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Why Red Sox must sign Jordan Montgomery amid disappointing offseason

The Red Sox need to sign Jordan Montgomery.

Fans of the Boston Red Sox are shaking their heads about current free agency season because the team hasn’t had much success in recent years. The New York Yankees and Baltimore Orioles are both improving this winter, making the American League East perhaps the most competitive baseball division. The Boston Red Sox? They haven’t really done much, really.

The team sent Alex Verdugo to the Yankees and dealt Chris Sale to the Atlanta Braves. In exchange for rookie infielder Vaughn Grissom in the Sale deal, they signed Lucas Giolito in free agency and traded for power-hitting outfielder Tyler O’Neill from the St. Louis Cardinals. That’s pretty much it.

Pitching is certainly needed by the Red Sox. Giolito had a very bad 2023 season and isn’t exactly reliable. After Sale left, James Paxton joined with the Los Angeles Dodgers, where he essentially became their ace. The other arms in their rotation are Kutter Crawford, Tanner Houck, Brayan Bello, and Garrett Whitlock.

The best starter still available on the free market is Jordan Montgomery, and Boston ought to go out and get him.

Why Red Sox must sign Jordan Montgomery

After spending a lot of time elsewhere last season, Montgomery joined the Texas Rangers in the second half and contributed to their World Series victory. Between stints with the Cardinals and the Rangers, the left-hander went 10-11 with a 3.20 ERA in 32 starts, walking 48 and striking out 166 in 188.2 innings. Montgomery was a workaholic with both ball clubs every sixth day.

The former Yankee has been garnering a ton of interest on the open market, with the Red Sox, Angels, Giants, and Phillies among the teams eyeing Montgomery, while Texas is very much in the mix for him, too. But for the Red Sox, he must be a priority. Although Montgomery has never been the ace of a staff, he could develop into just that for Alex Cora because let’s be honest, they don’t exactly have a No. 1 option, anyway.

The veteran has a 3.68 ERA across his career with seven years of service. He made 11 starts during the regular season with Texas, compiling a 2.79 ERA. He was also very dominant in the postseason. In addition to being a star player for the Red Sox, Montgomery has a history of success in the postseason should Boston advance.

But there’s a point to be made about this. It is highly possible that Montgomery will command a high price, and the Red Sox do not exactly have the cap space. In order to really sign Montgomery, Boston would probably need to try to trade closer Kenley Jansen and his $16 million salary, as insider Jon Morosi pointed out last week. Your action Breslow, Craig.

It’s true that Boston, which will have a salary of $180 million next season, needs to trade one player in order to make room for a new signing. This is a franchise that has no shortage of cash and ticket prices that are increasing. It’s one of the things that makes fans so irate and frustrated at the moment.

However, by persuading Jordan Montgomery that he ought to be pitching in Boston come Opening Day, the Red Sox can preserve their reputation. He would have the opportunity to lead a staff and be their ace. Most likely, that won’t occur somewhere else. Will Montgomery’s decision to make the Red Sox his new home be sufficient? Time will tell.

If not, it might be a difficult year for the Boston starting rotation. They would at least have more success with him.

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