Recent Red Sox Free Agent Target Called Out As Huge Bust By Insider

Boston is lucky that the hurler turned down their four-year offer
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The Boston Red Sox were rejected on their four-year offer to a star free agent pitcher last offseason, but that loss turned out to be a massive win for Boston.

After 2023 World Series champion Jordan Montgomery turned down the Red Sox offer, he was picked up by the Arizona Diamondbacks on a one-year deal that Arizona has almost certainly come to regret.

Montgomery has underperformed this season to the degree that The Athletic’s Jim Bowden labeled the 31-year-lefty the No. 2 biggest disappointment of the entire season in a piece published Friday.

“Jordan Montgomery was expected to get a lucrative free-agent contract last offseason, but after he turned down a four-year deal from the Red Sox, his market dipped dramatically and he ended up signing a one-year, $25 million contract with the Diamondbacks that included a vesting player option for a second year if he made 10 starts,” Bowden said.

“He managed to do that, but not much else. Montgomery reported to the D-Backs out of shape, didn’t make his first start until April 19 and ultimately wasn’t even a shell of the pitcher he’d been the past three seasons, posting a 6.23 ERA in 21 starts and four relief appearances. He’d be a fool to re-enter free agency after this disastrous season, so expect him to return to the Diamondbacks unless they trade him this offseason.”

The Red Sox dodged a bullet when Montgomery walked away from their deal. 

Now, Boston’s chief baseball officer Craig Breslow is tasked with creating new offers for pitchers that can benefit the club, a task that is far and away the most vital of the Red Sox’s offseason.

More MLB: Red Sox No. 10 Prospect Could Become 'Elite Starter,' Says Director Of Pitching


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Colin Keane
COLIN KEANE

Colin Keane is a contributing journalist for "Boston Red Sox On SI." Born in Illinois, Colin grew up in Massachusetts as the third of four brothers. For his high school education, Colin attended St. Mark's School (Southborough, MA), where he played basketball and soccer and served as student body president. He went on to receive a Bachelor of Arts in English Literature from Villanova University. Colin currently resides in Williamsburg, Brooklyn.