The Subtle Art of Not Giving a F*ck: A Counterintuitive Approach to Living a Good Life

You have to choose something. You can’t have a pain-free life. It can’t all be roses and unicorns all the time. Pleasure is the easy question. And pretty much all of us have a similar answer.

The more interesting question is the pain. What is the pain that you want to sustain? That’s the hard question that matters, the question that will actually get you somewhere. It’s the question that can change a perspective, a life. It’s what makes me, me, and you, you. It’s what defines us and separates us and ultimately brings us together.

For most of my adolescence and young adulthood, I fantasized about being a musician—a rock star, in particular. Any badass guitar song I heard, I would always close my eyes and envision myself up on stage, playing it to the screams of the crowd, people absolutely losing their minds to my sweet finger-noodling glory. This fantasy could keep me occupied for hours on end. For me, it was never a question of if I’d ever be up playing in front of screaming crowds, but when. I had it all planned out. I was simply biding my time before I could invest the proper amount of energy and effort into getting out there and making my mark. First I needed to finish school. Then I needed to make some extra money to buy gear. Then I needed to find enough free time to practice. Then I had to network and plan my first project. Then . . . and then nothing.

Despite my fantasizing about this for over half my lifetime, the reality never came to fruition. And it took me a long time and a lot of struggle to finally figure out why: I didn’t actually want it.

I was in love with the result—the image of me on stage, people cheering, me rocking out, pouring my heart into what I was playing—but I wasn’t in love with the process. And because of that, I failed at it. Repeatedly. Hell, I didn’t even try hard enough to fail at it. I hardly tried at all. The daily drudgery of practicing, the logistics of finding a group and rehearsing, the pain of finding gigs and actually getting people to show up and give a shit, the broken strings, the blown tube amp, hauling forty pounds of gear to and from rehearsals with no car. It’s a mountain of a dream and a mile-high climb to the top. And what it took me a long time to discover is that I didn’t like to climb much. I just liked to imagine the summit.

The common cultural narratives would tell me that I somehow failed myself, that I’m a quitter or a loser, that I just didn’t “have it,” that I gave up on my dream and that maybe I let myself succumb to the pressures of society.

But the truth is far less interesting than any of these explanations. The truth is, I thought I wanted something, but it turns out I didn’t. End of story.

I wanted the reward and not the struggle. I wanted the result and not the process. I was in love with not the fight but only the victory.

And life doesn’t work that way.

Who you are is defined by what you’re willing to struggle for. People who enjoy the struggles of a gym are the ones who run triathlons and have chiseled abs and can bench-press a small house. People who enjoy long workweeks and the politics of the corporate ladder are the ones who fly to the top of it. People who enjoy the stresses and uncertainties of the starving artist lifestyle are ultimately the ones who live it and make it.

This is not about willpower or grit. This is not another admonishment of “no pain, no gain.” This is the most simple and basic component of life: our struggles determine our successes. Our problems birth our happiness, along with slightly better, slightly upgraded problems.

See: it’s a never-ending upward spiral. And if you think at any point you’re allowed to stop climbing, I’m afraid you’re missing the point. Because the joy is in the climb itself.





CHAPTER 3


You Are Not Special


I once knew a guy; we’ll call him Jimmy.

Jimmy always had various business ventures going. On any given day, if you asked him what he was doing, he’d rattle off the name of some firm he was consulting with, or he’d describe a promising medical app he was looking for angel investors to fund, or he’d talk about some charity event he was supposed to be the keynote speaker for, or how he had an idea for a more efficient type of gas pump that was going to make him billions. The guy was always rolling, always on, and if you gave him an inch of conversational daylight, he’d pulverize you about how world-spinning his work was, how brilliant his latest ideas were, and he’d name-drop so much it felt like you were talking to a tabloid reporter.

Jimmy was all positivity all the time. Always pushing himself, always working an angle—a real go-getter, whatever the fuck that means.

The catch was that Jimmy was also a total deadbeat—all talk and no walk. Stoned a majority of the time, and spending as much money in bars and fine restaurants as he did on his “business ideas,” Jimmy was a professional leech, living off his family’s hard-won money by spinning them as well as everybody else in the city on false ideas of future tech glory. Sure, sometimes he’d put in some token effort, or pick up the phone and cold-call some bigwig and name-drop until he ran out of names, but nothing ever actually happened. None of these “ventures” ever blossomed into anything.

Yet the guy kept this up for years, living off girlfriends and more and more distant relatives well into his late twenties. And the most screwed-up part was that Jimmy felt good about it. He had a delusional level of self-confidence. People who laughed at him or hung up on him were, in his mind, “missing the opportunity of their lives.” People who called him out on his bogus business ideas were “too ignorant and inexperienced” to understand his genius. People who pointed out his deadbeat lifestyle were “jealous”; they were “haters” who envied his success.

Jimmy did make some money, although it was usually through the sketchiest of means, like selling another person’s business idea as his own, or finagling a loan from someone, or worse, talking someone into giving him equity in their start-up. He actually occasionally talked people into paying him to do some public speaking. (About what, I can’t even imagine.)

The worst part was that Jimmy believed his own bullshit. His delusion was so bulletproof, it was honestly hard to get mad at him, it was actually kind of amazing.

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