The Prancing Pony Podcast

Episode 396 – Questions After Nightfall 33

Release Date: January 18, 2026
Hosts: Alan Sisto and James Tauber

Episode Overview

In this live, quarterly “Questions After Nightfall” episode, host Alan Sisto is joined by co-host James Tauber and a panel of patrons for a lively Q&A session exploring all things Tolkien. With smart but approachable discussion, plenty of puns, pop-culture sidetracks (including a few Babylon 5 detours), and deep insight into the legendarium, the team addresses fan-submitted questions on lore, adaptation, character psychology, language, and more. The episode is rich in Tolkienian detail, speculative discussion, humorous moments, and spirited debate—perfect for any Tolkien fan who thrives on thoughtful, convivial analysis.

Key Discussion Points and Insights

1. Aldarion’s Guild, the Cracks in Númenor, and Decline

[05:13–11:35]

• Question: Is Aldarion’s Guild a prelude to the King’s Men and Númenor’s downfall, or just a domestic tragedy echoing later themes?
• Alan’s Take: The Aldarion and Erendis story isn’t just a personal tragedy but a “prologue” to Númenor’s larger moral decline. Tolkien even considered calling the story “The Shadow of the Shadow.” The story reveals an early unease with extended Númenórean lifespans and the first social fractures.

  “It was clear that he was saying this is a prelude, or a prologue if you will, to the eventual descent of the Shadow itself.” — Alan [06:31]

• James adds: The seeds of Númenor’s decline are sown here, notably in the slow shift from innocent ambition to power lust, and the exploitation of resources. The gradual, generational process is key—no sudden fall, but progressive moral slippage.

  “It’s very much the proverbial frog in the pot of boiling water. It is so incredibly gradual.” — Alan [10:11]

2. Trolls in ‘The Hobbit’ and ‘The Lord of the Rings’ – Origins and Variations

[11:37–18:43]

• Question: Are there trolls in Lord of the Rings, and what is their origin? How did Sauron gain dominion over them?
• James provides stats: Troll(s) appear 44 times in Lord of the Rings. Appendix F explains their backstory: primitive, beast-like creatures made cunning and more dangerous by Sauron, some developing language via orcs.
• Alan highlights: Different trolls exist (stone, cave, hill, mountain, Olog-hai), with Olog-hai being Sauron’s most formidable breed, able to withstand sunlight by his will.

  “Sauron had made use of them teaching them what little they could learn and increasing their wits with wickedness.” — James [14:11, citing Appendix F]

• Memorable Moment: Arthur proffers a “spider Bombadil” theory, humorously speculating on Tom’s true nature and how many pairs of yellow boots he owns. [26:03]

3. Tom Bombadil – Why is He?

[18:55–25:15]

• Question: The Watsonian (in-world) answer to “Why is Tom Bombadil?”
• James suggests: Tom is Tolkien’s comfort character, perhaps thrown in to reassure his son Michael (originating in childhood stories), but as in all things “Tom,” multiple truths coexist.

  “He’s everything from an enigma on purpose to a personal representation of the Oxford countryside to all of these things… Tom is.” — Alan [22:01]

• Listener David shares: “Tom is the music crystallized”—an incarnate residue of the Music of the Ainur.

  “He’s … the physical residue of the music … the music incarnated.” — Alan [24:44]

• Humor: Arthur’s “Bombadil is a spider” theory gets a laugh: “Eight pairs because spider.” [26:43]

4. Tolkien Adaptations – Expectations and Mediums

[94:59–100:06]

• Mark asks: Are Tolkien adaptations doomed to fail due to high fan expectations and the benchmark of Peter Jackson’s films?
• Alan: The “measuring stick” set by Jackson’s movies makes every new adaptation an uphill battle. Adaptation must be judged by medium; Rings of Power is “a different beast” by TV necessity.

  “There’s a measuring stick that’s almost impossible to meet... as cinema goers, as folks who are maybe fans of Tolkien via the films, the 2001 trilogy was absolutely the gold standard.” — Alan [95:31]

• James: “LOTR Online” (video game) is the best adaptation for him. More focused stories in future adaptations (like a “Tal Elmar” series) may succeed where sprawling ones like Rings of Power struggle.

