Taking a break from the cynical and sarcastic tone I approach the world of the Competitive Internet with, I’m going to start a new series of quick email conversations with leading venture capitalists in the Internet space. 

I think there is a huge disconnect between the Venture Community and the Competitive Webmaster Community.  Many of us probably say to ourselves, “I can’t believe they just funded that piece of crap!” about a dozen times a week, generally feel VC’s get the Internet as much as Isiah Thomas gets running the Knicks, and yet we wonder why so few of us get funded.

Similarly, many VC’s have expressed to me that they wish they had access to the competitive webmaster talent pool to oversee or develop successful Internet companies.  I made pretty good jack trying to bridge that gap for the years prior to my joining Tippit and I still spread around quite a bit of work in this arena to my friends (who have gotten some nice equity stake pops in the process). 

One thing I have learned about the Venture Community is that it’s a “This is a good guy to know…” community.  You want to raise money from the right partner at the right firm for your business…and that might not always be the best deal up front.  With “Five Good Minutes”, I hope to introduce you to some of the VC’s I’ve met who “get it”.

We’ll be starting with Jeremy Liew at Lightspeed Ventures this week.  Not only does Jeremy appreciate my infamous Powerpoint presentations, he will throw out one or two observations per meeting that are immediately actionable and leave you feeling like a retard.

With that said, what questions do you want me to ask these guys?  I know some of you have made some pretty shitty pitches and some of you have made some really good pitches to no avail.  Here’s your chance to get inside their minds.

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