Bradford DoolittleCloseBradford DoolittleESPN Staff WriterMLB writer and analyst for ESPN.com Former NBA writer and analyst for ESPN.com Been with ESPN since 2013David SchoenfieldCloseDavid SchoenfieldESPN Senior WriterCovers MLB for ESPN.com Former deputy editor of Page 2 Been with ESPN.com since 1995Dec 1, 2025, 10:45 PM ET
Blue Jays make first big pitching splash with Cease signing
Orioles deal former top prospect for Halos power bat
It’s hot stove season! The 2025-26 MLB offseason is officially here, and we have you covered with grades and analysis for every major signing and trade this winter.
Whether it’s a big-money free agent signing that changes the course of your team’s future or a blockbuster trade, we’ll weigh in with what it all means for next season and beyond.
ESPN MLB experts Bradford Doolittle and David Schoenfield will evaluate each move as it happens, so follow along here — this story will continue to be updated. Check back in for the freshest analysis through the start of spring training.
Consider these two seasons from two-time All-Star reliever Devin Williams, who has agreed to a three-year contract with the New York Mets:
The first one is a little better, but they’re pretty close other than a spike in batting average allowed, which is somewhat canceled out by a lower walk rate. Those seasons should have produced similar results.
Season A was 2023, when Williams went 8-3 with a 1.53 ERA and 36 saves for the Brewers and was regarded as perhaps the best closer in the majors. Season B was 2025, when Williams went 4-6 with a 4.79 ERA for the Yankees, lost his job as closer and faced headlines like “Devin Deadly Sins” after a particularly rough outing in August.
It’s also possible Williams ends up being a very expensive setup man. Longtime Mets closer Edwin Diaz remains a free agent after opting out of his deal, but reports indicate the Mets are still interested in re-signing Diaz (who could be looking for something like the five-year, $95 million deal Josh Hader signed with the Astros).
With Felix Bautista down for most, if not all, of the 2026 season because of shoulder surgery, Baltimore had a need for an end-of-the-game reliever. Helsley had been filling that precise role well for the Cardinals for several seasons, before he embarked on a short-lived Mets career that both he and the team would like to forget.
Barring an obvious and measurable drop in stuff, you always want to lean more on baseline performance when it comes to a reliever than the fluctuations that come with year-over-year results. Over the last three seasons, Helsley is one of 12 relievers with at least 4.0 fWAR in the aggregate and only seven have posted more saves than Helsley’s 84.
Primarily a fastball-slider pitcher, Helsley reportedly began tipping his pitches at some point in 2025 and opposing batters began ambushing his heater early in counts with much success. He ended up giving up a .422 average and .667 slugging on his four-seamer last season even though his average velocity (in excess of 99 mph) and spin rate was in line with past seasons.
The hope would be that Helsley fixes (or has fixed) the issue and once again is able to pair his high-speed fastball with his high-performing slider, a combo which helped him save 49 games for St. Louis in 2024. The structure of this deal gives him a shot at reentering the market next season after hopefully proving that his performance with the Mets was a fluke.
For the Orioles, Helsley slides into the primary saves role after some early chatter in free agency suggested some teams were looking at him as a possible rotation conversion. The contract is a bit of a risk if Helsley doesn’t perform and declines to opt out, as a $14 million average annual value is what you would want to be paying a first-division closer, not a just-a-guy reliever.
At his best, Helsley has been an All-Star-level, high-leverage reliever for multiple seasons, and the Orioles clearly think that his Mets misadventure was a blip, not his new reality. — Doolittle
One of the interesting aspects of MLB free agency is that the number of suitors for a player isn’t always directly correlated to on-field value. There are, after all, only so many teams willing and able to spend nine figures. In recent years, we’ve seen excellent players like Pete Alonso, Matt Chapman and Blake Snell settle for shorter-term deals late in the offseason as they waited for that big long-term offer that never came — or was pulled off the table.
In the case of Dylan Cease, it makes a lot of sense for him to sign early while the money is there. He’s a pitcher with clear skills and ability but also frustratingly inconsistent results, which was going to lead to a wide variance in how teams evaluated him — and thus what offers he received. The $210 million deal the Toronto Blue Jays gave Cease is closer to the high end for him, given Kiley McDaniel’s projection of five years, $145 million.
