Remind Managers in Slack to Schedule Monthly One-on-Ones

4 min setup

No coding required

Runs automatically

Regular one-on-ones are one of the simplest ways to hear how your team is really doing, and they are also the first meeting to slip when things get busy. This workflow runs at the start of each month, finds everyone in your managers channel in Slack, and sends each of them a direct message reminding them to book a one-on-one with every direct report.

Use this template → Related article

Schedule (Trigger)

Slack Get List of Members in Channel

Loop

Slack Send Message

How it works

4 steps to make sure every manager books one-on-ones each month

App connector: Schedule • Time to complete: 1 minute

Runs on the first weekday of each month in the morning.

App connector: Slack • Time to complete: 1 minute

Get everyone in the private managers channel, so the reminder only goes to people who manage a team.

App connector: Loop • Time to complete: 1 minute

Go through the managers one at a time.

App connector: Slack • Time to complete: 1 minute

Send each manager a direct message reminding them to book a one-on-one with every direct report this month, with two or three suggested questions about workload and wellbeing.

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FAQs

Does this book the meetings for managers?

No. It sends a reminder, and each manager books the time with their own reports in whatever calendar they use.

Can I change how often it runs?

Yes. Change the schedule to every other week or every Monday if your team holds one-on-ones more often.

Who receives the reminder?

Everyone in the Slack channel you pick. Add or remove people from that channel to change who gets it, with no change to the workflow.

Personalize this template

Customize this workflow even further:

Post in a channel instead

Replace the direct messages with one message in the managers channel if you prefer a single shared reminder.

Use Slack reminders

Swap Send Message for Create Reminder so each manager gets a native Slack reminder they can snooze until they book the meetings.

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make sure every manager books one-on-ones each month

4 min setup • Fully supported if you need help