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The Changing Venture Landscape

Both Sides of the Table

In 2001 companies IPO’d very quickly if they were working, by 2011 IPOs had slowed down to the point that in 2013 Aileen Lee of Cowboy Ventures astutely called billion-dollar outcomes “unicorns.” Pre-seed is just a narrower segment where you might raise $1–3 million on a SAFE note and not give out any board seats.

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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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The Yo-Yo Life of a Tech Entrepreneur – A Cautionary Tale

Both Sides of the Table

TechCrunch Europe ran an article in November of last year that European startups need to work as hard as those in Silicon Valley and I echoed the sentiment in my post about the need for entrepreneurs to be maniacal about their businesses if one wants to work in the hyper competitive tech world. We were based in London.

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

Both Sides of the Table

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. And for some strange reason entrepreneurs didn’t share this information. I’ve started from day one trying to build total transparency into my process with entrepreneurs.

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Reading what was written and the VC age question

This is going to be BIG.

What I would offer to entrepreneurs is that you should know what you're getting from each investor you let into the round. An experienced entrepreneur who has raised money multiple times can be a great board member as well. Of course, you don't always need that experience from a VC.

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Praying to the God of Valuation

Both Sides of the Table

2001–2007: THE BUILDING YEARS The dot com bubble had burst. I was in it for the love of working with entrepreneurs on business problems and marveling at technology they had built. Within 5 years I was on the board of real businesses with meaningful revenue, strong balance sheets, no debt and on the path to a few interesting exits.

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Should Founders Be Allowed to Take Money off the Table?

Both Sides of the Table

A friend of mine is a serial entrepreneur and is running a high-profile, early stage company in NorCal. We exchanged ideas when I was an entrepreneur along side him in NorCal in 05-07 and my point-of-view on founder / VC relationships hasn’t shifted even 1% since I went to the dark side. I believe this is wrong.

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