Ep 40 - Callsign: "The Kicker" - Founder, Global Execuative, Seeker, Father

Ep 42 - Callsign: "Blueprint" - Actor, Producer, Storyteller, Father

Theo van Dort joins the show for a wide-ranging conversation that starts in childhood and moves through performance, entrepreneurship, media, spirituality, and men’s mental health. He talks about growing up between Dutch and English family roots, being sick as a child, wanting to act from an early age, and being told by teachers he would never amount to anything. That path led him through drama school, theater-in-education, live television, shopping TV, online course production, and documentary work before eventually landing in Bali. The emotional center of the episode comes later. Theo shares, in blunt and vulnerable detail, how financial collapse, panic attacks, sleep deprivation, and shame pushed him into a dark place in Bali. Out of that experience, and through the support of men’s circles, came a new mission: help men speak honestly before silence turns terminal. That mission became Brotherhood Blueprint, a documentary series and larger movement aimed at brotherhood, listening, and suicide prevention. Key Themes Masculinity without theater This episode keeps returning to the difference between performing strength and actually living it. Brotherhood as infrastructureMen do not just need advice. They need spaces, repetition, ritual, and people who can hold weight with them. Story as medicineTheo’s whole life bends around storytelling, whether in acting, live TV, documentary, or men’s work. The medium changes. The underlying function stays the same. Success does not inoculate you from collapseA man can have experience, talent, family, and perspective and still hit the wall. Vulnerability is not softnessUsed rightly, it is a survival tool and a doorway to connection. Timeline:00:00 Intro00:01 Theo’s childhood in England00:04 Fatherhood and inherited trauma00:08 Wanting to become an actor00:10 ADHD, school, and being underestimated00:13 Drama school and theater00:21 Breaking into TV00:27 First big presenting shot00:33 Gamifying television00:38 The suitcase story00:40 Building a major jewelry TV business00:42 Success, collapse, and hard lessons00:50 Online courses before they were mainstream01:02 Time of the Sixth Sun01:07 Why Theo moved to Bali01:13 Losing everything financially01:16 Bali Brotherhood01:21 The darkest moment01:24 Birth of Brotherhood Blueprint01:29 How men’s circles work01:35 Funding suicide hotlines through the mission01:41 Psychedelics and healing01:46 Closing thoughts

Ep 41 - Callsign: “SMASHING” Brand Builder, Entrepreneur, Steward, Father

Will Travis joins Zen & Callsigns for a conversation that moves far beyond branding and business. What starts as a story about creativity, advertising, and global agency success becomes something deeper: grief, reinvention, fatherhood, masculinity, failure, resilience, identity, and the long road back to authenticity. Will reflects on losing his father as an infant, growing up in a house full of strong women, struggling with dyslexia and bullying, building a persona to survive, and then using that persona to rise through the worlds of branding, design, and leadership. From New York and San Francisco to Bali, Saatchi, Sid Lee, and the founding of Elevation Barn, this episode is about what happens when success stops being enough and a man has to rebuild from the inside out. Main Themes * Childhood loss and carrying the legacy of an absent father * Growing up with strong women and becoming a listener * Boarding school, bullying, ADD, dyslexia, and grit * Persona, identity, and “the cloak” we wear to survive and success * Building a career in branding and creative leadership * Rejection, resilience, and using obstacles as fuel * Marriage, ego, collapse, and recovery * 9/11, business collapse, physical injury, and total life disruption * Rebuilding through friendship, nature, mountains, and fatherhood * Turning down status and choosing family over ego * The origins and philosophy of Elevation Barn * Superpower versus nemesis * Presence, calm, and learning to live from a deeper center * AI, technology, and the hunger for real human connection Notable Story Beats * Will recalls being born while his father was dying of cancer and growing up as the vessel for his father’s legacy. * He describes a simple but vivid childhood shaped by solitude, imagination, strong women, and not much money. * At boarding school, he was bullied, struggled academically, and was told he was “thick,” later learning he was dyslexic and ADD.A pivotal lesson came from his stepfather after academic failure: when you hit a wall, work back from it until you find a way over, under, or around. * He entered branding and advertising almost as an extension of learning how to hear “no” and keep moving. * America became a major turning point, giving him confidence, momentum, and eventually career breakout. * He helped build a powerful design and branding agency culture, including the “Noise” books, and landed major clients like MTV, Columbia TriStar, Ford, PepsiCo, AT&T, Nike, and Sony. * At the height of success, ego overtook balance. He lost his marriage, then the dot-com collapse and 9/11 compounded personal and professional breakdown. * He rebuilt through physical challenge, mountains, friendship, fatherhood, and eventually a reevaluation of what mattered most. * He turned down a major role at Saatchi & Saatchi because he recognized it would cost him the life he actually wanted. * Elevation Barn emerged from a simple but powerful insight: people in transition often need a process, a peer group, and honest reflection more than more noise, more status, or more information. * The cloak: a persona can protect and propel you, but you have to know how to take it off. * The wall: every obstacle has a way over, under, or around it. * Superpower as nemesis: the thing people rely on you for is often also the place where you are hardest to help. * False summits: growth often requires going back down before you can climb higher. * The backpack of expectancy: modern life stacks pressure, identity, and performance until people forget who they are. * Branding for a person: just like a company, a human being needs clarity, direction, and a North Star. * Belonging matters more than performance theater. * Presence and quiet create space for truth to emerge. Elevation Barn website: www.ElevationBarn.com [www.ElevationBarn.com] Will’s personal site: www.willtravis.com [www.willtravis.com]

