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Derrick Leonhardt has a diverse work experience spanning several roles and industries. Derrick most recently served as the Enterprise Sales Director at Loadsmart starting in September 2023. Prior to that, they worked as the Director of Business Development at Surge Transportation from February 2022 to September 2023. From October 2019 to February 2022, Derrick served as the Director-National Accounts at Traffix. Derrick also worked at Hub Group, where they held the positions of Account Development Manager from September 2018 to September 2019 and Load Planner from June 2013 to September 2018. Derrick's early career saw him working as the Regional Fleet Coordinator at Daily Express, Inc from February 2011 to May 2013.

Derrick Leonhardt earned a Bachelor's degree in Business Management with a focus on Organization Leadership from Illinois State University between 2008 and 2010.