| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
COO, CFO | CFO, SVP
1 company
Kenneth Stillwell is COO, CFO at PEGA. Kenneth Stillwell's net worth is not public. Form 4 filings only show shares in the companies where this person is an insider; those holdings are worth an estimated $3.3M at current prices.
Our model assigns Kenneth Stillwell a middling insider score of 61/100, based on 52 past trades. Over a 12-month horizon, 51.1% of those trades were profitable, with an average 12-month return of +5.0%.
The PEGA filings lean toward selling, a net 342,670 shares.
Kenneth Stillwell has 145 Form 4 filings on record from February 2019 to September 2026, all as COO, CFO at Pegasystems (PEGA), 2019–2026.
The 559 reported transactions were 195 option exercises, 195 tax withholdings, 135 open-market sales and 31 option or other derivative awards, plus smaller numbers of other types.
Counted by filing, the open-market trades come to no purchases and 82 sales worth about $24.9M.
The largest open-market sale was 44,000 shares of PEGA at an average $44.81 on March 10, 2026, about $2.0M.
23 of the 38 sales since April 2023 were made under a Rule 10b5-1 trading plan; the other 15 were not.
| Date | Ticker | Role | Type | Shares | Price | Value | Chg% | 3M | 12M | SEC |
|---|---|---|---|---|---|---|---|---|---|---|
| Sep 11, 2026 | PEGA Pegasystems Inc. | COO, CFO | Sell | 39,627 | $35.77 | $1,417,437.98 | -29.4% | - | - | |
| May 5, 2026 | PEGA Pegasystems Inc. | COO, CFO | Sale+OE | 8,383 | $36.45 | $305,560.35 | -7.2% | -15.1% | - | |
| Apr 1, 2026 | PEGA Pegasystems Inc. | COO, CFO | Sell10b5-1 | 1,000 | $43.17 | $43,170.00 | -0.9% | -29.1% | - | |
| Mar 10, 2026 | PEGA Pegasystems Inc. | COO, CFO | Sell | 44,000 | $44.81 | $1,971,640.00 | -28.7% | -21.4% | - | |
| Mar 2, 2026 | PEGA Pegasystems Inc. | COO, CFO | Sale+OE10b5-1 | 1,000 | $43.37 | $43,370.00 | -0.7% | -15.0% | - | |
| Feb 2, 2026 | PEGA Pegasystems Inc. | COO, CFO | Sell10b5-1 | 1,000 | $43.69 | $43,690.00 | -0.8% | -15.6% | - | |
| Jan 2, 2026 | PEGA Pegasystems Inc | COO, CFO | Sell10b5-1 | 4,000 | $59.99 | $239,960.00 | -3.2% | -24.0% | - | |
| Dec 5, 2025 | PEGA Pegasystems Inc | COO, CFO | Sale+OE | 14,405 | $57.87 | $833,602.04 | -9.9% | -21.2% | - | |
| Nov 3, 2025 | PEGA Pegasystems Inc | COO, CFO | Sale+OE | 11,442 | $62.18 | $711,463.56 | -8.2% | -30.8% | -45.8% | |
| Oct 24, 2025 | PEGA Pegasystems Inc | COO, CFO | Sale+OE | 17,171 | $66.40 | $1,140,154.40 | -11.8% | -24.4% | -45.0% |