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How different would your life look today if you stopped preparing for “good enough” and started preparing for “extraordinary”?
In this conversation, entrepreneur, investor, author, and extreme-preparation evangelist Randall Kaplan opens up about the surprisingly painful origins of his work ethic: childhood bullying, a debilitating stutter, and a long journey toward becoming a clear, confident communicator.
Randall shares the exact mental frameworks he used to transform his life — from landing a book deal through a cold email, to becoming a TED speaker, to interviewing some of the world’s most accomplished leaders on his podcast.
We explore extreme preparation, the habits that separate average performers from exceptional ones, and why “no” is often just the beginning of the road to “yes.”
Timestamps:
00:00 — The question that opens every interview: “Who are you?”
02:00 — How photography and beaches shaped Randall’s creative identity
04:30 — Building Sandee: cataloging 100,000+ beaches around the world
06:15 — How a cold email landed Randall a book deal
08:00 — Childhood bullying, stuttering, and the start of extreme preparation
10:30 — The breakthrough moment at the McDonald’s drive-thru
14:00 — How speech therapy reprogrammed his mind and confidence
15:30 — The emotional weight and triumph of giving a TED Talk
17:00 — Studying the top TED Talks and dissecting what works
19:00 — Cutting a 70-minute keynote into 18 minutes
21:15 — Why the painful story had to stay in the talk
22:00 — The team behind the TED Talk: coaches, comedians, voice experts
26:00 — The Roger Love experience and knowing when not to change
28:00 — The balance between outside coaching and trusting your intuition
30:00 — Extreme preparation in interviewing: The EPT “torpedo question”
32:00 — Why most people aren’t prepared — and how to stand out instantly
35:00 — Randall’s research process: thousands of pages, distilled
37:00 — “If you’re early, you’re on time; if you’re on time, you’re late.”
38:00 — When life derails your plans: broken schedules and mental resets
40:00 — Gratitude walks and the 40,000-foot reset
42:00 — Never send an email when angry — Randall’s practice
46:00 — Why AI should assist your preparation, not replace it
47:00 — The small details that cost people opportunities
50:00 — A coaching story: preventing a $3M mistake
52:00 — The doctor who went from zero net worth to $10M in a year
54:00 — The difference between success and stagnation: making a plan
56:00 — Closing wisdom: “Why you must do what no one else does”
****
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
*
A special thanks to our mental fitness + sweat partner Sip Saunas.
🧠 x 🥵 = 😃
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Humble the Poet (Kanwer Singh) opens up about the years nobody saw — the debt, the failed deals, the fear, the self-judgment — and how these became the foundation for his creative success and his powerful new book, Anxious.
We explore his 90-day nervous system reset, what anxiety really is (and isn’t), how to stop outsourcing your safety, and why progress is simple but never easy. If you’ve ever felt overwhelmed, stuck, or tangled in your own thoughts, this episode will feel like a blueprint for reclaiming your mind and building real inner capacity.
This is mental fitness at its most practical, honest, and human.
Timestamps:
00:00 — Who are you?
01:00 — Humble breaks down the mechanics of words, poetry, and meaning
02:00 — Childhood creativity: the first book and early signs of a writer
04:00 — Performing for the first time and peeling off the layers of insecurity
06:00 — The four-year tunnel: debt, denial, and rebuilding from zero
10:00 — Extreme frugality and the financial habits that changed everything
14:00 — Fear, creativity, and learning to feed the wallet vs. the ego
17:00 — Discovering business as a creative art form
23:00 — Harmony vs. balance: reframing how creatives work
25:00 — Curiosity as courage: shifting away from fear-based judgment
27:00 — How anxiety blocks opportunity — and why the pendulum has swung too far
30:00 — Why anxiety is a signal, not a disease
32:00 — The 90-day nervous system reset: dopamine, abstinence, and awareness
37:00 — Identifying real addictions: validation, reassurance, overthinking
42:00 — Sitting with discomfort: the foundation of mental fitness
45:00 — Redefining freedom and building inner capacity
49:00 — The burn of real growth — and why Humble sticks with it
51:00 — The simplest mental fitness practice: sit quietly for 10 minutes
54:00 — Simple vs easy, slow progress, and compassionate self-talk
****
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
*
A special thanks to our mental fitness + sweat partner Sip Saunas.
🧠 x 🥵 = 😃
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What changes when you stop looking at someone for what they’ve done—and start asking who they are?
