Willie Nelson – $25 million
Greatest Hits: Family Bible, On the Road Again
Willie Nelson, a songwriter, singer, and actor born in Texas, got a big break when he released Shotgun Willie. In addition to Red Headed Stranger and Stardust, he was made an iconic figure of the 1970s. He has also appeared in 30 films, has written numerous books, and has worked as a legalization activist for marijuana and biofuels. The IRS tapes, a double-album whose proceeds came to the IRS to pay off his unpaid tax debt, is also well known.
Willie Nelson
Elton John – $500 million
Greatest Hits: Rocket Man, Crocodile Rock
Elton John, the rock legend, sold over 300 million albums to date and had fifty-eight singles on the top 40. His song, “Candle in the Wind,” which he wrote to honor Princess Diana after her tragic death, remains the best-selling single in the United Kingdom and the United States history. He won five Grammys and several other awards and was a critical success behind only The Beatles and Madonna. He is also a prominent LGBTQ activist who raises LGBTQ over $300 million.
Elton John