PEGA Form 4: 52,828 options exercised; 17,171 shares sold

Pegasystems (PEGA) executive Kenneth Stillwell reported insider transactions on 10/24/2025.

Accepted by SEC EDGAR 10/28/2025 - 04:23 PM EDT Learn about SEC filing dates

Rhea-AI Filing Summary

Pegasystems (PEGA) executive Kenneth Stillwell reported insider transactions on 10/24/2025. He exercised stock options for 52,828 common shares at $31.05 per share, then disposed of 35,657 shares in a transaction coded F at $66.91. He also sold 17,171 shares at a $66.40 weighted average price, with individual sales ranging from $66.37 to $66.60. Following these transactions, he beneficially owned 127,826 shares directly. Stillwell is listed as COO, CFO.

Insider Trade Summary

Exercise and sale activity reported; no spread calculated

Exercise and Sale 4 txns

Insider STILLWELL KENNETH

Role COO, CFO

Sold 17,171 shs ($1.14M)

Approx. gross sale proceeds $1.14M

Approx. exercise cost $1.64M

Type	Security	Shares	Price	Value
Exercise	Stock Options	52,828	$0.00	$0.00
Exercise	Common stock	52,828	$31.05	$1.64M
Exercise Price or Tax Liability	Common stock	35,657	$66.91	$2.39M
Sale	Common stock	17,171	$66.40	$1.14M

Holdings After Transaction: Stock Options — 88,044 contracts (Direct); Common stock — 127,826 shares (Direct)

Footnotes (2)

1. 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.
2. 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.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What did PEGA’s Kenneth Stillwell report on Form 4?

He exercised 52,828 options at $31.05, disposed of 35,657 shares at $66.91, and sold 17,171 shares at a $66.40 weighted average price.

How many PEGA shares did Kenneth Stillwell own after the transactions?

He beneficially owned 127,826 shares directly after the reported transactions.

At what prices were the PEGA share sales executed?

The sale was reported at a weighted average of $66.40, with individual prices ranging from $66.37 to $66.60.

What roles does the reporting person hold at Pegasystems (PEGA)?

He is an officer serving as COO, CFO.

What were the key terms of the PEGA stock options exercised?

Options had an exercise price of $31.05, were first exercisable on 03/05/2025, and expire on 03/05/2034.

How did the option grant vest for the PEGA executive?

It vested 25% on the initial exercisable date, with the remaining 75% vesting in equal quarterly installments over the following three years.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

STILLWELL KENNETH

(Last) (First) (Middle)

C/O PEGASYSTEMS INC.

225 WYMAN STREET, STE 300

(Street)

WALTHAM MA 02451

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
PEGASYSTEMS INC [ PEGA ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	COO, CFO

3. Date of Earliest Transaction (Month/Day/Year)
10/24/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common stock	10/24/2025		M		52,828	A	$31.05	180,654	D
Common stock	10/24/2025		F		35,657	D	$66.91	144,997	D
Common stock	10/24/2025		S		17,171	D	$66.4(1)	127,826	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Stock Options	$31.05	10/24/2025		M			52,828	03/05/2025(2)	03/05/2034	Common stock	52,828	$0	88,044	D

Explanation of Responses:

1. 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.

2. Option vested 25% on the Date Exercisable in Table II, with the remaining 75% vesting in equal quarterly installments over the following three years.

Remarks:

	/s/Kathryn Leach, Attorney-in-Fact for Kenneth Stillwell	10/28/2025
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.