Category

Entrepreneurship

Sources of Insecurities

When I was in LA last week, I had breakfast with Nick Grouf. We’ve been friends for 20 years and, while we don’t see each other often, it’s the kind of friendship that immediately lets you talk about deep, interesting things with almost zero foreplay. At a small Coffee Bean coffee shop in Hollywood, with a…

Is History A Guide In Business?

I was at a fascinating dinner with a bunch of founders and investors last night. Until I was 35, I was often the youngest guy in the room. While this was a seasoned crowd, much of the experience – both around creating companies and funding companies – started around the mid-2000s. As someone who has been…

Fear Is In The Air

Or at least on the blogs and in the mainstream media. It’s kind of amazing to me how two shitty weeks in the public markets can impact how every one thinks and talks about things. I know the early presidential campaign is impacting this. The amount of vitriol, hatred, and fear that is coming out…

Fundraising 2016 – Control Your Destiny

Welcome to 2016. We’ve already heard lots of predictions about the late stage financing market, tech IPOs, and what is going to happen to unicorns this year. And it’s only Monday, January 4th. Remember that these are predictions. No one really has a clue. And a year is a long time. My simple advice for…

A Conversation With Jerry Colonna About Life

Of all the podcast interviews I’ve done over the years, I think the one I recently did with Jerry Colonna on his Reboot podcast series is my favorite. In the podcast show notes, Jerry links to a fun post by Fred Wilson titled Sixteen Years Ago (which is now 19 years ago…) We’ve known each other for…