[I live in SF bay area and work in VC funded startups]
I mean life is not just 37 signals? At some point in time, he has to come out and do another startup. Is he setting himself a trap of doing a very narrow set of startups?
I think this mentality is a big part of what's wrong with the startup culture in the Bay area. This notion that it's inevitable that you have to work for a long string of companies, better not get too attached to any one of them.
Jason and I intend to make 37signals a company that'll last for 20 years. Maybe we won't succeed, lots of businesses fail, but that's at least our goal.
It's a sad state of affair where such a simple goal is looked upon with suspicion and disbelief.