Kenneth Stillwell, who serves as COO and CFO, has demonstrated a clear pattern of insider trading activity focused exclusively on Pegasystems Inc. (PEGA), as evidenced by SEC Form 4 filings. Over the course of 61 transactions, Stillwell has engaged in both buying and selling, though the data reveals a pronounced bias toward selling. His total buy value amounts to approximately $10.3 million, while his total sell value significantly exceeds this at $22.6 million. This disparity underscores a consistent trend of divestment rather than accumulation of PEGA shares.
Recent filings further highlight this selling bias. Between March 2 and March 10, 2026, Stillwell executed four sell transactions, including a substantial sale on March 10 valued at nearly $1.97 million. Smaller sales occurred on March 2 ($43,370) and earlier in the year, such as a $239,960 transaction on January 2, 2026. Notably, many of these sales were accompanied by filings marked as "F" (discretionary transactions) or "M" (automatic transactions), indicating a mix of planned and discretionary divestments. While Stillwell has also engaged in acquisitions, particularly in early 2026, these purchases are overshadowed by the volume and value of his sales. This activity suggests a strategic reduction in his holdings of PEGA stock over time.
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