Kenneth Stillwell - 01 Sep 2025 Form 4 Insider Report for PEGASYSTEMS INC (PEGA)

Role: COO, CFO
Signature: /s/ Ewelina Kemp, Attorney-in-Fact for Kenneth Stillwell
Issuer symbol: PEGA
Transactions as of: 01 Sep 2025
Net transactions value: -$74,810
Form type: 4
Filing time: 04 Sep 2025, 16:56:02 UTC
Previous filing: 05 Aug 2025
Next filing: 09 Sep 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/ Ewelina Kemp, Attorney-in-Fact for Kenneth Stillwell	04 Sep 2025	0001680115

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	PEGA	Common stock	Options Exercise	$0	+2,352	+2%	$0.000000	122,220	01 Sep 2025	Direct	F1
transaction	PEGA	Common stock	Tax liability	$50,198	-926	-0.76%	$54.21	121,294	01 Sep 2025	Direct
transaction	PEGA	Common stock	Options Exercise	$0	+1,152	+0.95%	$0.000000	122,446	02 Sep 2025	Direct	F2
transaction	PEGA	Common stock	Tax liability	$24,611	-454	-0.37%	$54.21	121,992	02 Sep 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	-2,352	-14%	$0.000000	14,104	01 Sep 2025	Common stock	2,352	$0.000000	Direct	F1, F3, F4
transaction	PEGA	Restricted Stock Units	Options Exercise	$0	-1,152	-33%	$0.000000	2,306	02 Sep 2025	Common stock	1,152	$0.000000	Direct	F2, F3, F4

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Represents a 5% vesting on September 1, 2025, with a release date of September 2, 2025, the first business day following vesting. The original grant was 23,508 restricted stock units, with 20% vesting on March 1, 2023, and the remaining 80% vesting in equal quarterly installments over the remaining four years.
F2	Represents a 5% vesting on September 2, 2025. The original grant was 11,527 restricted stock units, with 20% vesting on March 2, 2022, and the remaining 80% vesting in equal quarterly installments over the remaining four years.
F3	Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.
F4	All share amounts in this Form 4 have been restated to reflect a 2-for-1 forward stock split of Pegasystems Inc.'s common stock effectuated on June 20, 2025.