Chicitysports – Chicago Sports News Site
  • BEARS
    • Chicago Bears News
    • Chicago Bears Rumors
    • Caleb Williams news
  • BULLS
    • Michael Jordan News
    • Chicago Bulls News
    • Chicago Bulls Rumors
  • BLACKHAWKS
    • Connor Bedard News
    • Chicago Blackhawks News
    • Chicago Blackhawks Rumors
  • CUBS
    • Chicago Cubs Prospects
    • Chicago Cubs News
    • Chicago Cubs Rumors
  • WHITE SOX
    • Chicago White Sox Prospects
    • Chicago White Sox News
    • Chicago White Sox Rumors
  • SKY
  • MESSAGE BOARD
Navigation
  • About Us
  • About Us
  • Author Page Template
  • Chicago Sports News
  • Chicago Sports Podcasts
  • ChiCity+
  • Editorial policy
  • Editorial team
  • email test
  • Get In Touch
  • homepage
  • homepage
  • Join Our Group
  • Meet the team
  • Newsletter
  • Our Writers
  • Privacy Policy
  • Privacy Policy
  • Push notifications
  • Social Media
  • test
  • Test page
  • Testing
  • Want to Write for ChiCitySports?
Facebook Twitter Instagram
Trending
  • Pitcher Chicago Cubs just traded for exits game with painful injury
  • Ben Johnson earns fiery seal of approval from key Chicago Bears coach
  • Chicago Bears insider gives blueprint for blockbuster Micah Parsons trade
  • NHL insider forecasts doom and gloom for Chicago Blackhawks in 2025-26
  • Tampa Bay Rays claim 31-year-old reliever from the White Sox: Report
  • Chicago Bears receive new stadium pitch from Chicago mayor
  • Chicago Bulls get painfully chastised by NBA insider
  • Chicago Bears Training Camp 2025: Kyle Monangai earning coaches’ trust
  • About Us
  • Contact Us
  • Want to Write for ChiCitySports?
Facebook Twitter Instagram
Chicitysports – Chicago Sports News SiteChicitysports – Chicago Sports News Site
WANT FREE UPDATES?
  • BEARS
    • Chicago Bears News
    • Chicago Bears Rumors
    • Caleb Williams news
  • BULLS
    • Michael Jordan News
    • Chicago Bulls News
    • Chicago Bulls Rumors
  • BLACKHAWKS
    • Connor Bedard News
    • Chicago Blackhawks News
    • Chicago Blackhawks Rumors
  • CUBS
    • Chicago Cubs Prospects
    • Chicago Cubs News
    • Chicago Cubs Rumors
  • WHITE SOX
    • Chicago White Sox Prospects
    • Chicago White Sox News
    • Chicago White Sox Rumors
  • SKY
  • MESSAGE BOARD
Chicitysports – Chicago Sports News Site
Home»Cubs»Chicago Cubs: Kyle Tucker extension questioned in wake of trade deadline cold feet
Cubs

Chicago Cubs: Kyle Tucker extension questioned in wake of trade deadline cold feet

Paul MagnoBy Paul MagnoAugust 2, 20254 Mins Read
Facebook Twitter Reddit Tumblr Email
Chicago Cubs right fielder Kyle Tucker (30) hits a single during the fifth inning against the San Diego Padres at Petco Park.
MLB: Chicago Cubs at San Diego Padres Apr 15, 2025; San Diego, California, USA; Chicago Cubs right fielder Kyle Tucker (30) hits a single during the fifth inning against the San Diego Padres at Petco Park. Mandatory Credit: Denis Poroy-Imagn Images
Share
Facebook Twitter LinkedIn Pinterest Email

The Chicago Cubs disappointed a lot of fans by not acquiring a high-end starter and high-leverage reliever– their two biggest needs– by the July 31 trade deadline.

Coming off that letdown, there has to be real doubt, at least in the fans’ eyes, regarding the team’s willingness to go “all-in” when it comes to extending multi-tool right fielder Kyle Tucker.

The 28-year-old four-time All-Star was acquired in a 3-for-1 trade this offseason from the Houston Astros in what was deemed a high-risk, high-reward deal that included Chicago sending off their no. 1 draft pick Cam Smith, third baseman Isaac Paredes, and pitcher Hayden Wesneski for Tucker, who would be eligible for free agency at the end of the 2025 season.

It was a shocking move from the usually conservative Cubs front office and one which teased, perhaps, a new mindset within the organization.

Chicago Cubs went back to playing it safe at the trade deadline

MLB: Cleveland Guardians at Chicago Cubs, Jed Hoyer
MLB: Cleveland Guardians at Chicago Cubs Jul 3, 2025; Chicago, Illinois, USA; Chicago Cubs president of baseball operations Jed Hoyer speaks before a baseball game between the Chicago Cubs and Cleveland Guardians at Wrigley Field. Mandatory Credit: Kamil Krzaczynski-Imagn Images

That aggressive mindset has to be seen as a one-and-done proposition, however, in the wake of their unwillingness to pull the trigger on a major trade this past Thursday.

