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Onboarding First 90 Days

Designs an onboarding plan with an early real contribution, the unwritten knowledge spelled out, and checkpoints that surface problems while they are fixable.

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CategoryHuman ResourcesForOperators, FoundersTested onClaudeChatGPT

Running it, start to finish

  1. List the tribal knowledge nobody has written down — this is the main input.
  2. Identify a real, small, shippable task for week one.
  3. Hold the day 30 checkpoint properly and capture what they would change.

What you get back

The output this produces, every time.

  • Gets one real contribution shipped in week one, which establishes participation rather than observation.
  • Writes down the unwritten rules, the single largest reducer of time to productivity.
  • Sets checkpoints that surface problems at day 30 when they are still cheap to fix.

Getting better results

Where this usually goes wrong, and how to avoid it.

  • Spend your effort on section 3. It is the highest-value part and the one that feels least like real work. The useful entries are the ones that feel awkward to write.
  • Ask what they would change at day 30. There is a short window before a new person acclimatises and stops seeing what is odd. After that the information is gone.
  • Assign an owner per item. Onboarding that belongs to everyone belongs to nobody, and the gaps only show up as a resignation at month five.

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Written for The AI University. Every prompt in this library is original work — authored, tested and revised here, not collected from elsewhere. 365 of them, free with an account.