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11 angel investing lessons

Venture Hacks

Spearhead asked me to write a post on angel investing when they first launched. Charlie Munger says investing requires a latticework of mental models. Here are 11 lessons for your angel investing lattice: If you can’t decide, the answer is no. Investing takes years to learn, but improves for a lifetime.

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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

This is the third article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). I should say that I agree that naive optimism in entrepreneurs can produce higher beta (upside or flops) and that’s good from an investment standpoint if you’re looking for big returns.

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Angel Investing (1): Dealflow – Are You Sitting at The Right Poker Table?

Both Sides of the Table

I believe the rise in angel investing is here to stay and the professionalization of this class (aka “super angels&# or “micro VC&# ) is a good thing for the VC industry and for entrepreneurs. Mostly, this segment of the market (like all of VC) is stacked in favor of the few.

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What Angel Investing & Florida Condos Have in Common

Both Sides of the Table

They have marked-up paper gains propped up by an over excited venture capital market that has validated their investments. Logic tells me the following: It is hard to make money angel investing. The best angels will do very well just at the best real estate investors did well in good times and bad. Why should you care?

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Angel Investing – The Most Underrated Skill: Access to Buyers

Both Sides of the Table

article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). After that it’s domain experience, access to VCs and deep pockets. It’s hard for me to imagine that angel investing outcomes judged 10 years from now will have a drastically different profile.

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Angel Investing 4 – Why You Need Deep Pockets to Win Big

Both Sides of the Table

This is the fourth article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). This is the same with angel investing. Protecting every investment – including bad hands – is a losing strategy in poker & in angel investing.

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Angel Investing Skill 2 – Domain Knowledge

Both Sides of the Table

This is the second article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). I like to invest where I have a personally strong connection with the entrepreneur and/or a strong intuition on the market from prior experience. In fact, sometimes seeing social proof (e.g.