Monday, September 28, 2026
  • -
    days
  • -
    hours
  • -
    minutes
  • -
    seconds

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 27, 2026; Denver, Colorado, USA; NBC broadcast analyst Mike Tomlin before the game between Los Angeles Rams and Denver Broncos at Empower Field at Mile High. Mandatory Credit: Ron Chenoy-Imagn Images

Mike Tomlin Breaks With Coaching Fraternity in Cowboys Analysis

Tomlin questioned the Cowboys’ decision-making in their loss vs. Baltimore.

MLB Attendance Grows For Fourth Straight Year

The league drew 0.5% more fans than it did last year.

NFL Dodges Worst-Case Scenario With Brazil Field

The main story was the players, not the playing surface.
podcast thumbnail mobile
Front Office Sports Today

9/28/26 – College Sports Bill Vote, Man City Found Guilty, Phillies Survive Collapse

0:00

Featured Today

Aug 9, 2026; Bedminster, New Jersey, USA; President Donald Trump walks out of the clubhouse during the final round of the LIV Golf New York tournament at Trump National Bedminster.

Trump’s Year of Sports Gets Busier With CFB, Presidents Cup

The impact of Trump’s attendance varies across each sporting event.
A Bar of Their Own
September 25, 2026

Women’s Sports Bars: Novelty Has Worn Off, ‘That’s a Good Thing’

They’re leveling up, but sustainability remains the first consideration.
Hot & Social/Mets
September 18, 2026

Sports Teams Are Playing a New Role: Matchmaker

The latest promotion at the stadium? Love.
Exclusive
September 18, 2026

Vicious Infighting Is Jeopardizing the Future of Women’s Baseball

The WPBL’s own CEO admits there’s a “power struggle.”
September 17, 2026

Fantasy Football Drafts Are Turning Into Full-Blown Vacations

Leagues are forgoing solo drafts and replacing them with in-person getaways.

U.S. Avoids Disaster With Biggest Presidents Cup Comeback Ever

Donald Trump was on hand a day after attending Tennessee-Texas.
First at FOS
September 24, 2026

Albert Pujols Says He Pursued MLB Ownership

The three-time MVP said his group was outbid for multiple franchises.
September 27, 2026

Some NFL Players Tone Down Celebrations After Surprise Fines

Star wide receivers decided to keep their money.
Sponsored

How Ryan Smith Is Building the Future of Sports in Utah

Utah Jazz and Mammoth owner talks from tech to team ownership.
September 24, 2026

Draymond Green on LeBron’s Polymarket Deal: ‘I Think It’s Great’

James announced a partnership with Polymarket earlier this month.
September 22, 2026

Why Kerri Walsh Jennings Picked a Side in the Volleyball War

The Olympian co-owns the expansion team NorCal Rumble.
September 21, 2026

Presidents Cup International Team Wants ‘Separation’ From PGA Tour

The U.S. leads the Presidents Cup 13-1-1 all-time.
Kylian Mbappe On
September 18, 2026

Mbappé Leaves Nike for On As Brand Launches Soccer Division

Thierry Henry joins as the company’s new director of football.