Kieran Culkin, the younger brother of famed child star Macaulay Culkin, has accomplished what many actors dream of achieving: winning the Oscar for Best Supporting Actor. Culkin received this prestigious accolade at the Dolby Theatre on March 2, 2025, for his role as Benji in the critically acclaimed film A Verdadeira Dor, also known as The True Pain.
At 42 years old, Culkin's win marks not only his first Oscar nomination but also his first win, highlighting his talent after years of hard work. His portrayal of Benjamin, who embarks on a poignant trip to Poland with his cousin David (played by Jesse Eisenberg) to honor their late grandmother, captured the hearts of both audiences and critics alike. The storyline, filled with family tensions and personal growth, showcases two distinct personalities clashing and reconciling during their emotional pilgrimage.
During his acceptance speech, Culkin expressed surprise at his win, saying, "If I made it here, I want to thank my agent of 30 years. Thank you for everything. Thank you, Jesse Eisenberg, for the film. You are brilliant." He dedicated the award to his wife, Jazz Charton, and humorously reminded the audience, "She promised me two more kids if I got this Oscar!" These heartfelt words underscored the significance of the award not merely as recognition of his craft but as part of his family's legacy.
Culkin's victory is particularly notable as he has triumphed at numerous prestigious ceremonies leading up to the Academy Awards, including the Golden Globe, BAFTA, Screen Actors Guild Awards, and Critics' Choice Awards. His impressive performance throughout award season positioned him as the clear favorite to take home the Oscar.
Beyond his recent accolades, Kieran Culkin has had quite the career timeline. He began acting as a child alongside his brother Macaulay, initially gaining recognition for roles in family favorites such as Home Alone and Father of the Bride. After stepping away from the limelight for several years, Culkin returned to prominence with his role as Roman Roy on the HBO series Succession, which ran from 2018 to 2023. His character’s chaotic charisma earned him both an Emmy and Golden Globe, signaling his growth as an actor.
The film A Verdadeira Dor, directed and written by Eisenberg, encapsulates themes of identity and familial bonds as it narrates the story of two cousins. With Benji being portrayed as eccentric and carefree, opposite his more serious and controlled cousin David, their contrasting natures lead to compelling and relatable dialogue as past family strife resurfaces during their memorable trip.
Culkin's departure from the film was almost certain just weeks before filming when he revealed he couldn’t bear to be away from his family for such extended periods. Influenced by producer Emma Stone, who took measures to enlist his family’s support, Culkin reconsidered, and his eventual decision became one of the best choices of his career.
The film’s portrayal of their shared heritage and exploration of painful memories offers audiences both humor and heart. Eisenberg’s direction allows each actor's strengths to shine, significantly contributing to the narrative's depth and authenticity. The emotional stakes rise as the cousins reckon with their past relationships and explore new emotional territories.
During his speech, the heartfelt gratitude expressed by Culkin reflected the collaborative efforts put forth by the cast and crew. The film not only resonates with audiences but also reflects the actors' dedication to perform with sincerity and passion. Whether through improvisation or deep character immersion, Culkin's commitment to authenticity has earned him accolades and widespread respect within the industry.
Despite being part of the illustrious Culkin family, Kieran has forged his own path, often stepping out of his brother’s shadow and showcasing his individuality as both an actor and artist. This Oscar win serves as not only personal validation but also sets the stage for future endeavors beyond awards season.
Among the nominees competing against him for Best Supporting Actor were Yuri Borisov, Edward Norton, Guy Pearce, and Jeremy Strong. Culkin's win not only solidifies his status as one of the leading talents of his generation but also enhances the Culkin family legacy, as he steps forward not merely as “Macaulay's younger brother” but now as recognized talent gifted with the highest honor.
The 2025 Oscar ceremony marked a significant moment for Kieran Culkin, celebrating his remarkable growth as an artist and his return to Hollywood’s spotlight. Fans around the world are left eagerly anticipating what this promising actor will undertake next, as he takes on new roles with the exceptional skills and charm he showcased at this year's Academy Awards.