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2010 VC Funding Outlook for Startups – Prepare for Winter (Part 3/3)

Both Sides of the Table

I obviously don’t have a crystal ball so the economy could fare better than my gut, but here’s why I’m cautious for some time in 2010 or early 2011: Why is the future still so unpredictable? This has a tangible impact on the valuation of start-ups and the pace of investment. million – take it.

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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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The Bad Advice Diverse Founders are Given Around Fundraising

This is going to be BIG.

When Chantel asked investors for $3mm for her seed round back in 2010, people stood up and took notice. I can't tell you how many times even insiders--people already invested in some of these companies--are telling diverse founders to go for incremental fundraises and not for bigger rounds. Venture investing is hard.

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The Twenty Year Itch: My Last VC Investment Out of Brooklyn Bridge Ventures

This is going to be BIG.

Sometime in the next few weeks, I’ll complete my next investment. Last August, I passed the point at which I had spent literally half my entire life working in this asset class, having started at the General Motors pension fund doing institutional investments in venture funds and late-stage directs back in February of 2001.

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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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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 – 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?