EPISODE · May 15, 2026 · 54 MIN
OverPressure Podcast Alan Sisto & Austin
from OverPressure Podcast · host Austin Holmes
The Overpressure Podcast just dropped a conversation with Alan Sisto, host of the Prancing Pony Podcast out of California, that's equal parts accidental entrepreneur and lifelong Tolkien obsessive. He started as an architectural photographer who hated shooting people, stumbled into voiceover to fill the slow seasons, got told to start a podcast to sound more conversational, and ended up building a full-time media business around Middle Earth. Ten years, six to eight team members, four shows, a published book, and he still traces it all back to a nine-year-old watching a Rankin and Bass cartoon and asking for the book for Christmas.His best stories? Not the growth numbers. It's realizing that 130 downloads on episode one was actually a decent start, not a death sentence. It's setting a $500/month Patreon goal, watching it get crushed in three days, and learning that underselling your audience is its own kind of mistake. It's spending a full year on each of the six books inside Lord of the Rings, then another year just on the appendices, because the depth was always there and the audience kept showing up for it.Quick gems from the episode:→ Don't start a Patreon until people are knocking the door down asking to give you money. Build the content and the audience first.→ Find the one thing you can talk about for thirty minutes without notes. That's your show.→ Don't ape the most knowledgeable person in your space. Find a different angle, the conversation format, the two-person dynamic, the accessible entry point.→ A team doesn't make the work easier. It makes the work possible. Audio editor, video editor, graphic designer, social media, that's what keeps a show running at scale.→ There's always a version of the world where the thing you love most becomes the thing you do for a living. The gap is usually just starting.→ Don't gatekeep the fandom. Fans are fans. Meet people where they are and welcome them in.The moment he realized he'd gone from voiceover side hustle to full-time Middle Earth professional? Probably somewhere around year six of the Lord of the Rings coverage, deep in the appendices, explaining the civil war in Gondor 1500 years before the Fellowship even formed. Check out the Overpressure Podcast if you want conversations about building something real out of something you genuinely love, one episode at a time.
What this episode covers
The Overpressure Podcast just dropped a conversation with Alan Sisto, host of the Prancing Pony Podcast out of California, that's equal parts accidental entrepreneur and lifelong Tolkien obsessive. He started as an architectural photographer who hated shooting people, stumbled into voiceover to fill the slow seasons, got told to start a podcast to sound more conversational, and ended up building a full-time media business around Middle Earth. Ten years, six to eight team members, four shows, ...
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OverPressure Podcast Alan Sisto & Austin
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