Willie Nelson – $25 million
Greatest Hits: Family Bible, On the Road Again
When Shotgun Willie was released, Willie Nelson, a songwriter, singer, and actor born in Texas, had his big break. Furthermore, his Red Headed Stranger and Stardust albums made him an iconic figure of the 1970s. He has also starred in thirty films, written numerous books, and worked as a marijuana legalization activist and biofuel use activist. Also known for its release is The IRS Tapes, a double-album whose proceeds went to the IRS to pay off its unpaid tax debt.
Elton John – $500 million
Greatest Hits: Rocket Man, Crocodile Rock
Elton John has sold more than 300 million albums and had 58 Billboard singles in the top 40. His song,’ Candle in the Wind,’ which he wrote after his tragic death to honor Princess Diana, remains the best-selling single in the United Kingdom and the United States’ history. He won five Grammys and several other accolades, placing him in critical success behind only The Beatles and Madonna. He is also an outstanding LGBTQ activist, raising over $300 million for LGBTQ people.