RumbleOn Inc

This Proxy Statement (the “Proxy Statement”) contains information relating to the solicitation of proxies by the Board of Directors of the Company (the “Board”) of RumbleOn, Inc. (“RumbleOn,” the “Company,” “we,” “us,” or “our”) for use at our 2025 Annual Meeting of Shareholders (the “Annual Meeting”). Our Annual Meeting will be held in a virtual-only meeting format on Wednesday, June 4, 2025 at 8:00 a.m. Central Time. We believe that hosting a virtual Annual Meeting enables greater shareholder access, attendance and participation, improves meeting efficiency and provides a consistent experience to all shareholders regardless of location. We will provide a live webcast of the Annual Meeting atwww.virtualshareholdermeeting.com/RMBL2025, where you will be able to submit questions and vote online. You will not be able to attend the meeting at a physical location.

The close of business on Tuesday, April 8, 2025 has been fixed as the record date for the Annual Meeting (the “Record Date”). Only holders of record of RumbleOn Class A common stock (the “Class A common stock”) and Class B common stock (the “Class B common stock”) on the Record Date are entitled to notice of, and to vote at the Annual Meeting or any adjournments or postponements of the Annual Meeting. As of the Record Date, there were 50,000 shares of Class A common stock and 37,809,028 shares of Class B common stock issued and outstanding and entitled to vote at the Annual Meeting. This Proxy Statement and form of proxy are first being mailed to shareholders on or about April 23, 2025.