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Sam’s Newsletter · Mar 30, 2025

Option A vs Option B

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Sam Gerstenzang · Sam’s Newsletter

So much of being a founder is staring down two options and neither looks particularly good. You're chewing glass and learning to like the taste of your blood (to quote Sean Parker).

Option A is pretty painful. Option B is also bad. The successful founder is just going forward anyway. The only sure failure is not to move forward.

But I think there are three different types of successful founders, although of course you can switch between them:

  • The brute: You choose the more painful option. You just have a huge amount of pain tolerance, and you make choices extremely quickly. Between Option A and Option B you’re right some of the time, but most importantly you go quickly and can take it.

  • The wizard: you choose the right answer between Option A and Option B most frequently. You're not always right. No one ever is. But you have a pretty good tolerance for pain and usually choose the better option.

  • The artist: you consistently invent a third option. There's always a move.

Pick your fighter.

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