governance/governance-overview. Pursuant to the Nominating and Corporate Governance Committee charter, the functions of this committee include, among other things:

•

identifying, evaluating, and making recommendations to our Board of Directors and our stockholders concerning nominees for election to our Board of Directors, to each of its committees and committee chairs;

•

annually reviewing the performance and effectiveness of our Board of Directors and developing and overseeing a performance evaluation process;

•

annually evaluating the performance of management, our Board of Directors and each of its committees against their respective duties and responsibilities relating to corporate governance;

•

periodically reviewing and assessing our programs, practices and strategies relating to corporate responsibility and governance matters;

•

annually evaluating adequacy of our corporate governance structure, policies, and procedures; and

•

generally advising our Board of Directors on corporate governance matters.

Our Nominating and Corporate Governance Committee believes that candidates for director should have certain minimum qualifications, including being able to read and understand basic financial statements and having a general understanding of our industry and market. Our Nominating and Corporate Governance Committee also considers other factors it deems appropriate, including, but not limited to:

•

the candidate’s relevant expertise and experience upon which to offer advice and guidance to management;

•

the candidate having sufficient time to devote to the affairs of Flywire;

•

the candidate having a proven track record in his or her field;

•

the candidate’s ability to exercise sound business judgment;

•

the candidate’s commitment to vigorously represent the long-term interests of our stockholders;

•

whether or not a conflict of interest exists between the candidate and our business;

•

whether the candidate would be considered independent under applicable Nasdaq and SEC standards;

•

the current composition of our Board of Directors; and

•

the operating requirements of Flywire.

In conducting this assessment, the Nominating and Corporate Governance Committee considers knowledge, experience, skills and such other factors as it deems appropriate given the then-current needs of our Board of Directors and Flywire. In addition, our Nominating and Corporate Governance Committee strives to maintain a balance of tenure on our Board, as longer serving Directors bring helpful experience and institutional knowledge, while newer Directors add fresh perspectives and direction. While the variety of experiences and viewpoints represented on our Board of Directors should always be considered, the Nominating and Corporate Governance Committee believes that a director nominee should not be chosen nor excluded because of race, color, gender, national origin or sexual orientation or identity.

In the case of incumbent directors whose terms of office are set to expire, the Nominating and Corporate Governance Committee reviews such directors’ overall service to Flywire during their term, including the number of meetings attended, level of participation, quality of performance, and any other relationships and transactions that might impair such directors’ independence.

When there is a vacancy on our Board of Directors, the Nominating and Corporate Governance Committee uses its network of contacts to compile a list of potential candidates, but may also engage, if it deems it appropriate, a professional search firm. The Nominating and Corporate Governance Committee conducts any appropriate and necessary inquiries into the backgrounds and qualifications of possible candidates after considering the function and needs of our Board of Directors. The Nominating and Corporate Governance Committee meets to discuss and consider such candidates’ qualifications and then selects a nominee for recommendation to our Board of Directors by majority vote.

Flywire Corporation 20 2026 Proxy Statement

Our Nominating and Corporate Governance Committee will consider director candidates recommended by stockholders and evaluate them using the same criteria as candidates identified by our Board of Directors or the Nominating and Corporate Governance Committee for consideration. If one of our stockholders wishes to recommend a director candidate for consideration by the Nominating and Corporate Governance Committee, the stockholder recommendation should be delivered to our Corporate Secretary at our principal executive offices and must include information regarding the candidate and the stockholder making the recommendation as required by our Bylaws.

PEOPLE & COMPENSATION COMMITTEE INTERLOCKS AND INSIDER PARTICIPATION

None of the members of our People & Compensation Committee during 2025 is serving or has served as an officer or employee of ours. None of our executive officers currently serves, or in the past year has served, as a member of the Board of Directors or People & Compensation Committee of any entity that has one or more executive officers serving on our Board of Directors or People & Compensation Committee.

COMPENSATION RISK

Our People & Compensation Committee conducted a risk assessment of its compensation policies and practices, including those related to executive compensation programs for our named executive officers. The risk assessment included an analysis of our executive compensation programs and broader employee incentive compensation plans. Our People & Compensation Committee also considered how these programs compare, from a design perspective, to programs maintained by other companies. Based on this assessment, it was determined that our executive compensation programs are balanced and appropriately incentivize employees, and any risks arising from the compensation policies and practices are not reasonably likely to have a material adverse effect on Flywire.

MEETINGS OF THE BOARD OF DIRECTORS

The Board of Directors held six meetings and acted by written consent two times during our year ended December 31, 2025. No director attended fewer than 75% of the total number of meetings of the Board of Directors and any committees of the Board of Directors of which he or she was a member during our year ended December 31, 2025. Our policy is to invite and encourage each member of our Board of Directors to be present at our annual meetings of stockholders. All of our then serving members of our Board of Directors attended our 2025 annual meeting of stockholders in their capacity as directors of Flywire.

BOARD OVERSIGHT OF RISK

Our Board of Directors has responsibility for the oversight of our risk management processes and, either as a whole or through its committees, regularly discusses with management our major risk exposures, their potential impact on our business and the steps we take to manage them. The risk oversight process includes receiving regular reports from board committees and members of senior management to enable our Board of Directors to understand our risk identification, risk management and risk mitigation strategies with respect to areas of potential material risk, including operations, finance, legal, regulatory, cybersecurity, strategic and reputational risk.

Our Audit Committee reviews information regarding liquidity and operations, and oversees our management of financial, compliance and cybersecurity risks. Periodically, our Audit Committee reviews our policies with respect to risk assessment, risk management, loss prevention and regulatory compliance. Oversight by our Audit Committee includes direct communication with our external auditors, and discussions with management regarding significant risk exposures and the actions management has taken to limit, monitor or control such exposures. Our People & Compensation Committee is responsible for assessing whether any of our compensation policies or programs has the potential to encourage excessive risk-taking. Our Nominating and Corporate Governance Committee manages risks associated with the independence of the Board of Directors, corporate disclosure practices, potential conflicts of interest and corporate governance and responsibility. While each committee is responsible for evaluating certain risks and overseeing the management of such risks, the entire Board of Directors is regularly informed through committee reports about such risks. Matters of significant strategic risk are considered and discussed by our Board of Directors as a whole.

Flywire Corporation 21 2026 Proxy Statement

DIRECTOR COMPENSATION

The following table sets forth information about the compensation of the non-employee members of our Board of Directors who served as a director during our year ended December 31, 2025. Other than as set forth in the table and described more fully below, during our year ended December 31, 2025, we did not pay any fees to, make any equity awards or non-equity awards to, or pay any other compensation to the non-employee members of our Board of Directors. Mr. Massaro, our Chief Executive Officer, receives no compensation for his service as a director, and is not included in the table below. Mr. Riese currently serves as Chair of our Board of Directors.


	FEES EARNED OR PAID IN CASH ($)		STOCK AWARDS ($)⁽¹⁾⁽²⁾		TOTAL ($)

Matthew Harris		41,000		174,997⁽³⁾		215,997

Gretchen Howard		41,000		174,997⁽³⁾		215,997

Alex Finkelstein		45,000		174,997⁽³⁾		219,997

Carleigh Jaques		45,000		174,997⁽³⁾		219,997

Diane Offereins		47,000		174,997⁽³⁾		221,997

Phillip Riese		83,000		174,997⁽³⁾		257,997

Edwin Santos		59,000		174,997⁽³⁾		233,997

(1)

The amounts in this column represent the aggregate grant date fair value of stock awards granted to the director during our fiscal year ended December 31, 2025, computed in accordance with FASB ASC Topic 718. See Note 14 to our financial statements included in the 2024 Annual Report for a discussion of our assumptions in determining the ASC 718 values of our stock awards.

