Dolly Parton – $19 Million

Dolly Parton is one of the most beloved singer-songwriters in the industry. She rose to prominence for her widely popular hit songs such as “9 to 5” and “I Will Always Love You,” which Whitney Houston famously covered for the film The Bodyguard. The country music icon has been performing across the globe for over four decades, making her one of the most enduring artists in history. Because of her established reputation as one of the best, it only follows that she’s successful in financial matters as well.

Indeed, with an annual income of around $19 million, Parton easily sits on the pantheon of the industry’s wealthiest performers in history. However, what makes her even more incredible is that she uses her fortune for good causes. She regularly gives back to various charities in her native Tennessee through charitable and entrepreneurial projects. Now, that’s an excellent way to spend your investment money!