Walking and Talking with Henry

Henry L Sullivan III
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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. henrylsullivaniii.substack.com

  1. After Multiple Boomerang Effects, What Comes Next?

    5D AGO

    After Multiple Boomerang Effects, What Comes Next?

    Unpopular policies, major backlash, and a country in flux. People are angry, but we’re not all angry about the same things, and we don’t express our anger in the same ways. Many are wondering: What comes next? Join Henry Sullivan and Kristine Madera for a live, unfiltered conversation about our uncertain future. Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    1h 9m
  2. The Virtue Machine

    MAY 12

    The Virtue Machine

    What do you call it when someone in power is so gleeful at the prospect of harming the people under his authority that he drapes a flag around his shoulders like a cape on his way to the vote? Or when, in discussing a threat made by the President of the United States, a TV personality asks the question, “This deadline that President Trump has set, 8:00 p.m., has threatened to destroy a civilization. How does an investor process that? Is it a bigger upside risk or downside risk?” In a conversation on April 17th with Kristine Madera, I presented vice and virtue as two separate worlds, one that includes common habits like smoking, drinking, and gambling, and another that includes healthy eating, exercise, and time spent enjoying the outdoors. To people who judge personal habits, I cite Kristine’s article as a rebuttal. I also cite my own rant, which makes the point in a slightly different way. In this video, I propose the Virtue Machine, a program that encourages people to publicly commit to their values. It’s clear that our society is grappling with the moral failing of a corrupt elite. Some are gleeful of the societal collapse they are creating. Others are indifferent to that collapse and watch it with the casualness of a spectator at a sporting event. Others are discussing the matter in the context of moral failing. I don’t recall hearing that word vice, but, as I implied at the beginning of this article, we need a term for that moral failing. The Christian Nationalist Revolution that has been executed in the United States of America is ostensibly predicated on the idea that our society is suffering from an epidemic of common vices. It is a political movement that glorifies the idea of a traditional wife as a woman who joyfully submits to her husband, while condemning the common vice of sex between consenting adults who share the same gender, or the common vice of publishing and watching videos of sex between consenting adults. The backlash to banning pornography would be intense, which is probably why the radicals behind the Christian Nationalist Revolution haven’t implemented that part of the plan yet. The Virtue Machine is a way to confront the moral/ethical vices that plague our country. I believe that most Americans are hungry for a pathway to becoming their virtuous selves, one that does not fixate on common vices, but rather elevates the virtues of courage, temperance, generosity, friendliness, truthfulness, and patience. The video is less than 10 minutes long, and I believe the idea can be implemented through a platform like Substack. Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    9 min
  3. YouTube Algorithm

    MAY 5

    YouTube Algorithm

    I mention these channels in this video - muji ono - @jiaamalia20, Jia Survival skills - @Jiasurvival, putri sunda - @putrisunda1602, and Made Rusmi - @MadeRusmi_ - because I subscribe to them, and I believe they helped me to better understand the YouTube Algorithm. Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    24 min
  4. A Beautiful Day In New York

    MAY 4

    A Beautiful Day In New York

    Walking through New York on a beautiful day Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    11 min
  5. Is a Life Without Sex a Bad Thing — at Any Age?

    MAY 1

    Is a Life Without Sex a Bad Thing — at Any Age?

    Thank you to everyone who tuned into my live video! Join me for my next live video in the app. Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    54 min
  6. Writers Think They’re Failing. They’re Just Early.

    APR 27

    Writers Think They’re Failing. They’re Just Early.

    Come walk with me for a few minutes. Today I’m talking about the part of the writing journey nobody warns you about — the waiting. The long stretches where nothing seems to be happening, and you start wondering if you’re wasting your time. But here’s the truth: the waiting is the work. Publishing moves slowly. Growth moves slowly. Careers move slowly. And none of that means you’re failing. In this episode of Walking & Talking with Henry, I share what I’ve learned about patience, progress, and why “slow” is often the exact pace you need. If you’ve been feeling behind, this is your reminder that you’re right on schedule. Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    28 min
  7. Does Vice Have An Advantage Over Virtue?

    APR 18

    Does Vice Have An Advantage Over Virtue?

    Henry and Kristine discuss the inner landscape at a time when gambling and God are both booming. Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    57 min
  8. If You Mention AI In Your Post, People Are More Likely To View It

    APR 15

    If You Mention AI In Your Post, People Are More Likely To View It

    Shameless plugs Coliseum – Henry L Sullivan III Deena Undone – Debra K Every Spirit of the Plain – B. Marcus Walker The New Empire – Alison McBain Get full access to Henry L Sullivan III at henrylsullivaniii.substack.com/subscribe

    33 min
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About

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. henrylsullivaniii.substack.com

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