GRAY RICHARD A JR

SEC source: 0001654954-21-009783 · section16.xml · derivative · entry 4

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 875 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 Issuer Class B common stock.

F3 · derivative.exercise_price: In connection with the Issuer's business combination with RideNow, the vesting of these RSUs were accelerated and the shares of Class B common stock were issued on September 3, 2021.

F3 · derivative.exercise_date: In connection with the Issuer's business combination with RideNow, the vesting of these RSUs were accelerated and the shares of Class B common stock were issued on September 3, 2021.

F3 · derivative.expiration_date: In connection with the Issuer's business combination with RideNow, the vesting of these RSUs were accelerated and the shares of Class B common stock were issued on September 3, 2021.

SEC source: 0001654954-21-009783 · section16.xml · derivative · entry 3

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 2,464 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 Issuer Class B common stock.

F3 · derivative.exercise_price: In connection with the Issuer's business combination with RideNow, the vesting of these RSUs were accelerated and the shares of Class B common stock were issued on September 3, 2021.

F3 · derivative.exercise_date: In connection with the Issuer's business combination with RideNow, the vesting of these RSUs were accelerated and the shares of Class B common stock were issued on September 3, 2021.

F3 · derivative.expiration_date: In connection with the Issuer's business combination with RideNow, the vesting of these RSUs were accelerated and the shares of Class B common stock were issued on September 3, 2021.

SEC source: 0001654954-21-009783 · section16.xml · nonDerivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 27,733

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 Issuer Class B common stock received upon delivery of shares underlying vested restricted stock units ("RSUs").

SEC source: 0001654954-21-009783 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 26,858

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 Issuer Class B common stock received upon delivery of shares underlying vested restricted stock units ("RSUs").

SEC source: 0001654954-21-007732 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,464

Underlying: Class B Common Stock · 2,464 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 contingent right to receive one share of Issuer Class B Common Stock.

F3 · derivative.exercise_price: 4,928 RSUs were granted to the reporting person on January 5, 2021. These RSUs vest in 12 equal monthly installments, which began January 31, 2021 and will be delivered quarterly, which began on March 31, 2021. The RSUs are subject to pro rata vesting and delivery if the Reporting Person leaves the Board of Directors before the end of any vesting period.

F3 · derivative.exercise_date: 4,928 RSUs were granted to the reporting person on January 5, 2021. These RSUs vest in 12 equal monthly installments, which began January 31, 2021 and will be delivered quarterly, which began on March 31, 2021. The RSUs are subject to pro rata vesting and delivery if the Reporting Person leaves the Board of Directors before the end of any vesting period.

F3 · derivative.expiration_date: 4,928 RSUs were granted to the reporting person on January 5, 2021. These RSUs vest in 12 equal monthly installments, which began January 31, 2021 and will be delivered quarterly, which began on March 31, 2021. The RSUs are subject to pro rata vesting and delivery if the Reporting Person leaves the Board of Directors before the end of any vesting period.

SEC source: 0001654954-21-007732 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,394

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 Issuer Class B Common Stock received upon delivery of shares underlying vested Restricted Stock Units ("RSUs").

SEC source: 0001654954-21-003830 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,696

Underlying: Class B Common Stock · 1,232 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 January 5, 2021.

F4 · 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.

F4 · 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: 0001654954-21-003830 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 23,162

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").

SEC source: 0001654954-21-001262 · section16.xml · derivative · entry 4

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 875 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.

F5 · derivative.exercise_price: These RSUs were granted on December 12, 2017.

F6 · 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 day 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.

F6 · 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 day 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: 0001654954-21-001262 · section16.xml · derivative · entry 3

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 8,153 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 approved by the compensation committee (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 were scheduled to vest in four equal quarterly installments beginning September 30, 2020, and were subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period. The Compensation Committee approved the accelerated vesting of these RSUs, and these RSUs vested on February 3, 2021

F4 · derivative.expiration_date: These RSUs were scheduled to vest in four equal quarterly installments beginning September 30, 2020, and were subject to prorata vesting if a director leaves the Board of Directors before the end of each quarterly vesting period. The Compensation Committee approved the accelerated vesting of these RSUs, and these RSUs vested on February 3, 2021

SEC source: 0001654954-21-001262 · section16.xml · nonDerivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 21,930

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").

SEC source: 0001654954-21-001262 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 21,055

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").

SEC source: 0001654954-21-000262 · section16.xml · derivative · entry 3

GRAY RICHARD A JR · CIK 0001215676 · 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.

F2 · 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 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 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.

F5 · 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: 0001654954-21-000262 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,902

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 of common stock were delivered on January 7, 2021.

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: 0001654954-20-009575 · 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: 0001654954-20-008391 · 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: 0001654954-20-006470 · 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: 0001654954-20-001245 · 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: 0001654954-19-009786 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 21,000

Underlying: Class B Common Stock · 7,000 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 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: 0001654954-19-009786 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 39,000

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 August 15, 2019.

SEC source: 0001654954-19-007022 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · 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 of Directors 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 of Directors before the one year period

SEC source: 0001654954-19-001006 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 28,000

Underlying: Class B Common Stock · 7,000 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.

F4 · derivative.exercise_price: These RSUs were granted on December 12, 2017.

F3 · 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. The shares underlying the vested RSUs will be delivered to the Reporting Person on an annual basis during the thirteenth month following the grant date.

F3 · 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. The shares underlying the vested RSUs will be delivered to the Reporting Person on an annual basis during the thirteenth month following the grant date.

F4 · balance_after: These RSUs were granted on December 12, 2017.

SEC source: 0001654954-19-001006 · section16.xml · nonDerivative · entry 1

GRAY RICHARD A JR · CIK 0001215676 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 32,000

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 RSUs vested, and were delivered on January 31, 2019.

SEC source: 0001654954-18-007324 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · 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 (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. The shares underlying the vested RSUs will be delivered to the Reporting Person on an annual basis during the thirteenth month following the grant date.

F2 · 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. The shares underlying the vested RSUs will be delivered to the Reporting Person on an annual basis during the thirteenth month following the grant date.

SEC source: 0001654954-18-001776 · section16.xml · derivative · entry 2

GRAY RICHARD A JR · CIK 0001215676 · 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 (i) 20% on the first anniversary of the grant date; (ii) 30% on the second anniversary of the grant date; and (iii) 50% on the third anniversary of the grant date.

F2 · derivative.expiration_date: The RSUs vest (i) 20% on the first anniversary of the grant date; (ii) 30% on the second anniversary of the grant date; and (iii) 50% on the third anniversary of the grant date.