RDNW

SEC source: 0001654954-21-000260 · section16.xml · derivative · entry 2

Marchlik Michael · CIK 0001812303 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,928

Underlying: Class B Common Stock · 4,928 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · derivative.exercise_date: These RSUs vest in 12 equal monthly installments at the end of each month beginning January 31, 2021 and will be delivered on a quarterly basis beginning on March 31, 2021, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each vesting period.

F2 · derivative.expiration_date: These RSUs vest in 12 equal monthly installments at the end of each month beginning January 31, 2021 and will be delivered on a quarterly basis beginning on March 31, 2021, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each vesting period.

SEC source: 0001654954-21-000264 · section16.xml · derivative · entry 6

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,153

Underlying: Class B Common Stock · 8,152 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F6 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F8 · derivative.exercise_price: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F9 · derivative.exercise_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

F9 · derivative.expiration_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

SEC source: 0001654954-21-000264 · section16.xml · derivative · entry 5

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,928

Underlying: Class B Common Stock · 4,928 shares

Expires not disclosed

F6 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F7 · derivative.exercise_date: These RSUs vest in 12 equal monthly installments at the end of each month beginning January 31, 2021 and will be delivered on a quarterly basis beginning on March 31, 2021, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each vesting period.

F7 · derivative.expiration_date: These RSUs vest in 12 equal monthly installments at the end of each month beginning January 31, 2021 and will be delivered on a quarterly basis beginning on March 31, 2021, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each vesting period.

SEC source: 0001654954-21-000262 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,928

Underlying: Class B Common Stock · 4,928 shares

Expires not disclosed

F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · derivative.exercise_date: These RSUs vest in 12 equal monthly installments at the end of each month beginning January 31, 2021 and will be delivered on a quarterly basis beginning on March 31, 2021, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each vesting period.

F3 · derivative.expiration_date: These RSUs vest in 12 equal monthly installments at the end of each month beginning January 31, 2021 and will be delivered on a quarterly basis beginning on March 31, 2021, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each vesting period.

SEC source: 0001654954-20-009725 · section16.xml · derivative · entry 2

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,813

Underlying: Class B Common Stock · 187 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · derivative.exercise_price: These RSUs were granted on August 22, 2019.

F4 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the ninth month following the grant date, (2) 7.5% every three months on the last day of each three month period beginning on the last day of the twelfth month following the grant date through the last of the twenty-first month following the grant date and (3) 12.5% every three months on the last day of each three month period beginning on the last day of the twenty-fourth month following the grant date through the last day of the thirty-first month following the grant date.

F4 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the ninth month following the grant date, (2) 7.5% every three months on the last day of each three month period beginning on the last day of the twelfth month following the grant date through the last of the twenty-first month following the grant date and (3) 12.5% every three months on the last day of each three month period beginning on the last day of the twenty-fourth month following the grant date through the last day of the thirty-first month following the grant date.

SEC source: 0001654954-20-009725 · section16.xml · nonDerivative · entry 1

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,880

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of RumbleOn, Inc. ("RMBL") Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares were delivered on August 31, 2020

SEC source: 0001654954-20-009571 · section16.xml · derivative · entry 4

BERRARD STEVEN R · CIK 0001026212 · Director · CFO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 66,666

Underlying: Class B Common Stock · 66,666 shares

Expires not disclosed

F2 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F5 · derivative.exercise_date: These RSUs vest as follows: one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $50 per share or greater for 30 consecutive trading days; one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $100 per share or greater for 30 consecutive trading days; and one third shall vest on the first trading day after the RMBL's Class B Common stock closes at a stock price of $200 per share or greater for 30 consecutive trading days. These RSUs have a term of 30 months.

F5 · derivative.expiration_date: These RSUs vest as follows: one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $50 per share or greater for 30 consecutive trading days; one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $100 per share or greater for 30 consecutive trading days; and one third shall vest on the first trading day after the RMBL's Class B Common stock closes at a stock price of $200 per share or greater for 30 consecutive trading days. These RSUs have a term of 30 months.

