When to Do What You Love

What do you do in the face of uncertainty? Get more certainty. And probably the best way to do that is to try working on things you’re interested in. That will get you more information about how interested you are in them, how good you are at them, and how much scope they offer for ambition.

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One useful trick for judging different kinds of work is to look at who your colleagues will be. You’ll become like whoever you work with. Do you want to become like these people?

Indeed, the difference in character between different kinds of work is magnified by the fact that everyone else is facing the same decisions as you. If you choose a kind of work mainly for how well it pays, you’ll be surrounded by other people who chose it for the same reason, and that will make it even more soul-sucking than it seems from the outside. Whereas if you choose work you’re genuinely interested in, you’ll be surrounded mostly by other people who are genuinely interested in it, and that will make it extra inspiring.

The other thing you do in the face of uncertainty is to make choices that are uncertainty-proof. The less sure you are about what to do, the more important it is to choose options that give you more options in the future. I call this “staying upwind.” If you’re unsure whether to major in math or economics, for example, choose math; math is upwind of economics in the sense that it will be easier to switch later from math to economics than from economics to math.

There’s one case, though, where it’s easy to say whether you should work on what interests you the most: if you want to do great work. This is not a sufficient condition for doing great work, but it is a necessary one.

There’s a lot of selection bias in advice about whether to “follow your passion,” and this is the reason. Most such advice comes from people who are famously successful, and if you ask someone who’s famously successful how to do what they did, most will tell you that you have to work on what you’re most interested in. And this is in fact true.

That doesn’t mean it’s the right advice for everyone. Not everyone can do great work, or wants to. But if you do want to, the complicated question of whether or not to work on what interests you the most becomes simple. The answer is yes. The root of great work is a sort of ambitious curiosity, and you can’t manufacture that.