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Every Orioles 2027 Free Agent, And How Likely It Is They Return To Birdland

We rank them in terms of what Mike Elias is likely to do, and how disastrous that could be the upcoming season

Sep 19, 2026; Baltimore, Maryland, USA; Baltimore Orioles pitcher Trevor Rogers (28) looks on during the fourth inning against the Milwaukee Brewers at Oriole Park at Camden Yards. Mandatory Credit: Daniel Kucin Jr.-Imagn Images | IMAGN IMAGES via Reuters Connect

The Orioles had a horrendous terrible roster, which had a lot to do with them falling nearly 20 games off the pace in the AL East yet again.

It would stand to reason that if they actually want to be better in 2027 – and with David Rubenstein leading their private-equity ownership group, they probably don’t – that they would be discarding as much of this group as possible. We have already made the case for how few of their position players are anything close to being assured of being here by Opening Day, and at some point perhaps proven baseball failure Mike Elias will learn from past mistakes and stop bringing the same suspect players back over and over again.

Enough of the failed reunions (and enough of the terrible contracts allowing people like Ryan Helsley and Tyler O’Neill to opt in and stick around longer than they should). With the World Series complete and MLB’s roster transaction period open and the O’s free agent list now clear, we ranked them from most likely to least likely to be back in Birdland (and we would support walking away from all of them all and actually upgrading for a change).

We know Elias, we know how that loser thinks, and we have ranked them UFAs in order of how likely we think they are to return, with a corresponding level of concern about how perilous it would be the 2027 Birds if they do some back (No. of lemons 1-5)

Trevor Rogers (3.5 lemons)

He will get the qualifying offer, he won’t sign it. And the Orioles will monitor his market and see what kind of offer he gets. If they do the right thing and trade for one of these lefties right away it probably becomes a moot point. But we doubt they do the right thing and of all the people on this list, if there is one of their own free agents they would pay market price for, it’s him.

I don’t trust Rogers to be consistent and maintain his confidence over a long-term deal, but he also has at least fared well as a lefty at Camden Yards, otherwise there’d be more lemons attached)

Andrew Kittredge (4 lemons)

Aug 22, 2026; Baltimore, Maryland, USA; Baltimore Orioles pitcher Andrew Kittredge (39) delivers a pitch during the ninth inning against the Tampa Bay Rays at Oriole Park at Camden Yards. Mandatory Credit: James A. Pittman-Imagn Images | IMAGN IMAGES via Reuters Connect

At age 37, I’d be done with him. Elias can’t quit him. And he stayed mostly healthy last season and got a chance to serve as a closer and this is exactly the profile of a guy Elias would pay one time too many. Color me officially concerned. Five Lemons; this could happen and it won’t end well.

Chris Bassitt (5 lemons)

Sep 5, 2026; Baltimore, Maryland, USA; Baltimore Orioles pitcher Chris Bassitt (40) walks off of the field during the sixth inning against the Boston Red Sox at Oriole Park at Camden Yards. Mandatory Credit: Daniel Kucin Jr.-Imagn Images | IMAGN IMAGES via Reuters Connect

This should be 100 percent off the table. Move on. He’s cooked. Probably a bullpen guy for a real team if he wants to keep going … But this isn’t a real team and my god did the PR hacks at MASN go overboard talking up Bassitt’s leadership and intangibles and it just would never stop. Even spending months on end on the IL – like he invariably will again in 2027 – it never stopped.

Would I be shocked if they did something utterly nuts like sign Rogers to a long-term deal and make Bassitt the “other” signing for one year for like half of what he made the year before? Of course not! They basically just did that with Zach Eflin despite a broken back.

Keegan Akin (5 lemons)

May 24, 2026; Baltimore, Maryland, USA; Baltimore Orioles pitcher Keegan Akin (45) is pulled after loading the bases in the eighth inning against the Detroit Tigers at Oriole Park at Camden Yards. Mandatory Credit: Jamie Sabau-Imagn Images | IMAGN IMAGES via Reuters Connect

Another guy Elias has a ridiculous affinity for. A lefty who can’t get lefties out anymore and has fallen apart for the last two years. But he will work cheap and Elias will be looking for fringy bullpen arms that make him look smart. I don’t think he has as high of odds as some of these other guys – hence where he is on this list - but if they do he is guaranteed disaster.

Zach Eflin (5 lemons)

Mar 31, 2026; Baltimore, Maryland, USA; Baltimore Orioles pitcher Zach Eflin (24) throws during the first inning against the Texas Rangers at Oriole Park at Camden Yards. Mandatory Credit: Daniel Kucin Jr.-Imagn Images | IMAGN IMAGES via Reuters Connect

A back surgery on the heels of losing his stuff and being hurt in 2025 and really basically being bound for the IL from the moment the Rays peddled his contract on this clown, you would think 2025 would have been it. Nope.

I mean the medicals alone should totally discount him. But he’s also clearly an Elias guy.

Ryan Mountcastle (3 lemons)

Mar 19, 2026; Tampa, Florida, USA; Baltimore Orioles designated hitter Ryan Mountcastle (6) prepares for batting practice before the start of the game against the New York Yankees during spring training at George M. Steinbrenner Field. Mandatory Credit: Jonathan Dyer-Imagn Images | IMAGN IMAGES via Reuters Connect

No way they pay him $7.5M to come back, even as a precursor to trade him. And given all the similar 1B/DH right-handed bats they already have, it just makes zero sense even for Elias to try to jerry-rig some way for him to be in Baltimore next season. If he did, I wouldn’t be as worried about him falling apart as these pitchers. We're talking invite to camp situation at this point I think.

Luis Robert Jr. (10 lemons)

Sep 3, 2026; Baltimore, Maryland, USA; Baltimore Orioles center fielder Luis Robert Jr. (88) reacts to hitting a home run as he rounds the bases against the Boston Red Sox during the fourth inning at Oriole Park at Camden Yards. Mandatory Credit: Gregory Fisher-Imagn Images | IMAGN IMAGES via Reuters Connect

He never wanted to be here, which was obvious when the lineup never came out until first pitch (slight exaggeration) as soon as he got here. It was obvious all along that his chronic hamstring problems were going to flare up and by the middle of the Rockies series any fool could see this was $5M down the drain.

As badly as the O’s need outfielders, even Elias has to know they need multiple dudes you can count on for 500 plate appearances, not a guy guaranteed five IL stints. If they do get cute and try a one-year, prove-it deal it will blow up spectacularly. It would be off the charts skullduggery to try to turn this mistake into any sort of redemption campaign. All the lemons.

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