All wealth is relative. There is no such thing as an objective measure of what wealth is. A million dollars a year works out to something like $250,000 in 1990 money when you adjusted for inflation. Today's definition of rich equates to being in the top fraction of 1%, not that long ago.
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.