Form 4: Oscar Health Director Trades Class A Stock

Oscar Health Director Mario Schlosser executed a series of transactions involving Class A common stock, including acquisitions and dispositions, on June 23, 2026, under a Rule 10b5-1 trading plan.

Summary

• Mario Schlosser, a Director at Oscar Health, Inc. (OSCR), engaged in multiple transactions involving Class A Common Stock on June 23, 2026.
• These transactions were conducted under a Rule 10b5-1 trading plan adopted on March 24, 2026.
• Schlosser acquired 880,000 shares and 50,000 shares of Class A Common Stock, and also disposed of various amounts of Class A Common Stock at prices ranging from $28.08 to $30.04.
• Following these transactions, Schlosser directly beneficially owns 1,073,878 shares of Class A Common Stock.
• Additionally, Schlosser has indirect beneficial ownership of shares held by the Noah Pizzo-Schlosser Dynasty Trust, Siena Pizzo-Schlosser Dynasty Trust, and Pizzo-Schlosser Family Dynasty Trust.
• A stock option to buy Class B Common Stock, exercisable at $9.75, was also part of the transactions, with 660,000 options acquired and a total of 3,740,000 options beneficially owned.
• The Class B common stock is convertible into Class A common stock on a one-to-one basis and will mandatorily convert seven years from the IPO date or upon certain events.

Sentiment

Score: 5

Explanation: StockSavvy.ai views this filing as neutral, as it details routine insider transactions under a pre-established plan, balancing acquisitions with significant dispositions.

Positives

• Director Mario Schlosser acquired a significant number of Class A shares (880,000 + 50,000 = 930,000 shares) under a pre-established trading plan.
• The transactions were executed under a Rule 10b5-1 plan, indicating pre-planned and potentially non-insider trading activity.
• A substantial number of stock options (660,000 acquired, 3,740,000 total beneficially owned) remain, indicating potential future equity value.

Negatives

• Director Mario Schlosser disposed of a significant number of Class A shares across multiple transactions, totaling 286,988 + 591,213 + 1,799 + 16,307 + 33,591 + 102 + 16,306 + 33,592 + 102 + 15,491 + 31,912 + 97 = 1,028,403 shares.
• The sales occurred at prices ranging up to $30.04 per share, suggesting a potential exit at a favorable price point.

Risks

• The disposition of a large number of shares by a director could be interpreted negatively by the market, potentially signaling a lack of confidence or a desire to monetize holdings.
• The conversion of Class B common stock into Class A common stock is subject to certain exceptions and mandatory conversion events, which could impact future share structure and ownership.

Future Outlook

The filing does not contain explicit forward-looking statements or guidance. However, the existence of a significant number of stock options and the convertible nature of Class B common stock suggest potential future equity events.

Industry Context

StockSavvy.ai notes that insider transactions, particularly those under Rule 10b5-1 plans, are common in the healthcare technology sector as executives manage their compensation and diversify holdings. The volume of trades by Director Schlosser is notable and will be monitored for any broader trend among Oscar Health's leadership.

Related Party Transactions

• Transactions involving shares held by Noah Pizzo-Schlosser Dynasty Trust, Siena Pizzo-Schlosser Dynasty Trust, and Pizzo-Schlosser Family Dynasty Trust, where Mario Schlosser disclaims beneficial ownership except to the extent of his pecuniary interest.

Stakeholder Impact

• Shareholders: The disposition of a large number of shares by a director may influence market sentiment and potentially impact share price. The acquisition of shares and options could be viewed positively.
• Management: The transactions reflect the management of personal equity holdings by a key executive.
• Creditors: No direct impact anticipated.

Next Steps

• Monitor future filings for any additional transactions by Mario Schlosser or other Oscar Health insiders.
• Observe the market's reaction to these transactions.
• Track the conversion of Class B common stock into Class A common stock as per the terms outlined.

Key Dates

Recommendation

The filing details routine insider trading activity under a 10b5-1 plan, with both acquisitions and significant dispositions. While the sales are substantial, they were pre-planned. The continued holding of a large number of options and direct shares suggests a degree of confidence, warranting a 'hold' recommendation pending further company performance indicators.

Keywords

Oscar Health, OSCR, Form 4, Insider Trading, Rule 10b5-1, Class A Common Stock, Class B Common Stock, Stock Options, Director Transactions, Beneficial Ownership