New York, NY – While the 2025 season just ended with a painful loss in the postseason, the New York Yankees star just made the public explode with a very emotional personal announcement: he is engaged to longtime girlfriend Anyssa Santiago — a hopeful personal turning point in a stressful period of his career.
In the newly released photos, the couple holds hands tightly, eyes shining, and the caption “Da Parents – See y’all at our wedding next year” has fans in a frenzy, making this information one of the most widely shared personal news of the off‑season.
Last season, Chisholm exploded: he joined the “30/30 club” with 31 home runs + 31 stolen bases, marking one of the best seasons of his career. Batting .242, OBP .332, OPS .813 in 130 games — all clearly showing rare explosive power, speed and power.
But besides the achievements, Chisholm also has to bear a psychological burden: 2025 is the last year of his contract before he becomes an unrestricted free agent, and so far there has been no sign of an extension from the Yankees.
In that context, the announcement of his engagement — with its personal, emotional color — is like a “spiritual medicine”, helping Chisholm regain balance, hope and motivation at a crucial time in his career.
Chisholm and Anyssa Santiago chose the offseason to greenlight a new journey: not just as players, but as companions and life partners. “Love makes us stronger, turns pressure into motivation,” — many fans commented after seeing their happy pictures.
By going public with their relationship and marriage plans, Chisholm sends a strong message: no matter how harsh the field is, life outside of baseball can still bring confidence — something that can not only help him overcome failures, but can also resurrect stronger next season.
The Yankees community — from fans to analysts — is closely watching: Will Chisholm receive a contract extension after entering married life? Will this personal step turn into a launching pad for an explosive 2026 season?
Many believe: “A peaceful mind, a loving heart — that’s when a player knows how to turn pressure into motivation.”
With 30/30, with engagement, with the desire to protect his future in the Bronx — Jazz Chisholm Jr. is at the most important crossroads of his career. And if all goes well, next season could be the start of a new chapter — not just for him personally, but for the Yankees.
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