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Tattoos and YCombinator Demo Day

This is going to be BIG.

Similarly, picking seed investors for your first startup in and around the craziness of an accelerator demo day can be just as scarring over the long term. In fact, you'd probably be better off both deciding on a tat on demo day. I'm saying this because I went to my first YCombinator Demo Day last Tuesday.

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Some Reflections on VC Investment Decisions

Both Sides of the Table

Don’t even get me started on Demo Days. You could spent 20 days / year at Demo Days now. I told my friend that I felt that in 2014 too many new VCs feel the pressure to chase deals, to be a part of syndicates with other brand names and to pounce on top of every startup whose numbers are trending up quickly.

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Going to Raise VC? Here’s a Primer on Process, People, Deck

Both Sides of the Table

If you want a very quick primer on all the stuff nobody ever tells you about raising venture capital check out this video where Mark Jeffrey & I break it down on This Week in VC. All of this is covered in more detail on the TWiVC video above (and much of it is covered in text on this blog on the “ Raising VC &# tab).

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Startup Founders Should Flip Burgers

Both Sides of the Table

2 weeks later and we may never have raised any more VC. Quick aside: how can VC’s invest in online businesses, digital media, social networks or mobile applications if they don’t actually use the products actively themselves? I did almost every VC meeting myself save for when one of my co-founders, Tim Barker, was in town.

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How early should you connect to a VC? Here's some data.

This is going to be BIG.

How long does it take from first meeting a VC to getting cash in the bank? It''s also not the best way to create a helpful syndicate of investors that share the founder''s vision for the company. If all my deals came as intros from trusted connections that I know for years versus at founder pitch events that''s interesting data.

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The Importance of Proprietary Deal Flow in Early-Stage VC

Both Sides of the Table

Should I trust my instincts for founders and products or should I be more focused on the market size or business plan? As a VC you want to feel like you have “proprietary sources” of deal flow. ” As far as “terms” go I’m 100% aligned to have the most vanilla, founder-friendly terms I can.

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The Big VC Thaw – Why The Market is Moving Again (part 2 of 3)

Both Sides of the Table

In my previous post, The VC Ice Age is Thawing (for now) I wrote about the reasons why the VC market came to a screeching halt in September 2008 and remained largely shut until at least April 2009. There are now signs the VC market has gathered pace meaning it’s a great time to be fund raising.

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