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Offseason Outlook: Chicago Cubs

By Tim Dierkes | October 22, 2025 at 2:16pm CDT

The Cubs won a playoff series for the first time in eight years.  With clean books beyond 2026, will they make a major rotation addition this winter?

Guaranteed Contracts

  • Dansby Swanson, SS: $105MM through 2029
  • Ian Happ, LF: $18MM through 2026
  • Seiya Suzuki, DH/OF: $18MM through 2026
  • Jameson Taillon, SP: $18MM through 2026
  • Nico Hoerner, 2B: $12MM through 2026
  • Matthew Boyd, SP: $16.5MM through 2026
  • Carson Kelly, C: $6.5MM through 2026

Option Decisions

  • Shota Imanaga, SP: three-year, $57.75MM club option.  If declined, Imanaga has a $15.25MM player option for 2026.  If Imanaga exercises that, he'd have another $15.25MM player option for 2027 if the Cubs don't exercise a $42.5MM club option for 2027-28.
  • Andrew Kittredge, RP: $9MM club option with a $1MM buyout
  • Colin Rea, SP/RP: $6MM club option with a $750K buyout
  • Justin Turner, 1B/DH: $10MM mutual option with a $2MM buyout

Arbitration-Eligible Players (service time in parentheses; salary projections via Matt Swartz)

  • Reese McGuire (5.110): $1.9MM
  • Justin Steele (4.143): $6.55MM
  • Eli Morgan (4.091): $1.1MM
  • Javier Assad (3.027): $1.9MM
  • Non-tender candidates: McGuire, Morgan

Free Agents

  • Kyle Tucker, Brad Keller, Caleb Thielbar, Drew Pomeranz, Taylor Rogers, Michael Soroka, Aaron Civale, Willi Castro, Ryan Brasier

The Cubs broke through this year with a 92-win season, their highest total since 2018.  They reached the playoffs for the first time since 2020 and won a playoff game and series for the first time since 2017.  After the Cubs lost Game 5 of the division series to the Brewers with a "bullpen game" pitching approach, fans couldn't help but wonder if the team could have gone further with a healthy Cade Horton and/or Justin Steele.

Let's start this offseason outlook by assessing the complicated option of the pitcher the Cubs chose to avoid in Game 5, Shota Imanaga.  Imanaga, 32, was a rousing success last year as an MLB rookie.  He made the All-Star team and garnered Cy Young and Rookie of the Year votes, posting a 2.91 ERA in 173 1/3 innings.

After eight starts this year, Imanaga suffered a strained left hamstring that knocked him out for 53 days.  On the season, Imanaga's control remained excellent, but his average fastball velocity slipped below 91 miles per hour and his strikeout rate dropped below league average.  Among starters with at least 100 innings, Imanaga's 29.2% groundball rate was the lowest in baseball, leading to a 1.93 HR/9 rate that ranked second-worst.

Imanaga still managed a 3.73 ERA, but it's fair to say he demonstrated the skills of perhaps a 4.20 pitcher.  Even if 150 innings of a 4ish ERA is what the Cubs can expect from Imanaga moving forward, that's rotation-worthy.  The question is whether the Cubs would sign such a pitcher to a three-year, $57.75MM contract heading into his age-32 season, and commit to that in early November.

A good comp for that might be Dallas Keuchel's three-year, $55.5MM deal with the White Sox six years ago.  Though a groundball heavy pitcher, Keuchel was also a soft-tossing lefty heading into his age-32 season.  That contract did not go well.

There are soft factors to consider here, such as the Cubs' recruiting efforts toward other Japanese players and Imanaga's popularity with fans last year.  MLBTR writers debated Imanaga's complicated option situation, and here's our best guess:

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MLB Mailbag: Skubal, Castellanos, Happ, Pablo Lopez

By Tim Dierkes | October 21, 2025 at 11:56pm CDT

This week's mailbag includes questions on Tarik Skubal, Nick Castellanos, Ian Happ, Pablo Lopez, and much more.

Abner asks:

The Tarik Skubal trade rumors dominated the news during the past weekend. The NY Mets has been mentioned as a possible destination for the Detroit Tigers' ace. But what would be a realistic prospect capital cost the Mets will have to live with if they really want to get a guy as talented as Skubal (even for just 1 year of team control)? Now, Freddy Peralta could also be available in the trade market, and he for sure should be a more affordable option than Skubal. Knowing the way David Stearns values the farm system of the team and his connection with the Brewers, which trade has more probability to get done , a trade for Peralta or a trade for Skubal? Thanks in advance.

There's never been any indication Skubal and the Tigers were close on a contract extension, nor is there a sign the team's willingness to trade him has changed.  Steve Adams and I differ on the likelihood of an offseason trade happening.  In a discussion last week, Steve pegged the chances of a Skubal trade this winter at 0.25%.  I'm more in the range of 5-10%.

