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The Changing Structure of the VC Industry

Both Sides of the Table

The VC market has right-sized (returned back to mid 90′s levels & less competition). But it still takes VC to scale a business (thus large capital into industry winners like Uber, Airbnb, SnapChat, etc). But it still takes VC to scale a business (thus large capital into industry winners like Uber, Airbnb, SnapChat, etc).

VC 398
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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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Why being a VC sucks. Advice to anyone who wants to get into venture capital.

This is going to be BIG.

I usually direct people to this post --still hanging atop the search rankings for " How to be a VC analyst" years later. I know what it''s like being an entrepreneur trying to get people to care about what I cared about--you feel so desperate and as if you were just one big break or random intro away from success. Few firms persist.

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Some Reflections on VC Investment Decisions

Both Sides of the Table

Of course these are great places to network with other investors, meet great entrepreneurs and keep your connections strong with senior execs at larger companies like Yahoo!, I know I can’t be in every deal and I know that the easy part of being a VC is writing the first check in a deal. And there’s conferences. Web Summit.

VC 374
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Three Words Entrepreneurs (and VC’s) Should Take to Heart

Both Sides of the Table

In my experience many VC’s fall into this “I’m expected to know all the answers” trap. For me, after nearly a decade in the trenches of being an entrepreneur I felt I was un-brainwashed from trying to pretend I had all the answers. And I encourage entrepreneurs to triangulate as well. It is unknowable.

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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? What I’ve found over the years is that this forces way more clarity on the entrepreneurs at fund raising time.

VC 364
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My Role as a VC: What I am and what I am not.

This is going to be BIG.

Rather than using my investors as an excuse to be short-sighted and screw over the first entrepreneur that works in the door, I need to balance their need for return with the long term viability and reputation of the fund and the firm. Here''s what I am not: I am not necessarily an entrepreneur''s friend.

VC 399