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Interviews and re-creations bring some of history's most daring jailbreaks to life, detailing every step of the way, including the inmates' meticulous plans and the manhunts that followed. Academy Award-winning actor Morgan Freeman, who starred in "Shawshank Redemption," a film focusing on the exploits of a group of inmates inside the fictional Shawshank State Penitentiary, hosts and executive produces the series. Conversations with some of the prisoners, their families, their cellmates, guards and prison employees are used to round out the potrayals of famous escapes from Alcatraz, Dannemora, Pittsburgh State Penitentiary and other locations.