Dewitt is a native of South Carolina; he moved to California in 1996. A 2014 graduate of Sonoma State University, Dewitt joined Ghirardo CPA's tax department in 2014, and he is currently working towards his CPA certification.

Dewitt resides in the small North Bay community of Forestville, surrounded by redwood trees, vineyards, and the Russian River. His free time is spent exploring new restaurants, seeing live music, photography, and gardening.