Oscar Health insider Mario Schlosser sells 750K shares
Oscar Health, Inc. (OSCR) director Mario Schlosser reported an option exercise-and-sale sequence involving Class A and Class B common stock on August 27–28, 2026.
Rhea-AI Filing Summary
Oscar Health, Inc. (OSCR) director Mario Schlosser reported an option exercise-and-sale sequence involving Class A and Class B common stock on August 27–28, 2026. He exercised fully vested stock options with a $9.75 exercise price, covering in total 750,000 shares of Class B common stock, which were then converted into Class A common stock on a one-to-one basis.
Across the two days, Schlosser reported open-market sales of 750,000 shares of Class A common stock, including 600,000 shares at a weighted average price of $30.34 (range $29.98–$30.73) and 150,000 shares at a weighted average price of $30.79 (range $30.59–$30.89). The exercised stock options expire on December 16, 2029. Separate from these transactions, trusts associated with Schlosser hold Class B common stock convertible into an aggregate of 1,104,999 shares of Class A common stock, and he disclaims beneficial ownership of those trust-held shares except to the extent of any pecuniary interest.
Positive
- None.
Negative
- None.
Insider Trade Summary
Exercise and sale activity reported; no spread calculated
Exercise and Sale
13 txns
Insider
Schlosser Mario
Role
Director
Sold
750,000 shs ($22.82M)
Approx. gross sale proceeds
$22.82M
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option (Right to Buy) F5 | 150,000 | $0.00 | $0.00 |
| Exercise | Class B Common Stock F1 | 150,000 | $9.75 | $1.46M |
| Conversion | Class B Common Stock F1 | 150,000 | $0.00 | $0.00 |
| Conversion | Class A Common Stock F1, F2 | 150,000 | -- | -- |
| Sale | Class A Common Stock F4, F2 | 150,000 | $30.79 | $4.62M |
| Exercise | Stock Option (Right to Buy) F5 | 600,000 | $0.00 | $0.00 |
| Exercise | Class B Common Stock F1 | 600,000 | $9.75 | $5.85M |
| Conversion | Class B Common Stock F1 | 600,000 | $0.00 | $0.00 |
| Conversion | Class A Common Stock F1, F2 | 600,000 | -- | -- |
| Sale | Class A Common Stock F3, F2 | 600,000 | $30.34 | $18.20M |
| holding | Class B Common Stock F1, F6 | -- | -- | -- |
| holding | Class B Common Stock F1, F6 | -- | -- | -- |
| holding | Class B Common Stock F1, F6 | -- | -- | -- |
Holdings After Transaction:
Stock Option (Right to Buy) — 2,990,000 contracts (Direct);
Class B Common Stock — 1,212,293 contracts (Direct);
Class A Common Stock — 480,866 shares (Direct);
Class B Common Stock — 283,333 contracts (Indirect, By Siena Pizzo-Schlosser Dynasty Trust);
Class B Common Stock — 283,333 contracts (Indirect, By Noah Pizzo-Schlosser Dynasty Trust);
Class B Common Stock — 538,333 contracts (Indirect, By Pizzo-Schlosser Family Dynasty Trust)
Footnotes (6)
- F1. 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.
- F2. Includes shares to be issued in connection with the vesting of one or more restricted stock units.
- F3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $29.98 to $30.73, 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.
- F4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $30.59 to $30.89, 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.
- F5. The stock option is fully vested and exercisable, and expires on December 16, 2029.
- F6. 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.
Key Figures
Shares sold August 27, 2026: 600,000 shares of Class A Common Stock
Weighted average sale price August 27, 2026: $30.34 per share
Shares sold August 28, 2026: 150,000 shares of Class A Common Stock
+5 more
8 metrics
Shares sold August 27, 2026
600,000 shares of Class A Common Stock
Reported sale at weighted average price with range $29.98–$30.73
Weighted average sale price August 27, 2026
$30.34 per share
Class A Common Stock sold in multiple transactions
Shares sold August 28, 2026
150,000 shares of Class A Common Stock
Reported sale at weighted average price with range $30.59–$30.89
Weighted average sale price August 28, 2026
$30.79 per share
Class A Common Stock sold in multiple transactions
Stock option exercise price
$9.75 per share
Exercise price for fully vested stock options on Class B Common Stock
Options underlying shares exercised
750,000 shares of Class B Common Stock
Total underlying shares for exercised stock options across August 27–28, 2026
Option expiration date
December 16, 2029
Expiration date of the fully vested stock option described in the filing
Indirect convertible holdings via trusts
1,104,999 underlying shares of Class A Common Stock
Class B Common Stock held by three dynasty trusts, convertible one-to-one into Class A
Key Terms
weighted average price, derivative security, beneficial ownership, pecuniary interest, +1 more
5 terms
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.
derivative security financial
"transaction_code_description": "Exercise or conversion of derivative security"
A derivative security is a financial contract whose value comes from the price or performance of something else, such as a stock, bond, commodity, or market index. For investors it acts like an insurance policy or a wager: it can be used to protect against losses, lock in prices, or amplify gains and losses, so it can change a portfolio’s risk and potential return without owning the underlying asset directly.
beneficial ownership financial
"Mr. Schlosser disclaims beneficial ownership over the shares held of record"
Beneficial ownership means the person or entity that actually enjoys the benefits of owning shares or other assets — such as receiving dividends, voting rights, or price gains — even if the legal title is held in another name. For investors it matters because knowing who truly controls and profits from a company reveals who can influence decisions, exposes potential conflicts of interest or hidden concentration of power, and affects transparency and risk in the stock.
pecuniary interest financial
"except to the extent of his pecuniary interest therein, if any."
convertible financial
"The Class B common stock is convertible at any time at the option"
A convertible is a type of investment that starts as a loan or preferred stake (like a bond or preferred share) but can be exchanged for common shares of the company at a set price or under certain conditions. It matters to investors because it offers a mix of steady income and downside protection like a loan, plus the upside of stock ownership if the company does well—similar to holding a coupon that you can trade for a full ticket if the event becomes valuable.
FAQ
What did Mario Schlosser report in this Form 4 for OSCR?
Mario Schlosser reported exercising stock options for 750,000 shares of Class B common stock at a $9.75 exercise price, converting them into Class A shares, and selling 750,000 Class A shares in open-market or private transactions on August 27–28, 2026.
What options did Mario Schlosser exercise in this OSCR filing?
He exercised fully vested stock options to acquire a total of 750,000 shares of Class B common stock at an exercise price of $9.75 per share. According to the filing, these options are fully vested and expire on December 16, 2029.
What indirect holdings in OSCR does Mario Schlosser report through trusts?
Trusts associated with Mario Schlosser hold Class B common stock convertible into 283,333, 283,333, and 538,333 Class A shares, respectively. Schlosser disclaims beneficial ownership of these trust-held shares except to the extent of any pecuniary interest.
Were the reported OSCR stock sales made under a Rule 10b5-1 trading plan?
The Form 4 does not indicate that the transactions were made pursuant to a Rule 10b5-1 trading plan. The document-level checkbox for Rule 10b5-1 is not marked as being used for these transactions.
AI-generated analysis. How Rhea-AI works. Not financial advice.
