10 Greatest Prison Break Characters - Ranked

Seasons: 3 - The Final Break

One of The Company's top field operatives who exhibited a heartless and ruthless persona, a character which is portrayed with supreme effectiveness by Jodi Lyn O'Keefe. We first encounter Gretchen in season three where she holds Sara and Lincoln's son, LJ, hostage. Her callousness reaches an astonishing crescendo when it appears she has beheaded Sara as punishment for Lincoln attempting to rescue his son and Michael's girlfriend.

However, beneath the Gretchen's uber-bitch, badass brutality lies a far more complex and troubled person. It's revealed, via flashbacks, that she was captured and tortured whilst serving in the Iraq War; the scars inflicted on her face she covers with make-up.

Nevertheless, the horrific experience strengthened and made her resolute and explains one half of her uncompromising personality. The other half, believe it or not, is an emotional and sensitive when we discover Gretchen has a daughter that was fathered by General Jonathan Krantz. It's the latter, caring side which we finally remember her when an injured Gretchen doesn't giveaway Sara during their escape in The Final Break, thus allowing her to flee to freedom.