Britney Spears & Kevin Federline – $1 Million
While there was a lot of publicity regarding the relationship between Britney Spears and Kevin Federline, they were actually married for just two years. When Britney wanted a divorce, Kevin was completely taken aback. At the very least, he was able to get a $1 million settlement and child support to boot.
Burt Reynolds & Loni Anderson – $250K
While Burt and Loni were not together for the longest time, their divorce proceedings went on for 22 years. It was a nasty one and the circumstances were messy. Reynolds also filed for bankruptcy before he was able to pay the settlement. He was only capable of paying her the rest in 2014.