Oscar Health director sells 25,000 shares

Oscar Health director Vanessa Ames Wittman sold 25,000 OSCR shares under a Rule 10b5-1 plan and continues to hold 112,121 shares including unvested RSU-related shares.

Available on EDGAR 09/22/2026 - 04:20 PM EDT Accepted by SEC EDGAR 09/22/2026 - 04:20 PM EDT Learn about SEC filing dates

Rhea-AI Filing Summary

Oscar Health, Inc. (OSCR) director Vanessa Ames Wittman reported selling 25,000 shares of Class A Common Stock on September 18, 2026 at $32.24 per share in a sale described as an open market or private transaction. The sale was made pursuant to a Rule 10b5-1 trading plan adopted on June 18, 2026. After this transaction, she reports 112,121 shares held directly, a figure that includes shares to be issued upon vesting of one or more restricted stock units.

Insider Trade Summary 10b5-1

Net Seller: 25,000 shares

Net Sell 1 txn

Insider WITTMAN VANESSA AMES

Role Director

Sold 25,000 shs ($806K)

Share of Position Sold 18.2%

Type	Security	Shares	Price	Value
Sale	Class A Common Stock F1, F2	25,000	$32.24	$806K

Holdings After Transaction: Class A Common Stock — 112,121 shares (Direct)

Holdings Before and After: Class A Common Stock, 137,121 to 112,121 shares (Direct)

Other Insiders: 5 other insiders reported open-market sales of this stock in the 30 days up to this filing.

Footnotes (2)

1. F1. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on June 18, 2026.
2. F2. Includes shares to be issued in connection with the vesting of one or more restricted stock units.

Key Figures

Shares sold: 25,000 shares Sale price per share: $32.24 per share Shares held after transaction: 112,121 shares +1 more

4 metrics

Shares sold 25,000 shares Class A Common Stock sale on September 18, 2026

Sale price per share $32.24 per share Class A Common Stock sold by director on September 18, 2026

Shares held after transaction 112,121 shares Direct holdings after the September 18, 2026 sale, including RSU-related shares

Rule 10b5-1 plan adoption date June 18, 2026 Trading plan under which the reported sale was effected

Key Terms

Rule 10b5-1 trading plan, restricted stock units, Class A Common Stock

3 terms

Rule 10b5-1 trading plan regulatory

"The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted"

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

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.

Class A Common Stock financial

"Class A Common Stock sale on September 18, 2026"

Class A common stock is a category of a company’s shares that carries a specific set of ownership rights—most commonly defined voting power and claims on dividends—set out in the company’s charter. For investors it matters because the class determines how much influence you have over corporate decisions, the share’s likely dividend and trading behavior, and how it compares in value to other share classes, like choosing a particular seat with different privileges at the company’s decision-making table.

FAQ

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

What insider transaction did Oscar Health (OSCR) report for Vanessa Ames Wittman?

Oscar Health reported that director Vanessa Ames Wittman sold 25,000 shares of Class A Common Stock on September 18, 2026 in a transaction described as an open market or private sale.

At what price were the 25,000 OSCR shares sold by the director?

The 25,000 Oscar Health (OSCR) Class A Common Stock shares were sold at a price of $32.24 per share, according to the Form 4 disclosure.

How many Oscar Health (OSCR) shares does Vanessa Ames Wittman hold after this transaction?

After the reported sale, Vanessa Ames Wittman holds 112,121 shares of Oscar Health Class A Common Stock directly, including shares that will be issued upon vesting of one or more restricted stock units.

Was the OSCR insider sale made under a Rule 10b5-1 trading plan?

Yes. The filing states the transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on June 18, 2026, indicating the sale followed a pre-arranged plan.

What role does Vanessa Ames Wittman have at Oscar Health (OSCR)?

The Form 4 identifies Vanessa Ames Wittman as a director of Oscar Health, Inc. She is not reported as an officer or ten percent owner in this filing.

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

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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^*

WITTMAN VANESSA AMES

(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)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/18/2026

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	09/18/2026		S		25,000(1)	D	$32.24	112,121(2)	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 transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on June 18, 2026.

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

Remarks:

	/s/Melissa Curtin, Attorney-in-fact	09/22/2026
	** 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)