Ep 40 - Callsign: "The Kicker" - Founder, Global Execuative, Seeker, Father

In this episode of Zen & Callsigns, Blake sits down with Prashant Aggarwal for a wide-ranging conversation on discipline, leadership, risk, entrepreneurship, and the deeper search for meaning behind success. Prashant shares the story of growing up in New Delhi, surviving a serious undiagnosed illness as a teenager, and how that experience taught him the value of time. From there, he walks through his unlikely path from accountancy and Oracle to American Express, Visa, startup life, and eventually becoming CEO of MoneyHero and ringing the bell at Nasdaq. This is not just a business story. It is a conversation about what happens when comfort becomes a trap, why failure is often the clearest teacher, how luck and skill actually work together, and what it means to lead with dignity when people’s livelihoods depend on your decisions. They also get into Bali, parenting, karma, the Ramayana, startup pressure, AI, authenticity, and why real human connection may matter more than ever in a world shaped by machines. Key Takeaways * Suffering can sharpen discipline in ways comfort never will. * Failure is survivable. Quitting is the real danger. * Much of what looks like personal success is built from preparation meeting luck. * Corporate success can create comfort, but comfort can slowly kill curiosity. * Startups reveal whether your reputation was truly yours or borrowed from a larger brand. * Leadership often means carrying pain that no one else sees. * Big public milestones do not necessarily answer deeper questions of purpose. * AI is powerful, but it becomes dangerous when people outsource original thought. * Real human connection may become more valuable, not less, in an AI-shaped world.Timestamps 00:00 Introduction and how Blake and Prashant met in Bali 00:56 Growing up in New Delhi and humble beginnings 01:45 A serious undiagnosed illness in his teens changes everything 05:23 Learning discipline, urgency, and the value of time 07:25 The dinner that shaped his decision to pursue accountancy 11:42 Being treated like an adult and learning through responsibility 14:29 Failure, resilience, and why giving up was never the option 15:03 Landing the first job at Oracle 17:33 Learning on the fly, bluffing through interviews, and figuring it out 20:00 Oracle, India opening to the world, and unexpected opportunity 23:16 Shared services, almost losing his job, and moving to Sydney at 24 28:16 First time on a plane, first time seeing the ocean, and culture shock 34:41 From Oracle to American Express and into consulting and sales 39:54 Leaving the corporate path and joining MoneyHero 44:44 Seeking truth by putting himself back in the arena 49:09 Raising capital fast and the chaos of scaling too quickly 51:30 Becoming CEO in a moment of crisis 54:00 Two months of payroll left and the brutal reality of leadership 57:58 Turning the company around and making it to Nasdaq 58:25 What it actually felt like to ring the bell 01:04:39 Human connection, success, and seeing the bigger arc of life 01:06:43 Why Bali mattered after the IPO 01:10:00 Romanticizing Bali versus actually living there 01:12:11 His philosophical operating system and a deeper view of karma 01:19:45 Luck versus skill 01:23:07 AI, authenticity, and the danger of outsourced thinking 01:34:33 The origin story behind his soccer nickname, “The Kicker”

