Paul Simon ($55 million)
You might know him from Simon and Garfunkel, or maybe from his critically acclaimed solo album “Graceland,” Paul Simon is a juggernaut of the music industry and he continues to keep things interesting to this day. After Simon and Garfunkel stopped playing music together, Paul Simon released a self-titled album that had some timeless hits like “Me and Julio Down by the Schoolyard,” and “Run That Body Down,” which ended up netting him an absolute load of money.