rp-20260421

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

____________________________________________________

SCHEDULE 14A

(RULE 14A-101)

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 § 240.14a-12

Rapid7, Inc.

(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 all boxes that apply)


⌧			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

April 22, 2026

To our stockholders:

We are pleased to invite you to attend the 2026 Annual Meeting of Stockholders (the “Annual Meeting”) of Rapid7, Inc. to be held virtually on Tuesday, June 9, 2026 at 11:30 a.m., Eastern Time. You may attend the virtual meeting, submit questions and vote your shares electronically during the meeting via live webcast by visiting www.virtualshareholdermeeting.com/RPD2026 and entering your control number (included on the notice regarding availability of proxy materials mailed to you).

Details regarding the Annual Meeting and the business to be conducted are described in the accompanying Notice of Annual Meeting of Stockholders and proxy statement.

We have elected to provide access to our proxy materials over the Internet under the U.S. Securities and Exchange Commission’s “notice and access” rules. As a result, we are mailing to our stockholders a notice instead of paper copies of this proxy statement and our 2025 Annual Report. The notice contains instructions on how to access those documents online. The notice also contains instructions on how stockholders can receive a paper copy of our proxy materials, including this proxy statement, our 2025 Annual Report and a form of proxy card or voting instruction card. We believe that providing our proxy materials online increases the ability of our stockholders to connect with the information they need, while reducing the environmental impact and cost of our Annual Meeting.

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 by proxy online by following the instructions on the notice you received, or, if you receive a paper copy of our proxy materials by mail, by completing and returning the proxy card or voting instruction card mailed to you. Please review the instructions for each of your voting options described in this proxy statement as well as in the notice you received in the mail carefully.

Thank you for your ongoing support of and continued interest in Rapid7. We look forward to seeing you at the Annual Meeting.

Sincerely,

Corey Thomas

Chief Executive Officer

Table of Contents


			Page
N OTICE OF ANNUAL MEETING OF STOCKHOLDERS			1
QUESTIONS AND ANSWERS ABOUT THESE PROXY MATERIALS AND VOTING			2
PROPOSAL 1 - ELECTION OF DIRECTORS			9
INFORMATION REGARDING THE BOARD OF DIRECTORS AND CORPORATE GOVERNANCE			13
INFORMATION REGARDING COMMITTEES OF THE BOARD OF DIRECTORS			14
PROPOSAL 2 - RATIFICATION OF SELECTION OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM			19
PROPOSAL 3 - ADVISORY VOTE ON NAMED EXECUTIVE OFFICER COMPENSATION			20
SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT			21
EXECUTIVE OFFICERS			23
EXECUTIVE COMPENSATION			24
COMPENSATION DISCUSSION AND ANALYSIS			24
SUMMARY COMPENSATION TABLE			42
GRANTS OF PLAN-BASED AWARDS			43
OUTSTANDING EQUITY AWARDS AT FISCAL YEAR-END			44
OPTION EXERCISES AND STOCK VESTED IN FISCAL YEAR 2025			46
EMPLOYMENT ARRANGEMENTS			47
POTENTIAL PAYMENTS UPON TERMINATION OR CHANGE IN CONTROL			48
CEO PAY RATIO			51
PAY VS. PERFORMANCE			52
DIRECTOR COMPENSATION			55
EQUITY COMPENSATION PLAN INFORMATION			58
TRANSACTIONS WITH RELATED PERSONS			59
HOUSEHOLDING OF PROXY MATERIALS			60
OTHER MATTERS			60
APPENDIX A: RECONCILIATION OF NON-GAAP FINANCIAL MEASURES			61

This document includes forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. All statements other than statements of historical or current facts, including, but not limited to, statements regarding our strategy, business plans and focus, made in this document are forward-looking. We use words such as anticipates, believes, expects, future, intends, and similar expressions to identify forward-looking statements. Forward-looking statements reflect management’s current expectations and are inherently uncertain. Actual results could differ materially for a variety of reasons. Risks and uncertainties that could cause our actual results to differ significantly from management’s expectations are described in our 2025 Annual Report on Form 10-K.

RAPID7, INC.

120 Causeway Street

Boston, Massachusetts 02114

NOTICE OF ANNUAL MEETING OF STOCKHOLDERS

To Be Held On June 9, 2026

To the Stockholders of Rapid7, Inc.:

NOTICE IS HEREBY GIVEN that the 2026 Annual Meeting of Stockholders (the “Annual Meeting”) of Rapid7, Inc., a Delaware corporation (the “Company”) will be held virtually on Tuesday, June 9, 2026 at 11:30 a.m., Eastern Time. You may attend the virtual meeting, submit questions and vote your shares electronically during the meeting via live webcast by visiting www.virtualshareholdermeeting.com/RPD2026. The purpose of the Annual Meeting will be the following:


1.			To elect the eleven (11) nominees for director named in the accompanying proxy statement (the “Proxy Statement”) to hold office until the 2027 Annual Meeting of Stockholders.

2.			To ratify the selection by the Audit Committee of the Board of Directors of KPMG LLP as the independent registered public accounting firm of the Company for its fiscal year ending December 31, 2026.

3.			To approve, on an advisory basis, the compensation of the Company’s named executive officers as disclosed in the Proxy Statement.

4.			To conduct any other business properly brought before the Annual Meeting (including adjournments, continuations and postponements thereof).

These items of business are more fully described in the Proxy Statement accompanying this Notice.

The record date for the Annual Meeting is April 15, 2026. Only stockholders at the close of business on that date may vote at the Annual Meeting or any adjournment thereof.

By Order of the Board of Directors,

Peter Kaes

General Counsel and Corporate Secretary

Boston, Massachusetts

April 22, 2026

Whether or not you expect to attend the Annual Meeting, please vote by telephone or through the Internet, or, if you receive a paper proxy card by mail, by completing and returning the proxy card mailed to you, as promptly as possible in order to ensure your representation at the Annual Meeting. Voting instructions are provided in the Notice of Internet Availability of Proxy Materials, or, if you receive a paper proxy card by mail, the instructions are printed on your proxy card and included in the accompanying Proxy Statement. Even if you have voted by proxy, you may still vote during the live webcast if you attend the Annual Meeting. Please note, however, that if your shares are held of record by a brokerage firm, bank or other nominee, you may vote online or as is otherwise provided in the Notice you receive from your broker, bank, or other nominee.

RAPID7, INC.

120 Causeway Street

Boston, Massachusetts 02114

PROXY STATEMENT

FOR THE 2026 ANNUAL MEETING OF STOCKHOLDERS

To Be Held On June 9, 2026

QUESTIONS AND ANSWERS ABOUT THESE PROXY MATERIALS AND VOTING

We are providing you with these proxy materials because the Board of Directors of Rapid7, Inc. (the “Board”) is soliciting your proxy to vote at the 2026 Annual Meeting of Stockholders (the “Annual Meeting”) of Rapid7, Inc. (the “Company”), including at any adjournments or postponements thereof, to be held on Tuesday, June 9, 2026 at 11:30 a.m., Eastern Time, via live audio webcast at www.virtualshareholdermeeting.com/RPD2026. You are invited to attend the Annual Meeting to vote on the proposals described in this Proxy Statement. However, you do not need to attend the Annual Meeting to vote your shares. Instead, you may simply follow the instructions below to submit your proxy. The proxy materials, including this Proxy Statement and our Annual Report on Form 10-K for the fiscal year ended December 31, 2025 and Amendment No. 1 to our Annual Report on Form 10-K for the fiscal year ended December 31, 2025 (together, the “2025 Annual Report”), are first being distributed and made available on or about April 22, 2026.

As used in this Proxy Statement, references to “we,” “us,” “our,” “Rapid7” and the “Company” refer to Rapid7, Inc. and our consolidated subsidiaries. Information contained on, or that can be accessed through, our website is not intended to be incorporated by reference into this Proxy Statement and references to our website address in this Proxy Statement are inactive textual references only.

Why did I receive a Notice of Internet Availability of Proxy Materials on the Internet instead of a full set of proxy materials?

Pursuant to rules adopted by the Securities and Exchange Commission (the “SEC”), we have elected to provide access to our proxy materials over the Internet rather than printing and mailing the proxy materials. We believe electronic delivery will expedite the receipt of materials and will help lower our costs and reduce the environmental impact of our annual meeting materials. Accordingly, we have sent you a Notice of Internet Availability of Proxy Materials (the “Notice”) because the Board is soliciting your proxy to vote at the Annual Meeting, including at any adjournments or postponements of the Annual Meeting.

The Notice will provide instructions as to how stockholders may access and review the proxy materials, including the Notice of Annual Meeting of Stockholders, this Proxy Statement, the proxy card and our 2025 Annual Report, on the website referred to in the Notice or, alternatively, how to request that a copy of the proxy materials, including a proxy card, be sent to them by mail. The Notice will also provide voting instructions. In addition, stockholders of record may request to receive the proxy materials in printed form by mail or electronically by e-mail on an ongoing basis for future stockholder meetings. Please note that, while our proxy materials are available at the website referenced in the Notice, and our Notice of Annual Meeting of Stockholders, this Proxy Statement and our 2025 Annual Report are available on our website, no other information contained on either website is incorporated by reference in or considered to be a part of this document.

We intend to mail the Notice on or about April 22, 2026 to all stockholders of record entitled to vote at the Annual Meeting. The proxy materials, including the Notice of Annual Meeting of Stockholders, this Proxy Statement and the accompanying proxy card or, for shares held in street name (held for your account by a broker or other nominee), voting instruction form, and our 2025 Annual Report will be made available to stockholders on the Internet on the same date.

Will I receive any other proxy materials by mail?

You will not receive any additional proxy materials via mail unless (1) you request a printed copy of the proxy materials in accordance with the instructions set forth in the Notice or (2) we elect, in our discretion, to send you a proxy card and a second Notice.

Who is entitled to vote at the Annual Meeting?

Only stockholders at the close of business on April 15, 2026 will be entitled to vote at the Annual Meeting. On this record date, there were 66,772,182 shares of common stock outstanding and entitled to vote.

Stockholder of Record: Shares Registered in Your Name

If on April 15, 2026, your shares were registered directly in your name with our transfer agent, Computershare Trust Company, N.A., then you are a stockholder of record. As a stockholder of record, you may vote at the Annual Meeting or vote by proxy. Whether or not you plan to attend the Annual Meeting, we urge you to vote your shares electronically through the Internet, over the telephone or by completing and returning a printed proxy card that you may request or that we may elect to deliver at a later time to ensure your vote is counted.

Beneficial Owner: Shares Registered in the Name of a Broker or Bank

If on April 15, 2026, your shares were held, not in your name, but rather in an account at a brokerage firm, bank or other similar organization, then you are the beneficial owner of shares held in “street name” and the Notice is being forwarded to you by that organization. The organization holding your account is considered to be the stockholder of record for purposes of voting at the Annual Meeting. As a beneficial owner, you have the right to direct your broker, bank or other agent regarding how to vote the shares in your account. You are also invited to attend the Annual Meeting.

What am I voting on?

There are three matters scheduled for a vote:


			•						Proposal 1: Election of eleven (11) directors to hold office until the 2027 Annual Meeting of Stockholders;

			•						Proposal 2: Ratification of selection of KPMG LLP as our independent registered public accounting firm for the fiscal year ending December 31, 2026; and

			•						Proposal 3: Advisory approval of the compensation of our named executive officers, as disclosed in this Proxy Statement in accordance with SEC rules.

You may either vote “FOR” all the proposed nominees to the Board or you may “WITHHOLD” your vote for any nominee you specify. Proxies cannot be voted for a greater number of persons than the nominees named in this Proxy Statement. For each of the other matters to be voted on, you may vote “FOR” or “AGAINST” or abstain from voting.

What if another matter is properly brought before the Annual Meeting?

The Board knows of no other matters that will be presented for consideration at the Annual Meeting. If any other matters are properly brought before the Annual Meeting, it is the intention of the persons named in the accompanying proxy card to vote on those matters in accordance with their best judgment.

How do I virtually attend the Annual Meeting?

The Annual Meeting will start at 11:30 a.m., Eastern Time, on June 9, 2026 and will be a virtual meeting of stockholders where stockholders will participate by accessing a website using the internet. There will not be a physical meeting location. We believe that hosting a virtual meeting will facilitate stockholder attendance and participation at our Annual Meeting by enabling stockholders to participate from any location around the world. We have designed the virtual meeting to provide the same rights and opportunities to participate as stockholders would have at an in-person meeting, including the right to vote and ask questions during the meeting through the virtual meeting platform.

Stockholders of record as of April 15, 2026 will be able to attend and participate in the Annual Meeting by accessing www.virtualshareholdermeeting.com/RPD2026. You may log into the virtual meeting starting at 11:15 a.m, Eastern Time on the day of the meeting. To join the Annual Meeting, you will need to have your 16-digit control number, which is included on your notice of availability and your proxy card. In the event that you do not have a control number, please contact your broker, bank, or other nominee as soon as possible so that you can be provided with a control number and gain access to the Annual Meeting. Stockholders will also have the opportunity to submit questions during the Annual Meeting through

www.virtualshareholdermeeting.com/RPD2026. A technical support telephone number will be posted on the log-in page that you can call if you encounter any difficulties accessing the virtual meeting during the check-in or during the meeting.

How do I vote and what are the deadlines?

If you are the stockholder of record of your shares, meaning that your shares are registered in your name in the records of our transfer agent, Computershare Trust Company, N.A., and not in the name of a bank, brokerage firm or other nominee, you can vote your shares by proxy prior to the Annual Meeting or online during the Annual Meeting as follows:

•By internet prior to the annual meeting. You may transmit your proxy and vote via the internet by following the instructions provided in the notice and on the proxy card. You will need to have your Notice or proxy card in hand when you access the website. The website for voting is available at www.proxyvote.com. Proxies submitted via the internet must be received by 11:59 p.m., Eastern Time, on June 8, 2026, the day before the Annual Meeting, for your proxy to be valid and your vote to count.

•By telephone prior to the annual meeting. You may transmit your proxy and vote over the phone by following the instructions provided on the proxy card. You will need to have your proxy card in hand when you call. Proxies submitted by telephone must be received by 11:59 p.m., Eastern Time, on June 8, 2026, the day before the Annual Meeting, for your proxy to be valid and your vote to count.

•By mail prior to the annual meeting. If you requested printed copies of proxy materials, you can vote by mail by marking, signing, and dating the proxy card and then mailing the proxy card in accordance with the instructions on the proxy card. If you vote by mail, you do not need to vote over the internet or by telephone. Proxies submitted by mail must be received by Broadridge Financial Solutions, Inc. no later than June 8, 2026, the day before the Annual Meeting, for the proxy to be valid and your vote to count. If you return your proxy card but do not specify how you want your shares voted on any particular matter, they will be voted in accordance with the recommendations of our board of directors.

•Online during the annual meeting. You may vote your shares during the Annual Meeting by going to www.virtualshareholdermeeting.com/RPD2026 and following the instructions on the website for submitting your vote. You will need the 16-digit control number included on your Notice. If you vote by proxy prior to the Annual Meeting and choose to attend the Annual Meeting online, there is no need to vote again during the Annual Meeting unless you wish to change your vote.

Stockholders of record and beneficial owners who duly registered to attend the Annual Meeting will be able to vote their shares and submit questions at any time during the virtual meeting by following the instructions on the website above.

If you have technical difficulties or trouble accessing the virtual meeting at any time after online access commences at 11:15 a.m., Eastern Time, on the date of the Annual Meeting, please access the support link provided on the meeting website.

Even if you plan to attend the virtual meeting, we recommend that you also submit your proxy or voting instructions as described below so that your vote will be counted if you later decide not to attend the meeting.

Beneficial Owner: Shares Registered in the Name of Broker or Bank

If you are a beneficial owner of shares registered in the name of your broker, bank or other agent, you should have received voting instructions from that organization rather than from us. Simply follow the voting instructions in the Notice to ensure that your vote is counted. You may also vote online during the meeting.


We provide Internet proxy voting to allow you to vote your shares online, with procedures designed to ensure the authenticity and correctness of your proxy vote instructions. However, please be aware that you must bear any costs associated with your Internet access, such as usage charges from Internet access providers and telephone companies.

Can I ask questions at the Annual Meeting?

Only stockholders of record as of the record date for the Annual Meeting and their proxy holders may submit questions or comments. If you would like to submit a question, you may do so by joining the virtual Annual Meeting at www.virtualshareholdermeeting.com/RPD2026 as described above and typing your question in the box in the Annual Meeting portal.

To help ensure that we have a productive and efficient meeting, and in fairness to all stockholders in attendance, you will also find posted our rules of conduct for the Annual Meeting when you log in prior to its start. Questions may be grouped by topic by our management with a representative question read aloud and answered. In addition, questions may be ruled as out of order if they are, among other things, irrelevant to our business, related to pending or threatened litigation, disorderly, repetitious of statements already made, or in furtherance of the speaker’s own personal, political or business interests. Questions will be addressed in the Q&A portion of the Annual Meeting.

Can I vote my shares by filling out and returning the Notice?

No. The Notice identifies the items to be voted on at the Annual Meeting, but you cannot vote by marking the Notice and returning it. The Notice provides instructions on how to vote by telephone, through the Internet, by requesting and returning a printed proxy card or by submitting a ballot at the Annual Meeting.

How many votes do I have?

On each matter to be voted upon, you have one vote for each share of common stock you own as of April 15, 2026.

If I am a stockholder of record and I do not vote, or if I return a proxy card or otherwise vote without giving specific voting instructions, what happens?

If you are a stockholder of record and do not vote by telephone, through the Internet, by completing the printed proxy card that may be delivered to you or at the Annual Meeting, your shares will not be voted.

If you return a signed and dated proxy card or otherwise vote without marking voting selections, your shares will be voted, as applicable, “FOR” the election of each of the eleven nominees for director, “FOR” the ratification of KPMG LLP as our independent registered public accounting firm for the fiscal year ending December 31, 2026, and “FOR” the advisory approval of named executive officer compensation. If any other matter is properly presented at the Annual Meeting, your proxyholder (one of the individuals named on your proxy card) will vote your shares using his or her best judgment.

