Best Parallel Entrepreneurship Podcasts (2025)

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#817: 4-Hour Workweek Success Stories — Charlie Houpert on Building “Charisma on Command” to 10M+ Subscribers, From Charging $10 for Seminars to Making Millions, Living in Brazil, Critical Early Decisions ... 2:14:36

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1d ago2:14:36

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Charlie Houpert is the co-founder of Charisma on Command, a company that helps people develop confidence, charisma, and strong social skills. Originally launched as a 4-Hour Workweek-inspired “muse,” it has since grown into one of the largest platforms for social skills and confidence training, with more than 10 million YouTube subscribers worldwid…

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#816: Nsima Inyang, Mutant and Movement Coach — True Athleticism at Any Age, Microdosing Movement, “Rope Flow” as a Key Unlock, Why Sleds and Sandbags Matter, and Much More 3:18:31

8d ago3:18:31

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Nsima Inyang (@nsimainyang) is a strength athlete, movement coach, and co-host of Mark Bell’s Power Project, one of the top fitness podcasts in the world. He is also one of the most freakishly athletic humans I’ve ever met. He’s a black belt in Brazilian jiu-jitsu, a professional natural bodybuilder (placed top five in the world), and an elite-leve…

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#815: Chris Hutchins, Deal Master — Helping Tim Burn 15M+ Miles and Points, Flipping Costco Gold Into Five-Star Trips, Flying to Japan for $222, Tech Tools and Tricks, and Avoiding The Optimizer’s Curse ... 2:39:25

16d ago2:39:25

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Chris Hutchins is the creator and host of All the Hacks, a podcast that helps people upgrade their life, money, and travel. He previously founded Grove (acquired by Wealthfront) and Milk (acquired by Google), led New Product Strategy at Wealthfront, and was a Partner at Google Ventures. Most importantly, he is the person Kevin Rose and I call if we…

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What My Home Knows That I Forgot | Reclaiming Ritual, Bliss & Alignment 22:29

20d ago22:29

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Welcome back to The Conscious Home Podcast! This episode is a personal one. Blanche opens up about how Conscious Home was never just a design philosophy, it was a spiritual blueprint. A mirror for her nervous system, her awakening, and her everyday rituals that grounded her through major life shifts. If you’ve been feeling out of alignment or disco…

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#814: Chatri Sityodtong, CEO of ONE Championship — From Dirt Poor to Top-10 Sports-Media Franchise, The $100M Breakfast, Dominating Social Media (30B+ Views/Year), Key Strategic Decisions, and The Moneyball ... 2:38:37

22d ago2:38:37

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Chatri Sityodtong (@yodchatri) is the founder and CEO of ONE Championship, one of the top-10 biggest sports-media properties in the world in terms of viewership and engagement (alongside the NBA, Formula One, Champions League, and Premier League), with a global broadcast reach to 195 countries. Sponsors: AG1 all-in-one nutritional supplement: Drink…

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#813: Q&A with Tim — Three Life Commandments, 4-Hour Workweek Exercises I Still Use, The Art and Joy of Inefficiency, Stoicism Revisited, and Much More 1:19:14

28d ago1:19:14

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Welcome back to another in-between-isode, with one of my favorite formats: the good old-fashioned Q&A. Sponsors: Monarch Money track, budget, plan, and do more with your money: MonarchMoney.com/Tim (50% off your first year at monarchmoney.com with code TIM) Eight Sleep Pod Cover 5 sleeping solution for dynamic cooling and heating: EightSleep.com/Ti…

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Michael Built a Cybersecurity Empire—Then Let Competitors Use His Tools 53:11

1M ago53:11

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What happens when a cybersecurity veteran automates the work his competitors still struggle to deliver? He builds the future—and lets them use it. Michael Peters is a rare kind of founder: one who leads both with technical depth and creative clarity. In this episode, we dive into the frameworks behind his companies Lazarus Alliance and Continuum GR…

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#812: The Random Show — New Health Gadgets, Tim’s Latest Adventures, How to Drink Less, Zen Retreats, AI + Your Genome, and Colonoscopy Confessions 2:08:38

