Mike Birbiglia's Working It Out

Ira Glass, the esteemed host and producer of This American Life, returns to share his comedic journey. He reflects on an old stand-up set, seeking Mike's insight on crafting jokes anew. Together, they discuss the art of storytelling in comedy and the balance between humor and vulnerability, particularly around health issues. They also dive into relatable anecdotes about aging audiences and the quirks of hiking. The conversation highlights the importance of mentorship and supporting local radio, all while exploring what authentic laughter truly means.

Zarna Garg, a stand-up comedian and author of 'This American Woman', shares her comedic journey from India to America, revealing the unique challenges of cultural sensitivity and free speech in comedy. She discusses how performing to small audiences inspires her just as much as larger crowds. Garg opens up about raising her kids in America while navigating expectations and dreams, and sheds light on the impact of online criticism on her work. Plus, she reveals why her family hasn’t read her memoir and touches on women's empowerment initiatives.

Jessica Kirson, a beloved comedian known for her special "I’m The Man" on Hulu, dives into the intricate world of stand-up comedy. She discusses overcoming stage fright and the chaotic art of managing hecklers, revisiting her childhood spent eavesdropping on her therapist mom's sessions. The conversation explores the impact of social media on comedy, the emotional complexities of performance, and the humorous yet relatable moments in personal relationships and parenting. Jessica also shares surprising stories, including a memorable steam room encounter.

Questlove, the iconic drummer and producer of The Roots, opens up about his early touring experiences with his father's band. He candidly discusses the emotional toll of self-sabotage and jealousy, even within a legendary band. The conversation takes a humorous turn as he reflects on the Oscars and the unexpected aftermath of 'The Slap.' Listeners also get a glimpse into his upcoming documentary, Sly Lives!, and the pivotal journey of embracing authenticity in an industry filled with pressures and expectations.

Rachel Feinstein, a talented comedian known for her stand-up and Netflix special Big Guy, shares her comedic journey in this lively conversation. She candidly discusses the quirks of living with fellow comedians and her bizarre experience moving in with a Bengali family. Hilarious anecdotes from a doctor's visit reveal the tension of healthcare, while reflections on family expectations add humor to the complexities of relationships. Rachel also shares an embarrassing dating story, showcasing the unpredictable nature of youthful romance.

Andrew Schulz, a comedian known for his provocative style and recent Netflix special 'Life,' joins Mike for a lively discussion. They explore the unlikely friendship between comedians, Schulz's experience interviewing Donald Trump, and the challenges of free speech in today's comedy landscape. Schulz shares his biggest regret involving a podcast guest and sheds light on the vibrant New York City comedy scene. Their banter highlights the balance of personal narrative and political commentary in the art of storytelling.

Josh Johnson, a comedian and writer for The Daily Show, shares his insights on building a fan base through YouTube and the paradox of success in comedy. He reflects on advice from Trevor Noah and the importance of personal authenticity in crafting jokes. Their humorous discussion includes quirky stories about animal noises in Mike's walls and a funny elevator encounter involving an unexpected drug offer. Josh emphasizes community connections and the transformative power of humor, all while championing philanthropy with Feeding America.

At the top of this Best of WIO episode featuring Elizabeth Gilbert, Mike reads a new piece that he wrote for Elizabeth's Letters From Love Substack.(Recorded November 2024) Author Elizabeth Gilbert wrote one of Mike’s favorite books about creativity, Big Magic. She also wrote a book that, to her surprise, become a cultural phenomenon: Eat, Pray, Love. Mike and Liz discuss the unexpected impact of Eat, Pray, Love, and what it was like for Liz to watch Julia Roberts portray her on the big screen. Liz gets candid about the ups and downs of a creative life, including the reasoning behind the cancellation of a novel she wrote that took place in Russia. Plus, some bawdy jokes and stories care of Liz’s uncles and grandfather, and the surprising reason why Liz was stopped at airport security. Please consider donating to The Loveland Foundation

For this all-new Working It Out Q&A, Mike fields listener questions about people fainting at his shows, how to write comedy about topics that are painful to you, and balancing a day job and creative life when starting out. If your question didn’t get answered on this week’s Q&A, stay tuned for another one soon where Mike answers the rest! Got a new question? Email workingitoutpod@gmail.com with a VoiceMemo asking your question.

Pete Holmes, a comedian and podcaster renowned for "You Made It Weird," joins Mike for a lively discussion. They punch up jokes before Mike's show, diving deep into the nuances of clean versus edgy comedy. A playful debate on puns unfolds, alongside reflections on the legacy of influential comics. Pete hilariously psychoanalyzes Massachusetts while Mike shares memories of opening for Tracy Morgan. Their candid banter blends personal anecdotes with cultural critiques, making for a delightful exploration of humor's many forms.