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Bad Notes on Venture Capital

Both Sides of the Table

On the phone … Me: So, you raised venture capital? I have never come across a sophisticated A, B or C round venture capitalist who thinks convertible notes are a smart move for entrepreneur or investor. Isn’t that conflicting advice? We raised a seed round. About $1 million. Me: At what price? Me: With a cap?

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

This is going to be BIG.

It will be the 105th deal out of Brooklyn Bridge Ventures, the firm I started back in September 2012, and it will be the last deal I’ll be making out of my third fund. It will also be my last venture capital deal. Around that time, I’ll be able to mark twenty years since I started as the first analyst at Union Square Ventures.

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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. This is minutes 8-11.

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Making Sense of the Stock Market Drops in Relation to Venture Financing

Both Sides of the Table

I’ve seen friends (and family members) lose much of their savings that way over the years because “Black Swans” happen and in 1987, 2001, 2003 & 2008 (just to name a few from my memory) huge market gyrations caused much financial distress to people seeking short-term gains. You don’t have a clue. Neither do I.

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How to Manage a Startup Through Troubling Times

Entrepreneurs' Organization

Like the downturns in 2008 and 2001, this has been a very trying time for entrepreneurs running startups. Many entrepreneurs are reliant on outside funding, whether angel investors, venture capitalists or strategic investors , to keep the venture going. The pandemic of 2020 has tested most sectors of the economy.

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Want to Know How VC’s Calculate Valuation Differently from Founders?

Both Sides of the Table

Back in 1999 when I first raised venture capital I had zero knowledge of what a fair term sheet looked like or how to value my company. Due to competitive markets we ended up with a pretty good term sheet until we needed to raise money in April 2001 and then we got completely screwed. No gotchas. No option pool shuffle.

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Time is the Enemy of All Deals

Both Sides of the Table

It quickly became impossible to raise venture capital. I lived through this again September 2001. It isn’t even a story about raising venture capital or M&A. Don’t over shop – If the deal you’re involved with involves raising venture capital or selling your company you naturally want some competition. Any deal.