Janet Jackson Rene Elizondo divorce $10 million
Reported settlement: $10 million
Year: 2003
Together for more than 13 years, the singer has never denied that Elizondo was an instrumental part of her life and career. Still, the two - who had kept their relationship and marriage - secret for several years, began to increasingly argue over finances before calling quits. During the divorce proceedings, Elizondo claimed he was forced into signing a prenup. He was eventually awarded a settlement.