Question: who has won cma entertainer of the year the most?
Answer: Garth has an armful of them. On Wednesday evening, the CMA Awards will name its Entertainer of the Year, the night's biggest prize, for the 53rd time in the show's history. Garth Brooks has dominated the category, winning six times (in 1991, 1992, 1997, 1998, 2016 and 2017).