Oscar 2025: Kieran Culkin has clinched the Best Supporting Actor Oscar for his role in A Real Pain, capping off a dominant awards season. His performance as the unpredictable and endearing Benji in Jesse Eisenberg’s film has earned him widespread acclaim. In his typically witty acceptance speech, Culkin paid tribute to his family, colleagues, and, in a humorous twist, reminded his wife of their deal for another child. From child star to critically lauded actor, Culkin’s journey is one of persistence, growth, and raw talent.