Best Lonely Philosopher Podcasts (2025)

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Ep#247 - The Silent Fear That Keeps Divorced Men Single 16:18

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16h ago16:18

16:18

Dating after divorce can feel like climbing a mountain. Not because apps are broken or women are impossible to please, but because of something deeper most men don’t even realize. In this video, I reveal the silent fear that keeps good-hearted men single, even when they desperately want to find love again. Fear doesn’t mean you’re broken, it means …

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EPISODE 114: The Years of Lead: Piazza Fontana 1:20:47

8d ago1:20:47

1:20:47

“With P2, we had Italy in our hands. The Army, the Guardia di Finanzia, the police… they were all ruled by our members.” - Licio Gelli “Every week the streets of Milan were the theater of demonstrations, and were lit up by the fires of Molotov cocktails.” - Guido Passalacqua My childhood took place at a time known in Italy as The Years of Lead. It …

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Ep#246 - Why Good Men Struggle in Dating (And How to Fix It) 19:00

5h ago19:00

19:00

In today’s video, I’m unpacking The Boy Crisis by Dr. Warren Farrell — and more importantly, how it’s impacting modern dating and relationships for good-hearted men like you. So many men are quietly struggling with fatherlessness, lack of healthy role models, confusion about masculinity, and a loss of purpose. These challenges show up in dating as …

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Ep#245 - 5 Unseen Habits That Make Men Irresistible to Women 25:59

16d ago25:59

25:59

Most guys assume women are only motivated by attraction or money. Sure, that matters to some. But if you ask good-hearted women who are looking for real, long-term love… the truth is, what makes a man irresistible are his habits. It’s how you live your life. It’s how you treat yourself. It’s the unseen things you do daily that shape your energy, yo…

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Wanting vs. Liking: How the Brain Shapes Desire and Pleasure | Kent Berridge | Professor of Psychology and Neuroscience at the University of Michigan | Season 10 Episode 6 | #157 41:09

21d ago41:09

41:09

In this episode, I speak with Kent C. Berridge, the James Olds Distinguished University Professor of Psychology and Neuroscience at the University of Michigan, whose pioneering work has reshaped how we understand pleasure, motivation, and addiction. Kent explains the crucial distinction between “liking” and “wanting,” showing how dopamine drives cr…

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Ep#244 - How to Talk to Women With Confidence, Charm & Charisma 26:05

25d ago26:05

26:05

When you see a man walk into a room and effortlessly talk to anyone, especially women who lean in and gravitate toward him, it can seem like magic. But here’s the truth: that magnetic pull isn’t luck, and it’s not something you’re born with. It’s called conversational charisma, and it’s a skill anyone can learn. In this video, I’m breaking down fou…

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Learning, Risk, and Decision-Making | Gautam Kaul | Professor of Finance at the University of Michigan’s Ross | Season 10 Episode 5 | #156 1:15:40

15d ago1:15:40

1:15:40

In this episode, I talk with Gautam Kaul about how we learn, make decisions, and deal with risk. Gautam, a finance professor at the University of Michigan, has spent much of his career studying markets, uncertainty, and how people respond to them. But what makes his approach unique is the way he frames finance not only as numbers and equations, but…

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The Neuroscience of Effort and Reward | Michael Treadway | Professor of Psychology at Emory University | Season 10 Episode 4 | #155 1:05:38

15d ago1:05:38

1:05:38

In this episode, I sit down with Michael Treadway, a clinical psychologist and neuroscientist whose work focuses on how the brain makes decisions about effort and reward. We explore why motivation sometimes feels elusive and how conditions like depression and anxiety can shift the way people weigh costs and benefits. Michael explains how his lab us…

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Ep#243 - The Secret Hack Divorced Men Know About Dating - Do You? 17:57

1M ago17:57

17:57

In today’s episode, I’m revealing the secret hack divorced men know about dating, and why it can actually give you an advantage most men overlook. If you’re divorced and worried your past holds you back, I’ll show you how to flip that story. By reflecting on your past relationship and owning the lessons, you can become more attractive, confident, a…

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Beyond the Lone Genius: The Social Side of Creativity | Keith Sawyer | Psychologist and Creativity Researcher | Season 10 Episode 3 | #154 56:28

22d ago56:28

56:28

In this episode, I talk with Keith Sawyer about how creativity really works, especially when it happens in groups. We begin by challenging the common image of creativity as the result of a lone genius working in isolation. Keith explains how innovation often grows out of collaboration, improvisation, and the back-and-forth exchange of ideas. Drawin…

