Orioles agree to two-year deal with Ryan Helsley, sources say

Closer Ryan Helsley and the Baltimore Orioles are in agreement on a two-year, $28 million contract that includes an opt-out after the first season, sources told ESPN, continuing the remaking of Baltimore’s beleaguered pitching staff with one of the most sought-after relievers on the free agent market.

While multiple teams sought to sign Helsley as a starter, the 31-year-old right-hander chose to remain in the role that made him a two-time All-Star and will hand him the ninth inning for the Orioles while retaining the ability to reach the open market after 2026.

Helsley, whose deal is pending a physical, is the second bullpen addition of the winter for Baltimore, which reacquired right-hander Andrew Kittredge from the Cubs after dealing him to Chicago at the trade deadline. With a moribund pitching staff, the Orioles went 75-87 and finished in last place in the American League East after consecutive postseason berths.

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Orioles president of baseball operations Mike Elias trawled the free agent market for a late-inning option and landed on Helsley, who over his seven-year career has a 2.96 ERA in 319⅔ innings with 377 strikeouts, 133 walks and 105 saves.

Among the lowest points were the final two months of Helsley’s 2025 season, when, following a deadline deal from St. Louis to the New York Mets, he posted a 7.20 ERA and allowed 36 baserunners in 20 innings. Coming off an All-Star showing for St. Louis in 2024, which included a National League-leading 49 saves and a 2.04 ERA, Helsley saved 21 games with a solid 3.00 ERA for the Cardinals before the deadline, when he was sent to the Mets for three prospects.

Acquired to deepen a New York bullpen anchored by closer and fellow free agent Edwin Diaz, Helsley struggled badly during his time with the Mets. He blew saves in three straight appearances in mid-August and spent most of the past month working in low-leverage situations as New York collapsed down the stretch and missed the postseason.

Baltimore saw more noise than signal in Helsley’s downturn and is banking on Helsley’s stuff — which pitch-quality metrics rate as some of the best in the game — returning him to dominance. Helsley deploys one of baseball’s hardest fastballs, which averaged 99.3 mph in 2025, according to Statcast, ranking in the 99th percentile of all pitchers.

With incumbent closer Felix Bautista expected to miss the 2026 seasons following rotator cuff and labrum surgeries in August, the Orioles entered the winter with only right-hander Yennier Cano and left-hander Keegan Akin as veteran bullpen options. Beyond Helsley and Kittredge, Baltimore could add another reliever, sources said. The Orioles’ need for pitching help isn’t limited to their bullpen, either. Following the trade of Grayson Rodriguez to the Los Angeles Angels for left fielder Taylor Ward, Baltimore continues to pursue starting-pitching options to join left-hander Trevor Rogers and right-hander Kyle Bradish at the top of their rotation, sources said.

A fifth-round pick out of Northeastern State in Oklahoma, Helsley was a full-time starter throughout the minor leagues until he joined the Cardinals’ big league roster. From 2022 to ’24, he was arguably the most valuable reliever in the NL, alongside right-hander Devin Williams, a free agent with whom the Orioles spoke as well.

ESPN’s Bradford Doolittle contributed to this report.