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Cultured Boy

Cultured Boy

By: Calvin Wayman
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About this listen

If Anthony Bourdain escaped a cult to explore people and the world - that’s me. I’m Calvin, the Cultured Boy—taking you to some of the rarest places and having some rarest conversations in the world, while still maintaining what matters most—keeping it human. Happy to be your 'white rabbit.' Ready to see how far the rabbit hole goes? Let’s explore :) ➡️Subscribe! — 🎤Speaking inquiries: contact: calvin@calvinwayman IG: @calvinwayman X: @calwayman Support my work: http://www.paypal.me/calvinwayman/11.11Calvin Wayman Social Sciences
Episodes
  • The TRUTH About Being a Female Comedian in New York City
    Dec 15 2025

    Ep 36: New York comedy isn’t just punchlines — it’s logistics, ego, nerves, and a whole lot of behind-the-scenes problem-solving.In this on-site Cultured Boy episode, I spend the night with my friend Zoe — a stand-up comedian and weekly show producer in Manhattan — as she’s juggling a fresh breakup, the politics of building a lineup, getting ready, barking for the show, and then actually getting on stage. What starts as a simple question (“what’s it really like trying to make it as a female comic in NYC?”) turns into something deeper: a late-night conversation about philosophy, “othering,” and the surprising moral mission that’s quietly driving everything she’s doing.It’s chaotic, funny, intimate, and real — a basement show, a full day in motion, and a reminder that you can’t judge someone’s life (or their act) by the cover.0:00 😵‍💫 Episode begins3:00 🏙️ Welcome to Zoe’s Manhattan producer lair6:10 🎭 The science (and politics) of a comedy lineup9:45 💄 “Putting on my face” — makeup as a job requirement12:50 📵 Post-breakup relapse fears + “lock it in publicly”15:40 🚩 The control/freedom clash that ended it18:50 🗣️ Barking the show + needing a co-producer22:05 🧠 Frankfurt School + “what makes a Nazi?” (casual)24:55 👖 Outfit spiral: leggings vs jeans vs being “heard”31:40 🍱 Microwave survival meal + pre-show jitters34:55 🚗 Car ride chaos + barking in the wild37:45 🎤 Zoe’s set: breakup jokes & “spermicide” opener41:00 💍 “Elope for Google benefits” + exclusivity fight44:40 🤔 Post-show: “so much effort… for what?”47:20 🐄 Philosophy → animal rights: the real engine50:05 ❤️ “I care so much” + the long game strategy52:45 😂 Comedy as a shield-dropper: why it’s effective55:35 🌊 Closing reflection: there’s always more to the storyFollow Zoe: Instagram - @zoecomedy

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    58 mins
  • Cultured Boy is Changing (FOREVER!)
    Nov 26 2025

    Ep 35: Cultured Boy is evolving.This episode is a late-night honesty drop about leaving a cult, rebuilding my life, and now reshaping this show into something more real, more cinematic, and way closer to the action.No more forcing episodes.Just the most honest, human, story-driven work I can make.If you’re into curiosity, culture, and people becoming themselves — you’re in the right place.Stay curious.Timestamps0:00 Cultured Boy is changing forever 🎭0:29 Leaving a cult & waking up like a fish in water 🐟1:11 Is the show ending? 🔄3:12 Cultured Boy becomes an organism, not a podcast 🧬3:35 Making it harder on purpose (artist mode) 🎥5:56 Anthony Bourdain energy enters the chat 🌍7:43 New confidence after leaving a worldview 🔥11:50 Only one person believed in me: me ✋12:17 Realizing: my gut was right ✔️16:24 Career plan: make a living being Calvin 🤯20:28 Acting like the AI apocalypse already happened 🤖23:00 I love going first on scary things 🥇26:11 Ending the weekly episode schedule ❌31:04 Society treats people like herd animals 🐄34:01 Choosing to be Calvin, not a copy 🦋36:59 Only creating what truly matters ✨39:11 Aversion to coercion (post-cult clarity) 🛑44:20 Goal: The realest content on the internet ⚡48:44 Deep gratitude for the whole journey 🙏54:47 Surprise twist: I love parkour 🐈‍⬛58:45 Rollerblading fear → breakthrough moment 🛼1:02:03 Next episodes: story-driven, up close 🎬1:06:33 Final invite: stay curious 🐾

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    1 hr and 7 mins
  • I'm Breaking All the Rules of YouTube (On Purpose)
    Nov 24 2025

    Ep 34: In this Sleep Drunk episode I talk about quitting my day job, escaping a fundamentalist Mormon cult, making a documentary in Israel–Palestine, writing kids’ books for my daughter, and why I’m done chasing the “right way” to do YouTube—and only making art that actually matters to me. 🎥🪞💥TIME STAMPS:0:00 – Breaking all the rules 🎬0:25 – Who I am & the cult backstory 🥸2:02 – What this episode is really about 🧭3:09 – Confession: I hate following rules 🙅‍♂️4:12 – Realizing all rules are made up 💥6:18 – Quitting my day job to make films ✂️💼7:15 – Going to Israel & Palestine from pure curiosity 🌍✈️8:21 – Hearts Unknown: making a doc no one asked for ❤️‍🔥9:20 – Writing a children’s book for my daughter 📚11:12 – Art that matters to me first 🎨12:00 – Rebelling against thumbnails, titles & algorithms 📉📸13:24 – Real vs scripted in the age of AI 🤖✨16:19 – Redefining Cultured Boy as a show 🎭22:35 – Wanting to capture real NYC life 🌆24:35 – Making episodes 10x harder on purpose 🏋️‍♂️27:49 – Remembering little-kid Calvin the artist 👦🖍️32:14 – New children’s book with Belle: The Last Mirror 🪞37:18 – Betting on the long, uncertain road of creating 🎲38:06 – I can’t do anything that isn’t my thing 🔗✂️40:00 – Authority vs elders (and why it matters) 👑🧓41:50 – Appreciating Robert Greene 📖43:44 – Rethinking Jordan Peterson 🧠47:20 – Discovering Jung & Nietzsche and the shadow 🕳️52:00 – Mormonism, repression & extreme shadow eruptions 🧨55:43 – Shifting from “being good” to being whole 🧩❤️56:12 – Role models of realness: Rogan, Peterson, etc. 🎙️57:59 – I don’t want to care what you think (kind of) 😅59:59 – Why realness is the only long game ♾️1:00:54 – Sleepy outro & what’s next 🌙

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    1 hr and 1 min
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