14. Charlie Sheen’s divorce from Denise Richards – $40 million
However, at one point they had sunk as low as Sheen evicting Richards and their children from their family home.
In the end, Richards was awarded a $40 million settlement, which included assets and syndicated royalties from Sheen’s Two and a Half Men TV show. As part of their divorce settlement, Sheen will pay Richards $10 million in child support for the first 15 years after the dissolution of their marriage.