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Alan Trefler
Cofounder, Pegasystems

Pega CEO Alan Trefler: From 3 Employees to a Billion Dollar Company

📅 May 14, 2026 Executive House 23 MIN 574 VIEWS 180 SEGMENTS · 3 SPEAKERS
In this episode of The CEO Series, host William Salvi sits down with Alan Trefler, founder and CEO of Pegasystems, to discuss what it takes to build and lead a company for over four decades. Trefler explains how a frustrating experience consulting for New York banks sparked the vision behind Pega, and why bootstrapping the company from scratch gave him a perspective on business that still shapes how he leads today. He breaks down how chess thinking, specifically the concept of candidate moves, applies directly to business strategy, why he thinks the current conversation around AI is mostly gi...

What Alan Trefler said

Written from the verified transcript and checked against it. Every figure links to the moment it was said.

Alan Trefler, cofounder and CEO of Pegasystems, discussed his company's origin in 1983, when he was 26, after a boss rejected his idea to apply CAD/CAM-style visual design to business software. He described bootstrapping the company, growing from three employees to over a billion in revenue, and going public in 1996. Trefler criticized the 'gibberish' around AI terminology, preferring 'augmented intelligence,' and accused some business leaders of self-promotion. He acknowledged AI will both create and displace jobs, and that Pega is adapting. He addressed his chess background, his father's Holocaust survival, his views on billionaires, and his leadership philosophy. He denied plans to take Pega private and contrasted Pega's coherent architecture with Salesforce's acquisitions. He praised Jensen Huang of Nvidia and said his message to the world is 'This too will pass.'

Key takeaways

  1. Trefler started Pega in 1983 at age 26, bootstrapping from three employees, and has been CEO for 43 years.
  2. He said AI will both create opportunities and displace jobs, and Pega is being transparent about changing roles.
  3. He denied Pega plans to go private, saying the company has been public since 1996.
  4. He praised Jensen Huang for pivoting Nvidia to AI and creating an industry.

Numbers and commitments

FigureWhat it refers toTypeAt
1983 Year Pega was founded timeline 1:21
26 Trefler's age when he started Pega metric 1:24
1996 Year Pega went public timeline 12:01
2,300 Trefler's peak chess rating metric 5:33
500 Number of bobbleheads in Pega's hall of fame metric 10:57
15 years Tenure required for employees to receive bobbleheads timeline 10:22

Chapters

  1. 0:00Company origin and bootstrapping
  2. 4:42Chess and AI
  3. 6:15Critique of AI discourse
  4. 11:30Public company challenges
  5. 13:58AI's impact on jobs
  6. 14:39Leadership philosophy and book
  7. 15:06Pega vs Salesforce and going private
  8. 16:00Family history and American dream
  9. 17:09Views on billionaires and wealth
  10. 20:33Personal reflections and message

