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Playing the Long Game in Venture Capital

Both Sides of the Table

This “overnight success” was first financed in 2004. Of the first four investments I made as a VC in 2009, two have exited and two (Invoca & GumGum) still are independent and likely to produce $billion++ outcomes . The abundance of late-stage capital is good for us all. My first ever investment as a VC was Invoca.

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Venture Capital is About Human Capital

Both Sides of the Table

Gregg Johnson, CEO of Invoca For the first 5 years or so after I became a VC I didn’t talk much about what I thought a VC should be excellent at since frankly I wasn’t sure. It’s easy to think the role of a VC is to have strong opinions about markets, trends, tech dynamics and so forth. The role of VC is sparring partner.

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What I Would Look for When Choosing a VC – Knowing What I Know Now?

Both Sides of the Table

Picking a VC is hard. So I thought I’d write about out with what I would look for in a VC knowing what I know now and why. Most VCs are book smart. VCs should be more of a coach than proscriptively telling you what to do. You want a VC who will spar with you but then STFU and let you get on with things.

VC 364
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What Does the Post Crash VC Market Look Like?

Both Sides of the Table

At our mid-year offsite our partnership at Upfront Ventures was discussing what the future of venture capital and the startup ecosystem looked like. This happens slowly because while public markets trade daily and prices then adjust instantly, private markets don’t get reset until follow-on financing rounds happen which can take 6–24 months.

VC 416
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How to Raise Money When You’re Not in a Major VC Market

Both Sides of the Table

And I am often approached by entrepreneurs in cities which don’t have a vibrant VC community. They often ask whether they have to move to SF, NY or LA to get financed. It would be easier in terms of getting access to angels, VCs, the media, whatever. It’s a goal to help you understand the life of a VC.

VC 365
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What is it Like to Negotiate a VC Round?

Both Sides of the Table

” Today I want to talk about how a VC thinks about equity pricing on your round and particularly if you’re coming off of a convertible note. So how DOES a VC think about financings at early stages? ” That is a problem for the founder and the VC. And the VC isn’t happy because he or she owns 17.4%

VC 364
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The Importance of Proprietary Deal Flow in Early-Stage VC

Both Sides of the Table

When I was new at Venture Capital I was trying to figure out the business. As a VC you want to feel like you have “proprietary sources” of deal flow. It makes it extraordinarily hard to raise the next round of capital. I would gladly work with you on a $50 million late-stage, complex financing. What stage?

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