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February 3, 2025

My only excuse is that I didn’t know what I didn’t know.

I didn’t know that running a successful business required more than just a strong desire to escape my corporate cubicle. I didn’t know that turning my “hobby business” into a full-time income meant it would no longer have the laid-back feel of a hobby at all.

And I definitely didn’t know how much work I’d have to do inside my own brain before I could make the move from employee to freelancer to entrepreneur.

I learned a lot of lessons and made a lot of mistakes, so let’s talk about the four biggest ones on today’s episode. My hope is by sharing them with you, I can help you avoid taking the same pointless detours.

Prefer a transcript? Here you go!

And if you’d prefer the video version, you’ll find it on my YouTube channel.

What you’ll learn in this episode:

  • The “SMART” goal the kept me playing small. (Spoiler alert: It didn’t turn out to be smart at all.)
  • How I let other people stand in my way (and three things I remind myself of now, to prevent that from happening again).
  • Why not having a boss can be a bad thing for entrepreneurs. Seriously.
  • The secret to not having any customers (a.k.a. Kevin Costner was misled).

Resources mentioned:

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