Masataka Yoshida Has Become A Real Red Sox Offseason Dilemma

The Boston Red Sox face a tough decision with Masataka Yoshida as they consider their options amidst his hefty contract and roster fit concerns.

Masataka Yoshida’s future in Boston is suddenly looking shaky, and the reason is simple: the Red Sox have too many moving pieces in the outfield and too little room for an expensive bat that no longer has a clear home.

MassLive.com’s Chris Cotillo raised the possibility on Tuesday while sorting through Boston’s crowded outfield situation, writing that Yoshida “looks like a goner” this offseason. Cotillo added, “Yoshida, due $18 million next season, looks like a goner after another subpar year. He is not without value but simply doesn’t fit on this Red Sox roster, so the club might try to trade him again (something they haven’t had luck with before) or simply cut bait.”

That does not mean a return is impossible. Cotillo’s comment came in the middle of a larger discussion about Boston’s outfield, where injuries or other roster changes could alter the picture quickly. There are plenty of variables still in play, including the possibility that the Red Sox try to move other outfielders or find no takers for Yoshida at all.

Still, the contract is hard to ignore. Boston signed Yoshida to a five-year, $90 million deal before the 2023 season, and he came out hot as a rookie, appearing in 140 games and hitting .289/.338/.445 with 15 home runs and 72 RBIs in 2023.

Since then, the availability has dropped off sharply. He played 108 games in 2024, 55 in 2025 and just 87 in 2026.

Yoshida is set to make $18.6 million in 2027, and that price tag complicates everything. He can still provide contact at the plate when healthy, the kind of profile that could fit near the top of a lineup. But his defensive value is limited, and while he can handle the corner outfield spots, Boston has mostly used him as a designated hitter over the last three seasons.

That creates the central problem for the Red Sox: the bat has value, but the contract is heavy, and his recent track record doesn’t make it easy to sell another team on taking it straight up. The article makes clear that no club is likely to absorb that money without Boston helping the deal along, either by kicking in cash or including a blue-chip prospect.

Boston has already navigated a deal like that before. The Red Sox moved Jordan Hicks, David Sandlin and some cash to the Chicago White Sox last offseason in order to get right-hander Gage Ziehl. If Yoshida is dealt, it would likely take that sort of structure.

He was already mentioned as a trade candidate last offseason, but with two years left on the contract then, the idea never felt especially realistic. Now he has one year remaining, which gives Boston a better chance to find a partner if it is willing to pay down the salary and possibly add a prospect to the package.

If a trade never materializes, the other option would be to cut him loose. If the Red Sox designated him for assignment and he cleared waivers, Boston would still be responsible for the money.

For now, Yoshida does not appear to have a real path to playing time in Boston. And based on the way the roster is built, moving on this winter looks like it might make sense for both sides.

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