Malcolm was co-captain of the debate team at Newton South High School in Massachusetts. As a debater, he championed the Bronx Round Robin, finished second the Harvard Round Robin, finished second at Columbia, reached semifinals of the Yale Invitational, and reached quarterfinals of the Tournament of Champions. Since graduating, Malcolm has worked as an assistant coach at Strath Haven High School in Pennsylvania. Malcolm's students have championed the Bronx Round Robin, the Villiger invitational at St. Joseph's University, the Lexington Winter Invitational, and reached quarterfinals at the Tournament of Champions.