PODCAST · education
Stoa Conversations: Stoicism Applied
by Caleb
Caleb Ontiveros and Michael Tremblay discuss how to build resilience, develop virtue, and make sense of the world through Stoic philosophy.One episode a week.Get the Stoa app: www.stoameditation.com/pod [https://www.stoameditation.com/pod]Get the Stoa Letter: www.stoaletter.com/subscribe [https://www.stoaletter.com/subscribe?utm_source=podcast_description] www.stoaletter.com
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228
Caleb's Life Philosophy (Episode 226)
What’s the core of Stoicism worth keeping? And where does it fall short?Caleb shares his life philosophy in this companion to Michael’s earlier episode. He builds the case for Stoicism from the ground up, then turns it on itself. If happiness has to be up to us, what does that say about the rest of life? And what do you do with the parts of human experience that don’t fit neatly into propositions?The thread running through it all is humility. Stoicism gives you a strong frame. It also asks you to admit what you don’t know.(00:00) Introduction(03:30) The Core Argument: Happiness Must Be Up to Us(13:30) Character and How We Think(15:30) Human Nature: Rationality and Sociability(25:30) Objection One: Life Is Tragic(31:30) Objection Two: Reason Doesn’t Capture Everything(41:00) Objection Three: Non-Cognitive Knowledge(48:50) Summing UpDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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227
Reflections from Athens
Caleb shares reflections from a recent pilgrimage to Athens. He walks through the ruins of the Stoa Poikile, the painted porch where Stoicism was born, and finds the irony of a philosophy of impermanence enduring in stone fragments thousands of years later. He visits the Acropolis, the Lyceum where Aristotle taught, and thinks about what makes Athens worth visiting today.(00:00) Visiting the Stoa Poikile and the Athenian Agora(05:00) The Acropolis, the Lyceum, and Plato’s Academy(06:30) Edward Lear and Athens as an imaginary city(08:40) Athens as a platonic formDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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226
Musashi’s Book of Five Rings: The Water Book (Episode 224)
Your mind should be quietly vibrating. Not tense, not slack, not leaning in any direction. That’s Musashi’s opening instruction in the Water Book and it sounds a lot like what the Stoics were after.Caleb and Michael continue their series on Musashi’s Book of Five Rings with the second book: Water. Where Book One laid out general strategy, this one gets into the craft itself: swordsmanship as a lens for how to carry yourself, think clearly, and stay locked onto what actually matters. (00:00) Introduction to the Water Book(03:40) Mindset: Quietly Vibrating, Not Leaning(07:50) Don’t Let Your Body Control Your Mind(10:50) Spirit vs. Body Size(13:00) Posture as Evidence of a Strong Mind(18:00) Make Your Everyday Stance Your Strategic Stance(21:50) Purpose Over Technique: Cut the Opponent Down(25:10) Bruce Lee, the UFC, and Rejecting Styles(28:00) Telos: The Ancient Word for “Keep Your Eye on the Ball”(31:30) Positions That Exist and Don’t Exist(35:00) Precepts as Boats: When to Let Go of Rules(38:30) Rhythm in Fighting, Conversation, and Life(42:00) Offensive and Defensive Lessons on Disruption(44:50) Forge Yourself with a Thousand Days of TrainingDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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225
The Stoic Case for Introspection (Episode 223)
Some guy goes on a podcast and argues against introspection. Caleb pushes back.This solo episode uses the viral debate as a launching pad for what the Stoics actually think about self-examination. Caleb draws a sharp line between the kind of introspection the critics hate — guilt, rumination, dwelling on the past — and the kind Marcus Aurelius practiced: forward-looking, demanding, and grounded in a clear standard of how to live.(00:00) The VC’s argument against introspection(03:00) Marcus Aurelius as counterexample(05:00) What Stoic introspection is(08:30) Self-criticism: proleptic, not punishing(13:30) Knowing yourself: the Delphic tradition(18:00) Why Stoic introspection isn’t rumination(20:30) The risks: diminishing returns and the hall of mirrors(23:30) How much introspection is enoughDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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224
What Stoics Find in the New Testament (Episode 222)
Michael picks up the New Testament for the first time and does something unusual: he treats Jesus not as a religious figure, but as a philosopher. A contemporary of the Stoics and Epicureans, teaching in the same era, competing for the same minds. The results are surprising.Some of Jesus’ core teachings land hard from a Stoic lens. Vice lives in desire, not action. The cowardly adulterer is worse than the bold one — he has two vices instead of one. Virtue demands the right reason, not just the right deed. Film your charity for Instagram and you’ve already collected your reward. Turn the other cheek isn’t passive — it’s radical character consistency. And loving your enemies? If you only love your friends, you’re not doing anything impressive. Everyone does that.But then things get complicated. What’s the ethical function of miracles? Why does faith matter if the Stoics demand knowledge? And if heaven promises a hundredfold return on your sacrifice, doesn’t Christianity collapse into delayed hedonism?Michael and Caleb wrestle with all of it — the overlaps, the tensions, and the parts that don’t resolve neatly.(03:00) Reading Jesus as a Philosopher(07:30) Vice Lives in Desire, Not Action(12:30) Virtue Requires the Right Reason(17:00) Turn the Other Cheek(22:00) Love Your Enemies(28:00) Cast the First Stone(37:30) The Danger of Appearances(41:30) Where a Stoic Pushes Back(51:20) Ted Chang and the Literature of FaithDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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Michael's Life Philosophy
