Ryan Helsley: Breaking News, Rumors & Highlights

St. Louis Cardinals News / St. Louis Cardinals on SI / December 27

Cardinals On Wrong Side Of 122-Year Obscure History

The St. Louis Cardinals were nowhere close to being the worst team in Major League Baseball in 2025. Even though the Cardinals sold at the trade deadline by shipping Ryan Helsley, Steven Matz, and Phil Maton out of town, they still finished right around .500 with a 78-84 record.

Baltimore Orioles News / MLB Trade Rumors / December 8

Orioles president discusses payroll, offseason targets

The Orioles have made a few moves this offseason but are still looking for a big rotation upgrade and an impact bat. President of baseball operations Mike Elias spoke to the media Monday about the club’s offseason and was asked if the O’s had enough spending capacity to address both needs via free agency.

Baltimore Orioles News / Baltimore Orioles on SI / December 6

Craig Albernaz gets honest about Orioles' Ryan Helsley signing

The Baltimore Orioles made arguably the biggest splash in MLB's free agent reliever market on November 29, when they signed Ryan Helsley to a two-year, $28 million deal that includes a player option after the 2026 season.

Cleveland Guardians News / Yardbarker Quizzes

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Detroit Tigers News / Detroit Tigers on SI / December 5

Tigers Reportedly Targeting Another Free Agent Reliever to Convert into Starter

The Detroit Tigers headed into the offseason with the defined goal of improving their pitching staff, both the bullpen and the starting rotation. With the way they have operated though, it seems they are determined to land a pitcher who is capable of doing either.

MLB News / Yardbarker

The 20 most significant MLB Rule 5 draftees

The Rule 5 draft, held annually at the winter meetings in December, never garners much fanfare, but it has been known to yield some noteworthy transactions.

Detroit Tigers News / Detroit Tigers on SI / December 4

Tigers Free Agent Miss Reveals Detroit Pursued Heavily Prior to Deal with AL Foe

The Detroit Tigers headed into the offseason looking to improve their pitching staff by any means necessary, and there has been some wild reporting on that pursuit thus far in the offseason.

MLB News / MLB Trade Rumors / December 2

Orioles sign Ryan Helsley

The Orioles have signed right-hander Ryan Helsley to a two-year contract that allows him to opt out after the 2026 season. It’s reportedly a $28MM guarantee for the Wasserman client, who’d also receive a $500K assignment bonus if he’s traded.

MLB News / Baltimore Orioles on SI / December 1

Ex-Orioles closer doesn't mince words on Ryan Helsley signing

When speaking during the MLB general manager meetings in Las Vegas in mid-November, Baltimore Orioles president of baseball operations Mike Elias was very clear about what he wanted to do with his bullpen heading into the 2026 season.

Baltimore Orioles News / Last Word On Sports / November 30

Newest Orioles Acquisition Provides High-Risk, High-Reward Value

The Baltimore Orioles reportedly signed right-handed relief pitcher Ryan Helsley on Saturday, according to Jeff Passan of ESPN. The deal runs for two years and is worth $28 million, or $14 million per year, pending a physical.

Baltimore Orioles News / Stadium Rant / November 30

The Baltimore Orioles Have A New Closer In Ryan Helsley

On Saturday, the Baltimore Orioles made their second move of the MLB offseason by agreeing to terms with Ryan Helsley on a two-year $28 million contract.

St. Louis Cardinals News / St. Louis Cardinals on SI / November 30

Cardinals Should Target St. Louis Native As New Closer With 2x All-Star Off Market

The St. Louis Cardinals were sellers at this year’s trade deadline, trading away relievers Ryan Helsley, Phil Maton and Steven Matz. Helsley, the reigning National League Reliever of the Year at the time, was their closer, and with him gone, the Cardinals shifted to Riley O’Brien.

MLB News / Yardbarker

The 25 greatest pitching seasons from the modern MLB era

America's favorite pastime has more memorable performances than any sport. As such, figuring out which pitchers had the best seasons ever is no easy task.

MLB News / Field Level Media / November 29

Reports: Orioles sign closer Ryan Helsley to 2-year contract

Veteran right-handed closer Ryan Helsley has signed a two-year, $28 million contract with the Baltimore Orioles, multiple sources reported on Saturday afternoon.

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Baltimore Orioles News / Last Word On Sports / November 29

Report: Orioles Ink a New Closer to Two-Year Deal

The Baltimore Orioles are signing closer Ryan Helsley to a two-year contract, according to ESPN’s Jeff Passan. The deal, pending a physical, is worth $14 million a year, with an opt-out after the first year.

MLB News / Just Baseball / November 29

Baltimore Orioles Take a Smart Gamble, Sign Ryan Helsley to $28 Million Deal

The closer market is moving in free agency! First, Raisel Iglesias re-signed with the Atlanta Braves on a one-year deal, and now Ryan Helsley finds a new home in Baltimore.

MLB News / Bluejaysnation / November 29

Orioles sign closer Ryan Helsley

One closer is off the market for the Toronto Blue Jays. On Saturday afternoon, ESPN’s Jeff Passan reported that the fellow American League East team agreed to a two-year deal with the hard-throwing right-handed pitcher.

Baltimore Orioles News / Larry Brown Sports / November 29

Orioles sign former All-Star pitcher in free agency

The Baltimore Orioles made their first big swing of free agency by bringing in an All-Star reliever. The Orioles are signing Ryan Helsley to a contract, according to ESPN’s Jeff Passan.

MLB News / Yardbarker / November 29

Orioles hope veteran closer can return to All-Star form with recent signing

He a two-time All-Star who has saved 105 games to the tune of a 2.96 ERA over seven seasons, but he's coming off a rough Mets stint.

Orioles could make up for recent lackluster offseasons by doing this

Yankees reportedly identify backup plan for their outfield

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Details emerge on Francisco Lindor's alleged incident with Mets teammate

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MLB News / MLB Trade Rumors / November 29

Orioles fulfill one of their offseason goals with Ryan Helsley signing

The Orioles have signed right-hander Ryan Helsley to a two-year contract.

Orioles could make up for recent lackluster offseasons by doing this

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MLB News / Detroit Tigers on SI / November 26

Acquiring Free Agent Ryan Helsley Could Be a Win-Win for Tigers

The Detroit Tigers are among several franchises across the nation that could be potential landing spots for free agent reliever Ryan Helsley. Having spent the majority of his career with the St.

MLB News / MLB Trade Rumors / November 25

Cubs among 'roughly 15 teams' with interest in Ryan Helsley

It seems Helsley has heard from half the league.

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New York Mets News / New York Mets on SI / November 25

Ryan Helsley calls out 'obvious' reason for struggles with Mets

New York Mets fans don't need to be reminded that the trade deadline deal that brought former St. Louis Cardinals closer and 2024 NL Reliever of the Year Ryan Helsley to Queens did not work out as intended.

MLB News / MLB Trade Rumors / November 23

Tigers among teams interested in Ryan Helsley as starting pitcher

Ryan Helsley is drawing interest from clubs as a starting pitcher, and the Tigers are among the teams who have spoken to him about a possible move to the rotation according to a report from Ken Rosenthal, Cody Stavenhagen, and Katie Woo of The Athletic.

New York Mets News / New York Mets on SI / November 15