8 min · September 17, 2026
Your Side Hustle Is a Hobby (Until It Pays Rent)
Jason argues that most 'businesses' are just expensive hobbies wearing a business costume — and his co-host isn't letting him off easy on where that line actually sits.
Co-Host: Okay, so before we hit record you said something that kind of annoyed me. You said ninety percent of the businesses people pitch you are hobbies. That's a pretty smug thing to say to someone who quit their job.
Jason: It IS smug. But it's also true, and the reason people hate hearing it is that the test is really simple and most of them fail it.
Co-Host: Which is?…
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