1M ago2:08:38

2:08:38

Welcome to another wide-ranging "Random Show" episode I recorded with my close friend Kevin Rose (digg.com)! We cover dozens of topics: from the cutting edge of health tech to pro-tips for colonoscopies; AI; adventures in Japan and Taiwan seeking out perfect coffee and tea; tips for drinking less alcohol; powerful documentaries like 32 Sounds and b…

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The Power of Curiosity: Carla Bailo on Smart Cities, Boardroom Wisdom, and Transforming Mobility 59:53

1M ago59:53

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In this episode of The Parallel Entrepreneur, Mark Cleveland welcomes Carla Bailo—an industry visionary who’s helped shape the future of mobility, from General Motors and Nissan to leading the Center for Automotive Research and winning the USDOT Smart City Challenge for Columbus, Ohio. Carla shares stories of innovation, mentorship, boardroom leade…

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Daniel Dereser – CEO of Boiron Canada, Homeopathy, Leadership, Diversity, Overcoming Fear & More | Martin Hyu Ep. 40 1:09:31

1M ago1:09:31

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Thank you for listening to this episode! I hope you keep up with the weekly content posted on this channel. Subscribe and share your learnings with those who need to hear them. My guest today is Daniel Dereser, CEO and President of Boiron Canada, the Canadian division of the globally recognized homeopathic medicine company. With nearly a decade at …

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#811: 2x Olympic Archery Medalist Jake Kaminski — Lessons Learned and Mantras Used After 1,000,000 Arrows 2:50:06

1M ago2:50:06

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Jake Kaminski is a two-time Olympic silver medalist in archery and a longtime member of the US Archery Team. He runs a successful YouTube channel, writes training guides, and develops high-performance gear under the Kaminski Archery brand. Sign up for the Kaminski Archery Backyard Championship here. Sponsors: Helix Sleep premium mattresses: https:/…

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Part 2 - Currency Chaos, AI Freedom & The Future of Value | Matthew Joynes 55:02

2M ago55:02

55:02

Welcome back to The Parallel Entrepreneur for part 2 with British-American polymath Matthew Joynes. In this fast-paced sequel we dive into: • How Matthew rescued a bankrupt currency-trading firm and scaled it to $1 B+ in volume. • Why he calls Bitcoin “a collectible—like Beanie Babies” and predicts its slide back to reality. • Dollar dominance, tar…

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#810: Terry Real — The Therapist Who Breaks All The Rules 1:55:08

2M ago1:55:08

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Terry Real is a nationally recognized family therapist, author, and teacher. His book I Don't Want To Talk About It: Overcoming the Secret Legacy of Male Depression, the first book ever written on the topic of male depression, is a national bestseller. His new book, Us: Getting Past You & Me to Build a More Loving Relationship is a New York Times b…

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MICK – NYC Mixtape Culture, Hip-Hop Legacy, DJ Life, Favorite Rappers, Fatherhood, AI & More | Martin Hyu Ep. 39 56:13

2M ago56:13

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Thank you for listening to this episode! I hope you keep up with the weekly content posted on this channel. Subscribe and share your learnings with those who need to hear them. My guest today is MICK — DJ, brand consultant, entrepreneur, and cultural force based in New York City. From collaborating with artists like J. Cole, Busta Rhymes, and Adele…

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Part 1 - AI Will Erase 20th Century – Parallel Entrepreneur Matthew Joynes on Money, Cap Tables & Super-AI 1:00:11

2M ago1:00:11

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What happens when super-AI makes lawyers, accountants—and even capitalism—obsolete? British-American “apex” parallel entrepreneur Matthew Joynes (PGA producer, GameVice inventor, LifeMed AI founder) joins host Mark Cleveland to smash the china shop of old-school business. In this high-voltage conversation you’ll learn: ▸ Why Joynes says the real pr…

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#809: The 4-Hour Workweek Tools That Still Work — The Art of Refusal and The Low-Information Diet 1:20:31

2M ago1:20:31

1:20:31

This time around, we have a bit of a different format, featuring the book that started it all for me, The 4-Hour Workweek. Readers and listeners often ask me what I would change or update, but an equally interesting question is: what wouldn’t I change? What stands the test of time and hasn’t lost any potency? This episode features two of the most i…

