Country Star Trivia Comstock/ThinkstockWhat was Toby Keith‘s breakthrough hit? ANSWER: “Should’ve Been a Cowboy,” his debut single, which shot to number one in 1993. Copyright © 2016, ABC Radio. All rights reserved. Comments comments By ABC News|2016-01-22T10:00:16-06:00January 22nd, 2016|Music News|Comments Off on Country Star Trivia Share This Story, Choose Your Platform! FacebookTwitterRedditLinkedInTumblrPinterestVkEmail About the Author: ABC News Related Posts