If I am a beneficial owner of shares held in street name and I do not provide my broker or bank with voting instructions, what happens?

If you are a beneficial owner of shares held in street name and you do not instruct your broker, bank or other agent how to vote your shares, your broker, bank or other agent may still be able to vote your shares in its discretion. In this regard, under the rules of the New York Stock Exchange (“NYSE”), brokers, banks and other securities intermediaries that are subject to NYSE rules may use their discretion to vote your “uninstructed” shares with respect to matters considered to be “routine” under NYSE rules but not with respect to “non-routine” matters. Proposals 1 and 3 are considered to be “non-routine” under NYSE rules, meaning that your broker may not vote your shares on those proposals in the absence of your voting instructions. However, Proposal 2 is considered to be a “routine” matter under NYSE rules, meaning that if you do not return voting instructions to your broker by its deadline, your shares may be voted by your broker in its discretion on Proposal 2.

If you are a beneficial owner of shares held in street name, in order to ensure your shares are voted in the way you would prefer, you must provide voting instructions to your broker, bank or other agent by the deadline provided in the materials you receive from your broker, bank or other agent.

Who is paying for this proxy solicitation?

We will pay for the entire cost of soliciting proxies. In addition to these proxy materials, our directors and employees may also solicit proxies in person, by telephone or by other means of communication. Directors and employees will not be paid any additional compensation for soliciting proxies. We may also reimburse brokerage firms, banks and other agents for the cost of forwarding proxy materials to beneficial owners.

What does it mean if I receive more than one Notice?

If you receive more than one Notice, your shares may be registered in more than one name or in different accounts. Please follow the voting instructions on the Notices to ensure that all of your shares are voted.

Can I change my vote after submitting my proxy?

Stockholder of Record: Shares Registered in Your Name

Yes. You can revoke your proxy at any time before the vote during the Annual Meeting. If you are the record holder of your shares, you may revoke your proxy in any one of the following ways:


			•						You may submit another properly completed proxy card with a later date (which automatically revokes the earlier proxy).

			•						You may grant a subsequent proxy by telephone or through the Internet.

			•						You may send a timely written notice that you are revoking your earlier-dated proxy to our Corporate Secretary c/o Rapid7, Inc., 120 Causeway Street, Suite 400, Boston, Massachusetts 02114.

			•						You may attend the Annual Meeting and vote as described above. Simply attending the Annual Meeting will not, by itself, revoke your proxy. Even if you plan to attend the Annual Meeting, we recommend that you also submit your proxy or voting instructions or vote by telephone or through the Internet so that your vote will be counted if you later decide not to attend the Annual Meeting.

Your most current proxy card or Internet proxy is the one that is counted.

Beneficial Owner: Shares Registered in the Name of Broker or Bank

If your shares are held by your broker, bank or other agent, you should follow the instructions provided by your broker, bank or other agent to change those instructions.

When are stockholder proposals and director nominations due for next year’s annual meeting?

To be considered for inclusion in next year’s proxy materials, you must submit your proposal, in writing, by December 23, 2026, to our Corporate Secretary c/o Rapid7, Inc., 120 Causeway Street, Boston, Massachusetts, 02114, and you must comply with all applicable requirements of Rule 14a-8 promulgated under the Securities Exchange Act of 1934, as amended (the “Exchange Act”).

Pursuant to our bylaws, if you wish to bring a proposal before the stockholders or nominate a director at the 2027 Annual Meeting of Stockholders, but you are not requesting that your proposal or nomination be included in next year’s proxy materials, you must notify our Corporate Secretary, in writing, not later than the close of business on March 11, 2027 nor earlier than the close of business on February 9, 2027. However, if our 2027 Annual Meeting of Stockholders is not held between May 10, 2027 and July 9, 2027, to be timely, notice by the stockholder must be received not earlier than the close of business on the 120th day prior to the 2027 Annual Meeting of Stockholders and not later than the close of business on the later of the 90th day prior to the 2027 Annual Meeting of Stockholders or the 10th day following the day on which public announcement of the date of the 2027 Annual Meeting of Stockholders is first made. You are also advised to review our Bylaws, which contain additional requirements about advance notice of stockholder proposals and director nominations.

What are “broker non-votes”?

If you are the beneficial owner of shares held in “street name,” your shares may constitute “broker non-votes.” Broker non-votes occur when a beneficial owner of shares held in “street name” does not give instructions to his or her broker, bank or other securities intermediary holding his or her shares as to how to vote. Generally, if shares are held in street name, the beneficial owner of the shares is entitled to give voting instructions to the broker, bank or other securities intermediary holding the shares. If the beneficial owner does not provide voting instructions, the broker, bank or other securities intermediary can still vote the shares with respect to matters that are considered to be “routine,” but cannot vote the shares with respect to “non-routine” matters. Under the rules of NYSE, which generally apply to all brokers, bank or other securities intermediaries, on voting matters characterized by the NYSE as “routine,” NYSE member firms have the discretionary authority to vote shares for which their customers do not provide voting instructions. On non-routine proposals, such “uninstructed shares” may not be voted by member firms. Only Proposal 2 is considered a “routine” matter for this purpose and brokers, banks or other securities intermediaries generally have discretionary voting power with respect to such proposal. Proposals 1 and 3 are not considered routine matters, and without your instructions, your broker cannot vote your shares for those proposals.

As a reminder, if you are a beneficial owner of shares held in street name, in order to ensure your shares are voted in the way you would prefer, you must provide voting instructions to your broker, bank or other agent by the deadline provided in the materials you receive from your broker, bank or other agent.

How are votes counted?

Votes will be counted by the inspector of election appointed for the Annual Meeting, who will separately count, for Proposal 1 to elect directors, votes “FOR,” “WITHHOLD” and broker non-votes; and with respect to Proposals 2 and 3, votes “FOR,” “AGAINST” and abstentions and, if applicable, broker non-votes. Abstentions will be counted towards the vote total for each proposal, other than the election of directors (Proposal 1). Abstentions will have the same effect as “AGAINST” votes on Proposals 2 and 3, and will have no effect on Proposal 1. Broker non-votes will have no effect and will not be counted towards the vote total for any proposal.

How many votes are needed to approve each proposal?

The following table summarizes the minimum vote needed to approve each proposal and the effect of abstentions and broker non-votes.

Proposal

Number

Proposal Description

Vote Required for Approval

Effect of

Abstentions / Votes Withheld

Effect of Broker Non-Votes

Election of Directors

Directors will be elected by a plurality of the votes of the shares present in person or by remote communication, if applicable, or represented by proxy at the Annual Meeting and entitled to vote on the election of directors. The nominees receiving the most “FOR” votes will be elected as directors; withheld votes will have no effect.

No effect

Ratification of the Selection of KPMG LLP as our Independent Registered Public Accounting Firm for the fiscal year ended December 31, 2026.

The affirmative vote of the majority of shares present in person or by remote communication, if applicable, or represented by proxy at the Annual Meeting and entitled to vote on this proposal.

Against

Not applicable(1)

Advisory Approval of

the Compensation of our

Named Executive

Officers

The affirmative vote of the majority of shares present in person or by remote communication, if applicable, or represented by proxy at the Annual Meeting and entitled to vote on this proposal.

Against

No effect


(1)			This proposal is considered to be a “routine” matter under NYSE rules. Accordingly, if you hold your shares in street name and do not provide voting instructions to your broker, bank or other agent that holds your shares, your broker, bank or other agent has discretionary authority under NYSE rules to vote your shares on this proposal.

What is the quorum requirement?

A quorum of stockholders is necessary to hold a valid meeting. A quorum will be present if stockholders holding a majority of the outstanding shares entitled to vote are present at the Annual Meeting in person, by remote communication or represented by proxy. On the record date, there were 66,772,182 shares outstanding and entitled to vote. Thus, the holders of 33,386,092 shares must be present in person, by remote communication or represented by proxy at the Annual Meeting to have a quorum.

Your shares will be counted towards the quorum only if you submit a valid proxy (or one is submitted on your behalf by your broker, bank or other nominee) or if you vote at the Annual Meeting. Abstentions and broker non-votes will be counted towards the quorum requirement. If there is no quorum, either the chairperson of the meeting or the holders of a majority of shares present at the meeting or represented by proxy may adjourn the meeting to another date.

How can I find out the results of the voting at the Annual Meeting?

Preliminary voting results will be announced at the Annual Meeting. In addition, final voting results will be published in a current report on Form 8-K that we expect to file within four business days after the Annual Meeting. If final voting results are not available to us in time to file a Form 8-K within four business days after the Annual Meeting, we intend to file a Form 8-K to publish preliminary results and, within four business days after the final results are known to us, file an additional Form 8-K to publish the final results.

PROPOSAL 1

ELECTION OF DIRECTORS

In accordance with our amended and restated certificate of incorporation (the "Certificate of Incorporation") and Bylaws, as amended, each director elected at each annual meeting of stockholders will hold office for a term of one year, expiring at the next annual meeting of stockholders and until his or her respective successor is duly elected and qualified, unless he or she dies, resigns, retires or is removed from office prior to such time.

The Board presently has eleven members, each of whose term of office expires in 2026. Our Board has nominated Mses. Bruner and Sondhi, and Messrs. Brown, Burns, Galligan, Holzman, Mohamed, Nye, Schodorf, and Thomas for re-election, and Mr. Kalowski for election, at the Annual Meeting, and if elected at the Annual Meeting, each of these nominees would serve until the 2027 Annual Meeting of Stockholders and until his or her successor has been duly elected and qualified, or, if sooner, until the director’s death, resignation or removal. Mr. Berry is not standing for re-election at the Annual Meeting; Mr. Kalowski, if elected, is expected to succeed Mr. Berry as chair of our Audit Committee following the Annual Meeting. Each of the nominees for election at the Annual Meeting was recommended for election by the Nominating and Corporate Governance Committee and, other than Mr. Kalowski, is currently serving as a director. Mr. Kalowski was initially recommended as a nominee for election at the Annual Meeting by Mr. Holzman, the chair of our Nominating and Corporate Governance Committee.

It is our policy to invite directors and nominees for director to attend the Annual Meeting. Seven of our directors serving at the time of our 2025 Annual Meeting of Stockholders attended that meeting.

Proxies cannot be voted for a greater number of persons than the number of nominees named in the Proxy Statement. Each nominee has agreed to serve if elected. Our management has no reason to believe that any nominee will be unable to serve.

The following table sets forth the names, ages as of April 22, 2026, and certain other information for each of the nominees to be elected.


Name	Age	Director Since	Expiration of Term For Which Nominated	Committee Membership
				AC	CC	NCGC
Marc Brown(1)	61	2016	2027			●
Judy Bruner	67	2016	2027	●
Michael Burns	60	2025	2027	●
Kevin Galligan	42	2025	2027		●
Benjamin Holzman	51	2008	2027			C
Jeff Kalowski	70	—	2027	C
Wael Mohamed	58	2025	2027		●
J. Benjamin Nye	60	2008	2027		●
Tom Schodorf	68	2016	2027		C
Reeny Sondhi	53	2020	2027	●		●
Corey Thomas	50	2012	2027

(1) Chairman of the Board				● - Member		C - Chair
AC - Audit Committee
CC - Compensation Committee
NCGC - Nominating and Corporate Governance Committee

Our Board believes that directors who provide a significant breadth of experience, knowledge, and abilities in areas relevant to our business, while also representing a diversity of backgrounds, contribute to a well-balanced and effective Board. The following charts reflect Board composition following the Annual Meeting and demonstrate our Board’s commitment to Board refreshment and independent perspectives in the boardroom.

Director Nominees

Marc Brown has served as a member of our Board since July 2016. Mr. Brown most recently served as Global Head of EQT AB's Growth Equity Fund, a position he held from October 2020 to January 2026. Previously, from January 2000 to October 2020, Mr. Brown was employed by Microsoft Corporation, where he most recently served as the Corporate Vice President, Corporate Development, Global Head of M&A and Strategic Investments. Mr. Brown also previously served as a director of Datto Holding Corp., a publicly traded software company offering IT solutions for managed service providers, and as a member of its audit and mergers and acquisitions committee. He received an A.B. from Colgate University, an M.B.A. from the New York University – Leonard N. Stern School of Business and a J.D. from Georgetown University Law Center.

Our Board believes that Mr. Brown’s extensive experience with corporate strategy, development and M&A activities in the software and technology industry qualifies him to serve on our Board.

Judy Bruner has served as a member of our Board since October 2016. Ms. Bruner most recently served as the Executive Vice President, Administration and Chief Financial Officer of SanDisk Corp, a supplier of flash storage products, from June 2004 until May 2016, when SanDisk was acquired by Western Digital. Ms. Bruner currently serves on the board of directors of Applied Materials, Inc., a publicly traded semiconductor equipment manufacturer and as chair of its audit committee and a member of its nominating and governance committee. Ms. Bruner also serves on the board of directors of Qorvo, Inc., a publicly traded manufacturer of radio frequency solutions, and as the chair of its audit committee and a member of its nominating and governance committee. Ms. Bruner previously served on the board of directors of Seagate Technology plc, a publicly traded provider of storage solutions, from January 2018 to October 2025, and as a member of its audit and finance committee and as chair of its nominating and governance committee. She also served on the board of directors of Brocade Communications Systems, Inc., a publicly traded data and storage networking products company, from January 2009 to November 2017 and served as chair of its audit committee. She also previously served on the board of directors of Varian Medical Systems, Inc., a publicly traded manufacturer of medical devices and software, from August 2016 to April 2021 and as chair of its audit committee and a member of its ethics and compliance committee. Ms. Bruner received a B.A. in Economics from the University of California, Los Angeles and an M.B.A. from the University of Santa Clara. Our Board believes that Ms. Bruner’s financial and business expertise, including her experience in financial management with a range of technology companies qualifies her to serve on our Board.

Michael Burns has served as a member of our Board since April 2025. Mr. Burns most recently served as Chief Financial Officer of lmperva, a publicly traded cybersecurity company, from 2018 until 2019 when lmperva was acquired by Thomas Bravo. Mr. Burns previously served as Chief Financial Officer of Gigamon, a publicly traded network visibility company, and Chief Financial Officer of Volterra Semiconductor, a publicly traded semiconductor company. Earlier in his career, Mr. Burns held senior finance roles at Intel Corporation. Mr. Burns received a B.A. in economics and an M.S. in industrial engineering from Stanford University, and an M.B.A. from the University of California at Berkeley Haas School of Business. Our Board believes that Mr. Burns’ financial expertise and experience in the cybersecurity and technology industries qualify him to serve on our Board.

Kevin Galligan has served as a member of our Board since April 2025. Since 2011, Mr. Galligan has served as a Partner and Director of Research at JANA Partners Management, LP, a strategic investment firm specializing in enhancing stockholder value through active stockholder engagement. Previously, Mr. Galligan was a Principal from 2010 to 2011 and an Associate from 2007 to 2010 in the North American Private Equity group at Kohlberg Kravis Roberts & Company, an alternative investment management company. Prior to that, he worked in the Mergers & Acquisitions Advisory Division of the Blackstone Group, an alternative investment management company, from 2005 to 2007. Mr. Galligan was previously a member of the board of directors of New Relic (formerly NYSE: NEWR), a software analytics company, from 2022 until its sale to Francisco Partners and TPG in 2023. Mr. Galligan received a B.A. in economics from Columbia University. Our Board believes that Mr. Galligan’s financial and business expertise qualifies him to serve on our Board.

Benjamin Holzman has served as a member of our Board since August 2008. Mr. Holzman currently serves as a partner at Venture Guides, an early stage investment firm. Mr. Holzman has previously served in other executive capacities, including as the Chief Financial Officer for Artemis Health Inc. from 2019 to 2021 and the Chief Operating Officer for MX Technologies, Inc. from 2018 to 2019. His experience includes being an investor in venture capital and growth equity while serving as a Managing Director at Bain Capital Venture Partners, LLC, where he served on the boards of several technology companies and at Fidelity Investments. He was also a Vice President at Iron Mountain where he focused on go-to-market and sales operations. Mr. Holzman received a B.S.E. in biomedical and electrical engineering from Duke University and an M.B.A. from the MIT Sloan School of Management. Our Board believes that Mr. Holzman’s extensive experience with a wide range of technology companies qualifies him to serve on our Board.

Jeff Kalowski has served as a member of the Value Creation Group at Guidepost Growth Equity, a private equity firm focused on growth-stage technology companies, since October 2024, where he advises portfolio companies on strategic and operational finance matters. Previously, Mr. Kalowski served as our Chief Financial Officer from January 2017 to December 2021 and thereafter served in an advisory capacity to us from January 2022 through March 2022. Before joining our company, Mr. Kalowski served as Chief Financial Officer of Imprivata, Inc., an IT security company, from January 2007 to December 2016. Mr. Kalowski received a B.S. in business administration from Northeastern University. Our Board believes that Mr. Kalowski is qualified to serve on our Board because of his significant financial and operational leadership experience, including as our former Chief Financial Officer, and his experience in the cybersecurity and broader technology industries.

Wael Mohamed has served as a member of our Board since April 2025. Mr. Mohamed is the Founder, Managing General Partner and board member for Global Forward Capital Management PTE. LTD., a multi-stage investment firm founded in 2017. Mr. Mohamed formerly served as Operating Partner at Advent International, Chief Executive Officer at Forescout Technologies, Chairman of the Board for Cysiv, and President, Chief Operating Officer and board member for Trend Micro Group from 2015 to 2020, which is headquartered in Japan, publicly traded on the Tokyo Stock Exchange and a member of the Nikkei 225. Mr. Mohamed holds a bachelor’s degree in computer science from Dalhousie University and an Executive Corporate Director Certificate from Harvard Business School, and completed the Executive Program at Queen’s Graduate School of Business and the MIT Sloan + CSAIL: Artificial Intelligence: Implications for Business Strategy program at the Massachusetts Institute of Technology. Our Board believes that Mr. Mohamed’s business and technological expertise qualifies him to serve on our Board.

