Paul Graham, besides being known for his pioneering work creating web-based software and co-founding the illustrious seed accelerator Y Combinator, is also known for penning an assortment of articles that are a must-read in the startup/tech community. He’s a very insightful essayist and writes with the kind of authority that can only come from reflecting on many years spent ‘in the trenches’. He covers a range of topics in his articles, but I’d like to highlight one in particular entitled “How to Do What You Love,” as I think he offers a lot of great advice.
I’ve cut-out some excerpts below, but let me recommend that you head over to Graham’s site to read the original article because if you’re interested in the topic (and who isn’t), it’s worth reading in full.
We have been misled about the realities of work
By the time [kids] reach an age to think about what they’d like to do, they have been thoroughly misled about the idea of loving one’s work. School has trained them to regard work as an unpleasant duty. Having a job is said to be even more onerous than schoolwork. And yet all the adults claim to like what they do. You can’t blame kids for thinking “I am not like these people; I am not suited to this world.” What a recipe for alienation.
[Kids have] been told three lies: the stuff they’ve been taught to regard as work in school is not real work; grownup work is not (necessarily) worse than schoolwork; and many of the adults around them are lying when they say they like what they do.
How much are you supposed to like what you do?
Unless you know that, you don’t know when to stop searching. And if, like most people, you underestimate it, you’ll tend to stop searching too early. You’ll end up doing something chosen for you by your parents, or the desire to make money, or prestige—or sheer inertia.
Here’s an upper bound: Do what you love doesn’t mean, do what you would like to do most this second. Even Einstein probably had moments when he wanted to have a cup of coffee, but told himself he ought to finish what he was working on first.
As a lower bound, you have to like your work more than any unproductive pleasure. You have to like what you do enough that the concept of “spare time” seems mistaken. Which is not to say you have to spend all your time working. You can only work so much before you get tired and start to screw up. Then you want to do something else—even something mindless. But you don’t regard this time as the prize and the time you spend working as the pain you endure to earn it. If your work is not your favorite thing to do, you’ll have terrible problems with procrastination. You’ll have to force yourself to work, and when you resort to that the results are distinctly inferior.
Do something you think is cool
To be happy I think you have to be doing something you not only enjoy, but admire. You have to be able to say, at the end, wow, that’s pretty cool. This doesn’t mean you have to make something. If you learn how to hang glide, or to speak a foreign language fluently, that will be enough to make you say, for a while at least, wow, that’s pretty cool. What there has to be is a test.
And that you would do for free
The test of whether people love what they do is whether they’d do it even if they weren’t paid for it—even if they had to work at another job to make a living. How many corporate lawyers would do their current work if they had to do it for free, in their spare time, and take day jobs as waiters to support themselves?
Don’t worry about prestige
Prestige is just fossilized inspiration. If you do anything well enough, you’ll make it prestigious. Plenty of things we now consider prestigious were anything but at first. Jazz comes to mind—though almost any established art form would do. So just do what you like, and let prestige take care of itself.
Finding work you love is not easy
It’s hard to find work you love; it must be, if so few do. So don’t underestimate this task. And don’t feel bad if you haven’t succeeded yet. In fact, if you admit to yourself that you’re discontented, you’re a step ahead of most people, who are still in denial. If you’re surrounded by colleagues who claim to enjoy work that you find contemptible, odds are they’re lying to themselves. Not necessarily, but probably.
Sometimes jumping from one sort of work to another is a sign of energy, and sometimes it’s a sign of laziness. Are you dropping out, or boldly carving a new path? You often can’t tell yourself. Plenty of people who will later do great things seem to be disappointments early on, when they’re trying to find their niche.
Do a good job and always produce
Is there some test you can use to keep yourself honest? One is to try to do a good job at whatever you’re doing, even if you don’t like it. Then at least you’ll know you’re not using dissatisfaction as an excuse for being lazy. Perhaps more importantly, you’ll get into the habit of doing things well.
Another test you can use is: always produce. For example, if you have a day job you don’t take seriously because you plan to be a novelist, are you producing? Are you writing pages of fiction, however bad? As long as you’re producing, you’ll know you’re not merely using the hazy vision of the grand novel you plan to write one day as an opiate. The view of it will be obstructed by the all too palpably flawed one you’re actually writing.
“Always produce” is also a heuristic for finding the work you love. If you subject yourself to that constraint, it will automatically push you away from things you think you’re supposed to work on, toward things you actually like. “Always produce” will discover your life’s work the way water, with the aid of gravity, finds the hole in your roof.
Don’t let the “impossible” constrain you
If you’re ambitious you have to… make a conscious effort to keep your ideas about what you want from being contaminated by what seems possible. It’s painful to keep them apart, because it’s painful to observe the gap between them. So most people pre-emptively lower their expectations.
How to get paid to do what you love
There’s another sense of “not everyone can do work they love” that’s all too true, however. One has to make a living, and it’s hard to get paid for doing work you love. There are two routes to that destination:
The organic route: as you become more eminent, gradually increase the parts of your job that you like at the expense of those you don’t.
The two-job route: to work at things you don’t like to get money to work on things you do.
Which route should you take? That depends on how sure you are of what you want to do, how good you are at taking orders, how much risk you can stand, and the odds that anyone will pay (in your lifetime) for what you want to do. If you’re sure of the general area you want to work in and it’s something people are likely to pay you for, then you should probably take the organic route. But if you don’t know what you want to work on, or don’t like to take orders, you may want to take the two-job route, if you can stand the risk.
Expect a struggle
Whichever route you take, expect a struggle. Finding work you love is very difficult. Most people fail. Even if you succeed, it’s rare to be free to work on what you want till your thirties or forties. But if you have the destination in sight you’ll be more likely to arrive at it. If you know you can love work, you’re in the home stretch, and if you know what work you love, you’re practically there.
For those fortunate enough to discover their calling and who are prepared to dedicate themselves fully to doing what they love, new heights of accomplishment may be attainable; particularly if one adheres to certain principles. On this, see Robert Greene’s book Mastery (in which Paul Graham, as a matter of fact, is featured).