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AI-Curious with Jeff Wilser

Can AI Be Funny? With ComedyBytes’ Eric Doyle

14 Aug 2025

Description

Can artificial intelligence actually be funny, or is humor still a human stronghold? We explore that question with Eric Doyle, co-founder of ComedyBytes, a Brooklyn-based multimedia comedy show where AI and humans face off in roast battles, dating games, and other interactive formats. Doyle combines the craft of stand-up with the tools of generative AI, building AI characters like “AI Kanye West” or “AI Sarah Silverman” that deliver pre-scripted jokes in real time.In this episode of AI-Curious, we dig into:[0:52] The story behind ComedyBytes and its AI-powered format[3:46] How AI roast battles work, from concept to stage mechanics[7:53] Using tools like ChatGPT, Claude Sonnet, and Gemini AI to write jokes[12:55] The art of prompting for humor and boosting the “funny hit rate”[16:36] Why specificity matters in generative AI comedy[23:43] Inside the “Data-ing Game,” an AI twist on the classic dating game[25:58] Can AI really be funny—or just imitate the structure of humor?[32:30] The triple, listing technique, and other joke-writing structures AI can learn[39:10] Advice for non-comedians using AI to add humor[41:24] The future of AI in entertainment and its impact on creatorsFrom the structure and anatomy of a joke to the ethics of deepfake comedy, this conversation blends technology, performance, and the evolving role of AI in creative work. Whether you’re an AI enthusiast, a comedy fan, or simply curious about where these worlds collide, this is a look at AI and humor you haven’t heard before.

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