Tuesday, July 21, 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

Red Sox Revival Turns MLB Trade Deadline Upside Down

Boston has risen from the AL’s worst record to a playoff position.
Jul 5, 2026; Chicago, Illinois, USA; Chicago Cubs second baseman Nico Hoerner (2) slides into score against the St. Louis Cardinals during the sixth inning at Wrigley Field.

Pending Labor Talks, MLB Is Set for Earliest Opening Day in 2027

Labor woes cloud the consideration of next year’s slate.
Jul 13, 2026; Philadelphia, PA, USA; Tampa Bay Rays third baseman Junior Caminero (13) bats in the second round of the All Star-Home Run Derby at Citizens Bank Park.

Home Run Derby Ratings Drop 7% on Netflix

The event’s pivot to streaming results in a slightly lower average audience.
Jul 14, 2026; Philadelphia, Pennsylvania, USA; General view of fireworks over Citizens Bank Park during the fourth inning of the All-Star Game.

MLB All-Star Game Ratings Get a Boost From World Cup

The midseason showcase’s audience rises with a World Cup lead-in.
podcast thumbnail mobile
Front Office Sports Today

A Conversation with Jake Paul on Women’s Sports, Prediction Markets & $100M Investment Fund

0:00

Featured Today

Tom's Watch Bar

Sports Bars Are Cashing In From Summer of Soccer

The World Cup has brought a windfall to America’s biggest sports bars.
Jun 16, 2026; East Rutherford, New Jersey, USA; France forward Michael Olise (11) controls the ball against Senegal during a Group I match of the 2026 FIFA World Cup at New York New Jersey Stadium
July 16, 2026

Where World Cup Stars Go to Customize Their Cleats

The world’s best players turn to a Scottish craftsman for perfect cleats.
July 10, 2026

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

The tournament’s breakout star is from a rural Norwegian town.
July 10, 2026

Why So Many Media Outlets Are Rushing Into Sports

Sports coverage has ballooned in every corner of media.
Pillow Fight Championship
July 8, 2026

How Obscure Sports Get Mainstream TV Deals

For niche sports, getting on TV often matters more than getting paid.

PGA Tour Undercuts LIV Golf With Asian Tour Deal

The International Series will likely end its partnership with LIV.
Sponsored

Inside the EY 2026 Sports Engagement Index: The Real Map of American Sports Participation

EY’s latest index explores how shifting U.S. fan behaviors are expanding the definition of sports engagement.
July 20, 2026

LIV Golf Returns After 47-Day Break, Facing $1.1M Lawsuit

A former technology partner is suing LIV Golf.
Sponsored

Inside the EY 2026 Sports Engagement Index: The Real Map of American Sports Participation

EY’s latest index explores how shifting U.S. fan behaviors are expanding the definition of sports engagement.
July 20, 2026

NFLPA Uses World Cup Final to Renew Push for Grass Fields

The union begins a coordinated campaign to pressure team owners.
July 20, 2026

Rory McIlroy Tops Golf’s Major Prize Money List With $5.34M

McIlroy won $4.5 million at the Masters.
Exclusive
July 20, 2026

NFL Owners Expect New Deal for Roger Goodell

NFL media rights, labor talks make continuity a priority.
July 19, 2026

DeChambeau’s Open Performance Marred By Penalty Fallout

Many players had strong opinions on the DeChambeau situation.