Churchill.
33. Andrew Jackson
Again, we’re keeping politics out of this, but policies aside, Jackson still had a reputation as a raging asshole with a preference for whiskey. Based on my experience, whiskey is the alcoholic equivalent of a lit match dropped onto a gasoline-soaked pile of old newspapers; you’re just asking for trouble.
Even if you like whiskey, there’s a zero percent chance you’re having some with Jackson without getting into a fight with someone, and unless you like getting whacked with a cane, it seems like it’d be best to avoid finding yourself in that situation in the first place.
Churchill was self-medicating. There’s no way a normal human being can drink as much as he did and still function.