(2)	As of December 31, 2025, our non-employee directors held options and RSUs to acquire the following number of shares of common stock:


	NUMBER OF SHARES UNDERLYING OUTSTANDING AWARDS

	OPTION AWARDS		RSUS

Matthew Harris		0		16,990

Gretchen Howard		0		20,795

Alex Finkelstein		0		16,990

Carleigh Jaques		0		27,393

Diane Offereins		0		21,716

Phillip Riese		197,533		16,990

Edwin Santos		0		16,990

(3)	On June 3, 2025, all of our then serving non-employee directors were granted an annual RSU for 16,990 shares of our common stock pursuant to our non-employee director compensation plan.

Flywire Corporation 22 2026 Proxy Statement

NON-EMPLOYEE DIRECTOR COMPENSATION

For the year ended December 31, 2025, pursuant to our non-employee director compensation plan, each non-employee member of our Board of Directors received the following cash and equity compensation for board services, as applicable:


	ROLE	ANNUAL CASH RETAINER⁽¹⁾	INITIAL EQUITY GRANT⁽²⁾⁽³⁾	ANNUAL EQUITY GRANT⁽³⁾⁽⁴⁾

Board of Directors	Director	$35,000	Restricted Stock Unit Award valued at $350,000	Restricted Stock Unit Award valued at $175,000

	Chair	$65,000

Audit Committee	Chair	$20,000

	Other	$10,000

	Member

People & Compensation Committee	Chair	$12,000

	Other	$6,000

	Member

Nominating and Corporate Governance Committee	Chair	$8,000

	Other	$4,000

	Member

(1)	Annual cash retainers are payable quarterly in arrears.

(2)

Initial equity grants are automatically granted on the date the director is elected or appointed as a director and are calculated based on the closing price of our common stock on the date of grant. The initial equity grant upon election or appointment as a director shall vest in 3 equal annual installments following the grant date.

(3)	Such award will accelerate and fully vest upon a change in control, or such non-employee director’s earlier death or disability.

(4)

Annual equity grants are automatically granted on the date of each annual regular meeting of the Company’s stockholders and are calculated based on the closing price of our common stock on the date of grant. The annual equity grant shall vest on the earlier of the first anniversary of the grant date or the Company’s next annual meeting of stockholders, provided the director provides continuous service as a director, member of the applicable committee or chair, as applicable, through such vesting date.

We also reimburse our non-employee directors for their reasonable out-of-pocket expenses incurred in attending Board of Directors and committee meetings.

STOCKHOLDER COMMUNICATIONS WITH THE BOARD OF DIRECTORS

Stockholders wishing to communicate with our Board of Directors or with an individual member of our Board of Directors may do so by writing to our Board of Directors or to the particular member of our Board of Directors, care of our Corporate Secretary by mail to our principal executive offices, Attention: Corporate Secretary. The envelope should indicate that it contains a stockholder communication. All such stockholder communications will be forwarded to the director or directors to whom the communications are addressed.

Flywire Corporation 23 2026 Proxy Statement

Information About Our Executive Officers

The following table provides information concerning our executive officers as of April 8, 2026:


NAME	AGE	POSITION(S)

Michael Massaro*	47	Chief Executive Officer and Director

Robert Orgel	57	President and Chief Operating Officer

Cosmin Pitigoi	49	Chief Financial Officer

Patrick Blanc	55	Chief Technology Officer

Peter Butterfield	61	General Counsel and Chief Compliance Officer

Mohit Kansal	40	Chief Payments Officer

David King	57	Chief Product Officer and Co-President of Global Education

*Michael Massaro See biographical information set forth above under “Incumbent Class I Directors Whose Term Expires in 2028.”


Robert Orgel		President and Chief Operating Officer \| Age: 57 Robert Orgel has served as our President and Chief Operating Officer since November 2019. Mr. Orgel leads Flywire’s business operations, legal, compliance, and corporate strategy functions. He brings extensive experience with 20 years in the technology/payments ecosystem to Flywire, including hands-on experience in legal, compliance, finance, go-to-market, business development and global operations. Prior to Flywire, Mr. Orgel served in various roles at Apple Inc. from 2010 to 2019 where he was part of the leadership team that developed, launched and grew the Apple Pay business and global expansion as well as the launch of the Apple Card. Prior to his time at Apple Inc., Mr. Orgel served as Chief Operating Officer at Quattro Wireless, Inc. from 2008 until it was acquired by Apple Inc. in 2010. Mr. Orgel has also played key leadership roles at m-Qube, Inc., a carrier billing and payment platform which was acquired by Verisign Inc., and edocs Inc., an e-billing and payment solution which was acquired by Siebel Systems (subsequently acquired by Oracle Corporation).
		Mr. Orgel holds Bachelor of Arts and Master of Arts degrees in International Relations from Stanford University and a Juris Doctor degree from Harvard Law School.

Cosmin Pitigoi		Chief Financial Officer \| Age: 49 Cosmin Pitigoi has served as our Chief Financial Officer since March 2024. Prior to joining Flywire, Mr. Pitigoi served in a variety of senior level positions with PayPal Holdings, Inc. from November 2012 to February 2024, most recently serving as SVP Finance, Global FP&A, Operational Finance and Pricing since January 2023. Commencing in January 2004, Mr. Pitigoi served in a variety of roles at eBay Inc., concluding as director of Investor Relations from December 2010 to November 2012. He began his career as a financial analyst at Barclays Global Investors and brokerage ops supervisor at E*Trade. Mr. Pitigoi served on the board of directors at Paidy Corporation (a PayPal acquisition) and was previously the Audit Committee Chair of the PayPal Giving Fund.
Cosmin Pitigoi		Mr. Pitigoi holds a B.Comm. from Stellenbosch University in South Africa and an M.B.A. from Santa Clara University.

Flywire Corporation 24 2026 Proxy Statement


Patrick Blanc		Chief Technology Officer \| Age: 55 Patrick Blanc has served as our Chief Technology Officer since February 2026 and is responsible for overseeing Flywire’s global engineering, implementation, and technical support organizations, leading our technology strategy and execution across our global payments platform and vertical software. Prior to joining Flywire, from January 2024 to February 2026 Mr. Blanc served as chief technology officer of Ingenico, a global leader in payment acceptance and services. Starting in August 2013, he served in a variety of roles at Visa, concluding as chief technology officer of Value Added Services from January 2022 to September 2023. Prior to Visa, Mr. Blanc spent a decade at PayPal in the U.S. and Singapore, developing deep expertise in mobile commerce, payment software applications, and global engineering leadership.
Patrick Blanc		Mr. Blanc studied engineering at the Institut National des Sciences Appliquées (INSA) Lyon and holds a Master’s degree in Computer Science from the Institut National des Sciences Appliquées (INSA) Toulouse.

Peter Butterfield		General Counsel and Chief Compliance Officer \| Age: 61 Peter Butterfield has served as our General Counsel and Chief Compliance Officer since March 2015. Prior to joining Flywire, Mr. Butterfield held various senior management roles within Devonshire Investors, the private equity arm of Fidelity Investments, and its operating companies from 2001 to 2015. During that time, Mr. Butterfield lived and worked for over a decade in Tokyo and Singapore managing legal, risk, audit and compliance functions, and leading the ex-Japan APAC operations for KVH Co., Ltd. (subsequently acquired by Colt Technology Services Group Limited).
Peter Butterfield		Mr. Butterfield holds a Bachelor of Arts in History and Government from Bowdoin College and a Juris Doctor degree from Columbia University.

Mohit Kansal		Chief Payments Officer \| Age: 40 Mohit Kansal has served as our Chief Payments Officer since March 2025, responsible for overseeing Flywire’s payments strategy and offerings including operations, partnerships, processing cost management, monetization and payment-related product management. He held various senior roles at Flywire since joining in April 2016, most recently serving as Senior Vice President, Global Payments & Payer Services. Mr. Kansal has over 18 years of experience in financial services, tech startups, and payments technology, both as an operator and entrepreneur. Prior to Flywire, Mr. Kansal worked in financial services at Merrill Lynch in London and UBS AG in Hong Kong, as well as starting up companies in hardware technology and financial technology sectors in Boston.
Mohit Kansal		Mr. Kansal holds a Bachelor of Technology in Computer Science from the Indian Institute of Technology, Bombay and a Master of Business Administration from the Massachusetts Institute of Technology Sloan School of Management.