The Red Sox had three-fifths of an outstanding rotation in 2025, with Garrett Crochet leading the way and Brayan Bello and Lucas Giolito producing solid campaigns as the second and third starters. That was enough to get the Red Sox back into the postseason for the first time since 2021, but after Giolito declined his part of a $19 million mutual option, the Red Sox were looking for a veteran starter to replace him.
As for Gray the pitcher, he’s an interesting mix. When he can get to two strikes, he’s one of the best in the game, ranking fourth in the majors among starters with a nearly 52% strikeout rate (Crochet was first at 54.3%) while holding batters to a .135 average. His sweeper is his go-to strikeout pitch, registering 111 of his 201 strikeouts. His curveball generated a 34% whiff rate.
Can that be fixed? With a fastball that averages 92 mph, maybe not. Gray did throw his three fastball variants 53% of the time, so maybe the Red Sox suggest a different pitch mix — the four-seamer, while it gives him the one pitch Gray throws up in the zone, has been hammered two years in a row now, but was still the pitch he threw most often in 2025.
Overall, Gray plugs a big hole without the Red Sox paying out a long-term contract — and the Red Sox didn’t give up anybody who projected to be an impact player for them in 2026 (such as starters Payton Tolle and Connelly Early, who debuted this past season and could be in the 2026 rotation).
For the Cardinals, they’ve at least made their intentions clear: If 2025 was “re-set,” 2026 is going to be a rebuild. Nolan Arenado, Brendan Donovan and Willson Contreras could also all be traded before the winter is over. — Schoenfield
One thing that is head-scratching here: The Mets are pretty deep in high-quality infield prospects, from Luisangel Acuna to Ronny Mauricio to Jett Williams, all of whom carry considerably more upside than Semien at this point.
We’ll see how that shakes out as the offseason unfolds, but for now, we can focus on Nimmo’s bat and the possibility that his numbers could get a bump from the switch in venues. He’s typically hit better on the road than at pitcher-friendly Citi Field, and Globe Life Field, while strangely stingy overall last season, has typically been a solid place to hit for left-handed batters.
The first major trade of last offseason came on Nov. 22, when Cincinnati dealt Jonathan India to Kansas City for Brady Singer. This one leaked on Nov. 18, so we’re getting an earlier start. Given the relatively tepid nature of this year’s free agent class, the hope is that this deal is the vanguard of a coming baseball swap meet. Trades are fun.
Ward turns 32 next month, likely putting him at the outer rim of his career prime. He has been a decent player — an average of 3.0 bWAR over the past four years — but his skill set is narrow. Ward has been a fixture in left field the past couple of seasons and has shown diminishment both on defense and on the bases. He’s someone you acquire for his bat.
That’s not a bad thing, but that approach, combined with a fly ball-heavy distribution, has led to a consistently plummeting average: .281 to .253 to .246 to .228. He’s a take-and-rake guy who doesn’t generate enough fear from pitchers to keep them out of the zone, which might supercharge his walk rate enough to bring his OBP up to an acceptable level, which it won’t be given the batting average trend.
And all of this would be fine for one year of a productive hitter likely to earn $12-14 million through the arbitration process. But at the cost of four years of a pitcher with Rodriguez’s ceiling? I’m not seeing it.
And the ceiling is very high. ESPN’s Kiley McDaniel ranked Rodriguez as the game’s top pitching prospect in 2022 and rated him nearly as high in 2023. The mere possibility of Gray-Rod (did it again) fulfilling that potential in an Angels uniform is an exciting notion for fans in Anaheim.
The deal opens up a hole in the outfield for the Angels with no obvious plug-in solution from the organization. But finding a free agent replacement who approximates or exceeds Ward’s production shouldn’t break the bank. Here’s a vote for going after Cody Bellinger.
The possibility of that kind of upgrade and maybe someday a fully realized Gray-Rod, all for the low-low price of one season of Taylor Ward? Sign me up. — Doolittle
It’s easy to understand why they wanted Naylor back. The Mariners have been searching for a long-term solution at first base for, oh, going on 20 years — really, since they traded John Olerud in 2004. Ty France gave them a couple solid seasons in 2021 and 2022, but since 2005 only the Pirates’ first basemen have produced a lower OPS than Seattle’s.
He’s not a star — 3.1 WAR in 2025 was a career high — but he’s a safe, predictable player to bank on for the next few years. This deal runs through his age-33 season, so maybe there’s some risk at the end of the contract, but for a team with World Series aspirations in 2026, the Mariners needed to bring Naylor back. The front office will be happy with this signing and so will Mariners fans. — Schoenfield