Friday, September 25, 2026
  • -
    days
  • -
    hours
  • -
    minutes
  • -
    seconds

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.”

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

First at FOS

NFL Has No Plan to Follow MLB, NBA in Loosening PE Rules

MLB quietly increased its PE limits this summer.
Exclusive

Dae’Quan Wright, Zxavian Harris Can Play in UFL This Spring

The pair have been blocked from college football and the NFL.
Sep 20, 2026; Arlington, Texas, USA; Washington Commanders quarterback Jayden Daniels (5) leaps to avoid a tackle by Dallas Cowboys safety Caleb Downs (13) while running with the ball during the second half at AT&T Stadium.

NFL Viewership Bounces Back in Week 2

Last Sunday’s NFL games each showed sizable viewership increases.
podcast thumbnail mobile
Front Office Sports Today

9/25/26 – Trump Skips ‘GameDay,’ Sun Leave Connecticut, Juszczyk’s ‘Juice’ Fine

0:00

Featured Today

A Bar of Their Own

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.
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.”
First at FOS

Albert Pujols Says He Pursued MLB Ownership

The three-time MVP said his group was outbid for multiple franchises.
September 22, 2026

Why Kerri Walsh Jennings Picked a Side in the Volleyball War

The Olympian co-owns the expansion team NorCal Rumble.
September 24, 2026

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

James announced a partnership with Polymarket earlier this month.
Sponsored

How Ryan Smith Is Building the Future of Sports in Utah

Utah Jazz and Mammoth owner talks from tech to team ownership.
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.
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.
asset class
September 16, 2026

Ndamukong Suh Says He Almost Invested in the Seahawks

He also “looked at” the Portland Blazers and Thorns.