Baltimore Orioles second baseman Jackson Holliday has experienced a remarkable turnaround in the 2025 season, building on a challenging rookie year. Although he did not make the All-Star roster, his performance has significantly improved, hitting .259 with 12 home runs and nine stolen bases after a .189 average last season. During the Jackson Holliday All-Star break, he is prioritizing quality time with his wife Chloe amid a demanding baseball schedule.
Chloe Holliday, who has been a steadfast presence since their high school days in Stillwater, Oklahoma, shared a glimpse of their relaxing time together. On Wednesday, she posted a mirror selfie capturing a serene moment at home: Chloe wearing an oversized “Little Miss Wifey” T-shirt, with Jackson smiling shirtless and casually sporting a backward cap while embracing her. This image highlights the couple’s strong bond off the field during the break.
Support System and Family Ties Deepen Jackson and Chloe’s Relationship
Married since January 2024, Chloe has remained a key source of support for Jackson, attending both his minor and major league games alongside their bernedoodle, Coconut. Their relationship has gained admiration from Jackson’s mother, Leslee Holliday, who praised the couple in the February 2025 <a href="https://www.buzzineintl.com/category/baseball/mlb/”>MLB publication, The Pursuit: A Jackson Holliday Story.
“I am a big fan of Jackson and Chloe and their relationship,” she said. “She is quiet and really strong and a great teammate. I love watching them do life together. They are a great team.” —Leslee Holliday, mother of Jackson Holliday
Leslee also emphasized the broad, welcoming nature of their family environment, describing it as an extended village that includes friends, teammates, and their families, reflecting the importance of unity both on and off the field.
“Our family is expanding,” she added. “We have all kinds of people staying with us. I am a mom of many. Family is very important to us, and it has a very broad definition. The guys in the clubhouse and their wives and their kids, it is a village. It is a family that extends beyond your last name.” —Leslee Holliday, mother of Jackson Holliday
The Holliday Legacy Continues with Jackson’s Brother Ethan’s MLB Draft Selection
The Holliday family received exciting news recently when Jackson’s younger brother, Ethan, was picked No. 4 overall by the Colorado Rockies in the 2025 MLB draft. This development adds to the family’s strong baseball pedigree, continuing the legacy built by Jackson and their father, Matt Holliday. With both brothers now firmly positioned in professional baseball, the family’s passion and commitment to the sport remain as vibrant as ever.
Jackson’s progress during the Jackson Holliday All-Star break, combined with the family’s expanding presence in the major leagues, underscores a promising future for the Holliday name in baseball. Their close-knit support system and evolving career milestones point to continuing success on and off the field.
Our Reader’s Queries
Q. Will Jackson Holliday be called up?
A. The Baltimore Orioles are about to start the Jackson Holliday chapter. On Wednesday, the team brought up the talented 20-year-old infielder from Triple-A Norfolk. Holliday is ranked as MLB Pipeline’s top prospect. To clear space for him, they designated infielder/outfielder Tony Kemp for assignment.
Q. Is Jackson Holliday being called up?
A. Mateo shared playing time with Jordan Westburg, who also shares third-base duties with Ramon Urias. Holliday, who was the top pick in the 2022 draft, quickly advanced through the minor leagues. On April 10, he was called up to join the Orioles’ talented group of young athletes.
Q. Why is Jackson Holliday #7?
A. Many years before Holliday was even born, that jersey number was worn by Cal Ripken Sr., a well-known Orioles coach. Billy, Cal Sr.’s son, was the last to wear it in 1988. Although the team hadn’t retired it, they chose not to assign it to another player.