Saturday, October 3, 2026
  • -
    days
  • -
    hours
  • -
    minutes
  • -
    seconds

Yankees Dragging Feet On $200M-Plus Aaron Judge Extension

  • The three-time All-Star will be a free agent following 2022 season.
  • The sides are $4 million apart in arbitration figures.
Nathan Ray Seebeck-USA TODAY Sports

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

Aaron Judge set an Opening Day deadline for a contract extension with the Yankees.

Even with Thursday’s first game against the Red Sox postponed until Friday (12:05 p.m. ET), it doesn’t appear the sides will reach an agreement in time.

For a team that seems perpetually in win-now mode, the Yankees are playing a dangerous game not locking up the face of the franchise.

  • If the 29-year-old doesn’t sign a long-term deal, he’ll head to midseason arbitration to determine a one-year contract. 
  • Judge filed for $21M, while the Yankees countered with $17M, per MLB.com.
  • He received a $1.8M signing bonus as the No. 32 pick in 2013 and since signed six consecutive one-year deals, including one for $10.2M in 2021.
  • He’s a three-time All-Star who finished fourth in 2021 AL MVP voting after slashing .287/.373/.544 with 39 HRs and 98 RBI.

Judge likely wants a six- or seven-year extension north of $200M, which would pass Derek Jeter’s 10-year, $189M deal from 2001 as the Bronx Bombers’ largest. 

The Yankees are never too shy to spend big: They have the third-highest payroll ($240.3M), with ace Gerrit Cole earning $36M per season, MLB’s second-highest AAV (Max Scherzer, $43.3M). 

In the midst of a 12-year title drought, New York should make Judge as comfortable as possible — as soon as possible.

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

Jul 14, 2023; Atlanta, Georgia, USA; A detailed view of a Chicago White Sox hat and glove in the dugout against the Atlanta Braves in the fourth inning at Truist Park. Mandatory Credit: Brett Davis-USA TODAY Sports
First at FOS

White Sox Announcer John Schriffen’s Status With Team Uncertain

Schriffen has been the TV voice of the White Sox since 2024.
Sep 30, 2026; Bronx, New York, USA; New York Yankees outfielder Trent Grisham (12), outfielder Cody Bellinger (35) and catcher Austin Wells (28) celebrate after defeating the Boston Red Sox in game two of the Wildcard round for the 2026 MLB Playoffs at Yankee Stadium.

NBC Scored Record Viewership With MLB Wild-Card Round

The initial wild-card games set a series of viewership milestones.
A moose forages for food at Schwabacher Landing in Grand Teton National Park in Wyoming.

MLB Ends Grand Teton Game Talks After Wyoming Officials Object

The early-stage consideration generated heavy pushback.

Environmentalists Call MLB Grand Teton Idea ‘Shortsighted’

The league received rare pushback about a potential special-event game.
podcast thumbnail mobile
Front Office Sports Today

A Conversation with Randy Levine on the Yankees’ $2.6B Apollo Deal and the Protect College Sports Act

0:00

Featured Today

How the Baseball Cap Became a ‘Behemoth’

The hat has become essential for athletes, fans, and the sports-agnostic.
Morishita-Sato-homerun-celebration-at-Meiji-Jingu-Baseball-Staidum-2025
September 28, 2026

Japanese Baseball Is Fighting Back Against MLB Talent Drain

Nippon Professional Baseball is reimagining how to be a global juggernaut.
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.
September 25, 2026

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.
September 27, 2026

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

Donald Trump was on hand a day after attending Texas-Tennessee.
Sponsored

Beyond the Scorecard: How Dow Is Putting Purpose at the Center of Women’s Golf

Discover how Dow and the LPGA are building a partnership with lasting impact.
Sponsored

Beyond the Scorecard: How Dow Is Putting Purpose at the Center of Women’s Golf

Discover how Dow and the LPGA are building a partnership with lasting impact.
September 27, 2026

Some NFL Players Tone Down Celebrations After Surprise Fines

Star wide receivers decided to keep their money.
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 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.