Ranking Kieran Culkin’s Top 15 Movies and TV Shows

Ranking Kieran Culkin’s Top 15 Movies and TV Shows

Kieran Culkin’s portrayal of Roman Roy in HBO’s Succession has garnered him significant acclaim, highlighting the breadth of his talent across various film and television roles throughout his career. While Culkin was not widely recognized before this landmark role, he made a name for himself through notable projects and cult classics that have solidified his reputation within the industry. Not limiting himself to major leading roles, Culkin’s ability to steal scenes has consistently positioned him as a standout performer in ensemble casts.

While his performance as Roman might suggest he is often pigeonholed as the neurotic wise guy, Culkin has demonstrated an impressive range throughout his career, tackling deeply emotional themes early on. Following in the footsteps of his brother, Macaulay Culkin, famous for Home Alone, Kieran began his journey as a child actor, showcasing exceptional talent from a young age that allowed him to embrace diverse genres and character types.

15 She’s All That (1999)

Simon Boggs

In 1999, alongside his role in The Cider House Rules, Kieran Culkin appeared in the romantic comedy She’s All That. Starring Freddie Prinze Jr. as Zack Siler, a high school student who makes a bet to transform an outsider into the prom queen, Culkin shone as Simon Boggs, Laney’s (played by Rachael Leigh Cook) younger brother. His comedic portrayal of a bullied sibling provides heartfelt humor amidst the film’s plot.

The ensemble cast, which includes actors like Matthew Lillard and Anna Paquin, contributed to the film’s charm, ensuring its continued popularity and eventual Netflix remake, He’s All That, released 22 years later.

14 No Sudden Move (2021)

Charley

Directed by Steven Soderbergh, No Sudden Move is a gripping crime thriller set in 1954 Detroit. Culkin stars as Charley, a gangster alongside characters portrayed by Don Cheadle and Benicio del Toro. The film revolves around a blackmail operation gone awry, and Culkin’s role, though brief, showcases a dark turn in his career trajectory.

Released exclusively on Max without a theatrical run, the film was praised for its sharp direction and strong performances, achieving an impressive 92% rating on Rotten Tomatoes.

13 The Mighty (1998)

Kevin Dillon/Freak

In The Mighty, Kieran Culkin portrays Kevin “Freak”Dillon, a 12-year-old boy contending with Morquio syndrome, which affects his mobility. The film chronicles Kevin’s friendship with Max, a boy with learning difficulties, as they confront bullying and form a bond based on shared challenges.

Adapted from Rodman Philbrick’s young adult novel, the film received critical acclaim, with particular praise for Culkin’s heartfelt performance. Although it was not a blockbuster, it resonated with audiences, emphasizing the value of friendship.

12 Solar Opposites (2022-)

Glen Kumstein / Dodge Charger (voice)

Culkin joined the animated series Solar Opposites in 2022, lending his voice to Glen Kumstein, a quirky character within a family of aliens stranded on Earth. The show mixes humor with surreal scenarios, showcasing the cultural clash of its extraterrestrial characters.

Glen’s journey evolves drastically from season three to four as he undergoes a transformation, reflecting the show’s innovative narrative style. Critics have praised the series for its imaginative storytelling and unique humor.

11 Margaret (2011)

As Paul

In Margaret, an intense exploration of teenage trauma depicted in the aftermath of a tragic bus accident, Culkin plays Paul, a secondary love interest to Lisa (Anna Paquin). His youthful character struggles to connect with Lisa as they navigate their respective emotional challenges.

Culkin’s performance provides a necessary contrast to Lisa’s intensity, demonstrating his ability to embody innocence amid chaos. Although his role is limited, it serves to enhance the overall narrative, establishing him as a versatile actor.

10 The Cider House Rules (1999)

As Buster

The Cider House Rules, set in a WWII-era orphanage, features Kieran Culkin as Buster, an older boy who looks after younger children and cherishes his bond with protagonist Homer (Tobey Maguire). Coupled with poignant storytelling, the film offers a powerful exploration of responsibility and growth.

Culkin’s portrayal radiates warmth and compassion, contributing to the film’s critical success and its recognition during award season, despite being overlooked for individual accolades.

