Herb is a former Army Colonel in the 24th Infantry Division, who served two tours in Iraq.
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.