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I Became an Entrepreneur Because My Life Stopped Being Fun

In: Hate Your Job?

I’m in the airport, on my way to London.

London is officially my favorite city in the world because it’s the one place where I don’t feel like an overdressed moron. (Try going anywhere in Costa Rica with even so much as kitten heels and YOU WILL LOOK RIDICULOUS.)

I’ll be there all summer, excited to be working with clients 1:1 doing our fabulous magazine style photoshoots and business strategy sessions from some of the most gorgeous flats I’ve ever laid my eyes on. (And trying like hell to jog every morning in an effort to be one of those people who, ahem, jog every morning.) Then, come August, I’ll be holing up in a siccccckkkkkkkkkkkk boutique hotel in the Cotswolds with a very small, intimate group of women on a private business intensive that I’m hosting. (Watch out for my note tomorrow if this sounds fucking fantastic to you.)

Did I have to fly all the way to London to do all of this? Probably not. Did I have to do any of this at all? Not really, considering it’s actually the least profitable part of my business model, given all of the associated expenses.

So why do it?

Why not just focus on the most money, the most leverage, the most scalable? Why not do it from a less costly location? Why not do a retreat in a place where I already live?

Simple: because that would take the fun out of it.

I got into this business, years ago, because my life stopped being fun. And so much of that has to do with the way we spend our professional hours each and every day. Fun is mission critical—an element that most people choose to ignore on the forever quest to “get ahead.”

You might make more money when you choose to “get ahead,” but what is it costing you?


When your work costs you your life, it is no longer a viable trade.

So when I board this plane to London today, I do not go for the sake of my work. I go for the sake of myself.

Because sometimes, the fact that you are able? Is the only reason you need at all.

Dec 1


“I Want to Do Something Else…But What?” Welcome To The Fucking Question That Everyone Is Asking Themselves.

I have a dirty little hypothesis. It’s about the discontent. The unrest. This global epidemic that’s happening behind closed doors of women wanting something else. It’s why the LuLaRoe, the Advocare, the Younique. It’s why books like Eat, Pray, Love became bestsellers. It’s why we’re spending so much time on the Internet, too, and drinking […]

In: Hate Your Job?


Nov 10


Stop Waiting to “Be Ready.” Or “Have Your Ducks in a Row.” Or Until the Baby is Born, or the House is Built, or the Kids Are Older / More Independent / Less of a Pain in the Ass.

I hear people talk about job security all the time, as if this were a real thing. But people really seem to like the concept, you know? I mean, I can’t think of anything more comforting than 40 years of standing in an elevator every day with Lou from HR. <Wide, delirious eyes.> I’m not […]

In: Hate Your Job?


May 1


Here’s an Opportunity – TAKE IT

I’ve got a theory. Don’t tell anyone, because if they take it to heart, they might get even better at this business thing, and then what’s going to happen is that one year from now, you’ll somehow find yourself eating red velvet cupcakes at their book signing instead of your own, except you won’t just be […]

In: Hate Your Job?


Jun 18


Seek Pleasure, And You Will Have Found Your Work

Procrastination is not a symptom of something that’s wrong with you, your brain, or your level of commitment—it’s a clue. Something is wrong with it. The thing you’re doing—do you really want to be doing it? Does this actually give you joy, or have you roped yourself into yet another maze of obligations and onuses, […]

In: Hate Your Job?


Oct 17


We Need You to Give Yourself the Job

Today I will drive twenty six miles on backroads, through crisp autumn air, past dairy farms and old Citgo stations, and up a giant hill to my alma mater, Blue Ridge High School, here in rural Pennsylvania. I’m speaking to a group of seniors. Hijacking their last class of the day as I hoist myself […]

In: Hate Your Job?


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