Form 4: Oscar Health CFO Sells Shares for Tax Obligations
Insider Transaction Report
Oscar Health's CFO, Richard Scott Blackley, sold 25,135 shares of Class A Common Stock for tax withholding purposes.
Summary
- Richard Scott Blackley, Chief Financial Officer of Oscar Health, Inc. (OSCR), reported a sale of company stock.
- On December 2, 2025, Blackley disposed of 25,135 shares of Class A Common Stock.
- The shares were sold at a weighted average price of $16.59 per share, with individual transactions ranging from $16.37 to $16.78.
- The sale was executed under a Rule 10b5-1 instruction letter established on August 8, 2025.
- The purpose of the sale was to satisfy tax withholding obligations arising from the vesting of previously granted equity awards.
- Following this transaction, Blackley beneficially owns 1,351,034 shares of Class A Common Stock directly.
Sentiment
Score: 5
Explanation: The transaction is neutral. It represents a routine, pre-planned sale by an executive to cover tax obligations on vested equity, rather than a discretionary sale based on a change in outlook for the company.
Positives
- The transaction was pre-planned under a Rule 10b5-1 plan, indicating a structured and transparent approach to insider trading.
- The sale was explicitly for tax withholding obligations, a common and routine event for executives receiving equity compensation.
Negatives
- NA
Risks
- NA
Future Outlook
NA
Management Comments
- NA
Industry Context
This Form 4 filing details a routine insider transaction for tax purposes and does not provide broader industry context or trends.
Comparison to Industry Standards
- NA
Management Changes
| Role | Previous Person | New Person | Effective Date | Reason |
|---|---|---|---|---|
Corporate Governance
| Change Type | Description | Effective Date | Impact Assessment |
|---|---|---|---|
| Power of Attorney | R. Scott Blackley granted a Power of Attorney on March 18, 2021, authorizing specific individuals (Melissa Curtin, Ranmali Bopitiya, Allein Sabel, Mario Schlosser) to execute and file SEC forms (Schedules 13D/13G, Forms 3, 4, and 5) on his behalf. This ensures compliance with reporting requirements. | 2021-03-18 | Enhances efficiency and ensures timely compliance with SEC reporting obligations for insider transactions. |
Legal Proceedings
- NA
Related Party Transactions
- NA
Stakeholder Impact
- Minimal direct impact on shareholders, as this is a routine, pre-planned transaction for tax purposes and not indicative of a change in company fundamentals or executive confidence.
- No direct impact on employees, customers, suppliers, or creditors.
Next Steps
- NA
Key Dates
| Date | Description |
|---|---|
| 2021-03-18 | Date Power of Attorney was executed by R. Scott Blackley. |
| 2025-08-08 | Date Rule 10b5-1 instruction letter was entered into for the reported sale. |
| 2025-12-02 | Transaction date for the sale of Class A Common Stock. |
| 2025-12-04 | Date the Form 4 was signed by the attorney-in-fact. |
Recommendation
holdThe reported transaction is a routine, pre-planned sale by the CFO to cover tax obligations on vested equity awards. It does not reflect a change in the company's fundamental performance or the executive's long-term view of the company, and therefore, does not warrant a change in investment recommendation based solely on this filing.
Keywords
Oscar Health, OSCR, Form 4, Insider Trading, CFO, Stock Sale, Equity Awards, Tax Withholding, Rule 10b5-1
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