Kenneth Stillwell - 24 Oct 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: 24 Oct 2025
Net transactions value: -$1,885,655
Form type: 4
Filing time: 28 Oct 2025, 16:23:58 UTC
Previous filing: 09 Sep 2025
Next filing: 05 Nov 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	28 Oct 2025	0001680115

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	PEGA	Common stock	Options Exercise	$1,640,309	+52,828	+41%	$31.05	180,654	24 Oct 2025	Direct
transaction	PEGA	Common stock	Tax liability	$2,385,810	-35,657	-20%	$66.91	144,997	24 Oct 2025	Direct
transaction	PEGA	Common stock	Sale	$1,140,154	-17,171	-12%	$66.40	127,826	24 Oct 2025	Direct	F1

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	Stock Options	Options Exercise	$0	-52,828	-38%	$0.000000	88,044	24 Oct 2025	Common stock	52,828	$31.05	Direct	F2

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

Explanation of Responses:

Id	Content
F1	Represents the weighted average of sale prices, ranging from $66.37 to $66.60 . 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.
F2	Option vested 25% on the Date Exercisable in Table II, with the remaining 75% vesting in equal quarterly installments over the following three years.