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Inside The Red Sox

Red Sox Superstar Gets Strange $172 Million Free Agency Projection

Does this contract make sense for anyone?
May 24, 2014; St. Petersburg, FL, USA; Boston Red Sox helmet lays in the dugout against the Tampa Bay Rays at Tropicana Field. Mandatory Credit: Kim Klement-Imagn Images
May 24, 2014; St. Petersburg, FL, USA; Boston Red Sox helmet lays in the dugout against the Tampa Bay Rays at Tropicana Field. Mandatory Credit: Kim Klement-Imagn Images | Kim Klement-Imagn Images

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It's officially free agency projection season, and although no one knows what contract figures are being discussed behind closed doors, every million-dollar unit feels consequential.

For the Boston Red Sox, the obvious No. 1 storyline is third baseman Alex Bregman, Entering his age-32 season, the three-time All-Star opted out of his deal with Boston last week in favor of testing the market for a second offseason in a row.

We know that the Red Sox were happy to pay Bregman $40 million per year (with heavy deferrals) if it was only a three-year commitment. That same approach might not get the deal done this time, but how much the Red Sox's calculations have changed remains to be seen.

Bregman's newest projected contract is puzzling

Alex Bregman
Sep 9, 2025; West Sacramento, California, USA; Boston Red Sox third baseman Alex Bregman (2) fields grounders before the game against the Athletics at Sutter Health Park. Mandatory Credit: Sergio Estrada-Imagn Images | Sergio Estrada-Imagn Images

With all that uncertainty floating around, insider Jon Heyman projected Bregman's next contract on Monday. But his year/dollar combination (seven years, $172 million) seemed as if it would somehow be a disappointment for both sides, regardless of which team did the deal.

"He helped himself with a nice year in Boston, which almost has to bring him back," wrote Heyman. "He’s that good a fit. The Tigers, Jays, Mariners and possibly Phillies and Cubs also could make sense. $172M, 7 years."

We know the Detroit Tigers offered Bregman six years, $171.5 million last winter, so this deal would represent a pretty sizable dip in average annual value for the player. But if teams are hesitant to offer six years for Bregman a year ago, why would they suddenly be ready to offer seven a year later, especially after a quad injury affected his availability?

Bregman was fantastic for 2 1/2 months of his Red Sox tenure, then subpar for the final month-plus. All of that added up to an .821 OPS, 3.4 WAR, and 18 home runs in 114 games.

It would be very strange if that good-not-great season was Bregman's only cameo in a Red Sox uniform. If that $172 million figure winds up being accurate, though, it's far from guaranteed he winds up back in Boston.

More MLB: Red Sox's Sneaky Trade Deadline Target Sparks Offseason 1B Possibility

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Jackson Roberts
JACKSON ROBERTS

Jackson Roberts is a former Division III All-Region DH who now writes and talks about sports for a living. A Bay Area native and a graduate of Swarthmore College and the Newhouse School at Syracuse University, Jackson makes his home in North Jersey. He grew up rooting for the Red Sox, Patriots, and Warriors, and he recently added the Devils to his sports fandom mosaic. For all business/marketing inquiries regarding Boston Red Sox On SI, please reach out to Scott Neville: scott@moreviewsmedia.com