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If you’re out there being told to slap AI tools onto everything and call it “digital transformation,” this episode is your reality check. I sat down with Darren Murph—yes, the remote‑work oracle behind GitLab’s all‑remote strategy—to pull back the curtain on what needs to exist before you ever type “chatbot” or “LLM integration” into your roadmap.
We dug into why good documentation isn’t optional anymore, why remote‑work lessons are now directly relevant to AI adoption, and how companies who rushed ahead without building infrastructure are setting themselves up for a trust disaster. In short: if your data, your knowledge systems, your culture aren’t ready for AI, this technology is not your solution—it’s your liability.
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By David Rice5
1313 ratings
If you’re out there being told to slap AI tools onto everything and call it “digital transformation,” this episode is your reality check. I sat down with Darren Murph—yes, the remote‑work oracle behind GitLab’s all‑remote strategy—to pull back the curtain on what needs to exist before you ever type “chatbot” or “LLM integration” into your roadmap.
We dug into why good documentation isn’t optional anymore, why remote‑work lessons are now directly relevant to AI adoption, and how companies who rushed ahead without building infrastructure are setting themselves up for a trust disaster. In short: if your data, your knowledge systems, your culture aren’t ready for AI, this technology is not your solution—it’s your liability.
Related Links:
Support the show

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