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Sounds like you're in the perfect position to do your own startup?

More upside if it goes well and you're already not in need of money?

~= "A startup for startups sake"

The new art?

Shouldn't people usually have some kind of business idea before diving head first?

Well I'm sure as a senior dev he has some sort of idea. Certainly joining someone else's startup as a cofounder would be legit.