197 Jason Hennessey: From Eviction to Inc. 500: Jason Hennessey’s $20M YPO Journey

Jason Hennessy’s journey from a challenging childhood to running multimillion-dollar businesses offers profound insights for high-achieving entrepreneurs seeking to align success with purpose. His strategies for overcoming setbacks—whether through fatherhood, turning risks into opportunities, or leveraging AI—resonate with leaders striving to create a meaningful legacy. The hourly rate audit, mindset shifts from adversity, and practices like gratitude exercises offer tools to optimize both personal and professional growth. For entrepreneurs looking to break free from the pressures of constant expansion and find flow, Jason’s approach is a masterclass in balancing ambition, purpose, and resilience. Time Stamps:[00:04:00] The Purpose of Entrepreneurship Jason reveals his deeper purpose behind entrepreneurship: not just growing his business, but also providing for his family and helping people solve problems through digital marketing. [00:06:30] Fatherhood as the Ultimate Purpose Jason shares his perspective on fatherhood as his core purpose, inspired by the desire to be a better father than his own had been. [00:09:00] Adapting to AI Disruption Jason discusses the mindset shift needed to see AI as an opportunity to be more effective, rather than a threat to traditional work. [00:11:30] The Hourly Rate Audit for Business Efficiency Jason details his method for evaluating his time through an hourly rate audit, which allowed him to delegate low-value tasks and scale his business. [00:22:10] Turning Mistakes into Opportunities Jason recounts a pivotal $390 mistake that became the best decision of his career, showing how risks and unexpected events can lead to success. [00:24:00] Overcoming Financial Setbacks & Real Estate Failures Jason talks about a critical period in his life when he nearly went bankrupt due to bad real estate investments during the 2008 recession, and how those lessons reshaped his future. [00:33:40] Cultivating Gratitude in Family Jason shares a nightly gratitude practice with his daughter that helps instill perspective and resilience, showing how simple habits can build emotional strength. [00:40:00] Creating a Legacy Beyond Financial Success Jason reflects on his ultimate goal: to be remembered for the impact he made through business and life, and his upcoming book, "Glimpse." ACTION GUIDE: “Own Your Time, Own Your Life” — Inspired by Jason HennesseyOverview: Jason Hennessey teaches that clarity on how you spend your time is essential to becoming a more effective, purpose-driven entrepreneur and human. By auditing your tasks and delegating what doesn’t require your unique genius, you create space for what truly matters.Practical Exercise (≤ 15 mins): Do a mini time audit:* Grab a piece of paper.* List 5 tasks you did today.* For each, label it:* I = Incompetent* C = Competent* E = Excellent* U = Unique (only you can do it)* Next to each, estimate what you'd pay someone else per hour to do it. This helps you see how much of your day is spent below your highest value.Daily Habit: Each morning, identify one “U” task (your highest-value work) and one “I” or “C” task to delegate or delay. End the day by asking, “Did I spend enough time in my zone of genius today?”Reflection Question: What am I currently doing that someone else could do just as well—or better?Motivational Quote: “If you don’t have an assistant, then you are the assistant.” — Jason Hennessey Get full access to Infinite Flow at cklin.substack.com/subscribe

Merhav’s story mirrors every high-achieving entrepreneur who wins big, then wonders, “Now what?” He shows how over-identifying with titles breeds emptiness, how unprocessed emotions sabotage flow, and why true mastery fuses disciplined skill with spiritual depth. His “Shield and Heart” creed and five-spoke excellence wheel offer a roadmap to mental fitness and sustainable peak performance: cultivate reflexive competence, process feelings quickly, balance life domains, and deliver compassionate truth. For leaders in transition, these insights illuminate a path from burnout and identity crisis to integrated purpose, resilient energy, and the kind of flow that powers long-term impact.