[mamelukesabre]

he abruptly quit his cushy job with a Wall Street investment bank and headed to Wyoming to be a ski bum
~~~~~~~~~~~~~~~~~~~~~

It must not have been THAT cushy if he had an urge to quit and be a ski bum.

[Paladin2]

It's impossible to be a ski bum if you don't have to take a job to support your "habbit".

Me? I prefer to think of my ski area as an Adult Day Care Center.

[JustSurrounded]

When I hear about someone abruptly bailing from Wall Street investment banking, I immediately wonder what shenanigans he’s been up to that are about to come to light. Cracking up? Leave of absence. Marital problems? More time at the office. Seeing the police coming to get you? Run.

[catnipman]

“he abruptly quit his cushy job with a Wall Street investment bank and headed to Wyoming to be a ski bum”

Democrat is as Democrat does.