At the World Series of Poker he has had a 4th-place finish in the 2001 $3,000 No Limit Hold-Em event, which also featured Johnny Chan and Kathy Liebert, and a 5th-place finish in the 2005 $10,000 Pot Limit Omaha event, which also featured Todd Brunson, Barry Greenstein (who lost a critical pot to Simon and then complained about it in his blog), Erik Seidel, and Julian "The Kid" Gardner. He has not yet featured in the World Poker Tour.