[00:01:00] First Taste of Glory – Merhav recalls reaching a world-title bout and reveals the dramatic moment that shattered his “undefeated” narrative.[00:04:00] Champion in Three Months – Winning Israel’s karate title weeks after starting shows how fertile environments unlock latent potential fast.[00:09:40] Spiritual Core of Combat – He reframes martial arts as a lifelong quest for soul-level excellence, not violence.[00:11:50] Reflex Over Emotion – Inside the ring, performance flows when drills turn reactions into automatic, thought-free action.[00:18:00] Cost of Suppressed Feelings – Temporary emotional shutdown fuels wins; long-term denial breeds trauma, burnout, and illness.[00:22:20] Switching Off the Killer – The hardest skill is dropping warrior aggression and choosing compassion the moment a fight ends.[00:35:28] “I Am Only Boxing” – He admits tying all self-worth to a single role and dreading life beyond it.[00:38:30] Decade as ‘Nobody’ – Post-injury shame led him to toxic jobs, poor relationships, and self-neglect until he re-valued himself.[00:44:49] Reclaiming Self-Respect – Realizing low self-definition invites disrespect, he reset boundaries and standards.[01:02:07] Truth ≠ Brutality – “Truth without compassion is brutality”; feedback must lift, not crush, growing leaders.[01:18:00] Heart-Led Warrior Shift – Key insight: lasting success demands integrating heart and spirit with drive and skill.[01:19:15] Five-Spoke Excellence Wheel – Merhav’s new metric: balanced fitness, finance, family, faith, and fun keep life turning.[01:23:03] Shield and Heart Creed – A noble warrior carries both fierce protection and deep compassion—strength plus sensitivity.Go to NobleWarrior.com/196 to grab the action guide free and start your journey of being a noble warrior Get full access to Infinite Flow at cklin.substack.com/subscribe

In this powerful episode of the Noble Warrior Podcast, CK sits down with Angela Olea, founder of Assisted Living Locators, the nation's first senior care placement franchise with over 160 successful locations. Angela shares candid, practical insights for entrepreneurs navigating critical career transitions, uncovering how she made the bold leap from nurse to groundbreaking franchise innovator.Discover the essential mindset shifts and strategic decisions that propelled Angela's rapid growth and resilience, even in moments of crisis. She reveals surprising lessons learned from scaling a business, working effectively with family, and maintaining standards across multiple locations. Angela also discusses how she leveraged intentional mentorship and networking—key practices that every transitioning entrepreneur must master.[00:00:06] From Nurse to Franchise Innovator: How Angela Olea turned a critical need into a business with 160+ locations.[00:03:55] Generational Wealth Secrets: The unexpected rule successful family businesses live by.[00:07:16] Working with Family: Angela reveals the key boundaries that kept business and family life from colliding.[00:20:15] The Moment of Certainty: Angela shares how she knew “without any question” it was time to leave nursing and become an entrepreneur.[00:27:06] Accelerating Growth: Exactly how Angela persuaded top franchise CEOs to share their most guarded lessons.[00:32:29] A Painful Lesson: Angela shares a costly mistake that reshaped her leadership philosophy—“trust but verify.”[00:38:21] Lost and Found: The emotional story of how Angela personally rescued her client, Lila, from life-threatening danger.[00:44:09] What Seniors Regret Most: Angela uncovers what elderly clients wish they’d done differently in life.[00:50:34] Lightning Bolt Moments: Angela describes the unexpected meeting that inspired her new venture into influencer marketing.[01:02:03] Staying Grounded in Uncertainty: Angela’s mantra for navigating through fear and doubt.To unlock Angela’s powerful insights on pivoting with confidence, scaling boldly, and designing your ideal entrepreneurial life, get your action guide at noblewarrior.com/195 Get full access to Infinite Flow at cklin.substack.com/subscribe

