The Yankees are officially going to the 2025 postseason, and while we wait to find out what the road will look like — and if there will be a Wild Card Series or a bye into the Division Series — what better time to hear from the architect of it all. This week, general manager Brian Cashman drops by to chat with Yankees Magazine deputy editor Jon Schwartz about the ways that he has evolved in his role over nearly three decades, a tenure that would have been truly inconceivable when he took the reins. Then, Jon is joined by YES Network’s Meredith Marakovits for a chat about the clinch, the Champagne and so much more. Finally, Yankees senior museum curator Brian Richards opens the History Books for a chapter on the 1949 Yankees, whose road to the postseason has some echoes in the current moment.

Remember: The New York Yankees Official Podcast goes weekly during the postseason for as long as the Yankees are alive. Don’t miss an episode!

This episode is brought to you by Charles Tyrwhitt — style that hits it out of the park.

This episode is also brought to you by Toyota City in Mamaroneck— where every drive is a home run.

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