What does a historian of Stoicism actually believe? Michael puts his money where his mouth is and lays out his personal philosophy of life from scratch.The result is something between Stoicism and Aristotle — keeping the Stoic emphasis on character and agency while smuggling in a little more common sense about the human condition.(00:00) Why articulate a personal philosophy?(04:00) The geometric method(05:00) The eudaimonistic framework(10:30) What kind of thing are we?(16:30) Degrees of happiness(22:00) Rejecting the Stoic binary(24:00) Unequal agency, genuine hardship, and obligations to others(32:00) The capabilities approach(37:30) The Stoic counterargument(44:30) SummaryDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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222
Four Ways To Be Happy (Episode 220)
Marcus Aurelius gives us a recipe for happiness in Meditations 2.16.Caleb breaks down the four ways we do the exact opposite: fighting reality, turning away from others, being ruled by pleasure and pain, and acting without purpose. Sometimes the best path to happiness isn’t chasing it directly, but removing what makes us miserable.(01:00) The Four Items: A Recipe for Happiness(03:50) First: Stop Fighting Reality(05:50) Second: Live Well With Others(09:30) Third: Don’t Be Ruled by Pleasure or Pain(11:00) Fourth: Act With Purpose(13:10) Closing Reading of Meditations 2.16Download the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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221
The Roman Socrates Tells Us How To Live (Episode 219)
The teacher of Epictetus deserves more attention than he gets. Michael returns to Musonius and pulls out three themes: philosophical minimalism, a complicated egalitarianism, and surprisingly specific practical advice. Musonius distrusts overly academic philosophy. He wants simple arguments that appeal to common sense, then action. He argues women should study philosophy because they share the same capacity for reason—but still maintains distinct roles based on natural differences. And he gets remarkably concrete: raw food diets, growing out your hair, never pressing charges for assault, physical labor as the ideal job for a philosopher.Musonius doesn’t fit neatly into modern categories.Previous episode:(06:00) Philosophical minimalism: simple arguments, then practice(14:00) Why fewer strong arguments beat many weak ones(19:00) Complicated egalitarianism: equal as humans, different in roles(26:00) The middle ground between traditionalism and progressivism(31:00) Controversial practical advice begins(33:00) Physical labor as excellent work for philosophers(35:00) Marriage, children, and conservative sexual ethics(39:00) When to disobey your father(46:00) Diet, dress, and developing calluses(48:00) The case against luxury(50:00) Why you should grow out your hairDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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220
Musashi’s Book of Five Rings: The Ground Book (Episode 218)
What can a 17th-century samurai who won 60 duels to the death teach us about living well?Caleb and Michael explore the first book of Miyamoto Musashi’s classic work. The Ground Book lays a foundation that cuts across all pursuits. The conversation draws connections to Stoic ideas about indifference, adaptability, and the danger of becoming too attached to any particular school or method.(03:30) Musashi’s life (07:00) How mastering a craft teaches philosophy(10:00) The four ways of life: warrior, carpenter, farmer, merchant(19:00) Living first, reflecting later—inverting the academic model(26:00) Philosophy is learned through living, not just reading(30:00) The way: don’t get attached to any single weapon or style(38:00) Politics, martial arts, and the trap of picking teams(43:00) Indifference as flexibility and adaptability(50:00) Rhythm, timing, and setting the tempo of life(53:00) The ethical dimension: making your thinking free of evil(56:30) Musashi’s nine rules for practicing the wayDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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How to Be Smarter (Episode 217)
What do the Stoics mean by intelligence? And how do you actually develop it?Caleb breaks down prudence into six trainable components from the ancient Stoic Arius Didymus: sound judgment, circumspection, shrewdness, sensibleness, soundness of aim, and ingenuity. Each gets a week. Each gets concrete exercises.This isn’t abstract philosophy. It’s a practical program for sharpening your thinking in whatever domain matters to you.(00:00) A Framework for Stoic Intelligence(04:50) Week 1: Sound Judgment — Knowing What to Do and How(12:50) Week 2: Circumspection — Keeping Your Perception Current(20:20) Week 3: Shrewdness — Acting Right Without Deliberation(28:40) Week 4: Sensibleness — Discerning Better from Worse(32:50) Week 5: Soundness of Aim — Hitting Your Target(37:10) Week 6: Ingenuity — Finding a Way Through(41:40) Closing ThoughtsDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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218
What We Read, Watched, and Learned in 2025 (Episode 216)
