Oscar Health CLO sells 9,092 shares at $31.45

Oscar Health’s chief legal officer reported a Rule 10b5-1 tax-related sale of 9,092 OSCR shares and now holds 209,004 shares, including RSU-related shares.

Rhea-AI Filing Summary

Oscar Health, Inc. (OSCR) reported that Chief Legal Officer Adam McAnaney sold 9,092 shares of Class A common stock on September 3, 2026 in an open-market transaction at a weighted average price of $31.45 per share. The sale was effected under a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy his tax withholding obligation upon the vesting of previously granted equity awards. Following this transaction, he directly holds 209,004 shares, which includes shares to be issued upon vesting of one or more restricted stock units.

Insider Trade Summary 10b5-1

Net Seller: 9,092 shares

Net Sell 1 txn

Insider McAnaney Adam

Role Chief Legal Officer

Sold 9,092 shs ($286K)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock F1, F2, F3	9,092	$31.45	$286K

Holdings After Transaction: Class A Common Stock — 209,004 shares (Direct)

Footnotes (3)

1. F1. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.
2. F2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $30.97 to $31.96, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.
3. F3. Includes shares to be issued in connection with the vesting of one or more restricted stock units.

Key Figures

Shares sold: 9,092 shares Weighted average sale price: $31.45 per share Sale price range: $30.97–$31.96 per share +2 more

5 metrics

Shares sold 9,092 shares Class A common stock sold on September 3, 2026 by Chief Legal Officer

Weighted average sale price $31.45 per share Open-market sale on September 3, 2026

Sale price range $30.97–$31.96 per share Multiple transactions included in the reported sale

Shares held after transaction 209,004 shares Direct holdings after the September 3, 2026 sale, including RSU-related shares

Rule 10b5-1 instruction letter date August 8, 2025 Plan governing the tax-withholding-related sale

Key Terms

Rule 10b5-1 instruction letter, restricted stock units, weighted average price, tax withholding obligation

4 terms

Rule 10b5-1 instruction letter regulatory

"The sale was effected pursuant to a Rule 10b5-1 instruction letter"

restricted stock units financial

"Includes shares to be issued in connection with the vesting of one or more restricted stock units."

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

weighted average price financial

"The price reported in Column 4 is a weighted average price."

Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.

tax withholding obligation financial

"to satisfy the Reporting Person's tax withholding obligation upon the vesting"

FAQ

What insider transaction did Oscar Health (OSCR) disclose for its Chief Legal Officer?

Oscar Health disclosed that Chief Legal Officer Adam McAnaney sold 9,092 shares of Class A common stock on September 3, 2026 in an open-market transaction at a weighted average price of $31.45 per share.

Was the OSCR insider sale by the Chief Legal Officer under a Rule 10b5-1 plan?

Yes. The filing states the sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025, adopted to satisfy the reporting person’s tax withholding obligation on vesting equity awards.

How many Oscar Health (OSCR) shares did the Chief Legal Officer hold after the reported sale?

After the sale, Chief Legal Officer Adam McAnaney directly held 209,004 shares of Oscar Health Class A common stock. This total includes shares to be issued upon the vesting of one or more restricted stock units.

What price range did the OSCR shares sell for in the insider transaction?

The weighted average sale price was $31.45 per share, with the filing noting that the individual trades occurred between $30.97 and $31.96 per share in multiple transactions.

What was the purpose of the Oscar Health (OSCR) insider sale reported by the Chief Legal Officer?

The filing explains the sale was made to cover tax withholding obligations arising from the vesting of previously granted equity awards, according to a pre-arranged Rule 10b5-1 instruction letter.

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Available on EDGAR 09/08/2026 - 04:17 PM Accepted by SEC EDGAR 09/08/2026 - 04:16 PM Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

X

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

McAnaney Adam

(Last) (First) (Middle)

75 VARICK STREET, 5TH FLOOR

(Street)

NEW YORK NEW YORK 10013

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Oscar Health, Inc. [ OSCR ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Legal Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/03/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Class A Common Stock	09/03/2026		S		9,092(1)	D	$31.45(2)	209,004(3)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. The sale was effected pursuant to a Rule 10b5-1 instruction letter entered into on August 8, 2025 to satisfy the Reporting Person's tax withholding obligation upon the vesting of previously granted equity awards.

2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $30.97 to $31.96, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price at which the transactions were effected.

3. Includes shares to be issued in connection with the vesting of one or more restricted stock units.

Remarks:

	/s/ Melissa Curtin, Attorney-in-fact	09/08/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)