OSCR

SEC source: 0001562180-24-006662 · primarydocument.xml · nonDerivative · entry 1

Schlosser Mario · CIK 0001844320 · Director · President of Technology & CTO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 80,180

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006658 · primarydocument.xml · derivative · entry 11

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 86,525

Underlying: Class A Common Stock · 8,652 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F9 · derivative.exercise_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning on June 1, 2024.

F9 · derivative.expiration_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning on June 1, 2024.

SEC source: 0001562180-24-006658 · primarydocument.xml · derivative · entry 10

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 343,796

Underlying: Class A Common Stock · 34,380 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F8 · derivative.exercise_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on June 1, 2023.

F8 · derivative.expiration_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on June 1, 2023.

SEC source: 0001562180-24-006658 · primarydocument.xml · derivative · entry 9

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,063

Underlying: Class A Common Stock · 7,016 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F7 · derivative.exercise_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on December 1, 2021.

F7 · derivative.expiration_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on December 1, 2021.

SEC source: 0001562180-24-006658 · primarydocument.xml · nonDerivative · entry 4

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 525,687

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006658 · primarydocument.xml · nonDerivative · entry 3

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 517,035

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 · shares: The Issuer previously granted the Reporting Person an award of 224,503 restricted stock units that vested on September 1, 2024, following the Talent & Compensation Committee's determination that the performance condition for the prior fiscal year had been achieved.

F1 · price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006658 · primarydocument.xml · nonDerivative · entry 2

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 292,532

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006658 · primarydocument.xml · nonDerivative · entry 1

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 258,152

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006663 · primarydocument.xml · derivative · entry 10

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 86,525

Underlying: Class A Common Stock · 8,652 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F9 · derivative.exercise_date: The restricted stock units vest in twelve equal quarterly installments beginning on June 1, 2024.

F9 · derivative.expiration_date: The restricted stock units vest in twelve equal quarterly installments beginning on June 1, 2024.

SEC source: 0001562180-24-006663 · primarydocument.xml · derivative · entry 9

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 375,777

Underlying: Class A Common Stock · 37,578 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F8 · derivative.exercise_date: The restricted stock units vest in sixteen equal quarterly installments beginning on June 1, 2023.

F8 · derivative.expiration_date: The restricted stock units vest in sixteen equal quarterly installments beginning on June 1, 2023.

SEC source: 0001562180-24-006663 · primarydocument.xml · derivative · entry 8

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,063

Underlying: Class A Common Stock · 7,016 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F7 · derivative.exercise_date: The restricted stock units vest in sixteen equal quarterly installments beginning on December 1, 2021.

F7 · derivative.expiration_date: The restricted stock units vest in sixteen equal quarterly installments beginning on December 1, 2021.

SEC source: 0001562180-24-006663 · primarydocument.xml · nonDerivative · entry 4

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 953,191

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006663 · primarydocument.xml · nonDerivative · entry 3

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 944,539

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 · shares: The Issuer previously granted the Reporting Person an award of 244,503 restricted stock units that vested on September 1, 2024, following the Talent & Compensation Committee's determination that the performance condition for the prior fiscal year had been achieved.

F1 · price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006663 · primarydocument.xml · nonDerivative · entry 2

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 720,036

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006663 · primarydocument.xml · nonDerivative · entry 1

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 682,458

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006661 · primarydocument.xml · derivative · entry 10

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 48,670

Underlying: Class A Common Stock · 4,867 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F9 · derivative.exercise_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning on June 1, 2024.

F9 · derivative.expiration_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning on June 1, 2024.

SEC source: 0001562180-24-006661 · primarydocument.xml · derivative · entry 9

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 164,474

Underlying: Class A Common Stock · 16,448 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F8 · derivative.exercise_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on June 1, 2023.

F8 · derivative.expiration_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on June 1, 2023.

SEC source: 0001562180-24-006661 · primarydocument.xml · derivative · entry 8

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 122,549

Underlying: Class A Common Stock · 20,425 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F7 · derivative.exercise_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on June 1, 2022.

