James Gandolfini reportedly was reluctant to accept the role of Colonel Winter, because he didn't understand the story, and had never served in the military himself. He committed largely on the strength of a lengthy speech Winter delivered in the original script. Ironically, that entire scene was cut from the final film.
The Last Castle ending explained (spoilers)
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Eugene Irwin is shot by Col. Winter at the end of the four stage rebellion. The flag is raised by Irwin as he is about to die. Doc calls for an ambulance as Irwin dies. The flag, instead of being flown upside down for the international sign of distress, is flown right-side up. The wall is later rebuilt with a stone dedicated to Corporal Aguilar, and Eugene Irwin.
The Last Castle ending explained (spoilers)
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