David King		Chief Product Officer and Co-President of Global Education \| Age: 57 David King has served as our Chief Product Officer and Co-President of Global Education since February 2026 and is responsible for oversight of our product strategy and offerings and solutions development for our education vertical. Mr. King previously served as our Chief Technology Officer from June 2019 through February 2026. Mr. King joined Flywire as our Vice President of Engineering in January 2018, following our acquisition of OnPlan Holdings where he was a co-founder and leveraged his background in payments, analytics and billing to develop innovative payment plan solutions for the healthcare and education sectors. Before co-founding OnPlan in May 2014, Mr. King founded other companies including infiNET Solutions, Inc., which delivered SaaS solutions to higher education and was subsequently acquired by Nelnet, Inc. in 2006. Mr. King served as president of Nelnet’s higher education division and led various initiatives in Nelnet such as launching an online medical education program, and leading data security. Mr. King is also an owner of AmagiSoft, LLC, which provides gym membership management software to CrossFit gyms.
David King		Mr. King holds a Bachelor of Science in Mathematics and Physics from Westminster College, and a Master of Science in Physics from Miami University.

Flywire Corporation 25 2026 Proxy Statement

Executive Compensation

COMPENSATION DISCUSSION AND ANALYSIS (CD&A)

This section discusses our compensation philosophy, summarizes our compensation programs and reviews compensation decisions for our named executive officers (NEOs) for the year ended December 31, 2025 (Fiscal 2025). The following discussion contains forward-looking statements that are based on our current plans, considerations, expectations, and determinations regarding existing and future compensation programs. The actual amount and form of compensation and the compensation policies and practices that we adopt in the future may differ materially from currently planned programs as summarized in this discussion. For Fiscal 2025, our NEOs were:

•

Michael Massaro, our Chief Executive Officer and member of our Board of Directors;

•

Robert Orgel, our President and Chief Operating Officer;

•

Cosmin Pitigoi, our Chief Financial Officer;

•

Peter Butterfield, our General Counsel and Chief Compliance Officer; and

•

David King, our Chief Product Officer & Co-President of Global Education.⁽¹⁾

(1)	During Fiscal 2025 and until February 23, 2026, Mr. King served as our Chief Technology Officer.

FISCAL 2025 BUSINESS HIGHLIGHTS

During Fiscal 2025, we continued to make targeted investments in go-to-market, geographic expansion, payment network growth, strategic partnership integrations and product and payment innovation. We saw the benefits of the execution of these growth strategies with notable success in our key investment areas, as we efficiently won new clients and cross-sold and up-sold existing ones. Despite the uncertain macroeconomic backdrop, the sustainability of our business model, combined with the resilience of the industries we serve, continued to position us well for ongoing success. Our business achievements during Fiscal 2025 include:

•

Performance Metrics. We reported growth across many of our key performance metrics. Our total payment volume was over $37.6 billion, an increase of 26.6% year-over-year. Revenue increased 26.4% year-over-year to $623 million.

•

Client Growth. We added over 750 new clients across 52 countries, ending the year with approximately 5,000 clients (excluding our Sertifi and Invoiced acquisitions) in our four primary verticals as we continued to win new clients and expand our channel partnerships around the world. We continued to help our clients get paid and help their customers pay with ease – no matter where they are in the world. In addition, we continued to focus on solving the major pain points for our clients and continue to invest in accelerating our ability to build, sell and deploy new solutions.

•

Successful Acquisitions. In February 2025, we acquired Sertifi, a vertical software and payments platform digitizing hospitality-specific workflows and associated payments in our travel vertical. This follows our August 2024 acquisition and successful integration of Invoiced, Inc. in our B2B vertical, and our education vertical acquisitions and successful integration of each of Cohort Solutions Pty Ltd. (CohortGo) in Australia in 2022 and Learning Information Systems Pty Ltd (StudyLink) in Australia in November 2023.

•

Strengthening of Payment Networks. Flywire continued to invest in its proprietary global payment network with a particular focus on building new acceptance rails, increasing localization efforts, and expanding its domestic payments capabilities all around the world. For example, Flywire added stablecoin (digital currency) capabilities and expanded our partnerships to integrate WeChat pay for Chinese students in South Korea and Malaysia, and we launched a strategic partnership to simplify the process of disbursing education loan payments for Indian students pursuing education opportunities abroad. We also optimized local payment experiences in Australia, the United Kingdom and Europe, driving higher conversion rates and an improved payer experience.

•

Share Repurchase Program. On August 6, 2024, we announced a share repurchase program (the Repurchase Program) pursuant to which we may, from time to time, purchase shares of our voting and non-voting common stock for an aggregate purchase price not to exceed $150 million. In July 2025, our Board of Directors approved an increase in the aggregate amount of voting and non-voting common stock outstanding that may be repurchased under the

Flywire Corporation 26 2026 Proxy Statement

Repurchase Program by an additional $150 million, bringing the total authorized amount under the Repurchase Program to $300 million. During the year ended December 31, 2025, we repurchased 5,623,829 shares of our common stock for an aggregate amount (including commissions and accrued excise tax) of $72.9 million under the Repurchase Program. As of December 31, 2025, approximately $181.9 million of the $300.0 million authorized amount under the Repurchase Program remained available for repurchases.

•

Employee Growth and Culture. With a workforce that spans more than 15 countries/territories, and represents more than 60 nationalities and over 35 spoken languages, we remain committed to growing high performance teams. We also strengthened our executive team with several key appointments designed to drive strategic growth and commercial excellence, including newly formed Chief Payments Officer and Chief Commercial Officer roles, as well as welcoming a new Chief People Officer.

FISCAL 2025 EXECUTIVE COMPENSATION PROGRAM HIGHLIGHTS

Our Fiscal 2025 compensation program for our NEOs reflects our overarching philosophy of pay for performance. Highlights of our Fiscal 2025 executive compensation program include:

•

Reviewed our Peer Group of Publicly-traded Companies. The People & Compensation Committee of our Board of Directors (People & Compensation Committee) reviewed and updated our peer group of publicly-traded technology companies to evaluate our compensation practices for purposes such as pay levels and compensation program design for our NEOs.

•

Review of Total Compensation Opportunities. The People & Compensation Committee evaluated the competitive positioning of our NEOs’ compensation relative to the market and made adjustments considering both internal and external factors. In terms of market positioning, the People & Compensation Committee reference the 50^th - 75^th percentile range of market for target total compensation, with compensation weighted more heavily towards equity and actual positioning varying based on a variety of factors including but not limited to performance, role, responsibility and experience. In August 2025, we amended and restated the employment agreements with our NEOs to reflect these changes.

•

Challenging Annual Incentive Goals. Our NEOs were eligible to earn a cash bonus based on our achievement of annual corporate goals established by our People & Compensation Committee. Based on our Fiscal 2025 performance (excluding Sertifi), including our Revenue Less Ancillary Services (FXN) Growth Rate of 16.4% and adjusted EBITDA margin of 19.7%, our NEOs earned bonuses of 122% of their target bonus for the year.

•

Compensation Mix Weighted Towards Equity. Our NEOs’ total target direct compensation mix was more weighted towards equity than cash to emphasize alignment with stockholders and long-term performance. In Fiscal 2025, we granted an average of over 80% of our NEOs’ target direct compensation as equity-based compensation in the form of restricted stock unit awards (RSUs). We believe that RSUs, as well as certain previously issued stock options that continued to vest in 2025, support retention and effectively align the interests of our executives with those of our stockholders by directly linking compensation to the value of our common stock.

