We love to romanticize the idea of building something with your best friend — instant trust, shared vision, no awkward getting-to-know-you phase. But the reality? It's a minefield.
This week, we sit down to talk about what actually works when you start a business with friends, and more importantly, what doesn't. Marc shares the story of his failed custom suit venture with a party friend (spoiler: two dreamers, zero execution), and Paul reflects on the partnership in his late 30s that actually thrived — complementary skills, brutal honesty, and annual therapy walks in the woods.
We also get uncomfortably transparent about our own working relationship: Marc's chronic lateness, Paul's need to be charmed out of his annoyance every recording, and the fact that we both answered "fuck no" when asked if we'd ever work for the other. The takeaway? Friendship and business are two separate things, and the hygiene around keeping them distinct is what makes or breaks the partnership.
Chapters:
0:00 Introduction
3:55 The Idiot of the Week
6:57 Starting a Business with Friends
9:27 Lessons from Failed Ventures
12:11 Building Successful Partnerships
15:48 Therapeutic Reflections on Collaboration
18:26 Navigating Annoyances and Appreciations
21:08 The Dynamics of Working with Friends
23:34 Investing in Friendships and Business
25:31 The Complexity of Hiring Friends
30:02 Maintaining Professional Boundaries
33:14 The Importance of Clarity and Hygiene in Relationships
| Ep 60
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