Minor leagues The
Baltimore Orioles selected Holliday with the
first overall pick in the
2022 Major League Baseball draft. He signed with the team for $8.19 million, the largest
signing bonus ever for a high school player. Holliday made his professional debut on August 11 with the
Rookie-level Florida Complex League Orioles, going 1-for-3 with a stolen base. Later in August, he was promoted to the
Delmarva Shorebirds of the
Single-A Carolina League. Over twenty games between both teams, he batted .297 with one home run, nine RBIs, and four stolen bases. Holliday began the 2023 season with the Shorebirds, where he batted .396/.522/.660 with six doubles, one
triple, two home runs and 16 RBIs in 14 games. He was promoted twice during the first four months, first to the High–A
Aberdeen IronBirds on April 24 and then to the Double–A
Bowie Baysox on July 9. His slash line with the Ironbirds was .314/.452/.488 with 11 doubles, five triples, five home runs, and 35 RBIs in 57 games. In 18 games for Norfolk, he batted .267/.396/.400 with two home runs and nine RBIs. Following the season, Holliday was named the
Baseball America Minor League Player of the Year. Invited to
spring training in 2024 as a non-roster player, the Orioles assigned Holliday to Norfolk for the start of the season. He batted .333/.482/.595 with two home runs through ten
Triple-A games in 2024 and has a career .321 average and .949
on-base plus slugging (OPS) in
Minor League Baseball.
Major leagues On April 10, 2024, the
Baltimore Orioles selected Holliday's contract and promoted him to the major leagues for the first time. He was assigned the no. 7 uniform and made his major league debut that night as a
second baseman against the
Boston Red Sox and went 0–4 with 1 RBI at the plate. He knocked his first major league hit in the game against
Milwaukee Brewers, and later scored the go-ahead run. After batting 2-for-34 (.059) in 10 games, the Orioles optioned Holliday to Norfolk on April 26. Holliday slashed .259/.421/.455 with 20 doubles, eight home runs, and 29 RBI in 63 games with the Tides prior to being recalled by the Orioles for a second time on July 31. He hit his first major-league home run later that day, a one-out
grand slam onto
Eutaw Street off
Yerry Rodríguez in the fifth inning of a 10–4
home win over the
Toronto Blue Jays. He achieved his first four-hit MLB game in a 12–10 home loss to the Red Sox on August 16, 2024. The final stats in his MLB rookie campaign were .189/.255/.311/.565 in 60 games. On May 4, 2025, Holliday went 3-for-4 and homered twice in an 11-6 loss to the
Kansas City Royals. It was Holliday's first multi-homer game of his career. He,
Jeremiah Jackson, and
Alex Jackson combined to retire
Carson Kelly at home plate to end the first inning in a 5–3
away loss to the
Chicago Cubs on August 3. This was the first time in MLB's Modern Era (since 1900) that a team started at least three players whose
given name or
surname was Jackson. On August 13, Jackson got his first career
walk-off hit in a 4–3 win against the
Seattle Mariners when he hit a double in the bottom of the ninth inning with two outs, driving in teammate
Dylan Carlson. It was also the Orioles' first walk-off victory of the season, the only team up to that point to not have one. On February 11, 2026, it was announced that Holliday would begin the season on the injured list due to a fractured
hamate bone in his right hand that required surgery. ==Personal life==