Ever wondered how psychedelics might fuel your next big business breakthrough? Join CK Lin and Dr. Manesh Girn—postdoctoral neuroscientist at UCSF and Instagram’s “Psychedelic Scientist”—to discover how LSD, psilocybin, and mindful priming can expand creative thinking, spark problem-solving, and unlock deeper transformation. From optimizing “set, setting, and setup” to balancing emotional healing with innovative vision, Manesh offers a cutting-edge look at how entrepreneurs can harness altered states—responsibly and productively. If you’re ready to break free from old patterns and ignite a more inspired, purposeful path, this conversation will show you exactly how.Key Moments:[00:00:39 – 00:01:12] “Psychedelic-Assisted Innovation—A Teaser”[00:01:12 – 00:02:14] “Generating Novel Ideas vs. Same-Old Thinking”[00:03:32 – 00:04:22] “Sorting the Wild Downloads”[00:07:20 – 00:08:21] “Set, Setting, and Setup for Innovation”[00:11:02 – 00:12:00] “LSD & Dopamine—A Focus Hack?”[00:14:45 – 00:15:32] “First the Healing, Then the Revealing”[00:15:32 – 00:16:51] “Designing a Real-World Experiment”[00:21:20 – 00:22:14] “Qualitative Meets Quantitative”[00:26:40 – 00:27:00] “Is Brain Imaging Worth It?”[00:50:20 – 00:50:59] “Can You Prime for Business Insights?”[01:00:40 – 01:02:05] “AI Meets Psychedelics”[01:05:00 – 01:06:13] “Wrap-Up: Integrate for Real Impact”Ready to put these insights into practice? Grab your action guides and explore deeper show notes at https://noblewarrior.com/194. Elevate your innovation journey and unlock real-world results with step-by-step frameworks, exercises, and resources curated just for you! Get full access to Infinite Flow at cklin.substack.com/subscribe

In this conversation, Jeff Gomez reveals transformative insights for entrepreneurs and creators who seek lasting intrinsic motivation, consistent flow states, and genuine mastery. He advocates capturing the essence of your mission beyond surface-level achievements, building resilient peer networks, and transitioning from mere inspiration to actionable mastery. Gomez's approach emphasizes overcoming limiting mental blocks like shame and trauma-based narratives through purposeful storytelling and deep listening. These methods foster intrinsic motivation and sustainable mental fitness, enabling you to play the infinite game in life and business—where true satisfaction and continuous growth become a natural part of your journey.Time Stamps[00:05:00] Capturing Your Story's Pure EssenceJeff Gomez emphasizes the importance of distilling a story down to its core essence, ensuring authenticity across platforms. This clarity unlocks deeper intrinsic motivation and resonance."Creators must capture the purity of their story to give audiences an authentic experience."[00:12:09] Balancing Depth and Commercial SuccessJeff discusses navigating between sophisticated storytelling and commercial appeal, highlighting James Cameron's mastery of embedding deeper meaning within mainstream media. Balancing these aspects creates sustained motivation and deeper impact."Cameron had a stunning understanding of deeper aspects of story and mythic elements."[00:26:00] Beyond Conflict: Networked StorytellingJeff introduces the concept of networked storytelling, contrasting it with traditional conflict-driven narratives. This approach builds intrinsic motivation through collaboration and shared purpose rather than competition."Their stories aren't about defeating villains but about navigating and contributing in a shared universe."[00:32:00] Breaking Free from Intergenerational ShameJeff outlines how shifting narratives can empower individuals by overcoming ingrained shame. Building peer networks reinforces mental resilience and creates ongoing flow and mastery."Free yourself from shame and reconnect with your purpose through your network."[00:35:00] The Power of Peer NetworksJeff highlights the importance of community support when overcoming negative emotions or self-doubt. Consistent peer interactions foster intrinsic motivation and sustained mastery."When haunted by emotions, peers can counsel and remind you to persist."[00:56:44] From Inspiration to ActionJeff emphasizes the necessity of moving beyond inspirational stories to practical tools and mastery. Genuine mastery demands actionable steps beyond initial motivation."You can't gift wisdom or mastery—it must be earned through consistent practice."