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After working with Martin Scorsese in Gangs of New York, DiCaprio teamed up with the famed director once again to make an epic, award-winning biopic. This time, DiCaprio portrayed Howard Hughes, a legendary aviator, film director and industrialist who was one of the wealthiest men in the world. At the start of the film, DiCaprio turns on the charm as Hughes romances Hollywood starlets like Katharine Hepburn and Ava Gardner. As business booms, audiences watch as DiCaprio's character sinks slowly into madness and becomes overwhelmed by obsessive-compulsive disorder.