Herb began his career in government service as a second lieutenant in the 24th Infantry Division, Fort Stewart, Georgia. Over the next 10 years, he was stationed at Fort Sam Houston, Texas, Fort Meade, Maryland, Bangkok, Thailand, and Fort Lee, Virginia. Herb left active duty to start a career in finance and investments with Edward Jones, Signet Financial Services, Bank of America, and Colonial Downs. Herb ran to be the County Treasurer for New Kent in 1999 and served three terms. At the same time, he remained in the US Army Reserves. He was called up twice after 9/11 and served here in Virginia and two tours in Iraq. In 2011, Herb decided not run for a fourth term and took a position with the federal government as a operations officer in Afghanistan 2012. He served in this capacity until November 2014. As a result of Herb’s extensive military knowledge and experience, Virginia Governor Ralph Northam appointed Herb to his Military Advisory Council. Herb and his brother, Michael, started Pyramid Technologies, LLC, a cloud-computing, project management, and logistics firm. He currently serves as the co-founder and CEO of Pyramid. Herb and his wife, Yvonne, reside in the Providence Forge area of New Kent County. Yvonne is a retired educator who served as the principal at New Kent High School for 14 years. They have two sons, and one grandson.