That would be a friend of mine of 25 years, who's had more career ups and downs, multiple failed relationships, health issues,  change of cities without logic (moved to SF for a start up job without researching the marketplace: found himself unemployed and stuck with an outrageous rent shortly after) Six months later he was sharing a Pre-War Park Avenue apartment with a friend. He continually comes out of top. And yes, I'm jealous as hell.