How to prepare for a one-on-one

One-on-one meetings are the most important recurring meeting for managers and direct reports. They build trust, surface problems early, and keep career development on track. Yet most people walk in with no preparation and default to status updates, which is a missed opportunity. A prepared one-on-one covers progress, blockers, feedback, and growth topics in 30 minutes. This guide shows you how to prepare in five minutes so the conversation is focused and valuable for both sides.

Steps

1. Review notes from the last one-on-one

Pull up any action items or topics carried over. Check what was promised by either side and note what got done. Starting with follow-through builds accountability and shows you take the relationship seriously.

2. Prepare two to three discussion topics

Choose topics that go beyond status: a blocker you need help with, feedback you want to give or receive, a career goal update, or a process that is not working. Write one sentence per topic so you remember the point you want to make.

3. Note any feedback or recognition

Think about what the other person did well recently and any behavior you want to address. Specific examples land better than vague praise. Write down the situation, behavior, and impact so your feedback is clear.

4. Set a reminder and share the agenda

Send your topics to the other person 15 minutes before so they can prepare too. A life assistant can compile your notes into a short brief with discussion points and open action items from prior sessions.

Why use a life assistant for this?

A life assistant can pull together your past action items, format discussion points, and generate a brief for the one-on-one. You walk in prepared instead of improvising, and the conversation focuses on what matters.

Frequently asked questions

How often should one-on-ones happen?

Weekly or biweekly works for most teams. The key is consistency: cancelling repeatedly signals that the relationship is low priority. If you must reschedule, move it within the same week rather than skipping.

What if my direct report has nothing to discuss?

That often means they do not feel safe raising issues, or the format is too rigid. Try asking open questions: ‘What is frustrating you this week?’ or ‘What would make your work easier?’ Give them the agenda template ahead of time so they can add topics.

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