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John Lyshitski, a young man who has been in prison more often than he has not over the entire course of his life, has just been released from what was his third prison sentence. In all three cases, he was sentenced by Judge Nelson Biederman III. As such, John makes it his mission to destroy the judges life. Unable to do so, John does the next best thing: destroy the life of the judges privileged thirty year old son, Nelson Biederman IV. In that new mission, John ends up not having to do anything as certain people are out to get Nelson IV, who in the process receives a 3 to 5 year prison sentence. Nelson IVs incarceration should be enough for John, who knows that someone like Nelson IV, ill-equipped mentally for a life behind bars, is easy prey to get beaten, raped and/or killed in prison. But John wants to witness and be at least a small part in Nelson IVs suffering. Johns plan is to get busted, charged, and convicted for some crime, and end up in the same prison as Nelson IVs cellmate. John will pretend to be Nelson IVs friend, while truly subverting him at every step along the way to make his life even more miserable than it is by bribing those on the inside including fellow prisoners and guards. Much of what happens goes according to Johns plans, but other factors may make his torture of Nelson IV more difficult than anticipated.
John Lyshitski is a car stealing slacker, with a weed problem, and has been in Illinois Rossmore State Penitentiary so many times, he knows its entire population of both staff and cons by their first names. Cursed with the old ill luck of being in the wrong place, at the wrong time, in possession of the wrong car, hes been deemed a lost cause repeat offender in the eyes of everyone else. When the heartless judge, who has been behind most of his sentences, goes to the big court house in the sky, John decides to ruin the mans legacy by having the judges only offspring, Nelson Biederman IV, thrown in the slammer along with him. Here, the world-class selfish jerk learns a certain old lesson the hard way: Do unto others as you would have others do unto you. But has John gone too far in the payback department?
Dax Shepard
John Lyshitski
Will Arnett
Nelson Biederman IV
Chi McBride
Barry
David Koechner
Shanahan
Dylan Baker
Warden
Michael Shannon
Lynard
Miguel Nino
Jesus
Jay Whittaker
Icepick
Amy Hill
Judge Eva Fwae Wun
David Darlow
Judge Biederman
Joseph Marcus
Pawn Broker
Nick Phalen
John - 8 years
A.J. Balance
John - 18 years
Jerry Minor
Breen Guard
Mary Seibel
Old Bartender
Susan Messing
Stripper
Jim Zulevic
Sgt. Barker
Bill McGough
Deputy Mayor
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