The Hidden Entrepreneur Show with Josh Cary

Josh Cary
  • 5.0 (37)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY
The Hidden Entrepreneur Show with Josh Cary

Josh Cary spent 40 years in hiding. That's right! He was hiding every part of himself in every situation, showing up in personal, social, and business trying to be the person he believed others expected of him. After feeling utterly exhausted from wearing that mask, and knowing deep down he is cut out for much more in this life, Josh ripped off the mask and is now on a mission to help other business-savvy professionals 'unmask' themselves too. Hear honest stories from successful entrepreneurs, creatives, and small business owners who were also once in the darkest of hiding places so you may rediscover your world, connect beautifully with others, and excel in all you set out to do. Hiding Sucks. Are you ready for the new score? Fear: Zero. You: Won.

  1. 3D AGO

    How to Shop Smarter and Dress Better with Cloud Closet’s Caroline Lakshmanan

    Shopping and getting dressed shouldn’t be stressful, yet so many of us waste time, money, and mental energy wondering what to wear and where to find it. Enter Caroline Lakshmanan, founder and CEO of Cloud Closet, a new social shopping platform that’s turning your closet into a smart, personalized, and collaborative style hub. In this refreshingly honest conversation, Caroline reveals how Cloud Closet blends AI, your actual wardrobe, and real input from friends to help you look your best, without the guesswork. If you’ve ever stood in a store (or your bedroom) feeling stuck about an outfit, this episode will change how you think about fashion, shopping, and self-expression. What You’ll Learn in This Episode How Cloud Closet Works: Why it’s more than just another digital wardrobe app and how it combines AI with authentic social input. The Problem with Shopping Alone: Caroline’s take on why the traditional in-store experience leaves us wanting more and how she’s bridging that gap. Innovation and Creativity in Fashion Tech: How Caroline’s background fuels her mission to make personal style more accessible and fun. The Realities of Female Entrepreneurship: Candid lessons from building a fashion tech company as a woman founder in a male-dominated funding landscape. Why It’s the Perfect Time to Build Your Big Idea: Caroline’s advice for anyone holding back on launching their vision, no matter their resources. Memorable Quotes “Fashion is the simplest creative act we all do, so why not make it smarter and social?” — Caroline Lakshmanan “If you feel it deep in your gut, you owe it to yourself to build it. Now is the time.” — Caroline Lakshmanan “You don’t have to trust the store clerk. With Cloud Closet, your best friends are in your pocket helping you choose what works.” — Caroline Lakshmanan

    20 min

  2. 6D AGO

    What Women Really Want: The Truth About Intimacy, Authenticity, and Shadow Work with Amber Kelly

    This episode is a rare, no-holds-barred deep dive into one of life’s most confusing questions: What do women truly want? Join Josh Cary and sex and intimacy coach Amber Kelly for an honest exploration of what makes relationships thrive, what intimacy really means, and how men can step into authentic connection without losing themselves in the process. Amber’s work helps men navigate the messy, beautiful terrain of intimacy, shadow work, and the divine masculine. Whether you’re in a long-term relationship, newly dating, or curious about becoming a better partner, this conversation is your invitation to understand the complexities of desire and emotional safety, straight from someone who works with men every day to unlock their most powerful, connected selves. What You’ll Learn in This Episode What Women Want, Really Forget the conflicting advice. Amber breaks down what women desire most in a partner and how men can hold space for the full expression of the feminine. How to Play Without Performing Why typical “dating games” backfire and how genuine playfulness deepens attraction and trust. The Real Meaning of Intimacy Amber’s take on how true intimacy starts with radical self-awareness and why most intimacy issues trace back to how you relate to yourself first. Healing the Heart of Man How men can safely reopen their hearts after past hurt and why your willingness to do so changes everything in love and life. Shadow Work Unpacked What shadow work really is, how it unblocks hidden parts of your desire, and why facing your inner darkness can unleash unexpected freedom and erotic potential. Spiritual Masculinity and the Divine Dance How embracing your own divinity transforms your relationship with women and why the spiritual piece is non-negotiable for lasting intimacy. Who Amber Works With and How A behind-the-scenes look at Amber’s powerful three-day immersions and how they catalyze massive pivots for men ready to own their lives and relationships. Memorable Quotes “One of the greatest gifts a woman can have is to be encouraged to bloom in all of her expression while knowing she’s anchored by a grounded, curious man.” – Amber Kelly “If you win at the dating game but lose your authenticity, you lose everything.” – Amber Kelly “Intimacy begins when you see every part of yourself, light and shadow, and hold it lightly.” – Amber Kelly

