3 Moves I’m making for the Phillies if I’m Dave Dombrowski

BOSTON, MA - JULY 5: Boston Red Sox President of Baseball Operations Dave Dombrowski talks on the phone before a game between the Boston Red Sox and the Texas Rangers on July 5, 2016 at Fenway Park in Boston, Massachusetts. (Photo by Billie Weiss/Boston Red Sox/Getty Images)
BOSTON, MA - JULY 5: Boston Red Sox President of Baseball Operations Dave Dombrowski talks on the phone before a game between the Boston Red Sox and the Texas Rangers on July 5, 2016 at Fenway Park in Boston, Massachusetts. (Photo by Billie Weiss/Boston Red Sox/Getty Images) /
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Philadelphia Phillies shortstop Didi Gregorius (Kyle Ross/USA TODAY Sports) /

3. The Phillies need to make a blockbuster trade

Dombrowski has made some epic trades in his career, including bringing Max Scherzer to the Tigers, and Chris Sale to the Red Sox.

The problem is, the Phillies need a lot, and they don’t have much worth parting with that they’d actually be willing to part with. This gives their prospective trade partners the upper hand.

Setting aside the organization’s glaring vulnerabilities, an ideal trade of the blockbuster variety would be unloading Didi Gregorius, whose offense was unacceptable in 2021, and whose defensive struggles long predate his tenure in Philadelphia.

The Phillies would have to package Gregorius with a few prospects, to make the obvious salary dump more palatable. Former first-round pick Mickey Moniak, who has never materialized as a big-leaguer, is someone they could likely convince a team to take. In return, they’d hopefully get some pitching or prospects to add to their blighted farm system.

In order to sell this deal, the Phillies would almost definitely still have to pay part of the $15.25M they owe Gregorius in 2022. But getting at least part of his salary off the books, freeing up his spot on the roster, and bolstering their minors with a fresh influx of prospects would make the trade worth it.

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