The Do’s and Don’t’s of Venture Investing

When I first started investing, I got a lot of advice. Most people had the same thoughts on what to look for - the “Do’s” of venture investing. None of these were surprising and remain the case today. Do:

And many gave me advice about what not to do - the “Don’t’s.” Here are some the “Don’t’s” that I’ve heard along the way. Don’t:

I learned the hard way that there are no “Don’t’s” in venture investing. If you take this advice literally and categorically, you can miss on the companies that really matter. These categorical “don’t’s” are a statement of calculus and not probability, as Peter Thiel would say. And venture capital is an exercise in applied probability, not calculus. I’ve learned the hard way that each startup is situational and you need to block out your pre-conceived prejudices and biases to listen to each founder’s story.

 
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Kudos
 
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Get It in Writing.

I’ve worked with Ron Conway since 2007. Other than my Dad, he’s been the biggest mentor and influence in my career. His style is “lead by example” - he’s never sat me on his knee (I would pity his knee) to explain his best practices. I... Continue →