• Loading stock data...
Saturday, October 18, 2025

Dak Prescott’s Record-Setting Deal

  • Star quarterback Dak Prescott signed a four-year $160 million contract extension with the Dallas Cowboys.
  • The deal includes a $66 million signing bonus, and a record $126 million in guaranteed money.
Joe Nicholson-USA TODAY Sports/Design: Alex Brooks

Even after his 2020 season ended in Week 5 with a gruesome broken ankle, Dak Prescott had tremendous leverage in his negotiations with the Dallas Cowboys. 

On Monday, he used it to break the record for most guaranteed money ever in an NFL contract. The precedent-setting deal could now dictate the future of how the league pays its stars. 

Prescott’s four-year, $160 million contract extension ends a years-long standoff between America’s Team and its franchise quarterback.

  • The contract includes a $66 million signing bonus, which means that Prescott will make a single-season record $75 million in 2021.
  • $126 million is guaranteed at signing — the most ever in NFL history.
  • He will be in line for a new deal at age 31 when the contract expires in 2024.

Players must often choose between long-term security and maximizing their earning power, if they can have either. Prescott — a virtually irreplaceable talent at quarterback — gets both. The Cowboys painted themselves into a corner by not extending Prescott sooner, amplifying his negotiating power, compounded by their 4-7 record after losing him.

The cost of employing a healthy Prescott may be cushioned by a new influx of cash to the NFL. As DEC Management pointed out, billionaire owner Jerry Jones likely knows how much money the league has coming in from its latest round of TV contracts.

Ravens quarterback Lamar Jackson, the 2019 NFL MVP, is sure to have Prescott’s deal in mind as he enters the final year of his rookie contract. Ravens GM Eric DeCosta sought to deflect any comparison between the two young star quarterbacks on Tuesday: “Every negotiation is different. Every player is different. Every GM is different.”

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Hansi Flick

Barcelona Players, Coach ‘Not Happy’ About Miami Game

La Liga is on the verge of relocating a December match.

Steelers’ Shared Stadium With Pitt Comes Under Fire for Bad Turf

The conditions at Acrisure Stadium have been subpar this season.

Bears Hit Another Speed Bump for New $5B Stadium in Suburbs

A new state bill would impose several conditions on the NFL team.

Featured Today

May 27, 2025; Indianapolis, Indiana, USA; Indiana Pacers guard T.J. McConnell (9) shoots a three point basket over New York Knicks guard Josh Hart (3) during the third quarter of game four of the eastern conference finals for the 2025 NBA Playoffs at Gainbridge Fieldhouse

NBA Stars Swap Wine With League Friends and Foes

A wine-exchange tradition emerged from the bubble season’s close quarters.
May 25, 2025; Indianapolis, Indiana, USA; Derek Jeter walks the red carpet on Sunday, May 25, 2025, ahead of the 109th running of the Indianapolis 500 at Indianapolis Motor Speedway
October 16, 2025

The Players’ Tribune Is Still Kicking 11 Years Later

Founder Derek Jeter is still closely involved in the publication.
Las Vegas Aces center A'ja Wilson (22) celebrates with her teammates after her last second shot to take the lead 90-88 against the Phoenix Mercury in Game 3 of the WNBA Finals at Mortgage Matchup Center in Phoenix on Oct. 8, 2025.
exclusive
October 10, 2025

Standoff Over WNBA’s Future Has Dominated Finals

CBA negotiations have stolen the spotlight from the Aces’ dominant performance.
Paul Cartier
October 5, 2025

Sports Organists Are Still Thriving in the Era of Raucous Arena Music

“When they walk out and they see a real organ guy, it’s like, ‘Wow.’”
Jan 8, 2024; Philadelphia, Pennsylvania, USA; Philadelphia Flyers goaltender Carter Hart (79) makes a save against the Pittsburgh Penguins during the second period at Wells Fargo Center

Golden Knights Add Hockey Canada Trial’s Carter Hart

Hart is the only acquitted player to sign with an NHL team.
Nov 28, 2023; Newark, New Jersey, USA; New Jersey Devils center Michael McLeod (20) celebrates his goal against the New York Islanders during the first period at Prudential Center. Mandatory Credit:
October 9, 2025

Hockey Canada Trial’s Michael McLeod Signs Outside NHL

Fans in Carolina protested the team’s interest in the Hockey Canada 5.
Tiger Woods of Jupiter Links GC sits during a break in their TGL golf match against Atlanta Drive GC at SoFi Center on March 4, 2025, in Palm Beach Gardens, Florida.
October 13, 2025

Latest Tiger Woods Surgery Bad News for TGL, PGA Tour Champions

Woods is recovering from his seventh back surgery in 11 years.
Sponsored

How Jenny Just Is Shaping the Future of Sports Ownership

Jenny Just on bringing her investment experience to sports ownership.
Bucks
October 7, 2025

Bucks Reportedly Discussed Giannis Deal With Knicks This Summer

Antetokounmpo’s future will be a major NBA storyline this year.
Napheesa Collier
October 5, 2025

WNBA Tensions Heat Up With Canceled Collier–Engelbert Meeting

The commissioner denied Collier’s version of events at a press conference Friday.
Caitlin Clark
October 3, 2025

Cathy Engelbert Denies Saying Caitlin Clark Should Be ‘Grateful’ For WNBA

“Obviously I did not make those comments.”
Caitlin Clark
exclusive
October 2, 2025

Caitlin Clark Will Not Join Second Season of Unrivaled

The Fever star struggled with several injuries in her second WNBA season.