5 Minutes on One-on-One Conversations

One-on-one conversations between a supervisor and supervisee are an important part of building a strong, working relationship based in trust and communication.

They are your best opportunity for guidance, support, providing/receiving feedback, collaborating, listening, problem solving and going deeper.

Here’s the thing.


Do supervisors and supervisees agree on what a one-on-one conversation is for and why they are important?

Do you know how to best prepare for a good one-on-one conversation?

Do you know how to make them meaningful?

I cover all of that and more in this series about one-on-one conversations.


I know the value of one-on-one conversations. And I know that when they go wrong, they lose a lot of value.

You know that, too.

I sent out a two-question survey about one-on-one’s to my email list.

Here’s some of what I heard:

What has been most helpful or meaningful about 1:1’s you’ve participated in?

  • The time to learn about each other and build relationships

  • Moving towards common goals

  • Listening and sharing without judgment

  • Supervisees feel heard and validated

  • An opportunity to check-in and offer support

  • Building trust

  • Collaborative decision-making

  • Finding patterns to provide better support

What has been the biggest failure of 1:1’s you’ve participated in?

  • When it’s just updates it feels like a waste of time

  • Being in fix-it mode as a supervisor

  • Focusing only on tasks rather than bigger picture planning

  • When feedback isn’t taken well

  • Not doing them at all or not frequently enough

  • Supervisor-led with little opportunity for employee input

  • No time to pause and plan before or after the conversation


Let’s get better at one-on-one’s together.

I want you to be able to implement one-on-one’s that put your and your employee on the same page with shared goals.

You can lead one-on-one conversations that involve reflection and sharing; that are supervisor and supervisee driven; that can cover tasks and big picture thinking; and that support remote and hybrid work situations.

Keep reading about what one-on-one conversations are and why they are so important HERE.

In the meantime, here is one of my favorite resources with One-On-One Questions

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5 Minutes on The What And Why Of One-On-One’s

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5 Minutes on Turnover And Retention