Diddy has made some impressive strides in the film industry, both in front and behind the camera.

The Harlem native made his acting debut in the controversial film 'Monster Ball,' playing a death row inmate. Although his appearance was brief in the movie, Hollywood took notice of his potential.

The Diddster gave another great dramatic performance in the 2008 TV movie, 'Raisin in the Sun.' He then flipped the script and displayed his comedic side in the 2012 comedy 'Get Him to the Greek,' playing an obnoxious music executive.

Behind the camera, Diddy signed on as an executive producer for the football documentary 'Undefeated,' which earned him his first Oscar in 2012. Take that, Hollywood.

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