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Three Big Picture Off-Season Questions

The Phillies are not playing baseball for the rest of the 2026 season. In some ways, you’re all free from whatever this season. In some ways, we are all just trapped in whatever they prepare to do for a 2027…

Published: Saturday, 3 October 2026 at 3:00 PM
Three Big Picture Off-Season Questions
Key Things to Know
  • Anthony Esbensen examines three critical off-season questions following the Philadelphia Phillies' early 2026 playoff exit.
  • The writer questions whether 2026 was merely an off year or the start of aging-core regression.
  • Esbensen argues that roster fixes may require deeper solutions than just free-agent spending.
The Story in 60 Seconds

Anthony Esbensen of The Good Phight analyzes three central questions facing the Philadelphia Phillies following a disappointing 2026 season. After reaching the postseason as the sixth seed with 88 wins, Philadelphia was eliminated in the Wild Card round, leading the writer to examine whether this decline is an anomaly or the start of a deeper downward trend. Esbensen points out that core veterans are aging, and substantial roster alterations remain challenging due to widespread no-trade protection.

The writer also considers whether free-agent spending can solve deeper developmental issues and assesses potential coaching changes. Esbensen argues that finding a permanent manager to replace Rob Thomson, along with evaluating the future of hitting coach Kevin Long following offensive regression, will be critical decisions. However, the author cautions that non-player changes may ultimately have limited impact given the entrenched, aging veteran core.

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