Howard Stern – $95m
Howard Stern made it big when The Howard Stern Show started. When he was a kid, he used to dream of working as a radio star. At the height of his career, the morning show boasted of 20 million listeners.
Jeff Foxworthy – $100m
Jeff Foxworthy is a member of the Blue Collar Comedy Tour. He was a Georgia Tech dropout who worked at IBM before finally entering the world of comedy thanks to the encouragement of his coworkers.