Kenneth  Stillwell net worth and biography

Kenneth Stillwell Biography and Net Worth

CFO of Pegasystems

Ken Stillwell is the chief financial officer, chief administrative officer, and senior vice president at Pega, the leading software company for digital transformation. In these roles, he directs all finance and accounting functions, as well as facilities, legal, information technology, and investor relations.

Before joining Pega in 2016, Stillwell served as CFO and SVP at Dynatrace. While there, he oversaw global functions within accounting and finance, in addition to human resources, IT, and legal.

He previously served as executive vice president and CFO at Sovos (formerly Taxware), a financial and compliance SaaS company based in Boston. Stillwell also has five years of financial leadership experience at software provider, PTC, where he served as Division CFO for the product lifecycle management (PLM) and application lifecycle management (ALM) segments.

His career began in Price Waterhouse’s audit advisory services practice, and he would go on to join an early PW mergers and acquisitions group. It was this experience that formed the basis for his extensive resume of management and CFO roles. 

Stillwell earned his bachelor’s degree in economics from the University of Pittsburgh and his master’s degree in finance from the University of South Carolina. He is a CPA and is currently based in Pega's Cambridge, Massachusetts headquarters.

What is Kenneth Stillwell's net worth?

The estimated net worth of Kenneth Stillwell is at least $7.29 million as of November 3rd, 2025. Mr. Stillwell owns 127,826 shares of Pegasystems stock worth more than $7,286,082 as of December 5th. This net worth estimate does not reflect any other investments that Mr. Stillwell may own. Additionally, Mr. Stillwell receives a salary of $725,400.00 as CFO at Pegasystems. Learn More about Kenneth Stillwell's net worth.

How old is Kenneth Stillwell?

Mr. Stillwell is currently 53 years old. There are 5 older executives and no younger executives at Pegasystems. The oldest executive at Pegasystems is Mr. Alan Trefler, Founder, CEO & Chairman of the Board, who is 68 years old. Learn More on Kenneth Stillwell's age.

What is Kenneth Stillwell's salary?

As the CFO of Pegasystems Inc., Mr. Stillwell earns $725,400.00 per year. There are 3 executives that earn more than Mr. Stillwell. The highest earning executive at Pegasystems is Mr. Alan Trefler, Founder, CEO & Chairman of the Board, who commands a salary of $999,900.00 per year. Learn More on Kenneth Stillwell's salary.

How do I contact Kenneth Stillwell?

The corporate mailing address for Mr. Stillwell and other Pegasystems executives is ONE ROGERS STREET, CAMBRIDGE MA, 02142. Pegasystems can also be reached via phone at (617) 374-9600 and via email at [email protected]. Learn More on Kenneth Stillwell's contact information.

Has Kenneth Stillwell been buying or selling shares of Pegasystems?

In the last ninety days, Kenneth Stillwell has sold $1,851,617.96 of Pegasystems stock. Most recently, Kenneth Stillwell sold 11,442 shares of the business's stock in a transaction on Monday, November 3rd. The shares were sold at an average price of $62.18, for a transaction totalling $711,463.56. Following the completion of the sale, the chief financial officer now directly owns 127,826 shares of the company's stock, valued at $7,948,220.68. Learn More on Kenneth Stillwell's trading history.

Who are Pegasystems' active insiders?

Pegasystems' insider roster includes Kerim Akgonul (Insider), John Higgins (Chief of Client and Partner Success), Richard Jones (Director), Efstathios Kouninis (CAO), Douglas Kra (SVP), Michael Pyle (CTO), Sharon Rowlands (Director), Kenneth Stillwell (CFO), Alan Trefler (Chairman), Leon Trefler (SVP), and Larry Weber (Director). Learn More on Pegasystems' active insiders.

Are insiders buying or selling shares of Pegasystems?

In the last year, insiders at the technology company sold shares 50 times. They sold a total of 806,117 shares worth more than $41,282,287.97. The most recent insider tranaction occured on November, 5th when Chairman Alan Trefler sold 45,000 shares worth more than $2,701,350.00. Insiders at Pegasystems own 49.7% of the company. Learn More about insider trades at Pegasystems.

Information on this page was last updated on 11/5/2025.

