• Loading stock data...
Monday, February 23, 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

Wild Men’s Hockey Gold Medal Game Caps Huge Winter Olympics for NBC

The U.S.–Canada matchup was everything fans—and NBC—could have hoped for.
A'ja Wilson
exclusive

WNBA Proposes Same Salary Cap in New CBA Offer

The league did offer players slightly better terms on housing.
Sep 28, 2025; Phoenix, Arizona, USA; Minnesota Lynx forward Alanna Smith (8) scores on Phoenix Mercury forward Kathryn Westbeld (24) and forward Alyssa Thomas (25) in the second half during game four of the second round for the 2025 WNBA Playoffs at PHX Arena.

Are the WNBA’s 9-Figure Losses What They Seem?

The WNBA claims the union’s proposal would cause massive losses.
[Subscription Customers Only] Jul 13, 2025; East Rutherford, New Jersey, USA; Chelsea FC midfielder Cole Palmer (10) celebrates winning the final of the 2025 FIFA Club World Cup at MetLife Stadium

Soccer’s ‘Crown Jewels’ Are Devouring Smaller Clubs

Mega conglomerates are feeding a big business machine. Fans are furious.

Featured Today

Feb 10, 2026; Cortina d'Ampezzo, Italy; Cory Thiesse and Korey Dropkin of the United States during the curling mixed doubles gold medal game during the Milano Cortina 2026 Olympic Winter Games at Cortina Curling Olympic Stadium

Curling Clubs Are Swept Up in Olympics Fever. Can It Last?

Every four years, organizations field an influx of curling-curious patrons.
Max Valverde by Ron Winsett
February 17, 2026

How Ski Mountaineering’s Hype Man Went From TikTok to NBC

Max Valverde’s gushing over the niche sport vaulted him to Olympic broadcaster.
Feb 11, 2026; Livigno, Italy; Jaelin Kauf of the United States during freestyle skiing women's moguls final during the Milano Cortina 2026 Olympic Winter Games at Livigno Aerials & Moguls Park
February 13, 2026

The Surprise Hit of the Winter Olympics: First-Person Drone Views

Tiny drone cameras have reshaped the Olympics viewing experience.
Feb 11, 2026; Milan, Italy; Madison Chock and Evan Bates of the United States skate during the Milano Cortina 2026 Olympic Winter Games at Milano Ice Skating Arena.
February 13, 2026

Olympic Figure Skaters Pay Out of Pocket for $9,000 Costumes

For four minutes on ice, stakes are high—and prices even higher.
Anthony Kim

Inside Anthony Kim’s Chaotic Path to Stunning Victory at LIV Golf

Anthony Kim joined the 4Aces after Patrick Reed abruptly left LIV.
Feb 15, 2026; Inglewood, California, USA; eam World forward Giannis Antetokounmpo (34) of the Milwaukee Bucks looks on in-between games during the 75th NBA All Star Game at Intuit Dome.
February 19, 2026

How Alexis Ohanian Became Giannis’s Sports Investment Whisperer

“It all started with a DM from Thanasis,” Ohanian tells FOS.
Feb 15, 2026; Inglewood, California, USA; Team USA Stripes forward Jaylen Brown (7) of the Boston Celtics shoots against Team USA Stars guard Anthony Edwards (5) of the Minnesota Timberwolves in game two during the 75th NBA All Star Game at Intuit Dome. Mandatory Credit: Jayne Kamin-Oncea-Imagn Images
February 19, 2026

Beverly Hills Apologizes to Jaylen Brown Over All-Star Fiasco

Brown released a statement following the city’s apology.
Sponsored

From MLS to AUSL: Jon Patricof on Building Sports Leagues

Jon Patricof on athlete equity, fan-first strategy, and how women’s sports can reshape the future of league building.
Aryna Sabalenka
February 18, 2026

Tennis’s Brutal Schedule Comes to a Head in Dubai As Dozens Drop..

Some stars appear to have found a loophole in WTA rules.
Feb 17, 2026; Pacific Palisades, CA, USA; Genesis Invitational tournament host Tiger Woods speaks to the media during a press conference at Riviera Country Club.
February 17, 2026

PGA Tour Schedule Changes May Take Multiple Years to Roll Out

A new schedule could include fewer events and new major markets.
Feb 15, 2026; Inglewood, California, USA; Team USA Stripes forward Jaylen Brown (7) of the Boston Celtics shoots against Team USA Stars in game two during the 75th NBA All Star Game at Intuit Dome.
February 17, 2026

Jaylen Brown Calls Foul After Beverly Hills Police Shut Down Event

Brown was in Los Angeles for the 2026 All-Star Weekend.
February 16, 2026

Breanna Stewart Signs Turkey Deal With WNBA in Limbo

The WNBA season is scheduled to start May 8.