J. Benjamin Nye has served as a member of our Board since August 2008 and as our lead independent director from February 2019 until June 2025. Mr. Nye is a partner at Venture Guides, an early stage investment firm. Mr. Nye is a Senior Advisor of the technology and infrastructure investing efforts for Bain Capital Venture Partners, LLC, which he joined in October 2004. From September 2013 until January 2022, Mr. Nye also served as the Chief Executive Officer of Turbonomic, Inc., a software company that provides virtualization management solutions for control cloud and virtualized environments, including through its acquisition by IBM Corporation. Mr. Nye received a B.A. in government from Harvard College and an M.B.A. from Harvard Business School. Our Board believes that Mr. Nye’s financial and business expertise, including his experience in managing and directing technology companies, qualifies him to serve on our Board.

Tom Schodorf has served as a member of our Board since July 2016. Mr. Schodorf previously served on the board of directors of Tufin Software Technologies Ltd., a publicly traded security policy management company, and as a member of its audit committee. Mr. Schodorf has previously served as the Senior Vice President, Field Operations of Splunk Inc., a provider of log-management and security analytic-systems software, from October 2009 to March 2014. Mr. Schodorf received a B.S.B.A. from The Ohio State University and an M.B.A. from the University of Dayton. Our Board believes that Mr. Schodorf’s experience as an executive in the technology industry qualifies him to serve on our Board.

Reeny Sondhi has served as a member of our Board since August 2020. Ms. Sondhi currently serves as the Chief Trust Officer of SentinelOne, Inc., a position she has held since February 2026. Prior to that, she was the Chief Digital Officer of Twilio, Inc., a position she held from April 2022 until January 2026. Previously, she was the Chief Security Officer of Autodesk, Inc., a position she held from July 2018 until April 2022, and prior to that, she served as Autodesk’s Vice President, Chief of Product and Cloud Security from August 2015 to July 2018. Ms. Sondhi holds a B.S. in electronics engineering from Government Engineering College, Bhopal and a post graduate diploma in management from the Institute of Management Development and Research, Pune, India. Our Board believes that Ms. Sondhi’s experience in information and network security at multiple large public companies qualifies her to serve on our Board.

Corey Thomas has served as our Chief Executive Officer and as a member of our Board since October 2012. He also served as Chairman of our Board from February 2019 until June 2026. He currently serves on the board of directors of LPL Financial Holdings Inc., a publicly traded financial services company, and as a member of its audit committee. Mr. Thomas also serves on the board of directors of Blue Cross Blue Shield of Massachusetts and as a member of its compensation, audit and health care quality and affordability committees. In February 2023, Mr. Thomas was appointed to the President’s National Security Telecommunications Advisory Committee. Mr. Thomas received a B.E. in electrical engineering and computer science from Vanderbilt University and an M.B.A. from Harvard Business School. Our Board believes that Mr. Thomas’ financial and business expertise and his daily insight into corporate matters as our Chief Executive Officer qualify him to serve on our Board.

THE BOARD OF DIRECTORS RECOMMENDS A VOTE "FOR" EACH NAMED NOMINEE.

INFORMATION REGARDING THE BOARD OF DIRECTORS AND CORPORATE GOVERNANCE

Independence of the Board of Directors

As required under Nasdaq Stock Market (“Nasdaq”) listing rules, a majority of the members of a listed company’s board of directors must qualify as “independent,” as affirmatively determined by the company’s board. The Board consults with the Company’s counsel to ensure that the Board’s determinations are consistent with relevant securities and other laws and regulations regarding the definition of “independent,” including those set forth in pertinent listing standards of Nasdaq, as in effect from time to time.

In making this determination, our Board receives information annually from each of our directors regarding each director’s business and personal activities as they relate to us and our management. Each director completes a detailed questionnaire that provides information about relationships that might affect the determination of his or her independence. The Board then takes into account all known relevant facts and circumstances concerning any relationship bearing on the independence of a director or nominee. This process includes evaluating whether any identified relationship otherwise adversely affects a director’s independence and affirmatively determining that the director has no material relationship which would interfere with the exercise of independent judgment in carrying out the responsibilities of a director. Consistent with these considerations, after review of all relevant identified transactions or relationships between each director, or any of his or her family members, and the Company, our senior management and our independent auditors, the Board has affirmatively determined that the following ten directors and one director nominee are independent within the meaning of the applicable Nasdaq listing standards: Mses. Bruner and Sondhi, and Messrs. Berry, Brown, Burns, Galligan, Holzman, Kalowski, Mohamed, Nye and Schodorf. Mr. Thomas is not an independent director by virtue of his employment with us.

Board Leadership Structure

Corey Thomas serves as our Chief Executive Officer and Marc Brown serves as our Chairman. The Board believes that our current leadership structure is effective, efficient and in the best interest of Rapid7 and our stockholders.

Under our Corporate Governance Guidelines, our Board may separate or combine the roles of Chairman and Chief Executive Officer when and if it believes it advisable and in the best interest of Rapid7 and its stockholders to do so. In June 2025, the Board, after an evaluation of its corporate governance practices and the evolving needs of the Company, separated the roles of Chief Executive Officer and Chairman in recognition of the differences between the two roles as they are presently defined. In reaching this determination, the Board also considered the benefit of enabling Mr. Thomas to dedicate increased attention to the Company's core business activities and strategic initiatives. The Chief Executive Officer, Corey Thomas, is responsible for setting the strategic direction for the company and for the day-to-day leadership and performance of the company, while the Chairman, Marc Brown, provides guidance to the Chief Executive Officer and leads the Board.

In addition, having Mr. Brown as our Chairman strengthens the Board’s overall independence and oversight of our business and enhances the Board's communication and effectiveness. Mr. Brown is an active Chairman. As Chairman, Mr. Brown's responsibilities set forth under our Corporate Governance Guidelines include:

•establish the agenda for meetings of the independent directors;

•preside over meetings of the independent directors;

•preside over any portions of meetings of the Board evaluating the performance of the Board;

•coordinate the activities of the other independent directors; and

•perform such other duties the Board may establish or delegate.

Mr. Brown is involved in our Chief Executive Officer succession planning and performance evaluation, as well as our annual Board and Committee self-evaluations, with the other members of the Compensation Committee and Nominating and Corporate Governance Committee.

In addition, we have a separate chair for each committee of the Board. At each regular Board meeting, the chairs of each committee are expected to report to the Board on the activities of their committee in fulfilling their responsibilities as detailed in their respective charters or specify any shortcomings should that be the case. Our Bylaws and Corporate Governance Guidelines provide the Board with flexibility to make determinations as circumstances require and in a manner that it believes is in the best interests of the Company. The Board will continue to evaluate our leadership structure periodically and make changes in the future as it deems appropriate.

Role of the Board in Risk Oversight

One of the Board’s key functions is informed oversight of our risk management process. The Board does not have a standing risk management committee, but rather administers this oversight function directly through the Board as a whole, as well as through various Board standing committees that address risks inherent in their respective areas of oversight. In particular, our Board is responsible for monitoring and assessing strategic risk exposure, including a determination of the nature and level of risk appropriate for our Company. Our Audit Committee has the responsibility to consider and discuss our major financial risk exposures and the steps our management has taken to monitor and control these exposures, including risks pertaining to financial accounting, investment, capital structure, tax, information technology and cybersecurity matters. The Audit Committee also monitors compliance with legal and regulatory requirements and our cyber security strategy and governance framework to continually assess risk. Our Nominating and Corporate Governance Committee monitors the effectiveness of our Corporate Governance Guidelines, including whether they are successful in preventing illegal or improper liability-creating conduct. Our Compensation Committee assesses and monitors whether any of our compensation policies and programs has the potential to encourage excessive risk-taking. It is the responsibility of the chair of each committee of the Board to report findings regarding material risk exposures to the Board as quickly as possible. The Board has delegated to the Chairman the responsibility of coordinating between the Board and management with regard to the determination and implementation of responses to any problematic risk management issues.

Meetings of the Board of Directors

The Board of Directors met nine times during 2025. Each Board member attended 75% or more of the aggregate number of meetings of the Board and of the committees on which he or she served, held during the portion of the last fiscal year for which he or she was a director or committee member.

INFORMATION REGARDING COMMITTEES OF THE BOARD OF DIRECTORS

The Board has standing Audit, Compensation, and Nominating and Corporate Governance Committees. Each member of the Audit, Compensation, and Nominating and Corporate Governance Committees is an independent director under Nasdaq standards. Below is a description of each of our standing committees. Each of our committees has authority to engage experts, advisors or consultants, as it deems appropriate to carry out its responsibilities.

Audit Committee

The Audit Committee of the Board was established by the Board in accordance with Section 3(a)(58)(A) of the Exchange Act to oversee our corporate accounting and financial reporting processes and audits of its financial statements. For this purpose, the Audit Committee meets regularly with and without the Company's internal auditor and independent registered public accounting firm in separate executive sessions. The Audit Committee evaluates the performance of and assesses the qualifications of the Company’s independent auditors; determines and approves the engagement of the independent auditors; determines whether to retain or terminate the existing independent auditors or to appoint and engage new independent auditors; reviews and approves the retention of the independent auditors to perform any proposed permissible non-audit services; monitors the rotation of partners of the independent auditors on the Company’s audit engagement team as required by law; reviews and approves or disapproves transactions between the Company and any related persons; confers with management, and the Company’s independent registered public accounting firm, as appropriate, regarding the effectiveness of internal control over financial reporting; establishes procedures, as required under applicable law, for the receipt, retention and treatment of complaints received by the Company regarding accounting, internal accounting controls or auditing matters and the confidential and anonymous submission by employees of concerns regarding questionable accounting or auditing matters; and meets to review the Company’s annual audited financial statements and quarterly financial statements with management and the independent auditor, including a review of the Company’s disclosures under “Management’s Discussion and Analysis of Financial Condition and Results of Operations.” The Audit Committee also monitors compliance with legal and regulatory requirements and our guidelines and policies with respect to

risk management and risk assessment, including risks pertaining to financial accounting, investments, capital structure, tax, information technology and cyber security matters.

The Audit Committee is currently composed of four directors: Messrs. Berry and Burns and Mses. Bruner and Sondhi. Mr. Berry is the chair of the Audit Committee. Mr. Berry is not standing for re-election at the Annual Meeting; effective following the Annual Meeting, Mr. Kalowski, if elected, is expected to succeed Mr. Berry as chair of our Audit Committee. The Audit Committee met five times during 2025. The Board has adopted a written Audit Committee charter that is available to stockholders on our website at http://investors.rapid7.com.

The Board reviews the Nasdaq listing standards definition of independence for Audit Committee members on an annual basis and has determined that all of the current members of the Audit Committee are independent (as independence is currently defined under Rule 5605(c)(2)(A)(i) and (ii) of the Nasdaq listing standards and under Rule 10A-3 under the Exchange Act). The Board has also determined that Mr. Kalowski will be independent under such rules.

The Board has also determined that each of Messrs. Berry, Burns and Kalowski and Ms. Bruner qualifies as an “audit committee financial expert,” as defined in applicable SEC rules. The Board made qualitative assessments of the respective levels of knowledge and experiences of each of Messrs. Berry, Burns and Kalowski and Ms. Bruner based on a number of factors, including their formal education and experiences as chief financial officers for publicly and/or privately held companies. This designation does not impose on Messrs. Berry, Burns and Kalowski or Ms. Bruner any duties, obligations or liabilities that are greater than those generally imposed on members of our Audit Committee and our Board.

Report of the Audit Committee of the Board of Directors

The Audit Committee has reviewed and discussed the audited financial statements for the fiscal year ended December 31, 2025 with management of the Company. The Audit Committee has discussed with the independent registered public accounting firm the matters required to be discussed by Auditing Standard No. 1301, Communications with Audit Committees, as adopted by the Public Company Accounting Oversight Board (“PCAOB”) and the SEC. The Audit Committee has also received the written disclosures and the letter from the independent registered public accounting firm required by applicable requirements of the PCAOB regarding the independent accountants’ communications with the Audit Committee concerning independence, and has discussed with the independent registered public accounting firm the accounting firm’s independence. Based on the foregoing, the Audit Committee of the Board of Directors has recommended to the Board of Directors that the audited financial statements be included in the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2025.

Respectfully submitted,

Michael Berry

Judy Bruner

Michael Burns

Reeny Sondhi

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 the Company under the Securities Act of 1933, as amended, or the Exchange Act, whether made before or after the date hereof and irrespective of any general incorporation language in any such filing.

Compensation Committee

The Compensation Committee is currently composed of four directors: Messrs. Galligan, Mohamed, Nye and Schodorf. Mr. Schodorf is the chair of the Compensation Committee. All members of our Compensation Committee are independent (as independence is currently defined in Rule 5605(d)(2) of the Nasdaq listing standards). The Compensation Committee met five times during 2025. The Board has adopted a written Compensation Committee charter that is available to our stockholders on our website at http://investors.rapid7.com.

The Compensation Committee acts on behalf of the Board to review, adopt and approve the Company’s compensation strategy, policies, plans and programs, including:

•reviewing and approving corporate performance goals and objectives relevant to the compensation of our executive officers and other senior management, as appropriate, which powers shall include the power to exercise discretion to adjust compensation based on such goals and objectives;

•reviewing and recommending to the Board the type and amount of compensation to be paid or awarded to non-employee members of the Board;

•evaluating and approving the compensation plans and programs advisable for us, as well as evaluating and approving the modification or termination of existing plans and programs;

•establishing policies with respect to equity compensation arrangements with the objective of appropriately balancing the perceived value of equity compensation and the dilutive and other costs of that compensation to us;

•reviewing and approving the terms of any employment agreements, severance arrangements, change-of-control protections and any other compensatory arrangements (including, without limitation, perquisites and any other form of compensation) for our executive officers and, as appropriate, other senior management;

•administration of our equity compensation plans, pension and profit-sharing plans, stock purchase plans, bonus plans, deferred compensation plans and other similar plans and programs; and

•reviewing our practices and policies of employee compensation as they relate to risk management and risk-taking incentives, to determine whether such compensation policies and practices are reasonably likely to have a material adverse effect on us.

The Compensation Committee reviews annually with management the Compensation Discussion and Analysis and considers whether to recommend that it be included in our Annual Report on Form 10-K, proxy statements and other filings.

Typically, the Compensation Committee meets quarterly and with greater frequency if necessary. The Compensation Committee also meets regularly in executive session. However, from time to time, various members of management and other employees as well as outside advisers or consultants may be invited by the Compensation Committee to make presentations, to provide financial or other background information or advice or to otherwise participate in Compensation Committee meetings. The Chief Executive Officer does not participate in, nor is present during, any deliberations or determinations of the Compensation Committee regarding his compensation or individual performance objectives. The Compensation Committee has the authority to obtain, at our expense, advice and assistance from compensation consultants and internal and external legal, accounting or other advisors and other external resources that the Compensation Committee considers necessary or appropriate in the performance of its duties. The Compensation Committee may select, or receive advice from, a compensation consultant, legal counsel or other adviser to the Compensation Committee, other than in-house legal counsel and certain other types of advisers, only after assessing the independence of such person in accordance with SEC and Nasdaq requirements that bear upon the adviser’s independence; however, there is no requirement that any adviser be independent.

Historically, the Compensation Committee has made most of the significant adjustments to annual compensation, determined bonus and equity awards and established new performance objectives at one or more meetings held during the first quarter of the year. The Compensation Committee also considers matters related to individual compensation, such as compensation for new executive hires, as well as high-level strategic issues, such as the efficacy of our compensation strategy, potential modifications to that strategy and new trends, plans or approaches to compensation, at various meetings throughout the year. Generally, the Compensation Committee’s process comprises two related elements: the determination of compensation levels and the establishment of performance objectives for the current year. For executives other than the Chief Executive Officer, the Compensation Committee solicits and considers evaluations and recommendations submitted to the Compensation Committee by the Chief Executive Officer. In the case of the Chief Executive Officer, the evaluation of his performance is conducted by the Compensation Committee, which determines any adjustments to his compensation as well as awards to be granted. The Compensation Committee has delegated to Mr. Thomas the authority to grant restricted stock units awards to employees (other than executive officers) and consultants within specified guidelines and procedures set by the Compensation Committee.

The specific determinations of the Compensation Committee with respect to executive compensation for the year ended December 31, 2025, as well as the role of the compensation consultant in assisting with those determinations, are described in greater detail in the “Compensation Discussion and Analysis” section of this Proxy Statement.

Compensation Committee Interlocks and Insider Participation

None of the members of the Compensation Committee is currently or has been at any time one of our officers or employees. None of our executive officers currently serves, or has served during the last year, as a member of the board of directors or compensation committee of any entity that has one or more executive officers serving as a member of our Board or Compensation Committee.

Nominating and Corporate Governance Committee

The Nominating and Corporate Governance Committee of the Board is responsible for identifying and evaluating candidates to serve as directors of the Company (consistent with criteria approved by the Board), reviewing and evaluating incumbent directors, recommending to the Board for selection candidates to the Board, making recommendations to the Board regarding the membership of the committees of the Board, overseeing the annual self-assessment process for the Board and its committees, developing a set of corporate governance principles for us and overseeing the Company's corporate environmental, social and governance programs (“ESG”) and policies.

The Nominating and Corporate Governance Committee is currently composed of three directors: Messrs. Brown and Holzman and Ms. Sondhi. Mr. Holzman is the chair of the Nominating and Corporate Governance Committee. All members of the Nominating and Corporate Governance Committee are independent (as independence is currently defined in Rule 5605(a)(2) of the Nasdaq listing rules). The Nominating and Corporate Governance Committee met twice during 2025. The Board has adopted a written Nominating and Corporate Governance Committee charter that is available to stockholders on our website at http://investors.rapid7.com.

