Monday, September 7, 2026
The FOS App is Live Download It 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. 

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Kirk Herbstreit’s Dog Gets His Own Line of Merchandise

Peter Fan Club says it has notched thousands of orders.

WMU Refuses to Blame Refs, Big Ten for Last-Second Loss

“Don’t feel sorry for us,” said head coach Lance Taylor.
podcast thumbnail mobile
Front Office Sports Today

9/4/26 – Judge Clears Pros for College, Good Good CEO Out, Russini Plots Comeback

0:00

Featured Today

Is Carolyn Tisch Blodgett the Future Face of Giants Ownership?

Amid changes at top of Giants ownership, eyes are on Tisch Blodgett.
September 4, 2026

Wild Transfer Window Shows How Premier League Towers Over Soccer

Spending in England vastly outstripped the rest of Europe.
September 3, 2026

Teams Are Spending Millions to Build Luxury Locker Rooms

It’s a recruiting pitch, a retention tool, and a seven-figure line item.
September 1, 2026

High School Football Sidelines Are Clogged With Content Creators

Administrators call these amateur newcomers the “pajama paparazzi.”
Aug 3, 2026; Washington, D.C., USA; Alexandra Eala (PHI) kisses the championship trophy during the trophy ceremony after her match against Jessica Pegula (USA) (not pictured) in the women's singles final of the 2026 Mubadala DC Open at Rock Creek Park Tennis Center. Mandatory Credit: Geoff Burke-Imagn Images
August 30, 2026

How Alex Eala Turned the Philippines Into a Tennis Nation

A December homecoming match could break tennis’s attendance record.
Aug 6, 2026; Toronto, Ontario, Canada; Jessica Pegula (USA) reacts after winning the first set against Kamilla Rakhimova (UZB) during third round play at Sobeys Stadium.

Pegula: Influencers Have Become ‘A Little Too Much’ at US Open

Pegula said she also can appreciate what influencers can bring to the sport.
August 31, 2026

Pro Tennis Players Say Bring On the Influencers

“I love that they bring this fresh eye on tennis.”
September 2, 2026

NBA Finds Clippers Violated Salary Cap, Bans Ballmer for a Year

The Clippers were fined $30 million.
Sponsored

Kerri Walsh Jennings’s Playbook for the Future of Volleyball

The former gold medalist talks NCAA, the Olympics, & investing in volleyball.
August 31, 2026

Aging Legends Face Uncertain Futures After US Open Losses

Novak Djokovic said he’s struggled with a health issue all year.
August 31, 2026

Maja Chwalińska No Longer Has Trouble Affording Hotels

Chwalińska makes her US Open main draw debut Monday.
August 30, 2026

Colts’ Keenan Allen Arrested on OWI Charges

He faces potential NFL suspension.
Aug 23, 2026; Cincinnati, OH, USA; Jessica Pegula (USA) returns a shot against Coco Gauff (USA) during the finals of the Cincinnati Open at Lindner Family Tennis Center. Mandatory Credit: Aaron Doster-Imagn Images
August 28, 2026

Tennis Stars Excited About Grand Slam Council, Details Remain Sparse

Jessica Pegula says the main issue remains players’ revenue share.