That (First Term) Grover Cleveland, What an Asshole!
I’m just speculating, but anybody who comes up with the phrase: “Speak softly but carry a big stick” sounds like a major asshole to me.
I’m not implying he was a bad President… Just say’n.
Nixon a good President in many ways but so paranoid and nasty a person in even more ways.
Johnson was by most accounts a massive asshole.
Andrew Jackson was pretty much willful ignorance embodied.
Now my favorite President could be quite the asshole but mostly to those who needed a good kick in the rear-end. Theodore Roosevelt could be quite ornery and upset the political machines perhaps more than any other man. His good far outweighed the bad.
John Adams, who was a great founding father (probably #3), was a not so great President and generally rubbed far more people the wrong way then not throughout his life. But man was he honest and fair.
(A bit off-topic, as she wasn’t, isn’t, and won’t be a former US Prez, but the same is often said of Queen Liz.)
Teddy is a bit all over the place - in some respects he was a massive macho asshole, while in others he was surprisingly progressive and sensitive. I have a hard time filtering out what parts of his personality were due to the times he lived in and how much was uniquely Teddy.
John Kennedy who was a real cad on the subject of women, though I remember him better for winning a presidential debate through better diction and body movement. George HW would achieve the same feat 25 years later (the debate I mean.)
The Eatons were his friends.
But he wasn’t Teddy. He hated that nickname. His friends and family all called him Theodore.
I see that now. I skipped over the OPs point 2.
Sorry for the highjack.
LBJ still has to be in the top five though.