Could the New York Yankees and Cubs make a big deal this offseason?

New York Yankees, Yankees, Brian Cashman

Many in baseball have been anxious about this unique offseason. There are so many things up in the air and the New York Yankees have been quiet so far which has fans guessing on what the bombers are doing at the moment.

From all indications, the Yankees are focused on resigning DJ LeMahieu. I was tipped off recently that the two sides were progressing towards a reunion, however, it’s still fluid with plenty of other bidders in the race.

The Yankees view DJ LeMahieu as the key to their offseason. If they resign LeMahieu, they have a general idea on where they want to go. You also have to imagine that they have a backup plan if they can’t bring him back.

There have been a lot of rumors out there regarding the Yankees and their interest on the trade market. One of the names that has been thrown around is the Indians’ All-Star shortstop, Francisco Lindor. 

There has been talked that the team has kicked the tires on a few other fronts. However, there’s one team that I’m thinking of that hasn’t been mentioned a ton with the Yankees as of yet. That team is the Chicago Cubs.

Cubs looking to sell?

The Cubs are going through a transition at the moment. Theo Epstein just stepped down and Jed Hoyer has taken over the team. There has also been talk that the Cubs are going to look to potentially be sellers this offseason.

They have a number of pieces to potentially trade including: Kris Bryant, Javier Baez, Wilson Contreras, Kyle Hendricks, Anthony Rizzo, and Kyle Schwarber. At this point, Bryant and Schwarber seem to be the most likely to move, although all could be on the table.

The Yankees and the Cubs have history when it comes to big deals. The Yankees traded away Aroldis Chapman a few years ago to the Cubs which netted them Gleyber Torres. One of the better moves Cashman has made during his time as GM in my opinion.

Who could the Yankees target?

If the Yankees are interested, who should they call about? To me, the two most obvious choices would be Kyle Hendricks and Wilson Contreras. Hendricks is one of the more reliable starters in the NL while Contreras is one of the best catchers in baseball.

Both of those spots are obvious areas of weakness for the Yankees currently. We’ve seen and heard about the Yankees current dilemma with Gary Sanchez. They are still trying to decide what to do with him at the moment.

Another option could be Javier Baez. The former NL MVP runner-up is scheduled to become a free agent after next season just like Lindor. If the Yankees don’t land LeMahieu, perhaps they could work out a deal for Baez as their SS for the future.

There are a lot of possibilities and again, a lot will be driven by what happens with DJ LeMahieu. There’s no real smoke between the clubs right now, but don’t be shocked if you hear about the Yankees and Cubs chatting at some point this offseason.

Argument against the New York Yankees acquiring Francisco Lindor

New York yankees, Francisco Lindor

The New York Yankees have one of the best players in baseball at the top of their offseason wishlist. All-Star shortstop, Francisco Lindor, is on the trading block with the Cleveland Indians wanting to trim payroll before next season.

Lindor is one of the superstars of baseball. He’s incredible defensively, he’s a switch hitter who hits for average and power from both sides. On top of that, he’s got one of the most glowing personalities in all of baseball.

If you were going to build your team around anyone, Lindor would be a great option. Thus you can see the reason why the Yankees are so interested in Lindor. The Yankees are facing an interesting decision with their MVP contending second baseman, DJ LeMahieu.

The bombers would love to have LeMahieu back, but the fact that he’s in his early 30s give the Yankees pause on extending him long-term. Talk is that his agent is seeking a five year deal while the Yankees are wanting to stay in the three to four year range.

To complicate matters more, the bombers have a decision to make on Gleyber Torres. Torres is one of the young stars for the Yankees, however, last year proved that he might not be cut out to play shortstop at the major league level.

Torres looks much more comfortable at second base which is why the Yankees are kicking the tires on shortstops. I really would love for them to acquire Francisco Lindor, however, they should not overextend themselves to do it.

Argument against the Yankees making the deal

Everything I said above about Francisco Lindor is absolutely true. He’s a stud and if the Yankees acquired him and extended him long-term, I would be through the roof. However, they should tread very carefully here.

For one, Lindor is not a need at the moment. The bombers could easily bring back DJ LeMahieu and continue to work on Torres’ defense at shortstop. Maybe he can turn things around with time and more reps at the position.

This option would cost the Yankees nothing in terms of prospect capital. However, there is another big reason why the bombers should avoid going all out for Lindor in a trade this offseason.

That reason is that the market is flooded next year with All-Star shortstops. The list of shortstops available include: Lindor, Javier Baez, Carlos Correa, Trevor Story, and Corey Seager.

Anyone of those would be welcomed additions to the Bronx. I know the Yankees are in a win-now mode, however, that market next year is also reason for them to pause on giving LeMahieu his long-term deal.

The Yankees are looking to trim payroll this year. Cashman and the front office could take the position of looking to sign someone at shortstop like Andrelton Simmons or Didi Gregorious for one year to gap to the free agent class of next year where they have their pick of All-Stars.

Going this way would also not cost the Yankees anything but money. MLB Network was suggesting the Yankees trade Clint Frazier, Miguel Andujar, and two top pitching prospects to acquire Lindor.

I love Franky Smiles, but with the market of 2022 and LeMahieu out there, I wouldn’t do that deal. Cashman definitely should be in on the talks for Lindor, but if the tag is too steep, it’s perfectly fine to walk away from the table.