Jay Leno – $350 million
It should come as no shock that before Jay Leno was the host of famed The Tonight Show with Jay Leno, he was a standup comedian. Finally after a decade, NBC gave Leno his own primetime TV spot with The Jay Leno Show. While the show was eventually cancelled due to hosting issues, Leno went back to The Tonight Show. The comedian retired in 2014 and has since been inducted into the Television Hall of Fame. And rightly so we think!