The Dictator refers to Batista. He was Castro’s direct opposite in the Cuban Revolution. Ironically, he himself had over thrown the previous government with an armed revolt so should have learned from the line; what goes around, comes around.
He rule was riddled with corruption and crime. The guerrillas fought against him with suicidal means (as seen in The Godfather Two)
The Elk Club is a similar fraternal organization. Famous members include Ben Affleck,Truman and Roosevelt. There does not seem to be any conspiracy around this lot, probably cause they are too powerful!
This video is processing – it'll appear automatically when it's done.