Boston Red Sox star Alex Bregman and his wife Reagan Howard turned social media into a celebration on September 28, 2025, as the couple shared a special family moment following Boston’s dramatic 4-3 Wild Card-clinching win over the Detroit Tigers. For Bregman, the victory not only marked a long-awaited postseason return for the Red Sox—their first since 2021—but also the first October baseball for his five-month-old son, Bennett “Benny” Matthew.
Reagan captured the moment on Instagram, posting a heartwarming story of Alex holding Benny in the stands. Dressed in a tiny grey jumpsuit, the little one looked cozy in his father’s arms as Bregman sported his “Red Sox October” t-shirt and cap, soaking in Fenway’s electric playoff atmosphere. “Benny’s first postseason!! LFG,” Reagan wrote over the clip, a joyful nod to the family’s journey through baseball highs and parenthood milestones.
Benny, born April 16, 2025, joins big brother Knox Samuel, who arrived in 2022, in what fans are calling the “Bregman brood.” Married since 2020, Alex and Reagan have balanced life on and off the field, growing their salsa brand while embracing the unpredictable, rewarding nature of raising two young boys. Reagan has often described family life as “messy & fulfilling,” and her latest post captured that energy perfectly.
The celebration comes as Bregman continues to deliver for Boston, closing the regular season with a .273 batting average, 18 home runs, and his trademark Gold Glove-caliber defense at third base. For many Red Sox fans, the sight of their new star savoring postseason baseball with his family symbolized a fresh chapter of hope and resilience, especially after his high-profile trade from Houston.
Cheers poured in from fans, who praised not only Bregman’s clutch play but also the heartwarming family moment. As one comment summed it up: “Baseball, family, and October magic—nothing better.”
