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As a co-founder of Hims and Hers, Joe helped take a direct-to-consumer healthcare brand public at a $1.6 billion valuation. Now as CEO of Dutch, he is reshaping how pet owners access veterinary care through telemedicine. Joe has spent 15 years learning what it actually takes to build something that lasts, and in this episode, he holds nothing back. Charles and Joe dig into the real mechanics of building a venture-backed business, from knowing when to burn everything down and start over, to hirin...
Most people think cybersecurity is complicated. MK Palmore disagrees. With 32 years in the federal government, two decades as an FBI special agent, and executive roles at both Google Cloud and Palo Alto Networks, MK has seen every angle of the threat landscape, and his message is simple: the basics will save you. Charles and MK go deep on what everyday consumers and small business owners are getting dangerously wrong about their digital security, why a data breach can be the last thing a company...
In this thought, provoking episode, Charles sits down with Nir Eyal, author, behavioral design expert, and investor, to explore the psychology behind why people become attached to certain products, ideas, and habits. Nir unpacks the core principles from his bestselling book Hooked: How to Build Habit, Forming Products, revealing the behavioral frameworks that the world's most successful companies use to create products people return to again and again. From the science of triggers and rewards to...
In this powerful and deeply moving episode, Charles sits down with Paul Hutchinson, founder of The Child Liberation Foundation, to explore how purpose, courage, and conviction can transform unimaginable darkness into a mission for global impact. Paul opens up about his journey from entrepreneur and investor to undercover operative helping rescue children from human trafficking networks around the world. He shares what led him to step into some of the most dangerous environments on earth, reveali...
Robin Thurston, CEO of Outside Interactive, explores the alarming impact of excessive screen time on human health and well-being, proposing that intentional outdoor experiences are vital for physical and mental recovery. He shares how his company builds an integrated outdoor ecosystem that uses technology to inspire real-world activity, demonstrating how a focus on employee wellness can drive business growth in a remote, AI-influenced environment. The episode offers a blueprint for balancing innovation with human connection and performance in the digital age.
In this forward thinking episode, Charles sits down with Steve Brown, a leading force in the conversation on artificial intelligence. A former executive at Google DeepMind and Intel, he helps people understand AI, its potential, and how it will shape the future of business, education, and society. His clients include Nike, Comcast, Bank of America, PepsiCo, and Disney, and he has been featured on CNN, the BBC, Bloomberg, and The Wall Street Journal. His book, The Innovation Ultimatum, is a how-t...
In this high-performance episode, Charles sits down with Dan Lawrence. Human Performance Optimization coach and founder of Perform 365, to explore how elite mindset, data-driven science, and identity transformation fuel the success of top tier athletes and CEOs. Dan breaks down his philosophy of start where you stand, revealing how the application of knowledge, rather than just the information itself, is the true barrier to peak performance. From implementing daily non-negotiables and environmen...
In this candid and empowering episode, Charles sits down with Jade Warshaw, co-host of The Ramsey Show and personal finance expert, to explore how mindset, communication, and values shape our financial lives and relationships. Jade unpacks why money problems are rarely about math and almost always about behavior, identity, and the stories we tell ourselves. From navigating debt and budgeting to aligning financial decisions with life goals, Jade shares how intentional habits and honest conversati...
In this high impact episode, Charles sits down with Robert Glazer, entrepreneur, Inc. and Forbes columnist, sought, after speaker, and founder and CEO of Acceleration Partners, to explore how leadership, culture, and values, driven growth create sustainable, high performing organizations. Robert unpacks the principles behind scaling a global performance marketing firm while staying anchored in purpose, transparency, and long-term thinking. From building teams that thrive in a remote, first world...
In this dynamic episode, Charles sits down with Ann Kaplan Mulholland. Canadian entrepreneur, business executive, author, and television personality, to explore how bold vision, adaptability, and unapologetic ambition drive success across business, media, and life. Ann shares her unconventional path to building influence and impact, revealing how resilience, reinvention, and strategic risk taking became the foundation of her career. From navigating high stakes industries to building personal bra...
