He's able to be his own boss running his own company. I'd trade my dayjob for his position in a heartbeat.
If you want to do it that bad you'll think of something.
I recently handed in my resignation. I finish in 2 weeks. I don't have any new work to go to (yet), and my savings+overdraft will only get me through 1-2 months at most. The idea is that I'll do contract work to build up some reputation, then hopefully land some bigger projects and build a team. Perhaps give me the flexibility to work on personal projects that might go somewhere. I was like you, I kept saying I'd start a company when I had a good idea. In the end I realised it wasn't the lack of idea holding me back, it was the fear of failing. I decided that failing wasn't something to be afraid of and if I didn't try I'd eventually regret it.
[Obviously I can't say if it's gone well or not yet, but I've made it past the paralysis. Ask me again in 6 months if it was a good idea]
Dale Carnegie