Three onboarding surprises nobody warned us about
We shipped onboarding for ISVs selling on AWS Marketplace. The hardest parts weren't technical — they were the assumptions we made about what "ready to sell" means.
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254 documents in 15 weeks
Briefs, research reports, sprint reviews, hiring posts, strategy docs. All written through conversations with Claude. The writing part works. The glue between tools doesn't.
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Concurrent agreements broke our assumptions
AWS Marketplace lets buyers stack multiple agreements on one product. Our order management assumed one buyer = one agreement. That assumption made it to production.
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I researched 14 AI writing tools. None solved the input problem.
Every AI writing tool faces the same design question: where does the user give instructions, and where does the output appear? They all fall into 5 paradigms.
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The vibe coding trap for internal tools
We used AI to build an internal tool in two days. It worked. Then someone needed to change the date format, and the whole team stared at code nobody understood.
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We built 6 prototypes in one session
Not mockups. Working prototypes in a BlockNote editor. Each one taught us something concrete about where AI instructions should live inside a document.
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