Alternate Character Interpretation: Is Press Tilton the good uncle to Bobby who wants to make sure that he is prepared for the hardships of the future, or a sociopath who manipulated him into becoming his unwitting pawn to further his own goals despite the risks to his nephew? Keep in mind that Press is not his actual uncle, nor a human. And neither was Bobby.
Badass Decay: Saint Dane is nowhere near as scary when he's holding all of the cards, possibly because a lot of his creepiness comes from good ol' fashioned Paranoia Fuel - Saint Dane can be anyone, anywhere, at any time. Once he's won, he really has no reason to hide, which means the Travelers know where he is at all times.
Complete Monster: Saint Dane is a master manipulator who kills huge numbers of people, seems to enjoy it, and has been personally responsible for multiple parallel universes ("territories") plunging into mayhem and possibly evil. He tried to give nukes to Nazi Germany. His goal is a complete Crapsack World, and he intends to destroy even that, along with the afterlife, to replace it with his own version where he is God.