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Today on Pinstripe Alley - 12/30/23

We’ve got one last weekend before the new year.

Texas Rangers v New York Yankees, Game 5 Photo by Al Bello/Getty Images

It’s the penultimate day of the year, and we’re getting a little bit of activity again before the calendar flips over. The Red Sox landed a pitcher, inking Lucas Giolito to a two-year deal totaling $38.5 million. Considering how poorly the past couple of years have gone for him, to quote Josh in our Slack, I’m going to enjoy Soto and Judge taking Giolito off and over the Monster four times a year. Nothing against the guy, but keep those meatball pitches coming.

Estevão takes a look at the market sans Giolito signing to start the day, and debates whether the Yankees missed out on a potential rebound and if they should be interested in any of the arms in a similar caliber as him. Afterwards, Jake inducts “Old Reliable” Tommy Henrich into the Top 100, and Sam takes inspiration from the upcoming Judge-Soto pairing to look back at other iconic and elite Yankees duos in the lineup. Finally, Casey offers some perspective on aging as a baseball fan and touches on the nostalgia of viewing the game as a kid versus the immersive experience we get with life experience.


1. Will the Red Sox regret signing Giolito, or will they get a rebound from the former White Sox ace?

2. Did you want the Yankees to give Giolito a chance? Would you have signed him for the deal he got, or was that too much?