For some reason I've just never liked Spider-Man. He comes off as a whiney, ignorant child that never seems to grow up or mature despite everything he goes through. I love a good coming of age story, but he just never seems to become an adult.
While arguably Batman could use his wealth better (especially in versions where he's richer than Luthor, because you don't get to be richest guy without being a major asshole who does things like force workers to pee in bottles), the other guy/gal also has a point. The comic book universe isn't our universe, it has aliens invading and Spwecial People who have to be fought by other special people. Batman is basically super-powered the way he can run a marathon, run a chemical analysis and synthesize a new cure for something overnight, and jump 10 feet, they just pretend otherwise.
You might enjoy Harley Quinn where Batman gets arrested for tax fraud.
He also does put money into trying to fix the city. Gotham is canonically cursed like five times over. No matter how much cash you mainline into the city it's not going to get better.