5. Alternate Lorekeepers and the Narrator’s Lens

[33:05–41:44]

• Katie asks: What if other characters (e.g., Galadriel) had been the primary lore-masters? How would that change the narrative?
• James discusses: The bias in texts like “The Tale of Years,” and how playing with the Galadriel Legend as a series of redactions by different historians could explain Tolkien’s shifting accounts.

  “I would love to do an analysis of the changes in Tolkien’s portrayal of Galadriel as being revisions made by different Lore Masters with different agendas…” — James [35:01]

• Alan: Such alternate chroniclers could dramatically shift the narrative, especially over centuries (less so in the “real-time” events of The Lord of the Rings).
• Fun aside: Legolas’ version of LOTR would barely mention hobbits!

6. The Aragorn–Éowyn–Arwen Triangle and What-ifs

[41:31–48:44]

• Arthur asks: If Tolkien had stuck with Aragorn/Éowyn, how would the story change?
• Alan: The biggest change could be at Pelennor Fields—without Éowyn’s despair, the Witch-king’s defeat might not occur as written. Faramir’s fate changes too.
• James: Some story points could be re-motivated, but the core plot could still hold.
• Sam: Would such a union spark another Gondorian Kin-Strife? Alan discusses Appendix A’s racial tensions in Gondorian history.
• Quote:

  “If she stays in Rohan, what happens differently?”—Arthur [45:59]

7. Gandalf, the Black Speech, and Theatrics

[50:22–55:17]

• Tom asks: Why does Gandalf refuse to speak the Ring verse in Frodo’s home, but not at the Council of Elrond?
• Consensus: In the Shire, protection is weak and the hunt is on; in Rivendell, Elrond’s power protects them. Saying the verse there is part demonstration, part gravitas, part dramatic emphasis.

  “If you think you’re scared hearing this language here in the safest place on earth… imagine what the rest of Middle Earth is dealing with.” — Alan [52:07]

• Tom’s Theory: Gandalf risks “invoking the power of the Ring” by speaking the Black Speech in its presence.

8. The Witch-king’s Fate and Tolkien’s Rhetoric

[55:35–60:31]

• Arthur notes: The Witch-king’s voice is “not heard again in that age of the world.” Could he have returned if Tolkien kept writing?
• Alan: No; with the One Ring’s destruction, the Nazgûl’s spirits are annihilated.
• Tom and James: The phrase is rhetorical, enhancing the legendary feel—akin to “sexiest man alive” (as opposed to dead).

9. The Istari: Performance Reviews

[62:30–66:16]

• Sam asks: If the Valar held a performance review for the five wizards before the War of the Ring, who gets promoted/fired?
• Consensus: Timing matters. 100 years before the War, Saruman looks like upper management, Gandalf’s just a pipe-weed-smoking oddball, the Blue Wizards are MIA, and Radagast does “no harm.” After the War, only Gandalf passes muster.

10. Why Tolkien’s Characters Suffer

[67:48–74:28]

• Anthony asks: Given Tolkien’s war trauma, why do his characters endure such hardship?
• Alan: In contrast to other WWI writers who focused on futility, Tolkien’s suffering leads to hope, “and yet”—suffering is a stage for resilience, faith, and possibility.

  “He wanted to show that people can endure these things and yet have hope.” — Alan [69:09]

• James: The refrain is “and yet”—things are hard, “and yet” hope, pity, light prevail (with the notable exception of poor Túrin... maybe).

11. On Tolkien’s Poetry: When and Why Appreciate It?

[74:35–81:16]

• David asks: When did Alan start actually reading Tolkien’s poetry, and which poem resonates most for him and James?
• Alan: The podcast “made” him pay close attention; before that, poems were often skipped. Now, he’s especially moved by the Rohirric alliterative verse, particularly “The Song of the Mounds of Mundburg.”
• James: Reading aloud (especially when teaching) revealed the powerful force of Tolkien's alliterative verse, especially the fragments in “The Lay of the Children of Húrin” and Feanor’s Oath.

12. Túrin Turambar – The Oldest-Child Complex

[82:23–93:02]

• Katie asks: Is Tolkien intentionally depicting Túrin as an “oldest child”? How did his upbringing and isolation as an only human in Doriath contribute to his pride and burdens?
• Alan: Túrin’s early loss of parents, Morwen’s cold strength, and Thingol’s unexamined pride shaped him—but so did his uniqueness among elves.
• James: Being the sole human put pressure on Túrin, encouraging pride and defensiveness; Tolkien’s own experience as the eldest orphan surely influenced the depiction.