Steve wrote in his live chat yesterday, "I think the Tigers would be crazy to truly make Skubal available. They’re just not going to be better in 2026 without him, regardless of the return, unless you’re just banking on Skubal getting hurt. He’s the best pitcher in baseball (sorry, Paul Skenes, but you can be No. 2 for now). I would absolutely just ride out the year and try to sign him in free agency. The draft pick after the first round isn’t nothing, and if the Tigers are earnest about being in a World Series window right now, then trading Skubal isn’t something I’d spend much time entertaining. Let teams make the crazy offers, sure, but they’d have to be offered something outrageous to consider it."

My stance is that I can't peer into the mind of Tigers owner Christopher Ilitch.  Some owners do trade superstar players in the offseason before their walk year if they determine they cannot sign him.  We've seen it with Kyle Tucker, Mookie Betts, Juan Soto, Corbin Burnes, and others.  I think Steve might say that Skubal is different from those players, the teams are in somewhat different spots, and/or their owners had different philosophies.

I find Skubal unlikely to be traded this winter, but it wouldn't shock me.

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The Ultimate Daily Sports Trivia Experience! (Sponsored)

By Tim Dierkes | October 21, 2025 at 2:01pm CDT

Introducing The Winfield Game

What is it?

Sharing a name with the only player ever to be drafted in the first round of the MLB, NBA, and NFL drafts. The Winfield Game is a daily challenge to name that day’s current or former NBA
All-Star, MLB All-Star, or NFL Pro Bowl player in as few guesses as possible. Each guess will provide clues to that day’s player and will help inform your next guess.

In the example below, the player started their game with Rich Hill. Using the clues provided from Rich Hill – we know the answer: 1) played their most games in the 2000s (green capsule)
and also played in the 2010s, 2) played for the Yankees and Dodgers – though neither was the team for which they played their most games (no green capsule), and the player was not a pitcher as no position match is shown. That led the player to guess Bobby Abreu, which provided several more clues, including a position match and we know the answer won a Gold Glove.

Use hints (optionally) — if the puzzle hasn’t been solved after 5 guesses, users can opt for a hint (at the cost of counting as a guess). Hints might reveal a team, decade, or achievement clue
the user doesn’t yet have.

Results Page — after the user completes the game (or fails), their score is shown along with that day’s average score. In addition, there is a lifetime average score leaderboard. And there is a full
archive of all previous games as well!

Secrets of the game:

Like any puzzle, there is a strategy involved. For baseball lovers here are some fun initial guesses to make based on the categories that will give the best chance to win!

Players to Play in Four or more Decades:

  • Jamie Moyer: Pitched from 1986 to 2012 and was an all-star 1x in 2003 (at 40 years old!)
  • Omar Vizquel: Played from 1989 to 2012 and was a 3x all-star. He also won 11 gold gloves which is only helpful if the guess for the day is a MLB player
  • Rickey Henderson: Played from 1979 to 2003
  • Ken Griffey Jr.: Played from 1989 to 2010
  • Nolan Ryan: Played from 1966 to 1993

Henderson, Griffey Jr., and Ryan will check additional boxes if the player of the day has won an MVP award (Henderson and Griffey Jr.), as well as in their respective sport’s Hall of Fame.

BONUS: The only all-star MLB player to appear in FIVE decades is Hall of Famer Minnie Minoso (1949-1980).

Players to Play for Multiple Franchises:

Additionally, the game rewards guesses of players who played for many franchises. These players give the best shot at matching a team or metro area with the answer. Here are a few MLB players that could be valuable guesses.

  • Edwin Jackson: Pitched from 2003 to 2019 and appeared for an MLB record 14 teams.. The teams are: Dodgers, Rays, Tigers, Diamondbacks, White Sox, Cardinals, Nationals,
    Cubs, Braves, Marlins, Padres, Orioles, A’s, and Blue Jays. So a nice mix of cities represented that have other major sports teams
  • Mike Morgan: Pitched from 1978 to 2002 and made 1x All-Star in 1991. Bonus points that he also picks up four decades too! Morgan played for the A’s, Yankees, Blue Jays,
    Mariners, Orioles, Dodgers, Cubs, Cardinals, Reds, Twins, Rangers, and Diamondbacks)
  • Fernando Rodney: Pitched from 2002 to 2019 and made 3x All-Star teams. While he played seven years in Detroit he also appeared for Angels, Rays, Mariners, Cubs, Padres,
    Marlins, D-backs, Twins, A’s and Nationals

While the game of course will let player’s guess non-All Stars, unfortunately, Rich Hill would not be recommended here as he never made an All-Star team. He did appear for 14 MLB teams,
a record.

Play Today!

