'Poor Little Rich Kids' like Succession's Kendall, Shiv, and Roman and Gossip Girl's Blair Waldorf seem to have everything, and yet… they’re still miserable. Hearing the old adage “money can’t buy happiness” can be grating, especially in financial times like these – but there is a kernel of truth in it. So to get a better understanding of this trope and why it keeps popping up on screen, let’s take a closer look at the Poor Little Rich Kid in film and television: the important truths the trope can expose, the places it falls flat, and why (no matter how much we might love the characters) it’s still often hard for us to sympathize with them.

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