Michael and Caleb look back on their favorite reads, conversations, and discoveries from the year.They discuss why Cicero’s On Ends deserves a spot on every Stoic’s reading list, what the New Testament and Stoicism have in common, and the power of keeping philosophical maxims close at hand. The conversation covers a Spanish Jesuit’s handbook on practical wisdom, Plato’s failed attempt to mentor a tyrant, and which Stoic exercises actually work in daily life. Finally, they wrap up with moves of the year.(01:00) Cicero’s On Ends: Why It’s the Perfect Second Book(08:10) Reading the New Testament as a Stoic(17:00) The Art of Worldly Wisdom by Baltasar Gracián(24:20) The Life of Plato: Philosophy Meets Tyranny(28:00) Stoic Maxims as Mental Magic(32:20) The 10 Stoic Exercises: What Actually Works(37:20) Movie Picks: Lord of the Rings and The Great BeautyDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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A Stoic Book Review of the Odyssey (Episode 215)
The founders of Stoicism—Zeno, Cleanthes, Chrysippus—all wrote about Homer. Zeno’s longest work was called Homeric Problems. When we read the Odyssey, we’re reading what the Stoics read. We’re studying their curriculum.Following this tradition. Michael and Caleb examine what makes the Odyssey Stoic and what makes it decidedly not. Odysseus perseveres through failures, temptations, and divine opposition for twenty years. He just wants to go home. That single-minded endurance is deeply Stoic.But Homer’s hero also cries openly, grieves for years, and slaughters everyone who wronged him. He’s a brilliant bullshitter who tells elaborate lies even to gods. Is that Stoic?The tension between these traditions reveals something important about both.(0:00) Why the Stoics Studied Homer(6:30) Sparknotes(14:30) Stoic Theme: Perseverance Through Failure(22:40) Stoic Theme: Intelligence as Virtue(26:00) Stoic Theme: Cosmopolitanism and Being a Good Guest(35:00) Stoic Theme: Tact as Social Virtue(42:10) Non-Stoic Theme: The Emotional Hero(46:30) Non-Stoic Theme: Revenge and the Suitors(54:00) Non-Stoic Theme: The TricksterDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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216
Who Gets To Call Themselves Stoic (Episode 214)
Who gets to call themselves a Stoic? Michael and Caleb tackle the issue of who is and isn’t a Stoic. Grounding their discussion in Michael’s recent article: (03:00) The Stoic alignment chart: theory purists to rebels(11:00) Benefits of gatekeeping: maintaining truth and standards(21:00) Epictetus as motivating gatekeeper(26:30) Risks: pedantry and missing the forest for trees(40:00) When gatekeeping becomes antisocial(46:30) Finding the balanceDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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215
Stoic Ideas That Cut Against Modern Culture (Episode 213)
Some Stoic ideas cut against modern culture. Michael and Caleb examine seven truths that challenge how we think about politics, anger, success, and evil.The Stoics make claims most people won’t like hearing. Politics can’t ruin your happiness. Anger is always wrong. Being a victim doesn’t make you virtuous. You can’t choose all your obligations. Nearly everyone lives in luxury today. Some lives are objectively better than others. And no one truly wants to do evil.(00:00) Politics can’t make you unhappy.(09:00) Anger is never appropriate.(19:40) Neither victimhood nor victory are moral credentials.(26:10) You don’t choose all your roles.(34:20) Nearly everyone today lives in luxury.(39:10) Some lives are better than others.(43:10) No one intends to do evil.Download the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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214
Conversation w/ Daniel Greco - Yale Professor of Philosophy
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213
Becoming Rich Won't Make You Free (Episode 212)
Caleb explores Seneca’s warning about wealth from Letter 17 and why material success may be a trap. The episode questions whether financial independence really delivers freedom or just creates new forms of dependence.Download the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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212
Question Every Impression | Ancient Skepticism (Episode 211)
Michael and Caleb examine skeptical modes from Sextus Empiricus. These arguments show why you can’t trust your sense impressions. The Stoics and skeptics were rival schools. But they agreed on one thing: most people live under illusion. The skeptics said you can never overcome that. The Stoics said you can, but only if you’re extremely careful. Both agree you need to interrogate every impression.(3:20) Skeptics vs Stoics on impressions (9:00) Different animals see differently (15:30) Humans disagree with each other (20:20) Your senses contradict themselves (26:40) Your disposition changes everything (31:50) The ideal disposition for truth (35:10) What you’re next to matters (39:00) Rarity distorts value (39:53) Different cultures, different truths (43:10) Why philosophy starts with dissatisfaction (45:10) How far should skepticism go (49:40) Summary of nine skeptical modesDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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211
How to Resist Pressure (Episode 210)
