The 10 Most Epic Jake and Holt Episodes in Brooklyn Nine-Nine
- Joao Nsita
- 6 days ago
- 8 min read

From their initial antagonistic relationship to their eventual father-son dynamic, Detective Jake Peralta and Captain Raymond Holt's journey forms the heart of "Brooklyn Nine-Nine." Their contrasting personalities—Jake's childish enthusiasm versus Holt's stoic professionalism—created some of the show's most memorable moments.
Their relationship is a masterclass in character development, showcasing growth, mutual respect, and a deep bond that evolves over the series. Let's count down the 10 biggest episodes showcasing their unique dynamic, in descending order of importance.

10. "The Party" (Season 1, Episode 16)
Jake's attempts to impress Holt at his birthday party set the stage for their evolving relationship. As Jake tries desperately to make a good impression on Holt's husband Kevin, we see the first hints of Jake's desire for Holt's approval. The episode brilliantly contrasts Jake's social awkwardness with Holt's composed demeanor, highlighting their differences while hinting at their potential for connection.
This episode is crucial in establishing the early dynamics of their relationship. Jake's awkward attempts at humor and Holt's dry responses create a comedic yet insightful look at their interactions. It also sets the foundation for future episodes where Jake's desire for Holt's approval becomes a recurring theme.

9. "The Mole" (Season 2, Episode 5)
When the Nine-Nine is accused of harboring a mole, Holt faces intense pressure. In a rare moment of vulnerability, Holt delivers a Shakespearean-style monologue at the local bar, showcasing Andre Braugher's dramatic chops. Jake's reaction to seeing his usually composed captain in distress marks a turning point in their relationship, as he begins to see Holt as more than just an authority figure.
This episode is significant because it humanizes Holt in Jake's eyes, allowing their relationship to evolve beyond mere professionalism. It also highlights Holt's depth and the pressures he faces as a leader, which Jake slowly comes to understand and appreciate.

8. "The Bimbo" (Season 6, Episode 13)
Holt's meticulous planning of unique handshakes with everyone in the precinct except Jake serves as both punishment and a lesson. This episode perfectly encapsulates their relationship: Holt's deadpan delivery of an elaborate prank contrasts hilariously with Jake's childish reaction. It's a prime example of how their dynamic evolved, with Holt now comfortable enough to playfully torment Jake.
This episode showcases the growth of their relationship, as Holt's playful side emerges and Jake learns to appreciate Holt's sense of humor. It also highlights the trust and comfort that have developed between them over the years.

7. "Coral Palms" Trilogy (Season 4, Episodes 1-3)
Forced into witness protection together, Jake and Holt's relationship is tested like never before. Living as neighbors in Florida, they must work together to take down Jimmy Figgis. This arc showcases their growth as a team, with Jake learning to appreciate Holt's methodical approach and Holt embracing some of Jake's spontaneity.
The "Coral Palms" episodes are a turning point in their relationship, as they learn to work together in a high-stakes situation. Their contrasting personalities are highlighted, but so is their growing respect for each other's strengths. This arc is a testament to their evolving partnership and the bond they share.

6. "The Last Day" (Season 8, Episodes 9 & 10)
The series finale centers around one last heist, with Jake secretly planning to announce his departure from the Nine-Nine. The elaborate scheme, involving fake hospital beds and surprising revelations, is a fitting tribute to Jake and Holt's journey. Their final interactions, filled with mutual respect and genuine affection, provide a satisfying conclusion to their eight-season arc.
This episode is a poignant reflection on their relationship, highlighting the deep bond they have formed over the years. It also underscores the impact they have had on each other's lives, both professionally and personally.

5. "Jake and Sophia" (Season 2, Episode 6)
While the episode's main plot revolves around Jake's relationship with a defense attorney, it's the cold open that cements its place on this list. Holt's uncharacteristic excitement at correctly guessing why Amy is late showcases his growing comfort with the squad's antics. Jake's bewildered reaction to Holt's outburst highlights the ongoing evolution of their relationship.
This episode is significant because it shows Holt's gradual loosening up and his increasing acceptance of the squad's quirks. It also highlights the growing camaraderie between Jake and Holt, as they begin to understand each other better.

4. "Halloween II" (Season 2, Episode 4)
The second annual Halloween heist elevates the Jake-Holt rivalry to new heights. Holt's masterful manipulation of events to win the contest demonstrates his hidden playful side. This episode marks a significant shift in their dynamic, with Jake beginning to see Holt as a worthy opponent rather than just a stern authority figure.
The Halloween heists become a recurring theme in their relationship, showcasing their competitive nature and the respect that develops between them. This episode is a turning point, as Jake realizes that Holt is not just a boss but a formidable adversary and a potential mentor.

3. "Nine Days" (Season 3, Episode 12)
Quarantined together with mumps, Jake and Holt's relationship is pushed to its limits. Their gentle "mump fight" perfectly encapsulates their dynamic: competitive yet ultimately caring. This episode allows both characters to be vulnerable with each other, deepening their bond beyond the workplace.
This episode is a testament to the growing trust and affection between Jake and Holt. It also highlights their ability to find humor in even the most challenging situations, showcasing their resilience and camaraderie.

2. "HalloVeen" (Season 5, Episode 4)
Widely regarded as one of the series' best episodes, "HalloVeen" showcases Jake and Holt's relationship at its competitive best. The annual Halloween heist reaches new levels of complexity, with Jake using it as cover for his proposal to Amy. Holt's genuine happiness for Jake, despite losing the contest, demonstrates how far their relationship has come.
This episode is a highlight of their relationship, showcasing their competitive spirit and the deep bond they share. It also highlights Holt's pride in Jake's personal growth and the joy he takes in his happiness.

