There's virtually no limit to the comparison game. No matter how much money you're making, there is probably somebody who is earning way more money than you. And when you realize that, you realize that the comparison game of trying to sum up how wealthy you are or might be is a game that's almost impossible to win. It will be a problem forever.
Chris Rock joked that Bill Gates would jump out the window if he woke up with Oprah’s money. Like most comedy, it’s funny because it contains a nugget of truth.
There is no objective level of wealth -- everything is just relative to something, or someone, else. That means a billionaire can feel poorer than someone with infinitely less money.
This episode tries to create a spectrum of wealth based on the quality of your life, feelings, and social circles, versus measuring it on money alone.