History of Jackson Holliday in Timeline

By Popular Timelines Editorial Team · Updated: March 28, 2026

Jackson Holliday is a professional baseball infielder currently playing for the Baltimore Orioles in MLB. Drafted first overall by the Orioles in 2022, he made his major league debut in 2024. Notably, he is the son of former MLB All-Star Matt Holliday, carrying on a legacy in professional baseball.

Sections (1)

Full Timeline

1900: Start of Modern Era

Since 1900 (MLB's Modern Era), the game on August 3, 2025 was the first time a team started at least three players whose given name or surname was Jackson.

December 4, 2003: Jackson Holliday's Birth

On December 4, 2003, Jackson Matthew Holliday was born. He is the son of former MLB All-Star Matt Holliday.

Others born on this day/year

2010: Previous Hits Record

In 2010, J.T. Realmuto set the previous national record for hits in a season for an amateur player with 88, before Jackson Holliday broke it in 2022.

2021: High School Junior Year

In 2021, as a junior at Stillwater High School, Holliday had a .501 batting average with six home runs and 50 RBIs. He was named the Central Oklahoma Athletic Conference Defensive Player of the Year and played in national events like the Perfect Game All-American Classic. He was also named to USA Baseball's 18-and-under team.

December 28, 2022: Engagement

On December 28, 2022, Jackson Holliday got engaged to his girlfriend, Chloé Cox.

2022: Drafted by the Orioles and MLB Debut

In 2022, Jackson Holliday was selected first overall by the Baltimore Orioles in the MLB draft.

2022: Record-Breaking Senior Year

In 2022, during his senior year, Holliday batted .685 with 17 home runs, 79 RBIs, 29 doubles, and 30 stolen bases. He set a national record for hits in a season for an amateur player with 89. He was also named the Oklahoma Gatorade Baseball Player of the Year and awarded an ABCA/Rawlings Gold Glove.

2022: MLB Draft and Professional Debut

In 2022, the Baltimore Orioles selected Jackson Holliday with the first overall pick in the Major League Baseball draft. He signed with the team for $8.19 million and made his professional debut on August 11 with the Rookie-level Florida Complex League Orioles. He was later promoted to the Delmarva Shorebirds and batted .297 with one home run and nine RBIs over twenty games.

2023: Minor League Season and Award

In 2023, Jackson Holliday began the season with the Shorebirds and was promoted twice, first to the High-A Aberdeen IronBirds on April 24, and then to the Double-A Bowie Baysox on July 9. He finished the season with the Triple-A Norfolk Tides, and was named the Baseball America Minor League Player of the Year.

January 6, 2024: Marriage

On January 6, 2024, Jackson Holliday and Chloé Cox were married.

April 10, 2024: MLB Promotion and Debut

On April 10, 2024, Jackson Holliday's contract was selected by the Baltimore Orioles, and he was promoted to the major leagues. He made his major league debut against the Boston Red Sox, going 0-4 with 1 RBI. He was later optioned back to Norfolk on April 26 after batting 2-for-34 in 10 games.

August 16, 2024: First Four-Hit MLB Game

On August 16, 2024, Jackson Holliday achieved his first four-hit MLB game in a 12–10 home loss to the Red Sox.

2024: MLB Debut

In 2024, Jackson Holliday made his MLB debut for the Baltimore Orioles.

2024: Spring Training and Minor League Performance

In 2024, Jackson Holliday was invited to spring training as a non-roster player and assigned to Norfolk. Through ten Triple-A games, he batted .333/.482/.595 with two home runs.

May 4, 2025: First Multi-Homer Game

On May 4, 2025, Jackson Holliday went 3-for-4 and homered twice in a game against the Kansas City Royals, marking his first multi-homer game of his career.

2025: Brother Drafted

In 2025, Jackson Holliday's brother, Ethan, was selected with the fourth pick in the MLB draft by the Rockies.

February 11, 2026: Injury and Surgery

On February 11, 2026, it was announced that Jackson Holliday would begin the season on the injured list due to a fractured hamate bone in his right hand that required surgery.