STOCKHOLDER ENGAGEMENT & CHANGES FOR 2026

Following the Company’s 2025 Say-on-Pay vote, Flywire conducted targeted stockholder outreach as part of the People & Compensation Committee’s ongoing commitment to strong governance and responsiveness to stockholder feedback regarding executive compensation practices. During this outreach, the Company reached out to stockholders representing approximately 50% of our outstanding shares and then met with stockholders representing approximately 40% of outstanding shares, including 15 of the Company’s top 20 largest institutional stockholders. Engagement discussions were led by the Company’s Chief Financial Officer, General Counsel and Chief Compliance Officer and Vice President of Investor Relations, with participation (when requested by the stockholder) and oversight from the independent People & Compensation Committee, and focused on executive compensation design and governance, long-term incentive alignment, equity retention practices, and various other compensation matters. Feedback from these discussions was shared with and considered by the People & Compensation Committee as part of its evaluation of the executive compensation program. In response to this stockholder feedback, we have included a new Director Skills and Experience table. See the Election of Directors – Director and Director Nominee Skills and Experience section above.

Further, based on stockholder feedback received during this outreach, and as part of our ongoing review of compensation practices, we implemented a one-year post-vesting holding requirement for equity awards granted to executive officers beginning in the year ending December 31, 2026 (Fiscal 2026). This requires Flywire executive officers to hold the after-tax shares issued upon vesting and settlement of RSUs for one year from the vesting date, or if sooner until termination of employment, death or a change in control. Flywire believes this enhancement further aligns executives with long-term Company performance and long-term stockholder value creation.

Flywire Corporation 27 2026 Proxy Statement

COMPENSATION PHILOSOPHY AND OBJECTIVES

Our compensation philosophy and guiding principles provide a framework for the development and management of our executive compensation programs and practices.

•

Competitive. Our compensation programs should be market-competitive, enabling Flywire to attract and retain top talent in a highly-competitive global, technology market.

•

Pay-for-Performance. We strive to provide a strong relationship between pay and performance. Annual performance-based cash bonuses are tied to achievement of annual corporate financial goals. Long-term incentive awards deliver value based on the performance of our common stock.

•

Emphasis on Equity Compensation. Total compensation is heavily weighted toward equity incentive compensation, and both equity and cash (in the form of an annual cash incentive bonus) components are variable. Long-term incentives focus our NEOs on sustainable and long-term stockholder value creation. The value realized by our NEOs depends on the value of our common stock, which we believe aligns our NEOs’ interests with the long-term interests of our stockholders.

•

Fair and Fact-Based. We believe compensation decisions should be made based on objective and relevant information and support internal pay equity in support of our core values of execution, ambitious innovation and global collaboration.

•

Simple and Transparent. Our compensation programs should be easy to understand, communicate and administer.

In addition, our People & Compensation Committee seeks to ensure that we maintain sound governance and compensation policies and practices. Our key compensation practices include the following:


WHAT WE DO			WHAT WE DO NOT DO

✓	Employ a pay for performance philosophy reflected in program design and target pay levels for NEOs	×	Guarantee bonuses to our executive officers

✓	Deliver majority of compensation in equity to promote executive retention and reward long-term value creation	×	Provide tax gross-ups

✓	Cap maximum annual cash incentive bonus payouts	×	Permit hedging or short sales of our common stock

✓	Maintain and annually review a group of peer companies	×	Provide single trigger equity acceleration upon a change in control

✓	Fully independent directors on our People & Compensation Committee	×	Maintain compensation plans that encourage excessive risk taking
✓	Engage an independent compensation consultant to advise our People & Compensation Committee	×	Provide significant perquisites or personal benefits

✓	Utilize stock ownership guidelines and post-vesting one year holding requirement to align our NEOs with long-term stockholder interests

✓	Administer and enforce a policy to recover erroneously awarded incentive-based compensation

COMPENSATION GOVERNANCE AND THE COMPENSATION-SETTING PROCESS

ROLE OF OUR PEOPLE & COMPENSATION COMMITTEE

Our executive compensation program is designed and administered under the direction and control of our People & Compensation Committee, which is made up solely of independent directors. Our People & Compensation Committee reviews and approves our overall executive compensation program, policies, practices and metrics and sets the compensation of our executive officers, including our NEOs, as well as certain other members of our senior management team. In fulfilling this responsibility, our People & Compensation Committee reviews the performance of each NEO at least once each year. Our Chief Executive Officer, as the manager of the executive team, assesses the executives’ contributions to the corporate goals and makes a recommendation to our People & Compensation Committee with respect to any increase in salary, cash bonus and annual equity awards for each member of the executive team, other than himself. Our People & Compensation Committee meets

Flywire Corporation 28 2026 Proxy Statement

with our Chief Executive Officer to evaluate, discuss and modify or approve these recommendations. Our People & Compensation Committee also conducts a similar evaluation of our Chief Executive Officer’s contributions when our Chief Executive Officer is not present, and determines any increase in salary, cash bonus and annual equity award for him.

Our People & Compensation Committee meets regularly throughout the year to review our executive compensation program with the goal of ensuring it is consistent with our short-term and long-term goals given the dynamic nature of our business and the market in which we compete for executive talent.

Our People & Compensation Committee received and reviewed compensation summaries for each NEO at the beginning of Fiscal 2025. The information in these summaries was used by our People & Compensation Committee to assist with analyzing existing compensation and any proposed changes in compensation for each NEO. The summaries included information regarding the accumulated value of unvested equity ownership, how much is unvested, and the amount of potential value earnable under various share price scenarios. The summaries help our People & Compensation Committee to track changes in an NEO’s compensation from year to year and to remain aware of the compensation historically paid to each NEO. In addition to the information and analyses supplied to our People & Compensation Committee as described above and in the peer group segment below, members of our senior management team support our People & Compensation Committee in its work from time to time.

COMPENSATION CONSULTANT

Our People & Compensation Committee has the authority under its amended and restated charter to directly retain, review fees for, and terminate advisors and consultants as it deems necessary to assist in the fulfillment of its responsibilities. For purposes of its Fiscal 2025 executive compensation decisions, our People & Compensation Committee engaged ClearBridge Compensation Group LLC (ClearBridge) as its independent compensation consultant (the compensation consultant). ClearBridge has served as the compensation consultant to our People & Compensation Committee since the second half of 2022. The compensation consultant provides information and analyses that serve as the basis for setting executive and director compensation levels and advises our People & Compensation Committee on compensation-related decisions. The compensation consultant advises our People & Compensation Committee on the structure of executive and director compensation programs, including the design of incentive plans, the forms and mix of compensation, allocation of equity compensation, regulatory requirements and other topics relevant to executive and director compensation. Our People & Compensation Committee reviews the independence of its compensation consultant annually and found no conflict of interest with ClearBridge during its 2025 independence review.

ClearBridge did not provide any additional services beyond the compensation-related items highlighted above during Fiscal 2025. Our People & Compensation Committee has adopted protocols governing if and when its compensation consultant’s advice and recommendations can be shared with management, recognizing that, in advising our People & Compensation Committee, it is necessary for the compensation consultant to interact with management to gather information. Our People & Compensation Committee also determines the appropriate forum for receiving recommendations from its compensation consultant. Where appropriate, our People & Compensation Committee invites management to provide context for the recommendations. In other cases, our People & Compensation Committee receives recommendations from its compensation consultant in executive sessions where management is not present. At such times as it deems necessary, our People & Compensation Committee also engages directly with its compensation consultant between formal meetings of the People & Compensation Committee. This approach further protects our People & Compensation Committee’s ability to receive objective advice from its compensation consultant and establishes a forum for independent decisions about executive pay.

