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Some Reflections on VC Investment Decisions

Both Sides of the Table

I was having dinner with a friend last night and we were chatting about venture capital and a bit about what I’ve learned. 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%). They worry too much about missing out on a deal.

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The Changing Venture Landscape

Both Sides of the Table

how on Earth could the venture capital market stand still? One of the most common questions I’m asked by people intrigued by but also scared by venture capital and technology markets is some variant of, “Aren’t technology markets way overvalued? And the truth is that several entrepreneurs prefer it this way.

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How to Talk About Valuation When a VC Asks

Both Sides of the Table

One of the hardest things about the fund-raising process for entrepreneurs is that you’re trying to raise money from people who have “asymmetric information.” VC firms see thousands of deals and have a refined sense of how the market is valuing deals because they get price signals across all of these deals. So why does a VC ask you?

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The Changing Structure of the VC Industry

Both Sides of the Table

There has been much discussion in the past few years of the changing structure of the venture capital industry. The rise of “micro VCs” or seed-stage funds. The rise of alternative sources of capital (crowd funding and the like). On the surface the narratives have been. Why is this?

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My Thoughts on the Current Market: on 20-Minute VC

Both Sides of the Table

Several years ago I made an appearance in a burgeoning new podcast called “20 Minute VC,” which by now needs no introduction. There are large sums of money to be invested and if investors can get comfortable with “downside protections” they’ll still write checks. What is the Most Important Role a VC Plays?

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Changes in Software & Venture Capital – Part 2 of 3

Both Sides of the Table

Yesterday I wrote Part 1 of the series on the changes to the software industry over the past decade that has led to changes in the venture capital industry itself. These trends have put pressure on traditional VCs. Some have moved into later stage investments in an effort to “put logos on their websites.&#

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What Did I Learn From the First VC Check I Ever Wrote?

Both Sides of the Table

I became a VC 12 years ago in 2007 when the pace of deals was much slower. As I was trying to figure out the role I wanted to play in the VC world I decided I wanted to focus on businesses that were building deeply technical products to solve problems for business users. We not only have our Series A funds that can write $500k?—?$15