The Nominating and Corporate Governance Committee believes that candidates for director should have the highest personal integrity and ethics. The Nominating and Corporate Governance Committee also intends to consider such factors as possessing relevant expertise upon which to be able to offer advice and guidance to management, having sufficient time to devote to the affairs of the Company, demonstrated excellence in his or her field, having the ability to exercise sound business judgment and having the commitment to rigorously represent the long-term interests of our stockholders. However, the Nominating and Corporate Governance Committee retains the right to modify these qualifications from time to time. Candidates for director nominees are reviewed in the context of the current composition of the Board, our operating requirements and the long-term interests of our stockholders. In conducting this assessment, the Nominating and Corporate Governance Committee typically considers diversity, age, skills and such other factors as it deems appropriate given the current needs of the Board and the Company, to maintain a balance of knowledge, experience and capability.

In the case of incumbent directors whose terms of office are set to expire, the Nominating and Corporate Governance Committee reviews these directors’ overall service to the Company during their terms, including the number of meetings attended, level of participation, quality of performance and any other relationships and transactions that might impair the directors’ independence. The Nominating and Corporate Governance Committee also takes into account the results of the Board’s self-evaluation, conducted annually on a group and individual basis. In the case of new director candidates, the Nominating and Corporate Governance Committee also determines whether the nominee is independent for Nasdaq purposes, which determination is based upon applicable Nasdaq listing standards, applicable SEC rules and regulations and the advice of counsel, if necessary. The Nominating and Corporate Governance Committee then uses its network of contacts to compile a list of potential candidates, but may also engage, if it deems 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 the Board. The Nominating and Corporate Governance Committee meets to discuss and consider the candidates’ qualifications and then selects a nominee for recommendation to the Board by majority vote. Any search firm retained to assist the Nominating and Corporate Governance Committee in seeking candidates for the Board will be instructed to include diverse candidates in terms of race, gender, geography, thought, viewpoints, backgrounds, skills, experience and expertise.

The Nominating and Corporate Governance Committee will consider director candidates recommended by stockholders. The Nominating and Corporate Governance Committee does not intend to alter the manner in which it evaluates candidates, including the minimum criteria set forth above, based on whether or not the candidate was recommended by a stockholder. Stockholders who wish to recommend individuals for consideration by the Nominating and Corporate Governance Committee to become nominees for election to the Board may do so by delivering a written recommendation to the Nominating and Corporate Governance Committee at the following address: Rapid7, Inc., 120 Causeway Street, Boston, Massachusetts 02114 at least 90 days, but no more than 120 days, prior to the anniversary date of the mailing of the Company’s proxy statement for the last annual meeting. Submissions must include the full name of the proposed nominee, a

description of the proposed nominee’s business experience for at least the previous five years, complete biographical information, a description of the proposed nominee’s qualifications as a director and a representation that the nominating stockholder is a beneficial or record holder of our common stock. Any such submission must be accompanied by the written consent of the proposed nominee to be named as a nominee and to serve as a director if elected.

Stockholder Communications with the Board of Directors

Stockholder communications will be reviewed by the Corporate Secretary of the Company, who will determine whether the communication should be presented to the Board. The purpose of this screening is to allow the Board to avoid having to consider irrelevant or inappropriate communications (such as advertisements, solicitations and hostile communications). All such communications should be sent by mail to the following address: Corporate Secretary, c/o Rapid7, Inc., 120 Causeway Street, Suite 400, Boston, Massachusetts 02114. All communications directed to the Audit Committee in accordance with our Whistleblower Policy for Accounting and Auditing Matters that relate to questionable accounting or auditing matters involving the Company will be promptly and directly forwarded to the Audit Committee. We also have a corporate ethics hotline to allow complaints related to questionable accounting or auditing matters, which are immediately directed to the chair of the Audit Committee.

Corporate Governance

Stockholder Communication and Recent Enhancements to Corporate Governance Practices

We strive to maintain strong corporate governance practices that promote the long-term interests of the Company and our stockholders, and we believe that regular, transparent stockholder engagement is an essential component to the ongoing review of our corporate governance practices. In recent years, we have made a number of enhancements to our corporate governance practices and disclosures in response to stockholder feedback, including declassifying our Board, eliminating supermajority voting provisions from our governance documents, and enhancing disclosures regarding our Board composition.

Code of Ethics

We have adopted the Rapid7 Code of Business Conduct that applies to all of our officers, directors, employees and independent contractors. The Code of Business Conduct is available on our website. If we make any substantive amendments to the Code of Business Conduct or we grant any waiver from a provision of the Code of Business Conduct to any executive officer or director, we will promptly disclose the nature of the amendment or waiver on our website.

Corporate Governance Guidelines

The Board has adopted Corporate Governance Guidelines to assure that the Board will have the necessary authority and practices in place to review and evaluate our business operations as needed and to make decisions that are independent of our management. The guidelines are also intended to align the interests of directors and management with those of our stockholders. The Corporate Governance Guidelines set forth the practices the Board intends to follow with respect to board composition and selection, board meetings and involvement of senior management, Chief Executive Officer performance evaluation and succession planning, and board committees and compensation. The Corporate Governance Guidelines, as well as the charters for each committee of the Board, may be viewed on our website.

Environment, Social and Governance

For information on our various efforts related to Environmental, Social and Governance, please visit the “Social Good” section of our website. The contents of our website are referenced for general information only and are not incorporated by reference in this Proxy Statement.

PROPOSAL 2

RATIFICATION OF SELECTION OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

The Audit Committee of the Board has selected KPMG LLP ("KPMG") as our independent registered public accounting firm for the fiscal year ending December 31, 2026 and has further directed that management submit the selection of our independent registered public accounting firm for ratification by the stockholders at the Annual Meeting. KPMG has been engaged by the Audit Committee to audit our financial statements since 2013. Representatives of KPMG are expected to be present at the Annual Meeting. They will have an opportunity to make a statement if they so desire and will be available to respond to appropriate questions.

Neither our Bylaws nor other governing documents or law require stockholder ratification of the selection of KPMG as our independent registered public accounting firm. However, the Audit Committee of the Board is submitting the selection of KPMG to the stockholders for ratification as a matter of good corporate practice. If our stockholders fail to ratify the selection, the Audit Committee of the Board will reconsider whether or not to retain that firm. Even if the selection is ratified, the Audit Committee of the Board in its discretion may direct the appointment of different independent auditors at any time during the year if they determine that such a change would be in the best interests of the Company and our stockholders.

Principal Accountant Fees and Services

The following table represents aggregate fees billed or billable to us for the fiscal years ended December 31, 2025 and 2024 by KPMG.


	Year Ended December 31,
	2025			2024
Audit Fees(1)		$	1,935,000	$	2,185,260

Tax Fees(2)		162,556		37,350
All Other Fees(3)		2,500		2,500
Total Fees		$	2,100,056	$	2,225,110

(1) Represents fees billed or billable for professional services provided to us in connection with (a) the audit of our annual consolidated financial statements, (b) the review of our quarterly consolidated financial statements, (c) acquisition activity, (d) evaluations related to stock-based compensation and (e) other regulatory filings.

(2) Represents fees billed for professional services provided for tax compliance, advice and planning.

(3) Represents fees billed for access to online accounting research software applications and data.

Pre-Approval Procedures

Our Audit Committee pre-approves all audit and permissible non-audit services performed by our independent registered public accounting firm in order to ensure that the provision of such services does not impair such accounting firm’s independence. Additionally, all auditor fees must be approved by our Audit Committee and all fees described above were pre-approved by the Audit Committee.

THE BOARD OF DIRECTORS RECOMMENDS A VOTE “FOR” PROPOSAL 2.

PROPOSAL 3

ADVISORY VOTE ON NAMED EXECUTIVE OFFICER COMPENSATION

The Board recognizes the interests our investors have in the compensation of our named executive officers. In recognition of that interest and as required by the Dodd-Frank Wall Street Reform and Consumer Protection Act (the “Dodd-Frank Act”) and Section 14A of the Exchange Act, we are providing our stockholders with the opportunity to vote to approve, on an advisory basis, the compensation of our named executive officers as disclosed in this Proxy Statement in accordance with SEC rules.

This proposal, commonly known as a “say-on-pay” proposal, gives our stockholders the opportunity to express their views on our named executive officers’ compensation as a whole. This vote is not intended to address any specific item of compensation, but rather the overall compensation of our named executive officers and the philosophy, policies and practices described in this Proxy Statement. The compensation of our named executive officers subject to the vote is disclosed in the Compensation Discussion and Analysis, the compensation tables, and the related narrative disclosure contained in this Proxy Statement. As discussed in those disclosures, we believe that our compensation policies and decisions are based on principles that reflect a “pay-for-performance” philosophy and are strongly aligned with our stockholders’ interests and consistent with current market practices. Compensation of our named executive officers is designed to enable us to attract and retain talented and experienced executives to lead us successfully in a competitive environment.

Accordingly, the Board is asking our stockholders to indicate their support for the compensation of our named executive officers as described in this Proxy Statement by casting a non-binding advisory vote “FOR” the following resolution:

“RESOLVED, that the compensation paid to the Company’s named executive officers, as disclosed pursuant to Item 402 of Regulation S-K, including the Compensation Discussion and Analysis, compensation tables and the related narrative disclosure, is hereby APPROVED.”

Because the vote is advisory, the result will not be binding on the Board, the Compensation Committee or us. Nevertheless, the views expressed by our stockholders, whether through this say-on-pay vote or otherwise, are important to management and the Board and, accordingly, the Board and the Compensation Committee intend to consider the results of this vote in making determinations in the future regarding executive compensation arrangements. We expect the next advisory vote to approve the compensation of our named executive officers to be conducted at the 2027 Annual Meeting of Stockholders.

THE BOARD OF DIRECTORS RECOMMENDS A VOTE “FOR” PROPOSAL 3.

SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT

The following table sets forth certain information regarding the ownership of our common stock as of March 31, 2026 by:

•each person, or group of affiliated persons, who is known by us to beneficially own more than 5% of our common stock;

•each of our named executive officers;

•each of our directors; and

•all of our current executive officers and directors as a group.

Beneficial ownership is determined according to the rules of the SEC and generally means that a person has beneficial ownership of a security if he, she or it possesses sole or shared voting or investment power of that security, or has the right to acquire beneficial ownership of that security within 60 days. Unless otherwise indicated below, to our knowledge, the persons and entities named in the table have sole voting and sole investment power with respect to all shares that they beneficially owned, subject to community property laws where applicable.

Our calculation of the percentage of beneficial ownership is based on 66,770,824 shares of common stock outstanding on March 31, 2026. Shares of common stock issuable under stock options that are currently exercisable or exercisable within 60 days of March 31, 2026 and shares of common stock underlying RSU awards that are vested as of March 31, 2026 or will vest within 60 days of March 31, 2026 are deemed beneficially owned, and such shares are used in computing the percentage ownership of the person holding these options or RSU awards and the percentage ownership of any group of which the holder is a member but are not deemed outstanding for computing the percentage of any other person.

This table is based upon information supplied by our officers, directors and principal stockholders and Schedules 13D and 13G filed with the SEC. Except as otherwise noted below, the address for persons listed in the table is c/o Rapid7, Inc., 120 Causeway Street, Boston, Massachusetts 02114.


	Number of Shares Beneficially Owned (#)	Percent of Shares Beneficially Owned (%)
5% Stockholders:

Entities affiliated with JANA Partners Management, LP (1)	6,760,149	10.1	%
Entities affiliated with BlackRock Inc.(2)	5,913,948	8.9	%





Named Executive Officers, Directors and Director Nominees:
Corey Thomas(3)	921,579	1.4	%
Rafe Brown	—	*
Tim Adams	131,387	*
Christina Luconi	—	*
Michael Berry	17,750	*
Marc Brown	87,713	*
Judy Bruner	46,192	*
Michael Burns (4)	9,953	*
Kevin Galligan (5)	5,107	*
Benjamin Holzman	57,685	*
Jeff Kalowski	—	*
Wael Mohamed (6)	4,953	*
J. Benjamin Nye	71,010	*
Tom Schodorf	74,927	*
Reeny Sondhi	13,797	*

All current executive officers and directors as a group (12 persons)(7)	1,310,666	2.0	%

*Represents beneficial ownership of less than 1% of our outstanding common stock.

(1) The information shown is as of March 26, 2026 and is based upon disclosures filed on a Schedule 13D/A on March 30, 2026 by JANA Partners Management, LP, which reported sole voting power over 6,760,149 shares and sole dispositive power over 6,760,149 shares. The address of JANA Partners Management, LP is 888 7th Avenue, 24th Floor, New York, New York 10106.

(2) The information shown is as of September 30, 2025 and is based upon disclosures filed on a Schedule 13G/A on October 17, 2025 by BlackRock, Inc., which reported sole voting power over 5,807,309 shares and sole dispositive power over 5,913,948 shares. The address of BlackRock, Inc. is 50 Hudson Yards, New York, New York 10001.

(3) Includes (i) 134,000 shares of common stock issuable upon the exercise of options exercisable within 60 days of March 31, 2026, (ii) 17,072 shares of common stock issuable upon the settlement of RSUs within 60 days of March 31, 2026, (iii) 30,000 shares of common stock held by the Corey E. Thomas Irrevocable Trust of 2016, which is administered by an independent trustee, (iv) 218,748 shares of common stock held by Thomas Family Holdings LLC, of which Mr. Thomas is a manager and as such may be deemed to having voting and dispositive power over these shares and (v) 48,137 shares of common stock held by Ancore Foundation, Inc., of which Mr. Thomas is a director and as such, may be deemed to have shared voting and dispositive power over these shares.

(4) Includes 4,953 shares of common stock issuable upon the settlement of RSUs within 60 days of March 31, 2026.

(5) Includes 5,107 shares of common stock issuable upon the settlement of RSUs within 60 days of March 31, 2026.

(6) Includes 4,953 shares of common stock issuable upon the settlement of RSUs within 60 days of March 31, 2026.

(7) Includes 1,065,590 shares of common stock held by all of our current executive officers and directors serving as of March 31, 2026 as a group and 245,076 shares that all current executive officers and directors as a group have the right to acquire from us within 60 days of March 31, 2026 pursuant to the exercise of stock options and the settlement of RSUs.

Delinquent Section 16(a) Reports

Section 16(a) of the Exchange Act requires our officers, directors and greater than 10% stockholders to file with the SEC initial reports of beneficial ownership and reports of changes in beneficial ownership. Officers, directors and greater than 10% stockholders are required by SEC regulations to furnish us with copies of all such reports.

To our knowledge, based solely on a review of the copies of such reports furnished to us and written representations that no other reports were required, we believe that for 2025, all such persons complied on a timely basis with the reporting requirements of Section 16(a) with the exception of (i) one Form 4 filing on April 17, 2025 by Mr. Murphy with respect to one acquisition of shares, and (ii) one Form 4 filing on December 4, 2025 by JANA Partners Management, LP with respect to one purchase of shares.

EXECUTIVE OFFICERS

The following table sets forth information concerning our executive officers as of the date of this Proxy Statement.


Name						Title
Corey Thomas						Chief Executive Officer
Rafe Brown						Chief Financial Officer

Biographical information for Mr. Thomas is presented above under the caption “Election of Directors.”

Rafe Brown, age 57, has served as our Chief Financial Officer since December 2025. Prior to joining Rapid7, Mr. Brown served as an Operating Partner of Francisco Partners Operating Executives LLC, which provides operational support services to the funds managed by Francisco Partners, the technology investment firm, and their portfolio companies, from September 2024 to December 2025. Prior to Francisco Partners Operating Executives LLC, Mr. Brown served as the President and Chief Operating Officer of Mimecast Limited, a global provider of next generation cloud security and risk management services for email and corporate information, from August 2022 to November 2023, and as its Chief Financial Officer from March 2019 to August 2022. Prior to Mimecast, Mr. Brown served as Senior Vice President, Chief Financial Officer and Treasurer of SevOne, Inc., a provider of network and infrastructure management, from December 2015 until March 2019. Before joining SevOne, from September 2013 until November 2015, Mr. Brown was Senior Vice President, Chief Financial Officer and Chief Administrative Officer of Pegasystems, Inc., a publicly traded global business process management software provider. Prior to Pegasystems, Mr. Brown spent nine years at salesforce.com, inc., serving most recently as a Senior Vice President of Finance. Mr. Brown began his public accounting career at Arthur Andersen LLP, followed by PricewaterhouseCoopers LLP. He holds a Master of Accounting from Brigham Young University and a Bachelor of Science in accounting from Southern Utah University. He holds a certified public accounting (CPA) designation (inactive).

EXECUTIVE COMPENSATION

COMPENSATION DISCUSSION AND ANALYSIS

This Compensation Discussion and Analysis provides an overview of our executive compensation program, philosophy and objectives, discusses our executive compensation policies and practices, and analyzes how and why the Compensation Committee of our Board (the “Compensation Committee”) arrived at specific compensation decisions for 2025 for our named executive officers.

Our named executive officers for 2025 are:


Name						Title
Corey Thomas						Chief Executive Officer
Rafe Brown(1)						Chief Financial Officer
Tim Adams(2)						Former Chief Financial Officer
Christina Luconi(3)						Former Chief People Officer

(1) Mr. Brown was appointed the Company’s Chief Financial Officer on December 1, 2025.

(2) In connection with his retirement as the Company’s Chief Financial Officer, on August 6, 2025, we entered into a letter agreement with Mr. Adams (the “Adams Letter Agreement”), pursuant to which he continued to serve as the Company’s Chief Financial Officer until November 30, 2025, and continues to serve as an advisor to the Company until June 1, 2026, to support continuity and a smooth transition. For a description of the material terms of the Adams Letter Agreement, please see the section of this Proxy Statement entitled “Potential Payments Upon Termination or Change in Control”.

(3) In connection with her resignation as the Company's Chief People Officer, on February 17, 2025, we entered into a letter agreement with Ms. Luconi (the “Luconi Letter Agreement”), pursuant to which she continued to serve as the Company's Chief People Officer until May 2, 2025, and as an advisor to the Company until November 3, 2025, to support continuity and a smooth transition. For a description of the material terms of the Luconi Letter Agreement, please see the section of this Proxy Statement entitled “Potential Payments Upon Termination or Change in Control”.

