BREAKING: Jackson Holliday’s forgotten running mate holds key to Orioles playoff push

Baltimore’s infield reinforcement could vault them into postseason contention if he continues to heat up.

Baltimore Orioles v Kansas City Royals

It wasn’t too long ago that Jordan Westburg and Jackson Holliday (plus Colton Cowser) headlined a Norfolk Tides squad that won a Triple-A title.

However, the infield tandem hasn’t thrived synchronously for the club’s MLB affiliate, the Baltimore Orioles — until now.

Despite arriving as baseball’s No. 1 overall prospect, Holliday had a steeper learning curve than expected when acclimating to the Majors in 2024.

He struggled mightily as a rookie before turning things around thus far in his second campaign. Conversely, Westburg broke out last season and earned an All-Star nod, but has been dealing with a nagging hamstring strain since late April 2025.

But the latter has returned from the IL with a bang, finally harmonizing with the former, which could fuel Baltimore’s suddenly resurgent postseason hopes.

Jordan Westburg comes back from a lengthy IL stint in a massive way

Westburg has homered in consecutive contests since the O’s activated him from the IL; think he was eager to get back in the lineup?

His three-run blast in Baltimore’s 10-1 victory over the American League-leading Detroit Tigers on Wednesday helped clinch a ballgame that was deceptively tight through seven innings.

Reintegrating him into the middle of the order has had an immediate impact on a team that’s been constantly searching for answers this season.

An “upper body” ailment he suffered in Baltimore’s opening series against the Toronto Blue Jays and a mid-May setback from that soft-tissue issue derailed Westburg’s 2025 season before it even got off the ground. Suddenly, he appears healthy and ready to rock. He clearly wasn’t 100 percent earlier in the year, but those are ostensibly problems of the past. The question becomes: Is it too little, too late for the Orioles to make a playoff run?

Could a healthy Jordan Westburg propel the Orioles to an improbable postseason bid?

If you ask Baseball Reference, the Orioles have virtually no shot of reaching October, regardless of Westburg’s presence.

They give Baltimore a 0.3 percent chance of claiming a Wild Card spot, let alone making the playoffs.

Nonetheless, if there’s any silver lining for Westburg and the Orioles, it’s that they’ve won eight of their past 11 games.

The group has looked reinvigorated since dismissing manager Brandon Hyde roughly a month ago, posting a 12-11 record since under interim skipper Tony Mansolino.

Six franchises and eight games separate them from the Minnesota Twins for the AL’s third and final Wild Card bid. Yet, Baltimore can enter the mix with a strong second half, especially if the 26-year-old slugger can stay hot … and on the field.

Related Posts

🚨 MLB INSIDE RESET: The White Sox’s newly assembled coaching staff is raising quiet but serious questions across the league, as subtle hires, shifted responsibilities, and a clear change in philosophy hint at a deeper organizational reset. What looks like routine restructuring on the surface may actually signal a long term plan that hasn’t been fully explained yet — and insiders believe the real impact will only become clear once the season pressure hits.

The Chicago White Sox have finalized their coaching staff for the 2026 season following sweeping changes made at the end of September.

🚨 MLB INSIDE TRADE RUMBLINGS: The Braves are suddenly being linked to a bold trade for a $6 million NL rival left hander, a move insiders say could quietly solve multiple problems at once and even position him as a long term heir to Chris Sale. What looks like a low risk deal on paper may actually hide a far bigger plan, with Atlanta reportedly intrigued by a dynamic arsenal that hasn’t fully been unlocked yet — and the timing of this rumor is raising serious eyebrows across the league.

The Braves could go after a young star.

🚨 MLB INSIDE STORM BREWING: As hopes of an Alex Bregman return quietly fade, a new projection suggests the Red Sox may be preparing a jaw dropping $186 million swing for Bo Bichette, a move insiders believe could redefine Boston’s future in one bold stroke. What once seemed unrealistic is now gaining traction behind the scenes, and if this prediction turns real, the ripple effect could shock the AL East and completely change how this offseason is remembered.

A former MLB executive now believes that the Boston Red Sox will land coveted free agent infielder Bo Bichette from Toronto.

🚨 MLB INSIDE WHISPERS: Something big is quietly brewing behind closed doors in New York, as new projections hint the Yankees may be lining up an elite shortstop signing that goes far beyond a normal free-agency move. What started as a low-key prediction is now being viewed as a potential power shift, with insiders suggesting this decision could redefine the Yankees’ identity and force the entire American League to adjust sooner than expected.

The New York Yankees haven’t done much during the offseason, but MLB rumors continue to swirl. New York has been […]

Cubs Predicted To Land Marquee Free Agent Starting Pitcher On Six-Year Contract

The Cubs are in the market for a top-of-the-rotation starting pitcher, and David Schoenfield of ESPN predicted them to land Framber Valdez, previously of the Houston Astros.

🚨 INSIDE NFL REVELATION: The Packers reportedly had a stunning opportunity to sign an all time great for just $5 million, yet chose to walk away without even making a free agent offer — a quiet decision that is now raising serious questions inside the fanbase and league circles alike. What seemed insignificant at the time is suddenly being revisited as a potential turning point, with insiders suggesting this missed move could have changed far more than anyone realized.

Green Bay missed an opportunity.