The Future Of The Future

206. Jake Dubin. Human Judgement In An AI Native World.

September 17, 2026·19 min
Episode Description from the Publisher

AI is making it easier than ever to build software; but building software faster doesn't necessarily mean building it better. As code becomes cheaper to generate, engineering judgment becomes more valuable, not less.Today's guest, Jake Dubin, has spent more than 25 years building and scaling technology companies through multiple waves of innovation. From engineering and architecture to CTO, founder, and inventor, he's seen firsthand that while AI is changing how we create software, it hasn't changed the fundamentals: great architecture, security, scalability, testing, and human accountability still matter.In this conversation, we explore where AI genuinely transforms software development, where the hype gets ahead of reality, and why the future belongs not to AI alone, but to teams that know how to combine AI speed with human judgment. 

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