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February 24, 2025

You know what often gets lost between the “lifestyle freedom” dreams and the “I’m my own boss!” reality?

A tiny little thing called doing the work.

I discovered that early in my self-employment journey, when I wanted to be a writer. The only trouble was, I was a writer who did everything but write.

I watched a lot of bad television. I read a lot of advice about writing. I took some courses about writing.

But I did not write.

Call it willpower, or discipline, or even drive—whatever it was, I didn’t have it.

I’ve been fully self-employed and self-supporting since 2011. In that time, I’ve discovered that self-discipline isn’t something you’re born with (I wasn’t). It is something you can create for yourself, though.

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:

  • Why a results-based goal is not enough to keep you going, and what to do instead
  • The unfortunate downside to self-employment, and how to shift your thinking so you can actually get stuff done
  • A clever trick to try if you struggle to meet milestones
  • Subtle ways procrastination shows up, and how to recognize and defeat it

Resources mentioned:

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