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Justin Oakley has a diverse work experience starting in 2010 as a Fleet Manager at Oakley Trucking Inc. Justin then moved on to Bruce Oakley, Inc. in 2012, where they worked as a Trader until 2016 before being promoted to Vice President. Their most recent role is President at Bruce Oakley Inc, which they began in October 2022.

Justin Oakley's education history includes a Bachelor of Business Administration - BBA degree from the University of Central Arkansas. The field of study for this degree is not specified. Additionally, they have pursued studies in the International Grains Program at Kansas State University, although they did not complete a degree in this field.