1-on-1 Prep

30-day check-in with a new hire

When to use

Use at the 30-day mark for new hires. This is your best window to catch onboarding problems and set expectations before habits form.

Prompt Template

I have a 30-day check-in with {name}, a new {role} who joined my team on {start_date}. Their onboarding buddy is {buddy}. So far I've observed: {observations}. Generate a 1-on-1 agenda that covers: 1. How they're feeling about the team and codebase 2. Whether onboarding has gaps (without leading them) 3. Early signals of their working style and communication preferences 4. Any friction with tooling, process, or team norms 5. What success looks like for their 60-day and 90-day milestones

Fill & Run

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Output Format

1-on-1 agenda with open-ended questions and follow-up prompts

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