(Ignore the Tv show)
Before Lonesome Road sucker punched countless Couriers with a mostly linear gauntlet of tanky af enemies, one human NPC that was an S-Tier yapper, topped off with three brutal bonus dungeons that were the in-game equivalent of shooting yourself in the foot(Courier's Mile, Long 15, Dry Wells) we got loaded on that Dead Money. And as I'm sure you all remember, our crew includes a megalomaniac you can only truly side with if you were enough of a douche to the NCR, a cybernetically modified mute assassin whose life was ruined by that same megalomaniac, a Nightkin that'll end up dead or as one personality, and The King Of Swing himself who ruined an innocent man's life. Who, if allowed to escape, will go on to ruin more lives in the pursuit of robbing more casinos blind. Yeah, as far as token evil teammates in the Fallout series go, Dean's up there with Strong and Gage. Hell, in his ending slide, he even has a classic ignored epiphany.
Though, at the same time, he does chip in very well if you get on his good side(the most notable thing being the disabling of the speakers during the final confrontation with Elijah). And he has been trapped in this gilded hellhole for over 200 years. I don't know, is it a bad thing for him to roam the wastes a free man? When the holidays are through, I'd like to hear what y'all would do with Dean.