Saturday, July 11, 2026

Aaron Judge’s Career Season Is Perfectly Timed

  • The four-time All-Star’s refusal is arguably one of the bolder business moves by a player in free agency.
  • The decision should pay off — maybe by an extra $100 million.
Brad Penner-USA TODAY Sports

New York Yankees slugger Aaron Judge spent this weekend chasing Roger Maris’ American League record of 61 homers, but so far has just fallen short. Whether he ties the record or not, however, he’s still sitting on a massive payday.

This offseason, the Yankees offered Judge a seven-year, $213.5 million extension, which would have been among the 20 most lucrative contracts in MLB.

The four-time All-Star’s refusal is one of the bolder business moves by a player in free agency. The decision should pay off — maybe by an extra $100 million — after one of the single greatest contract years since free agency’s inception in 1976.

  • Curt Flood’s refusal to be traded in 1969 ultimately paved the way for modern free agency itself — but torpedoed his own successful career.
  • In May, ESPN insider Jeff Passan estimated Judge could command at least $300 million, making him one of the 10 highest-paid players in MLB.
  • That estimation didn’t factor in the 30-year-old breaking a home run record and making runs for the Triple Crown and AL MVP.

All Rise (Especially Contract Leverage)

Yankees GM Brian Cashman will want to keep Judge in pinstripes, but other teams are chomping at the bit. Judge himself has hinted at being open to leaving the Bronx (he has jokingly spoken about his affection for Red Sox fans).

The fan who caught his 60th blast on Tuesday said he only hoped Judge would remain a Yankee next year.

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

Jun 29, 2026; Philadelphia, Pennsylvania, USA; Philadelphia Phillies first baseman Bryce Harper (3) watches his home run against the Pittsburgh Pirates during the third inning at Citizens Bank Park.

How Bryce Harper Ended Up Making Video for FanDuel Whale

Harper didn’t know how the video would be used, sources tell FOS.

What the World Cup Means to Erling Haaland’s Tiny Hometown

The tournament’s breakout star is from a rural Norwegian town.

Why So Many Media Outlets Are Rushing Into Sports

Sports coverage has ballooned in every corner of media.
Jul 8, 2026; St. Petersburg, Florida, USA; Tampa Bay Rays third baseman Junior Caminero (13) greets designated hitter Yandy Diaz (2) after scoring a run against the New York Yankees in the third inning at Tropicana Field.

Rays Tout New Stadium Designs As Funding Talks Continue

The club unveiled interior ballpark designs while funding negotiations continue.
podcast thumbnail mobile
Front Office Sports Today

7/10/26 – World Cup Ratings Records, Seahawks Sale Narrows, Kawhi Trade Limbo

0:00

Featured Today

Pillow Fight Championship

How Obscure Sports Get Mainstream TV Deals

For niche sports, getting on TV often matters more than getting paid.
ATLANTA, GA - September 05: Georgia Lottery fireworks after the game against the Seattle Mariners at Truist Park on Friday, September 5, 2025 in Atlanta, Georgia.
July 2, 2026

Inside the Spectacle and Science of MLB Fireworks

Postgame fireworks are lighting up baseball for America250.
Kansas City Chiefs
July 1, 2026

NFL Teams Push to Turn Futbol Fans Into Football Devotees

NFL teams are courting international soccer fans during their World Cup visits.
June 26, 2026

What We Saw Traveling the U.S. for the World Cup Group Stage

The knockout stage begins Sunday.
June 26, 2026

In an Era of $1,000 Tickets, $10 Watch Parties Bring Fans Together

Stadium watch parties now rival home-game experiences.
Jul 10, 2026; London, United Kingdom; Jannik Sinner of Italy celebrates winning his semifinal match against Novak Djokovic of Serbia on day 12 at All England Lawn Tennis and Croquet Club

Jannik Sinner Reclaims Spot in Grand Slam Final to Vie for $4.8M

Sunday’s winner will claim the No. 4 spot on the career earnings list.
July 8, 2026

Jessica Shepard’s $2M Stunner Has Become WNBA’s Biggest Bargain

Shepard was named a 2026 All-Star starter.
July 10, 2026

The Parity Era of Women’s Tennis Continues at Wimbledon

Karolína Muchová and Linda Nosková meet in the Wimbledon final Saturday.
Sponsored

Josh Childress: Why Now Is the Time for NBA Expansion

Josh Childress on why he invested in the Portland Thorns, the case for NBA expansion, and donating to Stanford NIL.
Apr 1, 2026; Salt Lake City, Utah, USA; Denver Nuggets center Nikola Jokić (15) looks to pass the ball during the second half against the Utah Jazz at Delta Center.
July 7, 2026

Nuggets ‘Unconcerned’ Over Jokić’s Delay in Contract Extension

Jokić is eligible for the richest deal in NBA history next summer.
July 4, 2026

Serena Williams Withdraws From Wimbledon With Knee Injury

Williams lost to Maya Joint in her singles return Tuesday.
July 2, 2026

Alex Ovechkin Will Return to Washington for One More Season

The one-year contract extension is based heavily on an appearance incentive.
Jun 11, 2026; Portland, Oregon, USA; WNBA Commissioner Cathy Engelbert meets with the working media before Portland Fire against the Las Vegas Aces at Moda Center.
June 30, 2026

Cathy Engelbert Responds to Alyssa Thomas’s Callout

Thomas received a Flagrant 2 foul and one-game suspension last week.