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What Angel Investing & Florida Condos Have in Common

Both Sides of the Table

The dinner parties now are filled with self-righteous angel investors bragging about how many deals they are in on. 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.

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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

Paul Kedrosky made the case for “naive optimism&# being an important part of startup success. I’d rather be Roger Ehrenberg with a thesis around data-centric companies and base my investment decisions on the skills I’ve developed in my career. That’s what he knows best. Always have been. It’s hard to say.

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Angel Investing Skill 2 – Domain Knowledge

Both Sides of the Table

And we all know that Ron Conway is considered the savviest of angel investors and yet by definition not all of his investments succeed. 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. Who ultimately invested in FourSquare?

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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 4 – Why You Need Deep Pockets to Win Big

Both Sides of the Table

The first three skills I espoused were: access to the highest-quality deal-flow, domain knowledge of the topic area in which you’re investing and access to VCs to help fund the next stages of development. Markets like these are very kind to angel investors because you get taken out early and see a nice pop on your investment.

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Angel Investing – The Most Underrated Skill: Access to Buyers

Both Sides of the Table

I’m obviously only naming a small fraction of their investments since I don’t feel inclined to research them all and many other great venture firms have this kind of access. It’s hard for me to imagine that angel investing outcomes judged 10 years from now will have a drastically different profile. Or the CEO?

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An Angel Investing Overview of Key Founder Issues

The Seraf Compass

Conventional wisdom is that startups with cofounders succeed more often than startups run by solo entrepreneurs. Whether true or not, startups with multiple founders face key issues that will affect the company and its ability to raise money, grow, and ultimately be successful.