• Loading stock data...
Monday, February 9, 2026

Caleb Williams’s Contract Requests Could Have Changed the NFL

  • Williams ultimately agreed to his rookie-slot deal with the Bears on Wednesday.
  • The league vetoed several creative proposals to avoid taxes.
Kamil Krzaczynski-USA TODAY Sports

Last year, Caleb Williams’s father, Carl, broached the idea of his son getting equity in the team that drafted him. That never became part of Williams’s contract negotiations, because the NFL went on to pass a rule barring players and other team employees from receiving ownership stakes in their teams. 

But as his negotiations with the Bears dragged on—the sides finally announced an agreement Wednesday—several unique requests leaked out. The team and league shot them down, but they still show the Williams family’s creative approach to mostly rigid NFL contracts.

At least three groundbreaking requests from Williams’s camp were reported by Mike Florio in a pair of stories this week.

  • Williams wanted to get paid as an LLC, which would have avoided taxes in Illinois.
  • He also asked about getting paid through a forgivable loan, which would have had the same result.
  • He requested a no-franchise-tag clause, which no rookie has ever received.

The league ultimately decided that the first two were impermissible, despite no explicit prohibitions on them in the collective bargaining agreement, according to Pro Football Talk. The Bears rejected the third request.

Who was doing the asking, and how, remains up for debate. Last week, when Williams was still unsigned, he told the Chicago Tribune it was out of his hands.

“I’m not handling that,” Williams said. “My lawyers and attorney and everybody, the head of the Bears, everybody up there up top is handling that. That’s not my position that I’m handling.” But Williams has no NFLPA-certified agent, and teams are not permitted to directly negotiate with any other player representatives. In the end, that may have been the bigger holdup in Williams actually putting pen to paper on his four-year, $39 million rookie deal. Florio, who has been all over the story, reported what “they’re getting into is a situation where the lawyer who’s handling this isn’t as versed in the nuances of the contract as an experienced and competent agent would be.”

Although Williams’s requests and lack of an agent were unusual, going deep into the summer unsigned while haggling over language is not—even for rookies, who mostly have the leverage to negotiate only over offset terms. Williams’s Bears teammate Rome Odunze just agreed to his deal Tuesday. And in his own division, Vikings first-round picks J.J. McCarthy and Dallas Turner remain unsigned as of Thursday morning. 

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Los Angeles Is Preparing for a Very Different Super Bowl in 2027

The Southern California sports market is very different compared to four years ago.

Super Bowl LX Ends With Seahawks on Top—and at Crossroads

The Seahawks claim their second Super Bowl title in franchise history.

Bad Bunny Delivers Party, Not Politics, During Super Bowl Halftime

The Puerto Rican superstar does not revisit recent anti-ICE commentary.
Kid Rock walks out to speak ahead of Vice President J.D. Vance at Fort. Campbell Military Base in Fort Campbell, KY., on Wednesday, Nov. 26, 2025.

Turning Point Halftime Draws Millions on YouTube After Early Stumble

Conservative group’s alternative halftime show didn’t stream on Twitter over “licensing issues.”

Featured Today

Milan’s Olympic Village Is Built for Performance—and Partying

Making Milan’s Olympic Village was a five-year sprint.
February 5, 2026

Welcome to the Prediction-Market Super Bowl

Hundreds of millions of dollars are being traded across many platforms.
Feb 1, 2026; Santa Clara, CA, USA; New England Patriots players arrive prior to Super Bowl LX at San Jose Mineta International Airport.
February 3, 2026

Private Equity Has Reached the Super Bowl

The Patriots are one of four NFL teams with PE investment.
University of Southern California
January 31, 2026

College Athletic Departments Are Wooing Recruits With Content Studios

Schools are creating content studios to win recruits and donor dollars.
February 6, 2026

Dana White Says He’s No Longer Involved in Matchmaking, Contract Negotiations

Chief business officer Hunter Campbell handles the majority of negotiations.
Feb 4, 2026; Milwaukee, Wisconsin, USA; Milwaukee Bucks forward Giannis Antetokounmpo (34) during warmups prior to the game against the New Orleans Pelicans at Fiserv Forum
February 6, 2026

Giannis Antetokounmpo Takes Kalshi Stake With Restrictions

The Bucks superstar is the first NBA pro to team with a prediction-market platform.
Sponsored

Paying a Premium: Super Bowl LX Is a Hot Ticket

Super Bowl LX ticket prices are among the highest of the decade. TickPick data breaks down demand, pricing trends, and where fans are buying.
Jan 4, 2026; Paradise, Nevada, USA; Charles Woodson (left) and JT the Brick aka John Tournour attend the game between the Las Vegas Raiders and the Kansas City Chiefs at Allegiant Stadium.
exclusive
February 5, 2026

Charles Woodson Chooses His Liquor Brand Over Browns Owner Stake

“I thought I was going to be a proud owner of the Browns.”
Dec 28, 2025; Washington, District of Columbia, USA; Washington Wizards mascot G-Wiz on the court against the Memphis Grizzlies during the second half at Capital One Arena.
February 4, 2026

Lakers Center Suspended for Pushing Wizards Mascot

The mascot was not injured after the incident.
February 3, 2026

Cristiano Ronaldo Skips Game to Express Displeasure With Saudi PIF

He’s never won a Saudi title since joining in late 2022.
Apr 25, 2024; Detroit, MI, USA; North Carolina Tar Heels quarterback Drake Maye poses with NFL commissioner Roger Goodell after being selected by the New England Patriots as the No. 3 pick in the first round of the 2024 NFL Draft at Campus Martius Park and Hart Plaza.
February 3, 2026

Drake Maye Is First Super Bowl Quarterback From NIL Era

The brand deal-savvy quarterback was fiercely loyal to UNC.