PEER GROUP

Our People & Compensation Committee reviews market compensation levels at least annually to determine the placement of our executive compensation relative to the competitive market for executive talent. This assessment includes evaluation of base salary, and short- and long-term incentive opportunities against executive compensation reported by a peer group of companies selected by our People & Compensation Committee as comparable to Flywire in size and related industry, among other criteria. Our People & Compensation Committee also considers market compensation information collected from survey sources. The compensation consultant supports our People & Compensation Committee in the selection of the peer group of companies and also provides our People & Compensation Committee with analyses of each peer company’s executive compensation information.

In May 2024, our People & Compensation Committee reviewed the changes suggested by its compensation consultant to the group of peer companies which the committee had used in making executive compensation decisions for the year ended December 31, 2024. Criteria considered to determine the recommended changes to the peer company group included industry, company size (i.e., revenue and market capitalization), as well as companies with a meaningful portion of business both in the U.S. and abroad, and duration of time operating as a public company. Based on such factors, it was recommended that Bill

Flywire Corporation 29 2026 Proxy Statement

Holdings, Inc. and Marqeta, Inc. be added to the compensation peer group and that Engage Smart and Asana be removed because these companies did not meet one or more of the criteria discussed above and was no longer considered to be a meaningful comparison point or the company ceased to be publicly traded. Following this review, our People & Compensation Committee selected the following companies as our peer group for reference purposes when making executive compensation decisions for Fiscal 2025:



Marqeta, Inc.	JFrog	Pager Duty	Repay Holdings
AvidXchange (acquired and taken private in October 2025)	Lightspeed Commerce	Payoneer Global

Bill Holdings, Inc.	nCino	Phreesia

EVERTEC	Nuvei (acquired and taken private in November 2024)	Remitly Global

When making compensation decisions for our NEOs, our People & Compensation Committee also reviews published survey and peer group compensation data. Competitive market practices are an important factor in our People & Compensation Committee’s decision-making process, although its decisions are not entirely based upon market practices. Rather, our People & Compensation Committee reviews and considers the peer group and other survey data to obtain a general understanding of current competitive compensation practices. Additionally, reviewing the peer group and survey compensation data enables our People & Compensation Committee to accomplish our goal of paying our NEOs what is appropriate and necessary to attract and retain qualified and committed executives while incentivizing achievement of our corporate goals and conserving cash and equity.

PRINCIPAL ELEMENTS OF COMPENSATION

Our executive compensation program has the following principal elements: base salary, annual short-term cash incentive bonuses, long-term incentive awards, severance and change in control benefits and other benefits. For base salary, annual cash bonuses and long-term incentive awards for our executive officers, our Company’s compensation philosophy generally is to evaluate individual experience and contribution, as well as corporate performance, and then consider competitive market analysis. The markets we are serving are highly competitive for talent and executive leadership. We consider the full range of market data when making pay decisions, using the 50^th percentile as a reference point. Given our pay mix, which is weighted more towards equity than cash compared to market, the People & Compensation Committee sets compensation for some executives between the 50^th and 75^th percentiles, recognizing that the vast majority of the compensation is weighted towards equity than cash to emphasize alignment with stockholders and long-term performance. We believe it is important to drive our Company to over-perform the market in the long term. We also believe that to ensure appropriate pay for performance alignment it may be appropriate for our People & Compensation Committee to approve compensation levels for individual executives that may be above or below target pay for similar positions based on experience, individual contribution and corporate performance. The following table describes the primary compensation elements used by our Company and main objectives of each element:


COMPENSATION ELEMENT		OBJECTIVES

Base Salary		Our People & Compensation Committee sets base salaries with the intent to attract and retain NEOs, reward satisfactory performance and provide a minimum, fixed level of cash compensation to compensate NEOs for their day-to-day responsibilities.

Annual Cash Incentive Bonus		Annual cash incentive bonuses are awarded under a performance-based compensation program and are designed to align the interests of our NEOs and stockholders by providing compensation based on the achievement of pre-established corporate financial goals.

Long-Term Incentive Awards		Our People & Compensation Committee structures long-term incentive awards with the goals of aligning our NEOs’ interests with those of our stockholders, supporting retention and motivating NEOs to achieve our financial, strategic and operational goals. In Fiscal 2025, long-term incentive awards were in the form of time-based vesting RSUs.

Severance and Change in Control Benefits		Severance and change in control benefits are included in each NEO’s employment agreement (most recently amended and restated for each NEO in August 2025) in order to promote stability and continuity of our senior management team in the event of a potential change in control and/or an involuntary termination. Our People & Compensation Committee believes these provisions help to align each of our NEO’s interests appropriately with those of our stockholders in these scenarios.

Benefits		We offer competitive health and welfare benefits, as well as participation in an employee stock purchase plan and other employee benefit plans, to align with competitive norms for comparable companies.

Flywire Corporation 30 2026 Proxy Statement

FISCAL 2025 COMPENSATION DECISIONS

In determining the criteria for our NEOs’ incentive compensation, our People & Compensation Committee considers a variety of factors, including alignment of our NEOs’ compensation with our stockholders’ returns, and from time to time may adjust these factors or performance metrics based on our Company’s transactions or the occurrence of unknown or unexpected events, such as changes in accounting policies or shifts in regulatory environment, during the applicable measurement period. On the corporate level, our People & Compensation Committee selected certain key financial metrics that are important to the business which include the Revenue Less Ancillary Services (FXN) Growth Rate and adjusted EBITDA margin as metrics that our People & Compensation Committee believes are important for both short-term success as well as for creating long-term sustainable stockholder value. As a result, our NEOs are focused on our Revenue Less Ancillary Services (FXN) growth rate and adjusted EBITDA margin, which we believe is aligned with our stockholders’ perspective on our Company’s ability to grow and succeed in the short- and long-term. For more discussion on our Revenue Less Ancillary Services (FXN) growth rate and adjusted EBITDA margin metrics, see “2025 Corporate Objectives” below.

COMPENSATION MIX

The People & Compensation Committee seeks to align the Company’s executive compensation program with our business strategy and the long-term interests of our stockholders. Our executive compensation program is designed to provide a balanced mix of annual and long-term incentives, as well as fixed and variable cash and equity compensation. In Fiscal 2025, equity compensation continued to represent a significant portion of our executives’ total compensation, reinforcing strong alignment between the interests of our executives and those of our stockholders. As shown in the charts below, for Fiscal 2025, 95% of the CEO’s annual target compensation mix, and 91%, on average, of the remaining NEOs annual target compensation mix, was variable based on company performance or delivered in the form of RSUs the value of which varies based on the value of our common stock.

REALIZABLE PAY

As described above, the vast majority of our executives’ compensation is tied to the achievement of company objectives and/or varies based on stock price performance. Because of this, realizable pay may differ from target pay. The chart below illustrates the relationship between our CEO’s target and realizable total direct compensation (TDC). As shown in the exhibit below, the significant weighting of the equity component of our CEO’s compensation results in realized pay that varies based company stock price performance.

LOGO

Target TDC: Target TDC is the sum of our CEO’s base salary, target bonus opportunity, and target long-term incentive opportunity for the applicable fiscal year, as disclosed in the CD&A (of this proxy statement and relevant past proxy statements).

Realizable TDC: Realizable TDC is the sum of our CEO’s actual earned base salary, actual bonus earned, and equity award values based on the number of shares granted in the applicable fiscal year multiplied by the closing stock price per share on the last day of Fiscal 2025.