Questions asked in this interview

12
  1. 1:07but tell me, when did you start the company?
  2. 4:46When you were six. Who taught you it?
  3. 5:22Is that like 2,800 or something?
  4. 6:47Do you ever get frustrated with business leaders and how they talk about it, like some of the top business leaders?
  5. 10:46Does anyone get mad at their bobblehead portrayal?
  6. 11:30How is it being a public company CEO?
  7. 13:47All right. You ready for it?
  8. 14:36What is Alan Trefler's leadership philosophy?
  9. 16:01So, you've been here your whole life?
  10. 16:26Did he ever talk about it?
  11. 20:39Love that. Morning or a night person?
  12. 21:04Yeah. How often do you play?
Narrator 0:00 ↗
Is it pure greed? Alan Trefler founded Pega at 26 and he's still running it 40 years later. He's a chess master and billionaire who built a quiet empire in enterprise software. This is going to be ugly. Software running inside the banks you use, the airlines you fly, and the insurance companies you call when something goes wrong. Most people have never heard his name.
William Salvi 0:23 ↗
Checkmate. He built Pega from scratch, never stepped aside, and he's still the largest shareholder. You're a billionaire. You know how much I like hearing that. That's what I want to ask him about. What it takes to build something that consequential and stay at the helm of it for 43 years.
Alan Trefler 0:38 ↗
People use these words like AI, agentic, and agents. The way it's discussed is mostly gibberish.
William Salvi 0:44 ↗
He's not Musk. He's not Bezos. I want to know what he sees from across the board.
Alan Trefler 0:49 ↗
Using some of these labels, frankly, it's sort of demeaning.
William Salvi 0:52 ↗
My name is William Salvi and this is the CEO series. Let's go talk to Alan.
All right, we're with Alan Trefler, the CEO of Pega. Alan.
Alan Trefler 1:06 ↗
Hey, great to see you.
William Salvi 1:07 ↗
Yeah, thanks for joining. I appreciate it. So, you're actually one of the longest-serving CEOs of a public company that I've ever... I think you're the number one. So, I don't want to... but tell me, when did you start the company?
Alan Trefler 1:21 ↗
I started the company in 1983.
William Salvi 1:24 ↗
You were 26.
Alan Trefler 1:26 ↗
Yes.
William Salvi 1:26 ↗
Yeah. Why did you start this company? So can you walk me through the origin story a little bit?
Alan Trefler 1:31 ↗
Well, you know, I think the inception came when I was working as a consultant for some large New York banks and I saw the way we wrote software for our customers and I thought it was, you know, kind of clumsy. We would have customers write document specifications. They would give it to us. We would, you know, program it, give back to them the things we thought they wanted and they would explain why they wouldn't. And I went and saw some friends who were in the CAD CAM business who were doing computer-aided design for manufacturing. And they were doing this thing where they would have pictures, wireframes, diagrams that defined what they wanted to build and then somebody could go and play with it in the software and get it exactly right. Get the piece part right, get the car to look right. Then you could attach it to a milling machine and actually create it. And I went to my boss. I said, 'Why don't we do this for business software?' And he told me, 'No.'
William Salvi 2:28 ↗
Smart boss.
Alan Trefler 2:29 ↗
Yeah. Well, a couple years later, he came back and he said, 'You know, we really should have done that.' But he sold the company and I had to decide what to do next and decided I would try to follow that vision.
William Salvi 2:42 ↗
Walk me through your journey a little bit. Like, I mean, truly, you have to be one of the top, the longest-serving CEOs of public companies over a billion dollars in revenue. You have to be number one. I mean, I assume...
Alan Trefler 2:54 ↗
The interesting thing about when I started is that I think in some ways the stress was different because there was nobody to do anything for you. There were no venture capitalists available at the time. There was no cloud. We had to go buy a computer, right? And somehow find the financing for that. And we knew from the inception that we were going to bootstrap this and make it so that it could be a viable company worthwhile of our clients and our staff, but that we were going to have to do it with our own hands. And I think, you know, in recent decades, there's been so much of an influx of capital availability, other types of things, and candidly expectations of doing things overnight that I think that on one hand that maybe provides less stress because you have more resources, but on the other hand, there's a certain focus to the mind in knowing that the really important thing is making payroll at the end of the week. And having gone through a number of years of that where the thing we were proud of because we always made payroll, that gives you a certain perspective on business that we've really tried to live through.
William Salvi 4:09 ↗
This is going to be ugly. So, you've got 10 minutes.
Alan Trefler 4:13 ↗
You have two.
William Salvi 4:14 ↗
And I have two.
Alan Trefler 4:15 ↗
You ready?
William Salvi 4:16 ↗
Let's see what you have.