    26 min

  3. JUN 12

    The Man Who Wants to Put a Cross on the Moon

    What does it take to launch a divine symbol into deep space? In this truly one-of-a-kind conversation, space industry insider and entrepreneur Justin Park reveals his ambitious and deeply personal mission: to place a permanent cross on the moon by 2029. However, this isn’t science fiction; it’s a real, strategic initiative that blends faith, space policy, entrepreneurship, and the power of storytelling to capture global attention. Justin’s journey began with a dream, and not just a metaphorical one. His late mother appeared to him as an angel, igniting a purpose that now drives every decision he makes. Backed by a space career that includes stints at NASA and the International Space University, Justin is no amateur dreamer. His Cross on the Moon Coalition is a bold, technically sound, spiritually driven campaign that challenges what we think is possible in both faith and science. Whether you're religious or not, this conversation pushes you to consider the bigger picture of why we’re here and how human legacy and culture will extend beyond Earth. What You’ll Learn in This Episode A Dream That Sparked a Movement – How a visitation from Justin’s late mother led to a mission to land a Christian cross on the lunar surface and what it’s taught him about faith, purpose, and life after loss. Space Policy Meets Spirituality – Why the Outer Space Treaty, launch regulations, and deep space communications are critical to this mission, and how Justin is navigating the bureaucratic and technical hurdles. Feasibility and Funding – What it will cost to land a 10-foot cross on the moon, how Justin plans to raise $40–50 million, and why he believes the number is a “rounding error” in the grand scheme of visionary philanthropy. The Vision Behind the Cross – How Justin sees the moon landing as a cultural and spiritual milestone, and why he believes God should be leading humanity’s expansion into space. Handling Criticism and Cultural Tension – The honest feedback he’s received from both the faith-based and scientific communities, and how he reframes skepticism into productive dialogue. Entrepreneurship in Service of Faith – How Justin’s background in startups, blockchain, and space education led to the creation of “intergalactic” apps and how this mission is the ultimate entrepreneurial act of purpose. A Global Moment in the Making – How the moon landing will be live-streamed, what cameras they’re using, and why Justin wants the entire world watching as the cross unfolds in space with Earth in the background. Memorable Quotes “This was a calling, not just an idea. My mom came to me in a dream, and I knew I’m supposed to do this.” – Justin Park “If you don’t have God in your life, your rocket veers off course. That’s not just a metaphor in our Bible app, it’s the mission.” – Justin Park “Forty or fifty million dollars to make history? To shift humanity’s view of itself? That’s not expensive. That’s efficient.” – Justin Park Want to Support the Mission? Visit mooncross.org to learn more, donate, watch their mission animation, or get your own mini lunar lander. This is more than a moonshot. It’s a faith-powered movement to inspire generations—and it starts here.

