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Playbook 04 · 5 min read

The Onboarding Playbook

Set a new assistant up to run your day-to-day from week one.

The Onboarding Playbook

A great hire fails when onboarding is an afterthought. The goal is simple: by the end of week one, they are already taking real work off your plate. Here is the system that gets you there.

1. Prep before day one

Have access, logins, and a short context doc ready before they start. Nothing kills momentum like a first day spent waiting for a password. A password manager and a one-page "how I work" note do most of the heavy lifting.

2. Day one: context, access, one small win

Walk them through how you think and what matters to you, hand over access, then give them one small, finishable task. Ending day one with a real win sets the tone for everything after.

3. The first week: shadow, then do

Let them watch you handle your inbox and calendar once, then hand it over with you reviewing. By day three or four they should be drafting, and you should be approving rather than doing.

4. Document as you go

Every time you explain something, have them turn it into a short SOP. Explain it once, capture it, and never explain it again. In a few weeks you have a living manual for how your world runs.

5. The 30-day ramp

Add one new area of responsibility each week rather than everything at once. By day 30 they should own your inbox, calendar, follow-ups, and a recurring process or two, with a weekly review keeping you in sync.

How KeyPlayers onboards for you

Your KeyPlayer arrives AI-trained and matched to your work style, and a dedicated success team runs the onboarding with you so it actually happens. You are not left to figure it out alone.

Rather have us run it for you?

Book a call and we will match you with a screened, AI-trained KeyPlayer who runs this playbook from day one.