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Start Paralleling: Mark Cleveland on Multiplying Your Impact 11:15

2M ago11:15

11:15

Stop juggling. Start PARALLELING. Entrepreneur, community‑builder and podcast host Mark Cleveland takes the Creative Mornings stage to share why the future belongs to parallel thinkers—people who let multiple passions run side‑by‑side so each fuels the next. Whether you’re a founder with five side projects, an artist‑parent, or a multipotentialite …

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#808: Stephen West — From High School Dropout to Hit Podcast, and from Stocking Groceries to Reading Philosophy for a Living 1:44:59

2M ago1:44:59

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Stephen West is a father, husband, and host of the Philosophize This! podcast. Sponsors: Gusto simple and easy payroll, HR, and benefits platform used by 400,000+ businesses: https://gusto.com/tim (three months free) Momentous high-quality supplements: https://livemomentous.com/tim (code TIM for up to 35% off) Eight Sleep’s Pod 4 Ultra sleeping sol…

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#807: In Case You Missed It: March 2025 Recap of "The Tim Ferriss Show" 45:53

2M ago45:53

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This is a special inbetweenisode, which serves as a recap of the episodes from last month. It features a short clip from each conversation in one place so you can easily jump around to get a feel for the episode and guest. Based on your feedback, this format has been tweaked and improved since the first recap episode. For instance, listeners sugges…

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From Basement Startup to Global Brand: Tim Ozgener’s Parallel Journey 58:04

2M ago58:04

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Looking for inspiration on juggling multiple business passions? Tim Ozgener might just be your blueprint. He helped take CAO Cigars from a basement startup to a global best-seller and then founded OZ Arts, a cutting-edge contemporary arts hub in Nashville. Now launching Oz Family Cigars, Tim blends art, science, and storytelling into every venture.…

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#806: How Rich Barton Built Expedia and Zillow from $0 to $35B — Audacious Goals, Provocation Marketing, Scrabble for Naming, and Powerful Daily Rituals 2:25:01

2M ago2:25:01

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Rich Barton is the co-founder and co-executive chairman of Zillow, a company transforming how people buy, sell, rent, and finance homes. Before Zillow, Rich founded Expedia within Microsoft in 1994 and successfully spun the company off as a public company in 1999. He served as president, CEO, and board director of Expedia and later co-founded and s…

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Sophie Poirier & Nick Bodoin – Foire Parallèle, Montreal’s Art Scene, Marketing For Artists, AI, Creative Process, Trends & More | Martin Hyu Show Ep. 38 1:01:51

2M ago1:01:51

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Thank you for listening to this episode! I hope you keep up with the weekly content posted on this channel. Subscribe and share your learnings with those who need to hear them. My guests today are Sophie Poirier and Nick Bodoin.Sophie is an art advisor at Galerie Cosner, located in Montreal’s Ritz-Carlton, where she works closely with private colle…

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Nick Erimos, Supermarché PA – Montreal’s Grocery Scene, Family Business, Strategy, Retail Innovation & More | Martin Hyu Show Ep. 37 1:08:43

2M ago1:08:43

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My guest today is Nick Erimos. Nick is part of the family behind PA Supermarché, one of Montreal’s most iconic grocery chains. Known for their unbeatable prices, curated selection, and deep connection to local communities, PA has become a staple in the city’s food landscape for decades. Nick currently serves as Director of Strategy & Innovation, le…

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From EdTech to CyberTech: Justin’s Parallel Entrepreneur Path 1:08:47

3M ago1:08:47

1:08:47

AI and security compliance could make or break your next venture. In this episode of The Parallel Entrepreneur, Mark Cleveland sits down with Justin Beals, co-founder of Strike Graph, to dive into frameworks, data risk, and that special systems-thinking spark that turns small wins into scalable success. Leveraging his EdTech expertise to tackle sec…

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#805: Philip Goff — Exploring Consciousness and Non-Ordinary Religion, Galileo's Error, Panpsychism, Heretical Ideas, and Therapeutic Belief 2:16:13