Ever say yes when you meant no? Caleb and Michael explore Plutarch’s guide to resisting pressure and not being a pushover.Plutarch identifies the root problem as oversensitivity to shame. You care too much about violating social norms.The conversation covers when to respect social convention versus when to break it. They examine historical examples of caving gone wrong, from Creon and Medea to murdered dinner guests. The key insight is that caving makes things worse while standing firm with tact makes things better.(04:47) The Pushover: Oversensitivity to shame versus shamelessness(12:20) Mythical and historical examples of caving to pressure(22:20) Starting small: Rejecting social drinking and suffering fools(26:10) Giving honest feedback despite discomfort(32:10) Ten reflections on resisting pressure(41:30) Personal examples of caving and standing firm(43:40) Rules for not giving inDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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210
How to Face Hardship | Boethius and The Consolation of Philosophy (Episode 209)
When you’re in prison waiting to die, what can philosophy do for you? Michael and Caleb read Boethius’s Consolation of Philosophy - a book written by a Roman senator facing execution. It’s philosophy tested at the breaking point. The book works through arguments for why you shouldn’t be angry at fortune. Some are practical - don’t complain about losing externals when externals always change. Others cut deeper - fortune can’t touch what matters most, which is yourself. The interesting part is watching someone work through these arguments for real, not as theory.(03:20) Historical context and influences(09:00) Book structure and Lady Philosophy(13:50) Fortune hasn’t changed, it was always fickle(16:40) You chose to value externals, don’t complain when they shift(18:40) Fortune gave you everything, can’t be mad it took it back(21:30) Don’t overweight current misfortune(29:30) Fortune can’t affect what matters - yourself(34:40) External riches aren’t valuable anyway(38:00) External honors aren’t valuable anyway(42:10) Preview of Book Three - defining the good(45:30) Final thoughts on the bookDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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Dealing with Change (Episode 208)
Nothing stays the way you want it. Your job disappears. Relationships end. Everyone you know will die. The cities you live in will cease to exist. Michael and Caleb explore three Stoic strategies for accepting what you can’t control.(03:20) The Word “Nostalgia”(04:10) Strategy 1: Nothing Belongs to You (12:20) Strategy 2: Expand Your Time Horizon(19:20) Thinking in Life Stages (25:20) Strategy 3: Finding Agency in Change (29:30) Combining the Whole and the Part (35:30) Athletes Who Can’t Let Go (39:50) Just Do What Nature Demands Now (43:30) Summary and SynthesisDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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Ask Us Anything (Episode 207)
Thank you for tuning into our live video! Join us for our next live video in the app.This episode is taken from our recent Substack Live episode where we covered reader questions. Follow us on Substack: https://www.stoaletter.com/ to catch the next one. Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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207
Eclecticism with Anya Leonard from Classical Wisdom (Episode 206)
How much ancient philosophy should you steal? Caleb and Anya Leonard from Classical Wisdom explore the art of philosophical eclecticism, from Heraclitus’s cryptic fragments to philosophical rivals between Stoics and other schools.We start with Heraclitus, the riddling philosopher who wrote that you can’t step in the same river twice. His idea that strife creates harmony deeply influenced the Stoics. But he was deliberately obscure - even Socrates admitted he needed a “deep diver” to understand him. From there we discuss Skepticism and Epicureanism. (00:03:57) Flux and constant change(00:12:24) Providence vs chaos(00:15:21) Is strife justice(00:21:30) Fragments worth contemplating(00:22:41) Skepticism: How we know what we know(00:29:00) The Stoic-Skeptic debate(00:31:00) Suspending judgment in heated times(00:35:28) Epicureans and calculated pleasure(00:39:00) Simple pleasures vs hedonism(00:44:22) The value of eclecticismDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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Hunters Talk About Spears (Episode 205)
Philosophy talks about big ideas. The good life. Virtue. Happiness. But talking about aspirations isn’t enough. You need mechanisms—concrete practices that actually change behavior.Caleb examines why serious thinkers focus on mechanisms over aspirations. Discussions about mechanisms force action and generate information. Discussions about aspirations turn into complaints about the world.The Stoics were good at this. They didn’t just discuss anger. Seneca and Marcus Aurelius gave specific advice about becoming less angry. They broke virtue down into smaller parts: self-control becomes orderliness, propriety, modesty, self-mastery. Each breakdown gets more specific and decision-relevant.But you can’t ignore aspiration entirely. You need both the effective cause (what brings about change) and the final cause (where you’re going). Training and performance. The concrete and the universal. The Stoic sage sees and acts with both the whole and the part in mind.Philosophy is tricky because the problems are abstract. But that’s exactly why you need to speak at the right level of detail. Mechanisms for a purpose. Aspirations to set the target. Concrete practice to get there.Download the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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205
Stoicism, Freedom, and Ernst Jünger with Sam Alaimo (Episode 204)