Flywire Corporation 31 2026 Proxy Statement

BASE SALARY

Base salaries for our NEOs are initially determined as a result of negotiation between the executive and our management in consultation with, and subject to the approval of, our People & Compensation Committee. Our People & Compensation Committee reviews base salaries annually, typically in the first quarter, and has discretion to provide increases based on our People & Compensation Committee’s understanding of current competitive pay practices, promotions, our Chief Executive Officer’s recommendation (except for his own salary), changes in responsibilities and performance, annual budget for increases, our overall financial and operational results, the general economy, length of tenure, internal pay fairness and other factors our People & Compensation Committee deem appropriate. Base salaries may also be adjusted during the year upon promotion, changes in functional responsibility or based on internal equity or external market conditions. Our People & Compensation Committee makes these decisions after reviewing the recommendation of our Chief Executive Officer (except as it concerns his own salary) and consulting with its compensation consultant. Following its review, in February 2025, our People & Compensation Committee determined not to adjust the annual base salaries of our then serving NEOs. The following table shows the annual base salary for each NEO for Fiscal 2025.


NAME	FISCAL 2025 BASE SALARY ($)

Michael Massaro		450,000

Robert Orgel		350,000

Cosmin Pitigoi		410,000

Peter Butterfield		310,000

David King		310,000

ANNUAL CASH INCENTIVE BONUS COMPENSATION

Our annual cash incentive bonus compensation program promotes our pay for performance philosophy by providing all executives and other management-level eligible corporate employees with direct financial incentives in the form of annual cash awards for achievement of certain corporate financial goals established and approved by our People & Compensation Committee at the start of the year. If we achieve results that are below threshold levels, these NEOs receive no cash incentive bonus, while results that are above threshold levels result in a cash incentive bonus payout based on a pre-determined scale, subject to a maximum amount of 150% in Fiscal 2025.

Target Bonus Opportunities

Our People & Compensation Committee sets each NEO’s individual target cash incentive amount based on each NEO’s employment agreement provisions, our Chief Executive Officer’s recommendation (except for his own target), internal pay fairness, our People & Compensation Committee’s general understanding of current competitive pay practices and other factors it deems appropriate. After evaluating the competitive positioning of our NEOs’ total target cash compensation in the context of our overall compensation philosophy, in February 2025 our People & Compensation Committee determined to increase the target cash bonus amounts for Messrs. Massaro, Orgel, King and Butterfield with the goal of positioning total target cash compensation opportunities closer to market. The increases are intended to move each executive’s total target cash compensation closer to competitive market levels, using more incremental pay opportunity that is performance-based rather than fixed, and thereby supporting our ability to attract and retain the executive talent needed to execute our business strategy. As a result, the Fiscal 2025 target bonus opportunities for our NEOs were:


NAME	FISCAL 2024 TARGET BONUS OPPORTUNITY ($)			FISCAL 2025 TARGET BONUS OPPORTUNITY ($)		PERCENTAGE INCREASE

Michael Massaro		450,000			500,000		11.1%

Robert Orgel		225,000			300,000		33.3%

Cosmin Pitigoi		300,000	⁽¹⁾		300,000		—

Peter Butterfield		150,000			200,000		33.3%

David King		150,000			200,000		33.3%

(1)	$249,041 after proration based on Mr. Pitigoi’s start date.

Flywire Corporation 32 2026 Proxy Statement

In addition, our People & Compensation Committee determined that for Fiscal 2025 each NEO’s cash incentive bonus would be based solely on 2025 corporate objectives.

2025 Corporate Objectives

Our People & Compensation Committee established (i) Revenue Less Ancillary Services (FXN) growth rate and (ii) Adjusted EBITDA margin as the corporate components of our 2025 cash incentive bonus program, with each of the components weighted as set forth below.

In 2024 and prior years, Revenue Less Ancillary Services (FXN) and Adjusted EBITDA were measured as a dollar value for purposes of our annual cash incentive. In 2025, our People & Compensation Committee transitioned to growth rate and margin-based metrics (both non-GAAP financial measures) to better align incentive plan measurements with how management analyzes financial results and evaluates ongoing operational performance. These metrics were also selected because they are two of the key performance metrics stockholders use in evaluating Flywire. Revenue Less Ancillary Services represents our consolidated revenue in accordance with GAAP, less (x) pass-through cost for printing and mailing services and (y) marketing fees. Revenue Less Ancillary Services (FXN) represents Revenue Less Ancillary Services adjusted to show presentation on a FX Neutral basis. The FX Neutral information presented is calculated by translating current period results using prior period weighted average foreign currency exchange rates. EBITDA represents our consolidated net income (loss) in accordance with GAAP adjusted to exclude (i) interest expense, (ii) interest income, (iii) provision for (benefit from) income taxes, and (iv) depreciation and amortization. Adjusted EBITDA represents EBITDA further adjusted by excluding (i) stock-based compensation expense and related payroll taxes, (ii) the impact from the change in fair value measurement for contingent consideration associated with acquisitions, (iii) gain (loss) from the remeasurement of foreign currency, (iv) indirect taxes related to intercompany activity, (v) acquisition related transaction costs, (vi) employee retention costs, such as incentive compensation, associated with acquisition activities, (vii) restructuring costs and (viii) gain (loss) from investments. Adjusted EBITDA Margin represents Adjusted EBITDA divided by Revenue Less Ancillary Services. Our People & Compensation Committee has discretion to modify performance results that reflect significant transactions (such as acquisitions, divestitures, or newly-formed joint ventures) or other unusual items (such as changes in accounting rules or other regulations) if such events were not anticipated at the time performance targets were initially established.

Each of the components was assigned a threshold level, which is the minimum achievement level that must be satisfied to receive a portion of the applicable bonus amounts, and a maximum level, which, if achieved or exceeded, would result in our NEOs receiving up to 150% of the target amount attributed to that component. The percentage payout for each of the financial components was determined using linear interpolation between the points shown in the table below.

The corporate components of the 2025 cash incentive bonus program are set forth below:


CORPORATE COMPONENT*	WEIGHTING	THRESHOLD 0% PAYOUT	50% PAYOUT	TARGET 100% PAYOUT	MAXIMUM 150% PAYOUT

Revenue Less Ancillary Services (FXN) Growth Rate (%)	50%	<12%	14%	17%	>21%

Adjusted EBITDA Margin (%)	50%	<17%	17.5%	18.5%	>19%

*Sertifi

results excluded.

In Fiscal 2025, our Revenue Less Ancillary Services (FXN) growth rate was 16.4%, and our Adjusted EBITDA margin was 19.7%. These amounts were calculated using the pre-determined adjustment factors previously adopted by the People & Compensation Committee to exclude the contributions from the Sertifi acquisition. Our People & Compensation Committee did not make any discretionary adjustments to either corporate component for Fiscal 2025. Our NEOs received 94% payout for the Revenue Less Ancillary Services (FXN) growth rate component and 150% for the Adjusted EBITDA margin component.

Flywire Corporation 33 2026 Proxy Statement

2025 Bonus Awarded

The above calculations resulted in the following payout amounts under the 2025 cash incentive bonus program for each of our NEOs:


EXECUTIVE	TARGET BONUS		PERCENTAGE OF TARGET AWARDED		ACTUAL BONUS AWARDED

Michael Massaro		$500,000		122%		$610,000

Robert Orgel		$300,000		122%		$366,000

Cosmin Pitigoi		$300,000		122%		$366,000

Peter Butterfield		$200,000		122%		$244,000

David King		$200,000		122%		$244,000

Although we recognize that our stock price declined in fiscal 2025, our annual cash incentive program is intentionally designed to measure and reward in-year operational performance, which was strong. The majority of our executives’ total compensation is delivered through equity awards that are directly tied to long-term stock price performance, and it is through this component that executives’ interests are tied to total stockholder return, creating robust pay-for-performance alignment at the total compensation level.

2025 LONG-TERM INCENTIVE COMPENSATION

Our People & Compensation Committee is focused on aligning pay with performance in our compensation program, and as such, we continue to evaluate the most effective way to do so. For Fiscal 2025, our People & Compensation Committee determined that continuing to grant equity exclusively in the form of RSUs remained appropriate after considering the following:

•

RSUs create alignment with stockholders’ interests, with value driven by the share price;

•

Because the ultimate value realized from RSU awards fluctuates based on stock price performance over the vesting period, executives’ compensation outcomes are directly aligned with stockholder experience;

•

RSUs provide for flexibility to adapt to evolving strategic priorities and market conditions while maintaining a focus on long-term value creation; and

•

RSUs mitigate the challenges associated with establishing long-term goals given market volatility and shifting dynamics.

