The White Sox are probably the most surprising team in playoff position through the season’s first two months. Chicago takes a 32-28 record into tonight’s game in Minnesota, placing them three games up on the competition for the second AL Wild Card spot. They’re only a game and a half back of the Guardians in the AL Central.

Chicago’s front office surely anticipated taking a step forward after their third straight 100-plus loss season. They added Munetaka Murakami to the middle of the order and took a handful of one- and two-year fliers on the pitching staff. That said, even they probably didn’t project this team as an especially likely playoff team entering the season. They’ve been in rebuilding mode for the entirety of Chris Getz’s three-year tenure as general manager.

The Sox now find themselves in a different spot as teams sketch out their preliminary trade deadline trajectories. Should they look to move prospect capital for MLB talent this summer to aid a potential unexpected playoff push?

Getz spoke with Chad Jennings of The Athletic last week, indicating the front office’s focus remained on the longer term. “It’s never been about 2026. It isn’t. It’s still very big picture,” Getz told Jennings. At the same time, he mentioned that the club is “starting to really have this winning kind of mindset.” That may be changing the front office’s approach just a few days later, as Getz has already somewhat walked back last week’s comments.

“We are focused on 2026. I know I have stated that it’s not about 2026, but this team is playing really good baseball,” the GM said on Tuesday (link via James Fegan of Sox Machine). “We know where we are in the standings, both within the division and Wild Card, and we’re monitoring it. If there’s opportunities to add to this — we have higher hopes than just 2026 because we want to have a continual winner here — but if there’s chances to really add to this group, we’re going to do that.”

Getz didn’t tip his hand on what the front office would prioritize. That’s fairly easy to project from the outside. The Sox have had a top 10 offense overall and are tied for third in home runs behind the Yankees and Braves. They’re tenth in on-base percentage and fifth in slugging. Pitching has been the relative weakness, as they’re 19th in earned run average and 20th in strikeout rate.

Chicago can use help in both the rotation and the bullpen. Starting pitching figures to be the biggest priority, as there are a couple obvious areas to upgrade at the back end. Davis Martin has had an excellent season to cement himself as the staff’s top arm, tonight’s ugly start at Target Field notwithstanding. Sean Burke and Anthony Kay have been capable mid-rotation arms.

Re-signing Erick Fedde on a $1.5MM reclamation deal hasn’t worked, while top prospect Noah Schultz hasn’t been efficient enough in his first eight MLB starts. Schultz landed on the injured list with patellar tendinitis last week but should be back after a short-term absence. Another prospect, David Sandlin, has drawn his first two big league starts in the interim. If the Sox remain in contention, they figure to add at least one starter to take over Fedde’s spot.

The bullpen has found its footing to an extent after a poor April. Second-year righty Grant Taylor is a weapon at the back end. Sean NewcombSeranthony Domínguez and Bryan Hudson are all effective and in the mix for leverage roles. They could use another arm or two in the middle innings, however.

There’s not as much to be done on the position player side assuming Murakami and Kyle Teel are back from injury, though they’ll probably explore the outfield market. Sam Antonacci has taken over left field and quickly hit his way to the top of the lineup as a strong on-base threat. They’ve gotten good work from Tristan Peters in center field, but he entered the season without any real big league track record. Right field has been a revolving door, currently falling to a Rikuu Nishida/Randal Grichuk platoon.

Getz told Fegan that the Sox expect to get a look at outfield prospect Braden Montgomery this season. Acquired alongside Teel and Chase Meidroth in the Garrett Crochet deal, the 23-year-old Montgomery is hitting .281/.366/.461 over 23 Triple-A contests. He mashed in a similar amount of Double-A playing time before getting the bump to Triple-A in early May.

Even if the Sox bring Montgomery up before the trade deadline, they could look for a left-handed hitting outfielder from outside the organization. Montgomery is a switch-hitter who can play center or right field. Although the Sox presumably would want him playing regularly once he’s up, there’d likely be some growing pains. Between that and the potential for Peters to take a step back offensively, adding some kind of veteran outfield help makes sense.

None of that means the front office is likely to deal from the top of the farm system. The prospect cost for a back-end starter, middle relief help and/or complementary outfield bat should all be fairly manageable. It’s still too early to delineate many clear buyers and sellers, but Mickey MoniakJake McCarthy and Trevor Larnach are among lefty-hitting outfielders who seem likely to be available.

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