Clay's conversation with Erik and Christopher Ewers, the directors of the upcoming three-part documentary on the life and achievements of Henry David Thoreau, the New England radical and the author of Clay's favorite American book, Walden. Five years in the making, with dozens of interviews and fabulous footage of Concord, Massachusetts, and the environs of Thoreau's famous cabin at Walden Pond, this documentary will be the definitive treatment of Thoreau. The directors tell Clay that he is, as they put it, "all over the film," as one of the more significant talking heads. Thoreau was one of the most original and morally courageous of American writers. He denounced slavery with a pure flame of disgust, opposed America's war of expansion against Mexico, defended John Brown after he raided Harpers Ferry, and even suggested some careful monkeywrenching in his book A Week on the Concord and Merrimack Rivers. Thoreau went to the woods to live deliberately and to undertake an experiment in simplicity and minimalism. He wrote some of the most famous sentences in American history, including, of course, "the mass of men lead lives of quiet desperation." This podcast was recorded on February 13, 2026.

Clay's conversation with historian Beau Breslin about the nuts and bolts of a constitutional convention in America. Neither Clay nor Beau thinks such a convention is likely, given the constitutional conservatism of the American people, but if Americans chose to hold one around the 250th birthday of the United States, how would it be organized? How would we choose delegates to ensure, this time, that they truly represent our multicultural demographics? How would we avoid letting the lobbyists, professional politicians, and the media distort the process and ruin the project? Would it be possible in our time to enforce a secrecy rule among the delegates? What sort of civics training would we want them to undergo, and by whom? If we drafted a new constitution, what would the ratification process look like? As they discuss, Thomas Jefferson urged us to tear up the Constitution once every 19 years. This episode was recorded on February 12, 2026.

Guest host Russ Eagle interviews Clay about his ambitious downsizing project. For several decades, Clay has explored the world of Thoreau's great book Walden, which calls on us to reduce the clutter of our material lives to open our spiritual arteries. Simplify, simplify, and minimize, says Thoreau. Finally, Clay decided to undertake the purge. So far, he has given away 3,000 books to a public library system in east central North Dakota, with plans to donate at least 2,000 books a year for the next 5 years. The question is, is Thoreau right that there is liberation in repurposing excess material baggage, that one crosses an invisible boundary, and that it is possible in this way to achieve a higher order of being? Towards the end of the conversation, Clay explains how the downsizing project inspired him to make a Mind Map of the authors and subjects that still matter greatly to him. With the help of ChatGPT, Clay produced a manuscript featuring 52 of his intellectual heroes, with appropriate AI-generated portraits of each author. This episode was recorded on January 18, 2025.