The following discussion and analysis of compensation arrangements of our named executive officers should be read together with the compensation tables and related disclosures set forth below. This discussion contains forward-looking statements that are based on our current plans, considerations, expectations and determinations regarding future compensation programs. The actual amount and form of compensation and the compensation programs that we adopt may differ materially from currently planned programs as summarized in this discussion.

Executive Summary

Rapid7 is a global leader in AI-powered managed cybersecurity operations, trusted to advance organizations’ cyber resilience. Open and extensible, the Rapid7 Command Platform integrates security data, enriching it with AI, threat intelligence, and 25 years of expertise and innovation to reduce risk and disrupt attackers.

Summary of 2025 Business Highlights

Our executive compensation program is designed to align the compensation of our executive officers with our financial and operational performance on both an annual and multi-year basis in an effort to deliver meaningful long-term stockholder value creation. Our 2025 financial highlights include:

•Achieved annualized recurring revenue* of $840 million.

•Total revenue was $860 million, an increase of 2% year-over-year; Product subscriptions revenue was $831 million, an increase of 3% year-over-year.

•Ended 2025 with over 11,500 total customers, and ARR per customer of approximately $72 thousand.**

•Full-year GAAP income from operations was $11.6 million and non-GAAP income from operations*** was $135.7 million.

•Full-year net cash provided by operating activities of $153.8 million; Free cash flow**** of $130.1 million.

* Annualized recurring revenue (“ARR”) is a financial measure that we as the annual value of all recurring revenue related to active contracts as of the last day of the period. ARR is measured at a specific point in time and does not incorporate consideration of any anticipated contract terminations or other prospective events, regardless of whether such events may exert a favorable or adverse influence on the metric. ARR should be viewed independently of revenue and deferred revenue, as ARR is an operating metric and is not intended to be combined with or replace these items. ARR is not a forecast of future revenue, which can be impacted by contract start and end dates and renewal rates and does not

include revenue reported as professional services revenue in our consolidated statement of operations. We use ARR and believe it is useful to investors as a measure of the overall success of our business.

** ARR per customer is defined as ARR divided by the number of customers at the end of the period. A customer is defined as any entity that has an active Rapid7 recurring revenue contract as of the specified measurement date, excluding customers of only InsightOps or Logentries that have a contract value less than $2,400 per year.

*** Non-GAAP income from operations (“Non-GAAP Operating Income”) is a non-GAAP financial measure, which represents the GAAP income from operations, excluding the effect of stock-based compensation expense, amortization of acquired intangible assets, amortization of debt issuance costs and certain other items such as acquisition-related expenses, non-ordinary course litigation-related expenses, impairment of long-lived assets, induced conversion expense, change in the fair value of derivative assets, restructuring expense and discrete tax items. We believe Non-GAAP Operating Income is useful to investors, as a supplement to U.S. GAAP measures, in assessing our ongoing operational performance, enhancing an overall understanding of our past financial performance and allowing for greater transparency with respect to metrics used by our management in its financial and operational decision-making. A reconciliation of GAAP loss from operations to non-GAAP income (loss) from operations is set forth on Appendix A to this Proxy Statement.

**** Free Cash Flow is a non-GAAP measure that we define as cash provided by operating activities less purchases of property and equipment and capitalization of internal-use software costs. We consider Free Cash Flow to be a liquidity measure that provides useful information to management and investors about the amount of cash generated by the business after necessary capital expenditures. A reconciliation of net cash provided by operating activities to Free Cash Flow is set forth on Appendix A to this Proxy Statement.

Although total revenue, product subscriptions revenue, ARR per customer, number of customers, and Free Cash Flow are not metrics that were used to determine 2025 awards under our incentive compensation plans, we believe that these metrics are useful indicators of our ability to grow our business consistent with our annual operating plan and provide important context for our Compensation Committee's executive compensation decisions.

Consistent with our philosophy, the majority of our named executive officers’ pay opportunities for 2025 were variable and aligned with our financial and operational performance. Our performance fell short of our ARR growth targets we set at the beginning of the year for our executive compensation program, including in respect of our annual performance bonus and long-term incentive plan targets for ARR and Net ARR, respectively. Despite this, we still achieved our annual performance bonus and long-term incentive plan targets for Non-GAAP Operating Income and Adjusted EBITDA, as discussed in more detail below in the sections entitled “2025 Executive Compensation Program—Annual Performance Bonus” and “2025 Executive Compensation Program—Long-Term Incentive Compensation”.

Summary of 2025 Executive Compensation Actions and Program Changes

•We structured approximately 95% of our Chief Executive Officer’s and an average of approximately 91% of our other named executive officers’ target total direct compensation to be “performance-based,” in that the value of the compensation is dependent on our measurable performance and stock price performance, consisting of an annual performance bonus opportunity and long-term equity incentives, including time-based restricted stock units (“RSUs”) and performance-based restricted stock units (“PSUs”). Target total direct compensation consists of annual base salary, target annual performance bonus opportunity and the target grant date fair value of equity awards approved. The charts below show the pay mix of our Chief Executive Officer and, on average, our other named executive officers and the components of their pay for 2025(1):

(1) For our Chief Executive Officer, the chart consists of base salary, target bonus and grant date fair value for equity awards granted during 2025. For our other named executive officers, the chart consists of the average base salaries and target bonuses for Mr. Adams and Ms. Luconi (in each case, without proration for their partial year of service in 2025), and the grant date fair value for equity awards granted to Mr. Adams during 2025. As Ms. Luconi notified the Company of her resignation prior to the annual equity award grant date, no equity awards were issued to her in 2025. As Mr. Brown was only appointed the Company’s Chief Financial Officer on December 1, 2025, he has been excluded from these charts. Amounts have been rounded to facilitate presentation in whole numbers, which may result in minor variances from the underlying calculated amounts

•We structured the target annual performance bonus opportunities to be equally dependent on meeting financial targets for ARR and Non-GAAP Operating Income to continue our commitment to our growth and profitability framework. We selected this equal weighting for 2025 to reinforce the importance of balancing durable top-line growth with disciplined expense management and profitability, which we believe are both critical to creating long-term shareholder value. For 2025, our annual performance bonus paid out at 50% of target, as described in more detail under “Annual Performance Bonus” below.

•We remain committed to the continued use of PSUs, which we introduced into our program beginning in 2023. For 2025, 50% of our named executive officer’s long term incentive awards were comprised of PSUs tied to Adjusted EBITDA* and ARR goals. For our Chief Executive Officer, this reflects a shift from a 67% PSU / 33% RSU split in 2023 and 2024 to a 50% PSU / 50% RSU split for 2025, which the Compensation Committee implemented to better align with market practice, while appropriately weighing retention and motivation considerations. While we achieved 100% of our 2025 Adjusted EBITDA target, our 2025 ARR performance did not meet the minimum threshold of our ARR target and therefore only 50% of the target number of PSUs were earned in 2025, subject to additional time-based vesting over two years, as described in more detail under “2025 Executive Compensation Program—Long-Term Incentive Compensation” below.

For more information on the rationale for how we structure our compensation, please refer to the section below entitled “2025 Executive Compensation Program—Long-Term Incentive Compensation”.

*We define Adjusted EBITDA as net income before (1) interest income, (2) interest expense, (3) other (income) expense, net, (4) provision for (benefit from) income taxes, (5) depreciation expense, (6) amortization of intangible assets, (7) stock-based compensation expense, (8) acquisition-related expenses, (9) litigation-related expenses, (10) impairment of long-lived assets and (11) restructuring expense. We believe that the use of Adjusted EBITDA is useful to investors and other users of our financial statements in evaluating our operating performance because it provides them with an additional tool to compare business performance across companies and across periods.

Executive Compensation Policies and Practices

Our executive compensation program reflects our strong commitment to good governance practices with respect to executive compensation:

WHAT WE DO

WHAT WE DON'T DO

100% Independent Directors on the Compensation Committee.

No Guaranteed “Single Trigger” Change in Control Payments; Change in Control Equity Vesting Benefits Are Structured to be “Double Trigger” or Limited to Acquiring Company Refusing to Assume or Continue Awards.

Retain an Independent Compensation Advisor.

Perquisites and Other Personal Benefits are Not a Material Part of Our Executive Officer Compensation Program.

Review and Reevaluate Executive
Compensation Annually.

No Tax Reimbursements or Tax Gross Ups on Severance
or Change in Control Payments.

Structure a Significant Portion of Executive Compensation to be Performance-Based.

No Special Executive Welfare or Health Benefits, or Retirement Plans That Are Not Available to Our
Employees Generally.

Tie Performance Bonus Opportunities to Corporate Objectives.

No Guaranteed Salary Increases or Bonuses.

Emphasize Long-Term Equity Incentives.

No Short Sales or Hedging of Stock Ownership Positions
and Transactions Involving Derivatives of Our Common Stock.

Maintain Stock Ownership Guidelines for Named Executive Officers and Directors.

Implement and Enforce a NASDAQ-compliant "Clawback" Policy.

Establish Maximum Payout Amounts under the Bonus Plan and Require Threshold Level of Achievement for Payout with Respect to Each Performance Measure.

Grant PSU Awards with Rigorous Performance Conditions.

Our primary design objectives for long-term compensation are to attract, retain and incentivize executives, align executive pay with our performance and the interests of our stockholders, and minimize costs and implementation challenges. While the Compensation Committee considers our RSUs to be performance-based because they provide a return directly in line with our stock price performance, we also use long-term equity incentives in the form of PSUs to align our executive officers’ interests with those of our stockholders. For fiscal year 2025, our long-term equity incentives to our executive officers reflect a mix of 50% RSUs and 50% PSUs.

Our Board and management are committed to maintaining an active dialogue and engaging with our stockholders to understand their priorities and concerns related to executive compensation and corporate governance. Additionally, our Investor Relations team, along with our Chief Executive Officer and Chief Financial Officer, frequently engages with our stockholders throughout the year. At our 2025 Annual Meeting, 91% of our stockholders approved, on an advisory basis, the compensation of our named executive officers.

Objectives, Philosophy and Elements of Executive Compensation

Our executive compensation program aims to achieve the following principal objectives:

•attract, retain and reward highly qualified executives;

•provide incentives that motivate and reward for achievement of our key performance goals that increase stockholder value over the long term;

•align our executives’ interests with those of our stockholders; and

•link pay to Company's performance.

Our executive compensation program generally consists of, and is intended to strike a balance among, three principal elements. The chart below includes these three elements, their principal features and rationale.

Compensation Element

Description

Purpose

Base Salary

(fixed cash)

•Fixed component of pay.

•Provides compensation for executive to perform job functions.

•Provides financial stability and security.

Annual Performance Bonus

(“at-risk” performance-based cash)

•Opportunity to earn annually.

•Tied to achievement of key corporate goals.

•Executives can earn 0-125% of their target award based on achievement of pre-established targets.

•Includes a threshold level of performance necessary for any payout and a reasonable cap on payment.

•Motivates and rewards for achievement of key drivers of our annual operating plan.

•Provides tangible, achievable goals and reinforces key priorities of the organization.

Long-Term Incentives

(“at-risk” performance-based equity)*

•RSU awards, typically granted annually, that vest over three years, subject to continued employment on the vesting date.

•PSU awards granted annually with a one-year performance period that vest over three years, subject to continued employment on the vesting date.

•PSUs encourage achievement of key performance metrics.

•Multi-year vesting period assists with retention and aligns executives' interests with stockholder interests and changes in stockholder value over the long-term.

*In addition to our PSUs, we consider RSUs to be “at-risk” and performance-based because the value delivered is directly dependent on our stock price performance.

We also provide our executive officers with severance and change in control-related payments and benefits, as well as benefits available to all our employees, including retirement benefits under our Section 401(k) plan and participation in various employee health and welfare benefit plans.

We focus on providing a competitive compensation package to each of our executive officers that provides short-term and significant long-term incentives for the executive officers to drive the achievement of measurable corporate objectives. We believe that this approach provides an appropriate blend of short-term and long-term incentives to maximize stockholder value.

We do not have formal policies for allocating compensation among base salary, annual performance bonuses and equity awards, short-term and long-term compensation or among cash and non-cash compensation. Instead, the Compensation Committee uses its judgment to establish a total compensation program for each named executive officer that is a mix of current, short-term and long-term incentive compensation, and cash and non-cash compensation, that it believes appropriate to achieve the goals of our executive compensation program and our corporate objectives. However, we historically have structured a significant portion of our named executive officers’ target total direct compensation so that it is comprised of performance-based bonus opportunities and long-term equity awards, in order to align our executive officers’ incentives with the interests of our stockholders and our corporate objectives.

How We Determine Executive Compensation

Role of our Compensation Committee and the Board

The Compensation Committee is appointed by the Board to assist with the Board’s oversight responsibilities with respect to the Company’s compensation policies, plans and programs, administration of the Company’s equity plans and its responsibilities related to the compensation of the Company’s executive officers, senior management and non-employee directors, as appropriate. For details on the Compensation Committee’s oversight of the executive compensation program, see the section titled “Information Regarding Committees of the Board of Directors—Compensation Committee” of this Proxy Statement. The Compensation Committee consists solely of independent members of the Board.

The Compensation Committee meets periodically throughout the year to manage and evaluate our executive compensation program, and determines the principal components of compensation (base salary, annual performance bonuses and equity awards) for our executive officers, including our named executive officers, on an annual basis; however, decisions may occur at other times for new hires, promotions or other special circumstances as the Compensation Committee determines appropriate. The Compensation Committee does not delegate authority to approve executive officer compensation. The Compensation Committee does not maintain a formal policy regarding the timing of equity awards to our executive officers, but typically grants equity awards at a regularly scheduled meeting in the first quarter of the year and at the time of a new hire or promotion. The Compensation Committee reviews and approves the compensation and other terms of employment of the Chief Executive Officer and our other named executive officers and evaluates the Chief Executive Officer’s performance in light of relevant corporate performance goals and objectives.

Role of Management

The Compensation Committee works with and receives information and analyses from management, including within our legal, finance, and people strategy departments, and considers such information and analyses in determining the structure and amount of compensation to be paid to our executive officers, including our named executive officers. Our Chief Executive Officer evaluates executive officer performance and provides the Compensation Committee with these assessments, as well as with his recommendations and proposals regarding executive officer compensation and decisions affecting base salaries, annual performance bonuses, equity awards and other compensation-related matters, outside of the presence of any other named executive officers. However, the Compensation Committee retains the final authority to make all compensation decisions for our executive officers.

From time to time, various other members of management and other employees as well as outside advisors or consultants may be invited by the Compensation Committee to make presentations, provide financial or other background information or advice or otherwise participate in Compensation Committee or Board meetings.

Members of management, including our Chief Executive Officer, may attend portions of our Compensation Committee’s meetings.

Our legal, finance, and people strategy departments work with our Chief Executive Officer to design and develop recommended compensation programs for our executive officers, including our named executive officers, to recommend changes to existing compensation programs, to recommend financial and other performance targets to be achieved under those programs, to prepare analyses of financial data, to prepare peer data comparisons and other briefing materials, and ultimately to implement the decisions of the Compensation Committee.

Neither our Chief Executive Officer nor any other executive officers or other employees are present during deliberations of, or decisions regarding, their own compensation or compensation of other executive officers, with the exception of our Chief Executive Officer who may be present during deliberations regarding the compensation of our other executive officers.

Role of Compensation Consultant

The Compensation Committee has the sole authority to retain compensation consultants to assist in its evaluation of executive compensation, including the authority to approve the consultant’s reasonable fees and other retention terms. The Compensation Committee retained Compensia as its compensation consultant to aid it in making executive pay decisions for 2025. As part of its engagement, Compensia annually reviews and recommends updates as necessary to the group of peer companies the Compensation Committee uses as a reference in assessing the competitive market, making executive compensation decisions, evaluating current executive pay practices and considering different compensation programs to aid the Compensation Committee in making executive pay decisions for 2025. Compensia also conducted market research and analysis to assist the Compensation Committee in developing executive compensation levels, including appropriate salaries, target annual performance bonus opportunities and equity awards for our executive officers, including our named executive officers. Compensia also conducted a review of our non-employee director compensation policies and practices and peer analysis of stock ownership guidelines practices.

In the fourth quarter of 2025, the Compensation Committee engaged Pay Governance LLC as its independent compensation consultant for 2026 executive compensation matters. The Compensation Committee has annually analyzed whether the work of Compensia as a consultant to the Compensation Committee has raised any conflict of interest, and for 2026, will analyze the work of Pay Governance LLC as a consultant to the Compensation Committee (together with Compensia, the “Compensation Consultants”), taking into account the following factors: (i) the provision of other services to the Company by the Compensation Consultants; (ii) the amount of fees received from the Company as a percentage of the Compensation Consultants’ total revenue; (iii) the Compensation Consultants’ policies and procedures that are designed to prevent conflicts of interest; (iv) any business or personal relationship of the individual compensation advisors employed by the Compensation Consultants with any member of our Compensation Committee; (v) any shares of the Company owned by the Compensation Consultants or the individual compensation advisors employed by the Compensation Consultants; and (vi) any business or personal relationships of the Compensation Consultants or the individual compensation advisors employed by the Compensation Consultants with any executive officer.

Use of Competitive Market Compensation Data

The Compensation Committee believes that it is important when making its compensation decisions to be informed as to the current practices of comparable public companies with which we compete for executive talent. Pursuant to the direction of the Compensation Committee, in July 2024, Compensia proposed, and the Compensation Committee approved, an updated group of companies that would be appropriate peers based on our Company’s current industry focus, market size and employee headcount. Alteryx, AppFolio, and New Relic were removed for 2025 due to acquisition activity or similar changes in their market capitalization that no longer fit within our selection criteria, and BlackBerry, SolarWinds, and Verint Systems were added based on fit relative to our selection criteria. Based on input from the Compensation Committee, this list generally consists of companies from the software and internet services and infrastructure industries that generally have one-third to three times our revenue, and one-third to three times our market capitalization, with consideration given to product and business model similarities. The resulting peer group used by the Compensation Committee in making executive pay decisions for 2025 consisted of the following companies:


BlackBerry (BB)*						SentinelOne (S)
BlackLine (BL)						SolarWinds (SWI)*
Elastic N.V. (ESTC)						Tenable Holdings (TENB)
Everbridge (EVBG)						Varonis Systems (VRNS)
Five9 (FIVN)						Verint Systems (VRNT)*
PagerDuty (PD)						Workiva (WK)
Q2 Holdings (QTWO)						Zscaler (ZS)
Qualys (QLYS)

*Added for 2025.

