[Applehell]

Except he hasn't been commiting the same mistakes over and over again.

Yes he had grown ego after his successes in Arcs 1 & 2, yes part his problems sterned from his own immaturity, but their all resulted different issues and all had good intentions behind them. Subaru's reactions also occured in different emotional states after coming out of extreme situations that nobody who wasn't a soldier would have handled well. Lastly he certainly hasn't been treating this as a game. For example when Emilia was getting discriminated he was legitmately mad for her sake, the only problem is that he gotten ahead himself and made claims he shouldn't have. The time when he set out to save the village kids and find Shaman had him making serious effort towards that.

It also not true that he didn't learn from his mistakes before getting to this point, he recongized he couldn't handle the Cult by himself and just Rem or abusing RbD and went abput getting help. He pit Anastasia's advice in practice to get the merchants to help him. So he did do things differently in each loop. They may have led to failures but that is besides the point which is that he tried.