Being the "poor kid" at a rich school...

I have only read a few posts in this thread.

Differences in wealth is often most noticed in some Greek organizations at large economically diverse state universities.

As far as work, just go to work in biglaw (law firms of 500 or more attorneys) or for a Big 4 accounting firm. The employees work so much that no one has time to spend their money so nobody notices differences in wealth much.