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These Artists Have The Most CMA Entertainer Of The Year Wins

On Wednesday night (11/9) in Nashville, The CMA Awards will crown a new Entertainer of the Year. The nominees are reigning CMA Entertainer Luke Combs, Miranda Lambert, Carrie Underwood, Chris…

The Most CMA Entertainer Of The Year Wins
Bryan Bedder/Getty Images

On Wednesday night (11/9) in Nashville, The CMA Awards will crown a new Entertainer of the Year. The nominees are reigning CMA Entertainer Luke Combs, Miranda Lambert, Carrie Underwood, Chris Stapleton, and Morgan Wallen this year.

As we near the big night for a country music star who will be crowned with the CMA's top honor, we take a look at years past and who holds the most Entertainer of the Year wins for the evening's most coveted prize.

Several acts won the honor twice, including Taylor Swift (2009, 2011), Luke Bryan (2014, 2015), and Keith Urban (2005, 2018). The very first artist to win the Entertainer of the Year awards twice in a row was Barbara Mandrell in 1980 and 1981. The last artist to win the honor twice in a row was Luke Bryan in 2014 and 2015.

The 56th Annual CMA Awards will air live on ABC starting at 8 PM ET.

Alan Jackson (three wins) 1995, 2002, 2003

Alan Jackson

Alan will get the Willie Nelson Lifetime Achievement Award at this year's 2022 CMA Awards. Jackson won his ETOTY awards in 1995, then repeated the win both in 2002 and 2003.

George Strait (three wins) 1989, 1990, 2013

George Strait

George was at the height of his fame in 1989 and won that year and the next. It wasn't until 23 years later that Strait won the trophy again in 2013.

Kenny Chesney (four wins) 2004, 2006, 2007, 2008

Kenny Chesney

Kenny's big sell-out stadium tours contributed to his winning the Entertainer of the Year Award a whopping four times.

Garth Brooks (seven wins) 91, 92, 97, 98, 2016, 2017, 2019

Garth Brooks

Garth has the most wins in the top category and even took himself out of the running after his win in 2019 because he felt it was time to give the award to someone else.

Nancy Brooks has been working in the country music industry for almost 30 years. She has interviewed pretty much any country star you can think of. In the late 1990s, she started working with Dolly Parton. And yes, Nancy reports that Parton is as sweet as you would think. She loves her life in country music and has been backstage at every CMA Awards show since the late 1990s. Many of her stories are from her one-on-one interviews. She was there at the beginning of the incredible careers of many music superstars today, including Taylor Swift, Shania Twain, and Blake Shelton, and has interviewed them multiple times throughout the years.