Make sure to check out The Winfield Game daily and share with friends for ultimate bragging rights.

This is a sponsored post from The Winfield Game.

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2025-26 MLB Free Agents

By Tim Dierkes | October 20, 2025 at 5:13pm CDT

The following players project to become free agents for the 2025-26 offseason.  The player’s 2026 age is in parentheses.  The cutoff for this list is typically 50 plate appearances or 20 innings pitched in the Majors this year.

Updated 11-20-25

Catchers

Austin Barnes (36)
Victor Caratini (32)
Elias Diaz (35)
Mitch Garver (35)
Eric Haase (33)
Jose Herrera (29)
Sam Huff (28)
Danny Jansen (31)
Luke Maile (35)
James McCann (36)
Tom Murphy (35)
J.T. Realmuto (35)
Gary Sanchez (33)
Jacob Stallings (36)
Matt Thaiss (31)
Christian Vazquez (35)

First Basemen

Pete Alonso (31)
Luis Arraez (29)
Josh Bell (33)
Cody Bellinger (30)
Lewin Diaz (29)
Wilmer Flores (34)
Ty France (31)
Paul Goldschmidt (38)
Enrique Hernandez (34)
Rhys Hoskins (33)
Connor Joe (33)
Matt Mervis (28)
Munetaka Murakami (26)
Ryan O’Hearn (32)
Kazuma Okamoto (30)
Carlos Santana (40)
Dominic Smith (31)
Donovan Solano (38)
Rowdy Tellez (31)
Abraham Toro (29)
Justin Turner (41)
LaMonte Wade Jr. (32)

Second Basemen

Cavan Biggio (31)
Willi Castro (29)
Thairo Estrada (30)
Kyle Farmer (34)
Adam Frazier (34)
Jose Iglesias (36)
DJ LeMahieu (37)
Dylan Moore (33)
Jorge Polanco (32)
Luis Rengifo (29)
Brendan Rodgers (29)
Miguel Rojas (37)
Amed Rosario (30)
Luis Urias (29)
Ildemaro Vargas (34)

Shortstops

Jacob Amaya (27)
Tim Anderson (33)
Orlando Arcia (31)
Bo Bichette (28)
Ha-Seong Kim (30)
Isiah Kiner-Falefa (31)
Jorge Mateo (31)
Kevin Newman (32)
Miguel Rojas (37)
Zack Short (31)

Third Basemen

Jon Berti (36)
Alex Bregman (32)
Jonah Bride (30)
Jeimer Candelario (32)
Vinny Capra (29)
Willi Castro (29)
Paul DeJong (32)
Santiago Espinal (31)
Enrique Hernandez (34)
Yoan Moncada (31)
Munetaka Murakami (26)
Kazuma Okamoto (30)
Luis Rengifo (29)
Emmanuel Rivera (30)
Sung Mun Song (29)
Eugenio Suarez (34)
Abraham Toro (29)
Gio Urshela (34)

Left Fielders

Miguel Andujar (31)
Harrison Bader (32)
Cody Bellinger (30)
Sean Bouchard (30)
Mark Canha (37)
Willi Castro (29)
Michael Conforto (33)
Adam Frazier (34)
Austin Hays (30)
Sam Hilliard (32)
Cooper Hummel (31)
Connor Joe (33)
Jarred Kelenic (26)
Max Kepler (33)
Nick Martini (36)
Tommy Pham (38)
Rob Refsnyder (35)
Chris Taylor (35)
Alex Verdugo (30)
Jesse Winker (32)

Center Fielders

Harrison Bader (32)
Cody Bellinger (30)
Garrett Hampson (31)
Chas McCormick (31)
Cedric Mullins (31)
Lane Thomas (30)
Tyler Wade (31)

Right Fielders

Cody Bellinger (30)
Willi Castro (29)
Randal Grichuk (34)
Jason Heyward (36)
Max Kepler (33)
Starling Marte (37)
Ryan O’Hearn (32)
Joshua Palacios (30)
Hunter Renfroe (34)
Austin Slater (33)
Lane Thomas (30)
Kyle Tucker (29)
Mike Yastrzemski (35)

Designated Hitters

Miguel Andujar (31)
Josh Bell (33)
Victor Caratini (32)
Mitch Garver (35)
Rhys Hoskins (33)
Andrew McCutchen (39)
Ryan O’Hearn (32)
Marcell Ozuna (35)
Jorge Polanco (32)
Kyle Schwarber (33)
Justin Turner (41)
Jesse Winker (32)