SEC source: 0001654954-20-009571 · section16.xml · derivative · entry 3

BERRARD STEVEN R · CIK 0001026212 · Director · CFO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 19,544

Underlying: Class B Common Stock · 19,544 shares

Expires not disclosed

F2 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F4 · derivative.exercise_date: These RSUs vest (1) 20.0% on the thirteenth month after the grant date, (2) an additional 30.0% during the subsequent twelve months of the initial vesting, and (3) the final 50.0% during the following twelve months.

F4 · derivative.expiration_date: These RSUs vest (1) 20.0% on the thirteenth month after the grant date, (2) an additional 30.0% during the subsequent twelve months of the initial vesting, and (3) the final 50.0% during the following twelve months.

SEC source: 0001654954-20-009576 · section16.xml · derivative · entry 2

WESTFALL KEVIN P · CIK 0001137895 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,305

Underlying: Class B Common Stock · 16,305 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RMBL Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F3 · derivative.exercise_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

F3 · derivative.expiration_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

SEC source: 0001654954-20-009574 · section16.xml · derivative · entry 2

Alexander Adam · CIK 0001818847 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,305

Underlying: Class B Common Stock · 16,305 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F3 · derivative.exercise_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the board of directors before the end of each quarterly vesting period.

F3 · derivative.expiration_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the board of directors before the end of each quarterly vesting period.

SEC source: 0001654954-20-009574 · section16.xml · derivative · entry 1

Alexander Adam · CIK 0001818847 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 6,794

Underlying: Class B Common Stock · 6,794 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F3 · derivative.exercise_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the board of directors before the end of each quarterly vesting period.

F3 · derivative.expiration_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the board of directors before the end of each quarterly vesting period.

SEC source: 0001654954-20-009573 · section16.xml · derivative · entry 1

Marchlik Michael · CIK 0001812303 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,870

Underlying: Class B Common Stock · 10,870 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F3 · derivative.exercise_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the board of directors before the end of each quarterly vesting period.

F3 · derivative.expiration_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the board of directors before the end of each quarterly vesting period.

SEC source: 0001654954-20-009572 · section16.xml · derivative · entry 3

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 66,666

Underlying: Class B Common Stock · 66,666 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F4 · derivative.exercise_date: These RSUs vest as follows: one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $50 per share or greater for 30 consecutive trading days; one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $100 per share or greater for 30 consecutive trading days; and one third shall vest on the first trading day after the RMBL's Class B Common stock closes at a stock price of $200 per share or greater for 30 consecutive trading days. These RSUs have a term of 30 months.

F4 · derivative.expiration_date: These RSUs vest as follows: one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $50 per share or greater for 30 consecutive trading days; one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $100 per share or greater for 30 consecutive trading days; and one third shall vest on the first trading day after the RMBL's Class B Common stock closes at a stock price of $200 per share or greater for 30 consecutive trading days. These RSUs have a term of 30 months.

SEC source: 0001654954-20-009572 · section16.xml · derivative · entry 2

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,287

Underlying: Class B Common Stock · 16,287 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F3 · derivative.exercise_date: These RSUs vest (1) 20.0% on the thirteenth month after the grant date, (2) an additional 30.0% during the subsequent twelve months of the initial vesting, and (3) the final 50.0% during the following twelve months.

F3 · derivative.expiration_date: These RSUs vest (1) 20.0% on the thirteenth month after the grant date, (2) an additional 30.0% during the subsequent twelve months of the initial vesting, and (3) the final 50.0% during the following twelve months.

SEC source: 0001654954-20-009570 · section16.xml · derivative · entry 4

Chesrown Marshall · CIK 0001688766 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 66,668

Underlying: Class B Common Stock · 66,668 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F4 · derivative.exercise_date: These RSUs vest as follows: one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $50 per share or greater for 30 consecutive trading days; one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $100 per share or greater for 30 consecutive trading days; and one third shall vest on the first trading day after the RMBL's Class B Common stock closes at a stock price of $200 per share or greater for 30 consecutive trading days. These RSUs have a term of 30 months.

