I'd replace Dick Dastardly with Boris Badunov and Natasha Nogoodnik, as they would be sent to make sure Russia's interests are covered.

Swap out Vader for Jabba the Hutt; one violent, disgusting, sexually depraved slug belongs with another.

Burns and Cruella are both just about vile enough to fit into this picture.

Trade Hannibal for Buffalo Bill. He's about at Trump's level. Maybe director of Health and Human Services.

I'd trade Joker for Hugo Strange, because despite being an evil psychiatrist, his defining trait seems to be having a poor understanding of the even more psychotic people around him, so he'd be the ostensibly intelligent person in the room who thinks they can manage Trump and get him to do the specifically horrible things they want him to do, and instead he's just going to shit in their Cheerios and make them eat it on live television.