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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. But I fear that for most angel investors who invest over the long haul angel investing will not be a profitable endeavor.

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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

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 Skill 2 – Domain Knowledge

Both Sides of the Table

The founders of Quora were respected technologists at Facebook and knew a thing or two about bacn and toast before setting up their highly sought after venture. Want to do a Q&A website? And when they wanted money they turned to none other than Matt Cohler, ex VP of Product Management at Facebook. Access to Deal Flow. Domain Knowledge.

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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

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

Imagine the positions of Sequoia (Google, Zynga, YouTube), Kleiner Perkins (Google), Accel (Facebook), Union Square Ventures (Zynga, Twitter) and so on. 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.