S6E5 Writing Against the Machine: On Artistic Culture in the AI Age with Matthew Gasda

Debates about AI typically deal with its immediate material consequences, from cybersecurity and infrastructure to plagiarism and copyright. Yet most people deal with AI as a generative consumer product that raises longer-term questions about its cultural effects on American society, human art, and ultimately, our souls. What is the role of the artist, for example, when a bot can crank out the same thing more quickly and efficiently?

To help answer that question, as we continue Season 6, I have as our guest the playwright, novelist, and essayist Matthew Gasda. The author of the novels The Sleepers (2025) and Stranger Beauty (2026), he has written, produced, and directed over thirty plays, including Dimes Square, Zoomers, and Doomers, with his former production company, The Center for Theatre Research.

Today, drawing on his upcoming book, Futurepast (Encounter Books 2026), alongside Stranger Beauty, his many essays on culture and technology, as well as his Ted Talk about training an LLM on his own works, we discuss the future of the creative arts in the AI age.

We also touch upon the paradoxes of Jorge-Luis Borges, Harold Bloom’s literary criticism, what is different about large language models, why Kafka felt older than his predecessors, the mysteries of poetic inspiration and of the soul, what hosting live theater was like during the pandemic, the possibility of secular monasteries, how to use AI as a competitor to root out artistic complacency, and the unpredictable prospects for cultural renewal.

Hosted by Ryan Shinkel, Madison’s Notes is the podcast of Princeton University’s James Madison Program in American Ideals and Institutions. The transcript for this interview is available on the JMP substack page, “Madison’s Footnotes.

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