• Loading stock data...
Saturday, August 23, 2025
The biggest names in sports media. All in one room. Buy tickets now!

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

Dec 21, 2024; Austin, Texas, USA; Texas Longhorns quarterback Arch Manning (16) warms up as the Texas Longhorns prepare to play the Clemson Tigers in the first round of the College Football Playoffs at Darrell K Royal Texas Memorial Stadium.

Schools Are Hesitant to Allow PE Into Their Athletic Departments

Regardless of budget, schools don’t believe the risk is worth the reward.
Oct 2, 2024; Rosemont, IL, USA; Big Ten commissioner Tony Petitti speaks with the media during the 2024 Big Ten Women’s Basketball media day at Donald E. Stephens Convention Center.

‘Not Ready to Jump In’: Power 4 Commissioners Aren’t Sold on PE

Top leaders in college sports have yet to see a satisfactory proposal.
Nov 23, 2024; Minneapolis, Minnesota, USA; Penn State Nittany Lions head coach James Franklin looks at quarterback Drew Allar (15) during the first quarter against the Minnesota Golden Gophers at Huntington Bank Stadium.

Private Equity Enters College Sports—Without the Equity

As college football starts, lending agreements have become PE’s best way in.

SEC Adopts 9-Game Conference Schedule As CFP Changes Loom

The conference matches schedule formats used by the Big Ten and Big 12.

Featured Today

Sep 8, 2024; East Rutherford, New Jersey, USA; New York Giants running back Eric Gray (20) returns a kickoff against the Minnesota Vikings during the first half at MetLife Stadium.

‘Fauxbacks’ Throw Back to a Retro Uniform That Never Existed

Many throwback jerseys are brand-new designs or “Franken-Unis.”
August 17, 2025

‘Labubu Gang’: The Creepy-Cute Dolls Sweeping Pro Sports

The creepy-cute doll is the hottest collectible—and fashion statement.
Middle Tennessee wide receiver Cam'ron Lacy (86) catches a pass and carries the ball during the season final home football game against New Mexico State on Saturday, Nov. 23, 2024.
August 15, 2025

How Middle Tennessee State Added $668,000 to Its NIL Budget

The Blue Raiders are creating a new blueprint for cutting costs.
Bridgewater American 12U Little League player Micah Poulter holds a District 7 pin during a send-off rally to the New England regional tournament in Bristol, Connecticut, from Legion Field on Friday, August 2, 2024.
August 14, 2025

Inside the Little League World Series Pin Trade

The rare little collectibles fuel a frenzy in Williamsport each summer.
Samuel Basallo

Orioles Give Catcher Record Extension Amid Adley Rutschman’s Stunning Fall

Samuel Basallo’s reported $67M deal would be a record for pre-arbitration catchers.
August 20, 2025

Tony Hawk Finds His Enduring Fame ‘Baffling’

The skateboarder said it’s “still kind of a shock” to be recognized.
Aug 20, 2025; Los Angeles, California, USA; Dallas Wings guard Paige Bueckers (5) celebrates in the second half as LA Sparks guard Rae Burrell (12) watches at Crypto.com Arena.
August 21, 2025

Paige Bueckers Wowing Crowds, Selling Jerseys Despite Wings Losses

Bueckers is second in youth jersey sales.
Sponsored

Building A Pro League From Scratch

Front Office Sports and Gainbridge® spotlight what it takes to build a professional women’s soccer league.
August 20, 2025

Struggling Kyle Tucker Benched Shortly After $600M Contract Buzz

The Cubs take action with their star outfielder ahead of his free agency.
August 20, 2025

Sophie Cunningham Receives 3rd WNBA Fine for Criticizing Refs

This is Cunningham’s third fine in about a month.
Daniel Jones
August 20, 2025

Vikings Set to Benefit from Colts Making Daniel Jones Starter

Jones never played a snap for Minnesota.
Aug 17, 2025; Uncasville, Connecticut, USA; Connecticut Sun center Tina Charles (31) and Indiana Fever guard Sophie Cunningham (8) work for the ball in the first half at Mohegan Sun Arena.
August 19, 2025

Sophie Cunningham’s Torn MCL Yet Another Fever Setback

The Fever guard is out for the remainder of the season.