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Conan O'Brien Needs a Friend

Conan Conducts A Staff Review With Oscars Writer Todd Levin | Conan O'Brien Needs A Friend

Guest: Todd LevinMarch 5, 2026
Conan Conducts A Staff Review With Oscars Writer Todd Levin | Conan O'Brien Needs A Friend

Episode Summary

AI-generated · Apr 2026

AI-generated summary — may contain inaccuracies. Not a substitute for the full episode or professional advice.

Conan O'Brien sits down with long-time writer Todd Levin, currently helping prepare for the Oscars, for a candid conversation about Levin's journey into comedy and their collaborative creative process. Levin, described by Conan as a "ninja, an assassin" writer for his quiet observation and incisive humor (02:20), shares his origin story, rooted in listening to Bob Newhart records with his state-worker father in Albany, New York (03:55).

Levin recounts how he gravitated towards improv and stand-up after moving to New York, finding his voice in the alternative comedy scene at venues like Rafifi and UCB, where experimentation was encouraged over the confrontational style of traditional clubs (07:30). He explains how Conan's late-night show became his first TV writing job, a position he almost didn't take due to insecurity, feeling he should have started on a "worse show first" (10:10). This episode delves into the unique autonomy granted to Conan's writers, who are expected not only to write but also to produce and direct their own bits, a practice Conan learned from Lorne Michaels at Saturday Night Live (19:30).

The conversation highlights several iconic bits from Conan's various shows, illustrating the comedic philosophies at play. Levin proudly discusses "Minty the Candy Cane" (11:20), a beloved character played by Brian McCann, and the darkly comedic "Human Centipede Menorah" (15:14), which aimed to make people celebrate something monstrous. They also recall "Wiki Bear" (17:14), a seemingly sweet kids' toy that would pivot from innocent questions to gruesome facts, fitting Conan's recurring theme of a host trying to put on a nice show while being subverted by dark humor (18:16).

Conan reflects on his own role in the writer's room, admitting that he often "roots against" his writers during rehearsals, finding delight in their bits tanking and using it as comedic fodder (24:19). This dynamic fosters an environment where writers like Levin strive to create ideas that genuinely "break" Conan, leading to truly unexpected and hilarious moments. Levin also shares the "needlessly complicated" comedic approach, exemplified by ambitious sketches like the "Del Taco toilet delivery system," which derived humor from the elaborate explanation of a stupid concept (22:18).

Listeners will walk away with a deeper appreciation for the intricate, often chaotic, yet deeply collaborative process of creating late-night comedy. The episode offers a rare peek into the minds of Conan O'Brien and his talented writing staff, revealing the specific methods and philosophies behind some of their most memorable and absurd bits, alongside the personal journeys of the people who bring them to life.

👤 Who Should Listen

  • Aspiring comedy writers interested in the creative process behind late-night and sketch comedy.
  • Fans of Conan O'Brien eager to learn about the origin and development of his show's most memorable bits.
  • Individuals curious about the career path of a comedy writer, from early influences to professional TV work.
  • Comedians and performers seeking insights into the differences between alternative and traditional comedy scenes.
  • Creative team leaders interested in strategies for fostering writer autonomy and ownership in production.
  • Listeners who appreciate discussions on comedic philosophy and how to craft humor from unexpected angles.

🔑 Key Takeaways

  1. 1.Todd Levin, a sharp writer, joined Conan O'Brien's staff in 2009 during the transition from Late Night to The Tonight Show, eventually working through the TBS era and now on Oscar preparations (01:01).
  2. 2.Conan distinguishes between his own "bad magician" performing style, using distraction, and Todd Levin's "ninja, assassin" writing approach, characterized by quiet observation and delivering sharply hilarious material (02:01).
  3. 3.Levin's introduction to comedy was through his father's Bob Newhart records, and he found his stand-up voice in New York's alternative comedy scene, which offered space for experimentation unlike confrontational clubs (03:55, 07:30).
  4. 4.Conan's writers are given significant autonomy to not just write but also produce and direct their bits, a practice Conan learned during his time at Saturday Night Live (19:30).
  5. 5.Effective comedic bits often stem from unique concepts like taking something monstrous and making people celebrate it (Human Centipede Menorah) or making a sweet thing monstrous (Wiki Bear) (15:14, 17:14).
  6. 6.Humor can also be found in taking a simple idea and making it "needlessly complicated," using elaborate explanations for absurd concepts, a style influenced by Jim Downey (23:19).
  7. 7.Conan O'Brien admitted to "rooting against" his writers during rehearsals, finding personal comedic delight when their bits would struggle, which fostered a dynamic creative challenge (24:19).

