Toby Keith released his first album in 1993, which was RIAA-certified platinum. The hit single from that album, “Should’ve Been a Cowboy,” went to number one on the Billboard Country Songs chart. This was the first of Keith’s 20 Billboard No. 1 songs, along with “How Do You Like Me Now?!” and “Beer for My Horses.” He won three AMA Awards and three CMA Awards, as well as 12 ACM Awards, including Entertainer of the Year in 2002 and 2003. Keith was inducted into the Songwriters Hall of Fame in 2015, and was awarded the National Medal of Arts in 2021. Toby Keith died on Feb. 5 at the age of 62.
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