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Phillies' early woes vs. Cubs loom surprisingly large as MLB trade deadline approaches

A couple of April series are putting the pressure on Dave Dombrowski.
Chicago Cubs first baseman Michael Busch hits a sacrifice fly against the Philadelphia Phillies.
Chicago Cubs first baseman Michael Busch hits a sacrifice fly against the Philadelphia Phillies. | IMAGN IMAGES via Reuters Connect

When people say every baseball game counts the same, they're obviously right from a literal standpoint. It requires different skill sets to win in September and October than it does in April or the dog days of summer, but the standings merely reflect each team's win-loss totals, regardless of when those victories and setbacks happened.

The reason that's relevant to the Philadelphia Phillies right now is because their April swoon has put them behind the proverbial eight ball in the National League Wild Card race. Yes, they've recovered to sit comfortably in the No. 5 seed, but the team directly ahead of them (the Chicago Cubs) not only has a 3.5-game lead for the top Wild Card spot, but also the head-to-head tiebreaker for this season.

That's because the Cubs took six of seven from the Phillies in the first month of the campaign, just before Rob Thomson was relieved of his duties. That first Wild Card is the key to hosting the entire best-of-three Wild Card Series, which the Phillies surely want to do despite a better record on the road in 2026.

Thus, the pressure is on Dave Dombrowski to outperform Jed Hoyer, his counterpart in Chicago, over the next week.

Phillies' primary trade deadline rival is the Chicago Cubs, who hold the head-to-head tiebreaker

The trade deadline isn't exactly a head-to-head affair, but it's important that the Phillies enter the stretch run with as much of an advantage as they can get over the Cubs. And despite Dombrowski's more free-wheeling reputation than that of Hoyer's close-to-the-vest persona, such an advantage may be hard to create.

For one thing, the Cubs have just as many deadline needs as Philly does, though they will be focused exclusively on the pitching side of things. Rotation and bullpen reinforcements will be arriving in Chicago before the end of Aug. 3, which could interfere with the Phillies' own search for playoff-caliber arms.

More importantly, Chicago has a better and deeper farm system to work with, not to mention trade candidates on the major league roster. In other words, they have the same motivation to improve as the Phillies do, only with more resources with which to actually acquire those upgrades.

Thus, the odds are stacked against Dombrowski, but we should know by now not to doubt him this time of year. All-Stars Brandon Marsh and Jhoan Duran were acquired at trade deadlines in recent years, plus a litany of rentals that filled various roster needs. How he plans to address holes in the outfield (right field), lineup (right-handed hitter), rotation (fifth starter), and bullpen (Brad Keller replacement) with limited prospect depth remains to be seen, but the Phillies should emerge from the deadline a better team than they are now.

With the extra motivation of having to one-up a direct competitor in Hoyer, don't put it past Dombrowski and this front office to go all-in on a title pursuit with this aging and expensive core.

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