Marc sits down with Diane Kahn, founder of Humans of San Quentin, who has interviewed more than 3,000 incarcerated individuals around the world. Diane shares how a single question—“How are you?”—can break open years of silence, shame, and survival.
Together, they explore the unseen stories behind incarceration, why nearly everyone she meets inside was a victim first, how media narratives distort our understanding of “criminals,” and what it truly means to approach another human being with compassion. This episode challenges assumptions, expands empathy, and reveals the healing power of being seen.
Timestamps:
00:00 — “Who are you?”
01:00 — From teacher to prison educator
04:00 — The moment her perception of “prison” shattered
05:45 — Who we’re really locking up
07:00 — Why the media is feeding us the wrong story
10:00 — The power of asking: “How are you?”
15:00 — Building trust inside a hyper-surveilled environment
17:00 — Planting seeds of change
18:00 — Lives saved through storytelling
20:00 — Teaching empathy to the next generation
22:00 — The big lesson: We are all kinder than we think
28:00 — Holding space for thousands: Diane’s mental fitness practices
35:00 — The final message: vulnerability and second chances
****
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
*
A special thanks to our mental fitness + sweat partner Sip Saunas.
🧠 x 🥵 = 😃
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What happens to a society that forgets how to be surprised — and how do we rebuild our capacity to truly see one another?
Andy Mills, award-winning journalist and master storyteller explores the search for meaning, the role of curiosity in modern journalism, and why culture — not legislation — may be the single most powerful force shaping our future.
We talk about Andy’s early years in ministry, his transformative time reporting in South Sudan, and the worldview that emerged from witnessing both the best and hardest parts of humanity. Then we dive into his groundbreaking AI series The Last Invention (Apple | Spotify) and why he believes this moment represents a hinge point in human history.
This episode blends philosophy, journalism, mental fitness, and cultural critique — ultimately reminding us that even in times of rapid technological change, the most important tools we have are still profoundly human.
Timestamps:
00:00 – Identity & Meaning
02:00 – Leaving Religion & Finding Story
05:00 – The Storyteller’s Role
08:00 – Curiosity as a Superpower
10:00 – Reporting Across Extremes
14:00 – The Editing Ethics Test
15:30 – South Sudan
21:00 – Shrinking Global Concern
24:00 – Culture as the Lever
29:00 – Birth of The Last Invention
33:00 – AI Debate: Three Camps
40:00 – What Media Misses
48:00 – Beyond Chatbots
52:00 – Tech, Loneliness & History
56:00 – Mental Fitness & Pressure
59:00 – Crying, Laughter & Processing
1:02:00 – Passing the Torch
****
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
*
A special thanks to our mental fitness + sweat partner Sip Saunas.
🧠 x 🥵 = 😃
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What do you do when the world starts changing faster than your ability to make sense of it?
Do you hold tighter to what you know… or do you learn how to evolve, let go, and redefine who you are?
In this episode, I sit down with legendary investor and True Ventures partner Tony Conrad, a man who has helped shape some of the most influential companies of the past two decades — and who is now in the most reflective stage of his life and career.
We talk about the quiet side of leadership, the inner work required to stay relevant, why the AI revolution is forcing everyone to rethink their value, and how a surreal moment in a deportation jail in India woke him up to the fragility of everything we take for granted.
Timestamps:
00:00 — Who is Tony Conrad? Identity beyond job titles
02:00 — Building True Ventures & the early days nobody saw
05:00 — The J-curve years: failure, doubt, and patience
08:00 — AI: the biggest shift of Tony’s lifetime
10:00 — How True Ventures stays mentally fit as a team
12:00 — Culture > ego: why they avoid the Midas List
14:00 — Travel, awareness & seeing the world clearly again
17:00 — The India deportation jail story
20:00 — Japan, America & the truth about cultural contrast
22:00 — Why Tony stayed in San Francisco through every cycle
25:00 — Reinventing his role: from “points on the board” to empowering others
27:00 — Being public vs staying private: how the VC world has changed
30:00 — The ancient teachers question & who Tony would speak to
33:00 — Shackleton, survival & the greatest leadership example he knows
****
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
*
A special thanks to our mental fitness + sweat partner Sip Saunas.
🧠 x 🥵 = 😃
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What if one small, curious decision could ripple across generations and change the world?
