Monday, September 28, 2026
  • -
    days
  • -
    hours
  • -
    minutes
  • -
    seconds

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

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

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

Aug 28, 2026; Bronx, New York, USA; New York Yankees second baseman Jazz Chisholm Jr. (13) throws to first for a double play against the Boston Red Sox during the fifth inning at Yankee Stadium. Mandatory Credit: Tom Horak-Imagn Images

How NBC Sports Is Approaching Its First MLB Postseason in 26 Years

The network will have its first MLB postseason presence since 2000.

MLB Black Monday Begins With Mariners Shakeup

Seattle kicked off a wave of expected leadership changes across MLB.
Morishita-Sato-homerun-celebration-at-Meiji-Jingu-Baseball-Staidum-2025

Japanese Baseball Is Fighting Back Against MLB Talent Drain

Nippon Professional Baseball is reimagining how to be a global juggernaut.

MLB Attendance Grows for Fourth Straight Year

The league drew 0.5% more fans than it did last year.
podcast thumbnail mobile
Front Office Sports Today

9/28/26 – College Sports Bill Vote, Man City Found Guilty, Phillies Survive Collapse

0:00

Featured Today

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.

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.
Exclusive
September 18, 2026

Vicious Infighting Is Jeopardizing the Future of Women’s Baseball

The WPBL’s own CEO admits there’s a “power struggle.”
September 17, 2026

Fantasy Football Drafts Are Turning Into Full-Blown Vacations

Leagues are forgoing solo drafts and replacing them with in-person getaways.
Sep 25, 2026; Medinah, Illinois, USA; Scottie Scheffler of the U.S. Team tees off on the first hole during the second round of the Presidents Cup.

Why Tennis Australia Is Running the Next Presidents Cup in 2028

The 2028 Presidents Cup will take place in Melbourne.
Jun 26, 2026; Chaska, Minnesota, USA; Charley Hull reacts to her putt on the third hole during the second round of the KPMG Women's PGA Championship golf tournament. Mandatory Credit: Matt Krohn-Imagn Images
September 28, 2026

Saudi PIF Cuts $15M Series From Ladies European Tour

The PIF Global Series has five LET events this year.
September 28, 2026

Sunday’s Biggest NFL Games Plagued by Debatable Calls

There’s no obvious solution for judgment calls.
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

NFL Dodges Worst-Case Scenario With Brazil Field

The main story was the players, not the playing surface.
September 27, 2026

New-Look MLB Playoff Field Is Now Set

A wild and wet Sunday completed the 2026 regular season.
September 26, 2026

NFL Declares Brazil Field Ready Even As Questions Persist

The Cowboys and Ravens play Sunday in Rio de Janeiro.
September 26, 2026

NFL Fines Players $300,000 for Unsportsmanlike Conduct in Week 2

Fines for unsportsmanlike conduct increased in Week 2.