F4 · derivative.expiration_date: These RSUs vest as follows: one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $50 per share or greater for 30 consecutive trading days; one third shall vest on the first trading day after the RMBL's Class B Common Stock closes at a stock price of $100 per share or greater for 30 consecutive trading days; and one third shall vest on the first trading day after the RMBL's Class B Common stock closes at a stock price of $200 per share or greater for 30 consecutive trading days. These RSUs have a term of 30 months.

SEC source: 0001654954-20-009570 · section16.xml · derivative · entry 3

Chesrown Marshall · CIK 0001688766 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 19,544

Underlying: Class B Common Stock · 19,544 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RumbleOn, Inc. ("RMBL") Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F3 · derivative.exercise_date: These RSUs vest (1) 20.0% on the thirteenth month after the grant date, (2) an additional 30.0% during the subsequent twelve months of the initial vesting, and (3) the final 50.0% during the following twelve months.

F3 · derivative.expiration_date: These RSUs vest (1) 20.0% on the thirteenth month after the grant date, (2) an additional 30.0% during the subsequent twelve months of the initial vesting, and (3) the final 50.0% during the following twelve months.

SEC source: 0001654954-20-009577 · section16.xml · derivative · entry 5

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,305

Underlying: Class B Common Stock · 16,305 shares

Expires not disclosed

F5 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F6 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F7 · derivative.exercise_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

F7 · derivative.expiration_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

SEC source: 0001654954-20-009575 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,305

Underlying: Class B Common Stock · 16,305 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RMBL Class B Common Stock.

F2 · date: These RSUs were approved by the compensation committee of the board of directors of RMBL on July 15, 2020, subject to shareholder approval of the amendment to the RumbleOn, Inc. 2017 Stock Incentive Plan stock under which the RSUs were granted and ratification of this RSU award. RMBL shareholders approved the plan on August 25, 2020.

F3 · derivative.exercise_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

F3 · derivative.expiration_date: These RSUs vest in four equal quarterly installments beginning September 30, 2020, and are subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period.

SEC source: 0001654954-20-009441 · section16.xml · nonDerivative · entry 2

Chesrown Marshall · CIK 0001688766 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 95,750

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $28.00 - $29.00. The reporting person undertakes to provide to RumbleOn, Inc., any security holder of RumbleOn, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth above.

SEC source: 0001654954-20-009441 · section16.xml · nonDerivative · entry 1

Chesrown Marshall · CIK 0001688766 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 94,250

SEC source: 0001654954-20-008392 · section16.xml · derivative · entry 2

WESTFALL KEVIN P · CIK 0001137895 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 875

Underlying: Class B Common Stock · 525 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · derivative.exercise_price: These RSUs were granted on June 25, 2018.

F4 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

F4 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

SEC source: 0001654954-20-008392 · section16.xml · nonDerivative · entry 1

WESTFALL KEVIN P · CIK 0001137895 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,895

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares of common stock were delivered on July 31, 2020.

SEC source: 0001654954-20-008390 · section16.xml · derivative · entry 4

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,250

Underlying: Class B Common Stock · 750 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F6 · derivative.exercise_price: These RSUs were granted on June 1, 2018.

F7 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date

F7 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date

SEC source: 0001654954-20-008390 · section16.xml · nonDerivative · entry 2

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,693

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units ("RSUs"). No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F2 · price: Represents shares of RMBL Class B Common Stock received upon vesting of RSUs. The 500 shares of common stock were delivered on June 4, 2020. The 750 shares of common stock were delivered on July 31, 2020.

F1 · balance_after: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units ("RSUs"). No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-008393 · section16.xml · derivative · entry 5

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,125

Underlying: Class B Common Stock · 1,275 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F6 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F7 · derivative.exercise_price: These RSUs were granted on June 25, 2018.

F8 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

F8 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

SEC source: 0001654954-20-008393 · section16.xml · nonDerivative · entry 1

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,625

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares of common stock were delivered on July 31, 2020.

F2 · balance_after: Includes 2,641 shares held in a joint account with the Reporting Person's spouse.