In this heartfelt episode, Marc sits down with Lindsay Mattick, creative director, entrepreneur, and author of the bestselling Finding Winnie — the true story that inspired Winnie the Pooh. Lindsay shares how her great-grandfather’s compassionate act of buying a bear cub for $20 during WWI led to one of the most beloved characters in literary history.
Their conversation unfolds into a masterclass in creativity, storytelling, and the art of slowing down. From starting her own agency to balancing motherhood and meaning, Lindsay explores how we can all find connection, courage, and calm in a world obsessed with speed — and why she still walks every morning at sunrise to clear her mind and reconnect with her creative flow.
Timestamps:
[00:00] – Who is Lindsay Mattick? Mother, entrepreneur, and creative storyteller.
[02:00] – The leap into entrepreneurship and learning to take risks.
[06:00] – The incredible true story of her great-grandfather and the real Winnie.
[11:00] – Turning family history into Finding Winnie, and the journey to publishing.
[16:00] – The serendipity of finding the perfect illustrator.
[20:00] – Feeling connected to her great-grandfather through storytelling.
[23:00] – How storytelling shaped her creative agency, Pomp & Circumstance.
[28:00] – Lessons from brand storytelling: emotion, depth, and meaning.
[31:00] – Thoughts on AI, creativity, and the importance of humanity.
[38:00] – The art of curiosity: raising kids and thinking deeply in an AI world.
[39:00] – Morning walks and the rituals that spark creative clarity.
[44:00] – “What would Winnie do?” — Finding wisdom in simplicity and calm.
****
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
*
A special thanks to our mental fitness + sweat partner Sip Saunas.
🧠 x 💪 x 🥵 = 😃
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What would change if every leader brought their whole heart to work?
Marc sits down with Claude Silver, Chief Heart Officer at VaynerX and the force of empathy behind Gary Vaynerchuk’s global company, to celebrate the launch of her debut book Be Yourself at Work. Claude opens up about the years-long journey of writing it, how she overcame self-sabotage, and why patience—not pressure—is the real superpower of sustainable leadership.
Together, they explore how fear and “fake urgency” have hijacked workplace culture, and how reconnecting to our hearts can transform not only how we lead but how we live. Claude shares her raw stories—from a 93-day wilderness expedition that redefined her resilience to the rituals she uses daily to “clean her mind.”
Timestamps:
00:00 — Who is Claude Silver? From Chief Heart Officer to lifelong learner
02:00 — The calm before launch: why release day felt peaceful, not pressured
04:30 — Dancing with self-sabotage and learning to finish what you start
06:45 — Why writing her first book wasn’t a dream—it was a challenge
08:00 — The real reason she wrote Be Yourself at Work
12:00 — How fear and fake urgency drive workplace burnout
15:30 — Gen Z, empathy, and the next evolution of work culture
17:30 — Rituals that create real connection at work
19:30 — Why vulnerability builds belonging and trust
22:00 — Claude’s 93-day Outward Bound experience—learning true resilience
28:00 — Nature, humility, and the power of paying attention
30:00 — What it means to “clean your mind” daily
34:00 — Mental nutrition: being intentional with what you consume
36:00 — What Claude hopes readers take from her book
38:00 — A message to her late grandmother—and to all of us: “You did it. You believed in yourself.”
****
Release details for the NEW BOOK.
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
*
A special thanks to our mental fitness + sweat partner Sip Saunas.
🧠 x 💪 x 🥵 = 😃
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What if three tiny resets could transform your day?
Neuroscientist and BrainTap founder Dr. Patrick Porter joins Marc to demystify brainwaves (alpha/theta), reveal why most adults are missing true recovery, and share simple, science-backed protocols to sleep deeper, focus better, and bounce back faster. From box breathing to hydration with minerals to timing your coffee, Dr. Porter shows how micro-habits compound into macro clarity.
