Oct 20, 2026 5:26 PM
For the second straight season, the Red Sox were in the second tier of the luxury tax. Is a third in store?
RedSoxRoundtable's Zach Coe and David Azer discuss the difficult spot the Red Sox find themselves in as they look to build a contender in 2027 on the 'Entering Kenmore' Podcast. Subscribe on YouTube! Be sure to join our FREE community over on RedSoxRoundtable.com!More Videos
The Boston Red Sox season once again ended in disappointment in the Bronx as Boston was swept out of the postseason by the New York Yankees. The Red Sox now enter a crucial offseason, hoping to build a team that can contend for its first World Series title in nine years- the longest World Series drought since 2004- but how much money will they have to spend to do it?
Of course, there is no salary cap in baseball... for now, so theoretically, Red Sox Chief Baseball Officer Craig Breslow can spend as much money as John Henry and ownership allow. However, a closer look at the team's 2026 spending suggests it may not be as much as fans would hope.
According to Red Sox Payroll on Twitter/X, Boston finished the season with a $268.42 million payroll. That figure puts Boston $24.42 million over the $244 million luxury tax threshold, meaning they finished above the second tax threshold for the second consecutive season. According to Spotrac, the Red Sox will owe just over $9 million in luxury tax penalties.
According to Red Sox Payroll, Boston has already committed $267.98 million to the 2027 payroll before making any roster additions. A third season over the second luxury tax threshold triggers additional penalties for ownership, including a 50 percent charge for every dollar spent over the luxury tax, plus at least a 12 percent surcharge for being over the second threshold.
Who are the Red Sox spending all their money on?
Given that the Red Sox have no shortage of young, cost-controlled players and have fallen well short in each of the last two years, it may shock some that the team has so much money committed to its 2027 roster before making any additions. However, Boston has plenty of money tied up in players that contributed very little, if anything, in 2026, including $48.83 million committed to Trevor Story, Masataka Yoshida, and Kristian Campbell.
Sep 14, 2025; Boston, Massachusetts, USA; Boston Red Sox shortstop Trevor Story (10) high-fives left fielder Masataka Yoshida (7) after a game against the New York Yankees at Fenway Park. Brian Fluharty-Imagn ImagesBoston's salary figure is also slightly inflated by the eight-year, $130 million extension Roman Anthony signed last summer, which brings his luxury tax hit to $16.25 million annually, rather than the pre-arbitration figure a player with similar service time would be owed.
Finally, there are arbitration projections, the heftiest of which comes from Jarren Duran, who, according to MLB Trade Rumors, is expected to make $11 million in his third year of arbitration.
Will the Red Sox go over the luxury tax threshold in 2027?
Here's where things get tricky for the Red Sox. No one can predict what the sport's landscape will look like after the imminent lockout. If owners get their wish, spending will be capped, and Boston may have to cut money to duck under a salary cap. If the sides reach an agreement with no cap or floor, the luxury tax thresholds and penalties may be entirely different from the current system.
That said, the last time the Red Sox exceeded the luxury tax threshold in three consecutive seasons was 2004-2007, when they did so in four straight years. It seems almost impossible that the team would be able to shed the $24 million needed to get under the threshold and reset the tax, at least before the season starts (luxury tax penalties aren't determined until the season ends, so a theoretical trade deadline sell-off could get the team under the threshold), especially if the goal is to continue to build on the first back-to-back postseason appearances since 2016-18.
Regardless of what the sport's financial landscape looks like when the labor dispute ends, Breslow will have to get seriously creative to improve his team while remaining mindful of salary implications.
Of note
Looking for more on the Red Sox needs heading into the offseason? Zach Coe and David Azer are back on the 'Entering Kenmore' Podcast discussing how close Boston is to winning a World Series, whether the 2026 season was a success, and whether fans should have faith in Craig Breslow's ability to build a World Series contender. Check it out wherever you get your podcasts, or in the YouTube player below:
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