STOCK TITAN

Trust linked to Oscar Health (OSCR) director sells 47,500 shares

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

Rhea-AI Filing Summary

Oscar Health, Inc. director Mario Schlosser reported trust-related transactions in the company’s common stock. A Pizzo-Schlosser Family Dynasty Trust sold a total of 47,500 shares of Class A common stock in open-market trades at weighted average prices of $29.50, $30.80, and $31.65, pursuant to a Rule 10b5-1 trading plan adopted on March 24, 2026.

On the same date, the trust converted 47,500 shares of Class B common stock into 47,500 shares of Class A common stock on a one-to-one basis. After these transactions, the trust holds 43,900 shares of Class A and 538,333 shares of Class B common stock. Schlosser also holds 480,866 Class A and 1,212,293 Class B shares directly, plus additional Class B shares through two other dynasty trusts, and he disclaims beneficial ownership of trust-held shares except to the extent of any pecuniary interest.

Positive

  • None.

Negative

  • None.

Insights

Trust sales and conversions under a pre-set 10b5-1 plan look routine in scale and structure.

The filing shows a Pizzo-Schlosser Family Dynasty Trust selling 47,500 Oscar Health Class A shares in open-market trades while simultaneously converting 47,500 Class B shares into Class A. These are classic paired conversion-and-sale transactions, executed under a Rule 10b5-1 trading plan adopted on March 24, 2026, indicating they were pre-scheduled rather than opportunistic.

Post-transaction, the trust still holds 43,900 Class A and 538,333 Class B shares, and Mario Schlosser has substantial additional direct and indirect Class B holdings convertible into Class A on a one-to-one basis. The footnotes also state he disclaims beneficial ownership of trust-held shares beyond any pecuniary interest. Overall, this appears to be a planned liquidity and diversification move with limited informational value about his view of the stock.

Insider Schlosser Mario
Role null
Sold 47,500 shs ($1.48M)
Type Security Shares Price Value
Conversion Class B Common Stock 47,500 $0.00 --
Conversion Class A Common Stock 47,500 $0.00 --
Sale Class A Common Stock 3,600 $29.50 $106K
Sale Class A Common Stock 13,672 $30.80 $421K
Sale Class A Common Stock 30,228 $31.65 $957K
holding Class B Common Stock -- -- --
holding Class B Common Stock -- -- --
holding Class B Common Stock -- -- --
holding Class A Common Stock -- -- --
Holdings After Transaction: Class B Common Stock — 538,333 shares (Indirect, By Pizzo-Schlosser Family Dynasty Trust); Class A Common Stock — 47,500 shares (Indirect, By Pizzo-Schlosser Family Dynasty Trust); Class B Common Stock — 1,212,293 shares (Direct, null); Class A Common Stock — 480,866 shares (Direct, null)
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. 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 price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.05 to $30.01, 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 $30.10 to $31.08, 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 $31.10 to $32.02, 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. Includes shares to be issued in connection with the vesting of one or more restricted stock units.
Open-market sale 1 30,228 shares at $31.65 Class A shares sold by Pizzo-Schlosser Family Dynasty Trust on July 1, 2026
Open-market sale 2 13,672 shares at $30.80 Additional Class A shares sold by the same trust on July 1, 2026
Open-market sale 3 3,600 shares at $29.50 Further Class A shares sold by the trust on July 1, 2026
Total shares sold 47,500 shares Net Class A shares sold by Pizzo-Schlosser Family Dynasty Trust
Class B converted 47,500 shares Class B shares converted into Class A for the trust on July 1, 2026
Trust post-transaction holdings 43,900 Class A; 538,333 Class B Holdings of Pizzo-Schlosser Family Dynasty Trust after reported trades
Schlosser direct holdings 480,866 Class A; 1,212,293 Class B Shares directly held by Mario Schlosser following transactions
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.
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.
conversion of derivative security financial
"transaction_code_description: Conversion of derivative security"
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.
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FAQ

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

Oscar Health reported that a Pizzo-Schlosser Family Dynasty Trust sold 47,500 Class A shares in open-market trades and converted 47,500 Class B shares into Class A, all on July 1, 2026, as part of a pre-set Rule 10b5-1 trading plan.

At what prices did the Pizzo-Schlosser Family Dynasty Trust sell OSCR shares?

The trust’s sales used weighted average prices. Batches of shares were sold around $29.50, $30.80, and $31.65 per share, with each price representing multiple trades within narrow ranges, as detailed in the Form 4 footnotes’ weighted-average disclosures.

How many Oscar Health shares does Mario Schlosser hold after these transactions?

After the reported transactions, Schlosser directly holds 480,866 Class A and 1,212,293 Class B shares. Trusts associated with his family hold additional Class B shares, and one trust holds 43,900 Class A and 538,333 Class B shares, all disclosed as of the filing date.

What is the significance of the Class B to Class A conversion for OSCR?

The filing notes conversion of 47,500 Class B shares into 47,500 Class A shares on a one-to-one basis. Class B shares are convertible into Class A at any time and will mandatorily convert after a set future date or certain events, as described in Oscar Health’s certificate of incorporation.

Was the Oscar Health (OSCR) insider sale part of a Rule 10b5-1 plan?

Yes. A footnote explains that the transactions were effected under a Rule 10b5-1 trading plan adopted on March 24, 2026, meaning the timing and size of the trades were pre-arranged rather than made on a discretionary, real-time basis by the insider.

Does Mario Schlosser fully own the trust-held Oscar Health shares?

No. The filing states that Schlosser disclaims beneficial ownership of shares held by the relevant trust, except to the extent of his pecuniary interest. This means legal ownership is with the trust, even though the transactions are reported in his Form 4.
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)
07/01/2026
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 Stock07/01/2026C(1)47,500A(2)47,500IBy Pizzo-Schlosser Family Dynasty Trust(3)
Class A Common Stock07/01/2026S(1)3,600D$29.5(4)43,900IBy Pizzo-Schlosser Family Dynasty Trust(3)
Class A Common Stock07/01/2026S(1)13,672D$30.8(5)30,228IBy Pizzo-Schlosser Family Dynasty Trust(3)
Class A Common Stock07/01/2026S(1)30,228D$31.65(6)0IBy Pizzo-Schlosser Family Dynasty Trust(3)
Class A Common Stock480,866(7)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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Class B Common Stock(2)07/01/2026C(1)47,500 (2) (2)Class A Common Stock47,500$0(2)538,333IBy Pizzo-Schlosser Family Dynasty Trust(3)
Class B Common Stock(2) (2) (2)Class A Common Stock283,333283,333IBy Siena Pizzo-Schlosser Dynasty Trust(3)
Class B Common Stock(2) (2) (2)Class A Common Stock283,333283,333IBy Noah Pizzo-Schlosser Dynasty Trust(3)
Class B Common Stock(2) (2) (2)Class A Common Stock1,212,2931,212,293D
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. 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.
4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.05 to $30.01, 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 $30.10 to $31.08, 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. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $31.10 to $32.02, 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.
7. Includes shares to be issued in connection with the vesting of one or more restricted stock units.
Remarks:
/s/Melissa Curtin, Attorney-in-Fact07/06/2026
** 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)