74. “I Was A Funny Fit in Both Worlds” (with Ana Gasteyer...

What this episode covers

It’s always a good day on the pod when we get to check a dream guest off our list. And today is one of those days. Among her other accomplishments, Ana Gasteyer originated the role of Elphaba in Chicago and later reprised the role on Broadway. Today, she tells Kevin and Quincy about her best and worst auditions, her parallel careers onstage and on screen and unlocking Elphaba’s sense of humor. Plus, the boys get Sentimental about shows closing, Rachel Zegler singing outside and Jennifer Lopez in the Kiss of the Spider Woman trailer. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Frequently Asked Questions

How long is this episode of Sentimental Men?

This episode is 1 hour and 26 minutes long.

When was this Sentimental Men episode published?

This episode was published on July 7, 2025.

What is this episode about?

It’s always a good day on the pod when we get to check a dream guest off our list. And today is one of those days. Among her other accomplishments, Ana Gasteyer originated the role of Elphaba in Chicago and later reprised the role on Broadway....

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