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Toni Caputo has a significant work experience spanning over several years and across multiple companies. In 1990, Caputo began their career as a Shift Manager at Hy-Vee, where they worked until 1995. Following that, Caputo joined Omaha Steaks dba Butch Long's Steaks of Nebraska in 1995 and held various managerial positions, including Order Processing Manager and Manager of Customer Service from 1998 to 1999.

In 1999, Caputo joined Transportation Insight, where they have since held several roles. They began as the Director of Customer Service, a position they held until 2005. Caputo then took on the role of Director of Quality Control and Director of Audit Operations from 1999 to 2021. Currently, Caputo holds the position of Vice President of Parcel Operations at Transportation Insight, which they have held since May 2021.

Toni Caputo attended Abraham Lincoln High from 1989 to 1992 and then pursued higher education at Iowa Western Community College from 1992 to 1994. However, no degree or field of study information is provided for either institution.