9 The Dangerous Lives Of Altar Boys (2002)

As Tim Sullivan

In The Dangerous Lives of Altar Boys, Culkin plays Tim Sullivan, a member of a group of boys disenchanted by the confines of their Catholic school. In this film, he emerges from his child actor image, embracing more complex, adult themes interwoven with humor and rebellion.

Through Tim’s character, various layers of camaraderie and loyalty among friends are explored, ultimately marking a transitional phase in Culkin’s acting career.

8 Lymelife (2008)

As Jimmy Bartlett

Kieran and Rory Culkin in Lymelife

Teaming up with his brother Rory in Lymelife, Culkin portrays Jimmy Bartlett, an older sibling struggling with familial turmoil. The dynamic between the brothers captures the essence of conflict and resilience within a dysfunctional household.

Culkin’s multifaceted performance shines a light on the emotional weight carried by familial connections, earning the film accolades for its authenticity, even if it struggled to connect at the box office.

7 Wiener-Dog (2016)

As Brandon

Wiener-Dog weaves together disparate narratives, with Culkin portraying Brandon, a troubled character grappling with addiction and loss. Alongside Greta Gerwig, his performance captures the complexity of attempting to reconnect amidst personal chaos.

This film resonates as both poignant and darkly comedic, showcasing Culkin’s capability to blend charm and tragedy in a manner that is highly engaging for viewers and critics alike.

6 Infinity Baby (2017)

As Ben

Infinity Baby presents an unconventional narrative about adults maintaining a childlike existence. Culkin’s character, Ben, embodies a cynical disposition that speaks to a larger commentary on the fear of adulthood and stagnation.

The film combines elements of science fiction and dark comedy, and while it may not be widely known, it is considered a unique entry in Culkin’s diverse filmography.

5 Fargo – Season 2 (2014 -)

As Rye Gerhardt

In the acclaimed second season of Fargo, Kieran Culkin portrays Rye Gerhardt, whose life and subsequent demise set the tone for the season’s dramatic tension. His impactful performance solidifies his ability to make a lasting impression, paving the way for his acclaimed role in Succession.

Despite a brief appearance, his character’s presence reverberates throughout the storyline, indicating Culkin’s remarkable talent to leave a significant mark in any role.

4 Scott Pilgrim Vs. The World (2010)

As Wallace Wells

Kieran Culkin’s role as Wallace Wells in Scott Pilgrim vs. The World stands out amidst a star-studded cast and vibrant visual style. His character provides both comic relief and sage advice to Scott, blending humor with sharp observations that reflect the struggles of young adulthood.

The film has garnered a cult following, evolving into a beloved piece of pop culture, with Culkin’s character remembered for his wit and charm.

3 A Real Pain (2024)

Benji Kaplan

In the 2024 film A Real Pain, directed by Jesse Eisenberg, Kieran Culkin plays Benji, a character embarking on a journey of self-discovery. Set against the backdrop of exploring Jewish heritage, Culkin’s free-spirited performance has captivated critics, contributing to the film’s impressive reception and accolades.

With a 96% rating on Rotten Tomatoes, the film highlights Culkin’s evolving artistry, where he not only entertained but resonated deeply with audiences.

2 Igby Goes Down (2002)

As Igby

Igby Goes Down reveals Kieran Culkin’s potential as a leading actor through his portrayal of a young man searching for meaning in a chaotic world. His character, burdened by family dysfunction, attempts to navigate relationships and self-identity in a poignant and sometimes humorous journey.

Critics lauded his performance as he effectively portrayed the emotional struggles of a youth in turmoil, earning him a Golden Globe nomination and affirming his place among serious actors in the independent film scene.

1 Succession (2018 – 2023)

As Roman Roy

Roman Roy, a deeply nuanced and complex character, has become Culkin’s defining role, characterized by its dark humor and emotional depth. As part of the wealthy Roy family, Roman’s journey of self-discovery amidst familial conflicts has become a focal point of Succession.

Culkin’s performances have earned accolades, including a Primetime Emmy and a Golden Globe, as he artfully navigates Roman’s struggles with approval and personal identity throughout the series. The show’s conclusion has left a profound impact, revealing Roman’s overall disillusionment but unwavering desire for validation.

This versatility and depth in performance make Kieran Culkin an actor to watch, transforming every character into a memorable experience.

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