How education and upbringing influenced the life of Jay Cutler. A timeline of key moments.
Jay Cutler is a retired American football quarterback who played 12 seasons in the NFL. He is best known for his time with the Chicago Bears, where he holds the franchise records for passing yards, touchdowns, attempts, and completions. Cutler also played for the Denver Broncos and briefly for the Miami Dolphins before retiring from professional football.
In 1967, before Jay Cutler won the award in 2005, it marked the last time a Vanderbilt Commodore had been named SEC Offensive Player of the Year.
On April 29, 1983, Jay Christopher Cutler was born. He would later become a professional football quarterback in the National Football League (NFL).
In 1983, Jay Cutler was born in Santa Claus, Indiana. He later attended Heritage Hills High School.
In 2001, Jay Cutler redshirted during his freshman season at Vanderbilt University.
In 2002, Jay Cutler set school records for touchdowns and rushing yards by a freshman at Vanderbilt, and he rushed for more yards than any other Southeastern Conference quarterback that year.
In 2004, as a junior, Jay Cutler completed 61.0 percent of his passes, setting a school record, while throwing for 1,844 yards with 10 touchdowns and a career-low five interceptions.
In 2005, Jay Cutler graduated from Vanderbilt with a bachelor's degree in human and organizational development.
In 2005, Jay Cutler was named SEC Offensive Player of the Year as a senior at Vanderbilt, becoming the first Commodore to win the award since 1967.
During the 2007 offseason, Jay Cutler started the Jay Cutler Foundation to help at-risk youth.
In 2007, Jay Cutler participated in an episode of Oprah's Big Give filmed in Denver.
On March 9, 2008, the episode of Oprah's Big Give featuring Jay Cutler aired on ABC.
On May 1, 2008, Jay Cutler announced that he had been diagnosed with type 1 diabetes.
In 2009, Jay Cutler teamed up with Eli Lilly and Company in a campaign called "Touchdowns For Diabetes" to support diabetes camp scholarships.
In September 2010, Jay Cutler began dating Kristin Cavallari.
In July 2011, Jay Cutler and Kristin Cavallari called off their engagement.
In 2011, after the Bears lost games due to Cutler's thumb injury, Magic 1 released "Cutty Come Back", a parody of "Baby Come Back".
In 2012, Jay Cutler supported Mitt Romney in the United States presidential election.
In 2012, Jay Cutler visited Perspectives Charter School in Chicago to discuss diabetes awareness.
On June 7, 2013, Jay Cutler and Kristin Cavallari were married in Nashville, Tennessee.
In 2013, Jay Cutler played himself in an episode of the comedy show "The League" alongside his ex-wife, Kristin Cavallari.
In 2014, Aaron Rodgers of the Green Bay Packers referenced the "Smokin' Jay Cutler" meme during a game against the Bears.
In 2016, Jay Cutler supported Donald Trump in the United States presidential election.
In 2016, Jay Cutler was inducted into the Vanderbilt Athletics Hall of Fame, recognizing his achievements and contributions to the university's sports program.
From 2018, Jay Cutler made regular appearances on the show Very Cavallari.
In April 2020, Jay Cutler and Kristin Cavallari announced that they were getting a divorce, citing that they had "grown apart".
In 2020, Jay Cutler supported Donald Trump in the United States presidential election.
Until 2020, Jay Cutler made regular appearances on the show Very Cavallari.
In May 2021, Jay Cutler and Kristin Cavallari had not yet finalized their divorce due to financial issues.
In 2021, Jay Cutler launched a meat subscription service called CUTS and his podcast "Uncut".
In June 2022, it was reported that Jay Cutler and Kristin Cavallari's settlement had been finalized and the couple was officially divorced.
In 2022, Jay Cutler launched Gratis Brewing, based in Nashville. He also became a founding partner in Outsider.com, a digital media lifestyle company.
In 2023, Jay Cutler revealed on Instagram that he was dating Samantha Robertson.
On October 17, 2024, Jay Cutler was arrested in Franklin, Tennessee, on suspicion of driving while intoxicated and possessing a firearm while under the influence. He was charged with DUI-first offense, possession of a handgun-under the influence, failure to exercise due care to avoid a collision and implied consent.
In 2024, People reported that Jay Cutler and Samantha Robertson were engaged.
On August 26, 2025, Jay Cutler was sentenced to four days in jail as part of a plea deal where he pled guilty to driving under the influence. As part of the agreement, a weapons possession charge was dismissed, and he was ordered to surrender a pistol found in his car, pay a $350 fine, attend a DUI safety class, and was placed on unsupervised probation for one year. His Tennessee driver's license was also revoked.
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