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Paulo Rosado
Founder & Chairman of the Board, OutSystems

The worst advice I ever received, by Paulo Rosado.

📅 Jan 22, 2026 Bitalk - Negócios à Portuguesa 23 MIN 431 VIEWS 41 SEGMENTS · 2 SPEAKERS
🔵 OFFICIAL BITALK STORE 👉 https://loja.bitalk.pt 🛒 👀 Want to see more? Watch the full Bitalk here 👉    • #263: O SEGREDO DOS FUNDADORES DE SUCESSO ...   ✅ Subscribe and get exclusive content from Tocha and José Serra first-hand. 👉 / @bitalkpodcast Paulo Rosado is a Portuguese engineer and entrepreneur, known for being the co-founder of OutSystems, one of the largest technology companies born in Portugal and a world reference in the area of ​​low-code. Currently, after leaving the executive leadership, he remains as Chairman of the Board of Directors and strategic consultant, continuing to i...

Questions asked in this interview

12
  1. 0:00When did you realize that what you were doing was way ahead of its time and that you still had to cross a great desert whose size you didn't know?
  2. 0:33How many times did you think about giving up?
  3. 2:34And did that give you hope that you would get there?
  4. 4:28What is the technology or the way you solve it?
  5. 5:39And you weren't able to break through that?
  6. 6:31So your big change was the Pentagon?
  7. 8:39What do you think about that?
  8. 14:26Specialists in one thing or in several?
  9. 15:25Are you only talking about the United States or...?
  10. 15:48So what's the need to launch in Portugal for that?
  11. 16:55For example, what example could we have here?
  12. 18:22But what you're trying to say is that SMBs, small and medium-sized enterprises, are almost a B2C?
Interviewer 0:00 ↗
Paulo, what is the feeling of being ahead of your time? When did you realize that what you were doing was way ahead of its time and that you still had to cross a great desert whose size you didn't know?
Paulo Rosado 0:22 ↗
It's exactly when you're in a desert. You don't know exactly where the desert starts and where the trees begin. You just keep walking, one step at a time.
Interviewer 0:33 ↗
How many times did you think about giving up?
Paulo Rosado 0:35 ↗
I never thought about giving up. Never. For me, it was enough to have a single point of motivation. In startups, for every ten 'no's, there isn't one 'yes'. So we have to take advantage of the small victories. But the truth is, the product really worked.
Interviewer 0:59 ↗
One thing is for it to work. We have an example of a startup we've followed from the beginning that was also way ahead of its time in digital advertising, and it still is because the technology hasn't appeared yet. It had to stop.
Paulo Rosado 1:22 ↗
Yes, we were ahead of our time. We introduced many concepts that were adopted in the last 20 years, for example, DevOps, continuous integration, continuous delivery, which joins developers with the operators who run the software in the cloud. That integration was at OutSystems in 2002. The platform brought that together because it was one of the great levers to lower the cost of change. We needed to do that. So we did reverse engineering, we took the problem and concluded we wanted to implement six things that were later adopted by the industry. It wasn't that we were very smart. We just had a process of thinking about the problem and how to solve it. And when you think that way, everyone seems smart.
Interviewer 2:34 ↗
But the question is, you were observing some market signals that were in the right direction, right? Is that what you're saying? And did that give you hope that you would get there?
Paulo Rosado 2:48 ↗
Yes, because in practice we were ahead of the market in how we operated. Our big problem was... I once wrote a paper six or seven years ago because the conversation I had with IT departments, which we tried to sell to, was that it was too good to be true. 'Where's the catch?' was what they asked me. 'This is like a miracle. Where's the catch?' And I couldn't write it down for them. Because we had solved the basic things, we solved the problem completely.
Interviewer 3:25 ↗
The problem is in the adoption.
Paulo Rosado 3:26 ↗
Yes, it's in the adoption, in the marketing, and in the timing. If we had been in Silicon Valley, the company probably would have had a different path and reached billions in revenue much earlier. But since we were starting from Portugal, it was very difficult. We knew nothing about marketing. This product-market fit concept, you learn it through field experimentation. If the customer doesn't want to buy something, it's bad. But our product solved a customer's problem. It solved a problem. You just had to do a small proof of concept and it was suddenly miraculous. So they believed in it, but I had to make it happen. I always worked with initial disbelief. That's the big problem of being ahead: you're not navigating a category that is suddenly hot, that everyone is buying.
Interviewer 4:28 ↗
If you solve the problem, what's the difference? What is the technology or the way you solve it?
Paulo Rosado 4:33 ↗
Because there is distrust of the future. In a transaction, a sale, especially in B2B, customers fall into four main categories. Those willing to take a chance on a company with a completely crazy idea that no one has heard of, with seven people, who don't know how to dress for a meeting, can't explain things, have no marketing, and so on. This percentage is very small; they are the technologists or visionaries in that product introduction model. I don't know if you've heard of the Chasm crossing model. But the majority of customers we sold to, especially in Portugal, were in the second group, what's called the early majority, the pragmatists. Pragmatists have certain characteristics: they buy if someone else has already bought, they act in herds, they follow what's called...
Interviewer 5:39 ↗
And you weren't able to break through that?
Paulo Rosado 5:41 ↗
No, you need to find... the first ones are very difficult to sell to. You have to go to the first segment that isn't early adopters.
Interviewer 5:49 ↗
Huh, they are the early adopters, visionaries, technologists, it's more or less the same. That little group that takes more risks, that doesn't mind buying something different.
Paulo Rosado 6:02 ↗
But you can get those. The big problem is... no, no, no. Those, there are very few of them. In Portugal, we were very lucky with the people at Optimus. Tourism in Portugal at the time also... no, tourism came later. Brisa, and then we got Ana. But little by little, I had managed to get special people from a vision standpoint.
Interviewer 6:31 ↗
So your big change was the Pentagon?
Paulo Rosado 6:35 ↗
Change in what sense?
Interviewer 6:36 ↗
In terms of global adoption.
Paulo Rosado 6:38 ↗
No, no, no, it wasn't, actually. It wasn't.

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APA, MLA, BibTeX
APA

Rosado, P. (2026, January 22). The worst advice I ever received, by Paulo Rosado. [Interview transcript]. Bitalk - Negócios à Portuguesa. CEOInterviews.AI. https://ceointerviews.ai/interview/655883/

MLA

Paulo Rosado. "The worst advice I ever received, by Paulo Rosado.." Bitalk - Negócios à Portuguesa, 22 Jan. 2026. Transcript, CEOInterviews.AI, https://ceointerviews.ai/interview/655883/.

BibTeX
@misc{rosado2026_655883,
  author       = {Paulo Rosado},
  title        = {The worst advice I ever received, by Paulo Rosado.},
  howpublished = {Interview transcript, Bitalk - Negócios à Portuguesa. CEOInterviews.AI},
  year         = {2026},
  month        = {jan},
  url          = {https://ceointerviews.ai/interview/655883/},
  note         = {Speaker-attributed transcript with timestamps}
}