Kyle Schwarber is the Phillies' headline, but face more issues at the Winter Meetings

Kristie Ackert

Kyle Schwarber is the Phillies' headline, but face more issues at the Winter Meetings  image

The Philadelphia Phillies need to bring back Kyle Schwarber, but that's not their only issue to address at the Winter Meetings.

The Philadelphia Phillies won the NL East at 96–66, then watched another October run end in the Division Series against the Los Angeles Dodgers. They’re firmly in the contender class, but their offseason now revolves around keeping them there. 

1. Replace Kyle Schwarber’s bat — or bring him back
The Phillies’ offense is built around elite left-handed power and on-base skill, and Schwarber supplies both. His free agency leaves a hole that cannot be filled internally. If he doesn’t return, Philadelphia must find a middle-of-the-order bat, ideally left-handed, who can bring OBP, patience, and 30-plus-homer potential. That isn't easy to find and they may end up fighting for Kyle Tucker or Cody Bellinger. Without Schwarber or a true equivalent, the lineup takes a clear step backward.

2. Rebuild an outfield that’s about to turn over
The outfield picture is wide open. Nick Castellanos’ future is unsettled, Max Kepler is not guaranteed to return, and Harrison Bader is a free agent. That leaves Brandon Marsh as the only proven everyday option. Prospects like Justin Crawford offer upside, but the Phillies need at least one established corner outfielder and likely a second versatile bat to stabilize the group going into 2026.

3. Reinforce a bullpen and rotation facing real uncertainty
Zack Wheeler’s thoracic outlet surgery means the Phillies can’t assume stability at the top of their rotation. Even if he progresses well, they need protection behind Cristopher Sanchez and the remaining starters. The bullpen also enters the offseason thin after multiple departures and inconsistent health from key arms. P hiladelphia needs more late-inning reliability and at least one multi-inning or swingman type capable of absorbing early-season volatility.

The Phillies have lived in the contender lane for three straight years.
Orlando is about deciding whether they’re ready to push past “almost” — and it starts with replacing Schwarber’s production and shoring up two parts of the roster that no longer look secure.

Editorial Team