Sam Alaimo is a Navy SEAL who discovered Stoicism after leaving the military. He is a cofounder of Zero Eyes, an AI company stopping gun violence, and writes at whatthen.org. Caleb and Sam discuss how affluent societies need philosophy, whether virtue alone makes life good, and why Ernst Jünger remains one of history’s most fascinating thinkers. The conversation moves from ancient philosophy to World War I trenches to the risks of letting AI do our thinking.(00:00) Sam’s background and writing journey (04:00) How Stoicism helped after military service (06:20) Why affluent societies invented Stoicism (08:00) AI as a war on human reason (10:30) Epictetus: the most extreme example (15:00) Marcus Aurelius: emperor and philosopher (20:10) Why Epictetus avoided the word “virtue” (24:10) Stoicism as energetic, not passive (26:20) Where the Stoics got it wrong (30:20) Existentialism and Stoicism on freedom (34:20) Ernst Jünger: war hero and philosopher (38:20) Storm of Steel and phenomenology of war (44:30) Philosophy divorced from reality (47:20) Jünger’s fiction and diariesDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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204
Ancient and Modern Myths with Michael Fontaine (Episode 203)
Have we traded ancient wisdom for modern myths?In this episode, Caleb speaks with Cornell classics professor Michael Fontaine.Fontaine argues that psychiatry and mythology both offer competing stories about human suffering. The ancients had three models: medical treatment, spiritual purification, or taking responsibility for your choices. Today we’ve mostly picked door number one and forgotten the rest.How to Have Willpower(9:20) A Forgotten Distinction: Reasons vs Causes(19:30) Freedom and Responsibility(31:20) Death, Souls, and Scientific Myths(49:30) Ancient Philosophy for Secular StudentsDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we’ll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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203
Anger And Society (Episode 202)
Caleb explores why anger works as social currency. If you're not angry when someone hurts your friend, do you really care about them?People aren't wrong to read meaning into your emotional responses. If most angry people care and most calm people don't, anger becomes useful data. The Stoic who stays calm has to work harder to prove they care.(00:00:00) Introduction and context from Donald Robertson episode(00:02:10) Anger as social emotion vs internal emotions(00:03:10) Political case study: anger as tribal signal(00:04:50) How anger serves as political signaling(00:05:10) Social incentives to express anger(00:06:00) The difference between expressing and feeling anger(00:07:00) When loved ones expect your rage(00:07:20) The logic of anger as caring(00:08:00) Why people use emotional heuristics(00:09:40) How Stoics must prove they care(00:10:00) The burden of showing character through actions(00:10:40) Why managing emotions is just the beginningDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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202
Stoicism & Anger w/ Donald Robertson
Caleb and Michael interview Donald J. Robertson on Anger and Stoicism.We’ll be doing more live events and chats. Get the Substack app and stay tuned. Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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201
Two Practices For Zen Stoicism (Episode 201)
Most of our thoughts are wrong. That's the problem with thinking—we make judgments about good and bad that don't match reality. Zen practitioners figured this out centuries ago.Caleb explores two Zen practices that Stoics can steal. The first is alert observation: notice thoughts when they arise, then let them pass without getting caught up in them. Don't fear thoughts—just don't be slow to notice them.The second is cessation: when your mind gets worked up about something, stop immediately. Be like incense burning in an empty temple. Better to know you don't know than to have false opinions.Marcus Aurelius did something similar. He ruthlessly monitored his thoughts and dissolved the false ones. Most of our value judgments concern trivial things—popularity, pleasure, avoiding discomfort. These judgments pull us away from what actually matters: making excellent decisions based on reason.Download the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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200
Should Stoics Use AI (Episode 200)
Should Stoics use AI? Michael and Caleb tackle this modern question by examining how ancient philosophy guides our relationship with new technology. They explore the risks of overconfidence, the difference between knowledge and mere reminders, and when AI becomes a useful tool versus a dangerous crutch.The conversation reveals why Plato's concerns about writing still matter today and how the Stoic concept of "digesting theory" applies to our AI-assisted lives. They examine practical examples from programming to philosophy, showing when AI helps and when it hinders genuine learning.Overconfidence and the Conceit of Learning(03:14) AI and overconfidence risks(12:40) Writing as a tool to avoid overconfidence(18:30) AI and digesting theory(24:50) AI as indifferent external(34:40) Stoics against AI friends(41:30) AI as mirror of the logos(45:20) The virtue of prudence with AI(48:30) Closing thoughts on major technology shiftsDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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199
Stoic Exercise Tier List (Episode 199)