Kenneth Stillwell Insider Trading History at Pegasystems

Transaction DateBuy/SellNumber of SharesAverage Share PriceTotal TransactionShares Held After TransactionDetails
11/3/2025Sell11,442$62.18$711,463.56127,826View SEC Filing Icon  
10/24/2025Sell17,171$66.40$1,140,154.40127,826View SEC Filing Icon  
8/4/2025Sell11,147$58.19$648,643.93119,868View SEC Filing Icon  
8/1/2025Sell4,000$57.71$230,840.00119,868View SEC Filing Icon  
7/1/2025Sell4,000$52.64$210,560.0049,350View SEC Filing Icon  
6/2/2025Sell4,000$48.74$194,960.0047,376View SEC Filing Icon  
5/1/2025Sell4,000$46.47$185,860.0038,990View SEC Filing Icon  
4/25/2025Sell35,426$44.68$1,582,833.6842,990View SEC Filing Icon  
4/1/2025Sell4,000$34.88$139,500.0042,490View SEC Filing Icon  
3/3/2025Sell4,000$39.16$156,620.0027,530View SEC Filing Icon  
2/14/2025Sell15,484$42.36$655,902.2428,932View SEC Filing Icon  
2/3/2025Sell4,000$52.82$211,260.0028,932View SEC Filing Icon  
1/2/2025Sell4,000$47.00$188,000.0032,932View SEC Filing Icon  
12/10/2024Sell12,400$47.34$586,954.0036,932View SEC Filing Icon  
12/2/2024Sell4,000$47.30$189,200.0030,800View SEC Filing Icon  
10/25/2024Sell11,584$39.58$458,436.8034,800View SEC Filing Icon  
10/1/2024Sell2,000$36.59$73,170.0034,524View SEC Filing Icon  
9/3/2024Sell6,000$35.21$211,230.0030,394View SEC Filing Icon  
8/21/2024Sell6,038$33.78$203,933.4536,394View SEC Filing Icon  
8/1/2024Sell6,000$34.70$208,170.0036,394View SEC Filing Icon  
7/1/2024Sell4,000$29.89$119,560.0044,394View SEC Filing Icon  
6/26/2024Sell2,000$30.00$60,000.0047,902View SEC Filing Icon  
5/1/2024Sell4,000$30.20$120,780.0045,768View SEC Filing Icon  
4/1/2024Sell4,000$31.85$127,400.0049,768View SEC Filing Icon  
3/1/2024Sell4,000$33.22$132,860.0032,000View SEC Filing Icon  
2/22/2024Sell13,070$31.83$416,018.1036,000View SEC Filing Icon  
2/16/2024Sell41,212$31.59$1,301,681.0249,070View SEC Filing Icon  
11/24/2023Sell9,000$25.93$233,325.0044,916View SEC Filing Icon  
2/1/2022Sell2,000$50.38$100,760.00View SEC Filing Icon  
12/1/2021Sell2,000$56.25$112,500.00View SEC Filing Icon  
8/24/2021Sell2,202$66.55$146,543.10View SEC Filing Icon  
6/9/2021Sell1,984$64.53$128,027.5216,154View SEC Filing Icon  
5/3/2021Sell11,164$62.31$695,573.0220,310View SEC Filing Icon  
2/19/2021Sell11,514$71.86$827,396.0434,536View SEC Filing Icon  
1/4/2021Sell2,000$66.15$132,290.0013,624View SEC Filing Icon  
10/1/2020Sell2,000$61.61$123,220.0013,944View SEC Filing Icon  
9/2/2020Sell4,000$66.69$266,740.0017,774View SEC Filing Icon  
8/3/2020Sell6,000$58.77$352,590.0012,552View SEC Filing Icon  
7/30/2020Sell6,000$57.29$343,740.0012,552View SEC Filing Icon  
7/1/2020Sell2,000$50.68$101,360.00View SEC Filing Icon  
4/21/2020Sell4,000$37.16$148,640.0024,764View SEC Filing Icon  
12/2/2019Sell2,000$37.94$75,870.0011,420View SEC Filing Icon  
11/12/2019Sell9,332$36.83$343,697.5634,288View SEC Filing Icon  
11/1/2019Sell2,000$38.04$76,070.0010,708View SEC Filing Icon  
10/1/2019Sell2,000$34.49$68,970.00View SEC Filing Icon  
9/3/2019Sell2,000$34.87$69,730.0016,364View SEC Filing Icon  
8/1/2019Sell11,432$38.02$434,644.6420,466View SEC Filing Icon  
7/1/2019Sell4,000$36.03$144,100.00View SEC Filing Icon  
6/3/2019Sell4,000$35.66$142,640.0019,862View SEC Filing Icon  
5/1/2019Sell2,000$36.85$73,700.0012,738View SEC Filing Icon  
4/1/2019Sell2,000$32.98$65,960.00View SEC Filing Icon  
3/8/2019Sell10,000$31.98$319,800.00View SEC Filing Icon  
3/5/2019Sell3,726$32.47$120,964.5924,018View SEC Filing Icon  
3/1/2019Sell3,000$33.00$99,000.00View SEC Filing Icon  
2/1/2019Sell5,200$28.30$147,134.0024,964View SEC Filing Icon  
1/2/2019Sell800$23.45$18,760.00View SEC Filing Icon  
12/3/2018Sell3,000$27.09$81,255.0024,518View SEC Filing Icon  
11/1/2018Sell3,000$26.70$80,100.0023,732View SEC Filing Icon  
10/1/2018Sell3,000$30.86$92,580.0019,558View SEC Filing Icon  
9/4/2018Sell3,000$31.68$95,025.0025,486View SEC Filing Icon  
8/1/2018Sell2,000$27.93$55,850.00View SEC Filing Icon  
7/2/2018Sell3,898$27.22$106,103.5627,498View SEC Filing Icon  
6/1/2018Sell4,150$31.15$129,251.7529,342View SEC Filing Icon  
5/1/2018Sell4,114$30.47$125,333.0119,726View SEC Filing Icon  
4/2/2018Sell4,096$30.11$123,310.0824,352View SEC Filing Icon  
3/1/2018Sell2,588$27.84$72,049.927,000View SEC Filing Icon  
2/1/2018Sell7,592$25.76$195,569.926,744View SEC Filing Icon  
1/2/2018Sell1,034$23.94$24,753.966,372View SEC Filing Icon  
12/1/2017Sell1,660$24.96$41,433.609,372View SEC Filing Icon  
11/1/2017Sell7,956$28.92$230,047.7410,188View SEC Filing Icon  
10/2/2017Sell2,456$28.99$71,187.16View SEC Filing Icon  
9/1/2017Sell2,454$28.74$70,515.6912,814View SEC Filing Icon  
8/1/2017Sell8,566$30.24$259,035.8417,492View SEC Filing Icon  
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Kenneth Stillwell Buying and Selling Activity at Pegasystems

