Captain Roy Montgomery (Ruben Santiago-Hudson)Captain Roy Montgomery is an NYPD police captain and the boss of the homicide squad at the 12th precinct that includes detectives Kate Beckett, Javier Esposito, Kevin Ryan and consultant Rick Castle.Montgomery appreciates the skills and drive of Beckett and her team but also keeps a close eye on their investigations. He derives pleasure from the ways in which Castle irritates Beckett and understands what a good team they make.