Oscar Health, Inc. filings document the public-company disclosures of a healthcare technology and health insurance issuer listed on the New York Stock Exchange under Class A common stock symbol OSCR. Its Form 8-K reports cover operating results, guidance updates, Regulation FD disclosures, material agreements and capital-structure transactions, including credit facilities, convertible notes and debt exchanges.
The company’s proxy materials disclose annual meeting matters, board governance, director elections and executive compensation. Other filings address executive employment arrangements, registered securities, risk language tied to competition, artificial intelligence and machine-learning models, internal controls and the company’s use of technology to support Individual & Family plans, +Oscar services and related healthcare marketplace offerings.
Oscar Health, Inc. (OSCR) Chief Accounting Officer Victoria Baltrus reported selling 958 shares of Class A Common Stock on September 3, 2026 at a weighted average price of $31.45 per share. The sale was made under a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy tax withholding on vesting equity awards, and she now holds 213,631 shares, including shares to be issued from restricted stock unit vesting.
Oscar Health, Inc. (OSCR) reported that Chief Financial Officer Richard Scott Blackley sold 28,869 shares of Class A Common Stock on September 3, 2026 at a weighted average price of $31.45 per share, in transactions executed between $30.97 and $31.96, pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy his tax withholding obligations on vesting equity awards. After this sale, he directly holds 1,046,108 shares, which include shares to be issued upon vesting of restricted stock units, and indirectly holds 56,250 shares through the MQB Irrevocable Trust.
Oscar Health, Inc. (OSCR) reported that Chief Legal Officer Adam McAnaney sold 9,092 shares of Class A common stock on September 3, 2026 in an open-market transaction at a weighted average price of $31.45 per share. The sale was effected under a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy his tax withholding obligation upon the vesting of previously granted equity awards. Following this transaction, he directly holds 209,004 shares, which includes shares to be issued upon vesting of one or more restricted stock units.
Oscar Health, Inc. (OSCR) director Mario Schlosser reported selling 31,422 shares of Class A Common Stock on September 3, 2026 in an open-market transaction at a weighted average price of $31.45 per share, with individual trades ranging from $30.97 to $31.96.
The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy Schlosser’s tax withholding obligation upon vesting of previously granted equity awards. Following this transaction, he reported beneficial ownership of 449,444 shares, which includes shares to be issued upon vesting of restricted stock units.
Oscar Health, Inc. (OSCR) received a notice of proposed sale under Rule 144 for Class A common stock held for the account of Adam McAnaney. The notice covers 9,092 Class A shares, acquired on September 1, 2026 through Restricted Stock Vesting as compensation from the issuer.
The planned sale has an aggregate market value of $285,949.77, with Oscar Health reporting 273,469,000 Class A shares outstanding. The sale is expected to occur on or about September 3, 2026 on the NYSE, and includes shares sold to cover a tax obligation arising from the settlement of a vested equity award distribution.
Oscar Health, Inc. (OSCR) received a Rule 144 notice for a proposed sale of Class A common stock by Mario T. Schlosser through Fidelity Brokerage Services LLC. The notice covers up to 31,422 shares, arising from restricted stock that vested on September 1, 2026, with part of the sale covering related tax obligations.
The filing also lists several prior open-market sales of Oscar Health Class A shares by Mario T. Schlosser during the preceding three months, providing regulators and investors with disclosure of recent and planned insider share dispositions.
Oscar Health, Inc. (OSCR) received a notice of proposed sale under Rule 144 for 10,360 shares of Class A common stock beneficially associated with Janet Liang. The shares have an aggregate market value of $325,829.26, compared with 273,469,000 Class A shares outstanding.
The shares relate to restricted stock vesting from the issuer as compensation, with the sale including an amount to cover a tax obligation from the settlement of a vested equity award. The notice lists an approximate sale date of September 3, 2026, with prior vesting on September 1, 2026.
Oscar Health, Inc. (OSCR) received a notice that officer Richard Scott Blackley intends to sell 28,869 Class A shares of Oscar Health common stock under Rule 144. The shares relate to restricted stock vesting on September 1, 2026, with a portion of the sale covering associated tax obligations.
Oscar Health, Inc. (OSCR) director Mario Schlosser reported an option exercise-and-sale sequence involving Class A and Class B common stock on August 27–28, 2026. He exercised fully vested stock options with a $9.75 exercise price, covering in total 750,000 shares of Class B common stock, which were then converted into Class A common stock on a one-to-one basis.
Across the two days, Schlosser reported open-market sales of 750,000 shares of Class A common stock, including 600,000 shares at a weighted average price of $30.34 (range $29.98–$30.73) and 150,000 shares at a weighted average price of $30.79 (range $30.59–$30.89). The exercised stock options expire on December 16, 2029. Separate from these transactions, trusts associated with Schlosser hold Class B common stock convertible into an aggregate of 1,104,999 shares of Class A common stock, and he disclaims beneficial ownership of those trust-held shares except to the extent of any pecuniary interest.
Oscar Health, Inc. (OSCR) is the issuer of Class A common stock for which Mario T. Schlosser has filed a notice to sell shares under Rule 144. The notice lists a planned sale of 150,000 Class A shares through Fidelity Brokerage Services LLC, tied to a stock option exercise on 08/28/2026, with an aggregate market value of $4,618,990.73. The securities information section also shows 273,469,000 Class A shares, presented as a broader share count reference.
Over the prior three months, Mario T. Schlosser reported completed sales of Class A shares: 34,120 shares on 06/02/2026 for $748,633.08, 1,027,398 shares on 06/23/2026 for $30,183,414.00, 47,500 shares on 07/01/2026 for $1,484,013.80, and 600,000 shares on 08/27/2026 for $18,205,485.10. The filing is signed by Gary Redman on behalf of Fidelity Brokerage Services LLC as attorney-in-fact for Mario T. Schlosser.