• Loading stock data...
Saturday, March 21, 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

NCAA Sues DraftKings Over March Madness Trademark Infringement

NCAA president Charlie Baker has also gone after prediction markets.

WNBA, WNBPA Sign Term Sheet for 7-Year CBA

Next, the players and board of governors will vote to ratify.
Dec 13, 2025; Baltimore, Maryland, USA; President Donald J Trump cross the field at half time of the game between the Navy Midshipmen and the Army West Point Black Knights at M&T Bank Stadium.

Trump Signs Executive Order to ‘Preserve’ Army–Navy Game

The order seeks to guarantee an exclusive television window for the game.
Mar 13, 2026; Portland, Oregon, USA; Portland Trail Blazers center Donovan Clingan (23) high-fives guard Jrue Holiday (5) while entering the line up to play against the Utah Jazz at Moda Center.
exclusive

Tom Dundon’s Group Buying 80% of Blazers in Deal’s First Phase

Dundon is set to take control of the team before April.

Featured Today

AI College Recruiting Reels Aren’t Fooling Scouts

College coaches and recruiters are way ahead of cheating athletes.
March 7, 2026

Alex Eala Has Become One of the Biggest Draws in Tennis

Eala will face Coco Gauff in the third round at Indian Wells.
Jun 9, 2021; Paris, France; The racket of Coco Gauff (USA) after she smashed it during her match against Barbora Krejcikova (CZE) on day 11 of the French Open at Stade Roland Garros
March 6, 2026

The ‘Rage Room’ Is the Hottest Place in Tennis

The idea came from a player podcast.
March 5, 2026

Mark DeRosa Is Still Baseball’s Swiss Army Knife

DeRosa is the sport’s utility player both on the field and off.
Mar 17, 2025; New Orleans, Louisiana, USA; Detroit Pistons guard Cade Cunningham (2) reacts after a score next to center Jalen Duren (0) during the first half against the New Orleans Pelicans at Smoothie King Center.

How Cade Cunningham’s Injury Could Cost Pistons Nearly $50M

He’s four games shy of hitting the 65-game threshold for NBA awards.
Mar 3, 2026; Los Angeles, California, USA; Los Angeles Lakers forward LeBron James (23) reacts against the New Orleans Pelicans in the second half at Crypto.com Arena. Mandatory Credit: Kirby Lee-Imagn Images
March 19, 2026

LeBron James Not Interested in Owning Las Vegas Team

James has previously expressed interest in owning an NBA franchise.
Feb 23, 2024; San Francisco, California, USA; Charlotte Hornets color commentator Dell Curry (left) talks with Golden State Warriors guard Stephen Curry (right) before the game at Chase Center. Mandatory Credit: Darren Yamashita-USA TODAY Sports
March 19, 2026

Dell Curry Reveals He Almost Gave Up His Now-Iconic No. 30

Dell Curry will have his jersey retired in Charlotte on Thursday.
Sponsored

Paul Rabil: Why Owning a Team Is a 100x Bet

Paul Rabil shares how he left an established league to build PLL.
Mar 15, 2026; Indian Wells, CA, USA; Aryna Sabalenka (BEL) celebrates with the championship trophy after winning the women’s final of the BNP Paribas Open defeating Elena Rybakina (KAZ) at the Indian Wells Tennis Garden.
March 18, 2026

Sabalenka Suggests She Will Never Play in Dubai Tournament Again

Sabalenka won the BNP Paribas Open on Sunday.
Carlos Alcaraz waits to be announced an take the court of Stadium 1 for his semifinal match against Daniil Medvedev at the BNP Paribas Open in Indian Wells, Calif., Saturday, March 14, 2026.
March 16, 2026

Alcaraz Approaching Top 4 All-Time Career Earnings at Age 22

Carlos Alcaraz turns 23 in May.
Feb 2, 2026; San Francisco, CA, USA; AFC coach Steve Young during practice at the NFL Flag Fieldhouse at Moscone Center South Building.
March 16, 2026

Steve Young Says Bay Area Ties Helped Build PE Empire

“If I played for the Vikings, I don’t think this goes the same way.”
Mar 15, 2026; Ponte Vedra Beach, Florida, USA; Cameron Young watches his tee shot on the first hole during the final round of THE PLAYERS Championship golf tournament.
March 15, 2026

Cam Young Wins $4.5M Players Championship Prize

More than 200,000 fans attend the action at TPC Sawgrass.