Form 4: Pegasystems COO/CFO Sells 4,000 Shares Under 10b5-1 Plan

Pegasystems Inc.'s COO and CFO, Kenneth Stillwell, sold 4,000 shares of common stock for approximately $59.99 per share on January 2, 2026, under a pre-arranged trading plan.

Summary

• Kenneth Stillwell, the Chief Operating Officer and Chief Financial Officer of Pegasystems Inc. (PEGA), reported a sale of company common stock.
• The transaction involved the disposition of 4,000 shares of common stock.
• The sale occurred on January 2, 2026, at a weighted average price of $59.99 per share, with prices ranging from $59.98 to $60.00.
• This sale was executed pursuant to a pre-arranged Rule 10b5-1 trading plan adopted by Mr. Stillwell on August 29, 2024.
• Following this transaction, Mr. Stillwell beneficially owns 122,880 shares of Pegasystems Inc. common stock directly.

Sentiment

Score: 5

Explanation: The sentiment is neutral. While an insider sale can sometimes be viewed negatively, the transaction was executed under a pre-arranged Rule 10b5-1 trading plan, which indicates it was scheduled in advance and not based on new, non-public information. This mitigates any negative signaling typically associated with insider selling.

Negatives

• An insider sale, even if pre-planned, can sometimes be perceived by investors as a lack of confidence, though this is mitigated by the 10b5-1 plan.

Future Outlook

This filing is a report of an insider transaction and does not contain any forward-looking statements or guidance regarding the company's future performance or outlook.

Industry Context

This insider transaction is specific to Pegasystems Inc. and its executive, Kenneth Stillwell. It does not directly reflect broader industry trends or competitive dynamics, but rather an individual's pre-planned portfolio management.

Corporate Governance

Stakeholder Impact

• Shareholders: May observe the insider sale, but the 10b5-1 plan context suggests it's for personal financial planning rather than a signal about company performance, thus minimizing potential negative impact on investor confidence.

Key Dates

Recommendation

The sale of 4,000 shares by COO/CFO Kenneth Stillwell, while an insider transaction, was executed under a pre-arranged Rule 10b5-1 trading plan. Such plans are typically established for personal financial management, diversification, or liquidity purposes and are not usually indicative of management's immediate outlook on the company's prospects. Given the pre-planned nature and relatively small size compared to total holdings, this single transaction does not warrant a change in investment recommendation. Investors should continue to hold and monitor broader company performance and market conditions.

Keywords

Pegasystems, PEGA, Insider Trading, Form 4, Stock Sale, Kenneth Stillwell, COO, CFO, 10b5-1 Plan, Beneficial Ownership