[01:01:00] Achievement vs. Escapism in StorytellingJeff addresses why authentic achievement narratives are essential for meaningful growth, even within escapist media. Pursuing challenging yet achievable goals enhances flow and mastery."Our real pleasure comes from witnessing remarkable achievement, not just easy escapism."[01:07:00] Overcoming Trauma to Find PurposeJeff shares how dismantling trauma-based narratives liberates personal agency. This mindset shift from past-driven reactions to purposeful action unlocks sustained flow and inner motivation."Removing trauma-based narratives creates both purpose and freedom."[01:15:23] The Essential Question for CreatorsJeff offers his critical question: "What are you trying to say?" Going beyond plot ensures your work aligns with intrinsic values, sustaining deeper motivation and clarity in action."Know deeply what you're trying to say beyond plot, or you'll lose your audience."[01:19:18] Listening as the Ultimate Flow ToolJeff concludes that deeply understanding and listening to others is key to infinite flow and continuous mastery. True listening resolves conflicts and sustains internal harmony."If we deeply understand listening, we can reconcile and repair our global systems."Connect with CK Lin• Website: https://www.noblewarrior.com/193• Instagram: @thecklin Get full access to Infinite Flow at cklin.substack.com/subscribe

In this deeply moving episode of Noble Warrior, host CK Lin talks with Tim Ringgold, a board-certified music therapist who’s experienced profound loss: five best friends, his father, his daughter, and his stepfather. Despite such overwhelming grief, Tim has emerged with powerful insights and proven strategies to help others navigate their own healing journeys.Tim shares: • How to Differentiate Grief from Love and why you can keep the love alive even after releasing the pain. • Why “Time Heals All Wounds” Is a Myth and what truly moves grief toward resolution. • The Unique Role of Music Therapy in reducing stress, boosting emotional resilience, and reconnecting to memories in a healthier way. • Practical Tools & Frameworks you can start using today—journaling, storytelling, and community support. • His Upcoming Retreats and how a safe, dedicated container can accelerate emotional recovery.Whether you’re grieving a loved one or supporting someone who is, this conversation offers real comfort, practical tools, and a renewed sense of possibility. Share this episode with anyone who needs hope and direction in their healing process.Learn More About Tim’s Work:Heal My Grief Retreat Chapters00:00:00 – “Is Grief Inevitable? Tim’s Full ‘Grief Resume’”00:02:30 – “Five Best Friends Murdered: The Trauma That Shaped Tim”00:06:59 – “Losing a Child: Tim’s Breakthrough Framework for Healing”00:13:18 – “Time Heals All Wounds? Here’s Why That’s a Myth”00:15:00 – “STUG Explained: Sudden Temporary Upsurges of Grief”00:22:58 – “Grief vs. Love: Can You Let Go of Pain But Keep the Love?”00:31:00 – “Healthy vs. Unhealthy Coping: The Dangers of ‘Quick Fixes’”00:37:39 – “Public Vulnerability: How Blogging Accelerated Tim’s Healing”00:59:00 – “A Conversation with God: The ‘Ant on the Sidewalk’ Moment”01:08:30 – “Permission to Be Angry at God: Dealing with Divine Disappointment”01:14:40 – “From Prince to King: Finding a New Identity After Loss”01:17:40 – “Supporting a Grieving Friend: Are You a ‘Doer’ or a ‘Beer’?”01:24:26 – “Final Words + How to Join Tim’s Grief Retreats”Connect with CK Lin • Website: NobleWarrior.com (or your preferred link) • Instagram: @CKLin (or your handle)#GriefSupport #MusicTherapy #HealingJourney #LossAndLove #MentalHealth #Podcast #NobleWarrior #TimRinggold “Time doesn’t heal grief—it only buries it. If you want to heal, you have to feel.” – Tim Ringgold Get full access to Infinite Flow at cklin.substack.com/subscribe

