Will the White Sox make a big splash at the Winter Meetings?

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SAN DIEGO — At the GM meetings last month in Arizona, White Sox vice president Kenny Williams teased that the team was going to do more business than usual.

We found out later that the White Sox met with Yasmani Grandal while out in the desert. And when the free-agent catcher got the richest deal in club history the following week, it was a sign the White Sox were serious about their intent to be aggressive and make some big splashes this winter ahead of a possible transition from rebuilding to contending in 2020.

The Grandal signing earned nothing short of rave reviews, but there’s still an awful lot on the to-do list for general manager Rick Hahn and his front office as the Winter Meetings get going here in Southern California. The White Sox have designs on adding a pair of starting pitchers to their rotation and landing an everyday right fielder. An everyday-type DH could also be in the cards, though Grandal’s arrival has at least provided a more realistic internal option in the form of a multi-player rotation. Bullpen help is never turned away.

Much of that could be addressed this week, with ample opportunities to cross those items off the list, even if in less headline-grabbing style. You’ll remember back to last year’s Winter Meetings, when the White Sox filled a hole in their rotation by trading for Ivan Nova.

But with no disrespect to Mr. Nova, most fans are waiting for a much bigger splash.

It’s what the White Sox tried to get done before they flew out to the West Coast. Just last week they reportedly made the highest bid in the Zack Wheeler sweepstakes, only for the 29-year-old free agent to take less money to play for the Philadelphia Phillies. Cries of “here we go again” from the fan base — still stinging from the way things played out with Manny Machado a winter ago — were quickly quelled by the financial details, and it sure seems there aren’t any more excuses for anyone to stick to the old talking point that the White Sox are unwilling or unable to spend. Wheeler’s deal, had he accepted it, would have broken Grandal’s weeks-old record for the most expensive contract in club history.

So will someone else actually take the White Sox money this week?

Certainly the possibilities are out there. Still searching for starting pitching, the White Sox could turn to Madison Bumgarner, who they’ve been connected to since Wheeler’s decision. The 30-year-old three-time World Series champ could play a Jon Lester type role in a different Chicago rebuild. Though plenty have expressed concerns over what effect his 1,948.1 combined regular-season and postseason innings will have moving forward. There are reasons to be skeptical, just as there are reasons to be optimistic.

If the White Sox don’t want to play at the tippy top of the starting-pitching market — they haven’t been heavily linked to either Gerrit Cole or Stephen Strasburg — then Bumgarner is the biggest free-agent pitching splash out there. Hyun-Jin Ryu and Dallas Keuchel are in a similar strata of this free-agent market, but perhaps neither would generate quite as much buzz as arguably the greatest pitcher in World Series history.

The White Sox could also get splashy in their quest to fill the vacancy in right field. Nicholas Castellanos and Marcell Ozuna are the two biggest names on the free-agent outfield market, and either would slot into the middle of the White Sox order. Neither would make for an ideal defensive selection, considering Castellanos’ ugly defensive stats in right field (which might exaggerate that reputation) and the fact that Ozuna is a left fielder who didn’t play a lick of right during his two years with the St. Louis Cardinals. Both, however, could make a big offensive impact. Ozuna had a ludicrously good season playing for the Miami Marlins in 2017, while the White Sox are plenty familiar with what Castellanos can do after he bludgeoned them in recent seasons with the division-rival Detroit Tigers.

The White Sox could potentially go off the board and chase someone outside of their stated positional needs, Hahn leaving everything on the table when he discussed his offseason approach at length last month. But neither paying a huge sum for Anthony Rendon nor coughing up prospects for Mookie Betts seems too likely at the moment. The fun thing about the Winter Meetings, though, is what seems likely or unlikely can change in an instant.

Speaking of trades, while Hahn signaled the White Sox have little interest in dealing their prized prospects for short-term gain, that market could provide opportunities for heretofore unmentioned splashes. Who knows if the White Sox have any interest in the biggest names being speculated about — Betts, Francisco Lindor, Kris Bryant, etc. — but they’ve reportedly been chatting with the Los Angeles Dodgers about Joc Pederson. After supposedly trying and failing to get him in a trade last winter, his arrival on the South Side would probably be splashy enough, considering he had a career year at the dish in 2019 that included 36 home runs.

After last year’s Machado and Bryce Harper bonanzas, expectations have been raised. After the collective breakout of so many of the White Sox core players in 2019, expectations have been raised. The White Sox seem to have the ingredients to make their long-awaited transition from rebuilding to contending in 2020. Money allocated for free agents is one of those ingredients. While there’s more than one way to build a championship roster, including leaning heavily on the wealth of young talent already in the White Sox possession, those raised expectations have fans craving a splash.

So will the White Sox cannonball into the Pacific Ocean this week? Stay tuned.

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