Profiling people into categories can work to a certain extent. But it's also pointless in the sense that there are always exceptions. In general, I would assume billionaires don't care about the little guy. But I don't know a single one personally so I have no idea who the exceptions to that rule are.Do billionaires really care about the little guy when they continue to collect more and more money?
Besides, six bankruptcies by someone worth that much is pretty insane. How does that make him a good businessman if he had that many? Are there a lot of billionaires that have had bankruptcies???
Saying "how does six bankruptcies make someone a good businessman" would be like saying "how does Caitlin Clark being bad at defense make her a great basketball player". The entire picture if his business life has been wildly successful overall. As far as how his number of bankruptcies compare to other billionaires, I'm not sure on that. Some billionaires might have made their entire fortune from one business. Others might have started 100 of them. Unless you just hate Trump, you would need more data points to decide how bad his six bankruptcies are.