6 Artists Who Made History at 2025 CMA Awards

Wilson won entertainer of the year for the second time in three years. She’s just the third woman to win entertainer of the year twice. She follows Barbara Mandrell (1980 and 1981) and Taylor Swift (2009 and 2011).

Wilson also hosted the show, having co-hosted last year with Luke Bryan and Peyton Manning. Wilson is the first person to win entertainer of the year in the same year that he or she hosted or co-hosted since Brad Paisley in 2010. Two other people have done this in CMA history – Barbara Mandrell in 1980 and 1981 and Vince Gill in 1993 and 1994.

Wilson also won album of the year for the second time with Whirlwind. She won two years ago for Bell Bottom Country. She is just the second woman to win twice in the category. Miranda Lambert won in 2010 with Revolution and in 2014 with Platinum.

Wilson won female vocalist of the year for the fourth year in a row. She’s just the third artist to win that award four or more years running. Reba McEntire was the first, winning from 1984-87. Miranda Lambert won six years in a row, from 2010-15. (Martina McBride won four times, but not consecutively. Carrie Underwood won five times but didn’t put together four straight wins.)

Brooks & Dunn won vocal duo of the year for the 16th time, which extended their lead as the top winner in the history of the category. But they achieved something even more momentous – they brought their win tally at the CMA Awards to 20, which is more than any other artist in the show’s history. They had been tied with Chris Stapleton with 19 awards, but Stapleton didn’t win an award this year.

Brooks & Dunn’s four awards outside of the vocal duo of the year category are album of the year for the multi-artist collection Common Thread: The Songs of the Eagles in 1994; entertainer of the year in 1996; and single of the year and music video of the year in 2006 for “Believe.” Ronnie Dunn also shared the award for song of the year for “Believe” with his co-writer Craig Wiseman, so he has one more trophy than his longtime musical partner.

Langley and Riley Green won single of the year, song of the year and music video of the year for “you look like you love me.”

“you look like you love me” is the first collab by two solo artists to win single of the year since Waylon & Willie’s “Good Hearted Woman” in 1976 – before Langley and Green were even born. One other collab has won single of the year, but it wasn’t a pairing of two solo artists. “I Hope You Dance” by Lee Ann Womack featuring Sons of the Desert won in 2000.

In addition, Langley became the first artist to win music video of the year for a clip that he or she directed or co-directed. Langley co-directed the “you look like you love me” video with John Park and Wales Toney.

“you look like you love me” won musical event of the year at last year’s show. That confusing split is due to different guidelines in different categories. The song was released as a promotional single on June 21, 2024, nine days before the last day of the previous eligibility year. That was enough for it to be eligible for musical event of the year last year, where the published CMA rules are pretty basic: “The song must have been initially released during the eligibility period.”

The rules for single of the year are much more specific. It met these set of criteria during the current eligibility period: “The single must have reached the Top 10 of Billboard’s Country Airplay Chart, Billboard’s Hot Country Songs Chart, or Country Aircheck Chart for the first time during the eligibility period.  If the single charted in the Top 10 on the above charts and was released prior to the eligibility period but achieved its highest chart position during the eligibility period, it is eligible unless it has previously appeared on a Final Ballot in this category.”

Still confused? Just be glad a good song, record and video is the beneficiary of these complicated rules.

The country rock band won vocal group of the year, ending Old Dominion’s seven-year consecutive win streak in this category. Other spoilers in CMA history include Montgomery Gentry, which in 2000 snapped an eight-year consecutive win streak by Brooks & Dunn for vocal duo of the year. Brooks & Dunn returned to their winning ways the following year, kicking off a six consecutive win run.

The Red Clay Strays’ CMA win comes just 14 months after they won emerging act of the year at the 2024 Americana Music Honors & Awards. The Alabama group won best new duo/group of the year at the Academy of Country Music Awards in May but lost the group of the year award to Old Dominion. Their stock has risen in the past six months.

Post Malone won musical event of the year for “Buy Me a Drink,” featuring Blake Shelton. Posty is the first artist who is best known for work outside of country music to win in that category since Lil Nas X won in 2019 for “Old Town Road,” featuring Billy Ray Cyrus. Other artists who were best known at the time outside of country music circles to win in this category include Linda Ronstadt (Trio with Dolly Parton and Emmylou Harris in 1987), Jimmy Buffett (“It’s Five O’Clock Somewhere” with Alan Jackson in 2003), Robert Plant (“Gone Gone Gone (Done Moved On)” with Allison Krauss in 2008), Kelly Clarkson (“Don’t You Wanna Stay” with Jason Aldean in 2011) and Elle King (“Different for Girls” with Dierks Bentley in 2016).