    19 min

  4. JUN 12

    The Talk You’re Avoiding: Why Planning for Your Parents’ Future Starts Now

    You’ve heard of the talk about the birds and the bees, but are you prepared for the other talk? The one you need to have with your aging parents about their future care, finances, and final wishes? In this emotional and eye-opening episode, author and former EMT Will Holditch joins Josh Cary to reveal the conversation that every Gen Xer and younger Baby Boomer must have with their loved ones. With stories pulled from real-life emergencies, personal loss, and the chaos that comes from being unprepared, Will lays out exactly how to get your family on the same page before it’s too late. Whether you’re in your 40s or 60s, this episode is a wake-up call. You’ll walk away with practical steps, life-saving context, and the motivation to finally take action. What You’ll Learn in This Episode The Conversation You Can’t Afford to Avoid Discover why it's time to sit your parents down and start documenting their wishes, medical details, and key information before a crisis makes that impossible. Why Most Families Are Totally Unprepared Learn from real stories of emergency room chaos, missed benefits, and heartbreaking confusion, all because no one had the right information when it mattered most. Inside the 168-Page Workbook Will shares why he created Strategic Planning for the Golden Years, a practical, fill-in-the-blank workbook that breaks the process into manageable steps to help you and your family plan proactively. The 3 Pillars of End-of-Life Preparedness Get a clear breakdown of what you need to know: personal information, medical history, and financial details, plus the overlooked category that could create massive complications: digital access. Handling Resistant Parents with Grace Worried your parents won’t cooperate? Will explains how he got his own reluctant father to fill out the workbook without pressure or conflict. What Doctors, Nurses, and Case Managers Need From You You’ll be shocked to learn how much lifestyle info (like what snacks your parent enjoys) matters when placing someone in the right care facility. The Role of Siblings and Family Dynamics This isn’t a solo mission; learn how to divide the responsibility among siblings and extended family so you’re not carrying the burden alone. What Happens When You Wait Too Long From misplaced DNRs to lost VA records, Will shares examples of what happens when planning is postponed and how to avoid the emotional and financial fallout. Memorable Quotes “You’re 54 now. It’s time to sit your parents down and have the talk. Because one day, you’ll be the one advocating for them.” – Will Holditch “There’s legal power of attorney and medical power of attorney, but there’s no such thing as digital power of attorney. You need the passwords.” – Will Holditch “This isn’t about taking over their life. It’s about making sure they get the care they earned and deserve.” – Will Holditch “If you’re waiting for the crisis to get prepared, you’re already too late.”

    19 min

  5. JUN 11

    The Yorkshire Philosopher's Guide to Living Well: Discipline, Humor, and Being Kind to Yourself

    What if the true meaning of life isn’t something you discover, but something you practice every single day? In this episode, Josh Cary sits down with David Midgley, author of The Adventures of a Yorkshire Philosopher, to explore how ordinary people can live more meaningful lives not by chasing success, but by waking up to the moment they’re already in. This episode is an inspiring, funny, and refreshingly practical conversation about philosophy, discipline, failure, football, and the pub stories that make life worth telling. Whether you’ve hit rock bottom or are simply searching for more joy and self-understanding, David's sharp wisdom and unapologetic Yorkshire charm will make you feel seen and push you to rethink how you show up in the world. What You’ll Learn in This Episode Why the Meaning of Life Is Found in the Moment David explains why the pursuit of meaning isn’t about discovering some grand secret, but about becoming fully awake to what’s already happening right now. How to Stop Believing Every Thought You Have Learn the difference between your body, your senses, and your mind, and why all three can lie to you. David shares how to begin questioning your inner filters to find a clearer truth. Failure vs. Success: Why They’re Both Overrated Drawing from personal stories (including getting fired twice), David shares how treating both failure and success as “the same stranger” can lead to emotional freedom and resilience. The Power of Stoic, Practical Philosophy Forget the abstract theory. David offers real, actionable ideas to help you navigate your daily life, whether you're stuck in traffic, struggling at work, or dealing with heartbreak. How to Take Full Responsibility Without Self-Hate We explore how taking ownership of your life doesn’t mean blaming yourself; it means dropping blame altogether and embracing each moment as a chance to reset. The Most Important Person to Be Kind To The episode closes with one of the most important lessons: start with yourself. You can’t extend real compassion outward until you’ve practiced it inward.

