Form 4: Oscar Health CFO Reports RSU Grant, Tax-Related Stock Sale

Oscar Health's CFO, Richard Scott Blackley, reported the acquisition of restricted stock units and a pre-planned sale of shares to cover tax obligations.

Summary

• Richard Scott Blackley, Chief Financial Officer of Oscar Health, Inc. (OSCR), reported transactions involving Class A Common Stock.
• Acquired 134,847 shares of Class A Common Stock in the form of restricted stock units (RSUs) on March 2, 2026, with a price of $0.
• These RSUs will vest quarterly in 12 equal installments beginning on June 1, 2026, subject to continuous service.
• Disposed of 19,221 shares of Class A Common Stock on March 2, 2026, at a weighted average price of $13.39 per share.
• The sale was executed under a Rule 10b5-1 plan established on August 8, 2025, specifically to satisfy tax withholding obligations related to the vesting of previously granted equity awards.
• Following these transactions, Blackley beneficially owns 1,466,660 shares of Class A Common Stock.

Sentiment

Score: 5

Explanation: StockSavvy.ai views this as a neutral event. It represents routine executive compensation and tax planning, neither significantly positive nor negative for the company's immediate prospects.

Positives

• The acquisition of 134,847 restricted stock units aligns the CFO's long-term interests with shareholder value.
• The sale was pre-planned under a Rule 10b5-1 plan, indicating a structured approach to managing equity awards and tax obligations rather than a discretionary sale based on market timing.

Negatives

• The disposition of 19,221 shares reduces the CFO's direct ownership in the company, although it was for tax purposes.

Risks

• No new specific risks are introduced by this filing beyond the general risks associated with executive compensation and potential equity dilution from RSU grants.

Future Outlook

The filing does not contain forward-looking statements or guidance regarding the company's future performance, focusing solely on insider transactions.

Industry Context

StockSavvy.ai notes that routine insider transactions, particularly those involving RSU grants and tax-related sales under 10b5-1 plans, are common across the healthcare technology and insurance sectors. These transactions typically reflect standard executive compensation practices and do not usually signal significant shifts in company strategy or performance, unlike discretionary open-market purchases or sales.

Comparison to Industry Standards

• This type of transaction, involving the grant of restricted stock units and a concurrent sale to cover tax obligations under a Rule 10b5-1 plan, is a standard practice for executive compensation and equity management in publicly traded companies, particularly within the U.S. market.
• It aligns with common benchmarks for executive incentive structures and tax planning for equity awards across various industries, including healthcare and technology.
• No specific comparable companies or projects are detailed in this filing.

Stakeholder Impact

• Shareholders: The grant of RSUs aligns the CFO's long-term interests with shareholders, while the tax-related sale is a routine event with minimal impact on overall share structure.
• Employees: No direct impact on general employees is indicated by this filing.

Next Steps

• The acquired restricted stock units will begin vesting quarterly in 12 equal installments starting June 1, 2026.

Key Dates

Keywords

Oscar Health, OSCR, Form 4, Insider Trading, Restricted Stock Units, RSU, Stock Sale, CFO, Richard Scott Blackley, Equity Compensation, 10b5-1 Plan