Welcome to Walking and Talking with Henry — a space where I talk with interesting people about writing, ideas, and life. There are a few conversations you’ll hear regularly here. The first is The Writer’s Room, a monthly conversation with a creative collective that includes Alison McBain, B. Marcus Walker, Debra K. Every, and me. We talk about the real challenges writers face—things like building a brand, book marketing, social media—and often wander into conversations about AI, time, and life in general. The second is my ongoing conversation with Kristine Madera, author of God In Drag. We go live every other Friday at 3 pm Eastern, streaming across Substack, Facebook, LinkedIn, and YouTube. One of us brings an idea, and we explore it together. And then there’s the walking. I bring a microphone with me while I walk and think through my writing. It’s part of my daily process, and a way to share ideas as they’re forming. If you enjoy thoughtful conversation—or want to be part of one—you’re always welcome to reach out on Substack. Glad you’re here. <br/><br/><a href="https://henrylsullivaniii.substack.com?utm_medium=podcast">henrylsullivaniii.substack.com</a>
Walking and Talking with Henry
Claim This Podcastby Henry L Sullivan III
Podcast Overview
Welcome to Walking and Talking with Henry — a space where I talk with interesting people about writing, ideas, and life. There are a few conversations you’ll hear regularly here. The first is The Writer’s Room, a monthly conversation with a creative collective that includes Alison McBain, B. Marcus Walker, Debra K. Every, and me. We talk about the real challenges writers face—things like building a brand, book marketing, social media—and often wander into conversations about AI, time, and life in general. The second is my ongoing conversation with Kristine Madera, author of God In Drag. We go live every other Friday at 3 pm Eastern, streaming across Substack, Facebook, LinkedIn, and YouTube. One of us brings an idea, and we explore it together. And then there’s the walking. I bring a microphone with me while I walk and think through my writing. It’s part of my daily process, and a way to share ideas as they’re forming. If you enjoy thoughtful conversation—or want to be part of one—you’re always welcome to reach out on Substack. Glad you’re here. <br/><br/><a href="https://henrylsullivaniii.substack.com?utm_medium=podcast">henrylsullivaniii.substack.com</a>
Language
🇺🇲
Publishing Since
1/6/2026
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Recent Episodes
June 12, 2026
What’s the Purpose of Work?
<p>Work has long been where many people get both money and meaning. But as AI, automation, rising costs, college debt, and a shrinking entry-level job market put pressure on traditional employment, we may need to ask a bigger question: what is work actually for? In this conversation, we explore work as income, identity, dignity, contribution, and survival—and whether a future shaped by AI requires a new story about human worth, economic security, and meaningful participation in society.</p> <br/><br/>Get full access to Henry L Sullivan III at <a href="https://henrylsullivaniii.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4">henrylsullivaniii.substack.com/subscribe</a>
May 31, 2026
Ethical Relocation
<p>Thank you to everyone who tuned into my live video! Join me for my next live video in the app.</p><p>Here’s the link for people to get the Next Wave Guide and the Ethical Digital Nomad GPT: <a target="_blank" href="https://kristinemadera.com/try-the-next-wave-destination-finder/">https://kristinemadera.com/try-the-next-wave-destination-finder/</a></p><p><strong>How to Use the Ethical Digital Nomad Destination Finder</strong> </p><p>Most digital nomad advice begins with: Where should I go? It is a useful question because you do need to think about budget, Wi-Fi, visas, time zones, safety, healthcare, climate, and whether a place can actually support your work and daily life. But destination choice doesn’t end there. A place isn’t just a backdrop for your digital nomad lifestyle; it’s a system already in motion. It has housing patterns, local wages, cultural rhythms, political realities, seasonal pressures, social tensions, and existing relationships between residents, visitors, expats, tourists, and newcomers. When you arrive, you enter a place that is already alive. Recognizing that is the starting point of ethical digital nomadism.</p> <br/><br/>Get full access to Henry L Sullivan III at <a href="https://henrylsullivaniii.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4">henrylsullivaniii.substack.com/subscribe</a>
May 29, 2026
How Thought Experiments Can Shift Reality
<p>In this conversation, we explore simulation theory as a provocative thought experiment that can reveal and collapse inherited beliefs, hidden authority structures, and the old scripts that invisibly shape what we think is possible.</p> <br/><br/>Get full access to Henry L Sullivan III at <a href="https://henrylsullivaniii.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4">henrylsullivaniii.substack.com/subscribe</a>
23 total episodes available
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- What is Walking and Talking with Henry?
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This podcast updates daily.
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This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
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Yes, this podcast regularly features guests.
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