In 1992, the Spartans finished runner-up in the NCAA Division II Men's Soccer Championship.
In 1995, Winner turned professional with the Tampa Bay Cyclones of the USISL Pro League.
On February 7, 1999, the Colorado Rapids selected Winner in the second round (twentieth overall) of the 1999 MLS Supplemental Draft.
[3] The Rapids released him, but the Kansas City Wizards signed him in March after Tony Meola and Chris Snitko were both injured during the pre-season.
He currently is working for the Columbus Crew DA (Development Academy) as a goalie coach.