STOCK TITAN

Oscar Health (NYSE: OSCR) director sells shares after large option exercise

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

Rhea-AI Filing Summary

Oscar Health director Mario Schlosser reported a mix of option exercises, conversions, and open-market sales of Class A common stock. Family dynasty trusts associated with him sold an aggregate of 1,027,500 shares at weighted average prices between about $28.95 and $30.09, and he has disclaimed beneficial ownership in those trust holdings except for any pecuniary interest.

On the same date, he exercised and converted derivative securities into 2,347,500 shares, including 660,000 shares from a fully vested stock option with a $9.75 exercise price. After these direct transactions, he reports holding 480,866 Class A shares and 2,092,293 Class B shares directly. The filing states that the transactions were effected under a Rule 10b5-1 trading plan adopted on March 24, 2026.

Positive

  • None.

Negative

  • None.
Insider Schlosser Mario
Role null
Sold 1,027,500 shs ($30.18M)
Type Security Shares Price Value
Exercise Stock Option (Right to Buy) 660,000 $0.00 --
Exercise Class B Common Stock 660,000 $9.75 $6.43M
Conversion Class B Common Stock 880,000 $0.00 --
Conversion Class B Common Stock 50,000 $0.00 --
Conversion Class B Common Stock 50,000 $0.00 --
Conversion Class B Common Stock 47,500 $0.00 --
Conversion Class A Common Stock 880,000 $0.00 --
Sale Class A Common Stock 286,988 $28.95 $8.31M
Sale Class A Common Stock 591,213 $29.58 $17.49M
Sale Class A Common Stock 1,799 $30.09 $54K
Conversion Class A Common Stock 50,000 $0.00 --
Sale Class A Common Stock 16,307 $28.95 $472K
Sale Class A Common Stock 33,591 $29.58 $994K
Sale Class A Common Stock 102 $30.09 $3K
Conversion Class A Common Stock 50,000 $0.00 --
Sale Class A Common Stock 16,306 $28.95 $472K
Sale Class A Common Stock 33,592 $29.58 $994K
Sale Class A Common Stock 102 $30.09 $3K
Conversion Class A Common Stock 47,500 $0.00 --
Sale Class A Common Stock 15,491 $28.95 $448K
Sale Class A Common Stock 31,912 $29.58 $944K
Sale Class A Common Stock 97 $30.09 $3K
Holdings After Transaction: Stock Option (Right to Buy) — 3,740,000 shares (Direct, null); Class B Common Stock — 2,092,293 shares (Direct, null); Class B Common Stock — 283,333 shares (Indirect, By Noah Pizzo-Schlosser Dynasty Trust); Class A Common Stock — 1,360,866 shares (Direct, null); Class A Common Stock — 50,000 shares (Indirect, By Noah Pizzo-Schlosser Dynasty Trust)
Footnotes (1)
  1. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026. The Class B common stock is convertible at any time at the option of the holder into Class A common stock on a one-to-one basis, subject to certain exceptions, and will mandatorily convert into Class A common stock on the date that is seven years from the date of the prospectus used in connection with the Issuer's initial public offering and upon the occurrence of certain events as set forth in the Issuer's certificate of incorporation. Includes shares to be issued in connection with the vesting of one or more restricted stock units. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.08 to $29.07, 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. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.08 to $30.04, 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. Mr. Schlosser disclaims beneficial ownership over the shares held of record by the trust except to the extent of his pecuniary interest therein, if any. The stock option is fully vested and exercisable, and expires on December 16, 2029.
Shares sold 1,027,500 shares Total Class A shares sold across transactions
Exercise and conversion shares 2,347,500 shares Total shares acquired via derivative exercises/conversions
Option exercise price $9.75 per share Stock option covering 660,000 Class B shares
Sale price range (lower) $28.08 Weighted average sale footnote price range lower bound
Sale price range (upper) $30.04 Weighted average sale footnote price range upper bound
Direct Class A holdings after 480,866 shares Class A common stock held directly after transactions
Direct Class B holdings after 2,092,293 shares Class B common stock held directly after conversions/exercises
10b5-1 plan adoption date March 24, 2026 Date trading plan governing transactions was adopted
Rule 10b5-1 trading plan regulatory
"The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026."
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.
Class B common stock financial
"The Class B common stock is convertible at any time at the option of the holder into Class A common stock on a one-to-one basis..."
A class B common stock is one of multiple types of a company’s ordinary shares that carries specific rights—often different voting power or dividend priority—compared with other classes. For investors it matters because those differences affect how much influence you have over company decisions, the income you might receive, and how freely the shares trade; think of it like owning a car with different keys: some keys let you start the engine and open the trunk, others only unlock the door.
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. These shares were sold in multiple transactions..."
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.
stock option financial
"The stock option is fully vested and exercisable, and expires on December 16, 2029."
A stock option is a contract that gives you the right to buy or sell a company's stock at a specific price within a certain time frame. People use them to potentially make money if the stock's price moves favorably or to protect against losses. It's like holding a coupon that can be used to buy or sell stock at a set price later on.
pecuniary interest financial
"Mr. Schlosser disclaims beneficial ownership over the shares held of record by the trust except to the extent of his pecuniary interest therein, if any."
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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).
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*
Schlosser Mario

