22. Jay Cutler (QB) - $122.2 Million

22. Jay Cutler (QB) - $122.2 Million

No offense to Jay Cutler or his family and friends, but he earned a lot of money without ever being a reliable frontman leader for the franchises he took the field for. Don't get us wrong, he's put up some amazing numbers, but for some reason, he always came up short. Cutler attended Vanderbilt University where he started all 45 games that he played in from 2002-2005. In 2005, he was named SEC Offensive Player of the Year and helped lead the Commodores to a 28-24 victory over the Tennessee Volunteers. This was the first time Vanderbilt had beaten Tennessee since 1982, the same year Cutler was born.

Jay Cutler was drafted 11th overall in the 2006 NFL Draft by the Denver Broncos where he played his first three seasons as an NFL quarterback. While he was able to put up a career-best in total passing yards his final season in Denver notching 4,526 yards through the air, he cut ties with the team and took his talents to the Chicago Bears where he played his most prominent years. In 2009, Cutler signed a two-year, $28.9 million with the Chicago Bears and a seven-year $127.6 million extension with the team in 2014. After underperforming in the 2016 season, Cutler was cut by the Bears thus terminating his contract. Cutler retired but was called out of retirement by the Miami Dolphins after their starting quarterback Ryan Tannehill suffered a season-ending injury. Cutler signed a one-year deal worth $10 million and was asked not to return following the end of the season. However, he did end his career earning over $122 million in total.

NEXT

Did You Know...

I

Whether celebrities are looking to be in the spotlight or escape the paparazzi, there are some popular vacation destinations that always seem to be frequented by the stars. Celeb spotting is a favorite pastime of many travelers, and you might be able to snag a photo or even an autograph when you visit these top celebrity vacation spots around the world. Although the price tags may be a bit higher in these destinations than your average budget getaway, these are some of the best celebrity vacation spots that you can start saving up to visit and enjoy the trip of a lifetime.

II

One of the classiest celebrity vacation spots in Europe is Mallorca, Spain. It’s known as a spot to be posh more than a spot to party. Michael Douglas and Catherine Zeta Jones have a house here, and it’s been a favorite getaway for Gwenyth Paltrow. Some of the local favorites that boast the most celebrity sightings include the Wellies Restaurant and Bar, Puerto Portals, and Es Trenc Beach.

III

Saint Tropez is known for its amazing beaches and blissful landscapes. Celebrity couples like Beyoncé and Jay Z and David and Victoria Beckham have been spotted vacationing along these famous beaches. The Cote d’Azur seaport is a big draw for celebs here, as well as top beach clubs like Club 55.

IV

Perhaps the most well-known celebrity that loves Lake Como is George Clooney. He has a villa with over a dozen rooms here so he can bring all his friends along to relax, get away, and party. Villa d’Este is another popular place celebrities choose to stay because of its attention to privacy. Just ask Arnold Schwarzenegger, Bette Midler, or Sylvester Stallone!

V

Sure, there are plenty of celebrities that call Sydney home year-around, but there are lots of others who like to visit for a surfing and sailing getaway. Sydney’s Bondi Beach has been a top vacation pick for Leonardo DiCaprio and Hugh Jackman, and some A-list accommodations are the InterContinental Hotel and the Park Hyatt in the Rocks.

NEXT


Copyright © 2025 CultureHook