Summary: Stewart Alsop knows where the bodies are buried in the technology industry. A venture capitalist, he was the editor of Inc Magazine and InfoWorld. He started the Agenda and DEMO conferences. And was a model of success and mentor to a scrappy young Jason Calacanis. When Stewart sat down with Jason for this interview, he went deep on tech's titans: from how he pissed off Steve Jobs (over and over) to his long-standing friendship with Bill Gates, to testifying before Congress at Microsoft's antitrust trial. As if that weren't enough, his big wins as a VC (including TiVo and Sonos) and misses (think: early Twitter).
