Kieran Culkin has emerged as a prominent actor, gaining recognition for his role as Roman Roy in HBO’s ‘Succession’. Set to receive his first Oscar for Best Supporting Actor in ‘A Real Pain’, Culkin’s filmography includes standout performances in films like ‘Igby!’, ‘Scott Pilgrim vs. The World’, and ‘Lymelife’. His career trajectory showcases his evolution from Macaulay Culkin’s younger brother to a celebrated Hollywood talent, earning accolades and acclaim for his diverse roles.
Kieran Culkin: A Rising Star in Hollywood
Kieran Culkin has firmly established himself as one of the most gifted actors of his generation. With his recent portrayal of Roman Roy in the acclaimed series ‘Succession’, he has successfully stepped out of the shadow cast by his famous brother, Macaulay Culkin, known for his role in ‘Home Alone’.
In 2025, Kieran is set to receive his first Oscar for Best Supporting Actor for his role in ‘A Real Pain’, a film that skillfully showcases his comedic flair and dramatic prowess.
The Best of Kieran Culkin’s Filmography
Before captivating audiences with his standout performance, Kieran Culkin had already garnered attention through various remarkable films and television series. Here, we delve into eight of his best works and explore what makes each role so memorable.
Succession (2018–2023)
Kieran’s career soared with his role as Roman Roy in HBO’s ‘Succession’, a gripping series centered around a dysfunctional media dynasty. As Roman, he embodies a character who is both intelligent and deeply scarred, navigating a complex emotional landscape filled with wit and despair while seeking his father’s validation. His performance has been lauded for its depth, making Roman one of the series’ most compelling characters.
Igby! (2002)
In ‘Igby!’, Kieran portrays the rebellious Igby, who grapples with his estranged, wealthy family. This role won him critical acclaim, proving that he was more than just Macaulay’s younger brother. His performance as a cynical yet sensitive teen marked a pivotal moment in his career, showcasing his acting depth and potential.
Scott Pilgrim vs. The World (2010)
In ‘Scott Pilgrim vs. The World’, Kieran shines as Wallace Wells, the sarcastic roommate of the titular character. His quick wit and comedic timing add a refreshing dynamic to the film, making him a fan-favorite sidekick amid the chaos of Scott’s adventures.
The Mighty (1998)
In this heartwarming coming-of-age story, Kieran plays Kevin, a boy with physical disabilities who forms a deep bond with his best friend, Max. His portrayal of a sensitive youth captures the essence of friendship, showcasing his ability to tackle emotionally charged roles early in his career.
The Cider House Rules (1999)
Kieran takes on the role of Homer Wells in ‘The Cider House Rules’, a film that explores moral dilemmas through the eyes of a young man raised in an orphanage. Though his part is relatively small, his emotional maturity shines through, adding significant depth to this poignant film alongside stars like Tobey Maguire and Charlize Theron.
Father of the Bride Part II (1995)
Kieran’s journey in cinema began with his role as the younger son in ‘Father of the Bride Part II’. Even with a smaller part, he brought a charming comedic element to the family-friendly film, working alongside legends like Steve Martin and Diane Keaton, which helped him gain early recognition.
Lymelife (2008)
In ‘Lymelife’, Kieran portrays Jimmy, a young man navigating the challenges of growing up in a troubled home affected by Lyme disease. This role solidified his position as a serious actor, revealing his range beyond just comedy or drama.
A Real Pain (2025)
In his Oscar-nominated role as Sam in ‘A Real Pain’, Kieran confronts the complexities of family life in a gripping drama. His performance, a blend of intense emotion and dry humor, demonstrates why he is finally receiving the accolades he deserves. This role encapsulates the culmination of his impressive acting journey.
Over the years, Kieran Culkin has proven to be an exceptional talent, evolving with each role and revealing new facets of his artistry. From his iconic character in ‘Succession’ to his award-winning performance in ‘A Real Pain’, he has transformed from the little brother into a true Hollywood luminary.
As the 2025 Oscars concluded, the night was filled with celebration and surprises. ‘Anora’ emerged as the big winner, taking home five awards, while Hollywood icon Demi Moore left the ceremony without a trophy despite being a strong contender for ‘Best Actress’. Stay tuned to catch the highlights from this unforgettable event.