5 questions the Yankees must answer before the MLB Trade Deadline

NEW YORK, NEW YORK - AUGUST 01: Aaron Judge #99 of the New York Yankees points to the sky after hitting a first inning home run against the Boston Red Sox at Yankee Stadium on August 01, 2020 in New York City. (Photo by Mike Stobe/Getty Images)
NEW YORK, NEW YORK - AUGUST 01: Aaron Judge #99 of the New York Yankees points to the sky after hitting a first inning home run against the Boston Red Sox at Yankee Stadium on August 01, 2020 in New York City. (Photo by Mike Stobe/Getty Images) /
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Deivi Garcia, New York Yankees
NEW YORK, NEW YORK – JULY 20: (NEW YORK DAILIES OUT) Deivi Garcia #83 of the New York Yankees in action against the Philadelphia Phillies during a Summer Camp game at Yankee Stadium on July 20, 2020 in New York City. (Photo by Jim McIsaac/Getty Images) /

4. Which prospects should be moved?

Cashman has been accused of “prospect hugging” by quite a few Yankees fans in recent years. He certainly places a high value on keeping talented young players in the pipeline.

That doesn’t mean he won’t part with a talented prospect or two to acquire a player capable of helping this team immediately. Jasson Dominguez, the organization’s top prospect, won’t be moved under any circumstances. Teams interested in prying young talent away from the Yankees should focus their attention on Clarke Schmidt, Deivi Garcia, and Estevan Florial.

Schmidt is a starting pitcher who should be able to make an instant impact on a major league rotation. It’s possible he should already be pitching once every five days for the Yankees. He will only be moved for an All-Star player.

Garcia has a lot of fans inside the organization but he lacks the polish that makes Schmidt such an attractive prospect. That means he could be moved in a deal for a quality starter. The Yankees aren’t going to give him away, but he can be had for the right price.

Florial used to be the No. 2 prospect in the Yankees system but injuries have derailed his progress. He’s still an athletic center field prospect that has a chance to develop into a quality starter. He got his Major League debut for the Yankees on Friday night which may have been a strategy to show him off to other teams.

If the Yankees do make a big move before the deadline it’s going to require a prospect or two to make the transaction work. Choosing who is available is a big priority for Cashman and his front office.