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It's hard to day. It might be easy to point to his 4 bankruptcy filings, but in reality that's part of the game at the level of investment he deals in. It's not unusual for that to happen, especially considering the overall decline of the gambling industry during the period he was going through them.
However, he inherited his position in the investment industry by virtue of birth. He didn't build his business, he's been playing with house money from the start. Doesn't mean he isn't capable of making smart business moves, but the fact of his wealth is not evidence of it.
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'He who receives an idea from me, receives instruction himself without lessening mine; as he who lights his taper at mine, receives light without darkening me.'
-TJ
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