* TheDanza:
** Sarah Wayne Callies plays Dr. Sara Tancredi.
** Paul Kellerman is played by Paul Adelstein.
** Christian Stolte plays guard Keith Stolte in Fox River.
* DawsonCasting: Tweener is supposed to be 18, but actor Lane Garrison was ages 25 and 26 when he played him.
* HeyItsThatGuy: Why is [Series/MyNameIsEarl Earl's cellmate]] offering everyone pardons?
** [[Series/GreysAnatomy Thatcher Grey]] is the Vice-President's brother? So he has a THIRD family? Jeez.
** [[Series/GreysAnatomy Dr. Bailey's husband]] is an assassin for the Company, which actually makes a certain amount of sense.
** [[Series/PrivatePractice Cooper]] apparently is a 'Secret Service agent' in his spare time.
** [[Series/TheKilling Mitch Larsen]] shouldn't judge Stan, since apparently she was a nefarious government agent before settling down.
** Haywire kills [[Series/TheBigBangTheory Penny's]] abusive father.
** [[Series/{{Lost}} Jacob]] is trying to identify candidates while doubling as a shady arms dealer.
** Who's the Prime Minister of India? [[Series/HowIMetYourMother Ranjit!]]
** Film/TankGirl herself is the T-Bag of the women's prison [[spoiler: Sara finds herself sent to in "The Final Break."]] [[Series/{{Glee}} Coach Beiste]] is also doing hard time in between football seasons.
** Agent Mahone is William Fichtner, who could be the page photo for this trope.
** Agent Sullins is Creator/KimCoates
** Warden Pope is Stacy Keach, another member of the That Guy Hall of Fame.
** Herb Stanton is Michael O'Neill, bringing PrisonBreak to near Hall of Fame Mount Rushmore status.
** John Heard is Frank Tancredi, completing the list of legends.
** A young DemiLovato appears in a season two episode as a girl who attracts the unwelcome advances of T-Bag.
** T-Bag also [[Creator/NorioWakamoto wishes he was a bird]] [[AzumangaDaioh in the Japanese dub]].
* TheOtherDarrin: Terrence Steadman is played by John Billingsley in Season 1. He gets replaced by Jeff Perry in Season 2.
* RealitySubtext: Sona is loosely based on the [[http://en.wikipedia.org/wiki/Carandiru_massacre Carandiru]] prison in Sao Paulo, Brazil, specifically the 1992 prison riot.
* RoleEndingMisdemeanor: Barely averted; Tweener was actually killed off in the script shortly before his actor got sent to jail for manslaughter.
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