Updated Jul 16, 2026
STILLWELL KENNETH has filed 4 SEC Form 4 filings across 1 company in the last 90 days — selling. Lifetime open-market sales: $7.31M.

Kenneth Stillwell is a corporate executive known for his roles as Chief Operating Officer (COO) and Chief Financial Officer (CFO) at Pegasystems Inc. He has been involved in various SEC filings related to the company, indicating his active participation in its financial management.
| Role | COO, CFO |
|---|---|
| Notability | 30/100 |
| Date | Ticker | Company | Code | Shares | Price | Value |
|---|---|---|---|---|---|---|
| 2026-06-09 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 2.1K | $34.71 | $71K |
| 2026-06-09 | PEGA | PEGASYSTEMS INC | M — Option exercise | 5.2K | $0.00 | |
| 2026-06-08 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 1.7K | $35.44 | $61K |
| 2026-06-08 | PEGA | PEGASYSTEMS INC | M — Option exercise | 4.4K | $0.00 | |
| 2026-06-08 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 1.3K | $35.11 | $45K |
| 2026-06-08 | PEGA | PEGASYSTEMS INC | M — Option exercise | 3.2K | $0.00 | |
| 2026-06-02 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 926 | $35.73 | $33K |
| 2026-06-02 | PEGA | PEGASYSTEMS INC | M — Option exercise | 2.4K | $0.00 | |
| 2026-05-06 | PEGA | PEGASYSTEMS INC | S — Open-market sale | 8.4K | $36.45 | $306K |
| 2026-05-06 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 17.5K | $36.32 | $637K |
| 2026-05-06 | PEGA | PEGASYSTEMS INC | M — Option exercise | 25.9K | $16.95 | $439K |
| 2026-04-03 | PEGA | PEGASYSTEMS INC | S — Open-market sale [10b5-1] | 1.0K | $43.17 | $43K |
| 2026-03-12 | PEGA | PEGASYSTEMS INC | S — Open-market sale | 44.0K | $44.81 | $1.97M |
| 2026-03-10 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 2.1K | $47.24 | $97K |
| 2026-03-10 | PEGA | PEGASYSTEMS INC | M — Option exercise | 5.2K | $0.00 | |
| 2026-03-09 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 1.7K | $47.05 | $82K |
| 2026-03-09 | PEGA | PEGASYSTEMS INC | M — Option exercise | 4.4K | $0.00 | |
| 2026-03-05 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 2.6K | $45.01 | $118K |
| 2026-03-05 | PEGA | PEGASYSTEMS INC | M — Option exercise | 6.7K | $0.00 | |
| 2026-03-05 | PEGA | PEGASYSTEMS INC | F — Tax withholding / forfeiture | 4.2K | $45.01 | $189K |
Kenneth Stillwell is a corporate executive known for his roles as Chief Operating Officer (COO) and Chief Financial Officer (CFO) at Pegasystems Inc. He has been involved in various SEC filings related to the company, indicating his active participation in its financial management.…
4 primary Form 4 filings in the last 90 days, covering 1 company.
Recorded transactions: 0 open-market purchases () and 23 open-market sales ($7.31M) across all tracked filings.
All Form 4 filings, transaction values, and 10b5-1 plan flags are listed on this page and updated in real time as new SEC EDGAR filings are processed.
Open the live STILLWELL KENNETH profile on InsiderAlpha for real-time alerts, AI-scored trade ideas, and full transaction history.