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The worst is the next rung up from "small business owner". The guy who might own a few small business and/or some investment properties. Still an ant in the eye of the Amazons of the world, but has vastly more power to victimize a larger number of people.
These are always the most fucking disgusting, pathetic, annoying and cruel people I have met. They brag about all the awful shit they do to people and they get away with it. Rapists, thieves and wife beaters the lot of them, but actually having the money to shield them from any blowback in the way the petty tyrant who just owns like a restaurant or something does not.
I worked for one of these types when I was younger. Truly the most psychotic vile piece of shit but with a good outward image which made it so much more annoying for anybody to believe he was a garbage boss.
While working for him he got diagnosed with some kind of cancer with a small survival rate that he ended up beating somehow. I thought naively at the time that the experience might change his ways, but nope, as soon as he was better he fired or reduced the hours without notice to a whole bunch of people across his businesses.
Quite a radicalising moment tbh.