Oliver is a 2011 graduate of Boston University where he obtained a B.A. in Economics and was commissioned as a Marine Officer. He served as an Infantry Officer with 3d Battalion, 2d Marines as a Weapons Platoon Commander, Combined Anti-Armor Team (CAAT) Platoon Commander and as a Company Commander. After transitioning from the Marine Corps in 2015, he worked at J.P. Morgan in Sales & Trading and is now an MBA candidate at Columbia Business School. Additionally, Oliver serves as an MBA Ambassador for Service to School, a non-profit focused on helping transitioning veterans gain admission into top educational institutions.