[144] Oscar Health, Inc. SEC Filing

Rhea-AI Filing Summary

Oscar Health, Inc. (OSCR) submitted a Form 144 notice reporting a proposed sale of 395,000 common shares through Morgan Stanley Smith Barney LLC on the NYSE with an approximate aggregate market value of $7,280,995.50. The filing shows the shares were acquired and will be sold on 09/22/2025 via exercise of options under a registered plan and payment was in cash. The filer reports 223,044,000 shares outstanding for the issuer and indicates no other securities were sold in the past three months. The notice includes the standard representation that the seller is unaware of undisclosed material adverse information.

Positive

• Complete disclosure of broker, share count, aggregate market value, acquisition method, and payment method
• No reported sales in the past three months for the selling person, as stated in the filing
• Standard attestation included that the filer is unaware of undisclosed material adverse information

Negative

• Large proposed sale amount of $7,280,995.50 may represent meaningful insider liquidity (395,000 shares)
• Acquisition and sale on same date (09/22/2025) via option exercise could be viewed as immediate monetization of equity

Insights

Securities Analyst

TL;DR: Insider intends to sell exercised-option shares immediately, totaling $7.28M, disclosed via Form 144 through Morgan Stanley.

The filing documents a routine Rule 144 notice for 395,000 common shares acquired and to be sold on 09/22/2025 following option exercise under a registered plan. The execution through a named broker and cash payment indicates a straightforward sale rather than a non-cash transfer. The filer also reports no other sales in the prior three months, which helps clarify recent insider activity. This is a compliance-focused disclosure rather than operational news.

Corporate Governance Expert

TL;DR: Disclosure follows Rule 144 protocol; includes representation about lack of undisclosed material information.

The notice contains required statements and a signature attestation about material information and, if applicable, trading-plan adoption. The form identifies the broker, sale date, acquisition method (exercise of options), and payment method (cash), fulfilling key governance and transparency requirements for officer/director/affiliate sales under securities rules. No prior three-month sales are reported, simplifying aggregation considerations.

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

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

Relationship to Issuer

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
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	395000	7280995.50	223044000	09/22/2025	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 *
Common	09/22/2025	Exercise of options under a registered plan	Issuer			395000	09/22/2025	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

Nothing to Report

144: Remarks and Signature

Remarks

Date of Notice

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does Oscar Health's (OSCR) Form 144 report?

The Form 144 reports a proposed sale of 395,000 common shares on 09/22/2025 through Morgan Stanley with an aggregate market value of $7,280,995.50.

How were the shares acquired that are being sold in the Form 144?

The shares were acquired on 09/22/2025 by exercise of options under a registered plan and payment was made in cash.

Does the filing indicate other recent sales by the filer?

The filing states Nothing to Report under securities sold during the past three months.

Through which broker will the OSCR shares be sold?

The named broker is Morgan Stanley Smith Barney LLC, located at 1 New York Plaza, New York, NY.

How many shares outstanding does the filing list for the issuer?

The filing lists 223,044,000 shares outstanding for the issuer.