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Where Does the Self Begin? | Georg Northoff | Neuroscientist, Psychiatrist, and Philosopher | Season 10 Episode 2 | #153 53:50

23d ago53:50

53:50

In this episode, I sit down with Georg Northoff to explore the complex relationship between the brain, consciousness, and the self. We start by questioning the assumption that neuroscience alone can fully explain who we are. Georg points out the limitations of reductionist approaches, showing why studying neurons and brain regions in isolation isn’…

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EPISODE 113: Rome’s Forgotten Guerrilla Master 1:39:04

1M ago1:39:04

1:39:04

“For many of those for whom there is no light at the end of the tunnel, the story of Sertorius should be an example and an inspiration.” - Philip Matyszak Here’s the tale of one of Rome’s greatest and least known generals. A master of guerrilla warfare, he defeated many legions sent after him, and even outclassed Pompey the Great. His story is abou…

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Morality, Well-Being, and the Life Worth Living | Roger Crisp | Professor of Moral Philosophy | Season 10 Episode 1 | #152 1:09:30

26d ago1:09:30

1:09:30

In this episode, I speak with Roger Crisp, Professor of Moral Philosophy at the University of Oxford, about the role of ethics in our personal lives and society. We start with a discussion of Aristotle’s ideas on human flourishing and compare them with utilitarian approaches that focus on maximizing happiness. Roger explains how different ethical t…

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Ep#242 - How To Spot Emotional Immaturity - quickly! 20:46

1M ago20:46

20:46

In today’s episode of The Self-Confidence Project, I’m revealing how to spot an emotionally immature woman in just two dates or less. You’ll learn the subtle red flags and behaviors that signal emotional immaturity, discover how the Big Five Personality Traits shape dating and attraction, and understand why self-awareness is essential for avoiding …

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Ep#241 - 4 Ways Women Are Flirting With You (Don't Miss These Signs!) 20:15

1M ago20:15

20:15

Welcome back to The Self-Confidence Project. In today’s video, I’m sharing four clear and effective ways women show they’re interested in you. These insights come from my own personal experiences and observations, designed to clear up common misunderstandings about flirting signals. If you’re navigating the world of modern dating, especially if you…

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#147: The Tao Favors Some People Over Others | Why? 23:51

1M ago23:51

23:51

In this podcast, we will explain why it appears that the Tao favors some people over others. This is the seventy-third episode of the 81 Meditations of the Tao Te Ching, a series where we explore each chapter of the Tao Te Ching. We will dissect chapter seventy-three of the Tao Te Ching to give you ultimate clarity on the meaning of this chapter. M…

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True Service Requires the DEATH of Something Within You 8:13

1M ago8:13

8:13

In this episode of Enlightenment Today, I will explain what is required to serve everyone as if they were Shiva according to the Hindu practice of seva (selfless service). MENTORSHIP PROGRAMS⁠⁠⁠https://jasongregory.org/mentorship-programs/⁠⁠⁠ SUBSCRIBE ON YOUTUBE ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/OneWorldWithin⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ for new videos ever…

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Ep#240 - 5 Women To Avoid Dating - No Matter How Hot She is 🔥 16:00

2M ago16:00

16:00

In this episode of The Self-Confidence Project, I’m diving into the five personality types of women you’ll want to avoid when dating. If you’re newly back in the dating scene after a tough breakup or divorce, it’s so important to recognize these red flags early. I’ll break down each type — from the avoidant dream girl to the love bomber — and share…

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Ep#239 - Beyond the First Date: Decoding Mixed Signals 19:15

2M ago19:15

19:15

In this episode of The Self-Confidence Project, I dive into one of the most frustrating aspects of modern dating: mixed signals. I start by setting the scene with a familiar scenario, that moment when a man begins to overthink everything after what felt like a promising first date. I break down why mixed signals happen, how to read them accurately,…

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#146: Taoism's Support of Freedom of Speech and Condemnation of Censorship 33:53

2M ago33:53

33:53

In this podcast, we will explain Lao Tzu's support of freedom of speech and condemnation of censorship. This is the seventy-second episode of the 81 Meditations of the Tao Te Ching, a series where we explore each chapter of the Tao Te Ching. We will dissect chapter seventy-two of the Tao Te Ching to give you ultimate clarity on the meaning of this …

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[RERUN] EPISODE 80: The Patriotic Mobsters 2:07:34

2M ago2:07:34

2:07:34

“Lucky will not be pleased to hear that you have not been helpful.” - Joe Adonis “The outcome of the war appeared extremely grave. In addition, there was the most serious concern over possible sabotage in the ports. It was necessary to use every possible means to prevent and forestall sabotage and to prevent the possible supplying of and contact wi…

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Season 9 Summarized: Art, Beauty, & Complexity | Goutham Yegappan | #151 40:43

2M ago40:43

40:43

Season 9 Summarized: Art, Beauty, & Complexity.