Especially frustrating is the fact that the Cubs’ big gamble with Tucker has paid off, with the lefty becoming a linchpin for a stellar and versatile offense that has helped motor the team to the second best record in baseball. They got this far, riding on the moves they made, but then backed out as they needed just a bit more to ensure they got to the next level.

Some have tied the team’s deadline cold feet to Cubs president of baseball operations Jed Hoyer’s recent multi-year contract extension.

Hoyer’s change of heart?

Chicago Cubs president of baseball operations Jed Hoyer talks to the media after introducing pitcher Shota Imanaga (not pictured) during a press conference at Loews Chicago Hotel.
Jan 12, 2024; Chicago, IL, USA; Chicago Cubs president of baseball operations Jed Hoyer talks to the media after introducing pitcher Shota Imanaga (not pictured) during a press conference at Loews Chicago Hotel. Mandatory Credit: Kamil Krzaczynski-Imagn Images

Did Hoyer have extreme hunger to make this team a winner in the offseason, with his job potentially on the line, and then adopted a “let’s hold back and play it safe” mindset with his job secured?

Many think that was the case and, by extension, believe that this bodes poorly for the Cubs’ chances of signing Tucker, in competition with aggressive, free-spending teams like the Yankees, Dodgers, Phillies, and Red Sox.

Was not trading away their top prospect, right fielder Owen Caissie, a sign that Hoyer and company are already working under the assumption that Tucker will be gone?

Sam Olbur of the Locked on Cubs podcast voiced this concern in a post-deadline rant:

“Is Tucker gone? I mean, are they just moving on? And so hey, we’re playing the long haul now that Jed got an extension. ‘Hey, I know I’m not resigning Tucker. So, I got to hold on to [Owen] Caissie. I know I’m not re-signing Tucker. And now that I’m going to be here for the next five years, I can’t lose that type of prospect. I already lost one in Cam Smith. I can’t lose Smith and Caissie if I know I’m not signing Tucker.’”

Moving on from Kyle Tucker?

Chicago Cubs, Kyle Tucker
Apr 4, 2025; Chicago, Illinois, USA; Chicago Cubs outfielder Kyle Tucker (30) is greeted by manager Craig Counsell (11) after scoring against the San Diego Padres during the fifth inning at Wrigley Field. Mandatory Credit: David Banks-Imagn Images

In a pre-trade deadline piece for The Athletic, Patrick Mooney and Sahadev Sharma talked up the reality that the Cubs may have been going into July 31, working under the assumption that Tucker might not be back:

“The perception is the Cubs are unwilling to trade Owen Caissie for a rental player, but they would consider moving their top prospect in the right deal…The Cubs are cognizant of a future that may not include Kyle Tucker, who’s positioned to be next winter’s No. 1 free agent.”

In an interview after the deadline, Hoyer talked up the possibility of having both Caissie and Tucker in the outfield. That would, indeed, be a best of both worlds proposition, although the Cubs would finally have to address the idea of moving on from Ian Happ.

But fans have been burned before, sold on the Cubs’ big, bold plans, only to see the team work conservatively, in half-measures, seemingly more concerned about value for their money than actually winning.

Chicago Cubs owner defends, supports Jed Hoyer’s trade deadline decisions

Chicago Cubs owner defends, supports Jed Hoyer’s trade deadline decisions

Read More

For More Great Chicago Sports Content

Get the latest Chicago sports news, analysis, and breaking stories on the Bears, Bulls, Blackhawks, Cubs, White Sox, Sky, and more! Tap the star to add us to your favorites on Google News, so you never miss a story on your favorite Chicago teams.

Follow us on Twitter at @chicitysports23 for more great content. We appreciate you taking time to read our articles. To interact more with our community and keep up to date on the latest in Chicago sports news, JOIN OUR FREE FACEBOOK GROUP by CLICKING HERE

Chicago Cubs Jed Hoyer Kyle Tucker
Share. Facebook Twitter Pinterest LinkedIn WhatsApp Reddit Tumblr Email
Author Image
BY Paul Magno

Paul Magno is a trending news writer for ChiCitySports.

Related Posts

Cubs August 4, 2025

Pitcher Chicago Cubs just traded for exits game with painful injury

Cubs August 4, 2025

Chicago Cubs workhorse starter gets absolutely shellacked in worrying first rehab appearance

Cubs August 4, 2025

Chicago Cubs: Doors open for a reunion with 2023 All-Star Marcus Stroman

Cubs August 4, 2025

Chicago Cubs’ Justin Turner puts ease to trade deadline decision with 1st regular season walk-off home run

Cubs August 3, 2025

Chicago Cubs top prospect speaks out about anxiety and relief on day of trade deadline

Cubs August 3, 2025

Chicago Cubs owner defends, supports Jed Hoyer’s trade deadline decisions

Leave A Reply

Facebook Twitter Instagram YouTube
  • Home
  • Message Board
  • About Us
  • Editorial policy
  • Contact Us
  • Our Writers
  • Want to Write for ChiCitySports?
  • Privacy Policy
© 2025 ChiCitySports. Designed by Dope Guys Who Run ChiCitySports

Type above and press Enter to search. Press Esc to cancel.