Annual earnings: $84 million

Profession: Talk show host

Age: 66

Conservative radio show host Rush Limbaugh renewed his contract with iHeartMedia in 2016 to continue distributing his eponymous radio show. The deal keeps Limbaugh on the airwaves for another four years and is likely worth tens, if not hundreds, of millions. Meanwhile, he's still collecting money from his best-selling books and widely read digital content.