1. "Unsolvable" (Season 1, Episode 21)
The cold open of this episode contains what many consider to be Holt's finest moment. His deadpan revelation about hula hooping, followed by the devious deletion of evidence, is peak Holt. This scene perfectly encapsulates their relationship: Holt's unexpected playfulness, Jake's delighted disbelief, and the underlying affection beneath their constant one-upmanship.
This episode is a standout because it showcases the early stages of their relationship, highlighting the playful banter and the seeds of respect that will grow over time. It also sets the tone for their future interactions, where humor and mutual admiration are central elements.

FAQs About Jake and Holt's Relationship
1.How does Jake and Holt's relationship evolve over the series?
Their relationship grows from initial antagonism to mutual respect and a father-son dynamic, with both learning from each other's strengths.
2.What is the significance of the Halloween Heists in Jake and Holt's relationship?
The heists showcase their competitive nature while highlighting their growing bond and mutual respect.
3.How does Holt influence Jake's growth as a detective?
Holt's mentorship helps Jake become more disciplined and professional, while still maintaining his unique approach to detective work.
4.What are some recurring jokes or themes in Jake and Holt's interactions?
Recurring elements include Jake's desire for Holt's approval, Holt's deadpan humor, and their competitive nature.
5.How does Jake's relationship with his biological father affect his bond with Holt?
Jake's strained relationship with his father makes Holt's mentorship and approval even more significant to him.
6.What role does Jake play in Holt's character development?
Jake helps Holt loosen up and embrace his emotions more openly over the course of the series.
7.How do Jake and Holt's different personalities complement each other in solving cases?
Jake's spontaneity and out-of-the-box thinking often complement Holt's methodical approach, leading to successful case resolutions.
8.What are some of the most emotional moments between Jake and Holt?
Key emotional moments include Holt's pride in Jake's growth, their support for each other during personal crises, and their farewell in the series finale.
9.How does the show balance the comedy and heart in Jake and Holt's relationship?
The show uses their contrasting personalities for humor while gradually revealing the depth of their bond through more serious moments.
10.What impact did Jake and Holt's relationship have on the overall narrative of Brooklyn Nine-Nine?
Their evolving dynamic served as a central pillar of the show's narrative, influencing both character growth and many key plotlines throughout the series.
Looking for hilarious sitcom insights and comedy TV recommendations? Dive into these must-read articles from That Love Podcast:
The Evolution of George Costanza and Jerry Seinfeld’s Friendship on Seinfeld – A deep dive into the iconic duo’s comedic chemistry and how their dynamic shaped the show. Click here.
Jake and Amy: The 20 Most Pivotal Episodes in Their Brooklyn Nine-Nine Romance – Relive the best moments of this fan-favorite couple and their unforgettable journey. Click here.
TV Review: XO, Kitty Season 1 – A Charming Spin-Off That Finds Its Own Identity – A fun and fresh take on the To All the Boys universe. Click here.
The Top 10 Teen TV Shows on Netflix – From heartfelt dramas to laugh-out-loud comedies, discover the best teen series streaming now. Click here.
The Evolution of Howard and Bernadette’s Relationship in The Big Bang Theory – From flirtation to family life, explore their growth as a couple. Click here.
The Evolution of Howard and Sheldon’s Relationship in The Big Bang Theory – A closer look at their hilarious rivalry and eventual friendship. Click here.
The Evolution of Penny and Sheldon’s Relationship in The Big Bang Theory – Analyzing their unique bond that blended sarcasm and sincerity. Click here.
The Evolution of Chandler and Joey’s Friendship on Friends – A look at one of TV’s most beloved bromances. Click here.
The Evolution of Phoebe and Joey’s Relationship on Friends – Exploring the quirky and heartwarming connection between these two fan-favorites. Click here.
TV Review: Cunk on Life – A Hilarious Journey Through Existence – A satirical and side-splitting take on human history. Click here.
The Top 10 Queer TV Shows That Revolutionized Representation on Screen – Celebrating groundbreaking series that reshaped LGBTQ+ storytelling. Click here.
The 15 Most Memorable Seinfeld Moments – From Elaine’s Dance Moves to the Puffy Shirt – Revisit the funniest and most iconic Seinfeld scenes. Click here.
Enjoy exploring these sitcom and comedy TV recommendations!
If you've enjoyed this blog and want to explore more about movies, TV shows, comics, and entertainment, these trusted external platforms offer news, reviews, and in-depth features you’ll love:
ScreenRant – Your go-to source for the latest news, reviews, and insights on movies, TV shows, and entertainment trends.
CBR (Comic Book Resources) – A top destination for comic, movie, and TV news, offering engaging articles and updates for fans of pop culture.
Collider – A trusted platform providing movie news, trailers, and reviews to keep you updated on the latest Hollywood buzz.
IMDb – The most comprehensive movie information platform, perfect for exploring cast details, trivia, and reviews on your favorite films and shows.
Rotten Tomatoes – Known for its reliable movie reviews and ratings, featuring critic insights and audience opinions you can trust.
MovieWeb – A fantastic resource for the latest movie news, trailers, and reviews, perfect for staying in the loop.
Slash Film – A dynamic source for movie and TV news, reviews, and trailers, offering in-depth and engaging entertainment coverage.
Comic Book Movie – Focused on comic book and superhero movie news, this platform delivers the latest updates and fan insights for enthusiasts.
Explore these platforms for more captivating content, and let your love for entertainment continue to grow!
Comments