X0508 4 2025-12-05 0 0001013857 PEGASYSTEMS INC PEGA 0001680115 STILLWELL KENNETH C/O PEGASYSTEMS INC. 225 WYMAN STREET, STE 300 WALTHAM MA 02451 0 1 0 0 COO, CFO 0 Common stock 2025-12-05 4 M 0 4402 0 A 134352 D Common stock 2025-12-05 4 F 0 1733 57 D 132619 D Common stock 2025-12-05 4 M 0 29240 32.18 A 161859 D Common stock 2025-12-05 4 M 0 20000 31.05 A 181859 D Common stock 2025-12-05 4 F 0 35833 57.56 D 146026 D Common stock 2025-12-05 4 S 0 7821 57.89 D 138205 D Common stock 2025-12-05 4 S 0 5586 57.86 D 132619 D Common stock 2025-12-05 4 S 0 998 57.7539 D 131621 D Common stock 2025-12-07 4 M 0 5222 0 A 136843 D Common stock 2025-12-07 4 F 0 2055 60.11 D 134788 D Restricted Stock Units 0 2025-12-05 4 M 0 4402 0 D 2025-03-05 2028-03-05 Common stock 4402 39620 D Stock Options 32.18 2025-12-05 4 M 0 29240 0 D 2020-03-06 2029-03-06 Common stock 29240 0 D Stock Options 31.05 2025-12-05 4 M 0 20000 0 D 2025-03-05 2034-03-05 Common stock 20000 0 D Restricted Stock Units 0 2025-12-07 4 M 0 5222 0 D 2024-03-07 2027-03-07 Common stock 5222 26104 D Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock. Represents the weighted average of sale prices, ranging from $57.86 to $57.89. The individual has provided the Company, and undertakes to provide to the staff of the Security and Exchange Commission or any security holder of the Company, upon request, full information regarding the number of shares sold at each separate price. Represents the weighted average of sale prices, ranging from $57.70 to $57.80. The individual has provided the Company, and undertakes to provide to the staff of the Security and Exchange Commission or any security holder of the Company, upon request, full information regarding the number of shares sold at each separate price. This restricted stock unit award vested 25% on the Date Exercisable in Table II, with the remaining 75% vesting in equal quarterly amounts over the remaining 3 years. This stock option is fully vested. On March 5, 2024, the reporting person was granted an option to purchase 80,000 shares of common stock. The option vests in two installments, with up to 25% to vest on the Date Exercisable in Table II based on Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2024, and with up to 75% to vest on the second anniversary of the date of grant based on Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2025. The performance criteria for the fiscal year ended December 31, 2024 were met in full, resulting in vesting of the option as to 20,000 shares. /s/Kathryn Leach, Attorney-in-Fact for Kenneth Stillwell 2025-12-09