Starting Pitchers

Tyler Anderson (36)
Chris Bassitt (37)
Paul Blackburn (32)
Walker Buehler (31)
Griffin Canning (30)
Dylan Cease (30)
Aaron Civale (31)
Alex Cobb (38)
Patrick Corbin (36)
Nestor Cortes (31)
Nabil Crismatt (31)
Anthony DeSclafani (36)
Jon Duplantier (31)
Zach Eflin (32)
Erick Fedde (33)
Chris Flexen (31)
Zac Gallen (30)
Connor Gillispie (28)
Lucas Giolito (30)
Austin Gomber (32)
Tony Gonsolin (32)
Jon Gray (34)
Foster Griffin (30)
Andrew Heaney (35)
Adrian Houser (33)
Andre Jackson (30)
Jakob Junis (33)
Anthony Kay (31)
Merrill Kelly (37)
Michael King (31)
Zack Littell (30)
Michael Lorenzen (34)
Kenta Maeda (38)
Tyler Mahle (31)
German Marquez (31)
Nick Martinez (35)
Steven Matz (35)
Dustin May (28)
Triston McKenzie (28)
John Means (33)
Miles Mikolas (37)
Wade Miley (39)
Frankie Montas (33)
Jordan Montgomery (33)
Chris Paddack (30)
Martin Perez (35)
Cody Ponce (32)
Cal Quantrill (31)
Jose Quintana (37)
Max Scherzer (41)
Michael Soroka (28)
Marcus Stroman (35)
Ranger Suarez (30)
Tomoyuki Sugano (36)
Kona Takahashi (29)
Jose Ureña (34)
Jose Urquidy (31)
Framber Valdez (32)
Justin Verlander (43)
Jake Woodford (29)

Right-Handed Relievers

Shawn Armstrong (35)
Scott Barlow (33)
Valente Bellozo (26)
Scott Blewett (30)
Matt Bowman (35)
Ryan Brasier (38)
John Brebbia (36)
Connor Brogdon (31)
Nabil Crismatt (31)
John Curtiss (33)
Chris Devenski (35)
Alexis Diaz (29)
Edwin Diaz (32)
Seranthony Dominguez (31)
Dane Dunning (31)
Pete Fairbanks (32)
Kyle Finnegan (34)
Chris Flexen (31)
Carson Fulmer (32)
Luis Garcia (39)
Kendall Graveman (35)
Chad Green (35)
Hunter Harvey (31)
Thomas Hatch (31)
Ryan Helsley (31)
Liam Hendriks (36)
Luke Jackson (32)
Kenley Jansen (38)
Pierce Johnson (35)
Jakob Junis (33)
Tommy Kahnle (36)
Brad Keller (30)
Tyler Kinley (35)
Michael Kopech (30)
Derek Law (35)
Jose Leclerc (32)
Jonathan Loaisiga (31)
Jorge Lopez (33)
Chris Martin (40)
Nick Martinez (35)
Phil Maton (33)
Shelby Miller (35)
Rafael Montero (35)
Hector Neris (37)
Adam Ottavino (40)
Emilio Pagan (35)
Ryan Pressly (37)
Tanner Rainey (33)
Erasmo Ramirez (36)
Tyler Rogers (35)
Jordan Romano (33)
Joe Ross (33)
Eduardo Salazar (28)
Tayler Scott (34)
Paul Sewald (36)
Lucas Sims (32)
Drew Smith (32)
Collin Snider (30)
Ryne Stanek (34)
Chris Stratton (35)
Hunter Strickland (37)
Robert Suarez (35)
Erik Swanson (32)
Lou Trivino (34)
Jose Ureña (34)
Luke Weaver (32)
Devin Williams (31)
Bryse Wilson (28)
Kirby Yates (39)

Left-Handed Relievers

Tyler Alexander (31)
Jalen Beeks (32)
Ryan Borucki (32)
Genesis Cabrera (29)
Andrew Chafin (36)
Danny Coulombe (36)
Caleb Ferguson (29)
Sam Long (30)
Hoby Milner (35)
Sean Newcomb (33)
Cionel Perez (30)
Drew Pomeranz (37)
Taylor Rogers (35)
Gregory Soto (31)
Brent Suter (36)
Caleb Thielbar (39)
Anthony Veneziano (28)
Justin Wilson (38)

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Monday Night Hockey Broadcasts EXCLUSIVELY on Prime! (Sponsored)

By Tim Dierkes | October 20, 2025 at 11:32am CDT

With hockey season in full swing, there’s no better way to experience the thrill of the game than with Prime’s exclusive Monday Night Hockey broadcasts. If you’re a fan of fast-paced action, nail-biting moments, and electrifying goals, you won’t want to miss what Prime has lined up this season.

Sign up here to ensure you don’t miss out.

Premier Matchups (all times EST):

Oct. 20 – Sabres vs. Canadiens (7:30 p.m.)
Two of the league’s youngest rosters clash in an early-season measuring stick. Buffalo’s high-flying offense takes on Montreal’s disciplined rebuild, making this a showcase of future Eastern Conference stars.