This chart shows Kenneth Stillwell's buying and selling at Pegasystems by year and by quarter.

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Pegasystems Company Overview

Pegasystems logo
Pegasystems Inc. develops, markets, licenses, hosts, and supports enterprise software in the United States, rest of the Americas, the United Kingdom, rest of Europe, the Middle East, Africa, and the Asia-Pacific. The company provides Pega Infinity, a software portfolio comprising of Pega Customer Decision Hub, a real-time AI-powered decision engine to enhance customer acquisition and experiences across inbound, outbound, and paid media channels; Pega Customer Service to anticipate customer needs, connect customers to people and systems, and automate customer interactions to evolve the customer service experience, as well as to allow enterprises to deliver interactions across channels and enhance employee productivity; and Pega Platform, an intelligent automation software for increasing efficiency of clients' processes and workflows. It also offers Situational Layer Cake that organizes logic into layers that map to the unique dimensions of a client's business, such as customer types, lines of business, geographies, etc.; Pega Express Methodology and low code that connects enterprise data and systems to customer experience channels; Pega Cloud that allows clients to develop, test, and deploy applications; Pega Catalyst, which helps clients to transform and prototype their customer journeys; Pega Academy, which offers instructor-led and online training to its employees, clients, and partners; and global service assurance and client support services. It primarily markets its software and services to financial services, healthcare, communications and media, government, insurance, manufacturing and high tech, and consumer services markets through a direct sales force, as well as partnerships with technology providers and application developers. Pegasystems Inc. was incorporated in 1983 and is headquartered in Cambridge, Massachusetts.
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Today's Range

Now: $57.00
Low: $54.80
High: $57.21

50 Day Range

MA: $57.73
Low: $52.38
High: $66.64

2 Week Range

Now: $57.00
Low: $29.84
High: $68.10

Volume

1,332,213 shs

Average Volume

1,006,320 shs

Market Capitalization

$9.67 billion

P/E Ratio

38.26

Dividend Yield

0.22%

Beta

1.09