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Amjad Masad
CEO & Co-Founder, Replit

CEO Tech Live | S3:E4 | Amjad Masad on the AI Bet That Changed Replit

📅 Jul 28, 2026 Hexaware Technologies 30 MIN 1 VIEWS 74 SEGMENTS · 2 SPEAKERS
Replit made one of the most closely watched bets in AI software creation. In this episode of CEO Tech Live, Amjad Masad, Replit CEO and Founder, speaks with Ben Fanning about the reset that changed the company’s path, the launch of Replit Agent, and the rise of AI agents that can take software from idea to working product faster. From natural language programming to Enterprise AI Adoption, this conversation looks at what changes when building gets easier and the harder question becomes: how do you get people to care about what you create? Spotify: https://bit.ly/4vYhobl Amazon: https://bit....

What Amjad Masad said

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

Amjad Masad, CEO of Replit, discussed how the company's pivot to AI agents transformed its fortunes. He described a 2023 board meeting where the company faced a cash crunch, leading to a 30% layoff and further attrition, leaving about 60 people by mid-2024. Masad said he bet the company on building the first software creation agent, launching Replit Agent in September 2024, before competitors like Claude. This bet paid off: revenue grew from $2.5 million ARR to 250x in one year, and valuation rose from $1 billion to $9 billion. He also shared personal stories, including his first entrepreneurial venture selling software to a LAN gaming cafe in Jordan, and his belief in 'seeking pain' as a company value. Looking ahead, he predicted a 'post-prompting' world where agents execute high-level goals, and argued that CEOs must be the main salesperson and marketer.

Key takeaways

  1. Replit Agent launched September 2024 as the first software creation agent, before Claude or other agentic models.
  2. Revenue grew from $2.5 million ARR to 250x in one year, and valuation from $1 billion to $9 billion.
  3. Masad predicts a 'post-prompting' world by later this year where agents work on high-level goals like optimizing conversion funnels.
  4. Masad believes CEOs must be the main salesperson and marketer, as people relate to people, not brands.

Numbers and commitments

FigureWhat it refers toTypeAt
250x Revenue growth in one year after launching Replit Agent metric 4:21
$2.5 million ARR Annual recurring revenue before the agent launch metric 4:21
$1 billion to $9 billion Valuation increase in one year metric 4:21
30% Team cut in 2023 layoff metric 1:33
60 people Team size by mid-2024 after attrition metric 1:33
130 people Team size before the layoff metric 1:33
September 2024 Launch date of Replit Agent timeline 1:33
10, 20 million people Speakers of Dari language for a Duolingo-like app built on Replit metric 21:44
10, 15 reports Recommended manager span of control in AI-driven organizations other 25:22

Chapters

  1. 0:00The AI bet that changed Replit
  2. 5:18Burning the boats strategy
  3. 6:47Stress management and gaming
  4. 8:56First entrepreneurial venture
  5. 12:45Trusting instincts over reasoning
  6. 16:02Predicting the post-prompting world
  7. 19:43CEO as chief salesperson
  8. 22:59Seeking pain as a value
  9. 27:54Enterprise go-to-market with Hexaware

