Bruce Springsteen – $460 Million
With 135 million records sold worldwide and an endless list of accolades for his work, Bruce Springsteen has earned every single dollar contributing to the $460 million that he’s amassed. Springsteen’s nickname “The Boss” reflects on his entrepreneurship as a singer-songwriter who found the secret to making money in the hundred-million-dollar range. Springsteen’s most successful albums were Born to Run and Born in the U.S.A released in 1975 and 1984 respectively. He released his last studio album High Hopes in 2014, and he’s been concentrating more on headlining concert tours like the 2017-2018 tour dubbed Springsteen on Broadway.