Develop skills, or “dive in” and start a startup?

Technical skills

There seems to be evidence that programmer productivity varies by at least an order of magnitude. My subjective sense is that I personally can become a lot more productive.

Conventional wisdom says that it’s important to build and iterate quickly. Technical skills (amongst other things) are necessary if you want to build and iterate quickly. So then, it seems worthwhile to develop your technical skills before pursuing a startup. To what extent is this true?

Domain expertise

Furthermore, domain expertise seems to be important:

You want to know how to paint a perfect painting? It’s easy. Make yourself perfect and then just paint naturally.

I’ve wondered about that passage since I read it in high school. I’m not sure how useful his advice is for painting specifically, but it fits this situation well. Empirically, the way to have good startup ideas is to become the sort of person who has them.

- http://​​www.paulgraham.com/​​startupideas.html

The second counterintuitive point is that it’s not that important to know a lot about startups. The way to succeed in a startup is not to be an expert on startups, but to be an expert on your users and the problem you’re solving for them.

- http://​​www.paulgraham.com/​​before.html

So one guaranteed way to turn your mind into the type that has good startup ideas is to get yourself to the leading edge of some technology—to cause yourself, as Paul Buchheit put it, to “live in the future.”

- http://​​www.paulgraham.com/​​before.html

So then, if your goal is to start a successful startup, how much time should you spend developing some sort of domain expertise before diving in?