Van Morrison – $90 million
Greatest Hits: Gloria, Brown Eyed Girl
Van Morrison is a music legend who began his professional career as a teenager. He played in Ireland for various showbands and became popular as part of the band Them, a Northern Irish R&B group. He was the lead singer, recording the song “Gloria” with Them which would define the genre. He released the popular late 1960s single “Brown-Eyed Girl.” His first album was Astral Weeks, but sales were initially slow. But his second album, Moondance, was a sensation. Van Morrison also tours this day, making music.
Bob Dylan – $200 million
Greatest Hits: The Times, They Are A’Changin’, Blowin In The Wind
Folk singer Bob Dylan is one of the most pop-culture (and counterculture) artists, penning Civil Rights anthems The Days They Are A’Changin’ and “Blowin’ In the Wind,” launching his eponymous album in the early 1960s, preceded by hit record after hit. Politically, he published several records and singles. He was perhaps one of the first to use electrically amplified instruments in his rock songs. He sold over 100 million records and won the 2012 and 2016 Presidential Medal of Freedom and Nobel Prize.