Skills on AI

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Employee Onboarding

Use when asked to plan employee onboarding — pre-start logistics through the first 90 days for a new hire — picking up after a signed offer letter, as distinct from the offer letter itself, which commits to terms rather than planning what happens once the person actually starts.

Employee onboarding is the plan for a new hire's first days and weeks on the job, starting from where the signed Offer Letter leaves off. Its job is to get someone from "accepted the offer" to genuinely productive and likely to stay — not just to fill their first day with paperwork and introductions.

Key phases

  • Pre-start logistics — everything done before day one: paperwork, equipment and account provisioning ordered, a welcome message with practical first-day details (where to go, what time, who to ask for).
  • First day — orientation, a workspace and system access that already work, introductions to the immediate team, and a first check-in with the manager.
  • First week — role-specific training, meeting people outside the immediate team the role will work with, and small early tasks that build real (if low-stakes) momentum.
  • First 90 days — a ramp plan with milestones at 30, 60, and 90 days, culminating in the person owning a real piece of the role described in their Job Description.

Key components

  • Equipment and access provisioning — laptop, accounts, badge, and tools ready before day one, not requested on it; a new hire waiting on IT for their first several days sets the tone for the whole ramp.
  • Role expectations tied back to the job description — the ramp plan should translate the job description's actual responsibilities into concrete, dated goals, so both the new hire and manager can tell whether the person is on track against what the role was hired to do.
  • An assigned buddy, separate from the manager — someone the new hire can ask informal or "dumb" questions without it going through their reporting line, plus scheduled manager check-ins on a known cadence rather than ad hoc.
  • Defined 30/60/90-day milestones — set out ahead of time, not improvised as the weeks pass, so progress can actually be assessed against something concrete.

Common pitfalls

  • Onboarding treated as ending after day one — a strong first-day orientation with nothing structured for the following weeks leaves the new hire to figure out the actual job on their own.
  • No clear 30/60/90-day milestones — without them, neither the new hire nor their manager has a concrete way to tell whether ramp-up is actually on track or quietly falling behind.
  • Equipment or access not ready on day one — a new hire sitting idle waiting for a laptop, a badge, or system access wastes the most motivated period of their tenure and signals disorganization early.
  • Role in practice doesn't match the job description — a gap between what was described and offered and what the person is actually asked to do, left unaddressed instead of raised and resolved in the first weeks.
  • No assigned buddy, only the manager — leaves informal, everyday questions ("where do I find X," "is it normal that Y") with nowhere low-stakes to go.

Learn more

View employee-onboarding/SKILL.md on GitHub