Though he has been most successful with country audiences, he has charted more than 120 hit singles across various music genres, topped the country and pop album charts for more than 200 individual weeks in the United States alone and has sold over 100 million records worldwide, making him one of the best-selling music artists of all time.
Two of his albums, The Gambler and Kenny, are featured in the About.com poll of "The 200 Most Influential Country Albums Ever". He was voted the "Favorite Singer of All-Time" in a 1986 joint poll by readers of both USA Today and People. He has received numerous such awards as the AMAs, Grammys, ACMs and CMAs, as well as a lifetime achievement award for a career spanning six decades in 2003.
Later success includes the 2006 album release, Water & Bridges, an across the board hit, that hit the Top 5 in the Billboard Country Albums sales charts, also charting in the Top 15 of the Billboard 200. The first single from the album, "I Can't Unlove You," was also a sizable chart hit. Remaining a popular entertainer around the world, the following year he completed a tour of the United Kingdom and Ireland, telling BBC Radio 2 DJ Steve Wright his favourite hit was "The Gambler". He has also acted in a variety of movies and television shows, most notably the title roles in Kenny Rogers as The Gambler and the MacShayne series as well as his appearance on The Muppet Show.