Oscar Health (OSCR) CFO awarded RSUs and sells 19,221 shares

Filing Impact

(High)

Filing Sentiment

(Negative)

Form Type

Rhea-AI Filing Summary

Oscar Health, Inc. Chief Financial Officer Richard Scott Blackley reported two transactions in Class A common stock. He acquired 134,847 shares as restricted stock units that will vest quarterly in 12 equal installments beginning on June 1, 2026, subject to continued service. On the same date, he sold 19,221 shares at a weighted average price of $13.39 per share under a pre-arranged Rule 10b5-1 instruction to cover tax withholding on earlier equity awards. After these transactions, he directly owned 1,466,660 shares, including shares to be issued upon future RSU vesting.

Insider Trade Summary

Net Seller: 19,221 shares ($257,369)

Net Sell 2 txns

Insider Blackley Richard Scott

Role Chief Financial Officer

Sold 19,221 shs ($257K)

Type	Security	Shares	Price	Value
Grant/Award	Class A Common Stock	134,847	$0.00	--
Sale	Class A Common Stock	19,221	$13.39	$257K

Holdings After Transaction: Class A Common Stock — 1,485,881 shares (Direct)

Footnotes (1)

The shares represent restricted stock units, which will vest quarterly in 12 equal installments beginning on June 1, 2026, subject to the reporting person's continuous service through each vesting date. Includes shares to be issued in connection with the vesting of one or more restricted stock units. 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. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $13.00 to $13.85, 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.

Form 4 Insider Transactions: What Each Field Means →

03/04/2026 - 04:17 PM

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

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^*

Blackley Richard Scott

(Last)

(First)

(Middle)

75 VARICK STREET, 5TH FLOOR

(Street)

NEW YORK

10013

(City)

(State)

(Zip)

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 Financial Officer

3. Date of Earliest Transaction (Month/Day/Year)
03/02/2026

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

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

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

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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Class A Common Stock	03/02/2026		A		134,847⁽¹⁾	A	$0	1,485,881⁽²⁾	D
Class A Common Stock	03/02/2026		S		19,221⁽³⁾	D	$13.39⁽⁴⁾	1,466,660	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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)

Explanation of Responses:

1. The shares represent restricted stock units, which will vest quarterly in 12 equal installments beginning on June 1, 2026, subject to the reporting person's continuous service through each vesting date.

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

3. 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.

4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $13.00 to $13.85, 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.

Remarks:

	/s/ Melissa Curtin, Attorney-in-fact	03/04/2026
	** 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.

Source: View Original Filing on SEC EDGAR

FAQ

What insider transactions did Oscar Health CFO report on this Form 4 for OSCR?

Oscar Health CFO Richard Scott Blackley reported receiving 134,847 restricted stock units and selling 19,221 shares of Class A common stock. The grant was at no cost, while the sale occurred at a weighted average price of $13.39 per share.

How will the 134,847 RSUs granted to Oscar Health CFO vest?

The 134,847 restricted stock units will vest quarterly in 12 equal installments starting June 1, 2026. Vesting is conditioned on the CFO’s continuous service through each vesting date, meaning the shares are earned gradually over the specified schedule.

At what price did the Oscar Health CFO sell 19,221 OSCR shares?

The 19,221 shares were sold at a weighted average price of $13.39 per share. Individual trades occurred at prices ranging from $13.00 to $13.85, and detailed trade breakdowns are available on request from the company or regulators.

Why did the Oscar Health CFO sell 19,221 shares of OSCR stock?

The sale of 19,221 shares was executed under a Rule 10b5-1 instruction letter. It was specifically arranged to satisfy the reporting person’s tax withholding obligations related to the vesting of previously granted equity awards, rather than a discretionary liquidation.

How many Oscar Health shares does the CFO own after these Form 4 transactions?

Following the reported grant and sale, the CFO directly owns 1,466,660 shares of Class A common stock. This figure includes shares that will be issued in the future as restricted stock units vest over the scheduled 12-quarter period.

What does the weighted average price disclosure mean in this Oscar Health Form 4?

The weighted average price of $13.39 indicates multiple trades were executed between $13.00 and $13.85. The average reflects the combined price of all shares sold, and detailed trade-by-trade pricing is available upon request from Oscar Health or the SEC staff.