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Pinstripe Territory: a New York Yankees Podcast. Browse the full back catalog on the show page.

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Pinstripe Territory: a New York Yankees Podcast covers baseball. This episode runs on the show's regular cadence.

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These Yankees Losses STILL Hurt - Pinstripe Territory: a New York Yankees Podcast | Spot Sports

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These Yankees Losses STILL Hurt

Pinstripe Territory: a New York Yankees Podcast›

Yesterday17:20

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New York Yankees

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Some Yankees losses never leave you. From Don Mattingly’s final postseason to the heartbreak of 2001, the collapse against Boston in 2004, and those brutal endings in Houston—these are the moments that hurt me most as a Yankees fan. This is a personal trip through nearly four decades of watching the Yankees: the championships that raised our expectations, the seasons that slipped away, and why we keep coming back. Which Yankees loss hurt YOU the most?

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"These Yankees Losses STILL Hurt" is an episode of Pinstripe Territory: a New York Yankees Podcast. Runtime 17 min. Published October 12, 2026. Hit play above to stream it here, or open the free Spot Sports app for background play and offline downloads.

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Quick FAQ

When was this episode published?: October 12, 2026.
How long is this episode?: 17 min.
What podcast is this from?: Pinstripe Territory: a New York Yankees Podcast. Browse the full back catalog on the show page.
What does this episode cover?: Pinstripe Territory: a New York Yankees Podcast covers baseball. This episode runs on the show's regular cadence.

These Yankees Losses STILL Hurt