Sec Form 4 Filing - Bengtson Melissa @ RumbleOn, Inc. - 2025-06-04

FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person Bengtson Melissa 2. Issuer Name and Ticker or Trading Symbol RumbleOn, Inc. [ RMBL] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) _____ Director _____ 10% Owner X __ Officer (give title below) _____ Other (specify below) EVP, CLO & Secretary (Last) (First) (Middle) 901 W. WALNUT HILL LANE, SUITE 110A 3. Date of Earliest Transaction (MM/DD/YY) 06/04/2025 (Street) IRVING, TX75038 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) __ X __ Form filed by One Reporting Person _____ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Class B Common Stock 06/04/2025 A 160,000 ( 1 ) A $ 0 160,000 D Class B Common Stock 06/04/2025 A 100,000 ( 2 ) A $ 0 260,000 D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned ( e.g. , puts, calls, warrants, options, convertible securities) 1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5) 6. Date Exercisable and Expiration Date (MM/DD/YY) 7. Title and Amount of Underlying Securities (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4) Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other Bengtson Melissa 901 W. WALNUT HILL LANE, SUITE 110A IRVING, TX75038 EVP, CLO & Secretary Signatures /s/ Melissa Bengtson 06/06/2025 Signature of Reporting Person Date

Explanation of Responses:

( 1 )Pursuant to the Reporting Person's appointment as CLO effective as of April 14, 2025 ("Commencement Date"), she was granted a one-time award of 160,000 time-based restricted stock units (the "RSUs)" that will vest in three substantially equal installments on the anniversary of the Commencement Date in 2026, 2027 and 2028, subject to her continued service with the Company through each such vesting date and any other terms of the employment agreement she entered into with the Company effective as of April 14, 2025 (the "CLO Employment Agreement"). Each RSU represents a right to receive a share of the Company's Class B Common Stock. ( 2 )Pursuant to the CLO Employment Agreement and the Company's 2017 Stock Incentive Plan, as amended (the "Plan"), the Reporting Person will receive a one-time grant of 100,000 performance units (the "PSUs") under the Plan. A PSU represents a right to receive a share of the Company's Class B Common Stock. The PSUs will vest based on the achievement of minimum closing stock prices for 20 consecutive trading days ("Target"), with 33,000, 33,000, and 34,000 PSUs vesting at each Target of $11, $17, and $23, respectively, subject to her continued service with the Company through each such vesting date and any other terms of the CLO Employment Agreement.

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).

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