Jay Cutler Net Worth $112.2 million

Cutler was a star quarterback at Vanderbilt, he was  later drafted by the Denver Broncos in the first round of the 2006 NFL Draft. He played in Denver for three seasons before being traded to the Chicago Bears where he played eight more seasons. Jay announced his retirement at the end of the 2016 season and is now a sportscaster for Fox.

Kristin Cavallari

In 2010, Jay met reality TV star, Kristin Cavallari from The Hills, They were quickly engaged, then they broke it off, and got re-engaged in 2011. The couple finally married in 2013 and now have three children, two boys, and a girl.