Selected in the first round as the No. 1 overall pick in the 2022 MLB Draft by the Baltimore Orioles out of Stillwater High School in Stillwater, Oklahoma... signed with the Orioles on July 27, 2022 at the age of 18... Orioles signed Holliday for an $8.19 million signing bonus, a record for a high school player... is the son of seven-time All-Star Matt Holliday, who was a seventh-round pick in the 1998 MLB Draft by Colorado... torrid senior season on the prep circuit in Oklahoma elevated him from possible late-first-round pick to the No. 1 overall selection in 2022... was ranked by MLB.com as the No. 2 overall prospect in the 2022 MLB Draft class behind Druw Jones, who went to Arizona... was named Gatorade's Oklahoma prep player of the year in 2022 when he broke J.T. Realmuto's national high school record for hits in a season with 89 in 41 games while batting .685/.749/1.39... had committed to Oklahoma State, where his uncle and former Minor Leaguer, Josh Holliday is an assistant coach... his brother, Ethan, plays baseball at Stillwater and is committed to OSU as of 2022
- 2021 Central Oklahoma Athletic Conference Defensive Player of the Year
- 2021 USA Baseball's 18U team
- 2022 ABCA/Rawlings Gold Glove
- 2022 Oklahoma Gatorade Baseball Player of the Year
- Played in 2021 Perfect Game All-American Classic at Petco Park
Jackson's father, Matt Holliday, also attended Stillwater High School and was also named the state's Gatorade Player of the Year... played both baseball and football at Stillwater... won a World Series with the St. Louis Cardinals in 2011, was named the NLCS MVP in 2007 with Colorado and led the National League in batting and RBIs in 2007... Holliday was an All-Star from 2006-08, 2010-12 and again in 2015... played for the Rockies, Athletics, Cardinals and Yankees before returning to Colorado in 2018 for his final season... finished his Major League career as a .299 hitter with 2,096 hits, 316 home runs and 1,220 RBIs... won four Silver Slugger Awards and was inducted into the St. Louis Cardinals' Hall of Fame... Jackson's grandfather, Tom Holliday, has worked as a pitching coach for Auburn and as the head coach at OSU... Dave Holliday, Matt's uncle, served as a scout for the Atlanta Braves... Matt's cousin Heath Holliday also played baseball for OSU
