Kenneth Stillwell - 05 Dec 2025 Form 4 Insider Report for PEGASYSTEMS INC (PEGA)

Role
COO, CFO
Signature
/s/Kathryn Leach, Attorney-in-Fact for Kenneth Stillwell
Issuer symbol
PEGA
Transactions as of
05 Dec 2025
Net transactions value
-$1,556,513
Form type
4
Filing time
09 Dec 2025, 16:53:07 UTC
Previous filing
03 Dec 2025
Next filing
12 Dec 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
STILLWELL KENNETH COO, CFO C/O PEGASYSTEMS INC., 225 WYMAN STREET, STE 300, WALTHAM /s/Kathryn Leach, Attorney-in-Fact for Kenneth Stillwell 09 Dec 2025 0001680115

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction PEGA Common stock Options Exercise $0 +4,402 +3.4% $0.000000 134,352 05 Dec 2025 Direct F1
transaction PEGA Common stock Tax liability $98,781 -1,733 -1.3% $57.00 132,619 05 Dec 2025 Direct
transaction PEGA Common stock Options Exercise $940,943 +29,240 +22% $32.18 161,859 05 Dec 2025 Direct
transaction PEGA Common stock Options Exercise $621,000 +20,000 +12% $31.05 181,859 05 Dec 2025 Direct
transaction PEGA Common stock Tax liability $2,062,547 -35,833 -20% $57.56 146,026 05 Dec 2025 Direct
transaction PEGA Common stock Sale $452,758 -7,821 -5.4% $57.89 138,205 05 Dec 2025 Direct
transaction PEGA Common stock Sale $323,206 -5,586 -4% $57.86 132,619 05 Dec 2025 Direct F2
transaction PEGA Common stock Sale $57,638 -998 -0.75% $57.75 131,621 05 Dec 2025 Direct F3
transaction PEGA Common stock Options Exercise $0 +5,222 +4% $0.000000 136,843 07 Dec 2025 Direct F1
transaction PEGA Common stock Tax liability $123,526 -2,055 -1.5% $60.11 134,788 07 Dec 2025 Direct

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction PEGA Restricted Stock Units Options Exercise $0 -4,402 -10% $0.000000 39,620 05 Dec 2025 Common stock 4,402 $0.000000 Direct F1, F4
transaction PEGA Stock Options Options Exercise $0 -29,240 -100% $0.000000 0 05 Dec 2025 Common stock 29,240 $32.18 Direct F5
transaction PEGA Stock Options Options Exercise $0 -20,000 -100% $0.000000 0 05 Dec 2025 Common stock 20,000 $31.05 Direct F6
transaction PEGA Restricted Stock Units Options Exercise $0 -5,222 -17% $0.000000 26,104 07 Dec 2025 Common stock 5,222 $0.000000 Direct F1, F4
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.
F2 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.
F3 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.
F4 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.
F5 This stock option is fully vested.
F6 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.