Well Rosacrux redux beat me to the punch already; so I’ll put Themistocles and Epaminondas at 3 and 4. At 1 and 2: I vote for Wellington and Scipio Africanus. They beat Napoleon and Hannibal without the advantages of being essentially absolute monarchs…
At 5 I put Thrasybulus of Athens. Aristocratic heartthrobs like Theramenes and Alcibiades have usurped the credit he deserves for Athens’ Ionian War-alone against pretty much the entire Classical/Mediterranean world comeback. But in the clear light of day he stands head shoulders above his nominal compatriots (the afore mentioned pair for example). When the going got tough they ran like little girls (and realistically I think I’m insulting little girls here) into the arms of Sparta and Persia; Thrasybulus lead 70 odd democratic loyalist in the dead of winter (up hill – both ways) into the teeth of the of the Thirty, the Spartans and their Persian paymasters and restored Athenian independence and democracy…. Odds that pretty boys like Alicibiades avoided.
Honestly the only comparable feat (of a great captain rising from the absolute bottom to the top) is Epaminondas’ cross-dressing coup against the Spartan leaders of occupation of Thebes or Ghengis’ rise to power.
Close also includes go to Nimitz, Hugh Dowding (how many people can even come up with the name of the guy who commanded RAF fighter command during the Battle of Britain?), G. Patton, G Washington, De Ruyter, Nelson, and Maurice of Nassau. Yes there are better generals/admirals but I’m just am unwilling to include absolute monarchs, emperors, kings or their tools…