Caleb and Michael going live with Donald J. Robertson this Thursday at 5 PM ET. Join us on the Substack app!https://open.substack.com/live-stream/53794?r=5jw33r&utm_medium=iosMichael ranks ten core Stoic exercises from least to most transformative based on a decade of practice. One could say he cuts through the theory to share which techniques actually work.All of these practices are good. But Michael uses some more than others.(00:00) Introduction: Personal ranking vs universal truth(03:00) Lower tier exercises(11:40) Middle tier practices(20:00) Top tier transformative practicesDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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198
Effective Altruism as a Life Philosophy (Episode 198)
Can you do good and do it wrong? Michael and Caleb examine effective altruism - the movement that treats helping others like an optimization problem.They explore how EA demands you maximize impact rather than feel good about helping. The conversation reveals why Superman should probably quit fighting crime and start generating renewable energy instead.(03:10) Peter Singer's drowning child argument(09:00) Internal consistency as moral demand (16:10) Science-based approach to doing good(19:30) 80,000 hours and high-impact careers (23:40) Why boring work might be more heroic (28:00) Truth-seeking versus feeling good (34:20) The superhero efficiency problem(34:50) Shared cosmopolitan values (37:40) Different approaches to transformation(43:40) Extreme versus rooted cosmopolitanism (49:40) Status quo bias and tradition (56:50) The beneficence challenge to StoicsThe Stoa Letter is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.Download the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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197
Memory Palaces and Stoic Eating with Andrew Perlot (Episode 197)
How memory and diet shape your character. Andrew Perlot , former journalist and health coach, explains why the Stoics obsessed over both.(00:00:56) What Stoicism is and why Andrew is drawn to it(00:05:32) Favorite Stoic philosophers(00:09:00) Diet and Stoicism(00:21:10) Why religious groups like Seventh Day Adventists succeed with diet(00:24:30) Shame vs virtue in food choices(00:29:20) Practical tips: simple foods and fasting(00:33:24) Stoicism and memory(00:39:40) Why the Stoics literally meant "memorize this"(00:43:00) How to remember: Method of Loci(00:48:40) Memory as forcing function for focusDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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196
The Unfettered Mind | Stoic Zen (Episode 196)
Caleb and Michael explore Takuan Soho's The Unfettered Mind, examining how Zen Buddhism approaches mental training through the concept of "no mind." They discuss why stopping the mind creates ignorance and how this differs from Stoic approaches to reason and attention.They examine how mental stopping manifests in combat, conversation, and performance - from sword fighting to basketball arcade games.(00:00) Introduction to The Unfettered Mind(06:20) The Affliction of Stopping(14:47) The Beginner vs The Expert(27:22) Training(37:22) Practical Life(43:53) Stoicism vs ZenDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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195
The Life of Plato (Episode 195)
Philosophy meets biography in this deep dive into Robin Waterfield's new book on Plato. Michael and Caleb explore how the philosopher's life shaped his ideas, from witnessing tyranny and democracy's failures in his youth to his later failed attempt to reform a Sicilian tyrant.Plato was an aristocrat who saw his relatives join the brutal Thirty Tyrants, watched democracy execute his mentor Socrates, and spent decades running a research academy that encouraged debate over dogma. His life and philosophy are worth understanding.(00:05:50) Plato's aristocratic background in Athens(00:06:30) The Thirty Tyrants and family connections(00:08:20) Socrates' execution and its impact(00:10:40) Key philosophical insights from political unrest(00:13:00) The Sophists reconsidered(00:19:20) Establishing the academy as research institution(00:21:00) Early, middle, and later period writings(00:27:20) Plato's caution about passive consumption(00:30:20) Criticism of poetry as ancient television(00:35:40) The religious dimension of Platonic philosophy(00:39:50) Return to Syracuse and the philosopher king project(00:47:40) Philosophy's ambitions beyond ivory towerDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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194
10 Key Stoic Ideas (Episode 194)
Michael breaks down the ten most important concepts you need to understand ancient philosophy's most practical school of thought.These are the core ideas that built a 2,000-year-old system for living well. From happiness and virtue to the dichotomy of control, each concept builds on the last to create a complete framework for human flourishing. (00:00:00) Introduction: Why These 10 Ideas Matter (00:01:50) Happiness and Flourishing (Eudaimonia) (00:02:50) Virtue as Excellence (Arete) (00:04:10) Knowledge as the Key (Episteme) (00:05:50) Living According to Nature (Kata Phusin Zen)(00:07:40) Mindful Attention (Prosoche) (00:09:20) Impressions and Assent (Phantasia and Synkatathesis) (00:11:00) The Things Up to Us (Ta Eph' Hemin) (00:12:20) Your Ruling Faculty (Hegemonikon) (00:13:50) Indifferents (Adiaphora) (00:15:40) Passions vs Good Emotions (Pathe vs Eupathe)(00:18:00) How the 10 Ideas Connect (00:21:40) What to Focus on NextDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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193
When Being Good at Your Job Makes You a Bad Person (Episode 193)