In this thought-provoking episode, Charles sits down with Chris Van Dusen—investor and managing partner at Solyco Capital—to explore how disciplined thinking, long-term vision, and operational focus drive enduring business value. Chris unpacks his journey into private investing, sharing how Solyco Capital partners with founders and management teams to scale companies with intention, not hype. From evaluating opportunities beyond surface-level metrics to building businesses that can withstand mar...
In this insightful episode, Charles sits down with Jessica Kriegel, culture strategist, author, and former Chief Scientist of Workplace Culture at Culture Amp, to explore how values, leadership, and intentional culture drive sustainable performance in modern organizations. Jessica unpacks what workplace culture really is, challenging the idea that it's about perks or slogans, and revealing how shared behaviors and belief systems shape everything from engagement to execution. From helping compani...
In this powerful and deeply human episode, Charles sits down with Brent Gleeson—Navy SEAL combat veteran, bestselling author, and leadership expert—to explore how discipline, resilience, and radical accountability shape high-performance cultures both on the battlefield and in business. Brent pulls back the curtain on his journey from SEAL Team missions in Iraq and Africa to becoming a sought-after advisor for organizations navigating transformation, trust breakdowns, and change fatigue. He unpac...
In this eye-opening episode, Charles sits down with Chris Naugle—former pro snowboarder turned wealth strategist and founder of The Money Multiplier—to unpack the unconventional mindset behind true financial freedom. From humble beginnings in Buffalo to building a career on Wall Street and beyond, Chris shares how a series of hard-won lessons led him to one radical idea: become your own bank. Together, they break down how infinite banking works in plain English—why it's not about chasing crypto ...
In this candid and fast-moving episode, Charles sits down with Richard White—founder and CEO of Fathom AI, the top-rated AI note-taking platform on G2 and HubSpot—to unpack the truth behind the AI gold rush. Richard shares why only 5% of internal AI initiatives actually succeed, and what separates innovation from illusion in today's hype-driven market. Together, they dig deep into the harsh realities of building and buying AI software—from skyrocketing failure rates and short model lifecycles to...
In this powerhouse episode, Charles sits down with Setema Gali—former NFL Super Bowl champion turned elite coach, speaker, and entrepreneur—to unpack the raw truth about what it really takes to win in business, leadership, and life. Setema shares his transformation from professional athlete to purpose-driven mentor, revealing how the same mindset that wins championships also builds unstoppable leaders. He dives deep into the "dragon-slaying" philosophy—facing hard truths, confronting excuses, an...
In this thought-provoking episode, Charles sits down with Jennifer Edwards—executive coach, speaker, and author of Bridge the Gap—to explore how curiosity, connection, and psychological flexibility can transform both leadership and life. Jennifer unpacks the power of showing up "clean" in every interaction, revealing why most people fail to connect not because of others—but because they haven't first connected with themselves. She shares practical tools for breaking out of "sleepwalking" routine...
In this high-energy episode, Charles sits down with Kris Dehnert—founder of Dehnert Media Group and the driving force behind Dugout Mugs—to unpack how creativity, resilience, and systems thinking can turn simple ideas into multi-million-dollar brands. Kris shares the origin story of Dugout Mugs, where a concept sketched in a kitchen grew into $55M in sales, MLB licensing deals, and a brand loved by fans, athletes, and corporations alike. He breaks down the lessons from his entrepreneurial journe...
In this mind-expanding episode, Charles sits down with Naveen Jain—visionary entrepreneur, philanthropist, and founder of Viome—to explore how audacious thinking, curiosity, and counterintuitive parenting can transform not just businesses, but entire lives. Naveen shares his journey from building multibillion-dollar companies to tackling humanity's biggest challenges, from space exploration to revolutionizing healthcare. He reveals how success isn't measured by wealth, but by the lives you impro...
In this inspiring episode, Charles sits down with Stephen Scoggins—serial 9-figure entrepreneur, author, and speaker—to explore how resilience, faith, and vision can transform a life from homelessness to extraordinary success. Stephen unpacks his remarkable journey from sleeping in his car to building multiple businesses across construction, real estate, and personal development. He shares the pivotal lessons learned along the way—how to turn pain into purpose, setbacks into stepping stones, and...
