perfectionism and pragmatism

There’s a meme about job interviews that goes like this: The interviewer will ask you, “What’s your biggest weakness?” And you respond, “Probably that I’m a perfectionist.” I’ve never been asked this question in an actual job interview, nor have I asked it. But, I do think there is some wisdom in there. Perfectionist tendencies can make you a great fit for some jobs, and an awful fit for others.

My own career so far has basically been two jobs.

Career path 1, investing on Wall Street, is a great fit for a perfectionist.

Career path 2, tech founder, is a terrible fit for a perfectionist.

Is there something generalizable in here? I think so.

If you’re thinking about a job where small mistakes are particularly costly (civil engineer, aerospace engineer, surgeon) or small advantages are particularly well-rewarded (lawyer, investor), these will play to your perfectionist tendencies.

Or, are you interested in a job where you can iterate quickly (software engineer, marketer, writer) or your ability to ship is more important than avoiding mistakes (artist, entrepreneur)? Pragmatists will outperform.

As a first-time founder, it took time to unlearn the perfectionist tendencies I picked up as an investor. And despite all the reading and all of the good advice I consumed, I still made a lot of classic newbie founder mistakes as a result: I shipped too slowly. I expected too much from version one. I didn’t course-correct fast enough. I was too married to my original vision.

New job seekers and career-changers, I hope you can introspect on your own perfectionist or pragmatist tendencies and find the right career fit for you. And to the perfectionist founders reading this, take it easy on yourself.

posted 25 nov 2021