What happens when the roles life gives you conflict with being a good person? Caleb and Michael tackle one of Stoicism's puzzles: when excellent performance in your job, relationships, or responsibilities seems to require abandoning virtue.Starting with Machiavelli's brutal advice to princes, they work through modern examples where this tension emerges. The activist who uses propaganda for a just cause. The CEO who fires employees for market efficiency. The lawyer defending someone they think is guilty. The journalist photographing tragedy without intervening.The Stoics said to follow your roles, but what if your roles demand cruelty, deception, or abandoning compassion? The conversation reveals three ways to think through these conflicts.(00:00) Introduction: When roles conflict with virtue(03:40) Machiavelli's challenge to virtue ethics(08:20) The difference between bad people and role conflicts(14:30) Modern examples: activists and propaganda(16:00) Workplace tensions: bosses and market demands(16:30) Impartial observers: journalists and philosophers(18:00) Best soldiers follow orders without question(20:30) Legal defenders and the guilty client(22:40) When roles seem necessarily at odds with virtue(27:00) Solution 1: The Stoic hierarchy of roles(30:00) Human role vs chosen roles(34:20) Why hierarchy alone isn't enough(38:50) Solution 2: Breaking virtue into sub-components(42:00) Fair dealing depends on context and circumstances(46:20) Practical advice for everyday conflicts(48:00) Solution 3: Using rights and consequences as constraints(50:40) Reserve clause and staying flexible between roles(51:20) Why most conflicts resolve with careful thinkingDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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192
The Ring of Gyges (Episode 192)
What would you do if you could get away with anything?Plato's famous thought experiment cuts straight to the heart of human nature. If you had a ring that made you invisible—if you could take, do, or have anything without consequence—what would you do? More importantly, what should you do?Michael explores what the Stoics believed about this thought experiment and what it reveals about their philosophy. Download the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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191
Therapy vs Philosophy (Episode 191)
When life hits hard, where do you turn? Philosophy, therapy, or coaching? Michael and Caleb examine and debate the fundamental differences between these approaches to human suffering and growth.They explore why Stoicism offers a prescriptive vision of the good life while therapy remains deliberately non-judgmental. The conversation reveals when philosophy works best as preventative strength training versus therapy's role in acute crisis intervention.(00:00) Introduction: Philosophy vs Therapy(03:20) The Ancient Medical Metaphor(09:00) Different Goals: Prescriptive vs Non-judgmental(23:30) Stoicism as Preventative Training Only(27:30) When People Discover Stoicism After Crisis(32:20) Why Some Stoics Struggle with Crisis Moments(38:00) Questioning the "Solution" Mindset(42:10) Who Should Choose What Path(48:30) Practical Stoic Techniques in Daily Life(52:40) Knowing When You Don't KnowDownload the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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190
Seneca On The Creation of Earthquakes (Episode 190)
In this episode, Caleb and Michael review the 2023 film "Seneca, On the Creation of Earthquakes" starring John Malkovich. They explore how the movie portrays the Roman Stoic philosopher during his final day, examining themes of hypocrisy, performance versus genuine philosophy, and the challenges of living up to Stoic ideals.(00:00:56) Background on the film(00:04:07) Overall impressions(00:08:38) Play by play of the plot(00:13:58) Discussion of Agrippina's portrayal(00:16:31) Analysis of the Thyestes play scene(00:21:00) Examination of slavery themes(00:24:15) Seneca's hypocrisy and wealth(00:27:43) Seneca's death scene(00:30:06) Theme: Can you separate philosophy from philosopher?(00:35:15) Theme: What the film says about Stoicism(00:39:53) Theme: Criticism of pointless political art***Download the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations:https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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189
Marcus Aurelius On What To Read (Episode 189)
Should you really be reading all those "great books"? Marcus Aurelius had strong opinions about this. He repeatedly told himself to throw away his books and stop getting distracted by endless reading lists.In this episode, Caleb challenges the popular Great Books movement and explores what Marcus Aurelius would think about our obsession with reading everything. The emperor-philosopher believed reading should transform you, not just educate you. He saw most reading as distraction from the real work of living.What do you think?***Download the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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188
The Stoic Paradoxes (Episode 188)
The Stoics made claims that sounded completely crazy to regular people. Only virtue is good. All crimes are equally bad. Everyone who isn't perfectly wise is literally insane.These weren't just philosophical word games. They were deliberate provocations designed to force people to think differently about what really matters in life.Caleb and Michael break down Cicero's six famous Stoic paradoxes and explain why each one makes more sense than it first appears. You'll discover how these seemingly absurd claims reveal the radical core of Stoic thinking.(01:41) Virtue is the only good(10:06) Virtue is sufficient for happiness(13:53) All good deeds are equally virtuous and all bad deeds are equally vicious(27:16) All fools are mad(33:32) Only the wise are free(38:16) Only the wise are rich(43:47) Summary***Download the Stoa app (it's a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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187
