As head coach of the Black Bears, Winkin won 642 games, including a school record 48 victories during the 1991 season. Maine made 11 NCAA tournament appearances and six College World Series trips during that span. He earned multiple New England and Regional coaching honors.
Winkin was elected into the University of Maine Sports Hall of Fame in 2001. In 2013, he was elected into the College Baseball Hall of Fame. Winkin, who coached at Colby, Maine and Husson, won more than 1,000 games in a 50-plus years as a head coach. He has been inducted into many Hall of Fames during his career.