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Kevin Hughes began their work experience in 1996 as an account executive at MTS Media, where they stayed until 2006. Kevin then worked as an account manager at The Yellow Page Group from 1996 to 2011. In 2011, they became an account manager at DirectCash Payments for a year. From 2012 to 2017, Kevin worked as an account executive at Bell Media, specifically as a Radio Account Executive for TSN1290, Virgin 103.1FM, and 99.9 BOB-FM. Finally, in December 2017, Kevin became the Director of Corporate Partnerships at the Winnipeg Blue Bombers, where they continue to work.

Kevin Hughes completed their General Studies in high school at Springfield Collegiate from 1987 to 1990. In 1992, they pursued a degree in Broadcasting with a focus on Communication/journalism at Robertson Career College. Later, from 2010 to 2014, Kevin attended the University of Winnipeg, where they earned a degree in Management with a concentration in Management.