5 Under-the-Radar Free Agents the Red Sox Should Target in 2025 | Winter Meetings Preview (2026)

The Boston Red Sox have some big decisions to make at the Winter Meetings, and it's not just about the big-name free agents. While the spotlight shines on potential blockbuster signings, there are some under-the-radar players who could be perfect fits for the team's needs. Here are five free agents that the Red Sox might want to consider, each with their own unique appeal:

1. Rhys Hoskins, First Baseman: The Red Sox may be looking for a reliable backup for Triston Casas at first base. Enter Hoskins, a seasoned veteran with a proven track record. Despite a thumb injury in 2025, he maintained a solid batting average and impressive on-base percentage, showcasing his ability to draw walks. While he might not be at his peak, he could provide valuable depth and mentorship for younger players.

2. Harrison Bader, Outfielder: The Red Sox's outfield situation is a tricky one, with potential trades and a surplus of talent. Bader, a right-handed batter, could be the solution to balance the lineup. His career numbers against left-handed pitchers are impressive, and his defensive skills are top-notch, as evidenced by his Gold Glove award. But here's where it gets controversial—should the Red Sox invest in a multi-year deal for Bader when they already have a crowded outfield? It's a delicate balance between strengthening the defense and managing the roster effectively.

3. Ha-Seong Kim, Infielder: With the possibility of losing Alex Bregman, the Red Sox may need to bolster their middle infield. Kim, a South Korean veteran, could be the answer. Despite a down year in 2025, he has a history of strong performances with the Padres. His decision to turn down a significant player option suggests a belief in his abilities. If he can recapture his 2023 form, he'd be a valuable asset, offering both offensive production and speed on the basepaths.

4. Willi Castro, Infielder: Another middle-infield option, Castro provides versatility and switch-hitting capabilities. While he hasn't had a breakout season like Kim, he was an All-Star in 2024 and has shown flashes of brilliance. His ability to play multiple positions could be a valuable asset for the Red Sox, especially if they need to fill gaps in their lineup.

5. Taylor Rogers, Left-handed Pitcher: The Red Sox's bullpen needs reinforcement, particularly from the left side. Rogers, a seasoned lefty, has a knack for strikeouts and possesses a diverse pitch arsenal. His sweeper and sinker have been effective weapons, and his whiff rate is impressive. But the question remains—in a market with limited lefty options, how much will the Red Sox need to invest to secure a top-tier reliever like Rogers?

As the Winter Meetings approach, these under-the-radar free agents present intriguing possibilities for the Red Sox. Each player offers unique skills and potential solutions to the team's needs. And this is the part most people miss—sometimes, the hidden gems can make all the difference in building a championship-caliber roster. What do you think? Are these players worth pursuing, or should the Red Sox focus on other areas? Share your thoughts and let's spark a conversation about the team's future!

5 Under-the-Radar Free Agents the Red Sox Should Target in 2025 | Winter Meetings Preview (2026)

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