Holly Garber

Holly Garber

How do I set boundaries when working with friends as contractors or clients?

Or: Are you ready for things to get awkward?

Holly Garber's avatar
Holly Garber
Jun 12, 2025
∙ Paid

At my advanced age of 44, I’m less worried than ever about the potential awkwardness of working with friends. I have accepted that life is often awkward, and for relationships to have depth, they need to have moments of conflict and vulnerability.

Navigating those moments is worth it. Working with friends can be delightful, helping you build deeper rela…

Keep reading with a 7-day free trial

Subscribe to Holly Garber to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2026 Holly Garber · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture