Toby Keith | $500 Million
Born and raised in Oklahoma, Toby Keith worked in the oil fields together with his father before being the superstar that he is now. When the oil industry declined, it was known that he played for a USFL farm team. After a while, he decided to focus more on music. But it was his deal with Mercury Records that put him on the path to stardom with his first chart-topper “Should’ve Been a Cowboy”.
It was hit after hit for Keith, who went on to produce 17 studio albums, two Christmas albums, and four compilation albums. Most of his riches comes from album sales, songwriting, touring, endorsements in music labels, and investments. Keith also owns a chain of restaurants, a horse farm, his own line of mezcal, and an apartment complex, all of which contribute to his $500 million net worth!