Timestamps:
00:00 – Who is Dr. Patrick Porter? From early biofeedback to BrainTap’s mission
02:30 – Growing up with the Silva Method: shifting from negativity to possibility
10:30 – Brainwaves 101: beta (reactive) vs. alpha (neutral/creative) vs. theta (inventive)
14:30 – Sound & light entrainment: isochronic tones, binaural beats, and why groups sync
18:00 – Sleep and the brain’s detox system; why level-4 sleep matters
23:00 – The “3 daily resets”: morning, afternoon, evening (and what to do in each)
24:10 – Morning: no blaring alarm; psychological sighs; sunlight & grounding
28:00 – Coffee timing (wait ~2 hours), cortisol rhythm, and hydration basics
31:00 – Midday: box breathing (Navy SEAL style) to flip out of sympathetic
33:00 – Case study: 20-minute 2pm reset → 26% more weekly output
35:00 – Night: 4-in/8-out breathing + gratitude to cue deeper sleep
40:00 – “Frequency finds frequency”: upgrade inputs (food, people, media)
42:00 – The “between selves” wobble: staying with the lows without getting stuck
45:00 – BrainTap effects in one session and why novelty protects neuroplasticity
49:00 – Why lights in the ears? Sunrise/sunset signaling & cellular “songs”
50:00 – The Brain Fitness Blueprint: 30-day plan and myth-busting “21 days”
53:00 – Stress as training; recovery ratios and the resilience dividend
55:00 – Closing: simple tools anyone can start today
****
Release details for the NEW BOOK.
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
Drop a review and let me know what resonates with you about the show!
Thanks as always for listening and have the best day yet!
*
A special thanks to MONOS, our official travel partner for Behind the Human! Use MONOSBTH10 at check-out for savings on your next purchase. ✈️
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What if the way you move your body could completely rewrite how you think, feel, and lead?
In this conversation, fitness entrepreneur and creator of the 21 Day Fix, Autumn Calabrese, joins Marc to explore how motion heals the mind, why failure is an essential teacher, and how our hardest moments often shape our greatest growth. From her childhood in Cleveland to building one of the most-watched fitness empires on the planet, Autumn opens up about trauma, self-belief, morning rituals, and the micro-habits that keep her centered while impacting millions.
Timestamps:
00:00 — Who are you?
04:00 — From dance to personal training
09:30 — Healing old wounds through creation
13:00 — Hitting rock bottom and finding Tony Robbins
18:00 — Movement as medicine
22:00 — The 21 Day Fix origin story
28:00 — Speaking dreams into the universe
34:00 — Building a new brand and following the signs
35:00 — Morning rituals and mindset training
40:00 — Micro habits, not extremes
45:00 — Evening rituals and breathwork
49:00 — What’s next for Autumn and BODi
51:00 — Closing reflections
****
Release details for the NEW BOOK.
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
Drop a review and let me know what resonates with you about the show!
Thanks as always for listening and have the best day yet!
*
A special thanks to MONOS, our official travel partner for Behind the Human! Use MONOSBTH10 at check-out for savings on your next purchase. ✈️
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
What if the key to fulfillment wasn’t found in what you achieve, but in how you experience it?
In this powerful and vulnerable conversation, entrepreneur and consciousness teacher Scott Britton joins Marc to explore the intersection of achievement and awareness. From his early startup success and outward perfection to a deep inner reckoning, Scott shares how meditation, psychedelics, and daily self-inquiry helped him awaken to a new way of living — one that integrates consciousness directly into work, relationships, and leadership. Together, they discuss the shift from “doing” to “being,” the layers of healing that unfold over time, and why true growth happens not on silent retreats but in the chaos of everyday life.
Timestamps:
02:00 – The moment Scott realized he wasn’t his thoughts
05:00 – How alopecia and stress led to meditation
07:00 – Outward success vs. inner emptiness
09:30 – The opening that came through suffering
10:00 – Ayahuasca and the direct experience of consciousness
13:00 – Exploring altered states through breath, sound, and stillness
15:00 – Realizing the “wrong game” — from startups to self-awareness
17:00 – Everyday life as a dojo for consciousness
18:30 – Tracking moments of disturbance and unwinding patterns
21:00 – Why spirituality must be integrated into work and life
23:00 – Grace and pacing through the healing journey
26:00 – Observing emotions like characters at a party
29:00 – The separation of achievement and spiritual growth
33:00 – Conscious evolution as the next frontier for humanity
36:00 – The pioneer’s paradox: not celebrated while you’re pioneering
38:00 – The source code of change: why consciousness comes first
42:00 – What Scott hopes readers take from The Conscious Creator
****
Release details for the NEW BOOK.
Get your copy of Personal Socrates: Better Questions, Better Life
Connect with Marc >>> Website | LinkedIn | Instagram |
Drop a review and let me know what resonates with you about the show!
Thanks as always for listening and have the best day yet!
*
A special thanks to MONOS, our official travel partner for Behind the Human! Use MONOSBTH10 at check-out for savings on your next purchase. ✈️
*
Special props 👇
Music: Clouds - Joakim Karud
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
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