Country Star Trivia Comstock/Thinkstock Who was the first band to win CMA Entertainer of the Year? ANSWER: Alabama, who won three years in a row, starting in 1982. Copyright © 2015, ABC Radio. All rights reserved. Comments comments By ABC News|2015-10-29T10:00:23-05:00October 29th, 2015|Music News|Comments Off on Country Star Trivia Share This Story, Choose Your Platform! FacebookTwitterRedditLinkedInTumblrPinterestVkEmail About the Author: ABC News Related Posts