Oscar Health insider to sell 31,422 shares

Mario T. Schlosser filed a Rule 144 notice to sell 31,422 Oscar Health Class A shares from recently vested restricted stock, after significant sales in prior months.

Rhea-AI Filing Summary

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.

Key Figures

Shares to be sold: 31,422 shares Aggregate market value of proposed sale: $988,243.90 Shares outstanding: 273,469,000 shares +5 more

8 metrics

Shares to be sold 31,422 shares Class A common stock proposed for sale under Rule 144

Aggregate market value of proposed sale $988,243.90 Value of 31,422 Class A shares listed in the securities information table

Shares outstanding 273,469,000 shares Class A shares outstanding for Oscar Health, Inc. in the Form 144 table

Sale on June 23, 2026 1,027,398 shares for $30,183,414.00 Class A shares sold by Mario T. Schlosser during the past 3 months

Sale on July 1, 2026 47,500 shares for $1,484,013.80 Class A shares sold by Mario T. Schlosser during the past 3 months

Sale on August 27, 2026 600,000 shares for $18,205,485.10 Class A shares sold by Mario T. Schlosser during the past 3 months

Sale on August 28, 2026 150,000 shares for $4,618,995.00 Class A shares sold by Mario T. Schlosser during the past 3 months

Date of notice September 3, 2026 Date the Rule 144 notice was signed and filed

Key Terms

Rule 144, restricted stock vesting, aggregate market value, vested equity award distribution

4 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

restricted stock vesting financial

"Class A | 09/01/2026 | Restricted Stock Vesting | Issuer"

Restricted stock vesting is the timetable and conditions under which shares granted to employees or insiders become fully owned and can be sold, typically requiring continued work or meeting performance goals. It matters to investors because large blocks of shares can become tradable at once, which can change share supply and price, and because vesting aligns insiders’ incentives with the company’s long‑term performance—think of it like a timed unlock that both rewards and locks in key people.

aggregate market value financial

"Class A | Fidelity Brokerage Services LLC ... | 31422 | 988243.90"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

vested equity award distribution financial

"resulting from the settlement of a vested equity award distribution."

FAQ

What does the Form 144 filing disclose about OSCR insider Mario T. Schlosser?

It discloses that Mario T. Schlosser filed a Rule 144 notice to sell 31,422 Class A shares of Oscar Health, Inc., acquired through restricted stock vesting on September 1, 2026, with part of the sale intended to cover a tax obligation from the vested equity award.

How many OSCR shares are proposed to be sold under this Form 144?

The notice covers a proposed sale of 31,422 Class A shares of Oscar Health, Inc. The aggregate market value listed for these shares is $988,243.90, based on the price used in the filing’s securities information section.

What recent OSCR share sales by Mario T. Schlosser are reported in the last 3 months?

The filing reports prior sales of 1,027,398 shares on June 23, 2026 for $30,183,414.00, 47,500 shares on July 1, 2026 for $1,484,013.80, 600,000 shares on August 27, 2026 for $18,205,485.10, and 150,000 shares on August 28, 2026 for $4,618,995.00.

What is the stated reason for part of the proposed OSCR share sale?

The remarks state that the sale includes an amount necessary to cover a tax obligation resulting from the settlement of a vested equity award distribution, indicating that some shares are being sold to satisfy tax liabilities tied to the restricted stock vesting.

How many Oscar Health (OSCR) shares are shown as outstanding in the Form 144?

The securities information section lists 273,469,000 Class A shares outstanding of Oscar Health, Inc. as of the date referenced in that table, providing a context figure for the proposed and recent insider sales.

Which broker and exchange are involved in the OSCR Form 144 notice?

The notice identifies Fidelity Brokerage Services LLC as the broker handling the transaction, and it lists the Class A common stock as trading on the NYSE, where the proposed Rule 144 sale would occur.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 09/03/2026 - 03:44 PM Accepted by SEC EDGAR 09/03/2026 - 03:44 PM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001844320
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Oscar Health, Inc.
SEC File Number	001-40154
Address of Issuer	75 VARICK STREET 5TH FLOOR NEW YORK NEW YORK 10013
Phone	(646) 403-3677
Name of Person for Whose Account the Securities are To Be Sold	Schlosser Mario
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer
Relationship to Issuer	Director

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Class A	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	31422	988243.90	273469000	09/03/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Class A	09/01/2026	Restricted Stock Vesting	Issuer			31422	09/01/2026	Compensation

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Mario T. Schlosser 75 Varick Street 5th Floor New York NY 10013	Class A	06/23/2026	1027398	30183414.00
Mario T. Schlosser 75 Varick Street 5th Floor New York NY 10013	Class A	07/01/2026	47500	1484013.80
Mario T. Schlosser 75 Varick Street 5th Floor New York NY 10013	Class A	08/27/2026	600000	18205485.10
Mario T. Schlosser 75 Varick Street 5th Floor New York NY 10013	Class A	08/28/2026	150000	4618995.00

144: Remarks and Signature

Remarks	Sale includes an amount necessary to cover a tax obligation resulting from the settlement of a vested equity award distribution.
Date of Notice	09/03/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Margaret Campbell, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Mario T. Schlosser
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)