4. Drake
Annual earnings: $94 million
Profession: Musician
Age: 31
Drake embarked on two world tours over the course of the year, "Summer Sixteen" and "Boy Meets World," raking in millions. But fans crave more than his live shows: The rapper is the most streamed artist in the world. On top of it all, lucrative endorsement deals with Apple, Sprite, and Nike make him one of the top-earning entertainers of the year.