Podcast Summary: Conan O’Brien Needs A Friend – Mary Bronstein
Date: October 16, 2025
Guest: Mary Bronstein (writer/director of If I Had Legs, I’d Kick You)
Host(s): Conan O’Brien, with Matt Gourley & Sona Movsesian
Episode Overview
This episode features writer/director Mary Bronstein, celebrating the release of her new A24 film, If I Had Legs, I’d Kick You, starring Rose Byrne and, unexpectedly, Conan O’Brien himself. Conan explores his unlikely turn as a film actor, Mary’s journey from fan to filmmaker, the creative process behind the movie, and broader conversations about therapy, women in film, and the surreal experience of seeing characters come to life. The episode is a blend of playful, self-deprecating humor, lively banter, and sincere creative insights, offering a behind-the-scenes look at the making of an unusual, tone-driven movie and an evolving friendship.
Key Discussion Points & Insights
1. Mary Bronstein: From Fan to Collaborator
- Mary’s Lifelong Fandom and a Faxed Encounter
- Mary recounts being a 14-year-old superfan in 1993, sleuthing Conan's show’s office number pre-internet, and FAXING him questions for a school project. Conan handwrote a reply, making a lasting impression on young Mary as she realized show business wasn’t so inaccessible.
- Mary [06:47]: “My middle name is Tenacity. And it says a lot about you. Your middle name is Mensch.”
- Conan [09:39]: “My handwriting is like typing. Do you still have that fax?”
2. The Surreal Path to Conan’s Acting Debut
3. Working With Rose Byrne: Awe, Intimidation, and Chemistry
4. The Director’s Method: Character Work, Therapy, & Set Dynamic
5. The Challenge of Playing an Unlikable Character
- Conan’s People-Pleaser Instincts Run Counter
- Conan confesses he didn’t “like” his character, especially as his scenes are with someone as beloved as Rose Byrne. Mary pushes him to avoid his natural urge to be likable and instead play it raw and straight—against every Conan instinct.
- Mary [31:15]: “You have to love him. Because he’s you.”
- Conan [31:59]: “I am a people pleaser... A lot of my career has been trying to put people at ease... and in this role, I had to do the opposite.”
6. Filmmaking: Creative Ownership & Tempo vs. TV
- Differences Between Filmmaking and TV
- They dig into the differences between the immediacy of late-night TV (instant, ephemeral) and the long-haul patience and fights inherent to filmmaking.
- Mary [36:22]: “From my brain to the page to the screen. I made no creative concessions... but not because it’s easy... you fight and you fight... Filmmaking is like the longest con there is because of how long it takes to do.”
- Mary [38:31]: “That’s the magic of broadcast television... It feels loose and it feels immediate and it’s ephemeral... that for me, that’s—broadcast television.”
7. Women & Perspective in Film
- Why a “Women Going Crazy” Movie By a Woman Matters
- Mary unpacks why directing a movie about a woman’s mental struggle through her own lens is fundamentally different from when men do it—invoking Denzel Washington on culture and experience.
- Mary [40:52]: “...the same way that a man doesn’t know what it’s like to be socialized in a society as a girl and grow up and to be a woman... It’s culture, it’s experience, it’s just baked in... All I care about is creating characters, female characters that are full human beings that are on the screen.”
8. Comedy, Puppets, and Sesame Street Surrealism
Notable Quotes & Moments (with Timestamps)
- On Determination and Early Connections
- “My middle name is Tenacity. And it says a lot about you. Your middle name is Mensch.” — Mary, [09:33]
- On Surreal Hollywood Connections
- “A24 film... Safdie... lady that you don’t know who claims she has a letter from you.” — Conan, [11:40]
- On Acting Anxiety
- “When you said Rose Byrne is going to be your scene partner, I had two instincts. The repressed Irish Catholic boy... I love her so much... But also, oh my God, I can’t let Rose Byrne down.” — Conan, [14:34]
- On the Directorial Demands
- “Four hours a day. ...You would drill me on, who is this guy? What’s his deal?” — Mary, [23:07]
- On Fighting for Creative Ownership
- “...You fight and you fight and you fight, and then... I have to say A24 were such wonderful partners because I won every fight... This movie shall have no score. The score is sound design.” — Mary, [36:22]
- On Gender and Storytelling Perspective
- “It’s not about color, it’s not about race, it’s about culture... I don’t know what it’s like to be a man. It doesn’t matter, but... all I care about is putting... female characters that are full human beings that are on the screen.” — Mary, [40:49]
- On Surrealism in Comedy & Childhood Nostalgia
- “On the Muppet Show, you see strings... doesn’t matter because you’re watching a puppet and no one’s trying to pretend it’s not a puppet.” — Mary, [47:56]
Highlighted Moments with Timestamps
| Timestamp | Content |
|---------------|------------------------------------------------------------------------|
| 06:47 | Mary recounts faxing Conan as a teen and her first sense of possibility|
| 13:19 | Conan and Mary discuss the “radical yes” attitude in taking risks |
| 16:20 | Rose Byrne playfully interrogates Conan about his acting credentials |
| 23:07 | Mary’s “acting camp” with Conan on backstory and process |
| 27:52 | Conan’s heart-pounding nerves before filming an intense scene |
| 29:05 | Rose’s cathartic laughter after a tense performance |
| 31:15 | Mary urges Conan to “love” his unlikeable character |
| 36:22 | Mary on fighting for her creative vision (no score) |
| 40:52 | Mary on why her film’s perspective matters as a woman director |
| 47:11 | Discussion of the intentionally “obvious puppet” in the film |
| 48:26 | Conan’s haunted description of Snuffleupagus lashed to a ceiling |
Conclusion
The conversation alternates between sharp humor, Conan’s reflective humility, and Mary’s passionate artistry, serving both as an inspiring creative masterclass and as a chronicle of two oddballs finding common ground. The episode not only demystifies movie-making and risk-taking, but also affirms the power of persistence, personal connection, and embracing creative discomfort.
Film Release Details (as of episode date):
- Opens in New York and LA: October 10
- Expands to other cities: October 17
Final Words
“I’m thrilled to be your second best friend. ... Go, go, go, never stop. Do your thing.” – Conan, [54:47]
“And I’m really proud of you. I’m your avuncular pal.” – Conan, [55:44]