Willie Nelson – $25 million
Greatest Hits: Family Bible, On the Road Again
Songwriter, a musician, and performer Willie Nelson, born in Texas, earned his first break by releasing Shotgun Willie. That, plus his albums Red Headed Stranger and Stardust, made him an iconic character of the 1970s. He also appeared in thirty films, published several novels, and served as an activist to legalize marijuana and utilize biofuels. He’s also known for launching The IRS Recordings, a double album that went to the IRS to pay off his outstanding tax debt.
Elton John – $500 million
Greatest Hits: Rocket Man, Crocodile Rock
Music legend Elton John recorded over 300 million records to date and had 58 Billboard hits in the top 40. His album, “Candle in the Wind,” which he wrote to remember Princess Diana after her devastating death, remains the best-selling single in UK and US history. He received five Grammys and numerous other accolades, putting him behind the Beatles and Madonna in critical popularity. He’s still a notable LGBTQ supporter, raising LGBTQ’s $300 million.