Roy Montgomery
Vital statistics
Title	Captain
Gender	Male
Status	Deceased
Spouse(s)	Evelyn Montgomery (Wife)
Children	Rebecca Montgomery (Daughter) Mary Montgomery (Daughter) Evan Montgomery
Cause of death	Shot by Hal Lockwood
Appearances	Roy Montgomery - List of Appearances
Portrayed by	Ruben Santiago-Hudson

NYPD Captain Roy Montgomery was Kate Beckett's boss at the Twelfth Precinct's Homicide Division. He carried a .38 Colt Detective Special as his sidearm, which he pointed at Dick Coonan during the latter's aborted escape attempt from the Twelfth Precinct. ("Sucker Punch") In the two other instances where he is seen with a gun, however, he used different revolvers; in Murder Most Fowl, he carried a large-caliber revolver in a stainless finish, but in Knockout, during his last stand against Hal Lockwood and his forces, he carried some kind of large revolver in a gunmetal finish and had a two-barreled Derringer pistol as a holdout weapon held in his left sleeve.

History Edit

Nineteen years ago, during the glory days of the Italian Mafia in New York City, Roy Montgomery was a rookie cop that looked up to John Raglan and Gary McCallister. He was dissatisfied with the way the Five Families openly flaunted their activities and presence in the public spotlight, and how they had bribed everyone in a position of authority and influence, to the point where he joined Raglan and McCallister on their kidnapping scheme, to make the Five Families pay a large amount of money to get back whoever they ended up kidnapping. ("Knockdown")

One night, in a blind alley near the back entrance to a Mafia hangout called "Sons of Palermo," they attempted to snatch a mobster named Joe Pulgatti. What they didn't anticipate was the presence of undercover FBI Special Agent Bob Armen, who went for Montgomery's gun. During the resulting struggle, the gun went off and killed Armen. In their attempt to cover up the murder, Raglan arrested Pulgatti for Armen's murder. ("Knockdown")

Some time later, an unnamed man somehow learned of the cover-up. But instead of turning them in, this man demanded the ransom money, and used it to acquire his current position of power and influence. ("Knockout")

While Raglan and McCallister tried to drown their guilt in alcohol, Montgomery threw all of his guilt into his job as a police officer of the NYPD, to the point where he would continue to feel guilty about never following up his suspicions in the death of Olivia Debiasse even after Brady Thompson confessed to the crime even though there was evidence that implicated someone else. ("Kill the Messenger") When Kate Beckett showed at the Twelfth Precinct years later, Montgomery thought it was like the Hand of God pushing him to redeem himself, even though he knew that her mother, Johanna Beckett, had been murdered in order to keep the specifics of Bob Armen's murder from ever being made public knowledge.

When the death of bike messenger Caleb Shimansky started a chain of events that lead to the reopening of the investigation into Olivia Debiasse's murder, Montgomery was forced to confront his guilt over the fact that if he'd just dug a little deeper, then both Caleb Shimansky and false confessor Brady Thompson wouldn't have died to conceal the fact that Olivia was killed in order to conceal her true parentage and prevent political scandal. What made him most satisfied at the end of the case was that he could finally provide Olivia's surviving family with answers. ("Kill the Messenger")

When Beckett learns that Jack Coonan was killed by the same man who had killed her mother, Montgomery is the first to ask her if she's all right, and recommends that she steps back from the case. ("Sucker Punch")

When Coonan was discovered to have not only killed his own brother Jack ("Sucker Punch"), but also Johanna Beckett, two of her associates in the Justice Initiative (a fictional version of the real-life Innocence Project) that were working on Joe Pulgatti's case ("Deep in Death"), and a courthouse document clerk, Montgomery is the first to notice something wrong with the way Coonan is leaving the Twelfth Precinct. ("Sucker Punch")

When Hal Lockwood, the killer of both John Raglan and Gary McCallister, escapes police custody, he makes his way to Montgomery's house and threatens his family, revealing that he had made an agreement with the unknown man in order to keep Beckett from investigating her mother's murder in return for keeping her, and his family, alive. Unable to choose either option, he decides to make a stand. He takes out certain case files (that he has kept all this time), and mails them to another party (which has yet to be revealed), before luring Lockwood and his associates out of hiding by pretending to bring Beckett to her doom in the hangar where Lockwood had stashed his escape helicopter. Instead, he had Castle drag her out of the hangar before making his last stand, successfully killing all four of Lockwood's associates before being shot twice by Lockwood himself. ("Knockout")

With his last breath, he tells Lockwood that the two of them are done, revealing that he had seen to the silence of the man that had ordered Johanna Beckett's death, just before killing Lockwood and then dying of his wounds. He left behind a wife and two girls. ("Knockout")

Character Edit

He appreciated Beckett's determination and diligence, but maintained a close watch on her in order to make sure any murder investigation went as smoothly as possible. He carried a lot of guilt over his role in Bob Armen's death, which would lead to Johanna Beckett's death as a result, and dealt with it by becoming the best cop he could become. When Beckett walked into his life, he saw a chance for personal redemption in her and became something of a father figure to her. ("Knockout")

He was amused by how much Richard Castle annoys Beckett, but also appreciates how effectively the two of them solve cases when they work together, to the point that he once speculated that Castle may have some family ties to the police through his unknown father to account for his natural skill in solving crimes.

He also demonstrated a strong attachment and respect for Beckett, commenting to Castle that he has never known anyone who can comfort the victims of violent crimes better than her ("Kill the Messenger"), to the point where he argued with the Governor and District Attorney of New York in order to accept a deal that would've allowed a newly-discovered heroin trafficker, Dick Coonan, to walk free when he offered information that would have allowed them to capture the man who murdered Beckett's mother (although the deal became null and void when it turned out that the drug trafficker, Dick Coonan, was the killer and Coonan ended up being killed at Beckett's hands). ("Sucker Punch")

He had a particular loathing for dirty cops ("Kill the Messenger", "Den of Thieves", Knockdown"), mainly due to his role in the death of Bob Armen. ("Knockout")

CASTLEe
Cast	Nathan Fillion • Stana Katic • Jon Huertas • Seamus Dever Tamala Jones • Ruben Santiago-Hudson • Molly C. Quinn • Susan Sullivan • Penny Johnson Jerald
Characters	Richard Castle • Detective Kate Beckett • Detective Javier Esposito • Detective Kevin Ryan Dr. Lanie Parish • Former Captain Roy Montgomery • Alexis Castle • Martha Rodgers • Captain Victoria Gates
Seasons	1   •   2   •   3   •   4