💡 Key Concepts Explained

Ninja/Assassin Writer

Conan O'Brien's description of Todd Levin's writing style, characterized by quiet observation and then delivering sharply hilarious, well-written material without constant "babbling." This contrasts with Conan's own more demonstrative performance style (02:01).

Bad Magician Performance Style

Conan O'Brien's self-description of his own performance, using distraction and demonstrative behavior to hide what he perceives as a lack of "protein" or substance. He contrasts this with Levin's more understated, confident approach (02:40).

Needlessly Complicated Comedy

A comedic principle discussed by Conan and Todd, influenced by Jim Downey, where a very simple idea is made excessively complex with elaborate explanations and visuals. The humor derives from the disproportionate effort applied to an absurd concept, as seen in bits like the "Del Taco toilet delivery system" (23:19).

Subversion of Sweet/Monstrous

A comedic philosophy employed in bits like "Human Centipede Menorah" and "Wiki Bear." This involves taking something monstrous (the movie) and forcing its celebration, or taking something sweet (a kids' toy) and making it monstrous by having it deliver dark or inappropriate facts (15:14, 17:14).

⚡ Actionable Takeaways

  • If you're a developing comedian or writer, seek out alternative performance venues that encourage experimentation over immediate confrontation (07:30).
  • When leading a creative team, empower individuals with autonomy to produce and direct their own work, fostering a stronger sense of vision and ownership (21:17).
  • Study comedians like Bob Newhart to understand the power of concept-driven humor and stillness in performance, rather than relying solely on demonstrative acting (05:58).
  • Challenge traditional comedic approaches by subverting expectations: take monstrous ideas and force their celebration, or transform sweet concepts into something dark (15:14, 17:14).
  • Embrace the comedic potential of over-explanation and needless complexity for simple ideas, as the disproportionate effort can be inherently funny (23:19).

⏱ Timeline Breakdown

00:00Conan introduces Todd Levin, praising his writing talent and long tenure.
01:01Todd recounts joining Conan's staff during the transition to The Tonight Show.
02:01Conan describes Todd's "ninja" writing style versus his own "bad magician" approach.
03:01Todd shares his origin story, discovering comedy through his father's Bob Newhart records.
04:03Conan relates to Todd's upbringing and the influence of classic comedy on his own father.
06:07Todd discusses his start in stand-up, initially reading written bits in alternative New York rooms.
07:08Discussion on the difference between confrontational comedy clubs and experimental alternative venues.
09:08Todd reveals Conan's show was his first TV writing job, almost turning it down due to insecurity.
11:10Todd shares his pride in early bits like "Minty the Candy Cane."
13:11Conan reminisces about Brian McCann's characters, like "the man with bulletproof legs."
15:14Todd recalls the "Human Centipede Menorah" bit and its horrifying, yet comedic, impact.
17:14Discussion of the "Wiki Bear" bit, taking an innocent toy and making it obsessed with murder.
18:16Conan explains how "Wiki Bear" fit his show's theme of trying to host a nice show subverted by dark comedy.
19:17Todd describes the initial terror and eventual appreciation for writer autonomy in producing bits.
21:17Conan explains the SNL origin of writer autonomy, emphasizing ownership and vision.
22:18Todd recounts the "Del Taco toilet delivery system" bit as an example of needlessly ambitious comedy.
24:19Conan admits to "rooting against" his writers during rehearsals for his own comedic delight.
25:20Conan shares a specific memory of enjoying a writer's "R2-D2 goes Hollywood" bit failing.

💬 Notable Quotes

"You're you're uh crazily talented and I'm so glad that you're helping me with the Oscars." – Conan O'Brien (00:39)
"I didn't know it was a career. You know, I didn't grow up in that kind of environment." – Todd Levin (03:39)
"No one's going to care more than the people who thought of it. ...you should be the one that's anal and like you know exacting about what it has to be because it's your vision." – Conan O'Brien (21:17)
"I was trying to do as a writer was to break you because I knew because you've seen so much like you just have seen so much and that there's always there's that kind of line between okay that'll work for the show and I want to see that on the show you know and I think we're always trying and I and I knew you're rooting against us." – Todd Levin (24:23)

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