Red Sox will be 'aggressive' in search for rotation upgrades

New Red Sox chief baseball officer Craig Breslow has a tall task ahead of him, trying to bring a fifth-place club back into contention in a stacked AL East. Perhaps the hardest part of his job will be improving a starting rotation that finished with a bottom-10 ERA and FanGraphs WAR last season. Indeed, while the Red Sox have starting pitching depth, their rotation has too many question marks and not enough top-end talent.

Chris Sale is a lock for the 2024 rotation. So is 24-year-old Brayan Bello, who pitched to a 4.24 ERA in 28 starts last year. After that, the Red Sox have four more experienced arms who will stretch out to start this winter but could move into a bullpen role at any time: Nick Pivetta, Tanner Houck, Kutter Crawford and Garrett Whitlock. All four have made at least 10 starts and at least 10 relief appearances over the past two years. With a rotation led by an aging, oft-injured veteran followed by a still-developing young starter and four guys who have bounced in and out of bullpen roles, it’s clear the Red Sox could use more stability and at least one front-line pitcher.

It’s not surprising to hear Breslow call rotation upgrades his top priority as the Red Sox navigate the offseason, via Chris Cotillo and Sean McAdam of MassLive.com. Breslow expressed optimism about Sale’s health, voicing confidence that the lefty could hold up over a full, healthy season in 2024. Of course, that’s quite a charitable outlook for a pitcher who’s totaled just 151 innings over the past four seasons.

Granted, 102 2/3 of those frames came in 2023, when Sale worked to a respectable 4.30 ERA with excellent strikeout and walk rates of 29.4% and 6.8%, respectively. But Sale missed two months last summer with a shoulder injury, and in the three seasons prior he underwent Tommy John surgery, suffered a stress fracture in his ribcage, broke his wrist in bicycling accident and sustained a broken a pinkie finger on his pitching hand upon being struck by a comeback liner. The Sox don’t have much choice but to hope Sale is healthy this year — he’s entering the final season of his five-year, $145M contract — but recent history is not on their side, regardless of whatever optimism the team’s brass wants to forecast.

Even if the Sox were able to somehow manifest a 32-start season from Sale, there’d be need to further solidify the group. For his part, Breslow pledged to be “as aggressive as we possibly can” to fill the rotation, via Jen McCaffrey of The Athletic, be it via free agency or trade. Boston has already been linked to Yoshinobu Yamamoto, Jordan Montgomery and Seth Lugo in free agency. McCaffrey indicates that the Sox had an initial Zoom meeting with Yamamoto’s camp (as has been standard for interested teams thus far) but adds that a team official declined to state whether the Red Sox were in position for a forthcoming in-person meeting with the NPB ace.

Breslow’s pledge to be as aggressive as possible is sensible for a team with a projected payroll ($172M, per Roster Resource) that’s more than $10M shy of their end-of-season levels and a whopping $64M short of their franchise-record Opening Day mark of $236M. That said, it’s also somewhat at odds with prior reporting on Boston’s rotation search. McAdam reported last month that the Sox have a preference for the trade market before free agency, notably specifying that at that point, they had not yet been active in the market for Dylan Cease.

The previously mentioned piece from McCaffrey quotes Breslow in acknowledging that the Sox will have to “be willing to give up position player capital” in order to bolster the starting staff, though McCaffrey notes that the Sox aren’t likely to trade top-end prospects for pitchers with only one year of club control remaining. That’ll make names like Corbin Burnes, Shane Bieber and division foe Tyler Glasnow difficult to obtain. Monday, Alex Speier of the Boston Globe reported that Boston prefers to avoid free agents who’ve rejected a qualifying offer.

There’s room to be aggressive within a fairly measured set of free-agent and trade targets, but whether avoiding qualified free agents and one-year rentals is truly acting “as aggressive as we possibly can” is up for debate. It’s understandable that Breslow, particularly in his first season on the job, might not want to recklessly spend and saddle the club with a long-term contract or deplete the farm system he’s still learning, but imposing those limitations on his front office only makes the goal of bettering the starting staff in a meaningful way all the more daunting.

Of course, the goal in the long term is to better the organization’s ability to develop its own pitchers. To that end, the Red Sox announced that they’ve hired Twins minor league pitching coordinator Justin Willard as their new director of pitching.

“We’re really excited to bring him on board,” Breslow said, relayed by Cotillo. “Someone that comes with a pretty strong track record of pitching development. We’ve been mindful of what Minnesota’s done over the last few years in the development of some of their guys. We feel really lucky, really fortunate.”

The Twins have had some success stories with late-round starters, as both Bailey Ober and Louie Varland have reached the majors and held their own (a good bit more than that in the case of Ober, a 12th-rounder). The Twins’ bullpen has seen multiple names emerge from within the system as well, headlined by closer Jhoan Duran and setup man Griffin Jax.

Willard will join newly hired pitching coach Andrew Bailey in working with Breslow and the rest of the Boston baseball ops and player development staff to hopefully optimize the Sox’ pitching development systems. While each of Bello, Houck and Crawford has had some big league success, they’re all still relatively inexperienced. The Red Sox have regularly relied on free agency and the trade market to round out the pitching staff over the past decade, but they’ve struggled to supplement those high-profile additions (e.g. Sale, Rick Porcello, David Price, Nathan Eovaldi) with cost-effective arms produced by their own system.