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Dearl McClendon has a varied work experience, starting in 1994 as a self-employed individual at MTS. From there, they worked as an Operations Manager at Western Flyer Express from 2000 to 2010. Dearl then became the Director of Logistics at Freymiller Trucking from 2010 to 2013, followed by the role of VP of Business Development at Serapios Transportation, LLC from 2013 to 2016. From 2017 to 2019, Dearl served as the Director of Customer Service and Rail at Freymiller. Dearl then moved on to become the General Manager of High Society Dispensary.

In 2022, Dearl transitioned to the role of District Manager at Top Shelf Botanicals, leaving in 2023. Currently, they work as a Sales Specialist at EVO Transportation, starting in March 2023.

Dearl McClendon attended Oklahoma Christian Schools from 1979 to 1981 but did not receive a degree or specify a field of study during that time.