Explanation: I can't actually give much of an explanation for this... because it would effectively just be listing all the battles of of the Roman conqueror Julius Caesar.
I'd say he was lucky, but considering how many near-run battles he gets out of and gets the better of, I must assume that ~~he is chosen by the gods~~ ~~Fortuna Herself watches over him~~ ~~he really is a descendent of Lucky Venus just as his family claims~~ he actually did have the strategic and tactical acumen he portrayed himself as having, and immense charisma to boot.
Soldiers do like a general who's willing to share their hardships with them and say a few rousing words!