(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)
06/23/2026
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 Stock06/23/2026C(1)880,000A(2)1,360,866(3)D
Class A Common Stock06/23/2026S(1)286,988D$28.95(4)1,073,878(3)D
Class A Common Stock06/23/2026S(1)591,213D$29.58(5)482,665(3)D
Class A Common Stock06/23/2026S(1)1,799D$30.09480,866(3)D
Class A Common Stock06/23/2026C(1)50,000A(2)50,000IBy Noah Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)16,307D$28.95(4)33,693IBy Noah Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)33,591D$29.58(5)102IBy Noah Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)102D$30.090IBy Noah Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026C(1)50,000A(2)50,000IBy Siena Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)16,306D$28.95(4)33,694IBy Siena Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)33,592D$29.58(5)102IBy Siena Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)102D$30.090IBy Siena Pizzo-Schlosser Dynasty Trust(6)
Class A Common Stock06/23/2026C(1)47,500A(2)47,500IBy Pizzo-Schlosser Family Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)15,491D$28.95(4)32,009IBy Pizzo-Schlosser Family Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)31,912D$29.58(5)97IBy Pizzo-Schlosser Family Dynasty Trust(6)
Class A Common Stock06/23/2026S(1)97D$30.090IBy Pizzo-Schlosser Family Dynasty Trust(6)
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
Stock Option (Right to Buy)$9.7506/23/2026M(1)660,000 (7)12/16/2029Class B Common Stock660,000$03,740,000D
Class B Common Stock(2)06/23/2026M(1)660,000 (2) (2)Class A Common Stock660,000$9.752,092,293D
Class B Common Stock(2)06/23/2026C(1)880,000 (2) (2)Class A Common Stock880,000$0(2)1,212,293D
Class B Common Stock(2)06/23/2026C(1)50,000 (2) (2)Class A Common Stock50,000$0(2)283,333IBy Noah Pizzo-Schlosser Dynasty Trust(6)
Class B Common Stock(2)06/23/2026C(1)50,000 (2) (2)Class A Common Stock50,000$0(2)283,333IBy Siena Pizzo-Schlosser Dynasty Trust(6)
Class B Common Stock(2)06/23/2026C(1)47,500 (2) (2)Class A Common Stock47,500$0(2)585,833IBy Pizzo-Schlosser Family Dynasty Trust(6)
Explanation of Responses:
1. The transaction was effected pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026.
2. The Class B common stock is convertible at any time at the option of the holder into Class A common stock on a one-to-one basis, subject to certain exceptions, and will mandatorily convert into Class A common stock on the date that is seven years from the date of the prospectus used in connection with the Issuer's initial public offering and upon the occurrence of certain events as set forth in the Issuer's certificate of incorporation.
3. Includes shares to be issued in connection with the vesting of one or more restricted stock units.
4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $28.08 to $29.07, 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.
5. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.08 to $30.04, 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.
6. Mr. Schlosser disclaims beneficial ownership over the shares held of record by the trust except to the extent of his pecuniary interest therein, if any.
7. The stock option is fully vested and exercisable, and expires on December 16, 2029.
Remarks:
/s/Melissa Curtin, Attorney-in-Fact06/25/2026
** 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)

FAQ

What insider transactions did Oscar Health (OSCR) report for Mario Schlosser?

Oscar Health director Mario Schlosser reported derivative exercises, conversions, and open-market sales. He sold 1,027,500 Class A shares and converted or exercised into 2,347,500 shares in total, combining trust-related and direct holdings activity on the same transaction date.

How many Oscar Health (OSCR) shares did Mario Schlosser sell in this Form 4?

The Form 4 shows open-market sales totaling 1,027,500 Class A common shares. These sales occurred across multiple transactions at weighted average prices around $28.95 to $30.09, involving both family dynasty trusts and Schlosser’s direct holdings in Oscar Health.

Did Mario Schlosser exercise stock options in Oscar Health (OSCR)?

Yes. Schlosser exercised a stock option covering 660,000 Class B shares at a $9.75 exercise price. He also converted other Class B shares, resulting in 2,347,500 shares acquired through exercises and conversions, according to the transaction summary in the Form 4.

What are Mario Schlosser’s reported holdings in Oscar Health (OSCR) after these transactions?

Following the reported transactions, Schlosser holds 480,866 Class A common shares and 2,092,293 Class B common shares directly. Additional shares are held through family dynasty trusts, for which he disclaims beneficial ownership except for any pecuniary interest.

Were the Oscar Health (OSCR) insider sales by Mario Schlosser pre-planned?

The filing states that the transactions were effected under a Rule 10b5-1 trading plan adopted on March 24, 2026. Such plans are pre-arranged trading programs, which can indicate the timing of sales was scheduled in advance rather than decided opportunistically.

What is the significance of Class B to Class A conversions for Oscar Health (OSCR)?

The Form 4 explains that Class B common stock is convertible into Class A on a one-to-one basis, with mandatory conversion after a specified period or certain events. Several transactions involve converting Class B into Class A, changing the share class mix but not total economic interest.