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Joshua Brawley began their work experience in 2013 as a Student Telemarketer at MSU Greenline. Joshua then became a Student Supervisor, leading a team of 7 to 13 callers and managing the call center's performance. Joshua received recognition for their exceptional work and was voted Supervisor of the Semester.

In 2014, Brawley joined Michigan State University as a Production Manager, a role they held until 2015.

From 2016 to the present, Brawley has been with Fifth Wheel Freight, where they have held various roles. Joshua started as a Logistics Consultant and later became a Pod Lead. In 2017, they took over as Director of Culture and Talent Acquisition, and in 2021, they were promoted to Vice President. Brawley then served as the Chief Operating Officer before assuming their current position as President of the company.

Joshua Brawley pursued their Bachelor of Commerce degree in Communication, General from Michigan State University from 2011 to 2015.