Thursday, June 4, 2026

MLB Trade Deadline: Will Teams Push for October or Plan for Future?

  • Compressed standings and local revenue turbulence confound MLB teams as the trade deadline approaches.
  • Players are growing more vocal about their desire to protect their health.
Matt Marton-USA TODAY Sports

Go all-in or play for next year? MLB’s trade deadline is approaching Tuesday, but the highly anticipated date is likely bringing an extra dose of confusion for clubs this year. 

Every season, some teams struggle with whether to commit additional resources toward a late-season push for the playoffs or pivot toward a longer-term organizational rebuild. But this year’s standings reveal a particularly muddled situation. Entering Sunday’s games, 21 of MLB’s 30 teams were within five games of a playoff spot, including three with losing records. As a result, many of those clubs are just one significant winning streak away from solidifying their chances of playing in October, and equally, one meaningful losing streak away from a very different situation.

Those numbers are similar to this point last season. But there is now the additional complication of what MLB’s near- and long-term local media situation is going to be, and adding to the complexity of how teams choose to budget their player spending both now and in the future. 

MLB is particularly entangled in the ongoing bankruptcy of regional sports network operator Diamond Sports Group, and commissioner Rob Manfred has often spoken of a desire to overhaul that critical revenue stream through a new, league-controlled offering.

“With just very few exceptions right now, almost everybody is on hold,” said Mariners president of baseball operations Jerry Dipoto recently on KIRO-AM. “What you see when you pick up a paper, look at the standings, or flip on a site and check out where teams stand, almost everybody in baseball is within three games of a playoff spot, it seems.”

‘We are open to doing something that has the potential to be dynamic. [I] don’t know if that’s going to be available. Right now, it’s not, and this is as late as we’ve ever gone into a deadline where I can honestly say it’s not,” he said.

Subsequent to those comments, Dipoto and the Mariners have been particularly active as the deadline nears, making trades for outfielder Randy Arozarena and reliever Yimi García. Whether either player proves to be “dynamic” in Seattle is still unknown. Other trade movement began to emerge over the weekend, led in part by the Yankees’ deal with the Marlins to acquire former All-Star Jazz Chisholm Jr.

There is some additional help coming on the TV front, though, as The Athletic reported that MLB and the MLB Players Association have agreed to direct some luxury-tax money toward teams that have lost local TV revenue. Those funds, termed a “media-disruption distribution,” are limited to $15 million per team, $75 million across the league, and will be available for just one year. 

“We believe this agreement should positively affect the player market by softening the impact of revenue declines, by increasing the number of clubs who have monies to spend, and by undermining the ability of clubs to weaponize recent developments in RSN markets,” the MLBPA wrote in the memo to players.

Player Demands

Meanwhile, this year’s trade deadline is also arriving with a heightened level of player advocacy for their futures. According to multiple reports, one such notable case involves White Sox pitcher Garrett Crochet (above), who does not want to pitch in the postseason if he is traded without first signing a long-term contract extension. 

The 25-year-old, the White Sox’ lone All-Star this year and Fangraphs’ major-league leader in pitching wins above replacement, has already experienced a massive increase in his workload this season, having thrown more than 111 innings compared to after posting fewer than 13 last year. Such a jump already places Crochet at a sharply elevated risk of serious elbow injury in the future, and with the demand, is clearly looking to solidify his financial future. Crochet already has undergone Tommy John surgery in 2022.

There have been some similar demands made in recent years by other pitchers on the trading block, but involving much more accomplished ones than Crochet, still in his first year as a starter. 

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

MLB’s Long-Stalled Stadium Plans—Rays and A’s—Show Progress

The A’s and Rays both are drawing closer to getting new ballparks.

MLB Owners Hold Firm On Salary Cap, Cite ‘Failure’ With Luxury Tax

Rising willingness by teams to pay the tax prompts a new approach.

MLBPA Says Owners’ Salary Cap Would Cut Player Pay by $500M

The union again decries management’s push to implement a salary cap.
May 27, 2026; Kansas City, Missouri, USA; New York Yankees right fielder Aaron Judge (99) celebrates with first baseman Paul Goldschmidt (48) after the win over the Kansas City Royals at Kauffman Stadium.

MLB Labor Talks Face Long Road and Certain Change

The initial salvos reinforced how differently owners and players view the sport.

Featured Today

FILE PHOTO: Soccer Football - FIFA World Cup - UEFA Qualifiers - Group A - Germany v Luxembourg - Rhein-Neckar-Arena, Sinsheim, Germany - October 10, 2025 Germany coach Julian Nagelsmann

‘Weird Corners of the World’: How to Find a World Cup Coach

National associations look for a winning record—and also hope for serendipity.
June 3, 2026

The Elite High Schools Hosting World Cup Teams

Spain, Morocco, Croatia, and Switzerland chose schools as their tournament base camps.
Frances Cabral-Delaney
May 29, 2026

How Arsenal Fandom Went ‘Manic’

“People do not become Arsenal fans because it’s easy,” says Zohran Mamdani.
May 23, 2026; Anaheim, California, USA; Fans participate in a tarp off during a MLB game between the Los Angeles Angels and the Texas Rangers at Angel Stadium
May 28, 2026

‘Tarps Off’: How Shirtless Fans Took Over MLB

The viral movement began with the SFA club baseball team.

Knicks Get-In Prices for Game 3 at MSG Hit $8,000—and Climbing

Knicks Finals tickets now outprice both the Super Bowl and World Cup.
Mar 30, 2026; Phoenix, AZ, USA; NFL commissioner Roger Goodell arrives during the 2026 NFL Annual League Meeting at the Arizona Biltmore.
June 4, 2026

NFL Defends TV Deals As Goodell Declines to Testify Before Congress

The league continues to tout its commitment to broadcast television.
June 4, 2026

Chwalińska Makes French Open Final, Nearly Triples Career Earnings

Chwalińska was ranked No. 114 before the French Open began.
Sponsored

Landon Donovan: What Soccer in America Still Needs

Landon Donovan discusses the evolution of soccer in America and investing in the NWSL.
SEA at VAN - Nov. 21, 20251
June 4, 2026

Will the PWHL’s Aggressive Expansion Succeed?

The league added four teams ahead of the 2026–27 season.
June 3, 2026

Adam Silver: NBA Europe ‘On Track’ to Launch Next Year

The commissioner also commented on the Aspiration investigation.
June 3, 2026

WNBA Player Drops Out of Project B to Play in Turkey

Project B also signed another French player: Leïla Lacan.
June 3, 2026

U.S. Women’s Open Becomes the Richest Event in Women’s Golf—Again

The prize money sets a new record for a single women’s golf tournament.