Questions asked in this interview

12
  1. 1:27So when's the time you had an unexpected twist or failure in your career and how did it lead to your success or growth on down the road?
  2. 4:53What did you need to believe during that time period of the bursting of the vision or the, I don't know, the delusion you described it, to keep going?
  3. 6:42It'll eat you alive if you don't have a way to manage it. How did you do it?
  4. 8:21And I think that's incredible that it infused or you said infected our product and in a way, I mean do you get that kind of feedback that using Replit is joyful for people?
  5. 11:08Had you picked it up on the way or just sort of inherent to who you were?
  6. 12:15And that's the entrepreneurial, it seems like, okay, you're just looking for the problem to solve, right?
  7. 12:35You know, what's the advice you give your younger self or something you tell your younger self to try?
  8. 15:57You said you predict, you like to predict, you think about that. What are you predicting?
  9. 19:15And how much time can you possibly dedicate to this when you're building this business that's transforming the world always?
  10. 21:22And it's interesting because in technology, is it a people game or is it a technology game?
  11. 22:42How does all that tie into this mantra of seek pain?
  12. 25:09Do you have a favorite moment where seek pain really paid off to take the pain now or getting ahead of the curve?
Amjad Masad 0:00 ↗
Startups tend to be based on somewhat of a delusion. You need people to believe in the impossible. You're trying to achieve something that wasn't achieved before. Otherwise, what's the point? For decades in the history of AI, agents were theoretical things. We locked ourselves in a room, launched in September 2024, first agent on the market. Wow. And the business went from making almost no money to 250x in one year.
Ben Fatting 1:06 ↗
Welcome back to CEO Tech Live brought to you by Hexaware. I'm your host Ben Fatting and wow, we've got a fun one coming your way today with Amjad Masad who's the founder and CEO of Replit. Amjad, thank you for being here my friend.
Amjad Masad 1:24 ↗
Thank you for having me.
Ben Fatting 1:25 ↗
Been looking forward to this one.
Amjad Masad 1:26 ↗
Me too.
Ben Fatting 1:27 ↗
So when's the time you had an unexpected twist or failure in your career and how did it lead to your success or growth on down the road?
Amjad Masad 1:33 ↗
You know, I had predicted that we're headed into an age where anyone can make software, where the most important thing is the quality of your ideas, not the quality of your code. And that the whole premise of the business is that. And in 2023, I had predicted that the business would start taking off and the AI would reach a point where, you know, all of this would be possible. All of what's possible today would be possible. I was a little too early and we had grown the company a little too much. We were like I think 130 people back then who weren't making a lot of money and we got to a point we had a board meeting where we realized that, you know, with the amount of money we're burning we're just not going to survive. And I knew it in my bones that, you know, I might be off by a year perhaps tops, but it is coming and like we're going to be able to build that world. And so, you know, made the very painful decision to cut down the team. And what happens when you do a layoff is you burst the dream, right? Startups tend to be based on somewhat of a delusion, right? You need people to believe in the impossible, right? You're trying to achieve something that wasn't achieved before. Otherwise, what's the point? And the moment you do a layoff, people like snap back to reality in a way, and they're like, 'Okay, maybe the thing I joined is not really working.' And so we cut 30% of the team but we ended up hemorrhaging like another 20%. We were like 60 people in like mid 2024 and at that point a new generation of models have come out. AI have progressed to the point that I felt we can build the first agents, the first software creation agent on the market. There was no agents at the time. There was some attempts at it but nothing was working. And so we pivoted the entire company and we said okay for this company to survive, and this is kind of a dark time, you know, becoming the success for this company to survive we need to really bet on this. And so we locked ourselves in a room literally, we had a war room and we built Replit Agent, launched in September 2024, first agent on the market before Claude, before any of those were agentic. And it took the world by surprise. People were surprised that this thing was possible. Even the AI labs called us and told us we didn't know you could do that with our models.
Ben Fatting 4:21 ↗
Wow.
Amjad Masad 4:21 ↗
And that led to the world we're living in where like agents are becoming a real thing. Whereas for decades in the history of AI, agents were theoretical things. And the business went from making almost no money. We were at like 2.5 million ARR which for our size was not very good to 250x, two orders of magnitude of growth in one year in revenue. And the company went from 1 billion in valuation to 9 billion in a year as well.
Ben Fatting 4:53 ↗
What did you need to believe during that time period of the bursting of the vision or the, I don't know, the delusion you described it, to keep going? Because it seems like when you're cutting staff, when you're getting concerned about cash flow, there are a lot of other ways you could have gone about it but you stayed the course.
