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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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Angel Investing: Skill 3 – Relationships with VCs

Both Sides of the Table

Chris Dixon made the point that he thinks investors should look for the founders to have the domain knowledge rather than them having domain knowledge themselves. 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.

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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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An Angel Investing Overview of Key Founder Issues

The Seraf Compass

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. Conventional wisdom is that startups with cofounders succeed more often than startups run by solo entrepreneurs.

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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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Jason Calacanis Answers the Top 5 Questions He Gets about Angel Investing

Dream It

In this guest Dreamit Dose, Jason Calacanis (@jason), a technology entrepreneur, angel investor, and the host of the popular podcasts This Week in Startups and Angel, answers the top 5 questions he gets about angel investing. It is very common for angel investors to be former founders who have already accumulated wealth.

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Six Reasons Not to Invest in a Venture Capital Fund

This is going to be BIG.

The last thing you want as either a founder or even a VC is to have an investor get stuck with you when you're not on the same page about expectations. So here's all the reasons I told him he shouldn't be in: 1) Fund investing is boring. You trust me with your money and I get to do the fun part--working with founders.