If The Public Only Knew- Behind Every Success, a Story Worth Telling

A high-performing entrepreneur hits rock bottom at 52, then rebuilds his life by decoding how the brain really works. In this episode, you’ll hear how childhood trauma, relentless drive, addiction, and neuroscience collide to reveal a practical path to real fulfillment. In this episode, Gary and George Haymaker III discuss: Childhood instability, trauma, and early anxiety Entrepreneurship as a sea...

A single credit card mistake haunted his financial life for over a decade—until he decided to rebuild the system that judged him. In this episode, we follow Peter Maher’s journey from firefighting and roofing to launching Flote, a cash-flow–based alternative to traditional credit scoring. In this episode, Gary and Peter Maher discuss: Dropping out to pursue firefighting and wilderness rescue Door-...

When fear shows up—on the field, in the boardroom, or in a hospital waiting room—who helps you step forward anyway? In this episode, we explore how “courage keepers” create agency, unlock brave decisions, and turn everyday fear into meaningful action. In this episode, Gary and John Yeager discuss: Early lessons in courage from lacrosse and sport Agency, parenting, and formative leadership moments...

What if most business failures are completely preventable? In this conversation, Bill Flynn unpacks how curiosity, listening, and science-based leadership can transform chaotic startups into resilient, thriving companies that outlast their founders. In this episode, Gary and Bill Flynn discuss: High school origins, connection, and curiosity Nonlinear career path through ten tech startups Transitio...

A kid from Newfoundland who was obsessed with why people think so differently grows up to coach top executives on how to lead with science, values, and compassion. In this conversation, you’ll hear how curiosity, self-awareness, and evidence-based psychology can transform the way we lead, communicate, and build organizations that actually live their values. In this episode, Gary and Craig Dowden d...

An idea at a kitchen table, a $2.72 first payment, and a decade-long “side project” that quietly grew into a platform serving over 18,000 clients. In this episode, you’ll hear how one founder turned pattern recognition, intuition, and relentless product focus into a durable, low-churn SaaS business that entrepreneurs actually love to use. In this episode, Gary and Dean Mathews discuss: Early fasci...

What if the real leap in your career isn’t more knowledge, but learning how to turn what you already know into wisdom in action? In this episode, we dive into experiential learning, fact-based intuition, and managing the brain’s built-in biases to build a career defined by authenticity and fulfillment—not just titles and trophies. In this episode, Gary and Edward Mack Francis discuss: Origin story...

Trading burnout, titles, and constant “survival mode” for a life built on agency, meaning, and connection isn’t instant—it’s a process. In this conversation, Jon Rosemberg breaks down how he walked away from corporate success, reclaimed presence in his life, and created a practical framework for truly thriving. In this episode, Gary and Jon Rosemberg discuss: Redefining success vs. thriving Corpor...

A former San Francisco recruiter turned first-time founder moves to Argentina, builds an 80-engineer dev shop, then doubles down on Latin American talent from his home in Hawaii. This episode pulls back the curtain on how nearshore staffing, pattern recognition, and smart arbitrage can transform how modern companies build and scale their teams. In this episode, Gary and Brian Samson discuss: Journ...

A podcast won’t make you rich on ad dollars—but it can transform your business if you treat every guest like your best prospect. In this episode, you’ll hear how a relationship-first sales philosophy and a “crawl, walk, run” approach to podcasting built a multi-million-dollar engine without chasing vanity metrics. In this episode, Gary and Doug Sandler discuss: Bridging wealth management, entrepre...

A teenager mowing lawns for soccer cleats turns that side hustle into an eight-figure exit and a tech platform serving 300,000 customers a week—this is the real story behind GreenPal. In this episode, Gary and Bryan Clayton discuss: Growing up in a military family and starting a lawn business at 15 Scaling Peachtree Inc. from a solo operator to a 150-person company Discovering the power of sales s...

What if burnout were a fixable “defect” in how you relate to your work and your future? Discover the science-backed framework that helped a high-powered tech executive walk away, rebuild, and design a life where burnout can’t take hold. In this episode, Gary and Dr. Oliver Degnan discuss: Redefining burnout beyond exhaustion Early warning signs and personal story of executive burnout Rebuilding a...

