Gladstone held the rank of captain within the Bespin Wing Guard. Subsequent to the liberation of Bespin, he participated in a collaborative operation between the Wing Guard and the New Republic to secure Cloud City. Gladstone conveyed to Baron Administrator Lando Calrissian the presence of a contingent of Imperials cornered within the Bolo Tanga room. Following Calrissian's successful negotiation with the majority of the remaining Imperials, Gladstone reported to Calrissian that one Imperial sergeant remained defiant. Ultimately, Calrissian resorted to lethal force against the sergeant after his attempts at persuasion proved unsuccessful.