The Return of Joe Rich (2011)

Plot

Joe's belief in morality crumbles when his job is outsourced to India, his teaser rate skyrockets, and his wife leaves him. Determined to reclaim his life, he returns to Chicago, the last bastion of masculinity, seeking connection through his Uncle Dominic, who has ties to the Mob—known locally as "The Outfit." Joe is willing to risk everything for acceptance in this dangerous world. Interwoven with Joe's journey is striking HD documentary footage featuring real Chicago mobsters from the past, offering poignant parallels to his struggles. Can a wannabe mobster find happiness and longevity?