Kieran Culkin took home the Oscar for Best Supporting Actor at the 2025 Academy Awards for his role as Benji Kaplan in Jesse Eisenberg's A Real Pain. In A Real Pain, Culkin and Eisenberg play an odd-couple cousin pairing on a trip around their grandmother's native Poland.

Kieran Culkin used his Oscars acceptance speech to playfully remind his wife, Jazz Charton, about a promise she’d made if he won an Academy Award. Charton, who already shares two children with Culkin,

Before competing against one another for Bets Supporting Actor at Sunday's 97th Academy Awards ceremony, Kieran Culkin and Jeremy Strong starred together as co-stars for five seasons on HBO's Succession,