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Taoism's Naturalness vs Religious Sin 17:07

2M ago17:07

17:07

In this episode of Enlightenment Today, I will explain why you should not be at odds with your own humanity. A lot of religions believe that our natural inclinations are sin. But is this perspective on sin healthy or natural? Taoism tears such an illogical perspective apart and argues that our natural inclinations are not something to suppress, but…

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Ep#238 - Want to Attract Younger Women? Fix This One Mindset First 12:53

2M ago12:53

12:53

In this episode, I’m diving into the truth about why younger women are often drawn to older men—and the critical mindset shift you need to make if you're one of those men looking to date younger. I’ll break down the common mistakes older men make, including chasing youth or trying to impress rather than attract. I’ll share real-life client stories,…

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Do We Need a Definition for Art? | Aaron Meskin | Professor and Head of Philosophy at the University of Georgia | Season 9 Episode 14 | #150 1:06:14

2M ago1:06:14

1:06:14

In this episode, I talk with Aaron Meskin, a philosopher of aesthetics whose work spans comics, food, popular culture, and the philosophy of art. We begin by talking about architecture, cultural memory, and the feeling of living in spaces that carry historical weight. From there, we explore what it means to care about beauty in different domains, w…

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#145: Taoism on Why Ignorance is a Sickness Destroying Humanity 26:38

2M ago26:38

26:38

In this podcast, we will explain why ignorance is a sickness destroying humanity. This is the seventy-first episode of the 81 Meditations of the Tao Te Ching, a series where we explore each chapter of the Tao Te Ching. We will dissect chapter seventy-one of the Tao Te Ching to give you ultimate clarity on the meaning of this chapter. Tao Te Ching T…

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Ep#237 - Why You Might Feel Invisible to Women (And What to Do About It) 18:42

2M ago18:42

18:42

In this episode of The Self-Confidence Project, I’m diving deep into something many men over 40 quietly struggle with, what I call The Invisible Man Effect. You’ve worked hard, you’re a good guy, and yet… when it comes to dating, it can feel like women just don’t see you. In this video, I break down why that happens, including outdated dating habit…

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Ep#236 - High-Value Men Know THIS Dating Secret 16:31

3M ago16:31

16:31

In this episode of The Self-Confidence Project, I’m diving into what makes men truly attractive in today’s dating world. I talk about how modern dating requires us to shift away from traditional rules and roles, and how men can redefine what it means to lead in relationships. It’s not about dominance—it’s about self-awareness, emotional stability, …

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Shankara vs. Swami Vivekananda: The Ultimate Showdown of Spiritual Giants 11:42

3M ago11:42

11:42

In this episode of Enlightenment Today, I will explain the greatest debate of all time between Shankara and Swami Vivekananda on the nature of the nondual reality of existence. MENTORSHIP PROGRAMS⁠https://jasongregory.org/mentorship-programs/⁠ SUBSCRIBE ON YOUTUBE ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/OneWorldWithin⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ for new videos every w…

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What Makes Fiction Feel Real? | Jonathan Gilmore | Philosopher of art and an art critic | Season 9 Episode 13 | #149 1:14:33

3M ago1:14:33

1:14:33

In this episode, I sit down with Jonathan Gilmore professor of philosophy and co-editor of The Journal of Aesthetics and Art Criticism to explore how we experience fiction, art, and museums in ways that often blur the line between imagination and reality. We talk about why fictional stories can feel so emotionally true, and what’s happening in the …

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What Makes a Body Beautiful? | Sherri Irvin | Presidential Research Professor of Philosophy and Women's & Gender Studies at the University of Oklahoma | Season 9 Episode 12 | #148 1:04:10

3M ago1:04:10

1:04:10

In this episode, I talk with Sherri Irvin, a philosopher whose work explores aesthetics, contemporary art, and embodiment. We begin by discussing her entry into the philosophy of art and how artists challenge traditional rules to express new forms of meaning. Sherri explains how rules are not just constraints, but frameworks for communication, and …

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#144: Why Lao Tzu was Lonely | The Intelligence Paradox 38:15

