The Month-Two Checkpoint: When to Pull the Plug on an AI Pilot
This story is from 2026-09-03. It is preserved in the archive; the latest stories are on the live feed.
Every AI pilot I run has a checkpoint around week eight where we decide, in writing, whether to continue, change direction, or stop. The decision itself is rarely hard. What makes it possible is that the criteria were written down in week one, before anyone had a favourite outcome to defend. Why we…
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- 2026-09-03 08:01 · DEV Community — AI
The Month-Two Checkpoint: When to Pull the Plug on an AI Pilot