White Sox: 3 offseason decisions Chicago wishes they could have back

CLEVELAND, OHIO - APRIL 20: Manager Tony La Russa #22 removes starting pitcher Dallas Keuchel #60 of the Chicago White Sox during the second inning of game one of a doubleheader against the Cleveland Guardians at Progressive Field on April 20, 2022 in Cleveland, Ohio. (Photo by Jason Miller/Getty Images)
CLEVELAND, OHIO - APRIL 20: Manager Tony La Russa #22 removes starting pitcher Dallas Keuchel #60 of the Chicago White Sox during the second inning of game one of a doubleheader against the Cleveland Guardians at Progressive Field on April 20, 2022 in Cleveland, Ohio. (Photo by Jason Miller/Getty Images) /
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Nick Castellanos #8 of the Philadelphia Phillies runs to first base.
PHILADELPHIA, PA – APRIL 22: Nick Castellanos #8 of the Philadelphia Phillies runs to first base against the Milwaukee Brewers at Citizens Bank Park on April 22, 2022 in Philadelphia, Pennsylvania. The Philadelphia Phillies defeated the Milwaukee Brewers 4-2. (Photo by Mitchell Leff/Getty Images) /

3. The White Sox missed out on the big free agent signings

The old adage is that good pitching beats good hitting. That may hold true, but the Chicago White Sox needed another big bat in the lineup. Instead, the White Sox doubled-down on top-talent relievers and ignored the hitting-side of things.

Chicago needed a right fielder and settled for AJ Pollock. Fine, but there were elite hitters available pthis offseason. Michael Conforto comes to mind, but a big-time bat like Nick Castellanos would have shined for the ChiSox.

Instead, Castellanos signed a five-year/$100M contract with the Philadelphia Phillies. Kye Schwarber, who also signed with Philadelphia, was an option as well. Then there was the trio of Atlanta outfielders (Jorge Soler, Eddie Rosario, and Joc Pederson).

But Castellanos was the free agent the White Sox should have targeted this offseason. But once he signed with Philadelphia, Chicago should have gone after shortstop Trevor Story. Instead, Story signed with the Red Sox and is playing second base in Boston.

Hindsight is always 20/20, and as the season unfolds, the Chicago front office will find out whether they did enough to set the team up for success in 2022. But these moves, or lack thereof, may cost the White Sox a chance at the division crown this season.

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