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Is there a lot to learn from him? His amorality has left his reputation in tatters. Yes he earned some money but at what cost? Is being a reviled shadowy billionaire really worthy of praise or respect?

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I don't know what his personal life is like. But a person with the freedom to do the things they want and the energy to embark on ambitious projects will have no trouble having a genuine social circle and having great experiences barring some serious psychological obstacle in doing so like Howard Hughes.

This is far more important than this vague idea of reputation. Just because a person has a good reputation doesn't mean they are respected or loved. It could just be that they do not figure at all in people's minds. You can live up to people's expectations and die having never really lived.

Honestly it's somewhat reflective of the infamous slave morality vs. master morality debate

Once you have all the money you need what value is a reputation?

Your reputation only matters if you wish to have relationships with other humans.

When you've bought everything there is to buy, the only thing left is human relationships.

It doesn’t matter. You can have a good reputation and zero human relationships simply because you are not extroverted enough to initiate or maintain them.

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