The target grant value of RSUs awarded to our NEOs is based on our People & Compensation Committee’s general understanding of competitive pay practices, our Chief Executive Officer’s recommendation (except with respect to his own awards), consultation with its compensation consultant, and other factors that our People & Compensation Committee deems appropriate. In addition to the annual RSU awards, our People & Compensation Committee may grant additional RSUs for merit, performance, retention or promotional purposes.

In March 2025, our People & Compensation Committee granted the following time-based RSUs to our NEOs, which vest with respect to 25% of the shares after one year and the remainder vesting in equal quarterly installments over the following three years, subject to the officer’s continued employment.


NAME	TOTAL GRANT VALUE ($)		NUMBER OF SHARES UNDERLYING RSU GRANT⁽¹⁾

Michael Massaro		8,000,000		765,550

Robert Orgel		4,650,000		444,976

Cosmin Pitigoi		3,500,000		334,928

Peter Butterfield		1,800,000		172,248

David King		3,300,000		315,789

(1)	Share numbers were calculated based on the average closing sales price per share of our common stock over the 10 trading days preceding and not including the date of grant.

Flywire Corporation 34 2026 Proxy Statement

As part of its ongoing review of compensation practices, we implemented a one-year post-vesting holding requirement for equity awards granted to executive officers beginning in Fiscal 2026. This requires Flywire executive officers to hold the after-tax shares issued upon vesting and settlement of RSUs for one year from the vesting date, or if sooner until termination of employment, death or a change in control. We believe this enhancement further aligns executives with long-term Company performance and long-term stockholder value creation.

SEVERANCE AND CHANGE IN CONTROL BENEFITS

Severance and change in control benefits promote stability and continuity of our senior management team in the event of a potential change in control and/or an involuntary termination. Our People & Compensation Committee believes these provisions help to align our NEOs’ interests appropriately with those of our stockholders in these scenarios. In August 2025, our People & Compensation Committee determined to amend and restate the existing employment agreements previously entered into with our NEOs to revise the severance benefits that each of our NEOs would be entitled to in the context of a termination without Cause or a Resignation for Good Reason (as such terms are defined in the employment agreements). Except for such severance benefits, the amended and restated employment agreements continue to provide for at-will employment and may be terminated at any time. See Fiscal 2025 Potential Payments Upon Termination or Change in Control below for a description of the new severance benefits and the acceleration benefits, if any, that Messrs. Massaro, Orgel, Pitigoi, Butterfield and King are entitled to pursuant to their amended and restated employment agreements and equity award agreements.

OTHER BENEFITS AND PERQUISITES

Our NEOs are eligible to participate in all of our employee benefit plans (including our employee stock purchase plan, administered by our People & Compensation Committee), such as medical, dental, vision, group life and disability insurance and our 401(k) plan, in each case, on the same basis as our other employees. We are responsible for the administrative costs of the 401(k) plan. We match 50% of every dollar contributed up to 6% of salary, subject to certain limitations under the Internal Revenue Code. There were no special benefits or perquisites provided to any NEO in Fiscal 2025.

Flywire Corporation 35 2026 Proxy Statement

RECOUPMENT AND RELATED POLICIES

We have a comprehensive Code of Conduct and ensure that our employees comply with this policy. In accordance with this policy, we investigate all reported instances of questionable or unethical behavior, and where improper behavior is found to have occurred, we take appropriate remedial action up to and including termination. If the results of an investigation establish that one of our employees, officers or directors has committed fraud or engaged in some other improper act that has the result of causing our financial statements for any period to be restated or that otherwise adversely affects those financial statements, our Board has discretion to take immediate and appropriate disciplinary action against the individual, including but not limited to termination. In addition, our Board has discretion to pursue whatever legal remedies are available to prosecute the individual to the fullest extent of the law and to claw back or recoup any amounts he or she inappropriately received as a result of the improper action or inaction, including but not limited to any annual or long-term incentives that he or she received but would not have received had such act not been taken. In July 2023, we adopted a Policy for the Recovery of Erroneously Awarded Compensation applicable to our executive officers (as defined for purposes of Section 16 of the Securities Exchange Act of 1934, as amended) covering our annual and long-term incentive award plans and arrangements consistent with the requirements of the Exchange Act

Rule 10D-1

and Nasdaq Rule 5608.

EQUITY AWARDS GRANT POLICY

Except with respect to certain elements of

non-employee

director compensation, we do not have any program, plan, or obligation that requires us to grant equity awards on specified dates, although historically we have granted such awards to our existing executive officers and employees at least annually and to newly-hired employees upon or shortly after the commencement of their employment. Equity awards may occasionally be granted following a significant change in job responsibilities or to meet other special retention or performance objectives. We do not consider material

non-public

information when determining the timing or terms of equity awards, nor do we time disclosures of material

non-public

information for the purpose of affecting the value of executive compensation with such awards.

Authority to grant equity awards to our employees rests with our People & Compensation Committee, although our People & Compensation Committee has delegated authority to our Chief Executive Officer and President and Chief Operating Officer to grant equity awards to

non-executive

employees within prescribed limits set by our People & Compensation Committee. With respect to our executive officers, except for our Chief Executive Officer, recommendations for equity awards are made by our Chief Executive Officer and reviewed and approved by our People & Compensation Committee.

Under the terms of our 2021 Equity Incentive Plan, pursuant to which new equity awards are granted, the exercise price of any option (which we have not granted since 2022) to purchase shares of our common stock awarded under the plan must be equal to at least 100% of the fair market value of our common stock (which is determined based on the closing sales price of our common stock on the Nasdaq Global Market) on the date of grant.

RESTRICTIONS ON TRADING

Our Insider Trading Policy, as amended and restated in the first quarter of 2023 (ITP), prohibits our employees (including officers) and directors, or any of their designees, from purchasing financial instruments (including prepaid variable forward contracts, equity swaps, collars, and exchange funds), or otherwise engaging in transactions, that hedge or offset, or are designed to hedge or offset, any decrease in the market value of our equity securities (i) granted to the employee or director as part of the compensation of the employee or director; or (ii) held, directly or indirectly, by the employee or director. Although our employees (including officers) and directors may pledge our equity securities held by them with the prior clearance of one of our compliance officers, such persons are responsible for ensuring that foreclosure on any such account would not violate our ITP and should be aware that sales of such securities could have securities law implications.

RULE 10B5-1

SALES PLANS

Our ITP permits our directors, officers and employees to enter into trading plans complying with

Rule 10b5-1

under the Exchange Act at a time when such individuals are not in possession of material

non-public

information. Certain of our executive officers and directors have adopted, and may in the future adopt,

Rule 10b5-1

trading plans. Generally, under these trading plans, the individual relinquishes control over the transactions once the trading plan is put into place. Accordingly, sales under these plans may occur at any time during the term of the trading plan, including possibly before, simultaneously with, or immediately after significant events involving our company, and at other times, including during a closed trading window, when a director, officer, or employee may be prohibited from trading otherwise.