Oct. 27 – Bruins vs. Senators (7:30 p.m.)
A fierce Atlantic Division rivalry renewed — Boston’s veteran core against Ottawa’s talented youth. Expect intensity as the Senators try to prove they can finally hang with the perennial
powerhouse Bruins.

Nov. 3 – Penguins vs. Maple Leafs (7:30 p.m.)
Sidney Crosby and Auston Matthews headline a marquee matchup between two elite offenses. It’s a battle of eras — Pittsburgh’s seasoned stars versus Toronto’s prime-age scoring machine.

Nov. 10 – Blue Jackets vs. Oilers (8:30 p.m.)
Connor McDavid and Leon Draisaitl face off against a scrappy Columbus squad eager to upset one of the NHL’s most explosive teams. It’s a true test of whether the Blue Jackets’ youth can
slow down Edmonton’s superstars.

Nov. 17 – Canadiens vs. Blue Jackets (7:30 p.m.)
Two rebuilding teams with promising young cores meet in a game that could be more competitive than the records suggest. Both Montreal and Columbus are hungry to establish momentum before the season’s midpoint.

Nov. 24 – Senators vs. Kings (9 p.m.)
A cross-conference matchup featuring two teams on the rise — Ottawa’s offensive flair versus Los Angeles’ structured, veteran-heavy approach. It’s a showcase of East-West contrasts and
playoff potential.

Dec. 1 – Jets vs. Sabres (7:30 p.m.)
High-paced hockey is guaranteed when Winnipeg’s elite goaltending meets Buffalo’s dynamic attack. Both teams boast game-breaking forwards and could be jockeying for playoff position by
December.

Dec. 8 – Lightning vs. Maple Leafs (7:30 p.m.)
A modern rivalry that always delivers drama — these Atlantic foes have met in multiple playoff thrillers. With both teams loaded with offensive stars, expect end-to-end action and playoff-
caliber intensity.

Dec. 15 – Senators vs. Jets (7:30 p.m.)
The Senators’ young guns face off against Winnipeg’s balanced, veteran-led lineup. Ottawa’s speed and skill will be tested by the Jets’ physicality and goaltending strength.

Dec. 22 – Canucks vs. Flyers (7:30 p.m.)
Vancouver’s West Coast talent collides with Philadelphia’s blue-collar identity. Both teams are unpredictable, which makes this late-December matchup a potential sleeper hit.

Dec. 29 – Oilers vs. Jets (7:30 p.m.)
An all-Canadian showdown featuring some of the league’s biggest names. Edmonton’s offensive firepower goes head-to-head with Winnipeg’s elite goaltending — a possible playoff preview and
a perfect way to close out 2025’s Prime Mondays.

Throughout the remainder of 2025, Prime Video will showcase a lineup of games that are not only crucial for playoff standings but also highlight fierce rivalries and thrilling storylines.

Exclusive Features for Prime Members

In addition to the thrilling matchups, Prime offers features that enhance your viewing experience. Prime members can enjoy:

  • Multiple Camera Angles: Choose your perspective with various camera views, giving you control over how you watch the game.
  • Real-Time Stats and Insights: Stay informed with up-to-the-minute statistics and expert commentary that bring context to the action on the ice.
  • Post-Game Analysis: Dive deeper into the game with post-match breakdowns and highlights that analyze the key moments and decisions.

Join the Community:

Watching hockey through Prime isn’t just about the games; it’s about being part of a community of passionate fans. Engage with fellow viewers through the platform’s social
media channels, where you can share your thoughts, predictions, and reactions during and after games. Join discussions, participate in polls, and celebrate your team’s victories
alongside others who share your enthusiasm.

Sign Up and Tune In:

If you’re not already a Prime member, there’s no better time to join. With a wealth of content beyond hockey—including movies, TV shows, music, and more—you’ll find endless
entertainment options at your fingertips. Plus, with Prime’s fast shipping and exclusive deals, you’ll enjoy numerous perks that make membership worthwhile.

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the community, enjoy the games, and make Monday nights the highlight of your week!

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MLB Mailbag: Alonso, Skubal, Grisham

By Tim Dierkes | October 14, 2025 at 12:33pm CDT

This week's mailbag gets into Pete Alonso's reported contract demand, the Tigers and Tarik Skubal, possible Trent Grisham suitors, and much more.

Chris asks:

Alonso saying he is seeking a 7 year deal is essentially him saying that he's out of Queens. So if you're Stearns, is the play to go all out for Murakami? Short-term on a Josh Naylor? Or give the keys to Clifford, strengthen up elsewhere like CF, 3B, DH to supplement the offense now you don't have Pete? Or just really go all in on your "Run Prevention" Plan, go get a Skubal or Skenes, sign Valdez or Cease and fortify the defense. There's a lot of questions for the Mets who honestly feel like they are only a few pieces for being a legit World Series Contender again.

