Kenneth Stillwell, COO and CFO of Pegasystems Inc., filed a Form 4 on November 6, 2026, disclosing a series of transactions in Pegasystems common stock on November 4, 2026, including an option exercise, a tax-withholding disposition, and an open-market sale.

Key Highlights

  • Option exercise: Stillwell acquired 25,920 shares via stock option exercise (transaction code M) at an exercise price of $16.95 per share on November 4, 2026.
  • Tax withholding: 17,664 shares were disposed of (transaction code F) at $35.70 per share on the same date, reducing directly held shares to 103,481.
  • Open-market sale: Stillwell sold 16,256 shares (transaction code S) at a weighted average price of $35.5367, with individual sale prices ranging from $35.53 to $35.56.
  • Remaining direct holdings: Following all three transactions, Stillwell directly held 87,225 shares of Pegasystems common stock.
  • Indirect holdings: The filing also reports 1,908 shares held indirectly for the reporting person's children.
  • Option detail: The exercised stock option had an expiration date of November 2, 2032, and vested in 16 equal quarterly installments over four years beginning February 2, 2023, according to the filing.

Stillwell's November 4 Transactions in Pegasystems Common Stock

According to the Form 4 filed with the SEC, Kenneth Stillwell, who serves as both COO and CFO of Pegasystems Inc. (NASDAQ:PEGA), a software company headquartered in Waltham, Massachusetts, executed three separate transactions in the company's common stock on November 4, 2026. The filing was signed by Ewelina Kemp as Attorney-in-Fact for Stillwell and submitted on November 6, 2026.

The first transaction was an exercise of stock options covering 25,920 shares at a conversion price of $16.95 per share, bringing Stillwell's directly held total to 121,145 shares at that point. Immediately following the exercise, 17,664 shares were withheld at $35.70 per share, a disposition the filing records with transaction code F, which is typically associated with payment of exercise price or tax liability. This reduced the direct share count to 103,481.

The filing further discloses an open-market sale of 16,256 shares at a weighted average price of $35.5367, with actual transaction prices ranging from $35.53 to $35.56 per share. The filing notes that full price-by-price detail is available upon request to the SEC staff or any security holder. After all reported transactions, Stillwell's direct beneficial ownership stood at 87,225 shares, with an additional 1,908 shares held indirectly on behalf of his children.

What Was Disclosed

The filing reports three transactions by Pegasystems COO and CFO Kenneth Stillwell on November 4, 2026: a stock option exercise for 25,920 shares at $16.95, a withholding disposition of 17,664 shares at $35.70, and an open-market sale of 16,256 shares at a weighted average of $35.5367, leaving him with 87,225 directly held shares.