Willie Nelson – $25 million
Greatest Hits: Family Bible, On the Road Again
Singer, songwriter, and actor Willie Nelson got his big break with Shotgun Willie. Together these things made him instantly recognizable in the 1970s. He has starred in over thirty films, wrote several books, and campaigned to legalize marijuana and biofuels. He released two albums of apology, with proceeds going to the IRS to pay off his unpaid tax debt.
Willie Nelson
Elton John – $500 million
Greatest Hits: Rocket Man, Crocodile Rock
Rock legend Elton John has sold more than three hundred million albums and had 58 Billboard singles in the top 40. In the history of the United Kingdom and the United States, his song, “Candle in the Wind,” which he wrote to honor Princess Diana after her tragic death, remains one of the best singles. 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 more than $300 million for LGBTQ people.
Elton John
