For Jazz Chisholm Jr., the offseason silence on the New York Yankees‘ contract extension has been deafening, but he just made an announcement that has nothing to do with baseball and everything to do with a ring.

Jazz Chisholm Jr. and his present girlfriend, Anyssa Santiago, announced their engagement, and the whole internet is going crazy over this ‘ship’.

Anyssa Santiago posted a few pics with Jazz Chisholm Jr. on X and wrote, “My honey pie, aka future hubby.” Chisholm Jr. reposted with a dub.

“MacChisholm.”

Anyssa Santiago, known professionally as Ahna Mac, is a rising recording artist today. She is best known for songs such as Bed Head and Forever Sorry. Her track, Run It, has surpassed 1M streams and continues to gain listeners steadily. She graduated from Linden High School in 2018.

The $11.7 million second baseman finished 2025 with 31 homers, 31 steals, and .813 OPS. He recorded 4.2 WAR and earned his first Silver Slugger award. Even then, the Yankees appear lukewarm on an extension, and no talks have started yet.

Jazz Chisholm Jr and Ahna Mac now stand at a crossroads together, and fans are watching like it’s postseason baseball again.

Yankees fans hope this good news brings the best out of Jazz Chisholm Jr

The New York Yankees fan base has seen its fair share of plot twists, but this one feels oddly entertaining. At a time when contract talks feel colder than a Bronx April night, Jazz Chisholm Jr. somehow finds the spotlight again.

Jazz Chisholm Jr. posted career highs in 2025 despite the Yankees falling short again. A fan wrote, “My goat 40/40 next year,” and the internet smiled wide. Chisholm has progressed yearly with a 30-30 2025 season, and 2026 could unlock a potential 40/40 milestone. As his confidence rises after this life-changing news, he might build on his momentum next season.

Another fan commented, “My man stay winning,” and the reaction felt universal. The message captured both the congratulations and the belief that success follows Chisholm everywhere. With a new chapter starting, his supporters expect the wins to keep stacking naturally.

One fan joked, “This shit just made me want a shorty,” and everyone laughed. The comment showed a hint of envy but mostly admiration for Jazz Chisholm Jr. and Ahna Mac.

Fans quickly flooded the post with “Congratulations!!!” celebrating Jazz Chisholm Jr. and his fiancée. The simple comment reflected excitement and shared happiness across the Yankees and music communities.

“Congrats, Jazz, you guys are adorable,” wrote another. Just 5 days back, Chatter Box Tea reposted cute moments from Mac’s TikTok account, showing how cute MacChisholm can get with each other. Moments like this unite fans, blending enthusiasm for baseball achievements with personal milestones.

Jazz Chisholm Jr. and Ahna Mac now command attention both on social media and in baseball. Their engagement proves life off the field can capture headlines as fiercely as home runs. If momentum translates into performance, Yankees fans might finally see Chisholm earn the contract he deserves.