Oscar Health officer plans sale of 9,092 shares

Planned Rule 144 sale of 9,092 OSCR Class A shares by an officer, including shares to cover tax obligations from vested equity awards.

Rhea-AI Filing Summary

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.

Key Figures

Shares to be sold: 9,092 shares Aggregate market value: $285,949.77 Shares outstanding: 273,469,000 shares +2 more

5 metrics

Shares to be sold 9,092 shares Class A common stock proposed for sale under Rule 144

Aggregate market value $285,949.77 Total market value of 9,092 Class A shares covered by the notice

Shares outstanding 273,469,000 shares Class A shares outstanding for Oscar Health, Inc.

Approximate sale date September 3, 2026 Expected date of the Rule 144 sale on the NYSE

Acquisition date September 1, 2026 Date the 9,092 shares were acquired via Restricted Stock Vesting

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

"| 9092 | 285949.77 | 273469000 | 09/03/2026 | NYSE"

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

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

FAQ

What does the Form 144 filing disclose for Oscar Health, Inc. (OSCR)?

It discloses a planned Rule 144 sale of 9,092 Class A shares of Oscar Health, Inc. for the account of officer Adam McAnaney, acquired via Restricted Stock Vesting on September 1, 2026, with an aggregate market value of $285,949.77.

How many Oscar Health (OSCR) shares are proposed to be sold under this Form 144?

The notice covers a proposed sale of 9,092 Class A common shares of Oscar Health, Inc. These shares were acquired as compensation through Restricted Stock Vesting on September 1, 2026.

What is the aggregate market value of the OSCR shares in this Form 144?

The filing states an aggregate market value of $285,949.77 for the 9,092 Class A shares proposed to be sold under Rule 144 for Oscar Health, Inc.

When is the planned sale of Oscar Health (OSCR) shares expected to occur?

The Form 144 indicates an approximate sale date of September 3, 2026 for the 9,092 Class A shares, with the sale to take place on the NYSE.

Why does the Form 144 mention tax obligations for the OSCR officer?

The remarks explain the sale includes an amount necessary to cover a tax obligation resulting from the settlement of a vested equity award distribution related to the Restricted Stock Vesting.

How many Oscar Health (OSCR) shares are reported as outstanding in this notice?

The notice reports 273,469,000 Class A shares outstanding for Oscar Health, Inc., providing context for the 9,092 shares proposed to be sold under Rule 144.

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

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Available on EDGAR 09/03/2026 - 03:46 PM Accepted by SEC EDGAR 09/03/2026 - 03:46 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	0001842979
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	McAnaney Adam
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

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	9092	285949.77	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			9092	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

Nothing to Report

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/ Joshua Schmitt, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Adam F. Mcananey.
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)