Saturday, September 19, 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. 

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

Sep 10, 2026; Melbourne, Victoria, Australia; Los Angeles Rams head coach Sean McVay during practice at Marvel Stadium. Mandatory Credit: Kirby Lee-Imagn Images

McVay’s Australia Gripe Highlights NFL’s Business-Football Divide

The Rams coach is looking to forget the team’s struggles in Australia.
Hot & Social/Mets

Sports Teams Are Playing a New Role: Matchmaker

The latest promotion at the stadium? Love.
Exclusive

Vicious Infighting Is Jeopardizing the Future of Women’s Baseball

The WPBL’s own CEO admits there’s a “power struggle.”
podcast thumbnail mobile
Front Office Sports Today

NFL Ratings Dip, Steve Belichick Resigns, Knicks Ticket Refunds

0:00

Featured Today

Fantasy Football Drafts Are Turning Into Full-Blown Vacations

Leagues are forgoing solo drafts and replacing them with in-person getaways.
Oct 4, 2025; Tempe, AZ, USA; General action during the first period of the game between the Arizona State Sun Devils and the Penn State Nittany Lions at Mullett Arena
September 10, 2026

How Military-Style Workouts in College Sports Get Dangerous

For elite athletes, high-intensity training can be “very appealing.”
September 6, 2026

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.
Kylian Mbappe On

Mbappé Leaves Nike for On As Brand Launches Soccer Division

Thierry Henry joins as the company’s new director of football.
asset class
September 16, 2026

Ndamukong Suh Says He Almost Invested in the Seahawks

He also “looked at” the Portland Blazers and Thorns.
Jul 15, 2026; New York, NY, USA; Kevin Hart arrives on the red carpet before the 2026 ESPY Awards at Lincoln Center.
September 17, 2026

LeBron James and Kevin Hart Planning YouTube Golf Collab

Both celebrities recently launched golf content channels.
Sponsored

Drew Weatherford’s Bet on the Youth Sports Economy

Drew Weatherford discusses investing across the youth, college and professional levels.
Aug 28, 2026; Kansas City, Missouri, USA; Kansas City Chiefs quarterback Patrick Mahomes (15) warms up against the Seattle Seahawks prior to a game at Arrowhead Stadium.
September 14, 2026

Mahomes Comeback Kicks Off ESPN ‘MNF’ Coverage

The two-time NFL MVP is completing a remarkable injury recovery.
September 13, 2026

Myles Garrett’s Knee Surgery Adds to Rams’ Early Woes

He’ll miss at least four games on IR.
September 12, 2026

Rybakina Wins First US Open Title, World No. 1, and $5.5M

The 27-year-old will officially become No. 1 in the world on Monday.
September 11, 2026

Taylor Fritz’s Latest Ball Complaint: Retail Ones Are ‘Miserable’

Fritz was knocked out of the US Open in the third round.