Jerry Garcia – $40 million
Greatest Hits: Truckin’, Sugaree
During his 30 year career, Jerry Garcia became a prosperous rock band member. He had several other bands and other solo albums as well. He was 13th on Rolling Stone’s “100 Greatest Guitarists” list. He was the primary songwriter for the Grateful Dead, best known for his psychedelic rock style. He was renowned for his “Truckin,” improvisation, and guitar solos, which suited him well because the stress he said in an interview was alleviated.
Paul Simon – $75 million
Greatest Hits: Bridge Over Troubled Water
Paul Simon wrote almost all their songs, including most of their most popular hits, including ‘Mrs. Robinson’ and ‘Sound of Silence.’ The duo broke up in 1970, and Graceland, influenced by South Africa, where he lived for a while, was published by Simon. Graceland sold 14 million copies upon its release, and it is his most successful solo work so far. He had a career on Broadway, writing musicals. With the poet Derek Walcott, he wrote The Capeman. He was also a screenwriter.