F7 · derivative.expiration_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on June 1, 2022.

SEC source: 0001562180-24-006661 · primarydocument.xml · nonDerivative · entry 4

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 288,060

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 · shares: The Issuer previously granted the Reporting Person an award of 108,932 restricted stock units that vested on September 1, 2024, following the Talent & Compensation Committee's determination that the performance condition for the prior fiscal year had been achieved.

F1 · price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006661 · primarydocument.xml · nonDerivative · entry 3

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 179,128

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006661 · primarydocument.xml · nonDerivative · entry 2

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 174,261

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-006661 · primarydocument.xml · nonDerivative · entry 1

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 157,813

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-005725 · primarydocument.xml · derivative · entry 1

BOYD JEFFERY H · CIK 0001214606 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 49,077

Underlying: Class A Common Stock · 1,883 shares

Expires not disclosed

F1 · derivative.exercise_price: Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock.

F2 · price: The Reporting Person elected, pursuant to the Issuer's Deferred Compensation Plan for Directors, to receive deferred stock units in lieu of cash retainer payments for service on the Issuer's board of directors. The price of the deferred stock units reported herein represents the closing price of the Issuer's Class A common stock on July 11, 2024, which price was used to calculate the number of deferred stock units issued to the Reporting Person.

F3 · derivative.exercise_date: The deferred stock units will be settled for cash or shares of Class A common stock, in the Issuer's discretion, within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability. Deferred stock units issued in lieu of cash retainer payment are 100% vested on the grant date.

F3 · derivative.expiration_date: The deferred stock units will be settled for cash or shares of Class A common stock, in the Issuer's discretion, within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability. Deferred stock units issued in lieu of cash retainer payment are 100% vested on the grant date.

SEC source: 0001562180-24-004846 · primarydocument.xml · nonDerivative · entry 2

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 251,136

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.45 to $19.63, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004836 · primarydocument.xml · nonDerivative · entry 2

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 675,442

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.45 to $19.63, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004918 · primarydocument.xml · nonDerivative · entry 1

Lang Laura W · CIK 0001296589 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 60,231

F1 · shares: Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, RSUs will be settled in shares of the Issuer's Class A common stock within 45 days following the earliest to occur of: (i) the director's separation from service; (ii) a change in control of the Issuer; (iii) the director's death; or (iv) the director's disability.

SEC source: 0001562180-24-004920 · primarydocument.xml · nonDerivative · entry 1

WITTMAN VANESSA AMES · CIK 0001229265 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 114,512

F1 · shares: Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date.

SEC source: 0001562180-24-004919 · primarydocument.xml · nonDerivative · entry 1

BOYD JEFFERY H · CIK 0001214606 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 114,512

F1 · shares: Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, RSUs will be settled in shares of the Issuer's Class A common stock within 45 days following the earliest to occur of: (i) the director's separation from service; (ii) a change in control of the Issuer; (iii) the director's death; or (iv) the director's disability.

SEC source: 0001562180-24-004932 · primarydocument.xml · nonDerivative · entry 1

Robinson Elbert O. Jr. · CIK 0001844223 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 114,512

F1 · shares: Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, RSUs will be settled in shares of the Issuer's Class A common stock within 45 days following the earliest to occur of: (i) the director's separation from service; (ii) a change in control of the Issuer; (iii) the director's death; or (iv) the director's disability.

SEC source: 0001562180-24-004923 · primarydocument.xml · nonDerivative · entry 1

Gassen William · CIK 0001954883 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 60,231

F1 · shares: Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date.

SEC source: 0001562180-24-004921 · primarydocument.xml · nonDerivative · entry 1

Plouffe David · CIK 0001844229 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 114,512

F1 · shares: Consists of restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one share of Oscar Health, Inc. (the "Issuer") Class A common stock. The RSUs vest on the earlier to occur of (i) the one-year anniversary of the grant date and (ii) the date of the next annual meeting of stockholders of the Issuer following the grant date, subject to continued service through the applicable vesting date. To the extent vested, RSUs will be settled in shares of the Issuer's Class A common stock within 45 days following the earliest to occur of: (i) the director's separation from service; (ii) a change in control of the Issuer; (iii) the director's death; or (iv) the director's disability.

