My view is like Enron or the 2008 banks, he will do extremely well until he doesn’t.

Also being a company as opposed to a self sovereign individual, he has shareholders, the stock market and fellow directors that he is beholden to. 

Companies are expected to make quarterly profits, constant growth and consistent shareholder returns year on year. 

This is not possible with Bitcoin and so will fail at some point in a very spectacular way.

But until he fails, he will be extremely successful.