Ep 39 - Callsign: "LOGOS" - Philosopher, PhD, Author, Podcaster

In this episode of Zen & Callsigns, Blake sits down with Dr. Matt Segall, professor at the California Institute of Integral Studies, for a wide-ranging conversation on philosophy, spirituality, consciousness, and artificial intelligence. Dr. Segall reflects on his path from journalism and cognitive science into philosophy, the psychedelic experience that radically altered his spiritual trajectory, and the philosophical framework he calls a process-relational view of reality. The conversation moves through Eastern and Western thought, the idea of a Second Axial Age, and the deeper civilizational questions underneath today’s AI acceleration. The result is a dense but grounded discussion on what intelligence is, what consciousness may be becoming, and why the real issue is not just what AI is doing, but what it is doing to us. Dr. Matt Segall is a philosopher and professor at the California Institute of Integral Studies in San Francisco. His background includes cognitive science, philosophy, neuroscience, and interdisciplinary inquiry into metaphysics, religion, and consciousness. In the episode, he discusses growing up in South Florida, studying cognitive science after starting in journalism, and eventually realizing that teaching philosophy allowed him to keep exploring the deepest questions for life. * Matt’s early life, intellectual formation, and the role of hockey in shaping discipline and virtue * Why journalism led him toward philosophy and cognitive science * A pivotal psilocybin experience at age 19 and its lasting impact * Encountering the Christ / Logos through psychedelic experience * The relationship between Christianity, Buddhism, Daoism, and Western esoteric traditions * Why philosophy should preserve wonder rather than defend dogma * Matt’s process-relational philosophical operating system * Parmenides, Heraclitus, being, becoming, and reality as ongoing process * The difference between Eastern and Western streams of thought, and why they now need integration * The First Axial Age and the possibility of a Second Axial Age * Animism, monotheism, pantheism, and panentheism explained in plain language * AI, machine intelligence, and the danger of mistaking simulation for consciousness * Whether we are already living inside an emergent collective intelligence * The difference between luck and skill * What civilization is refusing to ask about capitalism, technology, and meaning * Why AI may represent one of the greatest enclosures of the human knowledge commons in history A formative psilocybin experience brought him face to face with what he describes as the Christ being or Logos, despite having distanced himself from Christianity. That encounter redirected his spiritual life toward Christian mysticism while preserving his engagement with Buddhism, Daoism, and other traditions. Matt argues that philosophy dies when it becomes rigid defense of a single theory. For him, real philosophy keeps open the experience of wonder and remembers that no framework fully captures reality. His “operating system” is process-relational: reality is not fixed substance but ongoing becoming. He frames this through the polarity between Parmenides and Heraclitus, being and becoming, arguing both are partial truths that need one another. One of the strongest parts of the conversation is Matt’s explanation of a possible Second Axial Age: a civilizational shift that would reintegrate transcendence with embodiment, spirit with matter, and divinity with the living world. He points toward panentheism as a key frame for that reintegration. Matt sees AI as part of a long human story of technologically extended intelligence, from fire to language to writing to machine learning. But he stresses that the present moment is qualitatively dangerous because of speed, scale, and the illusion that language simulation equals consciousness. Dr. Matt Segall: Website / blog / Substack / YouTube: footnotes2plato.com [footnotes2plato.com]

Ep 38 - Callsign: "SPECTRE" - Programmer, Founder, Podcaster, Brand Builder

In this episode, Blake sits down with Anatoly Spektor—business consultant, programmer, podcaster, father, and endurance athlete—whose journey from post-Soviet Latvia to Canada, Ironman competitions, and Bali’s entrepreneurial scene reads like a series of inflection points. Anatoly shares how growing up in Latvia left him aimless, how one cocky comment at a party in Toronto jolted him onto a new path, and how quitting safe jobs led him into software, Amazon brands, consulting billion-dollar firms, and eventually, creating communities and content that changed his life. We cover: * Roots in Latvia → Canada: childhood, entrepreneurship in the family, feeling lost, and the pivotal move to Toronto. * From dropout to coder: flunking management school, thriving at Seneca College, and landing early work with Red Hat and startups. * Ironman mindset: training 30+ hours a week to do the “impossible,” and how it reshaped his beliefs about limits. * Consulting & content creation: helping governments and corporations restructure teams, launching a successful Agile/Jira YouTube channel, and discovering leverage in systems. * Amazon brands & e-commerce: wins, failures, and why he ultimately sold and walked away from the grind. * Podcasting evolution: from “10 Million Journey” to Soul to Soul, building networks of Amazon sellers, and now exploring spirituality, philosophy, and the human side of business. * Bootcamps in Bali: creating containers with Sandra to help founders scale from purpose, not just profit. * On failure & philosophy: vanity metrics, forgiveness after being burned, the balance of pivot vs. push, and leading with authenticity. * AI as sparring partner: how Anatoly builds AI agent teams to automate research, planning, and creative strategy. * Masculinity, family, and legacy: raising kids with alternative education, building podcasts as an archive for his children, and redefining leadership as service. * Life in Bali: the vibrancy of entrepreneurship on the island, myths founders tell themselves, and the Hindu cultural backdrop that makes the place unique. And of course, the three signature Zen & Callsigns questions: * What is your philosophical operating system? * What’s the difference between luck and skill? * What about AI?