Reginald Drummond serves as a knight in the Knight Guards of Housman alongside colleague Cecily Campbell within the Independent Trade Cities' military. Initially met with aggression and dismissal toward Cecily, he held a narrow worldview viewing swords purely as weapons to kill enemies. This perspective clashed directly with Cecily's belief in swords as tools for protection. Reginald wields a zweihander greatsword, relying on brute strength over refined swordsmanship in combat.

Witnessing Cecily's exceptional courage and skill during a monster battle forced a reevaluation of his judgment, fostering growing respect for her capabilities and dedication. While his core belief in strength endures, his interactions with Cecily fostered a more nuanced understanding of a knight's purpose beyond combat. Ultimately, Reginald Drummond married Patty Baldwin, another citizen working in the city administration.