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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.

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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

In these scenarios angels made great returns precisely because they didn’t need to dip their hands into their pockets a second or third time, their companies didn’t go bankrupt and they didn’t get buried in the cap tables by large VCs who put in “pay to play” provisions in tough times. So where are we now? It’s hard to say.

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

Both Sides of the Table

This is the same with angel investing. Protecting every investment – including bad hands – is a losing strategy in poker & in angel investing. From an investment perspective you need to absorb three scenarios in angel investing that require deep pockets. the diversity problem.

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Angel Investing – The Most Underrated Skill: Access to Buyers

Both Sides of the Table

It’s hard for me to imagine that angel investing outcomes judged 10 years from now will have a drastically different profile. The best angels or angel funds will do tremendously well. As I’ve said many times, investing shares many of the same characteristics as gambling.

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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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Revisiting Paul Graham’s “High Resolution” Financing

Both Sides of the Table

When I first read Paul Graham’s blog post on “High Resolution&# Financing I read it as a treatise arguing that convertible notes are better than equity. “A startup could also give better deals to investors they expected to help them most&# – That is a quote from Paul on the “high resolution financing&# post.

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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

But if 2011 & 2012 look more like 2008-2009 than 2010 or 2005-2007 then one of the most important skills of angel investors will be whether they can get their companies financed (or ramen profitable, but this is harder to sustain over a long period of time).