Additional Proxy Soliciting Materials (Form DEFA14A)

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

SCHEDULE 14A

(RULE 14a-101)

INFORMATION REQUIRED IN PROXY STATEMENT

SCHEDULE 14A INFORMATION

Proxy Statement Pursuant to Section 14(a) of the

Securities Exchange Act of 1934

Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐

Check the appropriate box:

CARGURUS, 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):

CarGurus Your Vote Counts! CARGURUS, INC. 2026 Annual Meeting Vote by June 02, 2026 11:59 PM ET CARGURUS, INC. C/O BROADRIDGE P.O. BOX 1342 BRENTWOOD, NY 11717 You invested in CARGURUS, INC. and it's time to vote! You have the right to vote on proposals being presented at the Annual Meeting. This is an important notice regarding the availability of proxy material for the stockholder meeting to be held on June 03, 2026. Get informed before you vote View the Annual Report, Notice & Proxy Statement online OR you can receive a free paper or email copy of the material(s) by requesting prior to May 20, 2026. If you would like to request a copy of the material(s) for this and/or future stockholder meetings, you may (1) visit www.ProxyVote.com, (2) call 1-800-579-1639 or (3) send an email to [email protected]. If sending an email, please include your control number (indicated below) in the subject line. Unless requested, you will not otherwise receive a paper or email copy. Smartphone users Point your camera here and vote without entering a number Vote Virtually at the Meeting* June 03, 2026 2:00 PM EDT Virtually at: Virtually at: For Complete information and to vote, visit www.ProxyVote.com Control # *Please check the meeting materials for any special requirements for meeting attendance.

Vote at www.ProxyVote.com THIS IS NOT A VOTABLE BALLOT This is an overview of the proposals being presented at the upcoming stockholder meeting. Please follow the instructions on the reverse side to vote these important matters. Voting Items 1. To elect two Class Ill directors to hold office until the 2029 Annual Meeting of Stockholders. Nominees: 01) Manik Gupta 02) Langley Steinert 2. To ratify the appointment of Ernst & Young LLP as the Company's independent registered public accounting firm for of the year ending December 31, 2026. To approve, on a non-binding advisory basis, the compensation of the Company's named executive officers for 2025. NOTE: To conduct any other business properly brought before the Annual Meeting. Board Recommends or OF or Prefer to receive an email instead? While voting on www.ProxyVote.com, be sure to click "Delivery Settings".