3M ago38:15

38:15

In this podcast, we will explain the power of loneliness. This is the seventieth episode of the 81 Meditations of the Tao Te Ching, a series where we explore each chapter of the Tao Te Ching. We will dissect chapter seventy of the Tao Te Ching to give you ultimate clarity on the meaning of this chapter. Tao Te Ching Translated by Gia-Fu Feng and Ja…

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Ep#235 - What Nietzche Would Say About Your Dating Life (And Dating Advice From 4 Other Philosophers) 16:36

3M ago16:36

16:36

In this episode of The Self-Confidence Project, Kimberly dives deeper into relationship advice by discussing five valuable lessons from great philosophers like Marcus Aurelius, Epictetus, Confucius, Nietzsche, and Seneca. She explores how their ancient wisdom is still relevant in today's chaotic dating culture, emphasizing self-mastery, emotional m…

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From Classroom to Life: When Ideas Start to Matter | David Goldblatt | Professor Emeritus of Philosophy at Denison University | Part 2 | Season 9 Episode 11 | #147 1:10:11

3M ago1:10:11

1:10:11

In this episode, I sat down again with David Goldblatt, Professor Emeritus of Philosophy, to talk about how philosophy moves from theory to practice—and why that movement often doesn't happen. We reflected on how routine and academic settings can limit our thinking, and why breaking out through travel, art, or even a conversation in a roadside bar …

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Redefining What We Call Art | David Goldblatt | Professor Emeritus of Philosophy at Denison University | Part 1 | Season 9 Episode 10 | #146 1:12:26

3M ago1:12:26

1:12:26

In this episode, I speak with David Goldblatt, Professor Emeritus of Philosophy at Denison University, who has spent decades redefining how we think about aesthetics and art. Unlike traditional philosophers who primarily focus on "high art," David has expanded the boundaries of aesthetics to include overlooked yet culturally significant areas such …

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Zhuangzi's RADICAL Taoism - The Most SHOCKING Spiritual Story Ever Told 25:43

3M ago25:43

25:43

In this episode of Enlightenment Today, I will explain the most shocking spiritual story ever told, found in the Zhuangzi text of Taoism and featuring the cannibal thief Robber Zhi and Confucius. How can a cannibal thief enlighten a sage? Find out more. MENTORSHIP PROGRAMS⁠https://jasongregory.org/mentorship-programs/⁠ SUBSCRIBE ON YOUTUBE ⁠⁠⁠⁠⁠⁠⁠⁠…

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Ep#234 - The Dark Side of AI in Dating: Why It’s Ruining Real Connection 17:41

3M ago17:41

17:41

Hey guys, welcome back to The Self-Confidence Project. In this episode, I'm diving deep into the concerning impact of artificial intelligence (AI) on modern dating. While AI can assist with crafting perfect messages and conversations, have you pondered the consequences of relying on it too much? I'll discuss how this may lead to increased disconnec…

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How Attention Shapes Our Experience of Beauty | Mohan Matthen | Professor Emeritus of Philosophy at the University of Toronto | Season 9 Episode 9 | #145 1:18:53

3M ago1:18:53

1:18:53

In this enriching episode, I sit down with Mohan Matthen, Professor Emeritus of Philosophy at the University of Toronto and an esteemed figure in contemporary philosophy of perception, aesthetics, and the nature of time. Our conversation takes us from his personal journey transitioning from mathematics and physics into philosophy, highlighting his …

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The Global Perspectives of Aesthetic Experience | Bence Nanay | Professor of Philosophy and BOF Research Professor at the University of Antwerp | Season 9 Episode 8 | #144 48:05

3M ago48:05

48:05

In this enlightening episode, I speak with Bence Nanay, Professor of Philosophy and BOF Research Professor at the University of Antwerp, and Director of the Centre for Philosophical Psychology. Bence shares his intriguing journey from film criticism to philosophy, highlighting his interest in understanding why we appreciate certain artworks and not…

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EPISODE 112: Historical Daddy Issues 1:40:00

3M ago1:40:00

1:40:00

“The thought of him now and always has been a sense of comfort. I could breathe, I could sleep, when he had me in his arms. My father—he got me breath, he got me lungs, strength—life… The best I ever knew. He combined strength and courage with gentleness, tenderness and great unselfishness.” Theodore Roosevelt about his father. Since my daughter wa…

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#143: The Art of Effortless Combat | Taoism's Jedi Strategy for War 21:49

