Oliver H. Bennett is a native of Laurel, Delaware, and the son of Frances and the late Eddie Bennett.
Bennett has lived on the Eastern Shore of Virginia for the past 35+ years. He is currently employed by the Northampton County School System.
Bennett is once again currently a Northampton County Supervisor, having served before as District 3 representative from 1996 - 2003.
Bennett attended public schools in Laurel, Delaware, and continued his education at Delaware State University, Dover, Delaware. He also has coached football, boys' basketball, and boys' and girls' track.
Oliver is a member of Antioch Baptist Church in Treherneville, where he serves as a trustee, financial secretary, and member of the choir. In addition, he is a member of Alpha Phi Alpha Fraternity, Inc., Eastern Shore Agency on Aging, the Accomack-Northampton Transportation District Commission, past President of the Virginia Association of Counties, the Education Steering Committee for Virginia Association of Counties, the Task Force on Indoor Air Quality in Public Schools, and was Co-Chairman of the U. S. Environmental Protection Agency's Small Community Advisory Subcommittee.
Bennett has five children: Latisha, Natasha, Chanel, Dedrie, and Olivia.