Zack Wheeler

Where will White Sox turn for pitching? Are they destined to lean on internal options?

Where will White Sox turn for pitching? Are they destined to lean on internal options?

SAN DIEGO — Pitching. The White Sox need it. And their No. 1 target is now a Philadelphia Phillie.

“What's next?” doesn’t quite do the mystery justice.

Madison Bumgarner, Dallas Keuchel and Hyun-Jin Ryu have all been thrown around as possibilities, mostly because they’re in the same free-agency tier that Zack Wheeler was in. You remember Wheeler, the guy who turned down a superior financial offer from the White Sox to please his family and pitch for the Phillies. Seeking help elsewhere in that same tier makes sense, but it’s possible the White Sox might not be quite as enamored with their backup plans as they were with their primary target.

That’s obviously the case, by definition, but perhaps the gap is bigger than Hahn suggests when he says the White Sox will “move on to the next one.” Not all free agents are created equal.

“That's part of the reason we moved so quickly on Yasmani (Grandal) is we felt he brought a very unique set of tools to the situation, and we wanted to make sure we locked that in. And we found a guy that aligned, not just economically with what he wanted, it was a good fit and something we were able to get done quickly,” Hahn said, pointing to an example of the White Sox acquiring their No. 1 choice. “In other segments of the market, there is some greater fall off, as well. In some, it's not so much of a fall off.

“The guys are the primary targets for a reason, but certainly, there's more than one way to skin a cat and we'll find a different way to get it done.”

The different way could involve none of those free-agent names. While reports have tied the White Sox to Bumgarner and Keuchel to various degrees, they were reported to be after Jordan Lyles, who recently signed with the Texas Rangers. Hahn said his front office was focused more on trades than free-agent signings in its conversations Monday in San Diego.

Trades, though, could be difficult, as the White Sox seem hellbent on hanging on to their top-rated prospects, a completely understandable stance considering the promise they show as impact players. Luis Robert, Nick Madrigal and Michael Kopech figure to take over as top-of-the-depth-chart guys in 2020. Andrew Vaughn, Dane Dunning and Jimmy Lambert might not be far behind.

What’s certain is those players won’t be going anywhere in exchange for a one-year fix. That’s more relevant to conversations involving Mookie Betts, Francisco Lindor or Kris Bryant than ones involving a pitcher. But it’s important to remember that any trade talk probably starts midway down the list of White Sox prospects, a difficult way to land a truly impact player.

“There’s been, obviously, the pains and suffering that comes along with the early stages of a rebuild. We endured all that so we would be able to be in a position of building something that was going to be able to win on an annual basis, that was going to have some success for an extended period of time,” Hahn said. “Right now, we are in a bit of an interesting spot.

“Fundamentally, as a fan that has dealt with the hardships over the last three years, you want that benefit, that promised-land side of things to come more quickly. At the same time, we have to keep in mind why we started this and that was to build something sustainable. You don’t want to do anything short-sighted that’s just going to, trade wise, give us a quick bump next year but compromise the extended window we foresee coming when this all comes together.

“You need to be cognizant of that temptation to try to accelerate things. We want to get this to where it needs to be as quickly as possible. We don’t want to do that at the expense of shortening the window or making the window more difficult when it does open, whether that’s in the next few months or it takes a little longer.”

OK. So trading for impact fixes in the rotation appears unrealistic. The buzz surrounding the White Sox and free-agent signings diminished significantly as time went on during the first day of the Winter Meetings, and the possibility exists that the backup plans to Wheeler won't be quite as easy to pull the trigger on.

So what do the White Sox do?

It’s almost impossible to envision a parade of ineffective arms the likes of which we saw in 2019, when Ervin Santana and Manny Banuelos and Dylan Covey and Odrisamer Despaigne and Ross Detwiler manned a rotation that was exposed for its lack of big league ready depth. But should the White Sox come up empty on top-of-the-rotation free-agent fixes like they did with Wheeler, it’s not quite as difficult to envision stopgaps of some sort that set up what could still be a deeper pitching staff come 2020. Hahn raved about the potential for homegrown depth in the near future.

“There's still multiple options out there,” Hahn said when asked how the pitching market looks post-Wheeler. “We're going to continue to explore them both via trade and free agency.

“It's funny we talk about 2020, obviously, because that's the most important year we we can currently put our fingers on. We do think that, as we sit here, a year from now we have a chance to have a fair amount of depth on the pitching side. It doesn't mean we don't want to augment it, not only to get better in 2020, but to hedge that bet on the depth a little bit going forward and to create even more options for us going forward.

“But I do look forward to a year from right now and we're sitting up in that suite looking at our board. And I think the viable options in the big leagues are going to be even deeper than they are now.”

That’s true, mostly because Kopech and Dylan Cease should have full major league seasons under their belts and Dunning, Lambert and Carlos Rodon should all be back from Tommy John surgery.

So what does all that have to do with signing Bumgarner right now? If the White Sox are so gaga over the potential of their internal pitching depth a year from now, are they pleased enough to forego a potential impact addition this winter — one they’re not nearly as thrilled about making as compared to how they felt about Wheeler?

