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November 12, 2025 50 mins

In this episode, I had the pleasure of chatting with the hilarious and insightful Michelle Wolf. We dove into her latest Netflix special, "The Well," and reminisced about her unforgettable performance at the White House Correspondents' Dinner. Michelle shared her journey from improv classes inspired by a visit to SNL to writing for "Late Night with Seth Meyers." We also explored her personal life, including her decision to have children during the pandemic and her experiences with home births. Michelle's candidness about the ethical dilemmas in comedy, particularly regarding a controversial invitation to perform in Riyadh, added depth to our conversation. Her humor and honesty made this episode a must-listen, and I highly recommend checking out her special on Netflix.

Timestamps:

00:00:00 - Introduction and Michelle Wolf's New Special

00:00:51 - Recording the Special and Relevance

00:06:04 - Pregnancy and Birth Plans

00:07:16 - Home Birth Experience

00:08:10 - Deciding on Home Birth

00:17:55 - First Major Gig at Late Night with Seth Meyers

00:28:24 - White House Correspondents Dinner Experience

00:29:08 - Room Reception at the Dinner

00:36:23 - Riyadh Comedy Festival Controversy

00:37:09 - Government and Human Rights Issues

00:38:51 - Comedy in Saudi Arabia

00:39:53 - Motherhood Decision


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