Jordan Belfort in The Wolf of Wall Street (2012)


Leonardo DiCaprio delivered a darker take on the art of the con with The Wolf of Wall Street, another based-on-a-true-story tale.

DiCaprio and director Martin Scorsese’s take on real-life trader Jordan Belfort is that he seems more driven by greed than fun. As a result, he always seems a little secretly miserable, even in the midst of his most head-spinning success. But DiCaprio is so charismatic that you somehow sympathize with Belfort, even knowing that he’s the cause of all his own problems.

The real Belfort pleaded guilty in a complex stock manipulation scheme and served 22 months in prison. He’s pretty seductive himself, at least as a writer — his 2007 book The Wolf of Wall Street, the inspiration for the movie, is an addictive page turner.

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