5 difficult decisions the Red Sox must make

With the trade deadline two weeks away, some choices need to be made soon

Red Sox Chief Baseball Officer Chaim Bloom fields a question at the town hall during Red Sox Winter Weekend at MGM Springfield in Springfield, MA.
Red Sox Chief Baseball Officer Chaim Bloom fields a question at the town hall during Red Sox Winter Weekend at MGM Springfield in Springfield, MA. / Billie Weiss/Boston Red Sox/GettyImages
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It's no secret to anyone watching baseball this year that this Boston Red Sox team has been both riddled with injury, but in the same breath also so flesh with versatility and depth.

While the American League East standings leave the Red Sox out of the playoff picture by eight games, and the Wild Card standings leave them out by a game and a half, they are by no means out of the playoff picture. If the season ended today, yes, they would be out, but the season is by no means over: in fact, there are over 65 games left to play until the regular season is over.

You ask me personally, that's a lot of baseball. However, in the coming weeks, Boston will have a few things they have to figure out.

While the Red Sox have come out of the gate in the second half of the season rolling, takingtwo out of three from the Chicago Cubs at Wrigley Field, and dominating the Oakland Athletics thus far - pushing them ever-closer to buyer mode at the deadline - they still have some difficult decisions to make.

Trevor Story and Chris Sale are getting healthy again, what do the Red Sox do about the ones in their spots?

Now, while Trevor Story is not just going to be thrust onto the active roster, Boston manager Alex Cora hinted that he may begin a rehab stint starting at some point this week in interviews with both Alex Speier of the Boston Globe and Jen McCaffrey of The Athletic.

Now even though he may not get put on the roster right away, this has the potential to put the Red Sox in a very delicate position come the trade deadline depending on where Story is at in his rehab assignment. There are two sides to look at when examining this.

The first one to look at is if he's close to returning. If his return is not imminent, it may be wise for Boston to consider shopping other shortstops like Yu Chang, promising young prospects like Chase Meidroth, and potential shortstops like Bobby Dalbec in order to bolster another position to see what they can get in return to help the Red Sox postseason push so they can free up his spot.

The second one to look at is if he's not very close to returning. If he or Boston determines he is not close to being back, or (worse) he has a setback during his rehab assignment, the club may consider holding onto one of the aforementioned players above to have someone in place until he does come back.

On the other side of the flip side of the ball, Chris Sale is also getting healthy and is looking to be close to a return as well. While it is good to have another arm in the roation, the real question is what type of a role the Red Sox will want him to play when he is back.

One option is to give him the Nick Pivetta treatment until he is back to full form: put him in the bullpen, have him back up starters, and eat up innings. That or limit his innings out of the rotation if he refuses to go that way.

Now if he decides, he doesn't like either option, Boston should try to unload him to a team that is looking to add a veteran arm. While they may not get much in return given his injury history, but it may be an avenue worth exploring just to prevent him from eating up a spot on the roster. Maybe they'll even find a team to eat up some of his salary.

Bobby Dalbec is hot, but what do the Red Sox do with him?

As the Aug. 1 trade deadline approaches, one of the burning questions on the mind of every executive in the Red Sox front office has to be: "What in the world are we going to do about Dalbec?"

Dalbec made it very clear at the beginning of the season that he was not happy with his demotion to Triple-A Worcester, as he brushed it off as a "business decision", but was visibly unhappy. The 28-year-old, who has yet to stick on the major-league roster, however, has made the most of his situation.

While he has hit .167 the MLB-level, it's no secret he's is one of the best hitters in the International League.

As of July 18, he was tied atop of the International League with 22 home runs, and has the third highest ops and slugging percentage in the league as well. He has also become more versatile this year, playing multiple outfield spots, and making spot starts at as the WooSox shortstop - a position he had not played since high school.

Although it doesn't translate to paper value, in terms of statistics that can be measured as easily as home runs or slugging percentage, it helps to showcase the reasoning behind the intrigue from general managers throughout the league earlier in the season, according to Peter Gammons.

Whether Boston winds up trading him or not, he is definitely a piece that can be pretty well-valued throughout the league.

With Triston Casas starting to finally heat up for the Red Sox and show his mettle, it might be time to look at Dalbec, and see how they can package him together for someone major-league ready at the deadline. Which brings me to my next point.

The trade deadline, part 1: buyers vs. sellers

The big question that fans, and media-types like myself alike, are wondering is what is Boston going to do at the deadline? The hope is something, and on top of that something good.

As the deadline approaches, it's still unclear what the Red Sox top priorities really are come August 1st, or sooner if they decide to start dealing; however, the first step should be to determine if you are a seller or buyer. Depending on how their series with Oakland, and the New York Mets go, that should be a good determining factor.

If it all goes well, they should be buyers, as they will be inching towards - if not taking over - that third Wild Card spot. If it is even a mixed bag, they may be leaning towards selling, and looking towards next year already.

There are definitely some needs that could be shored up both on the offensive, and defensive side ranging from the middle infield, to an outfielder than can hit more consistently, maybe even a pitcher who can put up at least reasonably good numbers. Which brings me to my next point.

The trade deadline, part 2: the James Paxton conundrum

The Red Sox have another conundrum at the deadline that ties into part one, and that is left-handed starting pitcher James Paxton.

Currently, he is in the last year of his deal with Boston, but given that it's also his first season pitching in nearly three years, he is pitching like he has something to prove. The fact of the matter is, he does. He is trying to prove that he belongs, and should stay beyond this season.

If he were to stay, that would almost certainly put the Red Sox out of any sweepstakes for Shohei Ohtani in the offseason.

Now comes the conundrum for the Red Sox: do you use Paxton as a trade chip to bolster your offense or shore-up your pitching even more, or do you hold onto him as he has been the closest thing to a number-two pitcher behind Brayan Bello?

Boston has a big two weeks ahead of them in terms of where they stand, and Chief Baseball Office, Chaim Bloom, could either be revered for what he does, or he could be on his way out the door if it blows up in his face.

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