Bill O’Reilly and Maureen E. McPhilmy
This couple was together for thirteen years before they decided to divorce. They had signed a prenuptial agreement when they got married, but O’Reilly later felt that the agreement wasn’t fair. This led to more discussion about the terms of the divorce.
O’Reilly, who is estimated to be worth $85 million, wanted to sue his ex-wife McPhilmy for prenup agreement claims that were supposedly unfair and benefitted her more than him. If the host had lost the case, he could have given McPhilmy approximately $20 million.