Insider Trading
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The fast life was definitely taking a toll on him, but Aoki was still a fan of being risky. Always on the lookout for more cash, Aoki made a dangerous bet by using insider knowledge to trade stocks on the market. In 1998, he was arrested for insider trading that resulted in nearly $600,000 in profit.
He was given a $500,000 fine and three years probation. Later on in 2013, this incident would be briefly mentioned in The Wolf of Wall Street.