Jay Cutler – $40 million

NFL: Chicago Bears at Dallas Cowboys

Cutler may be one of the most hated players in the NFL but he can boast a net worth of over $40 million.

Kristin Cavallari


With her own fame made from a career on MTV’s Laguna Beach and The Hills, Cavallari is quite the catch herself.

Married to Chicago Bears’ Jay Cutler, the now fashion designer is expecting her third ‘Cutlet’.