At the 97th Academy Awards on March 2, 2025, Kieran Culkin won his first Oscar for Best Supporting Actor for his role in “A Real Pain.” In the film, directed by Jesse Eisenberg, Culkin portrays a motor-mouthed American tourist navigating themes of depression and loss.
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Culkin’s performance had garnered critical acclaim throughout the awards season, earning him the BAFTA, Critics’ Choice, Golden Globe, and Screen Actors Guild awards in the same category.
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Notably, Culkin initially considered withdrawing from the project two weeks before production to spend more time with his family. Producer Emma Stone, his former partner, persuaded him to continue.
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In his acceptance speech, Culkin expressed gratitude to his family and hinted at expanding it, saying, “I love you, and let’s get cracking on those kids.”
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“A Real Pain” was also nominated for Best Original Screenplay but did not receive nominations for Best Picture or Best Director.
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Culkin’s career began in childhood with roles in films like “Home Alone.” His portrayal of Roman Roy in HBO’s “Succession” earned him a Golden Globe and an Emmy, leading to his acclaimed performance in “A Real Pain.”
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His Oscar win marks a significant milestone, highlighting his evolution as an actor and his dedication to complex roles.