Welcome to our dedicated page for Oscar Health SEC filings (Ticker: OSCR), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
The Oscar Health, Inc. (NYSE: OSCR) SEC filings page on Stock Titan brings together the company’s regulatory disclosures from the U.S. Securities and Exchange Commission, with AI-powered tools to help interpret complex documents. Oscar identifies itself in these filings as a healthcare technology company whose Class A common stock trades on the New York Stock Exchange under the symbol OSCR. Through its reports, investors can review how the company structures its health insurance operations, technology initiatives, and capital markets activities.
Oscar’s annual reports on Form 10-K and quarterly reports on Form 10-Q provide overviews of its Individual & Family health plans, health technology solutions under the +Oscar brand, risk factors, and detailed financial statements. These core filings typically include information on revenues, medical costs, selling, general, and administrative expenses, membership metrics, and key non-GAAP measures such as Adjusted EBITDA, along with management’s discussion of business drivers.
The company’s current reports on Form 8-K offer more targeted updates. Recent 8-K filings describe quarterly financial results, reaffirmed guidance, and capital structure actions such as the issuance of 2.25% Convertible Senior Subordinated Notes due 2030, related capped call transactions, and an exchange agreement involving 7.25% Convertible Senior Notes due 2031. Other 8-Ks detail amendments to investment agreements, the planned termination of a revolving credit facility in connection with a notes offering, and changes to executive employment agreements and compensation structures.
Investors can also use this page to access information on convertible debt terms, events of default, subordination provisions, and potential share dilution from note conversion, all of which are described in Oscar’s indentures and related exhibits. Stock Titan’s AI summaries help explain the implications of these filings, highlight key sections of lengthy documents, and surface important items such as changes in guidance, financing transactions, and governance-related disclosures. This makes it easier to understand how Oscar’s regulatory filings relate to its health insurance operations, technology platform, and long-term financial strategy.
Oscar Health Inc: The Vanguard Group files an amended Schedule 13G/A reporting no beneficial ownership following an internal realignment. The filing states that, in accordance with SEC Release No. 34-39538 (January 12, 1998), certain Vanguard subsidiaries will report beneficial ownership separately after an internal realignment effective January 12, 2026. The Schedule 13G/A lists 0 shares beneficially owned and 0% of the class, with zero sole or shared voting and dispositive powers.
Oscar Health, Inc. Chief Financial Officer Richard Scott Blackley reported bona fide gifts of a total of 225,000 shares of Class A Common Stock on March 12, 2026. These were coded as gift transfers with a price of $0.00 per share, meaning no sale proceeds were received.
Following these gifts, he holds 1,316,660 shares of Class A Common Stock directly. In addition, 75,000 shares are held indirectly through the MQB Irrevocable Trust. According to the disclosure, the gifted shares went to an irrevocable trust for the benefit of a family member who shares his household.
Oscar Health, Inc. reported that executive Janet Liang, President, Oscar Insurance, received a grant of 106,458 shares of Class A common stock as restricted stock units at $0.00 per share. These RSUs will vest quarterly in 12 equal installments beginning on June 1, 2026, contingent on her continued service. On the same day, she sold 7,453 shares of Class A common stock in an open-market transaction at a weighted average price of $13.39 per share under a pre-arranged Rule 10b5-1 instruction, solely to cover tax withholding on previously vested equity awards. After these transactions, she directly holds 271,532 shares of Class A common stock.
Bertolini Mark T reported acquisition or exercise transactions in this Form 4 filing.
Oscar Health, Inc. reported that Chief Executive Officer Mark T. Bertolini received an award of 1,596,877 shares of Class A common stock in the form of restricted stock units at a price of $0.00 per share. These units will vest in three equal annual installments beginning on March 2, 2027, as long as he continues serving as CEO or as a board member through each vesting date. After this grant, he beneficially owns 4,463,543 shares of Class A common stock, which includes shares that may be issued upon future vesting of restricted stock units.
Oscar Health, Inc. Chief Accounting Officer Victoria Baltrus reported equity compensation and a related share sale. She acquired 17,300 shares of Class A common stock in the form of restricted stock units that will vest quarterly in 12 equal installments beginning on June 1, 2026, subject to her continuous service. She also sold 4,638 shares of Class A common stock at a weighted average price of $13.39 per share, in transactions executed between $13.00 and $13.85, under a Rule 10b5-1 instruction letter to cover tax withholding from previously vested equity awards. After these transactions, she directly owned 216,112 shares.
Oscar Health, Inc. Chief Legal Officer Adam McAnaney reported two equity transactions in Class A common stock. He received a grant of 67,424 restricted stock units at no cost, which will vest quarterly in 12 equal installments beginning on June 1, 2026, contingent on continued service.
On the same date, he sold 18,710 shares in an open-market transaction at a weighted average price of $13.39 per share, with individual trade prices ranging from $13.00 to $13.85. The sale was executed under a pre-established Rule 10b5-1 instruction letter to cover tax withholding obligations from earlier equity awards. Following these transactions, he directly owns 227,955 shares of Class A common stock, including shares underlying restricted stock units that will be issued upon vesting.
Oscar Health, Inc. President of Technology & CTO Mario Schlosser reported two transactions in Class A common stock. He received 189,141 shares as a grant of restricted stock units at a price of $0.00 per share, which are scheduled to vest quarterly in 12 equal installments beginning on June 1, 2026, subject to his continuous service.
He also sold 24,335 shares at a weighted average price of $13.39 per share under a pre-arranged Rule 10b5-1 instruction letter to cover tax withholding tied to earlier equity awards. Following these transactions, he directly owned 514,986 shares, including shares to be issued upon future vesting of restricted stock units.
Oscar Health, Inc. Chief Financial Officer Richard Scott Blackley reported two transactions in Class A common stock. He acquired 134,847 shares as restricted stock units that will vest quarterly in 12 equal installments beginning on June 1, 2026, subject to continued service. On the same date, he sold 19,221 shares at a weighted average price of $13.39 per share under a pre-arranged Rule 10b5-1 instruction to cover tax withholding on earlier equity awards. After these transactions, he directly owned 1,466,660 shares, including shares to be issued upon future RSU vesting.
Richard Scott Blackley filed a Form 144 proposing the sale of 54,850 shares of common stock to be sold on 03/01/2026 through Morgan Stanley Smith Barney LLC. The filing notes restricted stock units vesting under a registered plan as the source, and shows a prior sale of 25,135 shares on 12/02/2025 for $416,989.65.
Mario Schlosser filed a Form 144 reporting proposed sales of Common Stock and recent dispositions. The filing lists a planned disposition of 43,179 Restricted Stock Units vesting under a registered plan on 03/01/2026. It also records multiple open-market sales by Mr. Schlosser totaling several transactions in December 2025 and January 2026 with individual sale sizes and proceeds shown.