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2027 Free Agent 50: Part One (50-33)

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Welcome to the first installment of the 2027 edition of our annual free-agent ranking exercise. Working from 50 down to the mystery no. 1 (no prize for guessing no. 1), we’re releasing the first third of the group today, the middle third on Wednesday, and the top of the class on Friday. Then, next week, we will include some honorable mentions, because while this is not going to hold up as the best free agent market in recent history, the lack of star power should make for some interesting opportunities atin the margins. 

Free-agent rankings tend to be rather nebulous affairs, and in the spirit of a good qualitative exercise, everyone has their own priorities. Our long-standing philosophy at Baseball Prospectus, and one that will notably be tested in the coming months, is to maintain a strict indifference to the concept of money. We do not care how much players get paid, and we do not care how much owners are theoretically going into hock to cover expenses. As such, these rankings are based on how valuable we feel each player will be in the short-term, and thus how happy the casual fan should feel to find some new laundry to root for and/or purchase from the team store. 

The signing window for free agents began a week ago. There were rumors that the impending lockout would spur early activity, and while that hasn’t been the case, it is possible that we see moves happen before the full rankings are released. Please understand that our rankings, if not all 20,000 of the words explaining them, have been set, and anyway, since this is more a prediction on 2027 production than whose agent has the most riverboat charm, they should be unaffected.

Finally: Only eight players received a qualifying offer this season, and while we’re uninterested as to how it affects their market, it may affect our predicted landing places. And as always, here to provide a baseline for our shame is our old friend and mascot Randy, the Random Number Generator. If PECOTA truly hates the Brewers, Randy, it seems, has chosen to love the Angels. We don’t pretend to understand its process. We just hope to do at least one better than it.


50. Jojo Romero, RP

2026 Stats | Milwaukee Brewers
IP ERA WHIP DRA- WARP
56.3 3.36 1.22 80 0.8
2027 PECOTA Projection
K% BB% HR% DRA-
21.9 9 2.1 89

Reasons for Optimism: The playoffs, mainly. Romero looked dynamite in October after a rough transition from one NL Central team to another. After several seasons of being a consistent performer in St. Louis, Romero took his “good second lefty” label and took a slot in Milwaukee’s vaunted bullpen, where he was expected to thrive as a groundballer in front of a sparkling defensive unit. While the second half of the regular season wasn’t amazing, his postseason was just as charmed as the rest of his squad’s: Over those eight critical innings he boosted his walk and strikeout rates and only gave up a single run.

He’s got a tenure of effectiveness that spans several seasons. Once he started looking  more homer-prone in Milwaukee, you might’ve thought that his risk profile was trending up, but his efficacy in the playoffs makes that risk less. Signs point to him being reliable on a short-term deal.

Reasons for Pessimism: As stated before, Romero deliberately pitches to contact. If you’re a groundball pitcher, no problem. If you give up a home run on every fourth fly ball you allow … problem. His late-season run with the Brewers is the flipside to his postseason heroics; as his velocity tailed off, he stopped missing as many bats and balls flew out of the park. If he continues to shed velocity, you could expect him to fall quickly from very good second lefty to third lefty (derogatory). (bg)

Patrick’s Prediction: Texas Rangers
Bryan’s Prediction: New York Mets
Randy’s Prediction: Miami Marlins

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