The 'A Real Pain' actor and his wife are parents to two children, son Wilder and daughter Kinsey Kieran Culkin's wife Jazz Charton may have found the motivation behind his award season winning streak.

Kieran Culkin has won best supporting actor at the 97th Academy Awards, completing his awards season sweep of the category.

Macaulay Culkin revealed at the Vanity Fair Oscars party (via Entertainment Weekly) that he cried when his younger brother Kieran Culkin won the Oscar for best supporting actor at the 2025 Academy Awards. It turns out that category was the only part of the Oscars telecast that Culkin and his wife, fellow actor Brenda Strong, watched.