Are you exhausted by constant achievement yet starved for genuine fulfillment? In this episode of Noble Warrior, we dive deep with hospice and palliative care expert Dr. Christin Ament, Executive Director at The Bardo, who guides the dying—and the living—into profound clarity and infinite purpose. Christin’s insights on embracing mortality will free your stuck energy, reignite meaningful connections, and help you transcend hollow success into authentic legacy. Stay tuned to learn how facing death can spark effortless flow and unlock the life you’ve been yearning to live.Time Stamps[00:00:00 – 00:02:00]: Understanding the Bardo—A Metaphor for TransitionsWhat’s Covered: Christin explains the Bardo as the intermediate state between life and death, and how every moment is a “liminal space.”[00:02:00 – 00:08:00]: Facing Death to Reclaim Meaning and ReverenceWhat’s Covered: Christin discusses transforming fear of death into reverence and honoring life’s finite nature, drawing on her experience in ICU and hospice care.[00:09:00 – 00:13:30]: Honest Conversations & The Value of Death CafesWhat’s Covered: Christin describes Death Cafes as spaces for open, authentic dialogue around death among people of all ages and backgrounds.[00:18:00 – 00:20:00]: Death as a Forcing Function for PurposeWhat’s Covered: The idea of writing one’s eulogy and recognizing life’s impermanence helps clarify what truly matters.[00:22:00 – 00:24:00]: Legacy Beyond the MaterialWhat’s Covered: Christin reframes legacy not as a finite mark but as an ongoing connection to all of life.[00:41:00 – 00:47:00]: Psychedelics & Expanding ConsciousnessWhat’s Covered: Christin discusses how psilocybin (theoretically) helps release fear, dissolve ego-driven narratives, and foster deep spiritual insight.[00:54:00 – 01:00:00]: Ritual and Connection (Tea Ceremony)What’s Covered: Using tea ceremonies to help families communicate openly, dissolve tensions, and rebuild authentic connections.[01:07:00 – 01:10:00]: Grief, Presence, and Authentic SupportWhat’s Covered: Christin and CK discuss grieving gracefully, acknowledging painful emotions without avoidance.For the short action guide, go to https://noblewarrior.com/191 Get full access to Infinite Flow at cklin.substack.com/subscribe

Welcome to Noble Warrior, where we uncover the journeys of entrepreneurs and practitioners moving from finite games of achievement to infinite games of purpose. In this episode, Kathryn Ficarra, a former corporate VP turned leadership coach and author, shares how she redefined success by aligning her life with purpose. If you’re feeling stuck in a cycle of unfulfilling wins, this conversation will inspire you to awaken to your higher potential. Stay tuned—this one’s for anyone seeking transformation, clarity, and a deeper connection to their authentic self.Time Stamps[00:00:00-00:02:00] Transition from Corporate to Purpose-Driven WorkCatherine discusses her successful corporate life and the internal misalignment that led her to leave it all behind.[00:07:00-00:10:00] The Awakening JourneyHow Catherine navigated five years of deep personal growth, exploring spiritual teachings and transformational retreats.[00:16:00-00:18:00] The Role of Loneliness in GrowthCatherine reflects on the isolation of her journey and how she built a support system through retreats and coaching.[00:28:00-00:30:00] Executive Presence as an Inside JobCatherine’s unique framework for developing executive presence by addressing belief systems and personal growth.[00:50:00-00:55:00] Harnessing Triggers for TransformationThe innovative use of affirmations to surface and resolve subconscious resistance.Go to the full action guide, go to https://noblewarrior.com/190 Get full access to Infinite Flow at cklin.substack.com/subscribe

Feeling stuck despite your success? Join us as we dive deep with Myles Katz, co-founder of the pioneering Synthesis Institute, who transformed his life from unfulfilled achievement to mastering infinite flow. Discover how to reignite your passion, realign your purpose, and unlock a life of effortless flow and authentic connection. Don't miss this eye-opening conversation that could change the trajectory of your life—watch till the end!Time Stamps[00:00:43] From Success to Existential CrisisMyles shares how, despite achieving his dream of running a successful social enterprise in Kenya, he felt a deep existential depression.[00:04:10] Understanding the Hollow MilestonesA discussion on why traditional markers of success can feel meaningless and the importance of finding deeper purpose.[00:06:45] The Awakening: Discovering a New PathMyles describes his transformative experience that shifted his perspective and ignited a new passion.[00:15:05] Navigating Challenges and Embracing ChangeMyles candidly discusses the rise and fall of the Synthesis Institute and the lessons learned.[00:33:57] Founding Confluence Retreats: Aligning with PurposeHow Myles applied his lessons to create a sustainable, impactful venture that aligns with his deepest values.[00:51:35] Integrating Authentic Connections and WisdomThe importance of involving indigenous communities and respecting ancient wisdom in modern practices.For the action guide, go to https://noblewarrior.com/189 Get full access to Infinite Flow at cklin.substack.com/subscribe

