Former quarter of Chicago Bears Jay Cutler Last player in professional football in 2017, but the professional professional did not stay away from the retired spotlights.
Of his high level wedding with Kristin Cavallari At his arrest of 2024, Cutler is one of the handles of athletes which has become a familiar name beyond the NFL.
Cutler and Cavallari began to go out together in 2010, at the start of his career in the bears, and got engaged in 2011.
“Jay is a good boy from the Midwest; he is a gentleman,” said Cavallari exclusively US Weekly before their commitment. “He opens the doors of the car and he made the laundry today, which I thought rather cool, so it’s a good boy. We are in love! “
The couple separated three months later, but finally reconciled and married in 2013. Couple share three childrenson Camden and Jaxon, as well as his daughter Saylor.
Cutler and Cavallari separated for good in 2020 and finalize their divorce Two years later, the former QB now committed Samantha Robertson.
Continue to scroll the ups and downs over the years.
2006

Jay Cutler at the NFL Scouting combines
Photo by Jim Rogash / Getty ImagesAs an offensive player of the SEC title year, Cutler was drafted 11th in total of Vanderbilt by the Broncos de Denver during the recovery of the 2006 NFL. He signed with the team on a contract of $ 48 million in six years.
May 2008
After losing 35 pounds the previous season and saying that he had “no energy”, Cutler learned that he was suffering from type 1. diabetes. Although he insisted that his football career was not in danger, he said he needed daily insulin.
“We thought it could be stress and the version to go through an entire season,” he said Nfl.com at the time. “But once I came back here and I started working again, I just made no improvement. I was not getting stronger. I always lost weight.”
Fall 2008
Cutler’s Lone Pro Bowl season came the same year as his diagnosis. Also his last season with the Broncos, he launched 25 affected, establishing franchise records for yards, completion and attempts. He was exchanged in the Bears after the season.
April 2011

Kristin Cavallari and Jay Cutler
Photo by Timothy Hiatt / Getty ImagesCutler offered Cavallari during the 2011 Easter weekend, with a revealing source We At the time when the Alun des Hills was “so excited and completely blinded”.
July 2011
The two broke their commitments after only three months. Cutler has confirmed their short -term split via Facebook, writing: “Thank you all for support, but if you speak badly about Kristin, I will delete and block you.” They reconciled and entered again in November.
2012
Cutler and Cavallari welcomed their first child, his son Camden.
2013
Cutler and Cavallari were established in the office of a county clerk in Nashville, Tennessee, celebrating with a church ceremony the next day.
2014
The former couple welcomed the son Jaxon.
2015

Kristin Cavallari and his daughter Saylor
With the kind authorization of Kristin Cavallari / InstagramCutler and Cavallari announced the birth of their third child, his daughter Saylor.
2020
The couple announced their divorce in a joint declaration.
“We only have love and respect for each other and are deeply grateful for shared years, created memories and children we are so proud of,” they said. “This is only the situation of two people to separate.”
Cavallari, however, later quoted an “inappropriate conjugal conduct” of Cutler and “irreconcilable differences” as reasons for their separation.
They finalized their divorce in 2022.
2021
Cutler said that Uber Eats had withdrawn it from an advertising opportunity after having pronounced an exhibition against COVVI-19 regulations in the school district of his city in Tennessee. He added that his “opinions are not aligned” on the company.
“Lost an advertisement with Uber Eats in partnership with the NFL,” he wrote Via X at the time. “I was going to film in Los Angeles,” the views are not aligned “. I guess they don’t like future members of the school board.
2024
After being responsible for Instagram in September 2023, Cutler and his girlfriend Samantha Robertson announced their engagement a little over a year later.
2025

Jay Cutler
Photo of the Franklin police department via Getty ImagesCutler was arrested in Franklin, Tennessee, accused of drunk driving and possession of firearms under the influence, after the police responded to an accident involving two vehicles. He refused to pass a sobriety test on the ground, while the authorities found a rifle and a handgun in his car, according to the arrest report.
It later concluded an agreement with prosecutors in which he pleaded guilty to a chief of crime. In August 2025, was sentenced to four days in prison and a fine of $ 350. He also agreed to attend the courses and had his license revoke for a while. He will serve a year of probation after his release.