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Road to Perdition Plot

Michael Sullivan, Sr. is an enforcer for John Rooney, an Irish American organized crime boss in Illinois during the Great Depression and the Al Capone mob-rule era. Sullivan, an orphan raised by Rooney, has worked for the crime boss most of his life. He and Rooney's son Connor are sent by Rooney to talk to Finn McGovern, a disgruntled employee. Twelve-year-old Michael Sullivan, Jr., hides in his father's car and witnesses Connor's impulsive killing of McGovern. Sullivan swears his son to secrecy, but Connor decides to hush him up forever with an attempt to kill the entire family. He ruthlessly murders Sullivan's wife Annie and the couple's younger son Peter, but Sullivan and Michael escape and flee to Chicago. Sullivan requests a job with Capone's mob and asks permission of crime kingpin Frank Nitti to seek revenge on Connor, who has been sent into hiding among them. The offer is rejected; when Rooney learns of the meeting, he allows Nitti to dispatch psychopathic photographer/assassin Harlen Maguire to kill both Sullivan and Michael. Maguire tracks them to a roadside diner but barely misses a chance against Sullivan. With Michael's help, Sullivan now begins robbing the banks that are holding the Capone syndicate's laundered money, hoping to trade it for Connor. Maguire sets a trap with the aid of Rooney's accountant, Alexander Rance. Once Sullivan enters Rance's hotel room, Rance stalls him until Maguire can arrive. Rance is killed in the crossfire of the ensuing gunfight; Maguire falls, his face peppered with fragments of glass, but manages to shoot the escaping Sullivan in the arm before collapsing. Michael drives his father to a farm where a childless elderly couple helps Sullivan recover. During his recuperation, Sullivan discovers (in ledgers taken from Rance) that Connor has been embezzling from his father for ..More Michael Sullivan, Sr. is an enforcer for John Rooney, an Irish American organized crime boss in Illinois during the Great Depression and the Al Capone mob-rule era. Sullivan, an orphan raised by Rooney, has worked for the crime boss most of his life. He and Rooney's son Connor are sent by Rooney to talk to Finn McGovern, a disgruntled employee. Twelve-year-old Michael Sullivan, Jr., hides in his father's car and witnesses Connor's impulsive killing of McGovern. Sullivan swears his son to secrecy, but Connor decides to hush him up forever with an attempt to kill the entire family. He ruthlessly murders Sullivan's wife Annie and the couple's younger son Peter, but Sullivan and Michael escape and flee to Chicago. Sullivan requests a job with Capone's mob and asks permission of crime kingpin Frank Nitti to seek revenge on Connor, who has been sent into hiding among them. The offer is rejected; when Rooney learns of the meeting, he allows Nitti to dispatch psychopathic photographer/assassin Harlen Maguire to kill both Sullivan and Michael. Maguire tracks them to a roadside diner but barely misses a chance against Sullivan. With Michael's help, Sullivan now begins robbing the banks that are holding the Capone syndicate's laundered money, hoping to trade it for Connor. Maguire sets a trap with the aid of Rooney's accountant, Alexander Rance. Once Sullivan enters Rance's hotel room, Rance stalls him until Maguire can arrive. Rance is killed in the crossfire of the ensuing gunfight; Maguire falls, his face peppered with fragments of glass, but manages to shoot the escaping Sullivan in the arm before collapsing. Michael drives his father to a farm where a childless elderly couple helps Sullivan recover. During his recuperation, Sullivan discovers (in ledgers taken from Rance) that Connor has been embezzling from his father for years, using the names of dead gang members to hide his activities. As the Sullivans depart, they give the couple most of the remaining money from the bank robberies. Rooney is surprised by Sullivan while attending Mass. He acknowledges that he already knows about the embezzlement and that this can only end with Connor's death, but still refuses to give him up. That night, Sullivan guns down several of Rooney's men, followed by Rooney himself. Seeing no further reason to protect Connor now that his father is dead, Nitti reveals his location to Sullivan, who quickly kills him to complete his mission of revenge. Sullivan now takes Michael to a relative's beach house in Perdition, a town on the shore of Lake Michigan. Here he is ambushed and shot by Maguire, who survived the hotel shootout. Michael holds Maguire at gunpoint, but cannot bring himself to fire. The standoff ends when Sullivan draws a hidden gun and kills Maguire before dying in his son's arms. After mourning his father's death, Michael finds his way back to the elderly couple that looked after him and Sullivan. He realizes that Sullivan's greatest fear was that Michael would grow up to be just like him someday, and he understands why Sullivan was relieved at Michael's inability to shoot Maguire. Less