A pitching staff built primarily on internal options would not at all be a bad thing, but such an outcome relies on all those young arms hitting the way Lucas Giolito did in 2019. That's extremely difficult. The three models for turning a rebuild into a world championship, the Cubs, Houston Astros and Kansas City Royals, have had almost no luck doing that. The biggest names in those championship runs, from a pitching standpoint, were Jon Lester, Justin Verlander and Jonny Cueto. The Royals are now rebuilding. The Cubs have struggled to find any homegrown pitching since Theo Epstein's regime took over. It's really hard to do.

These are questions with few answers, really. Hahn doesn’t talk about specific free agents, meaning everything is a philosophical discussion rather than a “this is what we’re doing” one. Are the White Sox opposed to adding a top-of-the-rotation pitcher? Absolutely not, they’d love to. Are they going after Keuchel to do it? That’s not quite as open for discussion.

And that’s a fine policy for perfectly understandable reasons, it just leaves so much a mystery. Mystery is all we have regarding the potential additions that could follow Grandal this offseason. The White Sox need pitching, and they’ll get it. But are they jazzed about the remaining options to the point it will top any of the internal options on the depth chart? Stay tuned.

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White Sox made higher bid for Zack Wheeler, who took less to stay on East Coast

White Sox made higher bid for Zack Wheeler, who took less to stay on East Coast

The White Sox missed out on another high-priced free agent, but it wasn't because they weren't willing to pay.

According to a source, the White Sox made a higher five-year offer to free-agent pitcher Zack Wheeler than the reported $118 million deal he received from the Philadelphia Phillies. Family considerations, reported to be Wheeler's fiancee's preference to stay close to home, were the deciding factor. Our Chuck Garfien reported that the White Sox contract offer was worth more than $120 million, with the highest amount of guaranteed money Wheeler was offered.

That important information ought to squelch any "here we go again" reactions believing that this situation mirrored the outcome of the Manny Machado derby in February. Then, it was reported that the White Sox fell well shy of the guaranteed money in Machado's deal with the San Diego Padres. This time around, it appears the financials were not the reason the White Sox lost out, which is in line with the teams aggressive approach to the offseason that saw them land free-agent catcher Yasmani Grandal on the richest contract in franchise history.

Obviously, had Wheeler accepted the White Sox offer, his contract would own that title.

Wheeler would have slotted in well alongside Lucas Giolito at the top of the White Sox rotation, and his age and contract length would have aligned perfectly with the White Sox plans for a lengthy contention window. Instead, they'll have to pursue alternate options, such as free-agent starting pitchers Madison Bumgarner, Hyun-Jin Ryu and Dallas Keuchel, or seek an upgrade via trade. The White Sox are in the market for a pair of starting pitchers this winter, a necessity considering the large number of young pitchers returning from Tommy John surgery and some of the other unknowns that exist in the team's current crop of starters.

How the White Sox end up plugging those holes remains to be seen. But the fact they had the highest bid in the Wheeler sweepstakes shows they're willing to pay for the upgrades they need.

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White Sox miss out on Zack Wheeler, who goes to Phillies on five-year deal

White Sox miss out on Zack Wheeler, who goes to Phillies on five-year deal

Zack Wheeler will not be the White Sox big free-agent splash this winter.

The 29-year-old right-hander is heading to the Philadelphia Phillies on a five-year contract worth $118 million, according to multiple reports.

The White Sox were reportedly in hot pursuit of Wheeler to address their need for starting pitching, and he would have lined up nicely with the team's plans of perennial contention in the years to come. Instead, Wheeler opted to stay in the NL East, where he's spent the entirety of his big league career as a New York Met.

As for where the White Sox turn now, options exist, but they're not exactly bountiful. Wheeler would have paired nicely alongside Lucas Giolito at the top of the South Side starting staff. Other top-of-the-rotation pitchers on the free-agent market include perennial Cy Young types Gerrit Cole and Stephen Strasburg, three-time World Series champ Madison Bumgarner, 2019 ERA leader Hyun-Jin Ryu and 2017 World Series champ Dallas Keuchel. The market thins significantly from there, with guys like Michael Pineda and Tanner Roark the next best options, and they don't initially strike as top-of-the-rotation solutions.

The White Sox have undoubtedly been aggressive this offseason, already signing free-agent catcher Yasmani Grandal to the richest contract in team history, and they seem to remain committed to their rebuilding plans, which include spending to bring in impact talent from outside the organization. But they have not been linked nearly as strongly to the Coles, Strasburgs and Bumgarners of the world as they were to Wheeler. MLB Network's Jon Heyman went as far as saying Tuesday that there is "no belief" that the White Sox are in pursuit of either Cole or Strasburg. That leaves Ryu, Keuchel or perhaps Bumgarner as potentially the next avenue the White Sox travel down in their search to upgrade their starting rotation.

For some, this might spark "here we go again" reactions after the White Sox lost out on the two biggest names on last year's free-agent market, Manny Machado and Bryce Harper. Rick Hahn's front office did plenty of work in dispelling the notion that the team was unwilling or unable to spend when it gave Grandal a $73 million deal, making the first big splash of this free-agent season. But Hahn has long acknowledged that words mean little in comparison to action, and that the idea that the White Sox are unable to land a premium free agent will exist until the team does so.

The White Sox have plenty remaining on their offseason to-do list, including a pair of starting pitchers, a right fielder and perhaps a designated hitter and more bullpen help. The Winter Meetings begin Monday in San Diego and will provide another opportunity for them to do some of that business.

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