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Steve Wynn and Elaine Pascal, $1 Billion
Steve Wynn, CEO of casino empire Wynn Resorts, married Elaine Pascal in 1963. They divorced in 1986 but remarried again in 1991, ultimately leading to their second divorce in 2010. Wynn lost ownership of about half of his stock in the company in his second divorce with Elaine Wynn in a $1 billion agreement, according to reports at the time.
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