Some founders build products; others build systems that outlast them. Hear how an engineer-turned-consultant uses pattern recognition, psychology, and bold truth-telling to rescue businesses from their own blind spots. In this episode, Gary and Rhonda Frith-Lyons discuss: Career evolution from engineering to consulting Pattern recognition and systems thinking in business Consulting and executive c...

What if the key to better mental health and better managers was the same skill: deep, disciplined curiosity? This conversation digs into that connection. In this episode, Gary and Derek Sloan discuss: Childhood instability and the birth of deep curiosity Early leadership, open letters, and external affirmation College, internships, and an unconventional path into the helping professions Bridging t...

In a world obsessed with frameworks and slide decks, this conversation dives into what actually transforms people at work: real stories, real peers, and real change. From the Israeli Navy to tech and healthcare, this episode uncovers how peer-to-peer leadership outperforms traditional training—and why the human side of change can’t be outsourced. In this episode, Gary and Noa Ronen discuss: Early...

A seasoned entrepreneur who’s watched multiple six‑figure businesses go to zero—twice—shares how credibility, clarity, and servant leadership became his blueprint for rebuilding. This conversation tracks the journey from dot‑com busts and publishing shakeups to a new operating system for CEOs leading into the future. In this episode, Gary and Mitchell Levy discuss: Career journey from Boston finan...

If 95% of your thoughts are negative and repeating, what does that mean for how you lead, love, and work? Catherine Bell breaks down a practical path to interrupt the pattern and build a life and company with real meaning. In this episode, Gary and Catherine Bell discuss: Making the unconscious conscious in leadership and life Enneagram archetypes and the three centers (gut, heart, head) Shadows,...

From lucid dreaming to leverage, this is the story of an entrepreneur who stopped trading hours for income and built a business that runs without him. In this episode, Gary and Jesse Gilmore discuss: Early fascination with psychology and lucid dreaming Door-to-door sales and learning from brick-and-mortar owners Three early businesses and the trap of “show business.” Corporate experience, valuatio...

Most businesses run on invisible, fragile know‑how stuck in someone’s head. This episode explores a practical way to pull that knowledge into clear, automated processes so the work gets done right—even when you’re not on site. In this episode, Gary and Justin Banner discuss: Transition from marketing tech and lighting SaaS to process-focused products Origin story and development of Noggin for rest...

When organizations hit moments of crisis—layoffs, violence, upheaval—most leaders freeze or fall back into old patterns. In this conversation, you’ll learn how trauma‑informed leadership, grounded in empathy and clear-eyed decision-making, can turn those breaking points into catalysts for lasting cultural change. In this episode, Gary and Katharine Manning discuss: Origin and meaning of Blackbird...

Most companies say they care about engagement, but keep running the same broken playbook. Jordana Cole reveals how she’s using AI coaching to tackle burnout, stagnant surveys, and “check-the-box” training at the root. In this episode, Gary and Jordana Cole discuss: Nonlinear career path into learning and development Intrapreneurship and building scrappy, high-impact L&D programs Why traditiona...

Your nonprofit can raise more money without chasing more donors—simply by changing your story. In this episode, you’ll learn how radically clear messaging, strategic partnerships, and collective impact can transform the way you fund your mission. In this episode, Gary and Aaron Coe discuss: Journey from music business to nonprofit leadership Storytelling is the core of effective fundraising Compet...

What if everything you think you know about risk, real estate, and raising capital is backwards? In this episode, a three-time REIT founder who went from $15,000 to $10 billion in assets breaks down business models, AI, private markets, and how to think about risk like a real operator, not a textbook. In this episode, Gary and Chris Volk discuss: Evolution of REITs and “shadow banking” business mo...

A shy, introverted engineer who couldn’t stand public speaking now leads a global “Love, Not Fear” alliance and a portfolio of impact-driven companies. In this episode, you’ll hear how re-framing every decision through love instead of fear transformed his life, leadership, and the way he builds businesses and relationships. In this episode, Gary and David Henzel discuss: Unconventional path from s...

Most founders think the problem is their team or the market, Kevin Mays says it’s their own thinking. In this episode, he reveals how “founder syndrome,” outdated mental software, and comfort zones quietly cap your business and your life. In this episode, Gary and Kevin Mays discuss: Leaving the traditional engineering/corporate path Motorcycle journey, breakdown, and transformative “nothing to lo...