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Dewaine Wilson has extensive work experience in the telecommunications industry. Dewaine began their career at Hargray Inc. in 1999, where they served as a Controller until 2007. After leaving Hargray Inc., Wilson joined Palmetto Rural Telephone Cooperative, Inc. as the CFO in 2007. Dewaine held this position until 2020 when they moved to Communications Data Group (CDG) as the Chief Financial Officer.

Dewaine Wilson obtained an MBA degree from The Citadel between 1999 and 2001, with a focus on business administration. There is no further information available about Dewaine's education, as there are no specific start or end years or degree fields of study mentioned for Charleston Southern University or WHHS.