    19 min

  6. JUN 10

    No Options, No Excuses: The Real Story Behind an 800-Day Transformation with Dean Latusek

    What happens when you reach a breaking point and decide there’s no going back? In this gripping episode, author Dean Latusek joins Josh Cary to share the raw truth behind his 365-day commitment to total mental and physical transformation. What started as a personal challenge quickly became a way of life: over 800 days later, Dean hasn’t missed a single workout. This is not just a fitness story. It’s a wake-up call. If you’ve ever felt stuck, disappointed in yourself, or tempted to believe you’re too old or too far gone to change, this conversation will light a fire. Dean’s “No Options” mantra is a mindset masterclass in discipline, accountability, and self-respect. Whether you're a high-performing entrepreneur, a parent trying to stay in the game, or someone quietly questioning your next move, this episode gives you a clear, actionable message: Radical ownership is the key to real change. What You’ll Learn in This Episode The "No Options" Philosophy – How eliminating Plan B helped Dean rebuild his health, body, and mindset, starting at age 55. Why Choice Is the Enemy of Progress – Inspired by a David Goggins quote, Dean explains how too many options create weakness and what happens when you simply refuse to give yourself a way out. The Power of the Mirror Session – Dean breaks down the emotional turning point that forced him to confront the truth, make a decision, and never look back. What Doctors Don’t Tell You About Aging – After a devastating check-up, Dean used his knowledge from pharmaceutical sales to reverse his diagnosis and avoid a lifetime of meds. How to Build Mental Fortitude Through Discomfort – From early-morning cardio to strict non-negotiables, Dean reveals the daily disciplines that rebuilt his identity. Responsibility vs. Excuses – Why personal responsibility isn’t harsh, it’s liberating. And why playing the victim only delays your potential. What It Really Takes After Age 40 – Dean debunks the myth of “maintenance” and explains why men in their 40s, 50s, and beyond have to work harder to stay strong and why it’s worth it. Memorable Quotes “No options means I eliminated Plan B. I took away my ability to fail.” “Limitations are a figment of our imagination.” “The most important day of my life? The day I looked in the mirror and finally told the truth.” “There is no quick fix for mental toughness.” “If you’re not getting uncomfortable every day, you’re not growing.” “At our age, there is no ‘maintenance.’ You’re either moving forward or falling behind.”

    22 min

  7. JUN 10

    The Blueprint for Leaving Your Job, Starting a Company, and Giving Back | Gavin Toomey and Grant Bortner

    What happens when two engineers secretly hatch a business plan during lunch breaks, quit their six-figure jobs on the same day, and never look back? Meet Gavin Toomey and Grant Bortner, aka the G2 Guys, who turned their shared vision into a thriving real estate company (G2 Rentals), a profitable service business (PanelSwap Electric), and now, a mission-driven nonprofit aimed at building churches, schools, and changing lives. This episode is not just about scaling businesses, it’s about the courage to walk away from stability, the mindset to win through trial and error, and the belief that giving back is the ultimate entrepreneurial reward. Whether you’re stuck in a day job with bigger dreams, looking to scale multiple businesses in sync, or feeling the tug toward more purpose-driven work, this conversation is your roadmap. What You’ll Learn in This Episode The Real Risk Behind Leaving a “Good Job”: Why Gavin and Grant walked away from engineering careers, and the exact moment they knew it was time to bet on themselves. How to Run Two Businesses That Actually Help Each Other Grow: The smart synergy between G2 Rentals and PanelSwap Electric and how they structured both for sustainability and scale. The Power of Partnerships: Why their friendship turned business partnership works, how complementary skills multiply their results, and what they do when disagreements happen. Building Confidence Through Proximity: How attending real estate meetups and staying after to ask “one more question” created momentum, and why most people skip this step. The Birth of a Purpose-Driven Nonprofit: The surprising story behind their annual charity auction idea, what inspired their long-term vision, and why their focus is on sustainable impact over performative giving. Lessons on Networking, Mindset, and Taking Daily Action: The habits that keep them moving forward daily, and why just 15 minutes of focused effort can change your future. Memorable Quotes “We had to sneak into the break room just to talk about tenant issues.” – Grant Bortner “One plus one doesn’t equal two. It equals ten—when you’ve got complementary skills and the same mindset.” – Gavin Toomey “Talk to strangers. That person next to you might change your life, or you might change theirs.” – Grant Bortner “We don’t have it all figured out. But every day, we take action. That’s the difference.” – Gavin Toomey “When I told my former boss I was leaving to build our business, he said it was the biggest mistake of my life. I walked out smiling.” – Gavin Toomey Want More? If you're an entrepreneur looking to grow your message, align your businesses, or find your deeper mission, this episode is your green light.

