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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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Some Reflections on VC Investment Decisions

Both Sides of the Table

I started in 2007 with a thesis that my primary investment decision would be about the team (70%) and only afterward about the market opportunity (30%). But they are also a tax on your time with portfolio companies, looking for new investments, running your shop and honestly they are a tax on your family life.

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Why Has Seed Investing Declined? And What Does this Mean for the Future?

Both Sides of the Table

Seed investments are down by any measure (funds, deals, dollars) over the past 3 years in deals < $1 million AND in deals between $1–5 million. thus the rise of “pre seed” investing). It’s very noticeable in terms of funds raised, dollars invested and deals completed. What gives?

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The Pre-Board Board: How to Create Accountability Before You Give Away a Board Seat

This is going to be BIG.

Typically, investors don’t take a board seat until you raise your first equity round—which means that it could be *years* before you have a real board meeting: A year of nights/weekends work researching, prototyping, and fundraising. I’ll make it simple. How many is too many, for example?

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Shut Up and Invest? Investors Weighing in on Politics

This is going to be BIG.

When you get an investment from Brooklyn Bridge Ventures—you get me. My investment thesis is shaped by the sum of my personal experience and so are my values. Limited partners judge my investment acumen. A co-op board is going to judge me at my next apartment. We get judged all the time.

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Why AI Won't Be the Investment Opportunity Everyone Thinks It Is

This is going to be BIG.

The venture asset class seems to have already decided that AI is the next great investment opportunity, but I’m not so sure it’s going to disrupt business and create the across-the-board wealth that has been predicted. I got to see all of the top VCs pitching their funds. Technology has already made the world pretty efficient.

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Board Diversity

A VC: Musings of a VC in NYC

The board diversity problem is a symptom of a much broader problem around lack of diversity in founders that get funded and lack of diversity in VC firms. Most startup boards are made up of a few founders and a few VCs. No wonder you have no diversity on the board. Boards don’t need three or four VCs on them.

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