Alan Trefler 4:18 ↗
What's that even mean?
William Salvi 4:23 ↗
Gambit.
Alan Trefler 4:27 ↗
Yeah.
William Salvi 4:35 ↗
I'm just like...
Alan Trefler 4:36 ↗
That is me.
William Salvi 4:37 ↗
Is that checkmate?
Alan Trefler 4:38 ↗
Yes.
William Salvi 4:39 ↗
How much time was that?
When did you start playing chess?
Alan Trefler 4:45 ↗
When I was six.
William Salvi 4:46 ↗
When you were six. Who taught you it?
Alan Trefler 4:48 ↗
My father.
William Salvi 4:49 ↗
Was he really into it?
Alan Trefler 4:50 ↗
Um, no. But he played and he would play with friends and I would watch them play and I learned from that.
William Salvi 4:55 ↗
How does chess relate to technology and AI and what you're doing?
Alan Trefler 4:59 ↗
Well, I worked on teaching computers to play chess, and so that's a really good use of AI technology. Back then, we weren't very good at it. So, we could only teach a computer at that era to play kind of a mediocre level. Today, of course, they can beat the world champion easily.
William Salvi 5:18 ↗
How easily can it beat Magnus Carlsen?
Alan Trefler 5:20 ↗
Oh, easily.
William Salvi 5:22 ↗
So, what is this... So, I just watched that documentary. The scoring system, what's Magnus? Is that like 2,800 or something?
Alan Trefler 5:29 ↗
Uh, yes.
William Salvi 5:31 ↗
What would yours be at your prime? At your prime.
Alan Trefler 5:33 ↗
Uh, it was about... I got to about 2,300.
William Salvi 5:36 ↗
How are you kind of taking in everything with AI right now?
Alan Trefler 5:41 ↗
Well, having been involved and steeped in it for four decades and seen it go through a variety of transitions, it's, you know, not scary at all, but it is pretty exciting in terms of the pace and the types of things that are now feasible and now being considered. It really does, I think, portend a massive change in the way we think of running our lives and running our businesses.
William Salvi 6:07 ↗
What's something that frustrates you about mainstream AI knowledge culture? How people are taking it in? How people are talking about it?
Alan Trefler 6:15 ↗
The way it's described, the way it's discussed is mostly gibberish. People use these words like AI, agentic, and agents and it means in some cases all things to all people. You know, I also think there's a question as to whether the artificial in AI is really the right way to think about it. I've always thought of it as augmented intelligence. How do you take the intelligence of people and use technology to augment it and make them better? That's really how we viewed it right from the very inception.
William Salvi 6:47 ↗
Do you ever get frustrated with business leaders and how they talk about it, like some of the top business leaders?
Alan Trefler 6:52 ↗
I think there are business leaders who should know better who sometimes talk about it in a way that just encourages that confusion. And there is so much confusion now about AI and what it's going to mean that it's, I think, a risky enough and challenging enough environment without the confusion. I think that a lot of the pundits and the leaders who speak sometimes very provocatively are doing it because it's in their interest. It gets people talking about them. It gets their products and their companies more attention and, you know, they're trying to almost be self-influencers.
William Salvi 7:35 ↗
How do you think AI will like benefit me? I'm 34. I have a daughter. She's 19 months old. How will she be benefited from all this? Because right now it's kind of like social media. It's kind of like, oh, when it was first coming out I was excited about it. Oh, there's Alan on Facebook. Good to see you. Picture of his friends. Now it's like poison. It's quite a clear net negative to me. Social media. And now you have all these tech people who do have extreme wealth and power and influence and they're telling me that this will be good again. And so far I think they've been full of... So I'm wondering like at what point is it like, no, this will be good?
Alan Trefler 8:22 ↗
So look, the technology and lots of the generations of this technology have been used for ridiculous things. I don't think when people envisioned the idea of social networks in the original sense that they thought that it would become a fast lane for advertising and TikTok. I mean, that which I view to be...
William Salvi 8:44 ↗
Yeah. It's like literally just an ad machine.
Alan Trefler 8:47 ↗
And I'll tell you the truth. I've been wrong in my prognostications before. I thought that the internet would actually serve to open people's minds. The fact that it has created lots of little bubbles that people live in is an example of both a great disappointment and where, you know, my prognostications on this stuff should really be taken with a great...
William Salvi 9:11 ↗
Why do you think that is though? Like, it's really interesting specifically from you, like seeing the technology over the years. Like, if you, when the internet comes out or when AI starts to get better and better and you're thinking to yourself, oh, this will make life better. It should, like, I hope it does and then it kind of turns into a different direction. Like, why do you think that is?
Alan Trefler 9:30 ↗
