Cadence's senior infrastructure engineer is leaving in six weeks. Most of what they hold is in their head. Over five days we triaged their domains by risk ร opacity, captured the highest-risk ones into runbooks a different engineer can run, and produced an honest map of what's safe and what's still a single point of failure. We deliberately did not try to document everything โ we targeted the red.
Two of three critical systems are now owner-independent. The deploy pipeline and the incident response path are captured and handoff-tested. One remains a single point of failure: the legacy billing reconciliation job โ and we flagged it honestly rather than fabricate steps no one could confirm.
If the engineer left tomorrow: deploys and incidents are safe; billing reconciliation is not.
Coverage: 2 CAPTURED ยท 1 PARTIAL ยท 1 AT-RISK โ closing plan on the red below.
| System | Coverage | Status โ and what it'd take to close |
|---|---|---|
| Deploy pipeline | Captured | Full runbook; a second engineer ran a deploy unaided on Day 5. Owner-independent. |
| Incident response | Captured | On-call runbook + escalation path documented and walked through. Handoff-tested. |
| Monitoring / alerts config | Partial | Documented, but two alert thresholds are the engineer's judgment, not written rules โ flagged below. |
| Legacy billing reconciliation | At-risk | A nightly cron only this engineer fully understands. Needs a dedicated half-day session to capture safely; we refused to guess the steps. |
An AI told to "just document it" would have written confident steps for all of these. We didn't โ because the engineer couldn't confirm them, and a guessed runbook is worse than a known gap.
The flagged-gap list is part of the deliverable. Honest "we couldn't verify this" beats a confident guess that fails the day it's needed.
AI accelerates the drafting. It cannot know what it wasn't told โ so the discipline is verification and honest gaps, not speed.
| Ask AI to document from a transcript | This sprint |
|---|---|
| Invents the steps it wasn't told | Flags the gap, never fabricates it |
| Gaps look filled โ confidently wrong | Gaps shown honestly as at-risk |
| No idea what it doesn't know | Expert confirms every procedure |
| A doc only its author can follow | Handoff-tested by someone else |
| A clean-looking liability | An honest coverage verdict |
A confident doc that fabricates the parts no one checked is worse than no doc. The product is knowing, honestly, what's still at risk.
Five bounded days: facilitated capture, verified runbooks, and an honest bus-factor map. Pair it with the AI Onboarding Sprint to install the habits that keep docs alive. Book a Documentation Sprint โ