STOCK TITAN

Oscar Health (NYSE: OSCR) CFO-linked trust trims stake

(Very High)
(Negative)
Form Type
4

Rhea-AI Filing Summary

Oscar Health, Inc. (OSCR) reported an insider transaction by Chief Financial Officer Richard Scott Blackley. On 2026-08-18, an entity associated with him, the MQB Irrevocable Trust, sold 18,750 shares of Class A Common Stock at a weighted average price of $31.74 per share. Following this sale, the trust held 56,250 shares indirectly, while Blackley also held 1,074,977 shares directly, which include shares to be issued upon vesting of one or more restricted stock units.

Positive

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Negative

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Insights

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Insider Blackley Richard Scott
Role Chief Financial Officer
Sold 18,750 shs ($595K)
Type Security Shares Price Value
Sale Class A Common Stock F2 18,750 $31.74 $595K
holding Class A Common Stock F1 -- -- --
Holdings After Transaction: Class A Common Stock — 56,250 shares (Indirect, By MQB Irrevocable Trust); Class A Common Stock — 1,074,977 shares (Direct)
Footnotes (2)
  1. F1. Includes shares to be issued in connection with the vesting of one or more restricted stock units.
  2. F2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $31.28 to $32.15, 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
Shares sold 18,750 shares of Class A Common Stock Sold on 2026-08-18 by MQB Irrevocable Trust associated with the CFO
Weighted average sale price $31.74 per share Weighted average price for the 18,750 shares sold on 2026-08-18
Sale price range $31.28 to $32.15 per share Range of prices for multiple sale transactions included in the weighted average
Indirect holdings after transaction 56,250 shares Class A Common Stock held indirectly by MQB Irrevocable Trust after the sale
Direct holdings after transaction 1,074,977 shares Class A Common Stock directly held by Richard Scott Blackley, including RSU-related shares
Net buy/sell shares -18,750 shares Net effect of reported non-derivative transactions, indicating a net-sell
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.
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.
indirect ownership financial
"total_shares_following_transaction 56,250.0000, ownership_type indirect"
Class A Common Stock financial
"security_title Class A Common Stock in the reported transactions."
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

What insider transaction did OSCR report for CFO Richard Scott Blackley?

Oscar Health reported that on 2026-08-18, an entity associated with CFO Richard Scott Blackley, the MQB Irrevocable Trust, sold 18,750 shares of Class A Common Stock at a weighted average price of $31.74 per share.

How many OSCR shares did the MQB Irrevocable Trust hold after the sale?

After the 18,750-share sale, the MQB Irrevocable Trust held 56,250 shares of Oscar Health Class A Common Stock as indirect ownership associated with CFO Richard Scott Blackley.

What are CFO Richard Scott Blackley’s direct OSCR holdings after this Form 4?

Following the reported transactions, Richard Scott Blackley directly held 1,074,977 shares of Oscar Health Class A Common Stock, including shares to be issued upon vesting of one or more restricted stock units.

At what prices were the OSCR shares sold in this insider transaction?

The reported per-share figure is a weighted average price of $31.74. The filing states the shares were sold in multiple transactions at prices ranging from $31.28 to $32.15 per share, inclusive.

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

The filing indicates the Rule 10b5-1 checkbox is not affirmed (aff_10b5_one is false), and the footnotes do not state that the transactions were made pursuant to a Rule 10b5-1 trading plan.

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

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Learn about SEC filing dates
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*
Blackley Richard Scott

(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)
Director10% Owner
XOfficer (give title below)Other (specify below)
Chief Financial Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
08/18/2026
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
Class A Common Stock1,074,977(1)D
Class A Common Stock08/18/2026S18,750D$31.74(2)56,250IBy MQB Irrevocable Trust
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
Explanation of Responses:
1. Includes shares to be issued in connection with the vesting of one or more restricted stock units.
2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $31.28 to $32.15, 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-fact08/20/2026
** 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)