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Chandler Cleveland began their work experience in 2008 as a CAT Service Coordinator at Louisiana Machinery. Chandler then transitioned to Resource Power Group in 2010, where they held various managerial positions, including General Manager and Operations Manager. Chandler later became the Vice President of Product Support at Louisiana Cat in 2022.

Chandler Cleveland attended the University of Miami from 2004 to 2008, where they studied Business Management. However, no specific degree was mentioned.