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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. First Round Capital requires Second Round Capital.

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Six Reasons Not to Invest in a Venture Capital Fund

This is going to be BIG.

More updates, more casual events, more exposure to portfolio companies, co-investing, etc., Being in a fund is not the same thing as angel investing. Of course, angel investing for most people isn't very fun past the first year. but you're still not pulling the trigger yourself. 2) The payback time is forever.

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Venture Capital Q&A Session

Both Sides of the Table

We received so much positive feedback from our This Week in Venture Capital show walking through valuation calculations & term sheets that we decided to do a Q&A show this week to address topics that entrepreneurs want to learn about. In fact, far better if you haven’t raised venture capital.

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The Fantastical, Stupendous, Wonkariffic Tale of How Ample Hills Creamery Raised a $4 Million Venture Capital Round

This is going to be BIG.

It's a story that just hit a milestone--a $4mm round of venture funding that I'm ecstatic to say Brooklyn Bridge Ventures just led. But just because you could see them everywhere doesn't make them an obvious venture bet--nor does it tell the story of how the round even came to be.

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

Both Sides of the Table

I can tell you many angels I know – and really sharp ones with more than enough capital to put to work – are telling me, “I’m currently going to sit on the sidelines for a while. This is the same with angel investing. Easier to start companies, yes. Total disruption on the funding market?

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Accessibility as an Advantage in Venture Capital: Why Creating Value for Everyone in the Community Wins

This is going to be BIG.

Today's top founders will undoubtedly start something new in the future, but they won't make up the majority of innovators going forward--just as prior generations of venture backed founders don't make up a majority of those who are succeeding today. I didn’t say venture investing was easy—but at least we got a look.)