BILL O’REILLY—EST. $85 MILLION

After earning his master’s degree in journalism and broadcasting from Boston University, Bill O’Reilly began his career as a journalist at WNEP-TV. In 1980, O’Reilly had his first show, 7:30 magazine, on WCSB-TV in New York, and was the host of the show. Bill O’Reilly, the controversial conservative host of the now-canceled talk show The O’Reilly Factor seems to have as many enemies as he has money. He’s also authored quite a number of books and was a journalist and political commentator since the 1970s, which explains the wealth he was able to amass.

He’s not as ubiquitous on TV as he once was, probably because of the many lawsuits that have been filed against him. One can also wonder how much bigger his net worth would be if he didn’t need to have his lawyers pay $50 million towards settling various lawsuits, like one report from the New York Times recently revealed.