SEC source: 0001562180-24-004846 · primarydocument.xml · derivative · entry 4

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 62,500

Underlying: Class A Common Stock · 31,250 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F4 · derivative.exercise_date: The restricted stock units vested with respect to 25% of the shares on December 5, 2021, and with respect to the remaining shares in 12 equal quarterly installments thereafter.

F4 · derivative.expiration_date: The restricted stock units vested with respect to 25% of the shares on December 5, 2021, and with respect to the remaining shares in 12 equal quarterly installments thereafter.

SEC source: 0001562180-24-004846 · primarydocument.xml · nonDerivative · entry 1

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 267,929

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-004836 · primarydocument.xml · derivative · entry 3

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 125,000

Underlying: Class A Common Stock · 62,500 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F4 · derivative.exercise_date: The restricted stock units vested with respect to 25% of the shares on December 5, 2021, and with respect to the remaining shares in 12 equal quarterly installments thereafter.

F4 · derivative.expiration_date: The restricted stock units vested with respect to 25% of the shares on December 5, 2021, and with respect to the remaining shares in 12 equal quarterly installments thereafter.

SEC source: 0001562180-24-004836 · primarydocument.xml · nonDerivative · entry 1

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 705,420

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: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

SEC source: 0001562180-24-004666 · primarydocument.xml · nonDerivative · entry 8

Wolin Steven · CIK 0002021524 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 64,830

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.10, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004661 · primarydocument.xml · nonDerivative · entry 6

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 127,555

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.10, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004664 · primarydocument.xml · nonDerivative · entry 3

Schlosser Mario · CIK 0001844320 · Director · President of Technology & CTO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 65,768

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.10, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004668 · primarydocument.xml · nonDerivative · entry 5

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 236,679

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.10, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004662 · primarydocument.xml · nonDerivative · entry 5

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 642,920

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.10, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004663 · primarydocument.xml · nonDerivative · entry 5

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 137,388

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.10, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004666 · primarydocument.xml · nonDerivative · entry 7

Wolin Steven · CIK 0002021524 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 65,316

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.82, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004661 · primarydocument.xml · nonDerivative · entry 5

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 127,754

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.82, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004664 · primarydocument.xml · nonDerivative · entry 2

Schlosser Mario · CIK 0001844320 · Director · President of Technology & CTO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 65,920

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.82, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004668 · primarydocument.xml · nonDerivative · entry 4

Quane Alessandrea C. · CIK 0001667819 · EVP, Chief Insurance Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 237,347

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.82, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004662 · primarydocument.xml · nonDerivative · entry 4

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 643,546

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.82, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004663 · primarydocument.xml · nonDerivative · entry 4

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 137,835

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into prior to February 27, 2023 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.01 to $19.82, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

SEC source: 0001562180-24-004666 · primarydocument.xml · derivative · entry 14

Wolin Steven · CIK 0002021524 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,061

Underlying: Class A Common Stock · 1,460 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F7 · derivative.exercise_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning June 1, 2024.

F7 · derivative.expiration_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning June 1, 2024.

SEC source: 0001562180-24-004666 · primarydocument.xml · derivative · entry 13

Wolin Steven · CIK 0002021524 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,122

Underlying: Class A Common Stock · 2,920 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F7 · derivative.exercise_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning June 1, 2024.

F7 · derivative.expiration_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning June 1, 2024.

SEC source: 0001562180-24-004666 · primarydocument.xml · derivative · entry 12

Wolin Steven · CIK 0002021524 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 172,698

Underlying: Class A Common Stock · 24,671 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.

F1 · derivative.exercise_price: Each restricted stock unit represents a contingent right to receive one share of Class A common stock.

F6 · derivative.exercise_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning June 1, 2023.

F6 · derivative.expiration_date: The restricted stock units vest over a three-year period in 12 equal quarterly installments beginning June 1, 2023.