Not an answer to your question, but it is pretty common for people who have "made it" to go traveling for a year or two and then realize they are bored. Then they go back to work. This is pretty common when people retire too. Retire, think they will spend the rest of their life traveling only to find out it gets pretty boring fast.
A lot of people work because they like to work, whether they admit it to themselves or not.
Or because they are wired in a way that they dont know what else to do. I would feel like i have been fallen into a trap if I was to spend my next 10 years trying to build the next company. I want to broaden my horizon.
Good point. On one of the "Startups For the Rest of Us" podcast, Rob essentially said the same thing. Paraphrasing:
"It took me a long time to realize I could go on vacation for a month at a time and not worry. I kept thinking 'Shouldn't I be working? Isn't there something I need to do?'"
A lot of people work because they like to work, whether they admit it to themselves or not.