I don't like, nor do I need, political leaders. If I need a leader in my work (an expert), in my education (teacher/instructor), or in anything...I willingly follow them. There is a difference between a ruler (not willing) and a leader (willing), but since we're conflating the terms I'll give my opinion.
I agree Yeshuah (Aramaic) was a great philosophical leader, but I prefer Lao Tzu (Taoist) to him philosophically. They are relatively similar though, in their Cynical leanings (Cynics, as in Ancient Greek branch of philosophy). BTW, "Jesus" is Yeshuah's name in Greek and "Joshua" is his name in English (I'm told by friends who speak Hebrew).
But I have to say, if I'm naming philosophical leaders, I'd have to name Benjamin Tucker. He's had more influence on me than anyone.
But when the OP said "leader" he meant ruler (as evidenced by his example list). So who was the best ruler? Well I'd like to say they're equally tyrannical, but that wouldn't be true. Some are worse than others (and none of them are non-tyrants, no matter how much nostalgia you have for them).
So who was the "best" tyrant? The least tyrannical?
I'd look to the Roman Cincinnatus. Afterall, Washington was supposed to be the 2nd coming of this guy. Cincinnatus not once, but twice, took dictatorial power in times of peril in Rome, and twice, within weeks, gave up the power. The only flaw on his legacy was his murder of a man who had some not-so-good doings with Cincinnatus' son. But hey, who wouldn't abuse that power just a little? Hence why that power should never exist (as in rulers should never exist).
1. Cincinnatus
...has to be.