You know, it's always the nature of things that some people will find ways to turn them into negatives. And is it pure greed? I think lots of the stuff that happens on the internet is ego and insecurity and, yeah, people trying to belittle other people and other things of that time that have nothing to do with greed but have a lot to do with other of the deadly sins.
William Salvi 9:56 ↗
Try that.
Alan Trefler 9:58 ↗
Checkmate.
William Salvi 9:59 ↗
Checkmate.
Alan Trefler 10:03 ↗
That was quick. Um, it was also illegal.
William Salvi 10:08 ↗
Why?
Alan Trefler 10:08 ↗
Because I have no knight in the way.
William Salvi 10:11 ↗
Oh, you just... So, okay. Explain the significance of this. We got a ton of bobbleheads here.
Alan Trefler 10:22 ↗
Well, after 15 years of tenure, we give each of our staff members two bobbleheads. One of which they get to take home and share and enjoy on their mantle and we also give them a certificate for dinner and one ends up in this hall of fame and we all get to enjoy their bobbleheads in perpetuity.
William Salvi 10:46 ↗
Does anyone get mad at their bobblehead portrayal?
Alan Trefler 10:48 ↗
Um, if you do not like your bobblehead, you can have your bobblehead remade.
William Salvi 10:53 ↗
Yes. Yes. Yes. Um, how many are here roughly?
Alan Trefler 10:57 ↗
About 500.
William Salvi 10:59 ↗
Wow.
Alan Trefler 10:59 ↗
Yeah. So, it's pretty cool. Goes around the side.
William Salvi 11:02 ↗
How many employees did you have when you first started?
Alan Trefler 11:03 ↗
Uh, three.
William Salvi 11:05 ↗
When did it start to really grow?
Alan Trefler 11:07 ↗
Oh, it has grown gradually throughout, actually. So, you know, by the end of the first year, we were a solid six people.
William Salvi 11:15 ↗
Did you ever worry about growing too fast ever or you wanted to kind of keep that steady ship and keep...
Alan Trefler 11:21 ↗
Well, at one point we did raise some capital and we did grow faster. That's when we went public.
William Salvi 11:25 ↗
Yeah.
Alan Trefler 11:25 ↗
And after that we worried a lot because we didn't do a good job of it.
William Salvi 11:30 ↗
Yeah. So, how... true honesty here. How is it being a public company CEO?
Alan Trefler 11:35 ↗
Uh, it's hard. There's a lot of distractions. We're fortunate in that we're able to stay really focused and we've got a really stable business and that's good. But you have a lot of people with a lot of opinions.
William Salvi 11:49 ↗
Yeah.
Alan Trefler 11:49 ↗
And you just have to be able to deal with it.
William Salvi 11:50 ↗
What about today in the stock market where it's like we're waiting on a tweet? So it's like company... you're just literally waiting on news and speculation.
Alan Trefler 12:01 ↗
Look, you know, we've been public since 1996. So we've seen it all and I don't obsess or worry about a quarter. I don't worry about a tweet. You know, at the end of the day, it's what we do that is going to happen over years.
William Salvi 12:17 ↗
Do too many companies worry about the next quarter?
Alan Trefler 12:21 ↗
Absolutely. I think there's way too much of a short-term focus in America. And you've got to be able to do okay for the short term, but you also have to really make sure you're thinking about what's a year or two out.
William Salvi 12:31 ↗
Yeah.
Alan Trefler 12:31 ↗
There's a concept in chess called candidate moves. When a chess master looks at a position, they don't just think about it to figure out what to do. They usually try to come up with a couple of candidates. I would look and say, 'Well, I recognize this pattern. This is actually a well-known pattern. And what do I want to do? Do I want to play peacefully? Do I want to make the king escape? Do I want to do something called the gambit in which I attack you, give up a pawn, but try to distract you?' And then having come up with those candidates, I would think about each one and then make the choice. They are very different than the way a weaker player plays in which they just tend to look at the position and try to come up with the right answer. I actually think this idea of candidates is very applicable to business. It really helps people understand that there are choices. The choice to be more aggressive, the choice to be more safe, more passive, and having thought of those choices just makes you tremendously more effective at being able to do the right thing over and over again.

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Cite this transcript

APA, MLA, BibTeX
APA

Trefler, A. (2026, May 14). Pega CEO Alan Trefler: From 3 Employees to a Billion Dollar Company [Interview transcript]. Executive House. CEOInterviews.AI. https://ceointerviews.ai/interview/909451/

MLA

Alan Trefler. "Pega CEO Alan Trefler: From 3 Employees to a Billion Dollar Company." Executive House, 14 May. 2026. Transcript, CEOInterviews.AI, https://ceointerviews.ai/interview/909451/.

BibTeX
@misc{trefler2026_909451,
  author       = {Alan Trefler},
  title        = {Pega CEO Alan Trefler: From 3 Employees to a Billion Dollar Company},
  howpublished = {Interview transcript, Executive House. CEOInterviews.AI},
  year         = {2026},
  month        = {may},
  url          = {https://ceointerviews.ai/interview/909451/},
  note         = {Speaker-attributed transcript with timestamps}
}