27. Jay Cutler (Chicago Bears) – $30M
Jay Cutler was drafted with the Denver Broncos while he was at Vanderbilt University in 2006 during the NFL Draft that year. However, he was traded to the Chicago Bears three years later but didn’t live up to the quality he was known for. The Bears offered him a seven-year contract, but they had to let him go three years later as he was not at the high level they knew him at.Cutler moved to Chicago in 2019 and started a relationship with Kristin Cavallari, a popular star from the Laguna Beach: The Real Orange County team. The couple got married in 2013 but made an announcement recently that they were getting a divorce. As a result of this, the former quarterback’s net worth was cut in half to $30M.
Jay Cutler
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