How Do I Conduct A Meaningful One-On-One With My Team?

When done right, your direct report one-on-ones should produce incredible results.

In a recent interview I had, a junior sales candidate mentioned he’d like his “boss” to be a mentor as he wants to continue to get better. Your team needs a leader who encourages, supports, and pushes them. A weekly one-on-one is a perfect time to develop your team and hold them accountable for what matters the most.

If you’re wondering how a one-on-one is structured for maximum impact, here it is:

1. Connect and quick update. (3–5 min.)

Ask your team member, “Why don’t you quickly brief me on your OKR(s).”

Get them actively involved in the conversation. Highlight victories as you’ve noticed them from their weekly check-in, what you’ve observed through the week, or updates they’ve given you. Ask them to explain what went well in these situations.

Celebrate the behaviors you want to see more of.

2. Confirm accountability on key items.

This is the time to follow up on essential commitments they’ve made.

It’s also a great time to check-in, in an open-ended way, on key development goals they’ve set for themselves.