In this energetic episode, Charles sits down with Oliver Anwar—performance coach and founder of Elite Performance—to explore how high-achieving entrepreneurs can optimize their health, fitness, and mindset to perform at their best in business and life. Oliver reveals the hidden toll of entrepreneurship on the body, from poor sleep and stress to neglected nutrition and fitness. He shares how simple, science-backed systems can transform energy, focus, and resilience—giving founders the stamina to ...
In this fascinating episode, Charles sits down with Tim Shurr—renowned hypnotist, author, and subconscious reprogramming expert—to explore how the mind can be rewired for breakthrough success. Tim unpacks the science and art of hypnosis, revealing how subconscious patterns quietly shape our beliefs, habits, and results. From overcoming fear and self-sabotage to unlocking hidden confidence and potential, he shares real-world strategies that prove mindset isn't just psychology—it's the foundation ...
In this provocative episode, Charles sits down with Kevin Trudeau—controversial author, salesman, and television personality—to explore the blurred lines between influence, persuasion, and controversy in American business culture. Kevin unpacks his journey from late-night infomercial fame to bestselling books and high-profile legal battles with the Federal Trade Commission. He reveals how he built massive audiences through charisma, storytelling, and relentless salesmanship—while also reflecting...
In this insightful episode, Charles sits down with Attorney Blake Harris—asset protection lawyer and founder of Blake Harris Law—to unpack the strategies, structures, and legal safeguards that protect wealth in an unpredictable world. Blake breaks down the core principles of asset protection, from domestic and offshore trusts to LLCs and legal frameworks that shield clients from lawsuits, creditors, and unforeseen financial threats. He shares real-world scenarios where proactive planning made th...
In this energetic episode, Charles sits down with Henrik Werdelin—creative entrepreneur and co-founder of BARK, the brand behind BarkBox—to explore how play, empathy, and identity fuel the growth of beloved consumer brands. Henrik unpacks the origin of BARK, revealing how a deep emotional connection with customers (and their dogs) became the foundation of a company that redefined the pet industry. From building a brand with humor and heart to navigating product expansion and retail partnerships,...
In this dynamic episode, Charles sits down with Joe Foster—the legendary co-founder of Reebok—and Ben Weiss, CEO of Syntilay, to unpack what it really takes to build legacy brands that stand the test of time. Joe shares the untold story of growing Reebok from a small UK-based athletic shoe company into a global powerhouse, despite early rejection, fierce competition, and family friction. Ben brings a modern lens to the conversation—revealing how today's founders can blend legacy thinking with cu...
In this powerful episode, Charles sits down with Susan Sly—tech entrepreneur, AI innovator, and health warrior—to unpack how she rebuilt her life from rock bottom to billion-dollar impact. Susan shares her gripping story of being diagnosed with progressive multiple sclerosis, losing her marriage, her business, and becoming homeless—all in 16 weeks. But instead of surrendering, she turned to biohacking, belief, and relentless self-reinvention. Together, they explore the healing protocols Susan us...
In this eye-opening episode, Charles dives into the fitness secrets of ultra-wealthy entrepreneurs with Ted Ryce, celebrity trainer and health coach to executives who demand peak performance. Ted reveals his journey from training A-listers like Richard Branson and Robert Downey Jr. to developing systematic health protocols for high-performing entrepreneurs who've neglected their bodies while building empires. The conversation moves beyond basic fitness advice to expose the critical health tests ...
In this insightful episode, Charles explores the psychology of authentic entrepreneurship with Mark Young, founder of RYZE Agency and creator of the Fitter Over 50 movement. Mark reveals his journey from clinical psychology to marketing mastery, sharing how his background in understanding human behavior shaped his approach to building genuine business relationships in an increasingly commoditized world. The conversation shifts from surface-level marketing tactics to deep psychological insights a...
Options disclosure: "Options involve risk and are not suitable for all investors as the special risks inherent to options trading may expose investors to potentially significant losses. Please read Characteristics and Risks of Standardized Options at tastytrade.com/disclosures before deciding to invest in options." In this insightful conversation, the host sits down with Scott Sheridan, CEO of TastyTrade and co-founder of the revolutionary trading platform Thinkorswim, who shares his decades of ...
