10 Best Brooklyn Nine-Nine Guest Stars

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For eight outstanding seasons, the hit TV show “Brooklyn Nine-Nine” held our laughter and hearts captive. The gifted and side-splitting team from the 99th Precinct, who graced our screens in 2013, won us over with their unique humor and personal interactions, demonstrating that tough detectives can be as endearingly awkward as the rest of us. This series is a creative product of TV geniuses Dan Goor and Michael Schur. It quickly became one of the most cherished modern sitcoms due to its clever dialogue, relatable characters, and an abundance of constant turmoil.

In essence, Brooklyn Nine-Nine revolves around a team of detectives, each exhibiting unique traits and characteristics. Heading this group is the energetic Jake Peralta (Andy Samberg), with Captain Raymond Holt (Andre Braugher) providing no-nonsense leadership, Amy Santiago (Melissa Fumero) showing anxious and competitive tendencies, Terry Jeffords (Terry Crew) playing the role of a family man, Rosa Diaz (Stephanie Beatriz) being an intimidating presence, and others. The sitcom effectively incorporates guest stars into its storyline, who enrich episodes with their individual flair and have become just as integral to the show’s identity as the main cast. Here are ten outstanding guest stars on Brooklyn Nine-Nine.

10
Kathryn Hahn as Eleanor Horstweil

Season 3, Episode 11, “Hostage Situation”

In “Hostage Situation,” the eleventh episode of Season 3, several intriguing events unfold. Rosa and Holt question a suspect who only communicates with Gina, while Amy requests a recommendation letter from Terry. However, the most captivating plotline revolves around Boyle’s private life as he and Genevieve contemplate using Boyle’s frozen sperm to start a family.

In the storyline, it’s when Eleanor Horstweil, a woman mentioned previously in the series, unexpectedly appears at the police station with an astonishing request: she requires Terry Boyle’s frozen sperm to resolve a legal matter, and she isn’t shy about using it as a bargaining chip. In a panic, Boyle seeks Jake’s assistance, resulting in a series of mishaps. Kathryn Hahn brings Eleanor Horstweil to life with her captivating charm and humor. Despite her character being intended to be disliked, her impeccable comic delivery makes it impossible not to. Moreover, her actions ultimately lead Boyle to adopt Nickolaj, so there’s no one protesting!

9
Adam Sandler as Himself

Season 1, Episode 15, “Operation: Broken Feather”

Adam Sandler isn’t often seen on TV shows; he prefers the silver screen. However, he has a fondness for Andy Samberg that led them to work together in ‘That’s My Boy’ and ‘Hotel Transylvania’. So, it was unexpected when Adam Sandler, or “Sandman”, appeared as a fictionalized version of himself in the 15th episode of ‘Brooklyn Nine-Nine’s’ first season, titled “Operation: Broken Feather”.

In this scenario, Jake and Amy are examining a string of hotel thefts. When Jake learns about Amy’s intentions to depart from the precinct and move to Major Crimes, he feels troubled. Meanwhile, as Amy attempts to identify the culprit among the guests at the hotel, Jake attends an auction. Coincidentally, Adam Sandler is also participating in the auction, leading to a verbal disagreement between them. Sandler seizes this moment to poke fun at Jake by initiating his own mock auction. Their interchange is light-hearted and amusing to observe.

8
Bill Hader as Captain Seth Dozerman

Season 3, Episode 1, “New Captain”

In the opening episode of Season 3, titled “New Captain,” there’s a noticeable excitement in the air at the 99th precinct as the team eagerly awaits their new commander. However, the serene atmosphere is disrupted when the boisterous and unconventional Seth Dozerman, portrayed by Bill Hader, bursts in. He brings with him a unique approach to efficiency and productivity, introducing ‘Dozerpads’ that demand the team to accomplish a task every 55 minutes.

As Jake and Amy explore their budding romance, they find themselves in a delicate situation when they’re caught kissing in the storage room by Captain Dozerman, who later suffers a fatal heart attack. Hader brilliantly brings Captain Seth Dozerman to life, creating a character that is both disciplined and unpredictable – he can be stern one moment and vulnerable the next.

7
J.K. Simmons as Frank Dillman

Season 7, Episode 9, “Dillman”

Often recognized for his dramatic roles in films and television series, J.K. Simmons is particularly renowned for playing J. Jonah Jameson in the Sam Raimi Spider-Man trilogy. Unlike a character typically associated with humor, this role allowed him to display an over-the-top, exaggerated facet of his acting skills. In Season 7, Episode 9 titled “Dillman,” Amy and Jake attempt to unravel the mystery behind a glitter bomb explosion. At Captain Holt’s request, Detective Frank Dillmon, an old friend, is summoned to assist in solving this case.

In simpler terms, Detective Simmons, portrayed as Dillman, adopts a straightforward, no-nonsense method when it comes to crime solving, which contrasts sharply with Jake’s laid-back and impulsive demeanor. Despite Jake’s eagerness to crack the case first to impress Captain Holt, it becomes evident that Dillman may not be as sharp or astute as one might expect from a precinct known for its eccentricities. Simmons constructs a character who is both impressive and amusingly misplaced in a precinct where quirkiness is the norm.

