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Today on Pinstripe Alley - 11/27/23

Monday brings us a day closer to December arriving.

Arizona Diamondbacks v New York Yankees Photo by Adam Hunger/Getty Images

Welcome to another Monday folks. This one brings with it good news, as we’re just one week away from the Winter Meetings beginning in Nashville. The event is typically the benchmark for free agency picking up, and there’s bound to be some notable action abound in this year’s edition — at the very least, Yoshinobu Yamamoto is expected to start sitting down with teams after the meetings wrap up on the 7th, so we’ve got a baseline for his timeline.

To hold you over for the day, we’ll start with Andrés looking over Teoscar Hernández’s free agent candidacy before Sam opens up the latest entry into our Top 100 Yankees with a familiar face from the 90s dynasty — David Wells. Peter provides a report card for another up-and-coming arm on the roster in Randy Vásquez, and then I’ll be back later to open up another round of mailbag prompts.


1. Which Yankee rocks the best offseason beard, in your opinion?

2. What’s more likely to happen during the Winter Meetings, a major signing or a major trade?