Of course, this debate began anew after former Secretary of State Hillary Clinton made her infamous comment that she was "dead broke" after leaving the White House, despite her ownership of multiple homes. Clinton doubled down on the sentiment in an interview with The Guardian, saying she's not "truly well off," even though her net worth is around $100 million.

Hillary isn't even the only member of her family who sounded tone-deaf on their wealth. Her daughter, Chelsea told The Telegraph she's tried really hard to care about money, but just can't: