Grammy Awards: Katy Perry, Jennifer Lopez Stars Who've

"I'm gonna see a lot of young artists," he told Entertainment Tonight in 2019, "and I hope they look at me and go, 'Oh my god that old bastard he still hasn't won a Grammy and he's still up there trying?!'"

Just last year, Kelsea Ballerini poked fun at how her and Noah Kahan's song "Cowboys Cry Too" lost in every category before they even stepped foot on the red carpet.

“What does it feel like to lose three awards for the same song?” Kelsea—an eight-time nominee with zero wins—jokingly asked her collaborator in an Instagram Story, who quipped in response, "I'm on a losing high right now."

However, the country music star could finally see a win this year. After all, Patterns is up for Best Contemporary Country Album at the 2026 Grammys, airing live Feb. 1 on CBS and streaming live on Paramount+.

Sergione Infuso/Corbis via Getty Images; Xavi Torrent/Redferns); Kevin C. Cox/Getty Images

Watch the Grammys 2026 Sunday, Feb. 1 at 8 p.m. ET/5 p.m. PT on CBS and streaming on Paramount+.

Grammy Awards: Katy Perry, Jennifer Lopez and More Stars Who've Surprisingly Never Won

Read Next in Entertainment

Miss Piggy Says Sabrina Carpenter Was

Travis Kelce Jokes Taylor Swift Is

RHOSLC's Britani Bateman Surprises American Idol Judges During Her Niece's Audition

Prince Edward Addresses Epstein Scandal Amid Former Prince Andrew, Sarah Ferguson Controversy

Cardi B Shares Sweet Glimpse of Daughter Blossom Bonding With Youngest Brother