Mario Schlosser plans $18.2M Oscar Health sale

Oscar Health, Inc. (OSCR) is the issuer for a planned resale of shares under Rule 144 by Mario T. Schlosser.

Rhea-AI Filing Summary

Oscar Health, Inc. (OSCR) is the issuer for a planned resale of shares under Rule 144 by Mario T. Schlosser. A notice has been filed for the potential sale of 600,000 Class A shares of Oscar Health through Fidelity Brokerage Services LLC, with an indicated aggregate market value of $18,205,505.85 and reference outstanding Class A shares of 273,469,000 as of August 27, 2026 on the NYSE. The shares are to be sold following a stock option exercise on a cash basis.

Over the prior three months, Mario T. Schlosser reported additional Rule 144 sales of Oscar Health Class A shares, including 34,120 shares for proceeds of $748,633.08 on June 2, 2026, 1,027,398 shares for $30,183,414.00 on June 23, 2026, and 47,500 shares for $1,484,013.80 on July 1, 2026.

Key Figures

Planned shares to be sold under Rule 144: 600,000 Class A shares Aggregate market value of planned sale: $18,205,505.85 Class A shares outstanding: 273,469,000 shares +4 more

7 metrics

Planned shares to be sold under Rule 144 600,000 Class A shares Potential sale by Mario T. Schlosser through Fidelity Brokerage Services LLC

Aggregate market value of planned sale $18,205,505.85 Indicative value of 600,000 Oscar Health Class A shares

Class A shares outstanding 273,469,000 shares Oscar Health Class A shares outstanding as of 08/27/2026

Shares sold on 06/02/2026 34,120 shares for $748,633.08 Rule 144 sale by Mario T. Schlosser of Oscar Health Class A shares

Shares sold on 06/23/2026 1,027,398 shares for $30,183,414.00 Rule 144 sale by Mario T. Schlosser of Oscar Health Class A shares

Shares sold on 07/01/2026 47,500 shares for $1,484,013.80 Rule 144 sale by Mario T. Schlosser of Oscar Health Class A shares

Planned transaction date 08/27/2026 Date associated with the 600,000-share planned Rule 144 sale and option exercise

Key Terms

Rule 144, Stock Option Exercise, Class A, aggregate market value, +1 more

5 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 | 08/27/2026 | 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.

Class A financial

"Class A | Fidelity Brokerage Services LLC 900 Salem Street"

Class A denotes a specific group of a company’s shares that carry a particular set of rights—most commonly different voting power or dividend priority compared with other share classes. Think of it like different seats on a bus where some seats let you steer and others only ride: knowing whether a share is Class A tells investors how much influence they have over company decisions and how returns might be distributed, which affects control and value.

aggregate market value financial

"Class A | Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917 | 600000 | 18205505.85"

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.

attorney-in-fact regulatory

"as attorney-in-fact for Mario 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

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

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

The filing discloses that Mario T. Schlosser has filed a Rule 144 notice for the potential sale of 600,000 Class A shares of Oscar Health, Inc. (OSCR), to be sold through Fidelity Brokerage Services LLC following a stock option exercise on a cash basis.

How many OSCR shares are covered by the new planned Rule 144 sale?

The notice covers a potential sale of 600,000 Class A shares of Oscar Health, Inc. (OSCR) with an indicated aggregate market value of $18,205,505.85, referenced against 273,469,000 Class A shares outstanding as of August 27, 2026.

What OSCR share sales has Mario T. Schlosser reported in the past three months?

Mario T. Schlosser reported sales of Oscar Health Class A shares under Rule 144 of 34,120 shares for $748,633.08 on June 2, 2026, 1,027,398 shares for $30,183,414.00 on June 23, 2026, and 47,500 shares for $1,484,013.80 on July 1, 2026.

How will the 600,000 OSCR shares be acquired for sale under this Form 144?

The 600,000 Oscar Health Class A shares covered by this notice are tied to a Stock Option Exercise, with the form indicating the acquisition from the issuer on a cash basis as of August 27, 2026.

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

The Form 144 is signed by /s/ Daniel Tucci, acting as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Mario Schlosser, in connection with the planned sales of Oscar Health, Inc. Class A shares.

On which exchange are Oscar Health (OSCR) shares referenced in this Form 144?

The Class A shares of Oscar Health, Inc. (OSCR) referenced in the Form 144 are listed on the NYSE, with the filing tying the 600,000-share planned sale and 273,469,000 shares outstanding to that listing as of August 27, 2026.

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

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Available on EDGAR 08/27/2026 - 04:11 PM EDT Accepted by SEC EDGAR 08/27/2026 - 04:11 PM EDT 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	600000	18205505.85	273469000	08/27/2026	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	08/27/2026	Stock Option Exercise	Issuer			600000	08/27/2026	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

144: Remarks and Signature

Remarks
Date of Notice	08/27/2026
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/ Daniel Tucci, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Mario Schlosser
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)