Your Company Documentation Is Useless for AI

E342 - Your Company Documentation Is Useless for AI

Published: March 18, 2026

Duration: 54:47

#342: Most companies have plenty of documentation. The problem is almost none of it is findable, current, or true. Between what's documented, what's actually true, and what people actually do, there are gaps wide enough to kill any AI initiative before it starts.

Viktor makes a distinction that reframes the whole problem: there are two types of documentation. Why something was done -- that's eternal. How something works -- that's outdated the moment someone changes a config and forgets to update the wiki. The information about that change probably exists somewhere -- in a Zoom recording, a Slack...