The Compensation Committee, with the assistance of Compensia, used data drawn from public filings of the companies in our compensation peer group, as well as data from two custom data cuts drawn from the Radford Global Compensation Database, which included 12 of the companies in our 2025 peer group and 55 other U.S.-based software companies with median revenue and market capitalization of $759M and $4.5B, respectively (together, “market data”), to evaluate the competitive market when determining the 2025 total direct compensation packages for our named executive officers, including base salary, target annual bonus opportunities and long-term incentive compensation opportunities. Compensia prepared, and the Compensation Committee reviewed, a range of market data reference points (generally at the 25th, 50th, 60th and 75th percentiles of the market data) with respect to base salary, annual performance bonuses, equity awards (valued based on an approximation of grant date fair value), total target cash compensation (base salary and the target annual performance bonus opportunity) and target total direct compensation (total target cash compensation and equity compensation) with respect to each of our executive officers. The Compensation Committee did not target pay to fall at any particular percentile of the market data, but rather considers this market data as one of several inputs when making 2025 compensation decisions. The Compensation Committee also considers other factors as described below under “Factors Used in Determining Executive Compensation.”

In preparation for making 2026 compensation decisions, the Compensation Committee, with input from Compensia, updated its peer group to ensure the peer group remained closely aligned with the Company’s current industry focus, market size and employee headcount. Elastic N.V., Everbridge, SolarWinds and Zscaler were removed due to acquisition activity or changes in their market capitalization that no longer fit within our selection criteria, and Fastly was added based on fit relative to our selection criteria. In July 2025, Compensia recommended, and the Compensation Committee approved, the following companies as our peer group for 2026 executive compensation decisions:


BlackBerry (BB)						Qualys (QLYS)
BlackLine (BL)						SentinelOne (S)
Fastly (FSLY)*						Tenable Holdings (TENB)
Five9 (FIVN)						Varonis Systems (VRNS)
PagerDuty (PD)						Verint Systems (VRNT)
Q2 Holdings (QTWO)						Workiva (WK)

*Added for 2026

Factors Used in Determining Executive Compensation

The Compensation Committee sets the compensation of our executive officers, including our named executive officers, at levels it determines to be competitive and appropriate for each executive officer, using the professional experience and judgment of Compensation Committee members. Pay decisions are not made by use of a formulaic approach or benchmark; the Compensation Committee believes executive pay decisions require consideration of a multitude of relevant factors which may vary from year to year. In making executive compensation decisions, the Compensation Committee generally takes into consideration a variety of factors, including the following:

•Company performance and existing business needs;

•Each executive officer’s individual performance, experience, skills, level of responsibility and the breadth, scope and complexity of the position, as well as the criticality of the skill set of the executive officer to the Company’s future performance;

•The need to attract new talent to our executive team and retain existing talent in a highly competitive industry where we compete for top talent;

•A range of market data reference points, as described above under “Use of Competitive Market Compensation Data”;

•The total compensation cost and stockholder dilution from executive compensation actions;

•A review of an executive officer’s total target and historical compensation and equity award holdings;

•Internal pay equity relative to similarly situated executives;

•Recommendations from an outside compensation consultant on compensation policy determinations for our executive officers;

•Stockholder feedback;

•Our Chief Executive Officer’s recommendations, based on his direct knowledge of the performance by each executive officer; and

•Our Compensation Committee’s independent judgment.

2025 Executive Compensation Program

Base Salary

In January 2025, the Compensation Committee reviewed the base salaries of our executive officers, including our named executive officers, against the market data provided by Compensia and each named executive officer’s annual performance, as well as recommendations from our Chief Executive Officer (except with respect to his own base salary) and the other factors described above under “Factors Used in Determining Executive Compensation.” The Compensation Committee determined that it would be appropriate to increase each of our named executive officer’s base salary levels, with the exception of Christina Luconi (whose base salary remained the same), as they believed the increase in cash compensation would recognize the executive's individual impact. In determining such base salary amounts, the Compensation Committee targeted salary levels at the low end of the peer group range, which resulted in the base salary amounts as reflected in the table below:


Name	2025 Base Salary ($)(1)	% Increase from 2024
Corey Thomas	545,000	3.6%
Rafe Brown	450,000	—%
Tim Adams(2)	430,000	4.9%
Christina Luconi(3)	392,000	—%

(1) Represents the amount of annualized base salaries. Actual amounts of salaries paid are represented in the Summary Compensation Table.

(2) Pursuant to the Adams Letter Agreement, Mr. Adams ceased receiving an annual base salary upon his retirement as Chief Financial Officer on November 30, 2025, but, effective as of December 1, 2025, he received a monthly advisory fee equivalent to the monthly base salary he received as our Chief Financial Officer, as reported in this column.

(3) Pursuant to the Luconi Letter Agreement, Ms. Luconi ceased receiving an annual base salary upon her resignation as Chief People Officer on Mary 2, 2025, but, effective as of May 3, 2025, she received a monthly advisory fee equivalent to the monthly base salary she received as our Chief People Officer through November 3, 2025, as reported in this column.

Annual Performance Bonus

The Rapid7, Inc. Executive Incentive Bonus Plan (the “Bonus Plan”) applies to certain key executive officers that are selected by the Compensation Committee, including our named executive officers. The Bonus Plan provides for the opportunity to earn bonuses based upon the attainment of certain corporate, financial and operational measures or objectives appropriate for the respective year (“Corporate Performance Goals”). Each Executive has a target annual performance bonus opportunity that corresponds to achievement of 100% of the Corporate Performance Goals. The Compensation Committee set threshold and maximum achievement levels for the Corporate Performance Goals and capped payout at a maximum of 125% of the Executive's target annual performance bonus opportunity. The Corporate Performance Goals and bonus formulas are adopted annually by the Compensation Committee and are measured as of the end of each year after our financial statements have been prepared. If the Corporate Performance Goals are met, payments are made as soon as practicable following the end of each year, but not later than 74 days thereafter. Subject to the rights contained in any agreement between us and the Executive, an executive officer must be employed by us on the bonus payment date to be eligible to receive a bonus payment.

Target Annual Performance Bonus Opportunities. The 2025 target annual performance bonus opportunities under the Bonus Plan for our named executive officers were set as follows.


Name						Target Bonus ($)
Corey Thomas						630,000
Rafe Brown(1)						—
Tim Adams						315,000
Christina Luconi						208,000

(1) Mr. Brown was appointed as the Company’s Chief Financial Officer on December 1, 2025, and was not eligible to receive a bonus under the Bonus Plan for fiscal year 2025.

In determining 2025 target annual performance bonus opportunities, the Compensation Committee first assessed 2024 target annual performance bonus opportunities against the market data provided by Compensia and each named executive officer’s annual performance, as well as recommendations from the Chief Executive Officer (except with respect to his own bonus) and the other factors described above under “Factors Used in Determining Executive Compensation.”

Performance Goals and Bonus Structure. In January 2025, the Compensation Committee adopted the Corporate Performance Goals, targets and payout formula for 2025 annual performance bonus payments for the Executives under the Bonus Plan. These targets were intended to be rigorous in nature to incentivize the executive officers to execute against the Company’s framework of balancing durable growth while scaling profitability and set above our internal plan for 2025. For 2025, 50% of the target annual performance bonus opportunity was based on the company achieving a target Non-GAAP Operating Income for the year and 50% was based on the Company achieving target ARR for the year. We believe the equal weighting of these measures in 2025 allowed us to focus on more profitable growth.

The Compensation Committee believed that Non-GAAP Operating Income is an appropriate metric as our management uses it in its financial and operational decision-making, and it enhances the overall understanding of our past core financial performance and assists in evaluating our ongoing core operational performance. Additionally, the Compensation Committee believed that utilizing the ARR metric is appropriate as it is the primary driver of revenue growth and orientation of the Company, including compensation of our sales organization.

Pursuant to the Bonus Plan, the Compensation Committee may adjust the ultimate annual performance bonus payments to the Executives, at its sole discretion, with input from our Chief Executive Officer (except as it relates to his own performance), based on the individual performance of each Executive. The Compensation Committee did not exercise any such discretion to adjust the Executive's payments under the Bonus Plan for 2025. Additionally, pursuant to the Bonus Plan, the Compensation Committee may adjust the calculation of the Corporate Performance Goals for certain defined unplanned items, including acquisitions and divestitures. The Compensation Committee did not make any discretionary adjustments to the Corporate Performance Goals for the Bonus Plan for 2025 in respect of any unplanned items

Based on our financial performance in 2025, we achieved the target performance levels under the Bonus Plans as follows:

Corporate Performance Goal(1)

Threshold, Target and Maximum Achievement Levels and Payout Formula

Weight

Actual Achievement

Achievement Percentage of Target

Weighted Payout Percentage

Non-GAAP Operating Income

Less than $125 million results in 0% payout

Threshold and Target achievement: At least $125 million but less than $140 million results in 100% payout

Maximum achievement: At least $140 million results in $125% payout

50%

$135.7 million(2)

100%

50%

Annualized Recurring Revenue

Less than $870 million results in 0% payout

Threshold achievement: At least $870 million but less than $875 million results in 50% payout

At least $875 million but less than $880 million results in 75% payout

At least $880 million but less than $891 million results in 90% payout

Target achievement: At least $891 million but less than $898 million results in 100% payout

At least $898 million but less than $904 million results in $110% payout

Maximum achievement: At least $904 million results in 125% payout

50%

$839.8 million(3)

—%

Total

50%

(1) The threshold achievement represents the minimum goal that must be achieved, with achievement below such amount resulting in zero payment. Above this threshold amount, we designated ranges of achievement of ARR and Non-GAAP Operating Income amounts which result in set levels of payouts as percentages of the overall target. ARR/Non-GAAP Operating Income achievement of any amount within such range results in the same payout, with no interpolation within a range.

(2) See Appendix A to this Proxy Statement for a reconciliation of GAAP loss from operations to Non-GAAP Operating Income.

(3) ARR is a financial measure that we define as the annual value of all recurring revenue related to active contracts as of the last day of the period. ARR is measured at a specific point in time and does not incorporate consideration of any anticipated contract terminations or other prospective events, regardless of whether such events may exert a favorable or adverse influence on the metric. ARR should be viewed independently of revenue and deferred revenue, as ARR is an operating metric and is not intended to be combined with or replace these items. ARR is not a forecast of future revenue, which can be impacted by contract start and end dates and renewal rates and does not include revenue reported as professional services revenue in our consolidated statement of operations. We use ARR and believe it is useful to investors as a measure of the overall success of our business.

As a result, the total amounts earned for each named executive officer under the Bonus Plan for 2025 were as follows:


Name	Bonus Amount Earned ($)	Bonus Amount Earned as % of Target Bonus
Corey Thomas	315,000	50%
Rafe Brown	—	—%
Tim Adams (1)	144,375	50%
Christina Luconi (1)	34,762	50%

(1) The amounts reflected in the “Bonus Amount Earned” column of this table for Mr. Adams and Ms. Luconi are pro-rated through May 2, 2025 and November 30, 2025, their respective employment termination dates, and does not include credit for services rendered as an advisor under their respective letter agreements.

Long-Term Incentive Compensation

In early 2025, in preparation for making 2025 equity compensation decisions, our Compensation Committee reviewed market data, including equity award practices of our peer companies, our named executive officers’ outstanding equity awards, including the retention value of unvested awards, our current business strategy and projected growth, and an evaluation of each individual executive officers’s responsibilities and performance, including the criticality of the executive officer to the future success of the Company. The Compensation Committee also took into account the recommendations of our Chief Executive Officer (except with respect to his own equity award) and the other factors described above under “Factors Used in Determining Executive Compensation.”

In 2025, the Compensation Committee awarded our executive officers a mix of RSUs and PSUs, split evenly.

The RSU awards granted to Messrs. Thomas and Adams in February 2025 are set forth in the table below. These RSU awards vest in twelve equal quarterly installments, with the first installment for each of the awards vesting on May 15, 2025, subject to the named executive officer’s continued service with us through each such vesting date.

The RSU award granted to Mr. Brown in connection with his appointment as our Chief Financial Officer in December 2025 is also set forth in the table below. This RSU award vests over a three-year period with 33% of the common stock underlying the award vesting on December 15, 2026 and 8.33% of the common stock underlying the award vesting on each quarterly anniversary thereafter, subject to Mr. Brown’s continuous service through each vesting date.


Name						Annual 3-Year RSU Award (# shares)
Corey Thomas						129,333
Rafe Brown						466,999
Tim Adams						51,734
Christina Luconi(1)						—

(1) Ms. Luconi resigned as Chief People Officer effective May 2, 2025. As Ms. Luconi notified the Company of her resignation prior to the annual RSU award grant date, no RSU grant was issued to her during the 2025 fiscal year.

Each of the PSU awards granted to the named executive officers required the achievement of defined ARR and Adjusted EBITDA goals. The PSU awards had a performance period of one year and if earned, would vest in three equal installments following each of the first, second and third anniversary of the vesting commencement date, subject to the participant’s continuous service as of each such date.

The PSU awards granted to our named executive officers in February 2025 are set forth in the table below. The PSU awards earned as of February 15, 2026, reflect an overall level of achievement at 50% of the target levels, as described in further detail below.


Name	# of Shares at Grant	PSU Award Earned as of % of Target Award		# of Shares Earned as of February 15, 2026
Corey Thomas	129,333	50	%	64,667
Rafe Brown(1)	—	—	%	—
Tim Adams	51,734	50	%	25,867
Christina Luconi(2)	—	—	%	—

(1) Mr. Brown joined the Company subsequent to the date annual PSU grants are issued and at the end of the applicable performance period; therefore, no PSUs were granted to Mr. Brown during the 2025 fiscal year.

(2) Ms. Luconi resigned as Chief People Officer effective May 2, 2025. As Ms. Luconi notified the Company of her resignation prior to the annual PSU award grant date, no PSU grant was issued to her during the 2025 fiscal year.

Based on our financial performance in 2025, while we did not achieve the minimum threshold ARR target, we achieved the Adjusted EBITDA target for the vesting of the granted PSUs at 100% of the target level, and therefore 50% of the PSUs were earned, subject to the executive’s continuous service as of each vesting date.

Corporate Performance Goal(1)

Achievement Levels and Payout Formula

Actual Achievement

Achievement Percentage of Target

Weighted Payout Percentage

Net Annualized Recurring Revenue

Less than $30 million results in 0% payout

Threshold achievement: At least $30 million but less than $37 million results in 50% payout

At least $37 million but less than $45 million results in 75% payout

Target achievement: At least $45 million but less than $50 million results in 100% payout

At least $50 million but less than $55 million results in 125% payout

At least $55 million but less than $60 million results in 150% payout

Maximum achievement: At least $60 million results in 200% payout

$0.0 million(2)

—%

Adjusted EBITDA

Less than $153 million results in 0% payout

Threshold and Target achievement: At least $153 million but less than $167 million results in 100% payout

At least $167 million but less than $172 million results in 125% payout

At least $172 million but less than $178 million results in 150% payout

Maximum achievement: At least $178 million results in 200% payout

$161.9 million(3)

100%

50%

Total

50%

(1) The threshold achievement represents the minimum goal that must be achieved, with achievement below such amount resulting in zero payment. Above this threshold amount, we designated ranges of achievement of Net ARR and Adjusted EBITDA amounts which result in set levels of payouts as percentages of the overall target. Net ARR/Adjusted EBITDA achievement of any amount within such range results in the same payout, with no interpolation within a range.

(2) Net ARR is a financial measure that we define as the change in annual value of all recurring revenue related to active contracts as of the last day of the period as compared to ARR as of the last day of the pervious annual period. ARR is measured at a specific point in time and does not incorporate consideration of any anticipated contract terminations or other prospective events, regardless of whether such events may exert a favorable or adverse influence on the metric. ARR should be viewed independently of revenue and deferred revenue, as ARR is an operating metric and is not intended to be combined with or replace these items. ARR is not a forecast of future revenue, which can be impacted by contract start and end dates and renewal rates and does not include revenue reported as professional services revenue in our consolidated statement of operations. We use ARR and believe it is useful to investors as a measure of the overall success of our business.

(3) See Appendix A to this Proxy Statement for a reconciliation of GAAP loss to Non-GAAP Adjusted EBITDA.

Other Features of Our Executive Compensation Program

Employment Arrangements

The initial terms and conditions of employment for each of our named executive officers are set forth in employment offer letters and employment agreements, as applicable. The terms of these letters and agreements are described in greater detail in the section titled “—Employment Arrangements—Agreements with our Named Executive Officers.” Each of our named executive officers is an “at-will” employee.

Severance and Change in Control Payments and Benefits

In August 2023, after reviewing current market practices and upon the recommendation of Compensia, we entered into updated written agreements with each of our then named executive officers that superseded the terms of their severance and change in control terms set forth in their prior agreements with us, as applicable. Each of these severance agreements provides for severance payments and benefits (cash payments, payments for COBRA premiums and equity award acceleration) upon a termination of employment without cause or a resignation for good reason, in each case, either outside or inside the “Change in Control Period” (which is three months prior to (or in the case of Mr. Brown, 90 days) or 12 months following a change in control transaction). We do not provide any tax payments or “gross ups” in connection with a severance or change in control transaction.

The Compensation Committee approved these severance payments and benefits, after a review of competitive market data provided by Compensia, to ensure that the payments and benefits remain appropriately structured and at reasonable levels. All change in control payments and benefits are structured to be payable only on a “double-trigger” basis, requiring a termination of employment without cause or a resignation by a named executive officer for “good reason” (each as defined in the applicable agreements), in each case, in connection with the change in control transaction, except that the vesting of equity awards for our named executive officers will be accelerated in connection with a change in control if they are not assumed by the acquirer. The Compensation Committee believes that these severance protections are necessary to provide stability among our executive officers, are important from a retention perspective, serve to focus our executive officers on our business operations, and avoid distractions in connection with a potential change in control transaction or period of uncertainty. A more detailed description of our named executive officer severance and change in control payments and benefits is provided below under “Potential Payments upon Termination or Change in Control.”