3M ago21:49

21:49

In this podcast, we will explain Taoism's art of effortless combat. This is the sixty-ninth episode of the 81 Meditations of the Tao Te Ching, a series where we explore each chapter of the Tao Te Ching. We will dissect chapter sixty-nine of the Tao Te Ching to give you ultimate clarity on the meaning of this chapter. MENTORSHIP PROGRAMS⁠https://jas…

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Ep#233 - Why Women Don’t Respond to Cold Approaches (and What Works Way Better) 17:47

3M ago17:47

17:47

Welcome to another episode of The Self-Confidence Project. Today, we're diving into why cold approaches and pickup lines often fail with women (especially in modern dating) and exploring what actually works if you're looking for a genuine connection. Discover the flaws in traditional pickup tactics and learn about the mere exposure effect, a genuin…

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Imagination vs. Fantasy: Seeing Beyond the Self | Rachael Wiseman | Reader in Philosophy at the University of Liverpool | Season 9 Episode 7 | #143 1:17:21

3M ago1:17:21

1:17:21

In this profound conversation with philosopher Rachael Wiseman, I dive deep into the intricate worlds of imagination, fantasy, and human understanding. Drawing from the philosophical insights of Iris Murdoch, we explore a transformative way of perceiving ourselves and others that goes beyond our ego-driven fantasies. Wiseman introduces a compelling…

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Why We Need Art: A Philosophical Perspective | Richard Eldridge | Charles and Harriett Cox McDowell Professor of Philosophy at Swarthmore College | Season 9 Episode 6 | #142 1:07:27

4M ago1:07:27

1:07:27

In this deeply introspective conversation, I dive into the profound world of artistic expression with Richard Eldridge, a distinguished philosopher who challenges our understanding of art, creativity, and human experience. We explore the rich historical origins of art, tracing its roots from religious rituals to modern creative practices, and unpac…

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Ramana Maharshi's Final Message to His Mother | How He Transformed Her Life 10:49

4M ago10:49

10:49

One of the greatest statements to ever be uttered or written down came from the great twentieth-century sage Ramana Maharshi to his mother, when she pleaded with him to break his silence. In this episode of The Sacred Word, I will explain this short, yet extremely profound message and teaching that Bhagavan Sri Ramana Maharshi gave to his mother. M…

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From Silent Films to Streaming: How Collective Experience Shapes Our Emotions | Julian Hanich | Professor of Film Studies at University of Groningen | Season 9 Episode 5 | #141 1:03:35

4M ago1:03:35

1:03:35

In this conversation, I explore the fascinating world of collective film experience with Julian Hanich, a professor of film studies at the University of Groningen who specializes in the emotional and social dimensions of cinema. We dive deep into what Hanich calls the "paradox of pleasurable fear," why we seek out emotions in movie theaters that we…

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When Art Becomes Sterile: The Dangerous Rise of Institutional Definitions | James Young | Professor at the University of Victoria | Season 9 Episode 4 | #140 1:04:39

4M ago1:04:39

1:04:39

In this conversation, I explore the thorny question of artistic value with philosopher James Young from the University of Victoria, who makes a compelling case that we can indeed distinguish between great art and mere entertainment. Young argues that while we may no longer have a coherent definition of what constitutes "art" in our post-conceptual,…

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Ep#232 - The Worst Dating Advice Men Still Follow (Are You Guilty?) 20:52

4M ago20:52

20:52

Welcome back to another episode of The Self-Confidence Project. Today we're diving into some of the worst modern dating advice that's keeping you from genuine connections. We'll unpack five harmful myths, including the idea that confidence is everything and the dreaded three-day text rule. Through relatable examples, I'll explain why these myths ar…

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When Understanding Destroys Wonder: The Danger of Reducing Beauty | James Shelley | American Society for Aesthetics vice president | Season 9 Episode 3 | #139 1:08:28

4M ago1:08:28

1:08:28

In this conversation, I explore the profound nature of aesthetic experience with philosopher James Shelley, who argues that beauty represents a fundamental value that cannot and should not be reduced to mere pleasure or utility. We begin with his transformative childhood encounter with classical music an experience so vast and mysterious that it fe…

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Main Character Syndrome: How Fiction Informs Personal Narratives | Derek Matravers | Philosopher from the Open University and Cambridge | Season 9 Episode 2 | #138 1:01:49

4M ago1:01:49

1:01:49

In this conversation, I explore the fascinating intersection of fiction, emotion, and ethics with philosopher Derek Matravers from the Open University and Cambridge. We begin by discussing how The Great Gatsby fundamentally changed his relationship with literature through its complex narrative structure and multiple perspectives, before diving into…