8 min · July 20, 2026

Your "Business" Loses Money? That's a Hobby With a Logo

Jason and his co-host fight about the one financial line that separates a real company from an expensive hobby — and why most founders won't admit which side they're on.

Co-Host: Okay, I want to start with something you said off-mic that kind of annoyed me. You said most of the people who tell you they run a business actually run a hobby. That's a pretty smug thing to say to somebody.

Jason: It is smug. I'll own that. But I'm not saying it to be mean, I'm saying it because I spent about four years of my own life running a hobby I thought was a business.

Co-Host: Which one?…

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