Amjad Masad 5:18 ↗
Yeah, I'm a big fan of the burning the boats strategy, like the military strategy of like not giving yourself an out because I think anytime you hedge you end up not believing enough to lead the team well and people can see through that. But I try whatever I believe in I try to really embody it and really go all in and not hedge. And this is where I believe the future's headed. This is what we need to do. Even if it means taking massive risk, even if it means, you know, users might not understand it in the short term. When we launched Replit Agent and we transformed our platform from coding primarily to natural language, a lot of users were upset because they were still like in this old mindset. We're very adamant that this is the future and now everyone is coding in natural language. Literally everyone. But our users were the first to do that because we kind of dragged them along with us. And so I think believing and acting on that belief is very important. And it is stressful and like managing stress. I mean you talk a lot about leadership and entrepreneurship and so managing stress is a big part of it actually at that time.
Ben Fatting 6:42 ↗
It'll eat you alive if you don't have a way to manage it. How did you do it?
Amjad Masad 6:47 ↗
It's funny, but I used to be a big gamer growing up. When I moved to the US, you know, America is all about work, work, work. I didn't have time to play any video games. So, I didn't play video games for 10 years. That moment of a lot of stress, a lot of work. I actually bought a Steam Deck. And at night like when I couldn't sleep I would play video games and that was like an amazing escape.
Ben Fatting 7:12 ↗
Okay.
Amjad Masad 7:13 ↗
What's interesting about it too is it also infected our product design because the platform became a lot more fun because when you're no longer kind of stressing on the semicolons and the dot and like the syntax of it, programming becomes a lot more joyful. So we took a more gamified approach to building.
Ben Fatting 7:33 ↗
Oh wow. What a cool twist. Yes.
Amjad Masad 7:37 ↗
I think about one of my ways that I de-stress is I like to play tennis and when I'm on the tennis court, all I'm thinking about is my opponent and playing. It shifts me immediately. So, it's not like I'm under less stress, right, on the tennis court. In fact, physically, I'm under more, but I've shifted my mindset to something completely different and fully engaged.
Ben Fatting 7:58 ↗
Yes.
Amjad Masad 7:59 ↗
And then when I come back, yeah, ultimately maybe it's not about stress. It's about getting into a different mode of being. It's about getting into flow and stopping that rumination that's happening.
Ben Fatting 8:14 ↗
Yeah. If you think about your company's cash flow, you're not going to do very well on the video game. Vice versa.
Amjad Masad 8:21 ↗
Exactly.
Ben Fatting 8:21 ↗
And just have that break. That's right. And I think that's incredible that it infused or you said infected our product and in a way, I mean do you get that kind of feedback that using Replit is joyful for people?
Amjad Masad 8:36 ↗
Yes, people describe it as addictive, as joyful. It's like the most productive addiction that I have. That's what people say.
Ben Fatting 8:45 ↗
Okay. Which is good, there's worse things to be addicted to. Yes, yeah, well congratulations on that.
Amjad Masad 8:51 ↗
Thank you.
Ben Fatting 8:51 ↗
When what was your first job and how did it influence your leadership today?
Amjad Masad 8:56 ↗
My first job was an entrepreneurial job as well where I used to, again, gaming is a big part of my life. I used to go to these LAN gaming cafes. I don't know if you had them in the US but we didn't have good internet. So if you want to play with other people, you would go to a cafe and you would play in a LAN network. And I noticed that they weren't using software to manage their store. They were just hiring a lot of people and they would write your name and how many hours you bought and they would watch the clock and they will tap you in the shoulder till you ran out of time. They just used people for it. And it was also very insecure because anyone can come in with a virus or worm or some kind of key logger and steal their data and wreck your computers. And so I went to the owner of the store and I said like what if I built you software that can secure the store, that can manage, reduce your headcount, create loyalty programs. I kind of pitched it to him and I didn't have any code written at the time. I just knew that I could do it because I've been coding for many years and he's like, 'Yeah, I think that's amazing. We would buy it.' I was like, 'Okay, give me a couple months.' Those couple months turned into a year. I went away for more than a year. I remember my friend used to, you know, like sports and things like that. I used to play a lot, go out in our neighborhood and play soccer and all of that. My friends were like, 'You just disappeared for a while.' And so I was so engrossed in what I was doing. And then a year, perhaps a year and a half later I went out to them. I'm like okay I have the software and they were like who are you? They totally forgot about me. But luckily the world hadn't moved on at the time. And so I started showing them the software and they immediately liked it and they started paying me a lot of money at the time, hundreds of dollars. And McDonald's had just opened up in Amman, Jordan where I grew up and I took my entire class to McDonald's. I was balling.
