

Nick Kroll Returns for the Longest Riff in Fly History
Aug 28, 2025
Nick Kroll, a talented comedian and creator known for 'Big Mouth,' joins the fun with Dana and David for a laugh-filled chat. They dive into wild 9/11 conspiracy theories and dish out comical hot takes on Taylor Swift's engagement. Expect a flurry of Arnold Schwarzenegger impressions and a creative twist on Jimmy Stewart as a modern TikTok star. The trio seamlessly blends humor with pop culture musings, promoting Kroll's projects while showcasing their undeniable comedic chemistry.
AI Snips
Chapters
Transcript
Episode notes
Freeform Riffing Drives The Episode
- Nick Kroll describes his relaxed, improvisational podcast visits where he 'just wants to screw off' and riff with hosts Dana and David.
- The trio trade rapid-fire impressions and tangents instead of sticking to strict interview questions, creating freeform comedy energy.
Pull Back If Personal Material Fails
- Nick Kroll says he retreated from deeply personal material after limited rewards and recognition.
- He recommends returning to broad character work if confessional material doesn't pay off or land with audiences.
Dark Jokes About 9/11 And Reactions
- The hosts and Nick riff on 9/11 conspiracy jokes and how audiences react to dark material.
- They share stories of awkward reactions and a sense that conspiracy comedy can quickly spiral into extremes.