[2] LtGen Stewart was the 2023 William Oliver Baker Award Recipient presented by the Intelligence and National Security Alliance.

[5][6] He received his undergraduate degree in history in 1981 from Western Illinois University and was commissioned into the United States Marine Corps that same year.

[7] After earning his commission, he attended The Basic School (TBS) in Quantico, Virginia, from 1981 to 1982 and was selected to become an Armor Officer.

He then received orders as a Platoon Leader to 1st Tank Battalion at Las Flores, 41 Area, Camp Pendleton, California.

[8] On 23 January 2015, he left his position as the head of the Marine Force's Cyber Command to become the director of the US Defense Intelligence Agency, shortly before which he was promoted to the rank of lieutenant general.