SEC source: 0001654954-20-008391 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 875

Underlying: Class B Common Stock · 525 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · derivative.exercise_price: These RSUs were granted on June 25, 2018.

F4 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

F4 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

SEC source: 0001654954-20-008391 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,750

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares of common stock were delivered on July 31, 2020.

SEC source: 0001654954-20-006471 · section16.xml · derivative · entry 2

WESTFALL KEVIN P · CIK 0001137895 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 1,750 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F4 · derivative.exercise_price: These RSUs were granted on June 3, 2019.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F5 · derivative.exercise_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F5 · derivative.expiration_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F1 · derivative.underlying_shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-006471 · section16.xml · nonDerivative · entry 1

WESTFALL KEVIN P · CIK 0001137895 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,370

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F2 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). These RSUs vested on June 3, 2020 and the shares of Class B Common Stock underlying the RSUs were delivered on June 8, 2020.

F1 · balance_after: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-006472 · section16.xml · derivative · entry 5

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 1,750 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F7 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F8 · derivative.exercise_price: These RSUs were granted on June 3, 2019.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F9 · derivative.exercise_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F9 · derivative.expiration_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F1 · derivative.underlying_shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-006472 · section16.xml · nonDerivative · entry 1

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,350

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F2 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). These RSUs vested on June 3, 2020 and the shares of Class B Common Stock underlying the RSUs were delivered on June 8, 2020.

F1 · balance_after: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F3 · balance_after: Includes 2,641 shares held in a joint account with the Reporting Person's spouse.

SEC source: 0001654954-20-006470 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 1,750 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F4 · derivative.exercise_price: These RSUs were granted on June 3, 2019.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F5 · derivative.exercise_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F5 · derivative.expiration_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F1 · derivative.underlying_shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-006470 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,225

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F2 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). These RSUs vested on June 3, 2020 and the shares of Class B Common Stock underlying the RSUs were delivered on June 8, 2020.

F1 · balance_after: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-006469 · section16.xml · derivative · entry 3

Kakarala Kartik · CIK 0001698392 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 1,750 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F5 · derivative.exercise_price: These RSUs were granted on June 3, 2019.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F6 · derivative.exercise_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F6 · derivative.expiration_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the Board of Directors before the one year period.

F1 · derivative.underlying_shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-006469 · section16.xml · nonDerivative · entry 1

Kakarala Kartik · CIK 0001698392 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,100

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F2 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). These RSUs vested on June 3, 2020 and the shares of Class B Common Stock underlying the RSUs were delivered on June 8, 2020.

F1 · balance_after: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units. No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-008390 · section16.xml · derivative · entry 3

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,000

Underlying: Class B Common Stock · 500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F4 · derivative.exercise_price: These RSUs were granted on August 22, 2019.

F5 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the ninth month following the grant date, (2) 7.5% every three months on the last day of each three month period beginning on the last day of the twelfth month following the grant date through the last of the twenty-first month following the grant date and (3) 12.5% every three months on the last day of each three month period beginning on the last day of the twenty-fourth month following the grant date through the last day of the thirty-first month following the grant date.

F5 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the ninth month following the grant date, (2) 7.5% every three months on the last day of each three month period beginning on the last day of the twelfth month following the grant date through the last of the twenty-first month following the grant date and (3) 12.5% every three months on the last day of each three month period beginning on the last day of the twenty-fourth month following the grant date through the last day of the thirty-first month following the grant date.

SEC source: 0001654954-20-008390 · section16.xml · nonDerivative · entry 1

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,943

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units ("RSUs"). No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

F2 · price: Represents shares of RMBL Class B Common Stock received upon vesting of RSUs. The 500 shares of common stock were delivered on June 4, 2020. The 750 shares of common stock were delivered on July 31, 2020.

