This week, I'm welcoming fellow substacker and Tolkien nerd, Charles McBride, whose essay 'Shire Anarchy' caught my eye in the cultural curiosity that is the substack notes app.

We're diving into the political imagination behind Middle-Earth – a world where having a king is perfectly fine, as long as he's quite far away or, better yet, long dead.

From childhood obsessions with Tolkien to the strange bedfellows his work creates in modern fandom, Charles and I explore what it means when the villain of the story isn't a particular people, but the very desire for total control. How did this Franco-supporting Catholic writer end up crafting one of the most compelling visions of localism and self-governance in modern literature? And what might the hobbits teach us about freedom in an age of empire?

"I think Shire anarchy is best described in a sentence I wrote in the piece, where I said that all the affairs of hobbits are organized under the assumption that having a king was basically a good idea, so long as he was quite far away, or better yet, long dead. And I think that that kind of cuts to the heart of what this concept of Shire anarchy is. You have a society that holds a reverence for the past. And they believe that their system of political and social organization is derived from something authoritative in their deep, distant past."

• Charles’s amazing essay, Shire Anarchy.

• Charles on Instagram.

02:00 - Charles' essay "Shire Anarchy" and initial connection

04:00 - Childhood experiences with Tolkien and homeschooling background

08:30 - Gordon's similar Tolkien childhood experiences

11:00 - Discussion of Substack platform and media evolution

14:00 - Tolkien's political views and introduction to "quiet radicalism"

15:30 - Explanation of Tolkien as an "anarcho-monarchist"

18:30 - Monarchy, pragmatism, and Tolkien's support for Franco

22:30 - The Ring as metaphor for power, greed, and capital

25:00 - Lord of the Rings' resilience against political appropriation

27:30 - Peter Jackson's film adaptation achievement

29:00 - Charles' viral thread about polarized Tolkien fandom

32:00 - CS Lewis vs. Tolkien on moral clarity and writing

35:30 - Lewis as a potential universalist and perennial philosophy

38:30 - Religious conversion, cultural identity, and belonging

42:30 - Modern politics, monarchy, and fascism as shadow kingship

45:00 - Definition and explanation of "Shire anarchy" concept

50:30 - Charles' personal political journey toward anarchism

54:00 - Political polarization and contemporary discourse

57:00 - Defining philosophical anarchism and attitudes toward hierarchy

59:30 - Religion as natural human function and political movements

63:00 - Discussion of The Hobbit movies and fan edits

69:00 - Concluding thoughts and where to find Charles online