Roy Montgomery was one of the main characters of the ABC series, Castle in the first three seasons. He was married to a woman named Evelyn and had three children, Rebecca, Mary and Evan and was both Kate Beckett's boss and mentor.
Prior to the series, he and two other officers were involved in the kidnappings of mob bosses and used the ransom money for their own causes. However, Senator William Bracken, who was the assistant district attorney at the time, blackmailed them.