Source: dccomics.com

9. Mongul

Okay, so Mongul loses a lot. Very often, in fact. He has a hard time trying to win anything other than a punch in the face. But there was one time where he kind of won sort of.

That being the classic story "For the Man Who Has Everything". In it, Mongul gets Superman a birthday present. That birthday present was the Black Mercy, a plant based life form that acts as a psychic parasite that gives you your wildest desires. So it put Superman on a Krypton that never exploded, with a wife and family of his own. In order to remove the parasite, Superman had to watch this family and planet die horribly.

This made him very mad. Mad enough to beat the piss out of Mongul. But at the end of the day, Mongul still made Superman live through all of that hell and came out the other side.

Superman also pacified Mongul by strapping the Mercy to him, meaning Mongul got to have a nice fantasy for a time while Superman was mourning his dead fake wife and child. Oof.