Abner asks:

Pete Alonso is asking for a 7 year deal (he will be 31 by the beginning of next season) and David Stearns does not like that type of commitment for players in the wrong side of the 30's. It is known that the Mets are showing interest in NPB player Munetaka Murakami who is a slugger in Japan, but is not yet proven against MLB pitching. Murakami also comes with some concerns (poor plate discipline/not excel with defense), but based on recent Japanese stars that have come to MLB (Roki Sasaki/Yoshinobu Yamamoto/Seiya Suzuki) we could expect him to command a longer and more expensive deal than the one Alonso is looking for. Additionally, there will be no other first basemen of that same caliber available in this offseason free agency class. So, how feasible for the Mets would be to get a deal done with Pete Alonso and how that deal would look like? Thanks in advance.

On Saturday, Mike Puma of the New York Post wrote, "Alonso, who turns 31 in December, is expected to seek a contract of at least seven years — a length consistent with deals the player’s agent, Scott Boras, completed in recent seasons for Marcus Semien and Matt Chapman at the same age (Chapman received a six-year extension from the Giants after his first season with the club on a different contract)."

Start with the fact that both of those comps are a major stretch for Alonso.

Semien did indeed sign a seven-year deal heading into his age-31 season.  This came off a monster 6-WAR campaign, Semien's second in three years.  Alonso has not even reached 4 WAR since he was a rookie.  The gap in defensive value on the two is enormous.  Semien was a Gold Glove second baseman who was also capable of playing shortstop.

Puma makes a case that Alonso's first base defense isn't as bad as the metrics suggest, because he's good at making scoops.  That may be true, but he's still a pretty clear net negative given what two completely different metrics, Outs Above Average and Defensive Runs Saved, say.

More crucially, Semien was an up-the-middle player, not a first baseman who's expected to move to DH soon.  Semien's defensive abilities have sustained 2+ WAR value even as his offense has slipped below league average.  And Semien's seventh year, brought about by a level of free agent competition Alonso is unlikely to have, looks regrettable.

Chapman's deal was not signed on the open market.  It's a six-year extension covering age 32-37.  I suppose a case can be made that if a 32-year-old can get six years, a 31-year-old should get seven.  Like Semien, defense is a huge part of Chapman's game, making him a poor comp for Alonso.

The correct comps are other first basemen, plus designated hitters.  Modern GMs have clearly demonstrated they will not give first basemen and DHs long-term deals.  The fact that no one offered Alonso a good one last year was not entirely due to the qualifying offer.  It has been nearly four years since a free agent first baseman of any age signed for even five years.  That was Freddie Freeman getting six in March 2022.  Freeman clearly a better hitter than Alonso is.

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Front Office Originals Tim Dierkes' MLB Mailbag

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Offseason Outlook: Chicago White Sox

By Tim Dierkes | October 13, 2025 at 7:46pm CDT

The Reinsdorf era may be drawing to a close.  With clean books and many unsettled positions, do the White Sox have any bold offseason moves up their sleeve?

Guaranteed Contracts

  • Andrew Benintendi, LF: $31MM through 2027

Option Decisions

  • Luis Robert Jr., CF: $20MM club option ($2MM buyout); deal includes $20MM club option for 2027
  • Martin Perez, SP: $10MM mutual option ($1.5MM buyout)

Total 2026 commitments (if Robert's option is exercised): $38MM
Total long-term commitments (if Robert's option is exercised): $52.5MM through 2027

Arbitration-Eligible Players (service time in parentheses; salary projections via Matt Swartz)

  • Mike Tauchman (5.143): $3.4MM
  • Steven Wilson (3.166): $1.5MM
  • Derek Hill (3.040): $1MM

Non-tender candidates: Wilson, Hill

Free Agents

  • Tyler Alexander, Michael A. Taylor (retired)

In last year's Offseason Outlook, we briefly touched on the bigger-picture questions of who will own the White Sox long-term and where they will play in 2030.  One of those questions has likely been answered.  In June of this year, the team announced that "Jerry Reinsdorf and Justin Ishbia have reached a long-term investment agreement that establishes a framework for Ishbia to obtain a future controlling interest in the White Sox," adding that "Ishbia will make capital infusions into the White Sox as a limited partner in 2025 and 2026 that will be used to pay down existing debt and support ongoing team operations."

That's the headline, but the details are crucial:

"The agreement provides that, from 2029–33, Reinsdorf will have the option to sell the controlling interest to Ishbia. After the 2034 season, Ishbia will have the option to acquire the controlling interest. In the event of any such future transaction, all limited partners of the Sox would have the opportunity to sell to Ishbia at that time. In addition to Justin Ishbia, his brother Mat Ishbia, and father Jeff Ishbia will also be significant investors. There is no assurance that any such future transaction will occur, and in no event will such a transaction take place before 2029."