3M ago2:16:13

2:16:13

Philip Goff is a professor of philosophy at Durham University. His main research focus is consciousness, but he is interested in many questions about the nature of reality. He is most known for defending panpsychism, the view that consciousness is a fundamental and ubiquitous feature of the physical world. He is the author of Galileo's Error: Found…

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The Human Side of Hustle Ft Robert Hartline 1:00:38

3M ago1:00:38

1:00:38

What happens when a merger you can't control threatens to destroy your 22-year business overnight? Meet Robert Hartline—parallel founder who scaled his wireless stores to $100 million, only to face a brutal T-Mobile merger that forced him to shut down half his locations in months. In this candid episode of The Parallel Entrepreneur, Robert reveals …

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Lucio Carlomusto, Restaurateur – Montreal’s Hospitality Scene, Carma Group, Business Mindset, Restaurant Building, Vision & More | Martin Hyu Show Ep. 36 49:18

3M ago49:18

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My guest today is Lucio Carlomusto. Lucio is a Montreal-based restaurateur and one of the co-founders of Carma Hospitality Group, the force behind some of the city’s most talked-about restaurant. With a strong background in hospitality, operations, and team-building, Lucio has carved a name for himself by creating experiences that are not just abou…

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#804: Robert Rodriguez, The Wizard of Cinema Returns — The "Fear-Forward" Way of Life, How to Overcome Self-Doubt, Learning to Love Limitations, and Counter-Intuitive Parenting That Works 1:44:15

3M ago1:44:15

1:44:15

Robert Rodriguez is a film director, screenwriter, producer, cinematographer, editor, and composer. Rodriguez has written, produced, directed, and edited a series of successful films including El Mariachi, Desperado, From Dusk Till Dawn, the Spy Kids franchise, Once Upon a Time in Mexico, Frank Miller’s Sin City, and many more. Robert recently laun…

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Surviving to Serve: A Parallel Entrepreneur’s Comeback Ft Michael Sprintz 1:00:49

3M ago1:00:49

1:00:49

How do you launch a thriving medical practice, then pivot to a fast-scaling software startup—all while staying laser-focused on patient care, personal growth, and 24 years in recovery? In this episode, Mark Cleveland welcomes Dr. Michael Sprintz, an anesthesiologist-turned-tech-entrepreneur tackling chronic pain, addiction, and complicated billing …

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#803: Craig Mod Returns — Epic Walks in Japan, The Art of Slowness, Digital Detox, Publishing “Impossible” Books, and Choosing Beauty Over Scale 2:28:54

3M ago2:28:54

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Craig Mod Returns! Craig is a writer, photographer, and walker living in Tokyo and Kamakura, Japan. He is the author of Things Become Other Things and Kissa by Kissa. He also writes the newsletters Roden and Ridgeline and has contributed to The New York Times, The Atlantic, Wired, and more. Sponsors: Shopify global commerce platform, providing tool…

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#802: Craig Mod — The Real Japan, Cheap Apartments in Tokyo, Productive Side Quests, Creative Retreats, Buying Future Freedom, and Being Possessed by Spirits 2:15:49

3M ago2:15:49

2:15:49

Craig Mod is a writer, photographer, and walker living in Tokyo and Kamakura, Japan. He is the author of Things Become Other Things and Kissa by Kissa. He also writes the newsletters Roden and Ridgeline and has contributed to The New York Times, The Atlantic, Wired, and more. Sponsors: David Protein Bars 28g of protein, 150 calories, and 0g of suga…

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#801: In Case You Missed It: February 2025 Recap of "The Tim Ferriss Show" 44:40

3M ago44:40

44:40

This is a special inbetweenisode, which serves as a recap of the episodes from last month. It features a short clip from each conversation in one place so you can easily jump around to get a feel for the episode and guest. Based on your feedback, this format has been tweaked and improved since the first recap episode. For instance, listeners sugges…

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Mastering Leadership, AI, and Organizational Alignment Ft John Farkas 44:38

3M ago44:38

44:38

Wondering how to nurture alignment throughout M&A integration? In this episode John Farkas, founder of Ratio and Candor—two companies that help businesses master M&A integration—discusses how to unlock growth-ready alignment. From creating synergy across different offerings to leading teams through high-stakes transformations, John shares real-worl…

