July 10, 2025

Ep. 11 – How to work with Friends & Family (Without Ruining the Relationship)

Ep. 11 – How to work with Friends & Family (Without Ruining the Relationship)

It starts with good intentions: a friend wants to hire you, a cousin needs a website, your partner offers to help with marketing. But somewhere between the first “no worries” and the tenth unpaid revision… things get complicated.


In Episode 11 of We Will Manage, we explore the real, sometimes messy, always human side of working with loved ones.

We talk about:

  • Why it feels easier to work with people you love — and why it’s actually not
  • The blurred lines between friendship and professionalism
  • Listener dilemmas that hit way too close to home (yes, that friend who still hasn’t paid you)
  • Boundaries, awkward conversations, and when to just say no


This one’s part cautionary tale, part group therapy — with some laughs, some hard truths, and a lot of “OMG, same.”

Press play and let us know: would you work with a friend again?


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