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Diddy is featured in "Bring Your A Game," a documentary produced in 2009 that you can watch below. Here is the description for the film, from SnagFilms:

To generate a national conversation on the plight of Black men and boys, the Twenty-First Century Foundation (21CF) has partnered with actor–director Mario Van Peebles and producer Karen Williams to create BRING YOUR A GAME — a groundbreaking documentary film that, in Van Peebles’ words, “sheds light on the resilience and influence of Black males.” BRING YOUR A GAME is a film that will use screenings accompanied by community discussions as a catalyst to transform the lives of urban youth. Using a cinematic style influenced by popular culture and employing innovative technologies, the film details strategies that have improved the lives of Black men and boys. It underscores how essential educational achievement and high school graduation are to survival and success in today’s world.