If you've got 20 minutes to spare, check out this discussion between Alex Maragos of NBC 5 Chicago and Jon Greenberg of The Athletic, who has done a lot of reporting on this planned transfer of ownership.  You'll hear the word "transformative" thrown around, but there's no reason to expect a significant player payroll increase in the near future.  White Sox fans have a new sense of hope about the future of the franchise, but for the 2025-26 offseason, we don't expect much of an Ishbia effect.

The 2025 White Sox were just normal bad, rather than historically bad.  It was the team's third consecutive 100-loss season, with a 60-102 record.  The White Sox ranked 14th in the AL with 3.99 runs scored per game.  The starting rotation ranked 11th with a 4.39 ERA, while the bullpen checked in at 10th with a 4.16 mark.  The defense seemed to be bottom-five in the league.

Despite that, positives are emerging.  The White Sox have established a Kyle Teel-Edgar Quero job-share at catcher.  Teel came up in June and posted 1.9 fWAR in 78 games, including a 125 wRC+ at the plate that ranked sixth among all catchers.  Shortstop Colson Montgomery came up in July and slugged at a level well beyond anything he'd done at Triple-A: a 129 wRC+ with 21 home runs in just 284 plate appearances.

On the pitching side, GM Chris Getz snagged Shane Smith from the Brewers in the Rule 5 draft last winter, and he remarkably became the team's All-Star representative.  The righty, 26 in April, faltered in the middle of the summer but posted a 3.09 ERA and 27.1 K% over his final ten starts.

First base was a bit of a black eye.  The White Sox justifiably gave up on former third overall pick Andrew Vaughn, optioning him to Triple-A in May and sending him to the Brewers for pitcher Aaron Civale in mid-June.  The Brewers brought Vaughn up a few weeks later and he put up a surprising and robust 142 wRC+ in 254 plate appearances, plus a couple of key home runs in the Division Series against the Cubs.

The White Sox never really settled on a first baseman after moving on from Vaughn, with guys like Tim Elko, Ryan Noda, and trade deadline pickup Curtis Mead getting looks.  The majority of starts went to Miguel Vargas, who also played a bunch of third base.  Vargas flashed signs of life in May and August, but overall his 101 wRC+ doesn't really play for a starter at an infield corner.  So what can be done?

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2025-26 Offseason Outlook Chicago White Sox Front Office Originals

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MLB Mailbag: Reds, Bregman, Bichette, Polanco, Braves, deGrom

By Tim Dierkes | October 7, 2025 at 11:51pm CDT

This week's mailbag gets into the Reds' offense, whether Alex Bregman, Bo Bichette, and Jorge Polanco will stay with their respective clubs, trade targets for the Braves' rotation, and whether the Rangers could trade Jacob deGrom.

Bill asks:

What can the Cincinnati Reds possibly do to fix the mess that is their lineup? They need at least one big bat and probably do not have the money to accomplish that.

The Reds' offense ranked eighth in the NL with 4.42 runs scored per game.  Let's examine where the lineup stands after the Reds were eliminated by the Dodgers in the Wild Card round.

  • C: Jose Trevino and Tyler Stephenson handled catching duties.
  • 1B: Spencer Steer was the regular this year, but rookie Sal Stewart began taking starts after coming up in September.
  • 2B: Matt McLain was the typical choice, with Gavin Lux starting occasionally.
  • SS: Elly De La Cruz has the full-time job.
  • 3B: Ke'Bryan Hayes took most starts, with a few going to Stewart.  Before Hayes was acquired, Santiago Espinal logged innings here.
  • LF: Austin Hays was the top choice, followed by Lux and Will Benson.
  • CF: TJ Friedl has the full-time job.
  • RF: Noelvi Marte took over the starting job.  Jake Fraley spent time here before getting injured, and Benson was also in the mix.
  • DH: Of late, it was a Lux/Miguel Andujar time share.  Hays also picked up a good number of ABs here.

No one on the Reds had a stellar offensive season.  Almost every regular fell between a 97 wRC+ and a 109 mark, with 100 being league average.  Where can improvements be found?

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Front Office Originals Tim Dierkes' MLB Mailbag

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MLB Mailbag: Cubs, Mets, Guardians, Athletics

By Tim Dierkes | October 1, 2025 at 11:58pm CDT

This week's mailbag gets into offseason possibilities for the Cubs and Mets and also includes questions on the Angels, Guardians, and A's.

Walter asks:

With the Cubs probably not getting serious on Tucker, how much money will the Cubs have to spend and what are the likely targets to hopefully build a champion next year? Starting pitching? Bullpen?

