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EPISODE · Jul 1, 2026 · 32 MIN

AI Challenges in Software Development

from REWORK · host 37signals

AI didn't just speed up the development of Basecamp 5, it changed how it was built. This week, Jason Fried and David Heinemeier Hansson break down how much of a role AI played in building their latest product, where it shines, and how 37signals had to adjust its process to keep their code base clean. Key Takeaways 00:11 – How much of a role AI played in building Basecamp 5 09:55 – Where the intelligence technology truly excels 14:42 – The new challenge of saying no when features become easier to build 16:19 – Why a leaner product roadmap still matters 18:32 – Staying "easy to use" while competitors focus on AI features 20:44 – Why AI deserves both the hype and the skepticism 25:12 – Token spend, productivity, and staying profitable Links and Resources AI Agents welcome in Basecamp Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

Episode metadata supplied by the publisher feed · Published Jul 1, 2026

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AI didn't just speed up the development of Basecamp 5, it changed how it was built. This week, Jason Fried and David Heinemeier Hansson break down how much of a role AI played in building their latest product, where it shines, and how 37signals had to adjust its process to keep their code base clean. Key Takeaways 00:11 – How much of a role AI played in building Basecamp 509:55 – Where the intelligence technology truly excels14:42 – The new challenge of saying no when features become easier t...

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AI Challenges in Software Development

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