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The Cognitive Revolution · 3 min · Oct 7, 2026
AI is making decades-old system migrations feasible in months
CEO, OutSystems
Led OutSystems as CEO since 2025, after 18 years at Salesforce, including running its AppExchange marketplace.

Nathan LabenzHost · Host, The Cognitive Revolution
Founded AI video company Waymark and red-teamed GPT-4 before its release.
About this segment
Martin says AI can speed up every stage of legacy modernization, from understanding old systems to testing and rollout. One insurer plans a six-month migration instead of a six-year project.
From “Software That Never Breaks: OutSystems CEO Woodson on Building Enterprise-Grade Apps at AI Speed”, Oct 7, 2026. Watch the full episode
Thanks. We'll look at and fix what's off.
“instead of planning it as a six-year thing, we're now going to do it in six months.”
Woodson Martinat 44:10 · The Cognitive Revolution44:10Takeaways
- AI can help translate legacy systems into modern requirements.
- One insurer cut its planned timeline from six years to six months.
- Self-service tools can create new needs for integration and standards.
In this episode
Full episode- 7:29An intent model lets AI generate enterprise code deterministically4:47
- 27:07Most enterprise workloads do not need frontier models4:44
42:38AI is making decades-old system migrations feasible in months3:01
- 5 more moments in the full episode
Transcript
Transcribed by machine (Whisper) from the episode’s audio, so a word may be off here and there.
- 42:42
That's the idea. One of the things I noticed on the AdSystems website is, or maybe it was an article with you, but somebody said that AdSystems customers have a limited budget and a very long backlog. Is that changing today? Is the backlog actually getting shorter now that everybody's moving so much faster? Yeah, things are changing. So many things happening in this one. I think probably the most exciting thing happening for me is that projects that everybody was always afraid to put on the backlog are like these old legacy systems, the COBOL, the AS400, the Lotus Notes and stuff. They're finally getting their day because it's now possible with AI operating and accelerating the work at every phase of the very complicated process, by the way, just even understanding what these old legacy systems do, translating those into new
- 43:36
requirements that are modernized where we take old laborious work, turn it into agentic work and then the production of the new technology, the testing, the rollout, all of those things now can be accelerated dramatically with AI. And so we're seeing customers pick up the modernization, like insurance companies picking up the modernization of archaic 60-year-old case management systems and saying, we're finally ready to take on this project.
- 44:15
instead of planning it as a six-year thing, we're now going to do it in six months. And that is like a huge change into sort of what's on the backlog. There's another thing happening, which is, of course, like we used to need somebody's backlog to have our, like pretty common thing in most businesses is, hey, I need to do dashboard to track this new thing. And I would ask somebody for the dashboard and that would go on some backlog and somebody would build it.
- 44:42
Right now, you probably, in most organizations, you're like, hey, Claude, take this spreadsheet, make me a dashboard, and boom, right? Like, you've got it yourself. So, much more things have become self-service. Now, one thing a lot of companies are seeing is, okay, with all that self-service, now we're losing standardization. We're losing integration. We're going to need to go do some cleanup of those things.
- 45:06
But the good news is a lot of the experience has been figured out. What do people really need? Well, they built it themselves. They kept talking to Claude until they got it. So now we can say, okay, now how do I just make sure that I wire the back end of those things together in a way where they use our common data definitions, where they use our common standards for rule-based access control? And that's where a platform like OutSystems makes a big difference in processing, frankly, a very different kind of backlog than what it looked like even a few months ago.