REWORK

AI Revisited - part 2

89 snips
Mar 4, 2026
Jason Fried, co-founder and CEO of 37signals and product designer, shares how he uses AI to edit copy, prototype UI ideas, and generate realistic test data. He discusses cautious product integration, hybrid approaches combining built-in AI with user agents, and why human support still matters. Short, practical takes on making AI useful without rushing adoption.
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ANECDOTE

Using AI As A Customer-Language Editor

  • Jason Fried uses Claude and ChatGPT as editors to align his writing with real customer language.
  • He fed Basecamp customer testimonials to the models, then had them suggest word swaps and sentence trims to better match customers' vocabulary.
ANECDOTE

Prototyping UI Ideas With An AI Assistant

  • Jason prototyped a UI change in Basecamp with Claude to keep recent chat avatars visible in the sidebar.
  • He asked the model to create a working mock so he could use it and validate the idea before asking an engineer to implement it properly.
ANECDOTE

Spinning Up Realistic Fake Data Instantly

  • Jason used Claude to populate local Basecamp seed data with realistic multi-user chat history for UI testing.
  • He instructed the model to produce weeks of varied conversations, attachments, emojis, and different message lengths to see interfaces under realistic scenarios.
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