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Brett Cockrell began their career in 2006 at Sam's Club, where they held the roles of Produce Team Lead, Produce Associate, and Electronics Associate. In 2012, they took on a Help Desk Intern role at the Fuqua School of Business. In 2013, they began working at Technology Associates as a Virtual Chief Information Officer (vCIO), Technology Alignment Manager, and Support Services Engineer. Brett also worked as a Support Engineer at 3essentials during this same time.

Brett Cockrell attended Cape Fear Community College from 2005 to 2007, where they earned an Associates in Arts and Sciences. Brett then attended Durham Technical Community College from 2010 to 2012, where they earned a degree in Network Technology.