In 2022, Holliday finished high school and proposed to Chloe while they were on a trip to Mexico that December. The same year, the Orioles had selected Jackson as the first pick in the MLB draft ...

Through all the ups and downs of the season, Jackson Holliday's wife, Chloe, was right there by his ... time towards the end of the season, as the New York Yankees beat them to the AL East title ...