Each of our named executive officers holds stock options, RSU and PSU awards under our equity incentive plans that were granted subject to our form of equity award agreements. A description of the termination and change of control provisions in such equity incentive plans and form of equity award agreements is provided below under “Potential Payments upon Termination or Change in Control.”

In addition, in connection with their respective retirement and resignation as our Chief Financial Officer and Chief People Officer, we entered into the Adams Letter Agreement with Mr. Adams and the Luconi Letter Agreement with Ms. Luconi. The material terms and conditions of these arrangements are described in the section of this Proxy Statement entitled “Potential Payments upon Termination or Change in Control.”

Section 401(k) Plan, ESPP, Welfare and Health Benefits

We maintain a defined contribution retirement plan that provides eligible U.S. employees, including our named executive officers, with an opportunity to save for retirement on a tax advantaged basis (the “401(k) Plan”). Our matching contribution is 50% of employee contributions up to 6% of base salary and up to a $3,000 annual maximum match. Eligible employees may defer eligible compensation on a pre-tax basis, up to the statutorily prescribed annual limits on contributions under the Internal Revenue Code of 1986, as amended (the “Code”). Contributions are allocated to each participant’s individual account and are then invested in selected investment alternatives according to the participants’ directions. Employees are immediately and fully vested in any employer contributions after one year of service. The 401(k) Plan is intended to be qualified under Section 401(a) of the Code with the 401(k) Plan’s related trust intended to be tax exempt under Section 501(a) of the Code. As a tax-qualified retirement plan, employer contributions to the 401(k) Plan and earnings on those contributions are not taxable to the employees until distributed from the 401(k) Plan.

We also offer eligible employees, including our executive officers, the opportunity to purchase shares of our common stock at a discount under our 2015 Employee Stock Purchase Plan (the “ESPP”), which is intended to qualify as an “employee stock purchase plan” within the meaning of Section 423 of the Code. Pursuant to the ESPP, all eligible employees, including the eligible named executive officers, may allocate up to 15% of the participant’s gross earnings (as described in the ESPP) for that year to purchase our stock at a 15% discount of the lesser of (i) the market value of our common stock at the beginning of each offering period and (ii) the market value of our common stock on the applicable purchase date, subject to specified limits.

In addition, we provide other health and welfare benefits to our executive officers, including the named executive officers, on the same basis as to all of our full-time employees. These benefits include, but are not limited to, medical, dental, vision, group life, disability and accidental death and dismemberment insurance plans.

We design our employee benefits programs to be affordable and competitive in relation to the market, as well as compliant with applicable laws and practices. We adjust our employee benefits programs as needed based upon regular monitoring of applicable laws and practices and the competitive market.

Perquisites and Other Personal Benefits

Currently, we do not view perquisites or other personal benefits as a significant component of our executive compensation program. Accordingly, we do not generally provide perquisites or other personal benefits to our executive officers, including the named executive officers, except in situations where we believe it is appropriate to assist an individual in the performance of his or her duties, to make our executive officers more efficient and effective, and for recruitment and retention purposes. We do, however, pay the premiums for term life insurance and disability insurance, subject to certain limitations, for all of our employees, including our named executive officers. No named executive officer received perquisites and other personal benefits with an aggregate value equal to or exceeding $10,000 during 2025.

In the future, we may provide perquisites or other personal benefits in limited circumstances. All future practices with respect to perquisites or other personal benefits will be approved and subject to periodic review by the Compensation Committee.

Tax and Accounting Implications

We follow Financial Accounting Standard Board Accounting Standards Codification Topic 718 (“ASC Topic 718”) for our stock-based compensation awards. ASC Topic 718 requires companies to estimate and record an expense for each award of equity compensation (including stock options, RSUs and PSUs) over the vesting period of the award.

Under Section 162(m) of the Code (“Section 162(m)”), compensation paid to each of the Company’s “covered employees” that exceeds $1 million per taxable year is generally non-deductible unless the compensation qualifies for certain grandfathered exceptions (including the “performance-based compensation” exception) for certain compensation paid pursuant to a written binding contract in effect on November 2, 2017 and not materially modified on or after such date.

Although the Compensation Committee will continue to consider tax implications as one factor in determining executive compensation, the Compensation Committee also looks at other factors in making its decisions and retains the flexibility to provide compensation for the Company’s named executive officers in a manner consistent with the goals of the Company’s executive compensation program and the best interests of the Company and its stockholders, which may include providing for compensation that is not deductible by the Company due to the deduction limit under Section 162(m). The

Compensation Committee also retains the flexibility to modify compensation that was initially intended to be exempt from the deduction limit under Section 162(m) if it determines that such modifications are consistent with the Company’s business needs.

Other Compensation Policies and Practices

Equity Awards Grant Delegation Policy

The Compensation Committee has delegated authority to our Chief Executive Officer to grant equity awards to our employees (other than our executive officers), subject to the terms and conditions of an equity awards grant delegation policy. Such awards may be granted on scheduled grant dates to newly-hired employees or to existing employees in connection with a promotion or in recognition of their contributions to the Company. In each instance, the policy provides for a limitation on the maximum size of any such awards and the total number of shares to be granted under such policy.

Timing of Grants and Equity Awards

Neither the Board nor the Compensation Committee takes material non-public information into account when determining the timing of equity awards and we do not time the release of material nonpublic information based on equity award grant dates. The Company did not grant awards of stock options, stock appreciation rights or similar option-like instruments in 2025. Accordingly, we have nothing to report under Item 402(x) of Regulation S-K.

Insider Trading Policy; Prohibition on Other Stock Trading Practices

We maintain an Insider Trading Policy that governs the purchase, sale and other disposition of our securities by all our directors, officers and employees, and have implemented processes that we believe are reasonably designed to promote compliance with insider trading laws, rules and regulations, and the listing standards of the Nasdaq. Among other things, our Insider Trading Policy prohibits all of our directors, officers and employees, including our named executive officers, from engaging in short sales, hedging of their stock ownership positions and transactions involving derivative securities relating to our capital stock. Our Insider Trading Policy also prohibits trading during certain quarterly and certain special blackout periods. This summary of our Insider Trading Policy does not purport to be complete and is qualified in its entirety by reference to our Insider Trading Policy, a copy of which was filed as Exhibit 19.1 to the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2025.

Further, we have adopted Rule 10b5-1 Trading Plan Guidelines that permit our directors and certain employees, including our named executive officers, to adopt Exchange Act Rule 10b5-1 trading plans (“10b5-1 plans”). Under our 10b5-1 Trading Plan Guidelines, 10b5-1 plans may only be adopted or modified during an open trading window under our Insider Trading Policy and only when such individual does not otherwise possess material nonpublic information about the Company.

Stock Ownership Guidelines

Under our stock ownership guidelines effective for 2025, our non-employee members of our Board were each required to beneficially own shares of our common stock with a value equal to at least three times their annual cash retainer. Our Chief Executive Officer is required to beneficially own shares of our common stock with a value equal to at least six times his annual base salary. For 2025, we did not require our other executive officers, including our other named executive officers, to satisfy minimum stock ownership requirements. As of the end of 2025, our Chief Executive Officer and the non-employee members of our Board have met, exceeded, or are on track to meet, these guidelines based on their current rate of stock accumulations (excluding any outstanding stock options) in the time frames set out in the guidelines.

In February 2026, the Compensation Committee amended our stock ownership guidelines to require our named executive officers, other than our Chief Executive Officer, to beneficially own shares of our common stock with a value equal to at least three times their annual base salary.

Clawback Policy

As of October 19, 2023, the Board adopted and made effective the Rapid7, Inc. Compensation Recoupment Policy (the “Clawback Policy”), a copy of which was filed as Exhibit 97 to the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2023. The Clawback Policy provides for the recoupment of certain executive compensation in the event of an accounting restatement resulting from material noncompliance with financial reporting requirements under U.S.

federal securities laws in accordance with the terms and conditions set forth therein. The Clawback Policy is intended to comply with the requirements of Section 10D of the Exchange Act and Nasdaq Listing Rule 5608.

The Clawback Policy applies to all current and former Section 16 officers of the Company who served during the three fiscal years completed immediately preceding the earlier of (i) the date the Board or a committee of the Board concludes, or reasonably should have concluded, that the Company is required to prepare a financial restatement, or (ii) the date a court or regulator causes the Company to prepare a financial restatement (the “Recoupment Trigger Date”). Recoverable compensation under the Clawback Policy covers incentive compensation (a) based on “financial reporting measures,” which includes (i) measures determined and presented in accordance with accounting principles used to prepare financial statements and measures derived wholly or in part from such measures, (ii) stock price and (iii) TSR, and (b) determined based on goals attained in any of the three completed fiscal years, beginning with fiscal year 2023, preceding the Recoupment Trigger Date. Recoverable amounts under the Clawback Policy are calculated on a pre-tax basis as the excess of what was paid and what would have been paid had such payout been calculated based on the restated financial information and for compensation based on TSR or stock price, the excess must be calculated based on a reasonable estimate of the impact of such restatement on TSR or stock price.

Recovery under the Clawback Policy is mandatory and no employee misconduct is required.

2024 Accounting Restatement

In 2024, we were required to prepare an accounting restatement as a result of a prior period error correction. The error was discovered during the year-end reporting process and was related to our accounting for stock-based compensation expense. We evaluated the errors and determined the related impacts were not material to our consolidated financial statements for the prior periods when they occurred, but that correcting the cumulative errors in the period detected would have been material to our results of operations for that period. Accordingly, we revised previously reported financial information for such immaterial errors. More information related to the error correction can be found in the Company's 2024 Form 10-K and the Company’s Form 8-K dated February 12, 2025, in Exhibit 1 to Exhibit 99.1.

We determined that the understatement of stock-based compensation expense had no impact on the financial performance measures underlying the compensation received by our current and former executive officers in respect of 2023 and 2024. The relevant financial performance measures were Non-GAAP Operating Income, Non-GAAP Operating Income Margin and Adjusted EBITDA, and stock-based compensation expense was already excluded from the calculation of both. Accordingly, there was no erroneously awarded compensation attributable to such accounting restatement. Therefore, no amount was subject to recovery from any current or former executive officers pursuant to the Clawback Policy in connection with this accounting restatement.

Analysis of Risks Presented by Our Compensation Policies and Programs

The Compensation Committee has reviewed our compensation policies and practices, in consultation with Compensia, to assess whether they encourage employees to take excessive or inappropriate risks. After reviewing and assessing our compensation philosophy, policies and practices, including the mix of fixed and variable, short-term and long-term incentives and overall pay, incentive plan structures, and the checks and balances built into, and oversight of, each plan and practice, in January 2025, the Compensation Committee determined that any risks arising from our compensation policies and practices for our employees are not reasonably likely to have a material adverse effect on our Company as a whole. The Compensation Committee believes that the mix and design of the elements of executive compensation do not encourage management to assume excessive risks; rather, it believes the mix of short-term compensation (in the form of base salary and annual performance bonuses, if any, which is based on a variety of performance factors and includes a cap on payout) and long-term compensation (in the form of RSU and PSU awards) in our executive compensation program prevents undue focus on short-term results and helps align the interests of our executive officers with the interests of our stockholders. In addition, our insider trading policy protects against short-term decision making. The Compensation Committee conducts an annual review of our compensation-related risk profile to ensure that our compensation programs do not encourage excessive or inappropriate risk-taking and that the level of risk that they do encourage is not reasonably likely to have a material adverse effect on us.

Compensation Committee Report

The Compensation Committee has reviewed and discussed with management the Compensation Discussion and Analysis contained in this Proxy Statement. Based on this review and discussion, the Compensation Committee has recommended to the Board of Directors that the Compensation Discussion and Analysis be included in this Proxy Statement and incorporated into the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2025.

Respectfully submitted,

Kevin Galligan

Wael Mohamed

J. Benjamin Nye

Thomas Schodorf

Summary Compensation Table

The following table sets forth information regarding the compensation of our named executive officers as of December 31, 2025, in accordance with SEC rules.

Summary Compensation Table


Name and Principal Position	Year	Salary ($)	Bonus ($)	Stock Awards ($)(1)	Non-Equity Incentive Plan Compensation ($)(2)	All Other Compensation ($)(3)	Total ($)
Corey Thomas Chief Executive Officer	2025	545,000	—	9,195,576	315,000	3,000	10,058,576
	2024	526,000	—	14,325,220	—	2,989	14,854,209
	2023	443,000	—	2,694,768	—	3,000	3,140,768
Rafe Brown Chief Financial Officer	2025	37,500	250,000(4)	7,201,125	—	3,000	7,491,625
Tim Adams Former Chief Financial Officer	2025	430,000(5)	—	3,678,287	—	148,696	4,256,983
	2024	410,000	—	4,305,521	145,000	3,000	4,863,521
	2023	410,000	—	3,596,128	—	3,000	4,009,128
Christina Luconi Former Chief People Officer	2025	326,667(6)	—	—	—	42,208	368,875
	2024	392,000	—	2,583,385	104,000	3,000	3,082,385
	2023	392,000	—	2,029,007	—	3,000	2,424,007

(1) Except as described below, this column reflects the aggregate grant date fair value for RSU awards and PSU awards granted during the year as measured pursuant to ASC Topic 718 as stock-based compensation in our consolidated financial statements. The assumptions we used in valuing RSU and PSU awards are described in Notes 2(r) and 12 to our consolidated financial statements included in our Annual Report on Form 10-K for the fiscal year ended December 31, 2025, filed with the SEC on February 19, 2026, and do not necessarily correspond to the actual economic value recognized or that may be recognized by the named executive officers. The amounts for the PSUs granted in fiscal 2025 included within the total amount in the Stock Awards column reflects the grant date fair value based upon the probable outcome of the performance conditions as of the grant date. If the highest level of performance was achieved, then the aggregate grant date fair value of the PSUs granted in fiscal 2025 would have been the following: $9,195,576 for Mr. Thomas, and $3,678,287 for Mr. Adams.

(2) The amounts reported represent the aggregate annual performance-based cash incentive earned in the applicable fiscal year pursuant to the Bonus Plan, based upon the achievement of the Corporate Performance Goals. For more information about our Bonus Plan, see “Compensation Discussion and Analysis—2025 Executive Compensation Program – Annual Performance Bonus” above.

(3) Represents matching contributions made under our Section 401(k) plan in the amount of $3,000 for each named executive officer. See “Compensation Discussion and analysis — Employment Arrangements —401(k) Plan” above for further information. In accordance with the Adams Letter Agreement, the amount for Mr. Adams includes a lump sum cash payment equal to $144,123 in respect of his fiscal year 2025 annual bonus, prorated through November 30, 2025 (based on actual performance) and $1,573 in respect of Mr. Adams’ continued participation in the Company's medical, dental and vision plans through December 31, 2025. In accordance with the Luconi Letter Agreement, the amount for Ms. Luconi includes a lump sum cash payment equal to $34,762 in respect of her fiscal year 2025 annual bonus, prorated through May 2, 2025 (based on actual performance) and $4,446 in respect of Ms. Luconi's continued participation in the Company's medical, dental and vision plans for the period beginning May 3, 2025, and ending November 2, 2025.

(4) The amount reported for Mr. Brown represents a sign-on bonus.

(5) Reflects payment of Mr. Adams’ annual base salary through November 30, 2025, and payment of a monthly advisory fee pursuant to the Adams Letter Agreement with respect to advisory services rendered from December 1, 2025, through December 31, 2025.

(6) Reflects payment of Ms. Luconi’s annual base salary through May 2, 2025, and payment of a monthly advisory fee pursuant to the Luconi Letter Agreement with respect to advisory services rendered from May 3, 2025, through November 3, 2025.

Grants of Plan-Based Awards

The following table shows certain information regarding grants of plan-based awards during the fiscal year ended December 31, 2025 to our named executive officers.


Name	Grant Type		Estimated Possible Payouts Under Non-Equity Incentive Plan Awards(1)			Estimated Possible Payouts Under Equity Incentive Plan Awards(2)			All Other Stock Awards: Number of Shares of Stock or Units (#)(3)	Grant Date Fair Value of Stock Awards ($)(4)
		Grant Date	Threshold ($)	Target ($)	Maximum ($)	Threshold (#)	Target (#)	Maximum (#)
Corey Thomas	Annual RSU Grant	2/14/2025	—	—	—	—	—	—	129,333	4,597,788
	Annual PSU Grant	2/14/2025	—	—	—	64,667	129,333	194,000	—	4,597,788
	Annual Performance-Based Bonus Award(1)	2/15/2025	157,500	630,000	787,500	—	—	—	—	—
Rafe Brown	Initial RSU Grant	12/1/2025	—	—	—	—	—	—	466,999	7,201,125


Tim Adams	Annual RSU Grant	2/14/2025	—	—	—	—	—	—	51,734	1,839,144
	Annual PSU Grant	2/14/2025	—	—	—	25,867	51,734	77,601	—	1,839,144
	Annual Performance-Based Bonus Award(1)	2/15/2025	78,750	315,000	393,750	—	—	—	—	—
Christina Luconi	Annual RSU Grant	—	—	—	—	—	—	—	—	—
	Annual PSU Grant	—	—	—	—	—	—	—	—	—
	Annual Performance-Based Bonus Award(1)	2/15/2025	52,000	208,000	260,000	—	—	—	—	—

(1) The amounts set forth in these columns represent the minimum, maximum and target bonus amounts for each named executive officer for the Bonus Plan as of the service inception date of February 15, 2025, and do not represent either additional or actual compensation earned by our named executive officers for the year ended December 31, 2025. Maximum amounts reported in this row under “Estimated Possible Payouts Under Non-Equity Incentive Plan Awards” represent 125% of each named executive officer’s target bonus, which is the maximum possible amount of cash that could have been paid to the named executive officer under our Bonus Plan. As described above, each named executive officer earned 50% of his or her target bonus amount. For more information about our Bonus Plan, see “Compensation Discussion and Analysis – 2025 Executive Compensation Program – Annual Performance Bonus” above.

