Why is Grover Cleveland on Obama's side?
Dunno.
It's hard to say where the artist's "bad guys" end, and just the "background" of less notable POTUS begins. (shrug)
Overall, the artist's other work made me do the "raise a finger like I was about to say something, then walk away instead."-thing, but I was too lazy to find the .jpg of that.
And as a Libertarian, his symbolism and groupings of the Presidents raises a whole other set of objections to me he's not really addressing in his more straightforward left/right, socialist/capitalist dichotomy he's trying to create.
Oh... and In before the move to politics.