Black-ish Season 1 Episode 24 : Pops, Pops, Pops

Jack and Diane look for clues about their roots for their class assignment, a history of the Johnson family. But when they can't find anything out about the family's past, Pops comes to the rescue with the colorful story of how "Pops' Pops' Pops'" great-great grandfather, Drex Johnson, bet the future of the Johnson family against a ruthless gangster, Elroy Savoy, during the 1920s Harlem Renaissance