    24 min

  8. JUN 9

    Using AI to Understand Reality, and Make It Better for Everyone | Guest: Chris Jones

    What if technology could not only model our world, but also help alleviate human suffering in the process? In this episode, Josh Cary sits down with Chris Jones, the visionary founder and CEO of SwiftSight, whose mission is nothing short of elevating humanity. Chris is building “Aura,” an AI-powered system that fuses advanced 5D modeling, real-time data, and multidisciplinary science to create what he calls a Theory of Everything AI. This isn’t sci-fi. It’s a bold, deeply human, and technically fascinating journey into the future of technology, consciousness, and impact. Whether you’re into AI, philosophy, filmmaking, or human evolution, this episode will expand your thinking on what’s possible and why we need to keep the pursuit of knowledge safe, ethical, and purposeful. What You’ll Learn in This Episode The Origin Story Behind Aura – How Chris turned backyard experiments and a background in cinematography into a pioneering AI platform with the ability to model reality at 30 frames per second. What 5D Modeling Really Means – Understand how real-time 3D, 4D, and 5D modeling works, and what it unlocks for industries ranging from entertainment to aerospace to public safety. Building a Theory of Everything AI – Why Chris is combining physics, philosophy, consciousness, chemistry, and material science to build a modular system that can eventually model everything from subatomic particles to entire galaxies. The Real-World Impact – From disaster prevention and occupational safety to immersive education and even asteroid mining, Chris explains how this tech could reduce harm, drive efficiency, and improve quality of life. AI Ethics and Existential Risk – A candid conversation about the dangers of unchecked AI advancement, the need for public benefit corporations, and why SwiftSight refuses to work with defense contractors. Visual Learning and the Power of Immersion – Discover how volumetric video capture and immersive modeling can revolutionize not just filmmaking, but also how we teach, learn, and understand our world. Memorable Quotes “Everyone you meet is suffering. Our mission is to reduce that suffering through knowledge and understanding.” – Chris Jones “We’re not trying to build the next hot app. We’re trying to model the universe, from atoms to galaxies.” – Chris Jones “With great power comes great responsibility. Especially when you’re building AI that can redefine reality.” – Chris Jones

    26 min
See All (300)

5
out of 5
37 Ratings

About

Josh Cary spent 40 years in hiding. That's right! He was hiding every part of himself in every situation, showing up in personal, social, and business trying to be the person he believed others expected of him. After feeling utterly exhausted from wearing that mask, and knowing deep down he is cut out for much more in this life, Josh ripped off the mask and is now on a mission to help other business-savvy professionals 'unmask' themselves too. Hear honest stories from successful entrepreneurs, creatives, and small business owners who were also once in the darkest of hiding places so you may rediscover your world, connect beautifully with others, and excel in all you set out to do. Hiding Sucks. Are you ready for the new score? Fear: Zero. You: Won.

Information

To listen to explicit episodes, sign in.

Stay up to date with this show

Sign in or sign up to follow shows, save episodes, and get the latest updates.
Select a country or region

Africa, Middle East, and India

Asia Pacific

Europe

Latin America and the Caribbean

The United States and Canada