He previously was the host of the popular CCIN television program Chalk Talk, along with Malcolm Briggs, McGraw Millhaven, and Tony Twist.
He also owned a chain of bars named Twister's Iron Bar Saloon, with locations in St. Charles and Ste. Genevieve Missouri.
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He now is a co-host in post-game shows after Blues games on Fox Sports Midwest.
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Wynn also runs a heavy trade within the black market, and has formed himself a multitude of underground alliances, some of which include the Chinese triads and the Mafia, whose boss, Tony Twist, answered directly to Wynn.