Top 100 Greatest Country Singers of All Time

Many singers have tried their hand at becoming a Nashville star, but only some of them have changed the course of the genre forever and become the greatest names in country music history. From the “Father of country,” Jimmie Rodgers, to recent fan favorites like Toby Keith and Shania Twain, these 100 artists are the best of the best when it comes to country music…and also some of the richest!

John Denver — $60-Million Net Worth

John Denver

John Mathew Smith/Wikimedia Commons

There’s no way anyone could forget iconic songs like “Follow Me,” “Starwood in Aspen,” and “Take Me Home, Country Roads” by the one and only country singer, John Denver. He became a household name in the 1970s, toeing the family-friendly line between country, soft folk, and easy listening music. But Denver became even more popular after he was named Entertainer of the Year by the CMA back in 1975 and the presenter, Charlie Rich, responded to his win by burning the envelope with Denver’s name on it in front of a large audience! Controversial as it may seem, with his pleasing personality and his “awww-shucks” demeanor, Denver handled the event and acted as if nothing had happened. 

Over the years, the star won the hearts of many viewers and fans all over the world. Even after leaving protest music, country classicism, and the rock-and-roll lifestyle to his contemporaries, Denver’s name and legacy remained forever, especially in the heart of country music. With nine number one hits, there’s no doubt that Denver earned his massive net worth of $60 million that he accumulated over the years.

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