Caesar and General Lee Oliver from Fallout: New Vegas.
Caesar views women as inferior, encourages crucifixion and execution, has a short temper and is generally an asshole. But he is so well voiced, written, gives a crapload of backstory and lore into the Followers and tribals of the area, and his intentions are for the greater good in creating a stable and peaceful Mojave through whatever means.
General Oliver is an incapable military leader, he encompasses many of the bad points of the NCR, he is Kimball's lacky and doesn't know what's best for the NCR or the Mojave. Unlike Hanlon he just doesn't have the foresight to see ahead of his enemies and strategically plan for battle, even Hanlon sees holes in his defenses. However, he is just so damn well written and hilarious and he has an awesome uniform.