5. Rihanna ($75M)

Age: 28

Though the Barbados native’s latest album, Anti, has sold less than any No. 1 album in history, she’s still topping the charts. The 28-year old recently scored her 21st top-five single, tying Elvis Presley’s chart record. When RiRi is not churning out radio hits and on the road for her world tour, she pads her paycheck through endorsement deals with Dior, Puma, Samsung and Stance.