Colin asks:

How should the Cubs replace Kyle Tucker? It feels like keeping it internal with a combo of Seiya and Caissie and Alcantara in RF and the first two and Ballesteros at DH won't make up for Tucker's production. Curious if there are any good targets out there for them to pursue.

Kelly asks:

The Cubs have several players going into next season in their final year. What do you predict will happen with Boyd, Suzuki, Happ and Hoerner? I know some of it is predicated on Tucker, but which are the priorities in your opinion to extend or trade this off-season? Where do Ballesteros, Amaya, Cassie and Long factor into their decision?

Nick asks:

Tucker leaves, Caissie in right, and sign Bregman. Can the Cubs package Happ and Shaw together for a controllable starter? Anybody come to mind?

It seems odd to get into the Cubs' offseason as they host the Padres in the Wild Card Series, but I received many of these questions and I aim to please with this mailbag.

The Cubs will easily come in below the $241MM competitive balance tax this year, after going a little bit over in 2024.  They were also under the CBT from 2021-23.

Regular season attendance was up 3.7% this year, plus at least a few playoff games are taking place at Wrigley Field.  In theory, the Cubs could get into the range of the $244MM threshold, if president of baseball operations Jed Hoyer sees reasonable ways to spend that money.  So what do the 2026 commitments look like?

  • Dansby Swanson - $25.3MM
  • Ian Happ - $20.3MM
  • Seiya Suzuki - $17MM
  • Jameson Taillon - $17MM
  • Matthew Boyd - $14.5MM
  • Nico Hoerner - $11.7MM
  • Carson Kelly - $5.75MM

I'll also make a few option assumptions:

  • Cubs will pick up Andrew Kittredge's $9MM club option
  • Cubs will pick up Colin Rea's $6MM club option
  • Cubs will pick up Shota Imanaga's three-year, $57MM club option.  I'm not entirely sure on the CBT hit in this case, but $19MM should be close enough for our purposes.

There is a case to be made for declining Imanaga's three-year option, but we can get into that another time.

I dared to enter Matt Swartz's top-secret arbitration lab, in the basement of the MLB Trade Rumors building, to beg for some early numbers.  But the Cubs' class is only Justin Steele, Javier Assad, Reese McGuire, and Eli Morgan.  We can just worry about Steele and Assad, who have respective projections of $6.55MM and $1.9MM.

These 12 players, plus other stuff such as player benefits, brings the team's estimated CBT payroll to $176MM.  If these estimates are generally correct, the Cubs will enter the 2026-27 offseason about $68MM shy of the $244MM CBT threshold.  There's space to spend some serious money this winter!

Assessing potential Cubs targets will require a team breakdown!

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Front Office Originals Tim Dierkes' MLB Mailbag

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MLB Mailbag: Naylor, Eflin, Tucker, King, Realmuto

By Tim Dierkes | September 24, 2025 at 11:50pm CDT

Trade Rumors Front Office members, check your inboxes for early access to the beta test for our new iPhone/iPad app!

This week's mailbag gets into the impending free agencies of Josh Naylor, Zach Eflin, Kyle Tucker, Michael King, and J.T. Realmuto, among other topics.

Stephen asks:

Josh Naylor in a mariners uniform next year would be wonderful. What would it take to make it happen?

This mailbag presents several opportunities to exercise my contract prediction muscles in advance of the MLBTR team collaborating on our Top 50 Free Agents list throughout October.  So let's try to put a number on Naylor.

Naylor will be 29 next year, and not until June, so you get a good amount of age 28 as well.  He's been even better in Seattle than Arizona, and this year's 126 wRC+ seems representative of his abilities for the next few years.

Somehow, Naylor has stolen 28 bags this year in 30 tries despite second percentile sprint speed.  As I have said in this space, I love that as a fellow slow runner, but I don't think I'd bake it into his free agent valuation.  Defensively, Naylor seems to rate as an acceptable first baseman.  Overall, he's a guy you can pencil in for 2.5-3 WAR.  He deserves intangible credit, too, in the clubhouse and with Mariners fans.  The cherry on top: he's ineligible for a qualifying offer due to the July trade.

If you check out Darragh McDonald's podcast with Jerry Dipoto from earlier this month, they got into the difficulty of attracting free agents, particularly bats, to Seattle.  Naylor, though, feels like he sees the ball well at T-Mobile Park, called it a "super cool stadium," and called the team's fans "awesome."  In a park that suppresses offense by around 9%, Naylor is hitting .350/.398/.613 in 90 plate appearances since the trade.  So if there is a free agent position player on whom the Mariners are going to line up for more than two years, which Dipoto has yet to do with the Ms, Naylor seems like the guy.

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Front Office Originals Tim Dierkes' MLB Mailbag

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