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Should I Stash Jackson Holliday In Redraft Leagues? Fantasy Baseball Prospect Outlook (Week 20)

Jackson Holliday - Fantasy Baseball Rankings, Draft Sleepers, MLB Prospects

Is Jackson Holliday a fantasy baseball waiver wire stash? Jay Skadooley discusses the fantasy baseball outlook for re-draft leagues for the rest of the 2024 season.

To all the stat junkies out there, it’s time to sit up and take notice. The Orioles have finally called up Jackson Holliday, the number-one prospect in all of baseball, and he’s ready to make some serious waves in the fantasy world.

Let’s cut to the chase, Holliday’s minor league numbers are downright ridiculous. In a short span, he’s dominated at every level of the minors, showcasing a blend of power, speed, and defensive prowess that’s rare for a player his age. In 2023, Holliday posted a .323 average, 12 home runs, and 32 steals across multiple levels. His ability to quickly adjust to higher-ranked competition is a testament to his advanced approach at the plate and his high baseball IQ.

 

How High Is Jackson Holliday's Fantasy Potential?

Holliday, the son of seven-time All-Star Matt Holliday, has been nothing short of sensational since being selected first overall in the 2022 MLB Draft. His game is built on a strong foundation of athleticism and baseball acumen, standing at six-foot-tall and weighing around 185 pounds, he has a lean frame that promises to add more muscle as he matures, potentially increasing his already notable power. Holliday’s left-handed swing is smooth and generates excellent bat speed, allowing him to drive the ball to all fields.

Defensively, Holliday is as polished as they come. His range, arm strength, and quick reflexes make him a natural at shortstop and he’s shown the capability to make highlight-reel plays with regularity. His speed not only aids his defensive play but also makes him a threat on the base paths, adding another dimension to his game.

With Holliday in the mix, the entire Orioles offense gets a boost. Keep a close eye on guys like Adley Rutschman and Gunnar Henderson. They could see better pitches and more RBI opportunities with Holliday in the lineup.

 

When Might Jackson Holliday Get A Major-League Opportunity?

He's here and he's starting to get comfortable. Holliday's first taste of the big leagues in April was rougher than expected. He slashed a dismal .059/.111/.059, leaving many fantasy managers wondering if they'd jumped the gun. Even the greats struggle initially, even Mike Trout's first call-up wasn't too pretty.

Fast forward to August, and we're seeing a completely different player. In his last few games, Holliday's hitting .357 with a .438 OBP. On July 31, in his first game back with the big league club, he crushed his first home run, a grand slam, becoming the youngest Oriole ever to hit one out with the bases loaded. That's the kind of performance that makes fantasy managers build confidence quickly.

For dynasty and keeper league players, this is a no-brainer. Holliday's long-term potential is off the charts. If he's somehow still available, go grab him right now. You'll be kicking yourself for years if you don't. However, even in redraft leagues, Holliday is a high-upside stash. If you've got the bench space to weather some potential ups and downs, the payoff could be massive. We're talking about a potential five-category contributor for the stretch run. Keep in mind, the window to add Holliday is closing rapidly, with 72% ownership in Yahoo leagues, 44% in ESPN leagues, and 85% in CBS leagues, he shouldn't last more than another few days on the waiver wire in any leagues that matter.

 

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Fantasy Baseball Prospects, Waiver Wire Stashes, MLB Rookies Call-Ups Sleepers

Deyvison De Los Santos - Fantasy Baseball Prospects Waiver Wire Stashes (Week 1)

BALLER MOVE: Add in 12+ team leagues CALL-UP ETA: Now ANALYSIS: Following their Opening Day victory over the Colorado Rockies, the Miami Marlins promoted first base prospect Deyvison De Los Santos to the major-league roster. De Los Santos spent nearly the entire 2025 season at our Triple-A level and was knocking on the MLB door for most […]


Konnor Griffin - Fantasy Baseball Prospects, Draft Rankings, MLB Rookie Sleepers

Konnor Griffin - Fantasy Baseball Prospects Waiver Wire Stashes (Week 1)

BALLER MOVE: Add in all leagues CALL-UP ETA: April ANALYSIS: Shortly before the regular season began, the Pirates opted to send Griffin to Triple-A Indianapolis. Griffin remained on the roster throughout most of spring training and was one of the final cuts, suggesting he made a serious push to crack the Opening Day roster. However, the […]


Andrew Painter Prospects Graphic

Andrew Painter - Fantasy Baseball Prospects Waiver Wire Pickups, Stashes (Week 14)

BALLER MOVE: Add in 12-team leagues CALL-UP ETA: July ANALYSIS: Philadelphia Phillies top pitching prospect Andrew Painter missed the entirety of the 2023 and 2024 seasons while recovering from Tommy John surgery. However, the budding ace made his Triple-A debut earlier this season and is quickly approaching his MLB debut. Painter began the season with Low-A, […]


Logan Henderson - Fantasy Baseball Waiver Wire Rankings, MLB DFS, MLB Injuries

Logan Henderson - Fantasy Baseball Prospects Waiver Wire Pickups, Stashes (Week 14)

BALLER MOVE: Add in 12+ team leagues CALL-UP ETA: July ANALYSIS: Milwaukee Brewers right-handed pitching prospect Logan Henderson made his MLB debut earlier this season and was quite dominant, tossing 21 innings to the tune of a 1.71 ERA and a 0.95 WHIP. During this stint, Henderson struck out 29 batters and posted a strong 7.4% […]


Jordan Lawlar - Fantasy Baseball Prospects, Draft Sleepers, MLB Rookies

Jordan Lawlar - Fantasy Baseball Prospects Waiver Wire Pickups, Stashes (Week 14)

BALLER MOVE: Add in 12+ team leagues CALL-UP ETA: July ANALYSIS: Arizona Diamondbacks top prospect Jordan Lawlar received his second taste of the majors earlier this season but was unable to produce. Across eight games in Arizona, Lawlar did not tally a hit and held a 9:3 K:BB. During the 2023 season, Lawlar made his MLB […]




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