Oscar Health (OSCR) CFO Richard Scott Blackley Sells 28,869 Shares

What Happened Richard Scott Blackley, Chief Financial Officer of Oscar Health (OSCR), sold 28,869 shares on September 3, 2026. The reported weighted-average price was $31.45 per share, generating total proceeds of $907,930. This was a sale (not a purchase) and was executed to satisfy tax withholding obligations related to previously granted equity awards.

Key Details

• Transaction date: 2026-09-03 (reported on Form 4 filed 2026-09-08).
• Price: weighted average $31.45; individual trades ranged from $30.97 to $31.96 (footnote F2).
• Shares sold: 28,869; proceeds: $907,930.
• Purpose/plan: Sale effected under a Rule 10b5‑1 instruction entered August 8, 2025 to satisfy tax withholding on vesting equity (footnote F1).
• Related shares: Filing notes inclusion of shares to be issued upon vesting of restricted stock units (footnote F3).
• Shares owned after transaction: not specified in the filing.
• Timeliness: Form 4 was filed 5 days after the transaction (filed Sept 8 for a Sept 3 trade), which appears later than the standard two-business-day reporting requirement.

Context Because the sale was made under a pre-established 10b5‑1 plan to cover tax withholding on vesting awards, it is generally treated as a routine, non-discretionary transaction rather than a new expression of the insider’s market view. Retail investors often regard purchases as more informative than routine sales for signaling confidence; this filing documents a tax-related disposition.