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 a huge break. Plus, his Red Headed Stranger and Stardust recordings rendered him a long-lasting character in the 1970s. He has also starred in thirty films, written numerous books, and worked as an activist in opioid control and biofuel use. Sometimes recognized for its release is The IRS Records, a double album whose proceeds went to the IRS to pay off its unpaid tax debt.

Willie Nelson – $25 Million
Elton John – $500 million
Greatest Hits: Rocket Man, Crocodile Rock
Elton John has sold over 300 million albums and has 58 Billboard singles in the top 40. His album, Candle in the Wind, which he wrote after his tragic death to remember Princess Diana, remains the best-selling single in the history of the United Kingdom and the United States. He won five Grammys and several other accolades, placing him in critical fame behind The Beatles and the Madonna. He is still an outstanding LGBTQ activist, raising over $300 million for LGBTQ people.

Elton John – $500 Million