As the dust settles from the World Series and the chill of winter creeps in, the MLB offseason is about to ignite with whispers, deals, and blockbuster trades. For the Boston Red Sox, this is prime time to strike— they’re poised to dive headfirst into the free agent frenzy and trade talks, with elite pitching topping their wishlist like a holiday must-have.

Remember that near-miss at the trade deadline? Boston came oh-so-close to snagging Minnesota Twins starter Joe Ryan, and insiders are buzzing that the Sox might circle back to seal the deal this winter. Sure, it’s not etched in stone that Ryan’s on the block, but if he is? He’d slot in perfectly as the No. 2 arm behind Garrett Crochet, forming a killer trio with the rising Brayan Bello. Imagine that rotation slicing through lineups—deadly doesn’t even cover it.
But here’s the kicker: If the Twins decide to dangle Ryan, expect a feeding frenzy. Teams will line up, and Minnesota’s haul could be massive. Yet, according to a juicy mailbag from Red Sox beat writer Jen McCaffrey at The Athletic (grab a subscription for the full scoop), the price tag isn’t as sky-high as you’d think. Twins insider Dan Hayes spills that Minnesota’s eyeing just two top-50 prospects: one with solid mid-ceiling potential and another high-upside lottery ticket. And get this—they’re not hungry for outfielders, even after their deadline shake-up, so fan favorites like Jarren Duran and Wilyer Abreu stay safely in Fenway. McCaffrey floats a tantalizing package: Boston’s top prospect Franklin Arias paired with 2025 first-rounder Kyson Witherspoon. Boom—deal done?
Don’t let the Red Sox’ farm system fool you. Sure, it’s not the MLB elite anymore with studs like Roman Anthony, Marcelo Mayer, and Kristian Campbell graduating to the bigs, but the depth is still drool-worthy. No. 8 prospect Mikey Romero, an infielder without a clear runway in Boston? Prime trade bait. Kristian Campbell’s name has popped up in rumors too. And down in the minors? Pitching prospects galore—think Brandon Clarke, Marcus Phillips, Anthony Eyanson, Yordanny Monegro, and more. The Sox could flip these without batting an eye, matching Minnesota’s needs spot-on.
Now, let’s talk Ryan—the guy’s a certified ace. In 2025, he dominated as Minnesota’s top dog: a sparkling 3.42 ERA, a razor-sharp 1.04 WHIP, 194 strikeouts against just 39 walks, and a jaw-dropping 4.97 K/BB ratio over 171 innings. With two years of team control left, he’s a steal compared to, say, Tigers fireballer Tarik Skubal, who’s hitting the market a year from free agency and could command a king’s ransom in both trade cost and extension bucks. Ryan? Affordable to acquire, extendable if he vibes in Boston, and ready to anchor that rotation now.
Red Sox fans, this is your wake-up call: Your team has the prospect firepower to pull this off without gutting the future. No excuses, no hesitation—jump on this before rivals swoop in. The Twins’ ask? It’s not a demand; it’s a gift-wrapped opportunity. Make the call, Boston. Your rotation—and your playoff dreams—depend on it.