Boston Red Sox pull off eye-catching signing with former Yankees prospect

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Boston Red Sox pull off eye-catching signing with former Yankees prospect
Boston Red Sox Signing News

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Boston Red Sox adds a former Yankees draft pick on a minor league deal with a Spring Training invite.

The move adds depth and intrigue amid a quiet AL East offseason.

Boston Red Sox may not have dominated offseason headlines with blockbuster acquisitions, but they have quietly made a move that has drawn attention across the American League East.

In a division where every marginal upgrade can matter, Boston has added a familiar name by signing left-handed pitcher T.J. Sikkema, a former New York Yankees first-round draft pick.

The move stands out not because of its financial weight, but because of the context surrounding it. The Yankees, Boston’s fiercest rival, have endured an unusually subdued offseason, frustrating a fanbase accustomed to aggressive roster upgrades.

That frustration is only amplified by the fact that the Red Sox, who have also remained relatively quiet, were the ones to bring in a former Yankees prospect with a notable pedigree.

Boston Sox add former first-round pick to pitching depth

T.J. Sikkema was originally selected by New York Yankees with the 38th overall pick in the 2019 MLB Draft after an impressive collegiate career at the University of Missouri.

At the time, he was viewed as a polished left-hander with starter upside, capable of moving quickly through a farm system.

Boston’s decision to bring him in comes via a minor league contract that includes a non-roster invitation to Spring Training.

While the signing does not guarantee a major league role, it gives Boston Red Sox an extended look at a pitcher who once carried significant expectations.

A journey through multiple organizations

Sikkema’s professional career has been anything but linear. After spending several seasons in New York Yankees’ minor league system, he was traded to the Kansas City Royals in July 2022 as part of the deal that sent Andrew Benintendi to New York. The change of scenery, however, did not immediately lead to a breakout.

Since turning pro, Sikkema has struggled to consistently translate his college dominance into sustained success at higher levels of professional baseball.

Despite showing flashes of effectiveness, he has yet to fully establish himself as a dependable option in any organization.

2025 season performance and current outlook

During the 2025 season, T.J. Sikkema pitched within the Cincinnati Reds organization, splitting time between Double-A and Triple-A.

Across 23 appearances, including 15 starts, he recorded an 8-4 record with a 4.57 ERA and 72 strikeouts. The numbers reflect a pitcher who can contribute innings but is still searching for consistency.

Boston Red Sox is betting that a fresh environment and organizational reset could help unlock more from the 27-year-old left-hander.

“Boston signed Sikkema, a 27-year-old left-handed pitcher, to a minor league deal,” Christopher Smith wrote for MassLive. “New York selected him 38th overall in 2019 out of Missouri. New York Yankees traded him and two other minor league pitchers to the Royals for Andrew Benintendi on July 27, 2022.”

While not a headline-grabbing move, the signing reflects Boston’s ongoing effort to rebuild pitching depth and explore low-risk, potential-reward options.