Who has the most Oscar losses without a win? Here's a look at some of the most-nominated entertainers in Academy Awards history who haven't taken home the gold, including Bradley Cooper, Diane Warren,

"I would like to break my decades-long tradition," she said of her Oscar losing streak.

Diane Warren just extended her record– the most Oscar losses in the Best Original Song category. At the 97th Academy Awards on March 2, 2025, she went in with her 16th nomination for The Journey from The Six Triple Eight —and walked out with, well, just the memories. Again.

Diane Warren is a pure legend. However, the songwriter recently lost another time during the recently held 97th Academy Awards. The musician has still maintained her long-standing status of being one of the most nominated Academy Award contenders.

Songwriter Diane Warren expressed resilience after losing her 16th Academy Award for best original song but remains determined to succeed. The 97th Ac