Since we are on the subject of super rich guy asshole nobody likes but everyone likes for the money, let's go with the classical ancient comparison to see if any modern day billionaires live up to these kind of shenanigans.
I, of course, am talking about none other than Marcus Licinius Crassus, the richest man in Roman history before emperors became a thing.
Let's take a brief look at the character arc of this madman:
He pops onto the scene during the Social Wars between Marius and Sulla, two commanders that were very successful and one was older and very jealous of the other. Marius killed many of Sulla's supporters while Sulla was making a name for himself humiliating the Pontic army and Mithridates, a man known for taking many poisons intentionally to make himself indestructible.
One of those men killed was Crassus' father, which led him to join up with Sulla. Crassus' first real mark on history was getting excommunicated by the man who marched on Rome, fought battles where the people who tried to surrender were coaxed into killing their friends for their freedom, only to be betrayed and killed as well, then others who surrendered were rounded up into a pen within earshot of the senate and slaughtered as Sulla taunted the senate. This led to the proscription lists. Crassus was excommunicated because he targeted a wealthy person that wasn't on the list because of his wealth.
Tl;dr he wasn't a good general. But, he made his fabulous wealth in a particular way that kind of goes along with some of the worst practices of capitalism.
What did he do?
He created the first fire brigades in Roman history. That's a good thing, right? Well, yes and no. As soon as a fire broke out that was going to consume your home, the man under his command would go to the home and negotiate with the owner of said home to put out the fire. If you didn't have the money, tried to haggle, or otherwise stalled and didn't pay the price, the fire brigade would just watch the building burn down.
Then, they would offer to buy your land at cut rate prices. They would build a new home on the land and sell that at an exorbitant profit. Then, on to the next fire and so repeats the process.
He got his in the end. He went off to glory and got his army trapped when he wouldn't heed the advice of the real experts. His son led a heroic last stand and got his head cut off. He collapsed and was forced into negotiations where he was very humiliated and killed in the fracas.
Look up Battle of Carrhae for more of that story.