Flywire Corporation 36 2026 Proxy Statement

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STOCK OWNERSHIP GUIDELINES AND HOLDING REQUIREMENTS

To better align the interests of our executive officers with those of our stockholders, in July 2023 we adopted a stock ownership policy that requires our executive officers (as defined for purposes of Section 16 of the Securities Exchange Act of 1934, as amended) to hold specified amounts of Flywire stock or other qualifying equity securities. Qualifying equity securities include Flywire common stock, including both vested and unvested RSU awards that do not have an exercise or purchase price, and shares issuable under equity awards that vest based on the achievement of performance goals after such conditions have been satisfied. Qualifying equity securities include shares held by the executive or any immediate family members living in his or her household. Under the policy, ownership guidelines are five times (5x) annual base salary for our Chief Executive Officer and two times (2x) base salary for all other executive officers. Compliance with this policy is measured at the end of our fiscal year and is measured based on the closing price of the common stock on the applicable measurement date (or the last prior trading day if the measurement date is not a trading day). Each executive officer has five years from the later of (i) the effective date of the policy (July 2023) or (ii) the first date the individual became subject to the guidelines as an executive officer. If at that point an executive officer does not hold the required amount, then they are required to maintain 50% of any shares acquired through stock option exercises and vesting of RSUs until such time as the threshold is met. At the end of 2025, each executive officer had satisfied the stock ownership guidelines.

In November 2024 we adopted a stock ownership policy that requires the

non-employee

members of our Board of Directors to hold specified amounts of Flywire stock or other qualifying equity securities. Qualifying equity securities include Flywire common stock, including both vested and unvested RSU awards that do not have an exercise or purchase price, and shares issuable under equity awards that vest based on the achievement of performance goals after such conditions have been satisfied. Qualifying equity securities include shares held by the executive or any immediate family members living in his or her household. Under the policy, ownership guidelines are five times (5x) the annual cash retainer for Board service, excluding any additional retainers for committee service or for service as lead independent director or Chairman of the Board. This requirement applies to such directors irrespective of their acceptance of any such payment. Compliance with this policy is measured at the end of our fiscal year and is measured based on the closing price of the common stock on the applicable measurement date (or the last prior trading day if the measurement date is not a trading day). Each

non-employee

director has three years from the later of (i) the effective date of the policy (November 2024) or (ii) the first date the individual became subject to the guidelines as a

non-employee

director. If at that point a director does not hold the required amount, then they are required to maintain 50% of any shares acquired through stock option exercises and vesting of RSUs until such time as the threshold is met. At the end of 2025, each director had satisfied the stock ownership guidelines.

In December 2025, we implemented a

one-year

post-vesting holding requirement for equity awards granted to executive officers beginning in Fiscal 2026. This requires Flywire executive officers to hold the

after-tax

shares issued upon vesting and settlement of RSUs for one year from the vesting date, or if sooner until termination of employment, death or a change in control. Flywire believes this enhancement further aligns executives with long-term Company performance and long-term stockholder value creation.

PEOPLE & COMPENSATION COMMITTEE REPORT*

Our People & Compensation Committee has reviewed and discussed the Compensation Discussion and Analysis with management. Based on such review and discussion, our People & Compensation Committee has recommended to our Board of Directors that the Compensation Discussion and Analysis be incorporated by reference into our 2025 Annual Report and included in this proxy statement.

Respectfully submitted by the members of the People & Compensation Committee of our Board of Directors:

Diane Offereins, Chair

Matthew Harris

Gretchen Howard

The material in this report is not soliciting material, is not deemed filed with the SEC and is not to be incorporated by reference in any filing of Flywire Corporation under the Securities Act or the Exchange Act, whether made before or after the date hereof and irrespective of any general incorporation language in any such filing.

Flywire Corporation 37 2026 Proxy Statement

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FISCAL 2025 SUMMARY COMPENSATION TABLE

The following table shows information regarding the compensation awarded to, earned by, or paid to our NEOs for the years indicated:


NAME AND PRINCIPAL POSITION	YEAR		SALARY ($)		STOCK AWARDS ($) (1)		OPTION AWARDS ($) (1)		NON-EQUITY INCENTIVE PLAN COMPENSATION ($)			ALL OTHER COMPENSATION ($)			TOTAL ($)

Michael Massaro Chief Executive Officer		2025		450,000		7,732,055		—		610,000	(2)		11,440	(3)		8,803,495
		2024		450,000		9,295,443		—		241,776			11,598			9,998,817
		2023		450,000		7,628,574		—		585,000			11,076			8,674,650

Robert Orgel President and Chief Operating Officer		2025		350,000		4,494,258		—		366,000	(2)		7,188	(4)		5,217,446
		2024		350,000		5,402,978		—		120,888			7,748			5,881,614
		2023		350,000		4,024,716		—		293,000			8,799			4,676,515

Cosmin Pitigoi (5) Chief Financial Officer		2025		410,000		3,382,773		—		366,000	(2)		3,937	(6)		4,162,710
Cosmin Pitigoi (5) Chief Financial Officer		2024		340,353		10,747,871		—		133,805			55,103			11,277,132

Peter Butterfield General Counsel and Chief Compliance Officer		2025		310,000		1,739,705		—		244,000	(2)		10,674	(7)		2,304,379
		2024		310,000		2,091,473		—		80,592			10,486			2,492,551
		2023		300,000		1,920,285		—		195,000			10,603			2,425,888

David King Chief Product Officer & Co-President of Global Education*		2025		310,000		3,189,469		—		244,000	(2)		3,312	(8)		3,746,781
		2024		310,000		3,834,380		—		80,592			10,498			4,235,470
		2023		300,000		3,235,565		—		195,000			10,144			3,740,709

*	During Fiscal 2025 and until February 23, 2026, Mr. King served as our Chief Technology Officer.

(1)	Reflects the aggregate grant date fair value of option and stock awards granted during the applicable year calculated in accordance with FASB ASC Topic 718. For a discussion of valuation assumptions, see Note 14 to our audited financial statements included in the 2025 Annual Report.

(2)	Represents amounts paid under our 2025 cash incentive bonus program paid in March 2026. See “Compensation Discussion and Analysis” above for further details regarding this program.

(3)	This amount represents $1,374 in life and other supplemental insurance premiums paid on Mr. Massaro’s behalf and a $10,066 matching contribution to his 401(k) account.

(4)	This amount represents $1,374 in life and other supplemental insurance premiums paid on Mr. Orgel’s behalf and a $5,814 matching contribution to his 401(k) account.

(5)	Mr. Pitigoi commenced employment with us as our Chief Financial Officer and principal financial officer on March 4, 2024.

(6)	This amount represents $1,374 in life and other supplemental insurance premiums paid on Mr. Pitigoi’s behalf and a $2,563 matching contribution to his 401(k) account.

(7)	This amount represents $1,374 in life and other supplemental insurance premiums paid on Mr. Butterfield’s behalf and a $9,300 matching contribution to his 401(k) account.

(8)	This amount represents $1,374 in life and other supplemental insurance premiums paid on Mr. King’s behalf and a $1,938 matching contribution to his 401(k) account.

Flywire Corporation 38 2026 Proxy Statement

Table of Contents

EMPLOYMENT ARRANGEMENTS WITH OUR NAMED EXECUTIVE OFFICERS

We have entered into amended and restated employment agreements with our NEOs in August 2025, which superseded and replaced each NEO’s previous employment agreement. Each of these amended and restated agreements provide for

at-will

employment and includes the NEO’s base salary at the time of entering into such agreement. In addition, each of our NEOs has executed our standard confidential information and invention assignment agreement.

FISCAL 2025 GRANTS OF PLAN-BASED AWARDS TABLE

The following table sets forth certain information regarding each plan-based award granted to our NEOs during our Fiscal 2025. For a description of the types of awards indicated below, please see our Compensation Discussion and Analysis section above.

ESTIMATED FUTURE PAYOUTS UNDER NON-

EQUITY INCENTIVE PLAN AWARDS

(1)

ALL OTHER
STOCK
AWARDS:
NUMBER
OF SHARES
OF STOCK
OR UNITS
(#)

(2)

GRANT
DATE FAIR

VALUE OF
STOCK AND
OPTION
AWARDS

(3)

NAME

GRANT DATE

THRESHOLD

($)

TARGET

($)

MAXIMUM

($)

SEC Form DEF 14A filed by Flywire Corporation Voting

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