The Philadelphia Phillies came up short of winning a World Series once again in 2026, and a lot of changes could be in store this winter, considering the number of free agents the team has.

As the Phillies look ahead to this offseason, here are Philadelphia’s top three priorities they must address. 

Re-Sign Kyle Schwarber

No matter what happens this winter, Philadelphia’s No. 1 priority remains bringing back Kyle Schwarber. There could be a larger market for the National League MVP finalist, and it’s easy to see why.

The 32-year-old  has shown no signs of slowing down, hitting 45 or more home runs in three of the last four seasons. In 2025 alone, Schwarber slashed .240/.365/.563 with an OPS of .928.

The type of power-hitter Schwarber is, he’s the perfect fit to have hitting around Trae Turner and Bryce Harper.

Even if the Phillies believe it could be an overpay in the future, Schwarber being on the Phillies roster right now is essential to helping them win a championship next season.

Philadelphia Must Improve the Outfield

If there’s any position group that needs the most work in terms of offense, it’s Philadelphia’s outfield. The Phillies outfield as a group posted a wRC+ of 95 and an OPS of .710. 

Those numbers include Harrison Bader’s strong second half, but he’s a free agent, and while the Phillies would love to have him back, there are no guarantees. 

If Bader doesn’t come back, Philadelphia really needs to figure out how they’re going to improve the outfield. Nick Castellanos had a down year and was relegated to a platoon role by the end of the year. Brandon Marsh hit right-handed pitchers well, but has never been strong against lefties, and Johan Rojas and Weston Wilson didn’t provide much in their opportunities. 

Philadelphia could be in a real tough spot if Bader doesn’t come back, and even with him, the outfield could be a real area of concern heading into 2026. 

Phillies Must Find Bullpen Help

The Phillies made a deal with the Minnesota Twins at last year’s trade deadline for Johan Duran to come to Philadelphia. This was a great move by Dave Dombrowski, but it wasn’t enough. 

Finding more reliever help isn’t as important as re-signing Schwarber, but it’s pretty close.

During the regular season, the Phillies had a 4.27 ERA and a 1.33 WHIP. Those numbers were pretty similar in the playoffs with a 3.57 ERA and a 1.30 WHIP. 

While having an elite lineup is important for a team in the playoffs, teams with pitching depth are typically the ones that make it deep into October. 

Right now, the Phillies have a couple of nice arms, such as Duran, Matt Strahm, Tanner Banks, and Jose Alverado, but they just don’t have enough bullpen help where they should feel comfortable with just those arms.