F1 · balance_after: On May 20, 2020, RumbleOn, Inc. executed a one-for-twenty reverse stock split of its issued and outstanding Class A Common Stock and Class B Common Stock (the "Reverse Stock Split") resulting in the appropriate reduction in the reporting person's ownership of shares of Class B Common Stock and Restricted Stock Units ("RSUs"). No fractional shares were issued as a result of the Reverse Stock Split. Any fractional shares that would have resulted from the Reverse Stock Split were rounded up to the nearest whole share.

SEC source: 0001654954-20-005640 · section16.xml · derivative · entry 1

Marchlik Michael · CIK 0001812303 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 35,000

Underlying: Class B Common Stock · 35,000 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Restricted Stock Unit ("RSU") represents a contingent right to receive one share of RMBL Class B Common Stock.

F2 · derivative.exercise_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the board before the one year period.

F2 · derivative.expiration_date: The RSUs vest one year from the grant date, and are subject to prorata vesting if a director leaves the board before the one year period.

SEC source: 0001654954-20-004890 · section16.xml · derivative · entry 2

WESTFALL KEVIN P · CIK 0001137895 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 17,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · derivative.exercise_price: These RSUs were granted on March 31, 2017.

F4 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

F4 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

SEC source: 0001654954-20-004890 · section16.xml · nonDerivative · entry 1

WESTFALL KEVIN P · CIK 0001137895 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 52,388

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares of common stock were delivered on April 30, 2020.

SEC source: 0001654954-20-004891 · section16.xml · derivative · entry 5

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 17,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F6 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F7 · derivative.exercise_price: These RSUs were granted on March 31, 2017.

F8 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

F8 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

SEC source: 0001654954-20-004891 · section16.xml · nonDerivative · entry 1

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 252,000

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares of common stock were delivered on April 30, 2020.

F2 · balance_after: Includes 52,811 shares held in a joint account with the Reporting Person's spouse.

SEC source: 0001654954-20-001246 · section16.xml · derivative · entry 2

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 45,000

Underlying: Class B Common Stock · 27,000 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · derivative.exercise_price: These RSUs were granted on November 20, 2017.

F4 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

F4 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

SEC source: 0001654954-20-001246 · section16.xml · nonDerivative · entry 1

Levy Peter · CIK 0001777740 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 88,852

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares were delivered on February 5, 2020

SEC source: 0001654954-20-001245 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,500

Underlying: Class B Common Stock · 10,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_price: Each RSU represents a contingent right to receive one share of RMBL Class B Common Stock.

F3 · derivative.exercise_price: These RSUs were granted on December 12, 2017.

F4 · derivative.exercise_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

F4 · derivative.expiration_date: The RSUs vest (1) 20% on the last day of the thirteenth month following the grant date, (2) 2.5% monthly on the last day of each month beginning on the last day of the fourteenth month following the grant date through the last of the twenty-fifth month following the grant date and (3) 4.17% monthly on the last day of each month beginning on the last day of the twenty-sixth month following the grant date through the last day of the thirty-seventh month following the grant date.

SEC source: 0001654954-20-001245 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 49,500

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Represents shares of RMBL Class B Common Stock received upon vesting of Restricted Stock Units ("RSUs"). The shares of common stock were delivered on February 5, 2020.

SEC source: 0001654954-20-000553 · section16.xml · nonDerivative · entry 1

BERRARD STEVEN R · CIK 0001026212 · Director · CFO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,170,000

F1 · shares: These shares were purchased pursuant to an underwritten public offering.

SEC source: 0001654954-20-000552 · section16.xml · nonDerivative · entry 1

Dixon Denmar John · CIK 0001461836 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · see footnote

Disclosed balance after: 1,252,829

F1 · shares: These shares were purchased pursuant to an underwritten public offering.

F2 · ownership.nature: Represents shares owned through Blue Flame Capital, LLC, an entity controlled by the Reporting Person.

SEC source: 0001654954-19-014101 · section16.xml · nonDerivative · entry 1

Chesrown Marshall · CIK 0001688766 · Director · Chairman and CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,875,000

F1 · price: The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $0.7462 - $0.8381. The reporting person undertakes to provide to RumbleOn, Inc., any security holder of RumbleOn, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth above.