Ben Fatting 11:08 ↗
Well, yes, we're getting Big Macs. Yes. What an incredible moment is this? It sounds like that was an entrepreneurial mindset that emerged in that moment. Had that been role modeled for you? Had you picked it up on the way or just sort of inherent to who you were?
Amjad Masad 11:24 ↗
You know, my father is a government engineer. There wasn't a lot of entrepreneurs around, but my brother and I were always entrepreneurial. My older brother, he still is, is now building actually software with Replit. And so we used to, we lived in a kind of low-income neighborhood and things were cheaper there than our friends in the same school that lived in higher income neighborhoods. So we used to like buy certain toys and sell them more expensive and so we were always scheming. I think just the fact that disparity, the fact my father stretched in order to put us in better schools and by putting us in better schools, there was an income disparity and so we saw our friends having PlayStations and we didn't.
Ben Fatting 12:15 ↗
And so you developed that desire, that need, and you're like, okay, what am I missing? You're missing money. Okay, how do you make money? And that's the entrepreneurial, it seems like, okay, you're just looking for the problem to solve, right?
Amjad Masad 12:27 ↗
Exactly. The problem is I need the gaming console that my buddies have.
Ben Fatting 12:35 ↗
Yeah. And here you are solving bigger problems. You know, what's the advice you give your younger self or something you tell your younger self to try?
Amjad Masad 12:45 ↗
You know, every success I've had has been driven by trusting my instincts. And the thing that I find most fascinating and interesting tend to yield eventually into some kind of business venture. But they start out, even when I started out on Replit I was interested in compilers and browsers and how do you put compilers in browsers. It was like a very technical academic sort of interest. Even with AI I was just like fascinated with it. I didn't exactly know how you could monetize it, how it could create business value. But there are times when there are like investors or other people that are trying to influence my decision-making where I actually went against my instinct and went in a direction that was more top-down reasoned. You can easily reason and there are people who are good at that. I have friends that will be like, 'Oh, this is what the world needs in terms of business. I'm going to go build that and sell it' and they're successful. I'm more like bottoms up. It's like innovation first and then go find a way to monetize that. But that's just how I am. And I think periods where I didn't trust that instinct is when we didn't do well.
Ben Fatting 14:00 ↗
That goes counter to a lot of people who say they don't build the dreams, they build it. If we build it, they will come. They say find it then build it. But your mind seeks. It's almost like it sounds like you have a creative part that's expressed and then you're able to sort of think through the business.
Amjad Masad 14:20 ↗
Yeah, there's a creative, there's also a predictive aspect. Like I like to predict where technology is headed. I like to kind of like see something in its infancy of like okay well you project that out and that's going to be huge, right? And so I'm able to project out progress in technology just because I've been coding since I was 7 years old. And like I've seen PCs evolve so much and then the smartphone evolve so much and then you sort of understand how technology works where everything starts out kind of crappy and the rational thing to do is to like GPT-2 when it came out in 2020. It would basically spit out a coherent sentence and then would go completely off the rails and start speaking Chinese to you. That was literally it in 2020. And so most people were just like what is this crap? Like, you know, we're working on a real thing.
Ben Fatting 15:10 ↗
Couldn't see the possibilities.
Amjad Masad 15:12 ↗
Couldn't see the possibilities. So I'm able to kind of see the possibilities. And finally I think where it gets problematic for people who think 'build it and they will come' is they don't do the sales and marketing. I actually do the sales and marketing. I enjoy that part. Like so I build the thing and I want to go sell it, I want to go tell people about it. So it's important to combine these two things.

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APA

Masad, A. (2026, July 28). CEO Tech Live | S3:E4 | Amjad Masad on the AI Bet That Changed Replit [Interview transcript]. Hexaware Technologies. CEOInterviews.AI. https://ceointerviews.ai/interview/1136289/

MLA

Amjad Masad. "CEO Tech Live | S3:E4 | Amjad Masad on the AI Bet That Changed Replit." Hexaware Technologies, 28 Jul. 2026. Transcript, CEOInterviews.AI, https://ceointerviews.ai/interview/1136289/.

BibTeX
@misc{masad2026_1136289,
  author       = {Amjad Masad},
  title        = {CEO Tech Live | S3:E4 | Amjad Masad on the AI Bet That Changed Replit},
  howpublished = {Interview transcript, Hexaware Technologies. CEOInterviews.AI},
  year         = {2026},
  month        = {jul},
  url          = {https://ceointerviews.ai/interview/1136289/},
  note         = {Speaker-attributed transcript with timestamps}
}