Kenneth Stillwell Pegasystems Inc (PEGA) insider trading activity

Kenneth Stillwell is COO, CFO of PEGASYSTEMS INC. Currently has a direct ownership of 119,868 shares of PEGA, which is worth approximately $6.11 Million. The most recent transaction as insider was on Aug 04, 2025, when has been sold 11,147 shares (Common Stock) at a price of $58.19 per share, resulting in proceeds of $648,643. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 120K

386.73% 3M change

558.72% 12M change

Total Value Held $6.11 Million

KENNETH STILLWELL Transaction History

Date	Transaction	Value	Shares Traded	Shares Held	Form
Date	Transaction	Value	Shares Traded	Shares Held	Form
Aug 04 2025	SELL Open market or private sale	$648,643 $58.19 p/Share	11,147 Reduced 8.51%	119,868 Common Stock
Aug 04 2025	SELL Payment of exercise price or tax liability	$860,822 $58.27 p/Share	14,773 Reduced 10.13%	131,015 Common Stock
Aug 04 2025	BUY Exercise of conversion of derivative security	$439,344 $16.95 p/Share	25,920 Added 15.1%	145,788 Common Stock
Aug 01 2025	SELL Open market or private sale	$231,880 $57.97 p/Share	4,000 Reduced 3.23%	119,868 Common Stock
Jul 28 2025	SELL Payment of exercise price or tax liability	$8,644,540 $59.42 p/Share	145,482 Reduced 54.01%	123,868 Common Stock
Jul 28 2025	BUY Exercise of conversion of derivative security	$5,772,800 $26.24 p/Share	220,000 Added 44.96%	269,350 Common Stock
Jul 01 2025	SELL Open market or private sale	$211,920 $52.98 p/Share	4,000 Reduced 7.5%	49,350 Common Stock
Jun 09 2025	SELL Payment of exercise price or tax liability	$105,328 $102.46 p/Share	1,028 Reduced 3.72%	26,605 Common Stock
Jun 09 2025	BUY Exercise of conversion of derivative security	-	2,611 Added 8.63%	27,633 Common Stock
Jun 05 2025	SELL Payment of exercise price or tax liability	$87,922 $101.41 p/Share	867 Reduced 3.35%	25,022 Common Stock
Jun 05 2025	BUY Exercise of conversion of derivative security	-	2,201 Added 7.84%	25,889 Common Stock
Jun 02 2025	SELL Open market or private sale	$194,960 $97.48 p/Share	2,000 Reduced 7.79%	23,688 Common Stock
Jun 02 2025	SELL Payment of exercise price or tax liability	$67,723 $98.15 p/Share	690 Reduced 2.62%	25,688 Common Stock
Jun 02 2025	BUY Exercise of conversion of derivative security	$171,860 $98.15 p/Share	1,751 Added 6.33%	25,915 Common Stock
May 14 2025	SELL Payment of exercise price or tax liability	$764,795 $97.7 p/Share	7,828 Reduced 24.12%	24,627 Common Stock
May 14 2025	BUY Exercise of conversion of derivative security	$439,344 $33.9 p/Share	12,960 Added 28.54%	32,455 Common Stock
May 01 2025	SELL Open market or private sale	$186,880 $93.44 p/Share	2,000 Reduced 9.3%	19,495 Common Stock
Apr 25 2025	SELL Payment of exercise price or tax liability	$3,936,073 $90.25 p/Share	43,613 Reduced 58.81%	30,543 Common Stock
Apr 25 2025	SELL Open market or private sale	$1,582,833 $89.36 p/Share	17,713 Reduced 45.18%	21,495 Common Stock
Apr 25 2025	BUY Exercise of conversion of derivative security	$2,898,880 $47.27 p/Share	61,326 Added 53.73%	52,821 Common Stock
Apr 01 2025	SELL Open market or private sale	$139,500 $69.75 p/Share	2,000 Reduced 8.6%	21,245 Common Stock
Mar 07 2025	SELL Payment of exercise price or tax liability	$79,012 $76.86 p/Share	1,028 Reduced 4.24%	23,245 Common Stock
Mar 07 2025	BUY Exercise of conversion of derivative security	-	2,610 Added 9.71%	24,273 Common Stock
Mar 05 2025	SELL Payment of exercise price or tax liability	$376,583 $77.63 p/Share	4,851 Reduced 18.3%	21,663 Common Stock
Mar 05 2025	BUY Exercise of conversion of derivative security	-	12,327 Added 32.91%	25,128 Common Stock

Kenneth Stillwell

COO, CFO

Cambridge, MA

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P - Open market or private purchase×

S - Open market or private sale×

V - Transaction voluntarily reported earlier than required×

A - Grant, award, or other acquisition×

D - Sale (or disposition) back to the issuer×

F - Payment of exercise price or tax liability×

I - Discretionary transaction×

M - Exercise of conversion of derivative security×

C - Conversion of derivative security×

E - Expiration of short derivative position×

H - Expiration (or cancellation) of long derivative position with value received×

O - Exercise of out-of-the-money derivative securities×

X - Exercise of in-the-money or at-the-money derivatives securities×

G - Bona fide gift×

L - Small Acquisition×

W - Acquisition or disposition by will or laws×

Z - Deposit into or withdrawal from voting trust×

J - Other acquisition or disposition×

K - Transaction in equity swap or similar instrument×

U - Disposition due to a tender of shares in a change of control transaction×

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