035.

Check-in routine keeps you ahead

Check-ins are one of the most underrated leadership practices.

They don’t get as much attention as daily stand-ups or team meetings, but they serve a different purpose. While structured meetings focus on teams, check-ins focus on individual leadership—often overlooked outside of one-off chats or occasional reviews.

Check-ins are private, flexible, and asynchronous, giving leaders a consistent way to stay informed and take action when it matters most.

What is a check-in routine?

A check-in is a simple weekly questionnaire completed by team members. It takes just 5–15 minutes at the end of the week. A typical check-in includes:

  • Weekly reflection – What went well? What challenges came up?
  • Future reflection – What are the top priorities for next week? Any risks ahead?
  • Objective updates – Progress tracking for OKRs or other key goals.
  • Open communication – A space to ask questions or flag concerns.

Why check-ins work

The biggest benefit of check-ins is the actionable insights they provide for 1:1 leadership.

They improve alignment, increase visibility, and catch roadblocks before they escalate.

Check-ins also strengthen team culture. Making some responses public can automate stand-ups, giving teams more transparency. One of the most popular features is the "kudos" section—a place to highlight teammates who made a difference that week. These shout-outs boost morale and appreciation across the team.

How to get started

You don’t need a dedicated tool, but platforms like 15Five make check-ins seamless. They automate reminders, organize responses, and provide dashboards for tracking progress.

If you prefer a lightweight setup, custom Slack bots or shared Google Forms work just as well. The best tool is the one your team already uses.

Whenever I lead a team, I set up a check-in system. It’s an easy and effective way to improve alignment and engagement.

If you’d like to set one up for your team, let me know—I’d be happy to help!

Get these thoughts to your inbox
Subscribed!