6
Sterling K. Brown as Philip Davidson

Season 5, Episode 14, “The Box”

In “The Box” (Season 5, Episode 14) of Brooklyn Nine-Nine, one of its standout episodes, we find Detective Jake Peralta and Captain Raymond Holt grilling a dentist named Philip Davidson, played by Sterling K. Brown. This character is under suspicion for murdering his partner. The entire story unfolds within an interrogation room, as Jake and Holt employ diverse methods to crack Davidson’s alibi. However, Davidson maintains his cool demeanor and appears entirely innocent throughout the ordeal, leaving viewers questioning his guilt.

The entire episode is filled with suspense as detectives tirelessly work to expose the truth before it’s too late, while Davidson skillfully maintains his cool demeanor throughout. In the end, under immense pressure, Davidson’s character ultimately breaks down, leading to a fulfilling resolution. Brown, famous for his roles in “This Is Us” and Hulu’s recent political thriller “Paradise,” gave an exceptional performance that earned him a Primetime Emmy Award nomination for Outstanding Guest Actor in a Comedy Series due to its captivating intensity.

5
Nick Offerman as Frederick

Season 3, Episode 8, “Ava”

In the third season of Brooklyn Nine-Nine’s gripping episode “Ava,” I found myself stepping into the shoes of Frederick, an old flame of Captain Raymond Holt. The narrative unfolds as Terry’s wife, Sharon, unexpectedly goes into labor. To make matters worse, she flatly refuses to head to the hospital. Amidst the chaos, Peralta brings Sharon to the precinct, which only serves to heighten her distress. In an attempt to calm things down, Holt reaches out to me—a doctor—for assistance.

In the police station, Frederick’s assistance isn’t useful due to a lingering resentment towards Holt, who had discarded one of Frederick’s cherished wooden ducks during their partnership. Holt offers an apology, and although tensions remain somewhat strained, they manage to handle the upcoming event. However, the wit and depth of the episode are significantly enhanced by Offerman’s performance.

4
Danny Trejo as Oscar Diaz

Season 5, Episode 10. “Game Night”

In the 100th overall episode titled “Game Night” of our series, character Rosa Diaz announces her bisexuality to her coworkers and arranges a game night for them to meet her family. She also prepares to tell her own family about this revelation and seeks Peralta’s assistance. One notable member of Rosa’s family is her imposing father, Oscar Diaz, portrayed by Danny Trejo. This episode delves into Rosa’s efforts to earn her father’s approval, who initially appears unsupportive.

As the game night progresses and feelings intensify, the scene turns more sincere and heartfelt. Trejo’s Oscar character reveals his profound affection for his daughter and offers an apology. Despite being renowned for his intimidating roles, Trejo maintains a tough facade in Brooklyn Nine-Nine, where he plays Rosa’s father. However, it’s his skill at expressing deep emotions that makes his guest performance particularly memorable.

3
Fred Armisen as Mlepnos

Season 1, Episode 1, “Pilot”

In the initial episode of “Brooklyn Nine-Nine,” Fred Armisen debuts as an unusual resident named Mlepnos, who resides in a luxury apartment building. He claims there’s a silent “clay” after the letter P in his name. Throughout the investigation into a murder, he provides Peralta and Santiago with amusing and enigmatic descriptions of the events that transpired that day. As the series progresses, Armisen revisits his character in numerous subsequent episodes, with each appearance featuring increasingly absurd behavior and dialogue.

In his interactions, Mlepnos often seems to overlook Jake despite their numerous encounters. At times, he even presents himself as Jerry. This enigmatic figure comes with no known past, is prone to dishonesty in every conversation with the investigators, and exhibits inconsistency. However, Armisen’s improvisational talent and dedication to the role infuse Mlepnos with an added dose of mystery and amusement.

2
Marshawn Lynch as Himself

Season 4, Episode 11. “The Fugitive”

In the 11th episode of Season 4, titled “The Fugitive,” a thrilling manhunt ensues. The story begins with a prison transport vehicle colliding, allowing the inmates to flee and hide throughout the city. The police department divides into squads to apprehend these escapees. Meanwhile, Jake and Amy engage in friendly competition, betting on who can capture the most fugitives. Amidst the turmoil, NFL star Marshawn Lynch makes a cameo, serving as the only eyewitness to the accident.

Lynch’s guest appearance is legendary due to its humor and surprise factor. He doesn’t offer any useful insights, instead offering unnecessary remarks, yet he brings a delightful levity to the episode by discussing an overly detailed account of a restaurant mishap. Renowned for his acting skills, he mirrors the police station’s chaotic vibe with his casual demeanor and evasive responses.

1
Tim Meadows as Caleb John Gosche

Season 5, Episode 1, “The Big House”

Following Lt. Melanie Hawkins’ deceitful framing of them for crimes they didn’t commit, Jake and Rosa find themselves serving time in prison. In the fifth season, episode 2, “The Big House,” we encounter Jake confined to a cell. The new character, Caleb John Gosche, makes his appearance shortly after. Caleb is a fellow convict with an endearing demeanor that masks his sinister nature as a serial killer who consumes human flesh. Throughout the episode, Caleb shares survival tips for prison life with Jake, but these suggestions are more unsettling than beneficial.

Tim Meadows skillfully adds an eccentric and subtly humorous ambiance to his character, creating a blend of suspense and amusing moments. He masterfully maintains a delicate equilibrium between the ominous aspects of the character and an endearing charm that eventually leads Caleb and Jake to become friends. Watching this peculiar yet captivating portrayal is quite enjoyable. Meadows’ character, Caleb, makes appearances in three additional episodes across the series, with a notable role even in the finale.

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2025-02-15 22:03