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  4. [Form 4] Oscar Health, Inc. Insider Trading Activity

Director Gassen takes Oscar Health (OSCR) board fees in stock units

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Gassen William reported acquisition or exercise transactions in this Form 4 filing.

Oscar Health director William Gassen received 1,418 deferred stock units as board compensation. Each unit represents one share of Class A common stock, valued at $14.54 based on the share price on April 9, 2026. He now holds 6,387 deferred stock units, which will be settled in cash or stock after specified service-ending events.

Positive

  • None.

Negative

  • None.
Insider Gassen William
Role Director
Type Security Shares Price Value
Grant/Award Deferred Stock Unit 1,418 $14.54 $21K
Holdings After Transaction: Deferred Stock Unit — 6,387 shares (Direct)
Footnotes (1)
  1. Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock. The deferred stock units will be settled for cash or shares of Class A common stock, in the Issuer's discretion, within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability. Deferred stock units issued in lieu of a cash retainer payment are 100% vested on the grant date. The Reporting Person elected, pursuant to the Issuer's Amended and Restated Deferred Compensation Plan for Directors, to receive deferred stock units in lieu of cash retainer payments for service on the Issuer's board of directors. The price of the deferred stock units reported herein represents the closing price of the Issuer's Class A common stock on April 9, 2026, which price was used to calculate the number of deferred stock units issued to the Reporting Person.
Deferred stock units granted 1,418 units Grant on April 9, 2026 for board service
Reference share price $14.54 per share Closing price used to calculate units on April 9, 2026
Total deferred stock units after grant 6,387 units Holdings following the reported transaction
Conversion/exercise price $0.00 Deferred stock units represent rights to receive shares without exercise cost
Settlement window 45 days Period after qualifying event when units are settled
Deferred Stock Unit financial
"Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock."
A deferred stock unit (DSU) is a promise from a company to give an employee or director the value of a share at a future date, paid in actual shares or cash when certain conditions are met (such as retirement or a set date). Think of it like a gift card that converts to company stock later; it aligns pay with long‑term performance and can affect future share count, compensation expense and potential cash needs, so investors watch DSUs for their impact on dilution and company finances.
Class A common stock financial
"Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock."
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.
Amended and Restated Deferred Compensation Plan for Directors financial
"The Reporting Person elected, pursuant to the Issuer's Amended and Restated Deferred Compensation Plan for Directors, to receive deferred stock units in lieu of cash retainer payments"
change in control regulatory
"within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability."
A "change in control" occurs when the ownership or management of a company shifts significantly, such as through a merger, acquisition, or sale of a large part of its assets. This change can impact how the company is run and may influence its future direction. For investors, it matters because it can affect the company's stability, strategy, and value, often signaling potential changes in investment risk or opportunity.
Form 4 Insider Transactions: What Each Field Means →
SEC Form 4
FORM 4UNITED 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).
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*
Gassen William
(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)
XDirector10% Owner
Officer (give title below)Other (specify below)
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
04/09/2026		6. Individual or Joint/Group Filing (Check Applicable Line)
XForm 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)
CodeVAmount(A) or (D)Price
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Deferred Stock Unit(1)04/09/2026A1,418 (2) (2)Class A Common Stock1,418$14.54(3)6,387D
Explanation of Responses:
1. Each deferred stock unit represents a right to receive one share of the Issuer's Class A common stock.
2. The deferred stock units will be settled for cash or shares of Class A common stock, in the Issuer's discretion, within 45 days of the first to occur of (i) termination of service; (ii) a change in control; (iii) death; or (iv) disability. Deferred stock units issued in lieu of a cash retainer payment are 100% vested on the grant date.
3. The Reporting Person elected, pursuant to the Issuer's Amended and Restated Deferred Compensation Plan for Directors, to receive deferred stock units in lieu of cash retainer payments for service on the Issuer's board of directors. The price of the deferred stock units reported herein represents the closing price of the Issuer's Class A common stock on April 9, 2026, which price was used to calculate the number of deferred stock units issued to the Reporting Person.
Remarks:
/s/ Melissa Curtin, Attorney-in-Fact04/13/2026
** Signature of Reporting PersonDate
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)

Source: View Original Filing on SEC EDGAR

FAQ

What did Oscar Health (OSCR) director William Gassen report in this Form 4?

Director William Gassen reported receiving 1,418 deferred stock units as compensation for board service. These units are tied to Oscar Health’s Class A common stock and were granted instead of a cash retainer, reflecting equity-based director compensation rather than an open-market stock purchase or sale.

How many Oscar Health (OSCR) deferred stock units does William Gassen hold after this grant?

After the grant, William Gassen holds a total of 6,387 deferred stock units. Each unit represents the right to receive one share of Oscar Health’s Class A common stock, giving him equity-linked compensation that aligns his interests with shareholders over the long term.

At what price were William Gassen’s Oscar Health (OSCR) deferred stock units calculated?

The 1,418 deferred stock units were calculated using a Class A common stock closing price of $14.54 on April 9, 2026. That share price determined how many units Gassen received in lieu of his cash retainer under the company’s deferred compensation plan for directors.

When will William Gassen’s Oscar Health (OSCR) deferred stock units be settled?

The deferred stock units will be settled within 45 days after the earliest of four events: termination of service, a change in control, death, or disability. Settlement may be in cash or Class A common shares, at Oscar Health’s discretion under the plan terms.

Did William Gassen buy or sell Oscar Health (OSCR) shares on the market in this Form 4?

No open-market buy or sell occurred. The filing reports a grant of 1,418 deferred stock units awarded as board compensation. These units were issued under Oscar Health’s deferred compensation plan instead of a cash retainer, so it is a compensation-related acquisition, not trading.

What plan governs William Gassen’s deferred stock units at Oscar Health (OSCR)?

The units were issued under Oscar Health’s Amended and Restated Deferred Compensation Plan for Directors. Under this plan, Gassen elected to receive deferred stock units instead of cash retainers, with each unit representing one future share of Class A common stock or cash equivalent at settlement.