Oluyemi Okupe, Chief Financial Officer of Hims & Hers Health, Inc. (NYSE:HIMS), filed a Form 4 on September 23, 2026, disclosing the exercise of stock options and sale of Class A Common Stock on September 22, 2026, pursuant to a Rule 10b5-1 trading plan.

Key Highlights

  • Option exercise: Okupe exercised 14,000 stock options (transaction code M) at an exercise price of $5.01 per share on September 22, 2026.
  • Shares sold: 29,277 shares of Class A Common Stock were disposed of (transaction code S) at $29.95 per share on September 22, 2026.
  • Remaining direct holdings: Following the transactions, Okupe directly owns 236,527 shares of Class A Common Stock.
  • Indirect holdings: An additional 7,853 shares are held indirectly through the Oluyemi Okupe Separate Property Trust dtd 9-1-2021.
  • Options remaining: Okupe holds 66,872 stock options (right to buy) with an exercise price of $5.01 and an expiration date of February 23, 2032, the filing states.
  • 10b5-1 plan: According to the filing, the transactions were effected pursuant to a Rule 10b5-1 trading plan adopted on May 20, 2026.

CFO Transaction Details: Option Exercise and Share Disposal at Hims & Hers Health

According to the Form 4 filing, Oluyemi Okupe, serving as Chief Financial Officer of Hims & Hers Health, Inc., reported two transactions in Class A Common Stock on September 22, 2026. First, Okupe exercised 14,000 fully vested stock options at an exercise price of $5.01 per share (transaction code M), which the filing notes was a conversion from derivative securities. This exercise brought Okupe's directly held share count to 265,804 shares before the subsequent sale.

Following the option exercise, the filing discloses that Okupe disposed of 29,277 shares of Class A Common Stock at a price of $29.95 per share (transaction code S), reducing direct beneficial ownership to 236,527 shares. In addition, 7,853 shares are held indirectly through the Oluyemi Okupe Separate Property Trust dtd 9-1-2021, as stated in the filing.

The filing explains that both the option exercise and the share sale "were effected pursuant to a Rule 10b5-1 trading plan adopted on May 20, 2026 by the Reporting Person." The filing also notes that the exercised stock option award "is fully vested," with the remaining 66,872 options carrying an expiration date of February 23, 2032. The Form 4 was signed by Kimberly Mather as Attorney-in-Fact for Oluyemi Okupe and dated September 23, 2026.

What Was Disclosed

The filing reports the exercise of 14,000 fully vested stock options at $5.01 per share and the sale of 29,277 shares at $29.95 per share by Hims & Hers Health's CFO on September 22, 2026, both conducted under a pre-established Rule 10b5-1 trading plan.