Misunderstanding the Dichotomy of Control (Episode 187)
Most people learn about Stoicism through the dichotomy of control. It sounds simple: focus on what's up to you, ignore what isn't. But this apparent simplicity is dangerous.The dichotomy of control becomes the lens through which people view all of Stoicism. Get it wrong, and everything else falls apart. You end up passive when you should act, frustrated when you should be patient, or convinced Stoics can't believe in cause and effect.Michael and Caleb walk through four major misunderstandings that stem from getting the dichotomy wrong. From the myth that Stoics are passive observers to the confusion about free will and determinism, these mistakes reveal how a powerful idea can be corrupted when we bring our own assumptions to ancient wisdom.(04:15) Four Confusions(11:17) The Passivity Argument(19:08) Do You Have Immediate Control?(27:45) No Trichotomy(35:58) Is the Dichotomy Incompatible With Determinism?(41:00) Wrapping Up***Subscribe to The Stoa Letter for weekly meditations, actions, and links to the best Stoic resources: www.stoaletter.com/subscribeDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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186
An Underrated Stoic Exercise: Circumscribing The Present (Episode 186)
Are you stressed about the future? Deep-dive into this Stoic exercise from Marcus Aurelius for living the moment, without anxiety or regret.Michael Tremblay covers the Stoic practice of circumscribing the present.***Subscribe to The Stoa Letter for weekly meditations, actions, and links to the best Stoic resources: www.stoaletter.com/subscribeDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Check out our Youtube: https://www.youtube.com/@stoaphilosophyThanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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185
The Laughing Cynic Who Taught Stoicism's Founder (Episode 185)
Discover the philosopher who transformed Zeno from shipwrecked merchant to Stoicism's founder. While modern cynics see only self-interest, Crates lived joyfully with nothing but "a wallet and tattered cloak." This philosopher sold his inheritance, mocked social hierarchies, and treated everyone as equals—from generals to donkey drivers.Michael and Caleb explore how Crates' rejection of convention shaped Stoic philosophy. They examine the benefits of temporarily embracing cynical minimalism as a path to wisdom and why Epictetus admired these philosophical outsiders. A look at the roots of Stoic thought and the value of questioning everything.Evolve Magazine – Cultivating Wisdom and Virtue(03:05) Zeno and Crates(05:11) Crates Life(10:32) What's the point of studying philosophy(12:00) Cynic Reject of Stoicism(16:56) Flatterers(18:27) Everyone Has Flaws(19:48) Insults(21:53) Hipparchia(27:33) Joyous Philosophy(29:55) Hardcore Stoicism(32:40) Benefit of Cynicism***Subscribe to The Stoa Letter for weekly meditations, actions, and links to the best Stoic resources: www.stoaletter.com/subscribeDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Thanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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184
Introduction to Aristotle's Golden Mean (Episode 184)
In this episode, Michael Tremblay and Caleb Ontiveros explore Aristotle's ethics, focusing on his doctrine of virtue as the golden mean. They break down how Aristotle's view differs from Stoicism—from his three-part soul to his idea that virtues are skills developed through practice. Learn why Aristotle saw courage as a balance between cowardice and rashness, why feeling the right emotions matters as much as doing the right thing, and how this ancient framework applies to modern life.The conversation unpacks key concepts from Aristotle's Nicomachean Ethics: habituation, the role of pleasure in virtue, and why context matters in ethical decisions.(08:29) Aristotelian Happiness(10:47) Parts of the Soul(12:44) The Kinds of Virtues(14:04) Virtue as Skill(18:39) Habituation(19:42) The Golden Mean(26:07) Good Reason For Bad Feelings(28:24) Meaning of Virtue(31:37) Self-Reinforcing Virtue(35:31) What the Golden Mean Means(45:02) Key Ideas For Practice(48:03) Differences with Stoicism*** Subscribe to The Stoa Letter for weekly meditations, actions, and links to the best Stoic resources: www.stoaletter.com/subscribeDownload the Stoa app (it’s a free download): https://stoameditation.com/podIf you try the Stoa app and find it useful, but truly cannot afford it, email us and we'll set you up with a free account.Listen to more episodes and learn more here: https://stoameditation.com/blog/stoa-conversations/Check out our Youtube: https://www.youtube.com/@stoaphilosophyThanks to Michael Levy for graciously letting us use his music in the conversations: https://ancientlyre.com/ Get full access to The Stoa Letter at www.stoaletter.com/subscribe
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ABOUT THIS SHOW
Caleb Ontiveros and Michael Tremblay discuss how to build resilience, develop virtue, and make sense of the world through Stoic philosophy.One episode a week.Get the Stoa app: www.stoameditation.com/pod [https://www.stoameditation.com/pod]Get the Stoa Letter: www.stoaletter.com/subscribe [https://www.stoaletter.com/subscribe?utm_source=podcast_description] www.stoaletter.com
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Caleb
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