Tuesday, May 5, 2026

Gerrit Cole Reverses Opt Out, Stays With Yankees. What’s Next?

The decision to keep the star pitcher is just the beginning of major decisions in front of the American League champions.

Oct 30, 2024; New York, New York, USA; New York Yankees pitcher Gerrit Cole (45) reacts after a play during the fifth inning against the Los Angeles Dodgers in game five of the 2024 MLB World Series at Yankee Stadium.
Vincent Carchietta-Imagn Images

Ace Yankees pitcher Gerrit Cole is staying in pinstripes, but even bigger decisions await the high-profile and large-revenue MLB club. 

Cole, the 2023 American League Cy Young Award winner, and the Yankees agreed Monday to honor the terms of a nine-year contract that still had four seasons and $144 million left on it, according to industry sources and multiple reports. The 34-year-old Cole opted out of those remaining years on Saturday, as he had the right to do, and the Yankees could have nullified that move by adding another year at the same $36 million to his deal.

Instead, there may be future discussions about a potential revised contract that would guarantee Cole will finish his career in New York, though there are no active talks about an extension. As of now, the Yankees are set to spend at least $324 million in total on Cole, and perhaps more, after first signing him in late 2019. The latest decision, though, is as if Cole never opted out in the first place.

Cole performed well during the Yankees’ most recent run to the World Series, posting a 2.17 earned run average in five playoff starts. But his failure to cover first base on an infield hit during the fifth inning of Game 5 of the World Series opened the door for the Dodgers to seal their championship

What’s Next?

The Yankees now have more than $186 million in player payroll committed for the 2025 season and are pushing closer to the $241 million threshold for MLB’s competitive balance tax, commonly known as the luxury tax. 

That figure, however, could soar if the club retains free-agent outfielder Juan Soto, who is now poised to reap a contract worth more than $600 million, which would be the second-largest deal in U.S. pro sports history, and likely the largest by present-day value. 

At 5 p.m. ET Monday, all MLB free agents, including Soto, became eligible to sign with a new team, and the 26-year-old superstar has already heard expressions of interest from about a dozen clubs. A much smaller number, however, actually has the financial ability to take on a deal that large. The Yankees are one of those teams.

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

Apr 22, 2026; Saint Paul, Minnesota, USA; Minnesota Wild center Joel Eriksson Ek (14) celebrates his goal with teammates during the second period in game three of the first round of the 2026 Stanley Cup Playoffs against the Dallas Stars at Grand Casino Arena.

Main Street Sports Now One Step Closer to Official Demise

The embattled regional sports network operator reaches another inflection point.
In this photo illustration, a mobile device displays the Kalshi logo while a laptop displays the webpage of the prediction market platform in Copenhagen, Denmark, on February 10, 2026. (Photo by Kristian Tuxen Ladegaard Berg/NurPhoto)

Leagues Weigh In on Future Prediction Market Regulation

Safeguarding integrity and protecting consumers were common themes.
Kalshi's logo is displayed on a smartphone placed on a reflective surface onto which a betting curve is projected in Creteil, France, on March 9, 2026, during a major scandal and a $54 million lawsuit concerning bets related to recent strikes in Iran. (Photo by Samuel Boivin/NurPhoto)NO USE FRANCE

CFTC: ‘Biggest Issue Is Manipulation’ in Sports Event Contracts

Michael Selig says his agency is in talks with “all the major sports leagues.”

Braves Say New TV Network Is on Pace to Beat Old RSN Revenue

Early returns from the new regional sports network provide confidence.

Featured Today

Cricket - Indian Premier League - IPL - Final - Royal Challengers Bengaluru v Punjab Kings - Narendra Modi Stadium, Ahmedabad, India - June 4, 2025 Royal Challengers Bengaluru's Rajat Patidar lifts the trophy as he celebrates with teammates after winning the Indian Premier League

How Private Equity Fell in Love With Indian Cricket

India’s U.S.-style cricket league has become a private-equity playground.
Kaitlin Oaks (left) from Tampa looks at photos with Layla Abutha from Tampa while attending Thurby at Churchill Downs during the week of Kentucky Derby on Thursday, April 30, 2026.
May 1, 2026

Kentucky Derby Is Courting Gen Z

Churchill Downs is mixing traditional splendor with a youthful atmosphere.
INDIANAPOLIS, INDIANA - MARCH 25: Caitlin Clark of the Indiana Fever sits on the baseline and makes photographs during the Indiana Pacers game against the Los Angeles Lakers at Gainbridge Fieldhouse on March 25, 2026 in Indianapolis, Indiana.
April 22, 2026

Why Athletes Are Moonlighting As Sports Photographers

Athletes are swapping courtside seats for sideline cameras.
Quinnipiac women's varsity rugby
April 21, 2026

The Death of Quinnipiac Women’s Varsity Rugby

The sudden decision at Ilona Maher’s alma mater left players blindsided.

Europe’s Soccer Giants Keep Winning—and Are Cashing In

The Big Five leagues of European soccer are again led by financial giants.
Sep 30, 2024; Toronto, Ontario, Canada; Toronto Raptors vice chairman and team president Masai Ujiri talks to the media during media day at Scotiabank Area. Mandatory Credit: John E. Sokolowski-Imagn Images
May 4, 2026

Mavericks Hire Masai Ujiri To Replace Nico Harrison

Ujiri was the general manager of the Raptors’ 2019 title team.
May 4, 2026

WNBA Slightly Raises Technical, Flagrant Foul Fines for 2026 Season

The league will also fine players for flopping.
Sponsored

Why Brandon Marshall Bet on Athlete-Owned Media

Brandon Marshall on athlete media, life after football, building I AM ATHLETE.
May 4, 2026

PGA Tour’s Two-Track Future on Display in the Carolinas This Week

Tournaments are taking place in Charlotte and Myrtle Beach, S.C.
May 4, 2026

LIV Turns to Investment Bank With Sports Ties As PIF Exit Looms

The league is searching for new investors after the Saudi PIF pulled out.
May 3, 2026; Austin, TX, USA; Dallas Wings guards Azzi Fudd (35) and Paige Bueckers (5) at the start of the second half against the Las Vegas Aces at Moody Center. Mandatory Credit: Scott Wachter-Imagn Images
May 4, 2026

Azzi Fudd Won’t Be Fined After Questioning WNBA Officiating

Fudd said she was “confused” about the WNBA’s officiating.
May 3, 2026

NBA Playoffs Get Strong Early Ratings

It’s unclear whether Luka Dončić will return in the second round.