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Re:“Entrepreneurs get distracted by fundraising, so I just d... by diego on Friday December 16, 2011 @10:16AM (#3360907)
VCs are more likely to give money to entrepreneurs who are already rich. There's a good reason for it: VCs (unlike angels) need home runs. Over the course of 10 years, a VC must catch a Facebook, a Google or at least a Twitter in order to be successful.

A rich founder is less likely to take an early exit, and more likely to want to swing for the fences. Think of @ev refusing to sell Twitter to Google as an example.

Also, an already successful entrepreneur is less risky from a VC standpoint. He was able to endure the process of taking a startup from zero to something. He's more likely to have "what it takes" to succeed.

That said, this guy is not acting rationally by flaunting his ability to raise money. Like he admits, he doesn't have a team yet. My due diligence in applying for a job as an early employee would uncover this article, and it would be a red flag concerning the personality of a potential boss.

Re:“Entrepreneurs get distracted by fundraising, so I just d... by anamax on Friday December 16, 2011 @10:26AM (#3360936)
Are "already successful" more or less likely to hit home runs?

I don't know the answer.

Netflix, redfin, and twitter are 2nd acts by "already successful" folk. Yahoo, HP, Amazon, Google, Disney, Apple, Cisco are by first-timers. (Disney had several failures under his belt.)

I don't know about Walmart. Sam Walton had been a regional manager for another chain but I don't know for sure that he hadn't been a "successful entrepreneur".

Re:“Entrepreneurs get distracted by fundraising, so I just d... by diego on Friday December 16, 2011 @10:29AM (#3360945)
That's survivor bias. The set of already successful entrepreneurs is much smaller than the set of first-time entrepreneurs.

To answer your question you want the distribution of outcomes for both sets. VCs have to have good estimates of that data.