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#800: Ev Williams — The Art of Pivoting (e.g., Odeo to Twitter), Strategic Quitting, The Dangers of Premature Scaling, Must-Read Books, and More 1:03:37

3M ago1:03:37

1:03:37

Ev Williams is the co-founder of Mozi, a new social network that helps you connect in person with the people you care about. Over the past 25 years, Ev has co-founded several companies that have helped shape the modern internet—including Blogger, Medium, and Twitter. This episode was recorded live at Diggnation, where digg.com was relaunched. Go to…

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Nico de Andrea, DJ et Producteur – House Music, Afro-House, Vie de DJ International, Nouveau Single "With You", Créativité, Industrie Musicale & Plus | Martin Hyu Show Ep. 35 1:12:43

3M ago1:12:43

1:12:43

Mon invité aujourd’hui est Nico de Andrea. Nico est un DJ, producteur et compositeur de renommée internationale, reconnu pour son mélange unique de house mélodique, afro-house et deep progressive. Sa musique résonne sur les plus grandes scènes du monde, d’Ibiza à Miami, soutenue par des figures emblématiques comme Black Coffee, Solomun et Pete Tong…

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From Startup to $90M Exit: Silas Deane on Innovation, Risk, and Resilience 51:54

3M ago51:54

51:54

Are you a serial entrepreneur juggling multiple ventures and hungry for breakthrough growth? In this candid conversation, Silas Deane reveals his battle-tested blueprint—from bootstrapping a game-changing fintech solution in an unlikely industry to executing a $90M exit without investors. If you’re ready to unlock the secrets of scaling, pivoting, …

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#799: Richard Taylor and Greg Broadmore, Wētā Workshop — Untapping Creativity, Stories from The Lord of the Rings, The Magic of New Zealand, Four Tenets to Live By, and The Only Sentence of Self-Help You ... 2:23:16

4M ago2:23:16

2:23:16

Richard Taylor is the co-founder and creative lead at Wētā Workshop, which he runs with his wife and co-founder Tania Rodger. Wētā Workshop is a concept design studio and manufacturing facility that services the world’s creative and entertainment industries. Their practical and special effects have helped define the visual identities of some of the…

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Scaling Success: Leadership, Acquisitions, and Culture with John Cerasuolo 43:08

4M ago43:08

43:08

Unlock the secrets of building an acquisition empire from someone who's done it well. In this exclusive interview, John Cerasuolo, CEO of Leap Partners, reveals the unconventional strategies and hard-won lessons that propelled his journey from the Naval Academy to leading a thriving home services network. If you're a parallel entrepreneur looking t…

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#798: Terry Real — Breaking the Rules of Traditional Couples Therapy for Superior Results, A Few Frameworks That Work 40:59

4M ago40:59

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For this episode, I’m doing something a bit different. I’m featuring five chapters from the audiobook Fierce Intimacy by Terry Real. What you will hear in this episode will help you identify both your and your partner’s losing strategies in relationships, and help you move from disharmony to repair. Terry is the creator of Relational Life Therapy, …

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How Caitlin MacGregor is Unlocking Human Potential with Plum.io 1:08:17

4M ago1:08:17

1:08:17

Ready to discover how to hire for potential rather than past credentials—and why it could transform your business? In this episode of Parallel Entrepreneur, Mark Cleveland sits down with Caitlin MacGregor, CEO and Co-Founder of Plum, to talk about building a high-growth company while raising a family and defying the usual startup playbook. If you’r…

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#797: Dr. Keith Baar, UC Davis — Simple Exercises That Can Repair Tendons (Tennis Elbow, etc.), Collagen Fact vs. Fiction, Isometrics vs. Eccentrics, JAK Inhibitors, Growth Hormone vs. IGF-1, The Anti ... 1:59:22

4M ago1:59:22

1:59:22

Dr. Keith Baar is a Professor at the University of California, Davis in the Department of Physiology and Membrane Biology. During his Ph.D. studies, his research revealed that mechanical strain on muscle fibers activates the mammalian target of rapamycin (mTOR) signaling pathway, a crucial regulator of muscular hypertrophy. Subsequently, he studied…

