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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

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. To some extent Keith Rabois agreed with me about domain knowledge and argued that most of his investments are in the consumer Internet space as a result. Always have been.

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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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Key Risks of Angel Investing

The Seraf Compass

? Early stage investing is an inherently risky way to invest. The list of high level risks is long and includes financing risk, technical risk, and market risk. As angel investors, you need to be aware of the key risks you are taking with your investment.

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What Exactly Is An Angel, and Where Do They Invest?

The Seraf Compass

For a variety of reasons, the mainstream business press is writing more about angel investing than ever. It seems like more now than ever before, if you tell a distant relative that you are an angel investor, they will say “oh I’ve heard of that” rather than give you a blank stare and assume you are talking about church choir.

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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

I’d rather be Roger Ehrenberg with a thesis around data-centric companies and base my investment decisions on my background. 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.