Nina Myers was a true bad ass. Sorry, but anyone that can sleep with Jack and then kill Jack's wife when she knew she was probably going to get caught. It also says something about a person that kill Jack's wife knowing that one day Jack would have a gun pointed at your head and that he would pull the trigger. Nina Myers rocked!
I have to disagree with Milo...Milo has done very little bad assy worthy. Same with Edgar. Did he ever doing anything ballsy?
Curtis Manning is a notable as well as Mike Doyle. But we have not seen Doyle over a long period of time and it is hard to judge him.
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