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#796: L.A. Paul — On Becoming a Vampire, Whether or Not to Have Kids, Getting Incredible Mentorship for $250, Transformative Experiences, and More 1:42:00

4M ago1:42:00

1:42:00

L.A. Paul is the Millstone Family Professor of Philosophy and Professor of Cognitive Science at Yale University. She is also the author of Transformative Experience. Her work on transformative experience has been covered by The New York Times, The Wall Street Journal, The Guardian, NPR, and the BBC, among others. And in 2024, she was profiled by Th…

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How Multipreneur Christian Paro Built the Coolest Co-Working Space in Nashville 40:35

4M ago40:35

40:35

Get ready for a masterclass in multi-venture entrepreneurship from Christian Paro, founder of Center 615, Studio 615, Five Points Alley Shops—three of the most dynamic co-working and creative spaces in Nashville—and a new 49-acre trail-oriented development, featuring artist lofts. Hosted by Mark Cleveland, this episode of Parallel Entrepreneur expl…

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The Journey of FreightWaves Ft Craig Fuller 1:08:40

4M ago1:08:40

1:08:40

In this episode of the Parallel Entrepreneur podcast, host Mark Cleveland interviews Craig Fuller, founder of FreightWaves, a pioneering company in the logistics and transportation sector. They discuss Craig's entrepreneurial journey, the innovative business model of FreightWaves, and the importance of real-time data in the freight industry. The co…

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#795: The End of Time Management 51:46

4M ago51:46

51:46

This time around, we have a bit of a different format, featuring the book that started it all for me, The 4-Hour Workweek. Readers and listeners often ask me what I would change or update, but an equally interesting question is: what wouldn’t I change? What stands the test of time and hasn’t lost any potency? This episode features one of the most i…

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Small Ideas, Big Wins: Nitin Rai’s Blueprint for Multi-Venture Success 46:01

5M ago46:01

46:01

How do you juggle multiple ventures and keep your cool under pressure? Meet Nitin Rai — seasoned founder, investor in 70+ startups, and champion of underrepresented talent. In this eye-opening episode, host Mark Cleveland uncovers Nitin’s secrets to mastering delegation, cultivating mindful leadership, and building “small” ideas into life-changing …

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#794: Brandon Sanderson on Building a Fiction Empire, Creating $40M+ Kickstarter Campaigns, Unbreakable Habits, The Art of World-Building, and The Science of Magic Systems 3:23:00

5M ago3:23:00

3:23:00

Brandon Sanderson is the #1 New York Times bestselling author of The Stormlight Archive series and the Mistborn saga; the middle-grade series Alcatraz vs. the Evil Librarians; and the young-adult novels The Rithmatist, the Reckoners trilogy, and the Skyward series. He has sold more than 40 million books in 35 languages, and he is a four-time nomine…

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#793: How to Calm Your Inner Storm — A Guided Meditation to Tame Restlessness with Zen Master Henry Shukman 13:53

5M ago13:53

13:53

This episode is part of a new experiment called Meditation Monday. The teacher, Henry Shukman, has been on my podcast twice before. He is one of only a few dozen masters in the world authorized to teach Sanbo Zen, and now, he’ll be your teacher. In addition to my long-form interviews each week, every Monday I’ll bring you a short 10-minute or so me…

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Scale, Sell, Repeat: Roger Brown’s Playbook for Parallel Entrepreneurs 41:22

5M ago41:22

41:22

How do you scale, sell, and still come back for more? Meet Roger Brown — a serial founder who’s built (and exited) four different ventures, from physician services to cannabis testing labs. In this power-packed interview, Roger reveals how to create genuine value in a business (not just revenue), the art of spotting the right time to sell, and why …

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#792: Seth Godin on Playing the Right Game and Strategy as a Superpower 2:00:11

5M ago2:00:11

2:00:11

Seth Godin is the author of 21 internationally bestselling books, translated into more than 35 languages, including Linchpin, Tribes, The Dip, and Purple Cow. His latest book is This Is Strategy. Sponsors: Cresset prestigious family office for CEOs, founders, and entrepreneurs: https://cressetcapital.com/tim (book a call today) AG1 all-in-one nutri…