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The Humility Imperative

My friend David Balter wrote an excellent piece for Inc Magazine about his leadership at BzzAgent and how his hubris nearly sunk the company. It’s an awesome piece that’s worth reading. To continue to spur on the discussion that came out of his article, he launched the Humility Imperative which is a fun, crowdsourced blog and […]


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Some Thoughts on Communicating With Your Investors

Given that small institutional seed rounds are becoming more and more common, I thought I’d share a few of my thoughts on how to best communicate with investors.  After raising this sort of round, it’s usually the first time an entrepreneur has to think about putting some structure of investor updates and communications.  These aren’t […]


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The Illusion of Stability

I was having dinner last night with someone that has been in the financial services industry for the last 8 years.   He made a comment that I completely agree with. He remarked that many people go in his field (and others like it) thinking that it would be the “safe and stable” option.  But […]


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Some Thoughts on Hiring Technical Co-Founders

I reblogged an awesome post last week about how non-technical founders need to step thinking about “finding” a technical co-founder and “earning” a technical co-founder. I’ve been thinking about this a lot, and talking to Jason Jacobs at RunKeeper this afternoon, I realized that there is another equally important issue that gets overlooked in this discussion. Too […]


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Is This VC a Good Girlfriend or a Good Wife?

I’ve been using this slightly chauvinistic metaphor a fair bit recently, so please forgive me 🙂 It’s always interesting to me to watch how entrepreneurs evaluate VC investors.  If you are in the luxurious position to be able to choose your investors, I really recommend going through the extra couple days of work that that […]


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Intellectual Honesty vs. Revisionist History

I never had a great appreciation for the temptation to revise history until I became a VC. We all do it. VC’s say “I knew that was a bad investment” when one of their partners’ companies is struggling.  Or we say “I should never has passed on that deal” when we really never had a […]


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The Evolution of Angels into VC’s

We’ve been witnessing an institutionalizing of angel investing in recent years.  For the most part, it’s good. There continues to be a gap in the market for stage appropriate seed investors, especially in the East Coast.  But it’s interesting to watch some of these funds pursue a predictable path of evolution.  It’s goes something like […]


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5 Under-hyped Companies I’d Invest In at a Wild Valuation

Tons of chatter recently about the remarkable growth of companies like AirBnB and Square.  I’m big fans of both, and love how ambitious those companies are trying to be (and progressing nicely).  Even if some folks perceive the market as frothy, I think it’s a great thing that there is so much attention around entrepreneurs […]


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What Is The Ideal Seed Round Composition?

I’ve been having this conversation quite a few times over the last several weeks, so I thought it would be important to do a post on this.The question that I often get asked is “how should I think about the composition of my seed round?”   This is related to my prior post on how […]


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When Seeking Inspiration – Operate in Short Sprints

I met with a few entrepreneurs recently who left interesting companies to pursue their own ideas.  In both cases, they wanted to experiment with a number of different concepts and had plenty of runway to figure out where they ultimately wanted to devote 110% of their efforts. This is an exciting and liberating time for […]