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His best singles to date which have also performed best commercially are “Sunny and 75” and “Gimme That Girl,” with both singles reaching the number-one spot on the charts. Nichols started his career with the musical group The Rodeo Band and would often play in amateur venues such as high school dances and small clubs. It’s reported that the country singer is currently worth nearly $10 million through his label and album sales.
Net Worth: $10 million
Venture: All American Road Show.
Despite not being as famous as some other country singers and musicians on our list, Chris Stapleton is definitely a name that you want to know if you’re a fan of the genre. With over 170 songs in his arsenal and 6 out of them reaching the #1 spot on the music charts, this songwriter is easily one of America’s most successful songwriters and it’s likely you’ve listened to at least a few songs he wrote himself.