How to Monetize Any Hobby, Skill, or Passion
My 5 hacks to make it happen

From the get-go, you were fed bullshit: “You can be anything you want, even President of the United States” or Gary Vee’s “Do it, fuck it up. It’s your time to crush.”
The truth is that the dishonesty and disillusionment about what it takes to monetize a dream or passion are at a fever pitch.
New age internet gurus are clueless about your aspirations.
You could be dreaming of building a replica of Epstein Island, but they’ll still pimp out the belief that anything is achievable.
The truth is monetizing a dream is a mixed bag.
(put that on a t-shirt Gary Vee!!)
Monetizing is not fun; it’s a lesson in learning to be miserable.
Having Many Hobbies is a Blessing and a Curse
As an ultramarathoner, I occasionally entertain the idea of slamming my ankle on a rock mid-race, ending the 50-mile torment.
I’d have a built-in excuse, too.
“Yeah, that rock really got me back there.”
But this isn’t me.
It’s a thought — a self-defeating force working against me.
I think spreading yourself too thin with hobbies is the same way. It’s a curse. You might have a nice spread bet of solid skills, yet you can’t claim to be excellent at any one thing.
It’s procrastination for the one or two things that you could become a master at. “Jack of all trades, master of none.”
Don’t Chase a Dream After 50
Col. Sanders became a billionaire at the age of 88.
Morgan Freeman didn’t get his first break until 49.
They’re the exceptions, not the rule.
Even then, Freeman started acting at nine and Sanders mastered 11 herbs and spices in 20 years of chicken cooking. This is to say don’t let fear win and waste your time. Act now. Go now.
Writers and comedians often think they have careers, but let’s face it, they’re just indulging in glorified hobbies. And why the delusion? Well, they’re insane, that’s why.
And there’s nothing wrong with hobbies. This country once loved them, but now it’s all or nothing. Either you’re a millionaire or a loser. Ridiculous. It’s perfectly fine to have hobbies — and if you’ve waited too long to monetize a crazy dream, there are many other fountains of meaning to tap from.
You’ll Never Make It Without These Two Genetic Traits
My goal was to monetize my hobby of writing, and while I’ve done this, I do not always enjoy the things I have to do to maintain, but I do them anyway. I have no mouth and I must scream.
The rub is only a few people have the passion and the work ethic.
Many people only have the passion but are lazy as S-H-I-T.
You know the type.
And, I get it. A 9–5 job sucks. But unless you’re willing to treat your passion like a 9–5, you’re not likely to make it. If you’re a writer it means striving for Stephen King’s “writing on weekends, holidays, and birthdays;” if you’re a painter it’s Picasso’s “Painting is just another way of keeping a diary;” and if you’re a comedian or actor it’s treating stage time like reps at the gym.
In the blogosphere and the stand-up comedy scene where I perform in New York, it’s boring most days, embarrassing occasionally, and there’s rarely a big payoff.
But like a Marine you have to love being miserable. All the candyasses have nothing on you. And in the long run, that’s how it pays off.
Burn Your Self-Help Books
Most of them are just watered-down versions of Jung, Freud or Nietzche and largely say the same thing.
300 pages for two ideas.
I also despise the fact that, at least in my country, the psychology and economics section in “mainstream” bookshops is 90% self-help. Yes, I want to learn economics, no I don’t want to read Millionaire Mindset or How to become rich famous and increase your dick size by 35 inches thanks to day trading.
And I know what you’re thinking: isn’t this article self-help? Yes. But that’s how I get it, through articles. I still find a Tim Denning gem in his flurry of stories or, recently, Lauren Como and it doesn’t have to be an entire book.
There are good self-help tips hidden in an ocean full of garbage.
Discipline
Long-term success requires you to endure discomfort. In my experience, being able to tolerate a great deal of physical discomfort will make it easier to tolerate a great deal of mental discomfort.
A high tolerance for suffering will enable you to outwork your colleagues and keep going despite challenges. People like David Goggins and Casey Neistat exemplify why you can do anything you set your mind to.
Final Thought
Ideas are cheap. Literally, have one; think it up. Get a notebook and write it down because ideas happen all the time. This is why as Goethe put it: “we must plunge into experience and then reflect on the meaning of it.”
All reflection and no plunging drives us insane; all plunging and no reflection and we’re savages.
Have honest conversations with yourself about what makes you feel most alive and don’t be afraid to go after it.
And once you figure it out, don’t let anyone steer you wrong — not your parents, not those self-help types, not me.
So ask yourself: what lights your fire? And then go after it with everything you’ve got.
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