Kieran Culkin is all but guaranteed to win Best Supporting Actor at the 2025 Oscars for A Real Pain — and it'll break a streak going back to 2011.

ET looks back at Kieran Culkin through the years, from his early role in brother Macaulay’s breakout film, 'Home Alone,' to becoming an Oscar-nominated actor for his part in 'A Real Pain.' As a kid, Kieran had memorable roles in films like ‘Father of the Bride’ and ‘She’s All That.

Kieran Culkin is no stranger to awards show acceptance speeches — so he isn’t afraid to call out fellow actors for taking too much time on the podium. “Thank you for this incredibly heavy award,” Culkin said while accepting the SAG Award for male actor in a supporting role for “A Real Pain.

Kieran Culkin won the award for best actor in a supporting role Sunday night at the 2025 SAG Awards. Pamela Anderson presented Culkin with the statue, which he noted was an "incredibly heavy award" before poking fun at the length of Adrien Brody's acceptance speeches.

Pearce said he has an acceptance speech he has "thought about for the last three months now – haven't used it once!"

Kieran Culkin Explains His Adrien Brody DIG During SAG Awards Acceptance Speech (Exclusive) Kieran Culkin chats with ET's Nischelle Turner backstage after winning Outstanding Performance by a Male Actor in a Supporting Role for 'A Real Pain' at the 31st Annual Screen Actors Guild Awards,