Prohibition-era nightclub crooner Joe E. Lewis has his career and nearly his life cut short when his throat is slashed as payback for leaving the employ of Chicago mob boss Georgie Parker. A broken alcoholic, Joe is brought back from the abyss by his faithful piano player, Austin Mack, who helps turn the former singer into a successful stand-up comedian. But Joe's demons plague his romantic life even as he reaches new heights of success.

Eddie Rico, the erstwhile bookkeeper for a big Mafia boss, is now making a living as an honest merchant in Florida with his family. Things go sour when the police start a search for his syndicate-linked brothers who are on the lam after a big hit, forcing Eddie to get involved with the Mafia again.