Pegasystems officer proposes $578K share sale

The notice lists restricted-stock vesting and an option exercise as acquisition sources for the shares.

Available on EDGAR 11/04/2026 - 04:22 PM EST Accepted by SEC EDGAR 11/04/2026 - 04:21 PM EST Learn about SEC filing dates

Rhea-AI Filing Summary

Pegasystems Inc. (PEGA) officer Kenneth Stillwell Jr. gave notice of a proposed sale of 16,256 common shares, with an aggregate market value of $577,684.60 and an approximate sale date of November 4, 2026. The notice identifies Morgan Stanley Smith Barney LLC and Nasdaq. It also reports a sale of 39,627 common shares, with a reported value of $1,417,437.98, on September 11, 2026.

Key Figures

Proposed sale: 16,256 common shares Aggregate market value: $577,684.60 Shares sold: 39,627 common shares +3 more

6 metrics

Proposed sale 16,256 common shares Approximate sale date November 4, 2026

Aggregate market value $577,684.60 Proposed sale

Shares sold 39,627 common shares September 11, 2026

Reported sale value $1,417,437.98 Sale on September 11, 2026

Option exercise shares 8,256 shares Exercise of options under a registered plan on November 4, 2026

Restricted-stock vesting 4,434 shares Listed acquisition on March 4, 2026

Key Terms

Rule 144, Restricted Stock Vesting Under a Registered Plan, Exercise of Options Under a Registered Plan

3 terms

Rule 144 regulatory

"paragraph (a) of Rule 144"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock Vesting Under a Registered Plan financial

"Restricted Stock Vesting Under a Registered Plan"

Exercise of Options Under a Registered Plan financial

"Exercise of Options Under a Registered Plan"

FAQ

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

How many PEGA shares does Kenneth Stillwell Jr. propose to sell?

Kenneth Stillwell Jr. gave notice of a proposed sale of 16,256 common shares, with an aggregate market value of $577,684.60 and an approximate sale date of November 4, 2026.

How many PEGA shares did Kenneth Stillwell Jr. sell on September 11, 2026?

The notice reports a sale of 39,627 common shares on September 11, 2026, with a reported value of $1,417,437.98.

How were the PEGA shares Kenneth Stillwell Jr. proposes to sell acquired?

The listed acquisition entries include 918 shares from restricted-stock vesting on December 7, 2025; 1,777 on March 1, 2026; 871 on March 2, 2026; and 4,434 on March 4, 2026. Another 8,256 shares are listed for exercise of options under a registered plan on November 4, 2026, with cash shown as the payment method.

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

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Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001680115
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	PEGASYSTEMS INC.
SEC File Number	001-11859
Address of Issuer	225 WYMAN STREET STE 300 WALTHAM MASSACHUSETTS 02451-1293
Phone	6173749600
Name of Person for Whose Account the Securities are To Be Sold	KENNETH STILLWELL JR.
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	16256	577684.60	163663545	11/04/2026	NASDAQ

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	12/07/2025	Restricted Stock Vesting Under a Registered Plan	Issuer			918	12/07/2025	Not Applicable
Common	03/01/2026	Restricted Stock Vesting Under a Registered Plan	Issuer			1777	03/01/2026	Not Applicable
Common	03/02/2026	Restricted Stock Vesting Under a Registered Plan	Issuer			871	03/02/2026	Not Applicable
Common	03/04/2026	Restricted Stock Vesting Under a Registered Plan	Issuer			4434	03/04/2026	Not Applicable
Common	11/04/2026	Exercise of Options Under a Registered Plan	Issuer			8256	11/04/2026	Cash

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
KENNETH STILLWELL JR. 225 Wyman Street Waltham MA 02451	Common	09/11/2026	39627	1417437.98

144: Remarks and Signature

Remarks
Date of Notice	11/04/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Kenneth Stillwell
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)