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Square’s 1-on-1 Toolkit: The secret to managing your team’s careers
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1-on-1 Toolkit

1:1 Meetings

A dedicated space for direct reports to surface issues, questions, concerns, ideas, etc. This also works well on mobile (good for adding last-minute notes).
Before the meeting: Add topics
Prior to your weekly meeting, ask the employee to add any discussion topics they’d like to cover during this time.
Tip: Be sure to discuss the following topics on a regular basis:
Weekly: What can we add to
?
Monthly: Review
Monthly: Review

Add a meeting topic
Show discussed topics
Search
Topic
Added by
Date to discuss
Discussed?
1
Brainstorm first-ever virtual thumb wrestling tournament.
PR
Polly Rose
4/11/2021
2
Timelines for the event and marketing campaign.
JD
Joel Davis
4/20/2021
No results from filter

During the meeting: take notes
At the start of each one-on-one session, fill in your sentiments about how things are going. Then, review the sentiments together and discuss meeting topics.
Add meeting notes
Search
Date
Direct Report sentiment
Manager sentiment
Notes
1
Mon, Mar 28, 2022
😄 Feeling good
🤷 Meh
There are no rows in this table

After the meeting: Action items
Keep track of important to-do’s that surface during your 1-on-1 meetings.
Add action item
Search
Task
Owner
Due date
Done?
1
Schedule brainstorm for thumb wrestling swag
JD
Joel Davis
4/11/2021
2
Decide which magic tricks translate best over Zoom.
PR
Polly Rose
4/11/2021
No results from filter

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