OSCR

SEC source: 0001562180-22-008037 · primarydocument.xml · nonDerivative · entry 2

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 28,734

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: 0001562180-22-008037 · primarydocument.xml · nonDerivative · entry 1

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,568

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: 0001562180-22-007623 · primarydocument.xml · derivative · entry 1

Sankaran Sid · CIK 0001509066 · Director · Senior Advisor

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 911,392

Underlying: Class A Common Stock · 911,392 shares

Expires not disclosed

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

F2 · derivative.exercise_date: The restricted stock units will vest in four equal quarterly installments over the one-year period beginning December 1, 2022.

F2 · derivative.expiration_date: The restricted stock units will vest in four equal quarterly installments over the one-year period beginning December 1, 2022.

SEC source: 0001562180-22-007234 · primarydocument.xml · derivative · entry 1

PHILLIPS JR CHARLES E · CIK 0001236185 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,339

Underlying: Class A Common Stock · 6,573 shares

Expires not disclosed

F1 · derivative.exercise_price: Each deferred stock unit represents a right to receive one share of the Company'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 October 14, 2022, 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: 0001562180-22-007235 · primarydocument.xml · derivative · entry 1

BOYD JEFFERY H · CIK 0001214606 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,644

Underlying: Class A Common Stock · 8,877 shares

Expires not disclosed

F1 · derivative.exercise_price: Each deferred stock unit represents a right to receive one share of the Company'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 October 14, 2022, 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 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 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: 0001562180-22-007047 · primarydocument.xml · nonDerivative · entry 1

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,532

F1 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $4.95 to $4.99, 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: 0001562180-22-006530 · primarydocument.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 148,804

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $5.50 to $5.59, 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: 0001562180-22-006531 · primarydocument.xml · nonDerivative · entry 2

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 300,000

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $5.50 to $5.59 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: 0001562180-22-006530 · primarydocument.xml · derivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 281,250

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 vest 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 vest 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: 0001562180-22-006530 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 166,336

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: 0001562180-22-006531 · primarydocument.xml · derivative · entry 3

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 562,500

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 vest 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 vest 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: 0001562180-22-006531 · primarydocument.xml · nonDerivative · entry 1

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 331,615

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: 0001562180-22-006508 · primarydocument.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 135,086

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

SEC source: 0001562180-22-006507 · primarydocument.xml · nonDerivative · entry 2

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 269,115

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

SEC source: 0001562180-22-006510 · primarydocument.xml · nonDerivative · entry 2

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 28,721

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

SEC source: 0001562180-22-006506 · primarydocument.xml · nonDerivative · entry 3

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 22,564

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

SEC source: 0001562180-22-006509 · primarydocument.xml · derivative · entry 4

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 57,729

Underlying: Class A Common Stock · 19,243 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.

F3 · derivative.exercise_date: The restricted stock units vested with respect to 25% of the shares on September 1, 2022, and will vest with respect to the remaining shares in 12 equal quarterly installments thereafter.

F3 · derivative.expiration_date: The restricted stock units vested with respect to 25% of the shares on September 1, 2022, and will vest with respect to the remaining shares in 12 equal quarterly installments thereafter.

SEC source: 0001562180-22-006509 · primarydocument.xml · derivative · entry 3

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 41,203

Underlying: Class A Common Stock · 4,120 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.

F2 · derivative.exercise_date: The restricted stock units vest in sixteen equal quarterly installments beginning on June 1, 2022.

F2 · derivative.expiration_date: The restricted stock units vest in sixteen equal quarterly installments beginning on June 1, 2022.

SEC source: 0001562180-22-006509 · primarydocument.xml · nonDerivative · entry 2

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 26,261

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: 0001562180-22-006509 · primarydocument.xml · nonDerivative · entry 1

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,018

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: 0001562180-22-006508 · primarydocument.xml · derivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 84,189

Underlying: Class A Common Stock · 7,015 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.

F3 · derivative.exercise_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on December 1, 2021.

F3 · 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: 0001562180-22-006508 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 138,033

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: 0001562180-22-006507 · primarydocument.xml · derivative · entry 3

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 84,189

Underlying: Class A Common Stock · 7,015 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.

F3 · derivative.exercise_date: The restricted stock units vests in sixteen equal quarterly installments beginning on December 1, 2021.

F3 · derivative.expiration_date: The restricted stock units vests in sixteen equal quarterly installments beginning on December 1, 2021.

SEC source: 0001562180-22-006507 · primarydocument.xml · nonDerivative · entry 1

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 271,322

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: 0001562180-22-006510 · primarydocument.xml · derivative · entry 3

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 285,948

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.

F3 · derivative.exercise_date: The restricted stock units vest over a four-year period in 16 equal quarterly installments beginning on June 1, 2022.