13. Numenor, Naming, and Pride

[102:02–104:53]

• Tom commends: The very name “Numenor” (“Westernesse”) arose only as Men grew proud, distinguishing themselves from the true West (the Undying Lands). Furthermore, toponymy like “Vinyalondë” has layered, historical meaning amid changing self-images.
• Alan and James: These naming patterns reflect Tolkien's depth in linguistic and cultural world-building, showing shifts in attitude and pride.

Notable Quotes & Memorable Moments

On Númenor’s Decline

• "It is so incredibly gradual. And there's a moment—I'm having a Bab5 flashback here. I'm seeing Kosh: the avalanche has already started. It is too late for the pebbles to vote." — Alan [10:11]

On Tom Bombadil

• "He's everything from an enigma on purpose to a personal representation of the Oxford countryside." — Alan [22:01]
• "Tom is the music crystallized… the physical residue of the music." — David & Alan [24:23]

On Narrator Bias

• "I would love to do an analysis of the changes in Tolkien’s portrayal of Galadriel as being revisions made by different Lore Masters with different agendas …" — James [35:01]
• "Imagine if you got Lord of the Rings as told by Legolas. And then I said to Frodo, ‘Oh… nothing. I never really spoke to Frodo.’" — Alan [40:48]

On Tolkien's Hope

• “He wanted to show that people can endure these things and yet have hope.” — Alan [69:09]
• “And yet—that sums it up, doesn’t it?” — James [72:07]

On Performance Reviews for the Wizards

• "Saruman is the go-getter, Gandalf's just up there smoking pipe-weed. Why would you give that guy a promotion?" — Alan [65:40]

On Reading Tolkien Aloud

• "If there's one single takeaway... read the books aloud. Even if you're by yourself, read them aloud. It is such a different experience." — Alan [81:40]

Timestamps for Major Segments

• [05:13–11:35] — Númenórean political tensions & Aldarion story
• [11:37–18:43] — Trolls: appearances, types, and Sauron's role
• [18:55–25:15] — Tom Bombadil: enigma and theories
• [33:05–41:44] — Alternate loremasters and narrative perspective
• [41:31–48:44] — Aragorn/Éowyn what-if, Pelennor Fields, and kin-strife
• [50:22–55:17] — Gandalf’s reluctance to utter the Black Speech
• [55:35–60:31] — Witch-king’s “not heard again in that age” and Tolkien’s rhetoric
• [62:30–66:16] — Istari performance review (wizards’ HR)
• [67:48–74:28] — Suffering and hope in Tolkien’s work
• [74:35–81:16] — Discovering Tolkien’s poetry, and reading it aloud
• [82:23–93:02] — Túrin’s family dynamics, pride, and psychological pressures
• [94:59–100:06] — Adaptations: expectations, games, and what’s next
• [102:02–104:53] — Numenor's naming, pride, and elvish linguistics

Tone and Style

• Warm, witty, self-aware: Casual yet smart, designed for easy listening with plenty of humor and humility about their own limits.
• Pop culture and meta-jokes: Babylon 5 references and self-effacing acknowledgments of gaps in memory or knowledge.
• Inclusive & welcoming: Both hosts and guests repeatedly celebrate the diversity of Tolkien fans and perspectives.
• Deeply knowledgeable: The show is a mix of deep dives, speculative asides, and scholarly citation while remaining approachable.

Key Takeaways

• The episode delivers a variety of explorations—serious, speculative, and outright silly—bringing the richness and complexity of Tolkien’s world to life.
• Tolkien’s project thrives on polyphony: multiple voices, biases, and in-world historians shape the legendarium.
• Suffering in Middle-earth is seldom nihilistic—it’s refracted through hope, compassion, and the possibility of redemption (“and yet…”).
• Engaging with Tolkien’s poetry, especially aloud, offers a transformative experience.
• Adaptations, expectations, and world-building both in and outside Tolkien’s text are perpetual topics for lively debate and shared enthusiasm.

This episode is a treasure-trove for longtime Tolkien readers and newcomers alike, inviting listeners into the “common room” for laughter, lore, lament, and learning in equal measure.