The Jughashvirgin "Stalin"
- called himself Stalin to appear tough and edgy
- leader of the largest nation on earth (easy mode)
- barely "won" against Finland in the Winter War, sacrificing 300k Russians for a smidgen of Finnish clay
- had a nervous breakdown and shut himself in for days when Hitler invaded the USSR
- mediocre commander whose strategic skill was overshadowed by Zhukov
- was vilified and his nation de-stalinisized immediately after his death

The Chad BROZ TITO
- just picked Tito as his nickname for no particular reason; his first choice "Rudi" was already taken
- leader of a minor nation in the Balkans
- his nation was fully occupied by the Axis when he assumed leadership, won anyway
- personally lead a successful guerilla war against the militarily superior Italians and Germans
- unimpressed by Stalin's assassination attempts, put him in his place with a single letter
- celebrated as liberator of Yugoslavia, his funeral was attended by world leaders
- being the single force that kept his nation together, Yugoslavia crumbled a decade after his death

While I hate communism, I have to admit that Tito was pretty epic.