I’ve known Jason Calacanis for twenty years. We met when he was in his early 20s and I was in my early 30s. A lot has happened in those twenty years and Jason and I sat down to talk about that at his Launch Festival last week in San Francisco. It’s a long talk, almost 60mins, with no Q&A from the audience. We cover a lot of territory and I was as candid as can be with Jason. I think this chat reveals a lot about where my head is at right now, which is a credit to Jason and our long friendship.