
Jackson Holliday was born in Austin, Texas, on December 4, 2003. He played high school baseball at Stillwater High School in Stillwater, OK. He was the first-ranked shortstop and the first overall player in Oklahoma. Holliday’s senior year, he played in 40 games and hit .685 with a .752 OBP with 89 hits, 28 doubles, five triples, 17 home runs, 79 RBI, and 74 runs scored. Holliday was the second-ranked shortstop in the country and the fifth-ranked player overall. He committed to play college baseball at the Oklahoma State University.
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Jackson Holliday Draft
Holliday, entering the draft, was ranked as the second prospect overall. He was drafted with the first pick by the Baltimore Orioles. He signed with them instead of going to Oklahoma State.

Jackson Holliday Orioles Tenure
2022
Holiday played for the Orioles rookie ball team. He also played for their Single-A team, the Delmarva Shorebirds. In 20 games, he slashed .297/.489/.422 with a .911 OPS; he had five doubles, one home run, nine RBI, 14 runs scored, four stolen bases, and 25 walks.
2023
In 2023, Holliday started the season as the 15th-ranked prospect by Baseball America and 12th by MLB.com. He played at four levels with Single-A Delmarva, High-A Aberdeen, Double-A Bowie, and Triple-A Norfolk. Holliday played in 125 games and slashed .323/.442/.499 with a .941 OPS. He had 30 doubles, nine triples, 12 home runs, 75 RBI, 113 runs scored, 24 stolen bases, and 101 walks. Holliday also played in the future game, going 0-1 with a strikeout.
2024
Holliday entered 2024 as the top-ranked prospect by Baseball America and MLB Pipeline. He played at Triple-A Norfolk and with Baltimore. Holliday played in 73 games with Norfolk hitting .271 with a .908 OPS. He had 25 doubles, ten home runs, 38 RBI, and 75 runs scored. In Baltimore he played in 60 games hitting .190 with a .311 OPS. He had four doubles, two triples, five home runs, 23 RBI, and 28 runs scored.
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