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Managing Made Simple · July 14 · 15 min

How to make managing former peers easier (The Sit-Down in action)

You got promoted. Your closest work friend is now your direct report. And what felt like it would be easy is now the most uncomfortable relationship in your professional life. This episode is for you. Lia shares her own worst management experience -- managing someone who was her best friend at work -- and the 30-minute conversation she wishes she'd had from day one. In this episode you will learn: Why managing someone you already know tends to go wrong faster than managing a stranger The assumption that skips the most important conversation -- and how to have it even when you're already in the mess The Sit Down: a 30-minute, three-step framework for turning around even the most difficult working relationship What to say first (most leaders get this backwards) How the same conversation keeps your best people before they send you a resignation email Chapters 00:00 Navigating Friendships in Management 05:45 Taking Responsibility in Leadership 11:51 Proactive Conversations for Team Retention Resources mentioned: Free guide -- 5 Conversations We're Avoiding (with word-for-word scripts): liagarvin.com/convo DM "convo" on Instagram to receive the guide Download my FREE guide to making hard conversations with your team easier at liagarvin.com/convo Looking for support for yourself of your team? I've got you covered. Explore manager training, leaders keynotes & offsites, and 1:1 advisory, or my 90-Day-COO program for business owners who want simple systems that actually work. I transform teams from cost centers to profit centers with practical tools and research-backed strategies that make managing EASIER. Get all the details at: www.liagarvin.com Contact: liagarvin.com/contact Email: hello@liagarvin.com Follow on Instagram: https://www.instagram.com/lia.garvin Watch on YouTube: https://www.youtube.com/@Lia.Garvin -- © 2026 Lia Garvin / Managing Made Simple

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show notes

You got promoted. Your closest work friend is now your direct report. And what felt like it would be easy is now the most uncomfortable relationship in your professional life. This episode is for you. Lia shares her own worst management experience -- managing someone who was her best friend at work -- and the 30-minute conversation she wishes she'd had from day one.

In this episode you will learn:

  • Why managing someone you already know tends to go wrong faster than managing a stranger
  • The assumption that skips the most important conversation -- and how to have it even when you're already in the mess
  • The Sit Down: a 30-minute, three-step framework for turning around even the most difficult working relationship
  • What to say first (most leaders get this backwards)
  • How the same conversation keeps your best people before they send you a resignation email

Chapters

  • 00:00 Navigating Friendships in Management
  • 05:45 Taking Responsibility in Leadership
  • 11:51 Proactive Conversations for Team Retention

Resources mentioned:

  • Free guide -- 5 Conversations We're Avoiding (with word-for-word scripts): liagarvin.com/convo
  • DM "convo" on Instagram to receive the guide

Download my FREE guide to making hard conversations with your team easier at liagarvin.com/convo

Looking for support for yourself of your team? I've got you covered.
Explore manager training, leaders keynotes & offsites, and 1:1 advisory, or my 90-Day-COO program for business owners who want simple systems that actually work.

I transform teams from cost centers to profit centers with practical tools and research-backed strategies that make managing EASIER.

Get all the details at: www.liagarvin.com
Contact: liagarvin.com/contact
Email: hello@liagarvin.com

Follow on Instagram: https://www.instagram.com/lia.garvin
Watch on YouTube: https://www.youtube.com/@Lia.Garvin

--

© 2026 Lia Garvin / Managing Made Simple

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