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Derrick Chitwood's work experience includes serving as the IT Director at Charles Lea Center since June 2012. Previously, they worked as an IT professional at both Charleslea Center and Homeland Secure IT, LLC, where they specialized in desktop repair. Before that, they held a similar role at plus inc from 2008 to 2010.

Derrick Chitwood holds a BA in Art and an MED in Education from Freed-Hardeman University. The specific start and end years for their education are not provided.