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.
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.
Gassen William reported acquisition or exercise transactions in this Form 4 filing.
Oscar Health director William Gassen received 1,418 deferred stock units as board compensation. Each unit represents one share of Class A common stock, valued at $14.54 based on the share price on April 9, 2026. He now holds 6,387 deferred stock units, which will be settled in cash or stock after specified service-ending events.
BOYD JEFFERY H reported acquisition or exercise transactions in this Form 4 filing.
Oscar Health, Inc. director Jeffery H. Boyd received a grant of 3,610 deferred stock units as compensation for board service. Each unit represents the right to receive one share of Class A common stock and was valued at $14.54, the closing share price on April 9, 2026.
The grant was taken in lieu of cash retainer payments under the company’s deferred compensation plan for directors. The deferred stock units will be settled in cash or shares, at the company’s discretion, within 45 days after events such as termination of service, a change in control, death, or disability. Following this grant, Boyd holds 69,858 deferred stock units directly.
Plouffe David reported acquisition or exercise transactions in this Form 4 filing.
Oscar Health, Inc. director David Plouffe received a grant of 1,461 deferred stock units as board compensation, based on the Class A common stock closing price of $14.54 on April 9, 2026. Each unit represents one share and is 100% vested on the grant date. Following this award, he holds 6,854 deferred stock units directly. These units will be settled in cash or shares, at the company’s discretion, within 45 days after termination of service, a change in control, death, or disability.
Oscar Health, Inc. Chief Executive Officer Mark T. Bertolini reported equity compensation activity and a share purchase. On April 3, 2026, performance stock units covering 5,733,334 shares vested and were exercised at $0.00, delivering the same number of Class A shares based on stock price targets.
On April 6, 2026, the company withheld 1,000,001 Class A shares at $11.92 per share to satisfy tax obligations on a portion of the vested PSUs. That same day, Bertolini purchased 1,000,000 Class A shares from the issuer in a private placement at $11.92 per share. Following these transactions, he directly holds 10,196,876 Class A shares. Future settlements of remaining PSUs and related tax-covering sales will occur under a pre-arranged Rule 10b5-1 instruction letter.
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.