F3 · 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: 0001562180-22-006510 · primarydocument.xml · nonDerivative · entry 1

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 34,888

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: 0001562180-22-006506 · primarydocument.xml · derivative · entry 5

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 41,667

Underlying: Class A Common Stock · 4,167 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 vest in sixteen equal quarterly installments beginning on June 1, 2021.

F4 · derivative.expiration_date: The restricted stock units vest in sixteen equal quarterly installments beginning on June 1, 2021.

SEC source: 0001562180-22-006506 · primarydocument.xml · derivative · entry 4

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,054

Underlying: Class A Common Stock · 2,005 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.

F3 · derivative.exercise_date: The restricted stock units vest in sixteen equal quarterly installments beginning on December 1, 2021.

F3 · derivative.expiration_date: The restricted stock units vest in sixteen equal quarterly installments beginning on December 1, 2021.

SEC source: 0001562180-22-006506 · primarydocument.xml · nonDerivative · entry 2

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,160

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: 0001562180-22-006506 · primarydocument.xml · nonDerivative · entry 1

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 19,993

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: 0001562180-22-005654 · primarydocument.xml · derivative · entry 1

PHILLIPS JR CHARLES E · CIK 0001236185 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,766

Underlying: Class A Common Stock · 4,149 shares

Expires not disclosed

F1 · derivative.exercise_price: Each deferred stock unit represents a right to receive one share of the Company'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 8, 2022, 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: 0001562180-22-005655 · primarydocument.xml · derivative · entry 1

BOYD JEFFERY H · CIK 0001214606 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,767

Underlying: Class A Common Stock · 6,287 shares

Expires not disclosed

F1 · derivative.exercise_price: Each deferred stock unit represents a right to receive one share of the Company'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 8, 2022, 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 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 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: 0001562180-22-005062 · primarydocument.xml · nonDerivative · entry 1

PHILLIPS JR CHARLES E · CIK 0001236185 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 85,787

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: 0001562180-22-005061 · primarydocument.xml · nonDerivative · entry 1

WITTMAN VANESSA AMES · CIK 0001229265 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 85,787

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: 0001562180-22-005060 · primarydocument.xml · nonDerivative · entry 1

BOYD JEFFERY H · CIK 0001214606 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 85,787

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: 0001562180-22-005064 · primarydocument.xml · nonDerivative · entry 1

Robinson Elbert O. Jr. · CIK 0001844223 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 85,787

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: 0001562180-22-005063 · primarydocument.xml · nonDerivative · entry 1

Plouffe David · CIK 0001844229 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 85,787

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: 0001562180-22-004872 · primarydocument.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 131,018

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $5.01 to $5.09, 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: 0001562180-22-004871 · primarydocument.xml · nonDerivative · entry 2

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 264,307

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $5.01 to $5.09, 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: 0001562180-22-004872 · primarydocument.xml · derivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 312,500

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 vest 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 vest 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: 0001562180-22-004872 · primarydocument.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 142,318

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: 0001562180-22-004871 · primarydocument.xml · derivative · entry 3

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 625,000

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 vests 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 vests 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: 0001562180-22-004871 · primarydocument.xml · nonDerivative · entry 1

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 283,853

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: 0001562180-22-004763 · primarydocument.xml · nonDerivative · entry 2

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,898

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $4.68 to $4.741, 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: 0001562180-22-004760 · primarydocument.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 111,068

F2 · shares: The sale was effected to satisfy the Reporting Person's tax withholding obligation upon the settlement 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 $4.68 to $4.741, 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: 0001562180-22-004761 · primarydocument.xml · nonDerivative · entry 2

Blackley Richard Scott · CIK 0001525020 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 221,353

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $4.68 to $4.741, 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: 0001562180-22-004764 · primarydocument.xml · nonDerivative · entry 2

Bopitiya Ranmali · CIK 0001908069 · EVP & Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,463

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $4.68 to $4.741, 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: 0001562180-22-004762 · primarydocument.xml · nonDerivative · entry 3

Weaver Dennis · CIK 0001844219 · Chief Clinical Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,988

F2 · shares: The sale was effected pursuant to a Rule 10b5-1 instruction letter 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 $4.68 to $4.741, 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: 0001562180-22-004763 · primarydocument.xml · derivative · entry 3

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 45,323

Underlying: Class A Common Stock · 4,120 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 vest in sixteen equal quarterly installments beginning on June 1, 2022.

F4 · derivative.expiration_date: The restricted stock units vest in sixteen equal quarterly installments beginning on June 1, 2022.

SEC source: 0001562180-22-004763 · primarydocument.xml · nonDerivative · entry 1

Baltrus Victoria · CIK 0001911946 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,120

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.