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totalhack | 10 months ago

Well, pretty much everyone is less valuable than they think!

I've bootstrapped and sold two startups, first time with 5 (!) equal cofounders and second time with 3. I've learned a lot along the way, obviously some of that through mistakes of my own. Have my cofounders been perfect? Heck no -- one lacks the same level of drive, the other is less trustworthy (always multiple irons in the fire kinda guy). But we all have strengths, are all generally better off together, and have the combined skill set to run super lean. Even if you think you can do some things better alone, you can never do it all, and that grind will take quite a toll.

Related: over the years the topic of going into business with some of my best friends has come up, and I always say I would never do that. Running a fast-moving, high stakes business with multiple founders involves a lot of tough conversations and occasional relationship strain. My business partners are business partners first, friends second, and I think that's important to consider if you really value a friendship.

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