28. Jeff Gordon
Post Career: Talk show/ endorsements
Net Worth: $200 Million
Details: This popular racer would have ended up way higher on the list if not for a nasty divorce from his ex-wife Brooke Gordon. As part of the settlement, Gordon paid out $100 million of cash, property and assets. His ex was given was given the couple’s ocean front home (valued at $9 million) as well as alimony and unlimited access to the Jeff’s private jets. Seriously people, if you own anything of value, sign a pre-nup!