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GetDoolen Substack · Aug 17, 2026

The leader’s job is to create a conversation worth joining.

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Jon Doolen · GetDoolen Substack

If your team’s check-in meeting could have been an email, you’re doing it wrong.

Group check-ins should create clarity, solve problems, and move the team forward.

Instead, many become predictable status updates where one person talks, everyone else waits for their turn, and at least two people are secretly answering emails.

That is not engagement.

That is attendance.

If you want more from your staff, stop asking weak questions like, “Does anyone have anything to share?”

Ask questions that require people to think.

What progress have you made?

What is getting in your way?

What decision do you need from the group?

What did you learn that could help someone else?

What will you accomplish before we meet again?

The leader’s job is not to dominate the meeting.

The leader’s job is to create a conversation worth joining.

Invite different team members to lead portions of the meeting.

Ask someone to share a recent win, explain a challenge, or present an idea for improving the operation.

Make participation an expectation, not an awkward surprise.

At the same time, protect everyone’s time.

If a conversation only involves two people, take it offline.

If a problem requires deeper discussion, schedule a separate working session.

Do not hold ten people hostage while two people solve something that could have been handled elsewhere.

Most importantly, every meeting should end with clarity.

Who is doing what?

When will it be completed?

What does success look like?

A meeting without clear action is simply a conversation wearing a calendar invitation.

Your check-in meetings do not need to be longer.

They need to be more focused, more engaging, and more useful.

If your meetings have become predictable, quiet, or painfully routine, reach out to me.

I would be happy to help you spice up your meetings, improve engagement, and get more from the time your team spends together.

I am not hard to find.

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