Former NFL quarterback Rex Grossman says he has "no regrets" about his up-and-down tenure with the Chicago Bears .
During a recent appearance on Barstool Chicago 's "The Stretch" podcast, Grossman made it clear that he's content with how things turned out. Grossman, the No. 22 pick out of Florida in 2003, spent six seasons with the Bears and led the team to a Super Bowl 41 appearance following the 2006 season.
However, Grossman's time in Chicago was marred by injuries, including a torn ACL in 2004 and a broken ankle the following year. The Bears used a 2005 fourth-round pick on Kyle Orton , who started most of that season and replaced Grossman as the starter two years later.
"All that being said, I made a ton of money," Grossman said. "I had so much fun, [I] played in the Super Bowl. I'm the starting quarterback for the Chicago Bears in the Super Bowl, and I was just trying to get a scholarship to Florida.
Chicago Bears quarterback Rex Grossman during the 2007 seasonKirby Lee/Image of Sport-USA TODAY Sports
"Like … this is insane," Grossman continued . "And everybody can say whatever the [expletive] you wanna say, I still had the best six years of your life. You would do it if you could do it. I loved it."
Spotrac estimates that Grossman earned roughly $15.4 million in 11 NFL seasons. He spent the final years of his career as a backup with the Houston Texans (2009) and Washington Redskins (2010–13).
Where Does Rex Grossman Rank Among Chicago Bears Quarterbacks?
Grossman went 19-12 with 5,614 passing yards, 33 touchdowns, and 35 interceptions over 36 games and 31 starts in Chicago. Nearly half of those starts came during the 2006 season, when he played all 16 games.
As of Nov. 7, 2025, Grossman ranks 15th among Bears quarterbacks in passing yards. Barring injury, Caleb Williams (5,457 yards) could surpass him before the 2025 season ends, with a chance to enter the top 10; Justin Fields ranks 10th with 6,674 yards.
Grossman's 19 wins rank 10th among Bears quarterbacks — a notable achievement given that the franchise played its first game in 1920. Williams has 10 wins through 25 starts.
However, Grossman and Jim McMahon remain the only Bears quarterbacks to start a Super Bowl. Grossman completed 20 of 28 passes for 165 yards, one touchdown, and two interceptions in the Bears' 29-17 Super Bowl 41 loss to the Indianapolis Colts . He also fumbled twice, losing one, in pouring rain at the now-Hard Rock Stadium.
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This story was originally reported by Athlon Sports on Nov 7, 2025, where it first appeared in the NFL section. Add Athlon Sports as a Preferred Source by clicking here.
