• Loading stock data...
Friday, January 30, 2026

Aaron Judge Could Command Record $500M In Free Agency

  • Leigh Steinberg thinks Yankees superstar could score $500 million, 10-year deal.
  • Judge is “an immediate box office draw,” Steinberg tells FOS.
Brad Penner-USA TODAY Sports

$500 million. 10 years. All guaranteed.

That’s the monster deal New York Yankees superstar Aaron Judge could land as he enters free agency, according to super-agent Leigh Steinberg.

That would be the richest player deal in Major League Baseball history. But if there’s anybody who could become baseball’s first $500 million player, its Judge, who set the new American League record with 62 home runs this season. 

“He immediately and dramatically enhances a team’s offensive output. He’s a good team player. And for any team that’s not sold out, he’s an immediate box office draw,” Steinberg told Front Office Sports. “So he might be one of the few players who pays for part of his contract in ticket sales.”

Steinberg, the real-life inspiration for the movie “Jerry Maguire,” knows whereof he speaks. He negotiated the biggest contract in the NFL — Patrick Mahomes’ $450 million, 10-year deal. Over his 40-year career, Steinberg has secured $4 billion worth of contracts for over 300 athlete clients. 

YES ‘Satisfied’ Aaron Judge’s Historic HR Came During Its Telecast

Despite attempted horse-trading among national channels, Aaron Judge hit his historic 62nd…
October 5, 2022

Judge turned down a seven-year, $213.5 million extension with the Yankees to test the potentially lucrative waters of unrestricted free agency. His bold decision is about to pay off.

A $50 million per-year contract would more than double his current $19 million a year salary. A 10-year pact would take the 30-year-old right fielder through his 40th birthday in 2032. 

Here’s how Judge’s potential deal would stack up against the highest-paid players in MLB via Spotrac:

  • Mike Trout, Los Angeles Angels: $426.5 million, 12 years.
  • Mookie Betts, Los Angeles Dodgers: $365 million, 12 years.
  • Francisco Lindor, New York Mets: $341 million, 10 years.

MLB teams are loath to guarantee contracts as players enter the twilight of their careers. But the 2017 Rookie of the Year might be one of the few who can pull it off, Steinberg said.

The towering 6’7” slugger is the best player on the most famous baseball team in the country’s largest TV market. The home-grown Yankee is coming off the best year of his career in which he nearly won the AL’s Triple Crown with 62 home runs, 131 RBI, and a .311 batting average.

If the Yankees don’t pay up, their cross-town rivals in Queens are waiting in the wings. 

With a net worth of $15 billion, Mets owner Steve Cohen is the richest majority owner in MLB. Cohen bought the Mets for $2.4 billion in 2020. He proved with his Lindor signing that he’s willing to pay big money to bring a winner to Citi Field.

Potential bidders such as the San Francisco Giants or other clubs would have to weigh whether they want to pay a luxury tax for their increased payrolls. The issue for Judge, said Steinberg, is how many guaranteed years he gets under his new contract.

“The question is: Are you paying a long-term contract for past performance? Or future projected performance? But if a franchise was going to make a bet on future productivity, he’s about the best candidate around,” said the chairman of Steinberg Sports & Entertainment.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Royals Stadium Plans Hit Suburban Dead End, Push Back Downtown

Two more suburban options have been eliminated in the long-running site search.
Nov 3, 2025; Los Angeles, CA, USA; Los Angeles Dodgers pitcher Clayton Kershaw (22) speaks to fans during the World Series celebration at Dodger Stadium.
exclusive

NBC Closes In on Clayton Kershaw for MLB Studio

NBC is taking over ESPN’s vacated Sunday Night Baseball package.
Sep 27, 2025; San Francisco, California, USA; San Francisco Giants pitcher Ryan Walker (74) hands the ball to manager Bob Melvin as he is relieved during the ninth inning against the Colorado Rockies at Oracle Park. Mandatory Credit: D. Ross Cameron-Imagn Images

Giants Become 3rd MLB Team Sued Over ‘Junk Fees’ Since September

The Nationals and Red Sox face separate, but similar, lawsuits.
Aug 24, 2025; Milwaukee, Wisconsin, USA; Bob Costas speaks during a celebration of Bob Uecker’s life prior to the game between the San Francisco Giants= and Milwaukee Brewers at American Family Field.

Inside NBC’s ‘NEW-Stalgia’ Approach With MLB and NBA

Costas will host NBC’s pregame show on Opening Day.

Featured Today

Dec 25, 2025; Denver, Colorado, USA; Denver Nuggets forward Spencer Jones (21) reacts against the Minnesota Timberwolves during the second half at Ball Arena

Spencer Jones Is Having a Moment in the NBA—and on LinkedIn

The Nuggets forward and Stanford grad is a prolific poster and investor.
Tim Jenkins
January 24, 2026

How One NFL Pass Turned Into a Career on YouTube

Tim Jenkins missed the NFL. He took his football IQ to YouTube.
January 17, 2026

Sports Goes All In on Non-Alcoholic Drinks Boom

Athletes, teams, and leagues are pouring money into the NA beverage category.
Tulsa Portal House
January 16, 2026

Inside the Tulsa Portal House: ‘This Will Translate to Wins’

The Golden Hurricane set up an over-the-top battle station for football recruiting.
January 29, 2026

Serena Williams Doesn’t Shut Down Potential Pro Tennis Return

Williams would not outright deny a return to professional tennis. 
exclusive
January 29, 2026

Juszczyk Wants 49ers to Investigate Substation: ‘I’m Very Curious’

“I’m very much a science-driven person.”
Sponsored

From Kobe Bryant to Tom Brady: Mike Repole’s Billion-Dollar Playbook

Mike Repole shares an inside look into building brands & working with star athletes.
Aug 16, 2025; Indianapolis, IN, United States; Patrick Reed of 4 Aces GC tees off on the 4th hole during the second round of LIV Golf Indianapolis.
January 28, 2026

Patrick Reed Leaving LIV Golf, Will Regain PGA Tour Membership in 2027

Reed’s move comes as Brooks Koepka returns to the PGA Tour on Thursday.
Aug 23, 2025; Detroit, Michigan, USA; Brooks Koepka of Smash GC lines up a putt on the 17th green during the semifinals of the LIV Golf Michigan Team Championship at The Cardinal at Saint John's Resort.
January 27, 2026

Brooks Koepka Admits Nerves, No Regrets Ahead of PGA Tour Return

Brooks Koepka is playing in this week’s Farmers Insurance Open.
Indiana's Fernando Mendoza (15) gets loose before the College Football Playoff National Championship college football game at Hard Rock Stadium in Miami Gardens on Monday, Jan. 19, 2026.
January 27, 2026

Fernando Mendoza Officially Working With LinkedIn

The QB swapped his profile photo to the platform’s “Open to Work” graphic.
Mar 10, 2022; Philadelphia, Pennsylvania, USA; Former Philadelphia 76ers player Allen Iverson acknowledges the crowd during the game against the Brooklyn Nets during the second quarter at Wells Fargo Center
January 27, 2026

‘Cash Grab’: Andrew Bogut Calls Out Allen Iverson’s Australia Visit

Former Australian pro basketball players called out Iverson as “difficult.”