DiCaprio starred as Amsterdam Vallon in Scorsese’s historical drama "Gangs of New York", marking the beginning of their successful collaborations.

He portrayed Howard Hughes in Scorsese’s biographical drama "The Aviator", earning critical acclaim.

DiCaprio played an undercover cop in Scorsese’s crime drama "The Departed", which won several Academy Awards.

He starred as U.S. Marshal Teddy Daniels in Scorsese’s psychological thriller "Shutter Island".