Expertise is knowing all the ways projects fail — that's what lets you babysit agents

RexDouglass · x · 2026-11-06

RexDouglass argues expertise isn't starting brand-new projects with perfect foresight — it's having done the same kind of project 3-7 times and knowing every way it will go wrong, which makes you a pre-cog on failure modes and thus able to babysit agents. He jokes that decades of rewriting the same work across STATA, R, Python, and Rust built exactly this judgment. A sharp take on what human expertise is worth in the agent era.

Related event: Researcher jokes about tech-stack churn, says real expertise is foreseeing AI project failures(2 posts)→

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