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While many others would prefer the other way around.

There's no inherently better model. Someone might prefer flexibility over ambition. Others ambition over flexibility.

I think bootstrapping is overly romanticized. In many cases those entrepreneurs aren’t good at taking feedback or telling their story or have a lousy idea to begin with. Not to say that it’s not going to work or not admirable, but getting VC money is a very early kind of “product market fit” in the sense that you need to sell people your vision in return for money.

I did both bootstrap and VC paths. You can get it wrong in each, but I know that my previous insistence on not taking external money was somewhat rooted in arrogance.

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