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Michael is a structural engineer who helped design the very prison where Lincoln is held: Fox River State Penitentiary. To save his brother, Michael devises an elaborate escape plan. He commits a crime to get himself incarcerated in the same prison and sets out to execute a meticulous blueprint that involves not just breaking out, but revealing the conspiracy that put his brother on death row. The first season covers approximately six weeks of the characters' lives, from April 11th to May 27th, capturing the entire duration of Michael's stay at Fox River.

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Other notable recurring characters include Wade Williams as the corrupt Captain Brad Bellick, and Stacy Keach as the sympathetic Warden Henry Pope.