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The Red Sox had to answer to Alex Bregman’s wife before his three-year, $120 million deal was official earlier this month.
During a Thursday appearance on the “Section 10” podcast, Bregman explained a previous report that said his wife, Reagan, helped put together a 16-page document of questions for the organization amidst their negotiations.
“I think Reagan’s questions were about like, family life,” said Bregman, who did not confirm or deny the size of the document. “She’s actually in Boston right now. She called me and she said, ‘It’s 10 degrees right now, but I love it.”
“She’s pumped. She got into Harvard. She asked a bunch of questions about housing.”
Reagan, currently pregnant with the couple’s second son, is enrolled in Harvard’s executive business program, according to The Houston Chronicle.
The entrepreneur is the co-founder of Wild Sol, a salsa dip that’s infused with tequila — and an investor in the app Reffer, a life management app founded by NFL wives and players.
Alex and Reagan Bregman are just ready to win in Boston. pic.twitter.com/ve5yw3QmXx— Section 10 Podcast (@Section10Pod) February 27, 2025
The couple celebrated four years of marriage last November.
“And I asked a bunch of questions about what they’re thinking about winning,” Bregman said when asked about his questions to the Red Sox.
Both sides clearly were aligned.
“It was a resounding ‘hell yeah,’” Bregman said. “‘We’re tired of not making the playoffs, we want to make the playoffs.’ And I was like, ‘Sign me up.’”
Bregman — who spent the last nine years with the Astros and won World Series titles in 2017 and 2022 — emphasized Boston’s winning culture in his introductory press conference on Sunday.
“I’m a winning player. This is a winning organization,” he said, referring to his Red Sox teammates. “Those players are winning players. We have winning coaches here.
“I plan on winning here after talking with some of the guys over the last two days. I can see that there’s something special here.”
Left unsaid was if he had any questions about where he’d be playing: third baseman Rafael Devers has been adamant he won’t cede the position to Bregman.
Bregman also had offers from the Tigers for six years and $171.5 million with an opt out after 2026 — and the Cubs for four years and $120 million with opt outs after ’26 and ’27, according to MLB.com.
Bregman, a career .272 hitter, was an MLB All-Star in 2018 and 2019.
