Chugum Yeah no, he immediately decides to marry some chick who he had a crush on and never really knew ANYTHING about her other than her being from a wealthy family and being out of his reach. Don't even get me started on the idiotic things he did such as to impress her he gave her brother some advice to buy a village or town and thus began the entire buying fiasco for companies, wealthy people and countries alike to buy land, this inadvertently makes powerful rivals with massive funding join in earlier than his previous life.
Ultimately he changed the future drastically multiple times by doing things that are neither beneficial to him or for no good reason. To have as much as an advantage as possible I'd advise him to stop screwing around with the butterfly effect and showing every single god damn triumph card he has to his allies nonchalantly in hopes of impressing them enough to become his friends. Sure, he says its because he wants them to know whos in charge and give them trust but from the very start being #1 in the entire goddamn world was enough by itself!
There is no such thing as allies becoming 'friends' forever and with all that information you gave them, including where your town is that's going to lead to a betrayal and your downfall, as there is no such thing as allies only temporarily mutual benefits. Have you so soon forgotten that your best god damn friend that you were willing to pretty much die for betrayed you for a loot drop in your previous life?!?! Also, author please knock it off with his so-called loving affection for his younger sister and that they are 'so close other people are jealous' shit, she's just there to make real-life relevant at the start, give him a 'reason' to live and then every once and a while when you decide to make an entire filler chapter about him buying her ice cream. She shouldn't have been in the story.