It’s not sexy to talk about rotation depth, but it often proves just as conducive to winning as having top-shelf talent.
The Boston Red Sox enter the 2025-26 offseason in a fascinating position: They already have a ton of organizational depth for the rotation. Looking at the youth on the precipice of big-league readiness, they have left-handers we saw briefly in Payton Tolle, Connelly Early, and Kyle Harrison, as well as right-handers Hunter Dobbins and Richard Fitts. They also have Luis Perales and David Sandlin residing in Triple-A Worcester, both of whom were at least discussed as potential break-glass-in-case-of-emergency options at the tail-end of the 2025 season.
Then, you get into the veterans this team has coming back. Right-hander Kutter Crawford, who made 56 starts between 2023 and 2024, missed all of 2025 and is set to return next season. There’s also left-hander Patrick Sandoval, who looked like a potential All-Star with the Angels as recently as 2022.
With all of that in mind, one can argue the Red Sox have enough depth, but not enough elite-level talent behind ace left-hander Garrett Crochet. And it’s true to a degree—the front of the rotation needs to be a priority.
However, ignoring the middle of the rotation would be irresponsible for third-year Chief Baseball Officer Craig Breslow. While depending on Early, Dobbins, or Tolle isn’t a bad strategy (depending on health), having them as Plan B would make the organization stronger. Not only that, but for the Red Sox to add someone at the top of the rotation, they may have to dip into all of this depth to acquire an ace on the trade market.
So, if the Red Sox do pursue a lesser starting pitcher in free agency, who should they target?
1. RHP Lucas Giolito
The obvious candidate here is to re-sign the right-hander who just spent two years in the organization. While the finish to his season was sub-optimal, there was a lot to like about Giolito’s 2025 campaign.
For starters, he pitched deep into games. In his 26 starts, he got at least one out into the sixth inning 16 times, the seventh inning seven times, and the eighth inning three times (completing eight twice). His strikeout-to-walk numbers left a bit to be desired, as did his under-the-hood metrics, but it’s hard to argue against a 3.41 ERA in 145 innings.
There’s logic to letting the 31-year-old be one-and-done in Boston, similar to when the organization decided to make Michael Wacha a one-and-done project after 2022. However, Wacha went on to maintain success for the San Diego Padres and Kansas City Royals. While the logic was sound then, and would be now, that thought may linger on the minds of remaining Red Sox brass from that era.
If they’re going to add someone in this tier of starting pitcher, Giolito probably makes the most sense given the familiarity both parties have.
2. RHP Zach Eflin
The Red Sox had Eflin on their radar ahead of the 2023 season, before he shockingly signed the richest free-agent contract in Tampa Bay Rays history.
While the 2025 season was nothing short of disastrous for the right-hander, injuries played a major role. From 2023 to 2024, the 31-year-old posted a 3.54 ERA, a 3.37 FIP, and a 19.6% strikeout-minus-walk rate in 59 starts between the Rays and Baltimore Orioles. However, 2025 was a bad year for him; his ERA skyrocketed to 5.93 and his K/9 dropped to 6.31 across 14 starts before his season officially ended in August.
He had a lumbar microdiscectomy in August, which people undergo to remove part, or all of, a bulging or herniated disc in the lower spine. According to reports, he expects to have a normal offseason after the standard eight to 12 weeks of recommended rest and rehab. Back injuries are no joke, though, especially for pitchers. It’s hard to not at least expect that to linger more as he gets deeper into his 30s.
That said, he’s a talented arm and the injury and his 2025 performance should knock down the acquisition cost. Spotrac gives him a market value of $16.2 million, which is higher than I’d anticipate given early signs this market is showing, including Shane Bieber opting into his $16 million contract with the Toronto Blue Jays. Something in the range of $10 million over one year should feasibly get the job done.
3. RHP Chris Bassitt
From one division rival to another, Bassitt is one of the highest floor guys in the sport. Since 2022, he’s made at least 30 starts each year, pitched at least 170 innings, and posted at least 2.3 fWAR.
He’s not the same pitcher he was a half-decade ago for the Athletics, but he’s the same pitcher in theory as Walker Buehler, except with less ceiling and a higher floor. In layman’s terms: He’s actively good at pitching, just nearing the end of his career.
*ducks*
Hear me out. He throws eight pitches, which is pretty darned impressive. While half of them registered at under six percent usage, all made up at least 2.7% of his total pitches. He also throws everything to both sides, even though there’s a clear skew to one side of the platoon or the other. His cutter, curveball, four-seam, and splitter all kept hitters at bay in 2025, as all four had opponent batting averages of .220 or lower.
He also comes in with a lot of institutional knowledge of the American League East, spending the last three years with Toronto, with whom he played a key role in getting them to a World Series Game 7.
Bassitt isn’t a big strikeout-getter, but he keeps the ball on the ground and generally avoids loud contact. His walks are also generally always in check, save for 2024 where his walk rate sat at a career-worst 9.2 percent. Now, adding him would make it even more imperative that Boston improve its infield defense, which should be a priority anyway, but they could do a lot worse on a one-year deal.
4. RHP Justin Verlander
Despite being the ripe old age of 43 (in February), Verlander is coming off of a very solid season for the San Francisco Giants.Â
In 29 starts, the right-hander posted a 3.85 ERA and 2.2 fWAR across 152 innings. After coming off the injured list in June, he was razor sharp to the tune of a 3.60 ERA and 3.34 FIP with 8.64 K/9.
It feels like Verlander is becoming an Immaculate Grid legend by bouncing from team to team in the latter stages of his career, but he’s still viable for a competitive rotation. While he gives up a lot of fly balls, he’s fairly average at missing the barrel and above average at minimizing hard contact.
Additionally, his changeup was a plus offering in 2025, while his slider performed worse than expected. His fastball is nowhere near the level it was in his Detroit days, but Andrew Bailey has no problem telling his starters to not throw the fastball (if it’s ineffective).
Lastly, one cannot overstate the institutional knowledge Verlander possesses. He’s won rings, personal awards, and just about everything a MLB pitcher can achieve. He’d be the most decorated arm to don the Red Sox jersey since Pedro Martinez and Curt Schilling, even if signing him would give major John Smoltz vibes.