If you think Quimby is slightly reminiscent of JFK, you're wrong. He IS the guy, right down to the adultery and vice.
"Welcome, swappers, to the Springfield swap meet. Ich bin ein Springfield swap patron!"
"I propose that I use what's left of the town's treasury to move to a more prosperous town and run for mayor. And, uh, once elected, I will send for the rest of you."
"Can't we have one meeting that doesn't end with us digging up a corpse?"
Quimby: I run this town. Quimby's Aide: Uh, election in November. Election in November. Quimby: What, again? This stupid country.