Discover the wisdom of Terry Tillman, a transformational elder with decades of experience guiding people to live beyond the limits of traditional goal-setting. In this conversation, Terry shares profound insights into playing the "long game" of life—where transformation becomes a lifelong practice, not just a fleeting milestone. If you're seeking to cultivate a legacy of meaningful impact, embrace the power of infinite games, or understand how to align your daily actions with your deepest values, this podcast is for you. Dive in to learn how to integrate timeless principles into your journey of growth, fulfillment, and contribution. Don’t just set goals—set the course for a life that resonates far beyond your own.Time Stamps:[00:00:53] Terry's Journey from Workaholic to Joyful LivingTerry describes his transformation from a fast-paced, achievement-driven lifestyle to a purpose-driven one focused on joy and service. A relatable struggle for high-achieving professionals seeking fulfillment.[00:03:39] Mystical Experiences in LifeSpring TrainingTerry shares how unexpected mystical experiences, like reading minds and finding missing people, reshaped his worldview and led him to close six businesses. This captivating story highlights the power of transformational experiences.[00:07:00] Answering the Call Despite ResistanceTerry discusses the internal and external resistance he faced while pursuing his calling, resonating with those navigating significant life changes and seeking courage to follow their intuition.[00:10:32] Faith in the UnknownInsights into how faith plays a crucial role in navigating major life transitions, helping individuals trust their path even when evidence isn’t clear.[00:16:57] Terry’s Unconventional Interview with LifeSpring’s PresidentA shocking and memorable story of how Terry’s life-changing job opportunity unfolded in the most unexpected and intuitive way.[00:22:16] "Look Inside You" to Find AnswersTerry explains the profound lesson of finding answers by looking inward rather than outward, a transformative perspective for personal growth seekers.[00:27:38] Childhood Curiosity and Suppressed MysticismTerry recounts how his early mystical inclinations were suppressed, paralleling the journey many clients might experience in rediscovering their authentic selves.[00:30:05] Teaching Kids the Alpha StateTerry outlines the importance of teaching kids techniques for optimal learning and karma awareness, offering unique perspectives on cultivating personal growth early in life.[00:33:55] Healing from ParalysisAn inspiring account of how Terry defied medical predictions to heal from paralysis, showcasing the power of mindset and unconventional approaches to healing.[00:45:00] Redefining SuccessA critical discussion on how society's external measures of success often fail to provide fulfillment, encouraging clients to define success on their own terms.[00:50:21] Detachment as FreedomTerry shares how losing his wealth taught him detachment and brought him true freedom, a valuable lesson for anyone chasing material success.[01:01:23] The Ultimate Path: Spiritual GrowthTerry emphasizes that all personal growth journeys lead to spiritual exploration, offering a guiding principle for those feeling stuck or incomplete.[01:14:54] Trusting the ProcessA profound conversation on faith and trust as the foundation for navigating life’s uncertainties and challenges.[01:17:29] Choosing Joy RepeatedlyTerry explains how he consciously chooses happiness and joy, reinforcing the power of deliberate mindset shifts for sustained well-being.[01:21:51] Sympathetic Vibration: The Energy of ThoughtsA powerful metaphor about how energy and thoughts shape our reality, inspiring clients to consider how their mental patterns impact their lives.For the full action guide, go to https://noblewarrior.com/188 Get full access to Infinite Flow at cklin.substack.com/subscribe