Mandatory Credit: Kamil Krzaczynski-Imagn Images

Bears Fans Receive Brutal Truth Bomb – NFL Analyst Feels Caleb Williams Will Take Another Couple of Years To Be Ready

Bears will be heading into 2025 with high expectations once again

Mandatory Credit: Kamil Krzaczynski-Imagn Images

Last season was supposed to be a turnaround year for the Chicago Bears and their diehard fan base. The Bears had just moved on from Justin Fields and drafted Caleb Williams with the number one overall pick.

Hyped by the media to be the next Patrick Mahomes, Williams was placed under immense pressure. And while he displayed a sense of calmness throughout the offseason, reality hit hard, and the Bears finished 5-12.

Cut to the 2025 offseason, and Chicago has invested heavily in securing a strong O-line for Williams, the major reason for the Bears’ struggles last year. Now, with a protection in place, weapons to work with, and an offensive-minded head coach to work under, the weight of expectations is squarely back on the young signal callers’ broad shoulders.

Caleb Williams throwing darts to Rome Odunze 🎯

(via @ChicagoBears)pic.twitter.com/F6gKtmbffj
— ESPN Fantasy Sports (@ESPNFantasy) August 6, 2025

Analyst Opposes Williams’ Stance of No Pressure

As mentioned earlier, Williams now has plenty to prove heading into his second year as a professional. The 23-year-old, however, feels that there is no added pressure on him this season.

NFL analyst Dan Orlovsky, however, begs to differ. The former quarterback knows a thing or two about being the man under center, and he feels that no other player in the league is under more pressure than the man leading the charge in the Windy City.

“I don’t think there’s a player in the NFL under more pressure than Caleb Williams because of the structure of the team and the head coach, and the past history that he’s accomplished. It’s going to take a couple of years. That’s just the reality of the demand intellectually and communication-wise.”

People talk, but Caleb Williams is more locked in than they realize. These throws speak for themselves. pic.twitter.com/H5trXqCMfa
— Chase Daniel (@ChaseDaniel) August 5, 2025

Orlovsky then broke down what it really means to be a quarterback in the NFL and to play under a complex system such as the one employed by Ben Johnson. Orlovsky’s point is that there are so many tangibles that go into a play that it will take Williams more than just one season to come to terms with such an offensive system.

“But just so people like truly get a grasp of what it takes to play under Ben Johnson’s offense. He would go to Jared Goff often in the huddle, give you three or four play calls. So you’ve got to digest all that verbiage as the quarterback. Then you have to communicate that to the offense. Then you have to break the huddle, get to line of scrimmage, see the defense, and then communicate to the offense. What play call we’re actually going to run? And then go execute it. That doesn’t happen because you learn it on paper a little bit. It’s hundreds and hundreds of hundreds of reps.”

Being a former quarterback in the league, albeit not a very successful one, Orlovsky may have a valid take on this matter. Yet, this theory could simply fall apart when we look at the likes of recent young quarterback performances and measure them with the likes of C.J. Stroud and his rookie season or Jayden Daniels and his first season in the NFL last year.

Caleb Williams breaks down a Ben Johnson play call 🐻⬇️ pic.twitter.com/puqLGIjAUe
— Caleb Williams Fan Club (@CalebFC18) August 5, 2025

Of course, the systems each quarterback has to learn are different, but that is not the only factor at play here. Stroud and Daniels were also on teams not expected to go very far, yet they delivered and had campaigns that even veterans would have been proud of. With the 2025 season in sight, it won’t be long until we find out whether Williams can flip a switch or whether Orlovsky hit the nail on the head.

Mandatory Credit: Kamil Krzaczynski-Imagn Images

Ben Johnson

Caleb Williams

Chicago Bears

Dan Orlovsky

NFL

Devavrat Kulkarni

nfl

I am a content writer for the NFL team, and joined The Playoffs after working with Sportskeeda and NFL Analysis as an NFL writer. After starting my professional career as a French-to-English translator, working as a content writer is a new adventure for me. I started out in the sports media field for two main reasons: my love for sports in general, especially the NFL, NBA, and Tennis, as well as my passion for writing. The best part of this job is that I get to write a variety of pieces with the freedom to explore content from various angles. It also enables me to stay up to date with the sporting world, which otherwise can be difficult to do in the day-to-day grind. In a world full of chaos, sports unite and entertain like nothing else!