Oscar Health (NYSE: OSCR) holder plans $4.6M share sale

Rhea-AI Filing Summary

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.

Key Figures

Planned shares to be sold: 150,000 Class A shares Aggregate market value of planned sale: $4,618,990.73 Referenced Class A share count: 273,469,000 shares +4 more

7 metrics

Planned shares to be sold 150,000 Class A shares Securities to be sold under Rule 144, tied to stock option exercise dated 08/28/2026

Aggregate market value of planned sale $4,618,990.73 Aggregate market value listed for 150,000 Class A shares in the securities information section

Referenced Class A share count 273,469,000 shares Class A share count figure shown in the securities information section

Shares sold on 06/02/2026 34,120 shares for $748,633.08 Class A shares sold during the past 3 months

Shares sold on 06/23/2026 1,027,398 shares for $30,183,414.00 Class A shares sold during the past 3 months

Shares sold on 07/01/2026 47,500 shares for $1,484,013.80 Class A shares sold during the past 3 months

Shares sold on 08/27/2026 600,000 shares for $18,205,485.10 Class A shares sold during the past 3 months

Key Terms

Rule 144, stock option exercise, securities to be sold, attorney-in-fact

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.

stock option exercise financial

"Class A | 08/28/2026 | Stock Option Exercise | Issuer"

A stock option exercise is the act of using a previously granted right to buy shares of a company's stock at a specific, predetermined price by paying that price and receiving the shares. It matters to investors because exercising changes who owns the shares (which can dilute existing ownership), can trigger taxable events and shift potential gains or losses, and affects voting power and the company’s outstanding share count—like turning a voucher into an actual product that becomes part of circulating supply.

securities to be sold financial

"144: Securities To Be Sold | Class A | 08/28/2026"

attorney-in-fact regulatory

"as attorney-in-fact for Mario T. Schlosser"

An attorney-in-fact is the person or entity given legal authority through a power of attorney to act on behalf of another for specific tasks, such as signing documents, voting shares, or handling transactions. For investors, this matters because it lets a trusted representative make timely decisions or complete paperwork when the owner cannot, much like handing keys to someone to run errands on your behalf—so checks on scope and limits of that authority are important.

FAQ

What does this Form 144 filing for OSCR disclose?

It discloses that Mario T. Schlosser intends to sell 150,000 Class A shares of Oscar Health, Inc. under Rule 144, in connection with a stock option exercise on 08/28/2026, with an aggregate market value listed as $4,618,990.73.

How many Oscar Health (OSCR) shares is Mario T. Schlosser planning to sell?

The notice states a planned sale of 150,000 Class A common shares of Oscar Health, Inc., to be sold through Fidelity Brokerage Services LLC, associated with a stock option exercise dated 08/28/2026.

What prior OSCR share sales by Mario T. Schlosser are listed in the last three months?

The filing lists sales of 34,120 shares on 06/02/2026, 1,027,398 shares on 06/23/2026, 47,500 shares on 07/01/2026, and 600,000 shares on 08/27/2026, for proceeds of $748,633.08, $30,183,414.00, $1,484,013.80, and $18,205,485.10, respectively.

What aggregate market value is associated with the planned OSCR share sale?

The planned sale of 150,000 Class A shares is shown with an aggregate market value of $4,618,990.73 in the securities information section of the notice.

What overall Class A share count for OSCR is referenced in the filing?

The securities information section references 273,469,000 Class A shares, presented as a broader share count figure related to Oscar Health, Inc.’s Class A common stock.

Who is acting for Mario T. Schlosser in this OSCR Form 144 filing?

The signature block shows /s/ Gary Redman signing as a duly authorized representative of Fidelity Brokerage Services LLC, acting as attorney-in-fact for Mario T. Schlosser.

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

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Available on EDGAR 08/28/2026 - 02:07 PM Accepted by SEC EDGAR 08/28/2026 - 02:06 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	150000	4618990.73	273469000	08/28/2026	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	08/28/2026	Stock Option Exercise	Issuer			150000	08/28/2026	Cash

* 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	06/02/2026	34120	748633.08
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

144: Remarks and Signature

Remarks
Date of Notice	08/28/2026
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/ Gary Redman, 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)