Wingert attended Saint John the Baptist Diocesan High School and played college soccer for Saint John"s University, where he was the 2003 Hermann Trophy winner as that year"s best collegiate player.
During his college years Wingert also played with the Brooklyn Knights in the USL Premier Development League.
College Professional The Columbus Crew drafted Wingert in the second round (twelfth overall) in the 2004 Master of Library Science SuperDraft. Despite his collegiate success, Master of Library Science teams were skeptical about his ability to adapt to the faster and more physical professional game. While in Columbus, he played as both a defender and a defensive midfielder.
On January 20, 2006, the Crew traded Wingert to Colorado Rapids for a fourth-round pick in the 2007 Master of Library Science SuperDraft.
On July 13, 2007, Real Salt Lake acquired Wingert from Colorado for a first-round pick in the 2008 Master of Library Science Supplemental Draft and a second-round pick in the 2009 supplemental draft. After eight years with Salt Lake, Wingert was selected in the tenth round of the 2014 Master of Library Science Expansion Draft by expansion club New York City Football Club. The club also selected fellow Salt Lake teammate Ned Grabavoy.
Wingert was waived by New York City on January 30, 2016. Three days later, on February 2, he was claimed off of waivers by Real Salt Lake, starting his second stint with the club
International Wingert made his first international appearance for the United States against Sweden on January 24, 2009.
Wingert is the son of Norm Wingert who played for the Philadelphia Atoms in the North American Soccer League. Real Salt Lake.
Nevertheless, Wingert managed to earn a spot on a very good Crew team and was a versatile member of the squad for two years.
