Jerry Garcia – $40 million
Greatest Hits: Truckin’, Sugaree
Jerry Garcia, born in San Francisco, was part of this popular band throughout his thirty-year career. He also had several other bands and other solo albums. On Rolling Stone’s “100 Greatest Guitarists” list, he was 13th. He was the Grateful Dead’s primary songwriter, best known for his style of psychedelic rock. He was famous for his improvisation and guitar solos, “Truckin,” which suited him well because it alleviated the stress he said in an interview.

Jerry Garcia – $40 Million
Paul Simon – $75 million
Greatest Hits: Bridge Over Troubled Water
Almost every song, including “Mrs. Robinson,” “Sound of Silence,” and perhaps their most popular hit, “Bridge Over Troubled Water,” owned by Columbia Records, was written by Paul Simon. The duo broke up in 1970, and Simon published Graceland, influenced by South Africa, where he lived for a while. Upon its release, Graceland sold 14 million copies, and it is his most successful solo work so far. He had a Broadway career, writing musicals. He wrote The Capeman with the poet Derek Walcott. He was a screenwriter as well.

Paul Simon – $75 Million