Yankees News: Collusion-Era Contracts, Mailbag Q&A - Pinstripe Alley 12/26/25 (2025)

Boxing Day Blues: The Yankees' Sluggish Offseason

As the holiday season winds down and the clock ticks toward 2026, the New York Yankees find themselves in a familiar predicament. With the postseason in the rearview mirror, the team's activity has been as dormant as a winter garden, leaving fans with a sense of anticipation that lingers like a cold breeze on a warm summer day.

The Yankees' roster has seen only marginal changes since their postseason exit, a stark contrast to the excitement of the summer months. While a blockbuster trade or a significant signing would be a welcome change, Major League Baseball executives tend to prefer the quiet of the offseason, avoiding the spotlight that comes with major deals.

In the meantime, Matt is delving into the archives, examining the collusion-era contracts of Ron Guidry and Willie Randolph, shedding light on the legal battles and negotiations that shaped the game. It's a quiet day at Pinstripe Alley, but the anticipation is palpable.

As we await the new year, the questions loom large:

  1. Will the Yankees make a splash before the new year? The answer may lie in the hands of the front office, where deals are carefully crafted and executed.

  2. What holiday surprises did our readers encounter? Share your festive tales and let's bring some cheer to this quiet day!

Stay tuned as we navigate the slow burn of the Yankees' offseason, where every day brings a new question and a new opportunity for speculation. The comments section awaits your thoughts, so feel free to join the conversation and share your insights!

Yankees News: Collusion-Era Contracts, Mailbag Q&A - Pinstripe Alley 12/26/25 (2025)
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