(2) The PSU awards were granted pursuant to our 2015 Equity Incentive Plan. The PSU awards had a performance period of one year and if earned, would vest in three equal installments following each of the first, second and third anniversary of the vesting commencement date, subject to the named executive officer’s continuous service as of each such date. As described above, the targets for 2025 were achieved at 50%. See “Compensation Discussion and Analysis – 2025 Executive Compensation Program - Long-Term Incentive Compensation.”

(3) The RSU awards were granted pursuant to our 2015 Equity Incentive Plan. The shares of our common stock subject to the RSU awards vest over a three year period in 12 equal quarterly installments, with the first installment vesting on February 15, 2025, subject to the named executive officer’s continued service with us through each such vesting date. See “Compensation Discussion and Analysis – 2025 Executive Compensation Program - Equity Awards.”

(4) The dollar amounts in this column represent the aggregate grant date fair value of each RSU award, granted or awarded to our named executive officers in 2025 on the grant date. These amounts have been calculated in accordance with ASC 718. The assumptions we used in valuing these awards are described in Notes 2(r) and 12 to our consolidated financial statements included in our Annual Report on Form 10-K for the fiscal year ended December 31, 2025 filed with the SEC on February 19, 2026 and do not necessarily correspond to the actual economic value recognized or that may be recognized by our named executive officers.

Outstanding Equity Awards at Fiscal Year-End

The following table sets forth certain information about outstanding equity awards granted to our named executive officers that were outstanding as of December 31, 2025.


	Option Awards(1)					Stock Awards(1)(2)
Name	Grant Date	Number of Securities Underlying Unexercised Options (#) Exercisable	Number of Securities Underlying Unexercised Options (#) Unexercisable	Option Exercise Price ($)(3)	Option Expiration Date	Number of Shares or Units of Stock That Have Not Vested (#)	Market Value of Shares or Units of Stock That Have Not Vested ($)(4)
Corey Thomas	2/14/2025	—	—	—	—	97,000(5)	1,474,400
	2/14/2025	—	—	—	—	64,666(6)	982,923
	2/15/2024	—	—	—	—	31,474(7)	478,405
	2/15/2024	—	—	—	—	50,363(8)	765,518
	2/15/2023	—	—	—	—	3,404(9)	51,741
	2/15/2022	—	—	—	—	5,104(10)	77,581
	2/2/2021	—	—	—	—	1,238(11)	18,818
	1/31/2017	134,000	—	12.47	1/31/2027	—	—
Rafe Brown	12/01/2025	—	—	—	—	466,999(12)	7,098,385
Tim Adams	2/14/2025	—	—	—	—	38,801(5)	589,775
	2/14/2025	—	—	—	—	25,867(6)	393,178
	2/15/2024	—	—	—	—	14,871(7)	226,039
	2/15/2024	—	—	—	—	11,896(8)	180,819
	2/15/2023	—	—	—	—	5,445(9)	82,764
	1/3/2022	—	—	—	—	6,347(13)	96,474
Christina Luconi (14)	—	—	—	—	—	—	—

(1) All option awards and all stock awards listed in the table above were granted under our 2015 Equity Incentive Plan.

(2) See “Potential Payments upon Termination or Change of Control” for a description of vesting acceleration applicable to stock awards held by our named executive officers.

(3) All option awards listed in the table above were granted with a per share exercise price equal to the closing market price of our common stock on The Nasdaq Global Market on the date of grant.

(4) Market value shown is based on $15.20, which was the closing price per share of our common stock on December 31, 2025.

(5) The RSU award vests over a three-year period in twelve equal quarterly installments, with the first installment vesting on February 14, 2026, subject to the named executive officer's continued service with us.

(6) The PSU award vests in equal installments on each of February 14, 2026, February 14, 2027, and February 14, 2028, subject to the named executive officer’s continued service with us.

(7) The RSU award vests over a three-year period in twelve equal quarterly installments, with the first installment vesting on February 15, 2025, subject to the named executive officer’s continued service with us.

(8) The PSU award vests in equal installments on each of February 15, 2025, February 15, 2026, and February 15, 2027, subject to the named executive officer’s continued service with us.

(9) The RSU award vests over a three-year period in twelve equal quarterly installments, with the first installment vesting on February 15, 2024, subject to the named executive officer's continued service with us.

(10) The RSU award vests over a four-year period in sixteen equal quarterly installments, with the first installment vesting on February 15, 2023, subject to the named executive officer's continued service with us.

(11) The RSU award vests over a four-year period in sixteen equal quarterly installments, with the first installment vesting on February 2, 2022, subject to the named executive officer's continued service with us.

(12) The RSU award vests over a three-year period in twelve equal quarterly installments, with the first installment vesting on December 1, 2026, subject to the named executive officer's continued service with us.

(13) The RSU award vests over a four-year period with 25% of the common stock underlying the award vesting on February 15, 2023 and 6.25% of the common stock underlying the award vesting on each quarterly anniversary thereafter, subject to Mr. Adams’ continuous service through each vesting date.

(14) In connection with her resignation as the Company’s Chief People Officer and pursuant to the Luconi Letter Agreement, Ms. Luconi forfeited her equity awards which were unvested as of November 3, 2025.

Option Exercises and Stock Vested in Fiscal Year 2025

The following table shows the number of shares of our common stock acquired and the aggregate value realized upon the exercise of stock options for our named executive officers during the year ended December 31, 2025. In addition, the table also shows the number of shares of our common stock acquired on vesting of RSU awards granted to our named executive officers and the aggregate value realized upon such vesting during the year ended December 31, 2025.


	Option Awards(1)		Stock Awards(2)
Name	Number of Shares Acquired on Exercise (#)	Value Realized on Exercise ($)	Number of Shares Acquired on Vesting (#)	Value Realized on Vesting ($)
Corey Thomas	350,000	5,004,845	135,994	3,552,732
Rafe Brown	—	—	—	—
Tim Adams	—	—	77,942	1,859,020
Christina Luconi	—	—	25,249	717,187

(1) The value realized on exercise of the stock options is based on the difference between the closing market price of the shares of our common stock on the date of exercise and the applicable exercise price of those options and does not represent actual amounts received by our named executive officers as a result of the option exercises.

(2) The value realized upon the vesting and settlement of RSU and PSU awards is based on the closing market price of the shares of our common stock on the date of settlement, and does not represent actual amounts received by our named executive officers as a result of the vesting of restricted stock unit awards.

Pension Benefits

None of our named executive officers participate, or have an account balance, in any qualified or non-qualified defined benefit plans sponsored by us.

Nonqualified Deferred Compensation

None of our named executive officers participate in any nonqualified deferred compensation plan sponsored by us.

Employment Arrangements

Agreements with our Named Executive Officers

Below are written descriptions of our employment agreements or offer letters, as applicable, with each of our named executive officers, each of which is an at-will employee. We have also entered into a severance and equity award vesting acceleration letter with Mr. Brown that provides for certain severance and change in control-related benefits and a letter agreement with each of Mr. Adams and Ms. Luconi which provides for certain severance payments and benefits as well as a post-termination advisory period. The terms of these arrangements are described below.

Corey Thomas. We entered into an employment agreement with Mr. Thomas in January 2013 setting forth the terms of his employment and subsequently modified certain of the provisions in his agreement related to accelerated vesting of equity awards in April 2016, March 2017 and August 2023 (the “Thomas Employment Agreement”). The Thomas Employment Agreement sets forth Mr. Thomas’s annual salary, eligibility to receive annual performance bonuses pursuant to our Bonus Plan and certain severance and change in control-related payments and benefits, the terms of which are described below under “Potential Payments Upon Termination or Change of Control.”

Rafe Brown. In connection with his appointment as Chief Financial Officer, effective December 1, 2025, we entered into an offer letter with Mr. Brown. The offer letter sets forth Mr. Brown’s annual base salary, eligibility to receive annual performance bonuses pursuant to our Bonus Plan, the grant of an initial award of 466,999 RSUs and a $250,000 one-time sign-on bonus, repayable to us if his employment terminates under certain circumstances during his first year of employment. The offer letter also provides for the grant of (i) an “executive grant” PSU award with an approximate value of $2,500,000 and (ii) a “supplemental” equity award with an approximate value of $5,000,000, each to be awarded no later than March 31, 2026. In addition, we entered into a severance and equity award vesting acceleration letter agreement with Mr. Bown in connection with his appointment as Chief Financial Officer, the terms of which are described below under “Potential Payments Upon Termination or Change of Control.”

Tim Adams. In connection with his appointment as Chief Financial Officer, effective January 3, 2022, we entered into an offer letter and a severance and equity award vesting acceleration letter with Mr. Adams which was modified in August of 2023. The offer letter sets forth Mr. Adam’s annual base salary, eligibility to receive annual performance bonuses pursuant to our Bonus Plan and the grant of an initial award of 101,540 RSUs and a $250,000 one-time sign-on bonus, repayable to us if his employment terminates under certain circumstances during his first year of employment. In connection with his retirement as the Company’s Chief Financial Officer, on August 6, 2025, we entered into the Adams Letter Agreement with Mr. Adams, pursuant to which he continued to serve as the Company’s Chief Financial Officer until November 30, 2025, and will continue to serve as an advisor to the Company until June 1, 2026, to support continuity and a smooth transition. For a description of the material terms of the Adams Letter Agreement, please see the section of this Proxy Statement entitled “Potential Payments Upon Termination or Change in Control”.

Christina Luconi. We entered into an employment offer letter with Ms. Luconi in November 2011 setting forth the terms of her employment and subsequently modified certain of the provisions in her agreement related to accelerated vesting of equity awards in April 2016, March 2017 and August 2023. The offer letter sets forth Ms. Luconi’s annual base salary and eligibility to receive annual performance bonuses pursuant to our Bonus Plan. In connection with her resignation as the Company’s Chief People Officer, on February 17, 2025, we entered into the Luconi Letter Agreement with Ms. Luconi, pursuant to which she continued to serve as the Company’s Chief People Officer until May 2, 2025, and as an advisor to the Company until November 3, 2025, to support continuity and a smooth transition. For a description of the material terms of the Luconi Letter Agreement, please see the section of this Proxy Statement entitled “Potential Payments Upon Termination or Change in Control”.

Potential Payments Upon Termination or Change in Control

We have entered into post-employment compensation arrangements with each of our named executive officers.

Corey Thomas. Pursuant to the Thomas Employment Agreement, if Mr. Thomas’ employment with us ends due to his resignation for “good reason” or his termination of employment by us other than for “cause” and other than as a result of his death or disability (“Qualifying Termination”), he will be entitled to, subject to his execution and non-revocation of a release of claims and compliance with certain restrictive covenants: (1) continued payment of his base salary for 12 months following his termination of employment, (2) payment of premiums for continued health benefits under COBRA for up to 12 months and (3) a pro-rated portion of his target performance bonus for the year in which the termination of employment occurs; provided, however, if the Qualifying Termination occurs within three months prior to or 12 months following a change in control of our Company, Mr. Thomas will be entitled to (1) continued payment of his base salary for 18 months following his termination, (2) payment of premiums for continued health benefits under COBRA for up to 18 months, (3) 150% of his target performance bonus for the year in which the termination of employment occurs and (4) accelerated vesting of all of his equity awards then outstanding on such date of termination of employment. In addition, in the event that any relevant equity award held by Mr. Thomas is not assumed or continued by our Company’s successor in a change in control, then all of the then unvested portion of such award(s) shall vest upon the closing of such change in control transaction.

Rafe Brown. Pursuant to the severance and equity award vesting acceleration agreement entered into with Mr. Brown on November 1, 2025, in the event of a Qualifying Termination, Mr. Brown will be entitled to, subject to his execution and non-revocation of a release of claims and compliance with certain restrictive covenants: (1) continued payment of base salary for six months following his termination of employment and (2) payment of premiums for continued health benefits under COBRA for up to six months; provided, however, if the Qualifying Termination occurs within three months prior to or 12 months following a change in control of the Company, Mr. Brown will be entitled to: (1) continued payment of his base salary for 12 months following his termination of employment, (2) payment of premiums for continued health benefits under COBRA for up to 12 months, (3) 100% of Mr. Brown's target performance bonus for the year in which the termination of employment occurs (or if greater, the target performance bonus as in effect as of immediately prior to the change in control), and (4) accelerated vesting of all of Mr. Brown’s equity awards then outstanding on such date of termination of employment. In addition, absent a termination, in the event that any relevant equity award held by Mr. Brown is not assumed or continued by our Company’s successor in connection with a change in control, then all of the then unvested portion of such award(s) shall vest upon the closing of such change in control transaction.

Tim Adams. On August 6, 2025, Mr. Adams notified the Company of his retirement from the Company. In connection with his retirement, we entered into the Adams Letter Agreement with Mr. Adams. Mr. Adams served as the Company’s Chief Financial Officer until November 30, 2025, as a result of Mr. Brown’s appointment as our Chief Financial Officer, effective December 1, 2025. Until his retirement on November 30, 2025, Mr. Adams received continued payment of his annual base salary, participation in the Company’s benefit plans and a lump sum cash payment equal to $144,123 in respect of his fiscal year 2025 annual bonus, prorated through November 30, 2025, and based on actual performance. The Adams Letter Agreement further provides that following November 30, 2025, he will continue providing advisory services to the Company as an independent contractor for up to six months (the “Adams Advisory Period”). During the Adams Advisory Period, Mr. Adams will receive a monthly advisory fee in the amount of $35,833 (pro-rated for any partial months) and $1,645.23 each month in respect of continued participation in the Company’s medical, dental and vision plans through August 31, 2026 (the date on which he ceases to be eligible for continuation coverage under the Adams Letter Agreement). Mr. Adams remained eligible to vest in his outstanding equity awards under the 2015 Equity Incentive Plan through February 28, 2026. As required under the terms of the Adams Letter Agreement, Mr. Adams executed an effective release of claims at the time he signed the Adams Letter Agreement and subsequent to the date his employment with the Company terminated.

Christina Luconi. On January 30, 2025, Ms. Luconi notified the Company of her resignation from the Company. In connection with her resignation, we entered into the Luconi Letter Agreement with Ms. Luconi. Ms. Luconi served as the Company’s Chief People Officer until May 2, 2025 and continued to receive payment of her annual base salary, participated in the Company’s benefit plans and received a lump sum cash payment equal to $34,762 in respect of her fiscal year 2025 annual bonus, prorated through May 2, 2025, and based on actual performance. Pursuant to the Luconi Letter Agreement, Ms. Luconi, from May 3, 2025 through November 3, 2025 (the “Luconi Advisory Period”), provided advisory services to the Company as an independent contractor. During the Luconi Advisory Period, Ms. Luconi received a monthly advisory fee in the amount of $32,666.76 (pro-rated for any partial months), reimbursement of travel expenses, and $4,446 in respect of continued participation in the Company’s medical, dental and vision plans during the Luconi Advisory Period. Ms. Luconi remained eligible to vest in her outstanding equity awards under the 2015 Equity Incentive Plan through November 3, 2025.

As required under the terms of the Luconi Letter Agreement, Ms. Luconi executed an effective release of claims at the time she signed the Luconi Letter Agreement and subsequent to the date her employment with the Company terminated.

Equity Plan Terms. Each of our named executive officers, other than Mr. Adams and Ms. Luconi due to their retirement and resignation and subsequent forfeitures of all unvested equity awards at the end of their advisory periods, hold equity awards under the terms of our 2015 Equity Incentive Plan. A summary of the terms of our 2015 Equity Incentive Plan upon a termination or change in control transaction are described below. Please refer to the 2015 Equity Incentive Plan and related documents filed as exhibits to our Annual Report on Form 10-K for the year ended December 31, 2025 filed with the SEC on February 19, 2026 for a complete description of terms.

Under the terms of the 2015 Equity Incentive Plan, stock awards generally cease vesting and terminate upon the holder’s termination of service with us and options generally remain exercisable for a short period of time following the holder’s termination of service with us (generally ranging from three months to eighteen months depending on the type of termination), but in no event beyond the expiration of its original term.

In the event of certain specified significant corporate transactions, the Board (or its authorized committee) has the discretion to, among other things, (i) continue, assume or substitute an award by a surviving entity, (ii) accelerate the vesting of an award and provide for its termination, and (iii) cancel an award in exchange for any or no consideration.

We are not obligated to treat all stock awards under the 2015 Equity Incentive Plan, even those that are of the same type, in the same manner.

The Board (or its authorized committee) may provide, in an individual award agreement or in any other written agreement between a participant and us that the stock award will be subject to additional acceleration of vesting and exercisability or settlement in the event of a change in control. Under the 2015 Equity Incentive Plan, a change in control is generally (1) the acquisition by a person or entity of more than 50% of our combined voting power other than by merger, consolidation or similar transaction; (2) a consummated merger, consolidation or similar transaction immediately after which our stockholders cease to own more than 50% of the combined voting power of the surviving entity; or (3) a consummated sale, lease or exclusive license or other disposition of all or substantially all of our consolidated assets.

Incentive and Equity Compensation Plans

For more information on our current cash and equity incentive compensation programs and decisions regarding the grants of equity awards in 2025 for our named executive officers, see “Compensation Discussion and Analysis – 2025 Executive Compensation Program – Annual Performance Bonus” and “Compensation Discussion and Analysis – 2025 Executive Compensation Program – Long-Term Incentive Compensation.”

Summary of Estimated Amounts Payable upon a Termination or Change in Control

The following table shows estimated payments that would be made to each named executive officer in the event of a termination of employment under various termination situations, including following a change in control of the Company, assuming the applicable termination event occurred on December 31, 2025. The payments and benefits provided to Mr.

Adams and Ms. Luconi in connection with their respective retirement and resignation are set forth above and are not included in the below table.

SEC Form DEF 14A filed by Rapid7 Inc.