Wengert attended Iowa State University, and in 1991 played collegiate summer baseball with the Hyannis Mets of the Cape Cod Baseball League. He was selected by Oakland in the fourth round of the 1992 MLB Draft.
Prior to attending Iowa State University, Wengert attended high school and played baseball at Bishop Heelan Catholic High School. His is the only number to be retired at his high school Alma Mater.

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