Every Country Music Entertainer of the Year Since 1967

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> Entertainer of the Year: Garth Brooks
> Most popular song in 2017: Ask Me How I Know

Garth Brooks won his most recent Entertainer of the Year award in 2017, outdoing other top performers Luke Bryan, Eric Church, Chris Stapleton, and Keith Urban. It was Brooks’ sixth time winning the award and third back-to-back win, having been declared Entertainer of the Year in 1991 and 1992, 1997 and 1998, and 2016 and 2017.

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> Entertainer of the Year: Keith Urban
> Most popular song in 2018: Female

New Zealand native Keith Urban topped all country performers in 2018, winning the CMA Entertainer of the Year over Jason Aldean, Luke Bryan, Kenny Chesney, and Chris Stapleton. Urban’s song “Female” was on the Billboard Hot Country Songs chart for 14 weeks and reached No. 11. He’s had 16 country chart-toppers in his career. His album “Graffiti U” reached No. 1 in 2018.