If I were especially wealthy, sure. Ultimately, the only way we can judge our actions is by their consequences. If I'm a middle-class person, giving another middle-class person extra cash won't benefit them much more than it hurts me. If I'm wealthy, the situation changes; I need each dollar substantially less than other people do.
But frankly, I'm not interested in moralizing individual's actions at all. I'm not interested in going "oh Jeff Bezos is a BAD PERSON for X Y and Z." I think that's silly. I want to use the legislative system to raise is taxes and put his money to better ends whether he likes it or not. Whether Jeff Bezos is "good" is entirely irrelevant.
So when the dinner bill comes and you are given the power to choose how much to tip a waiter/waitress, do you exploit them by not giving them all of the money you can afford?
When shopping for a car, do you look for the dealer with the highest markup knowing how tough care salesman have it and pay asking price?