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Gossip Girl’s Dan Humphrey made his way to the very top of the elite society of New York City’s Upper East Side. In the finale, it was revealed that this upward climb wasn’t just a fluke of fate and circumstance but all part of a twisted bid to help him cement his place in this elite world. If we ignore the parts of his story that don’t make a whole lot of sense (like all of the times he was surprised by his own Gossip Girl blasts…) we can see that while Dan was shady, he wasn’t really wrong about how the world works and what one has to do if they really want to break their way into those kinds of insular, exclusive social circles as an outsider. So, let’s take a deeper look at the pretty dark lessons we learn from Dan’s story.

CHAPTERS

00:00 Intro
01:10 Opportunities aren't given, they're made
03:45 The power of obsession...
06:10 Thanks to ZocDoc!
07:31 Money = no consequences
09:32 Connection vs control
11:14 Nothing will ever be enough
12:31 The real moral of Dan's story...