NFL News: Tom Brady puts Chicago Bears QB Caleb Williams on the spot with one question
Tom Brady is widely considered one of, if not the greatest quarterback in the history of the sport. Chicago Bears QB Caleb Williams is looking to follow in Brady’s footsteps, at least in terms of cementing his legacy as an elite quarterback in the NFL.
There’s no denying, however, that Williams still has a very long way to go before he reaches the same heights the seven-time Super Bowl champion did.
Williams had a memorable second season with the Bears in 2025. He played all 17 games in the regular season, completing 330-of-568 passes for 3,942 yards and 27 touchdowns. He led Chicago to the NFC North title with an 11-6 record.
The Bears defeated the Green Bay Packers in the Wild Card Round before bowing out to the Los Angeles Rams in the Divisional Round of the NFL playoffs.
NFL legend Tom Brady likes what he hears from Chicago Bears QB Caleb Williams
Brady recently put Williams on the spot during a FaceTime call.
The former New England Patriots and Tampa Bay Buccaneers star ventured into the highly lucrative collectibles industry after his retirement. Brady owns CardVault, which is a premier sports card retail chain across America.
After pulling a Williams rookie card during a pack opening, Brady just had to get the Bears QB on the phone.
“Hey, listen, I just pulled one of your cards, autographed,” Brady told Williams. “That’s a pretty good one, right?”
Brady then proceeded to put Williams on the spot.
“Is it going to be worth more or less after this coming season?” asked the 15-time Pro Bowler. “That’s what I want to know.”
Williams did not hesitate with his response.
“A lot [expletive] more,” the 24-year-old quarterback replied.
Brady nodded his head in agreement, saying, “All right, good. That’s what I want to hear.”
This is awesome: The legendary Tom Brady called Caleb Williams on FaceTime to let him know he pulled one of his rare sports cards.
Caleb’s cards have skyrocketed in value 📈👀 pic.twitter.com/l7sryT8tZ2
— Dov Kleiman (@NFL_DovKleiman) May 1, 2026
That’s a lot of pressure coming from a future Hall of Famer like Brady. However, the way that Williams did not even flinch before guaranteeing Brady that he’s going to ball out in 2026 speaks volumes about the Bears star’s self-confidence.
The fact that Brady agreed with Williams’ self-assessment also says a lot about how much faith he has in the younger quarterback.
It seems that Brady has every intention of holding on to Williams’ rookie card under the belief that it’s going to be even more valuable as his career unfolds.
The post NFL News: Tom Brady puts Chicago Bears QB Caleb Williams on the spot with one question appeared first on ChiCitySports.
Source: https://www.chicitysports.com/nfl-news-tom-brady-chicago-bears-qb-caleb-williams-on-the-spot-one-question/
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