It's safe to say that if a classic Chicago gangster such as Al Capone heard Coolio's "Gangsta's Paradise," he probably wouldn't be able to relate to it, even though the lyrics to the song speak true to his life.
It's not Capone's fault, he just never lived to hear '90s rap. But thankfully, YouTube cover sensation Scott Bradlee and his rotating cast of talented musicians known as Postmodern Jukebox created a jazzy version of "Gangster's Paradise" that any bootlegger could relate to.
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