The Hidden Entrepreneur Show with Josh Cary

Josh Cary
  • 4.9 (40)
  • Entrepreneurship
  • Updated Weekly

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. 5d ago

    The Power of Human Connection: What Wealth, Fulfillment, and Success Really Have in Common with Patrick Welde

    What if the real key to success has less to do with money and more to do with human connection? In this episode, Josh Cary sits down with Patrick Welde, Senior Vice President of the Welde Group at Merrill Lynch, for a conversation that starts with wealth management and quickly evolves into something much deeper. Patrick shares lessons from working in an orphanage in Mexico, building a billion-dollar financial practice through consistency, overcoming rejection, and discovering what fulfillment actually means. Whether you're an entrepreneur, leader, business owner, or simply someone trying to build a meaningful life, this episode offers practical wisdom on resilience, gratitude, purpose, and the power of showing up every day. This is not a conversation about stock picks. It's a conversation about becoming the kind of person who can build something extraordinary. What You'll Learn in This EpisodeWhy Human Connection Will Always MatterAs technology and AI continue to reshape industries, Patrick explains why authentic human relationships remain irreplaceable and how connection creates trust in both business and life. The Unexpected Lessons Learned Inside an OrphanagePatrick shares how a year of service in an orphanage near Tijuana transformed his perspective on gratitude, fulfillment, and what people truly need to thrive. The Real Meaning of FulfillmentWhy money alone is never enough and how fulfillment comes from a combination of growth, service, relationships, purpose, and personal development. How Consistency Creates Extraordinary ResultsFrom boxing and marathon running to building a billion-dollar wealth management practice, Patrick reveals why "stacking days" may be one of the most powerful success principles anyone can adopt. The Truth About RejectionHow years of cold calling taught Patrick to separate rejection from personal identity and why fear is often more damaging than failure itself. Controlling the ControllablesOne simple mindset taught by his father that has guided Patrick through business challenges, life decisions, and long-term success. What AI Means for the Future of RelationshipsPatrick shares his perspective on how artificial intelligence will impact professional services and why genuine human connection may become even more valuable in the years ahead.

    26 min

  2. May 28

    When Losing Your Title Forces You to Find Yourself Again with Ana Sepulveda

    What happens when the title you worked so hard for suddenly disappears? In this deeply personal and surprisingly emotional conversation, Ana Sepulveda, founder of Apex Forge Capital, opens up to Josh Caryt about the identity crisis that followed losing a prestigious leadership role in finance and how that painful moment ultimately pushed her toward building something far bigger than a job title. This episode goes far beyond business, investing, or entrepreneurship. It’s about self worth, self sabotage, reinvention, and the uncomfortable reality that many high achievers quietly tie their value to the roles they hold. If you’ve ever questioned yourself after a setback, felt trapped by your identity, or wondered whether you’re capable of more than the life you’re currently living, this conversation will hit hard in the best possible way. What You’ll Learn in This Episode The Dangerous Trap of Title-Based Identity Why Ana realized her self worth had become deeply connected to her executive position and how losing that title shook her confidence. What Self Sabotage Actually Looks Like How Ana unknowingly sabotaged multiple job opportunities after being laid off and the subtle behaviors that reveal when fear is in control. The Real Meaning Behind “Feeling Worthless” A powerful discussion on identity, confidence, and why external validation can quietly become emotional dependency. How Therapy and Meditation Helped Rebuild Her Confidence The exact mindset work and emotional breakthroughs that helped Ana stop retreating and start building again. The Power of the Right People Around You Why support systems matter more than most people realize and how a few key conversations completely changed Ana’s direction. The Moment That Changed Everything The emotional conversation with a former boss that helped Ana realize she had outgrown the career path she was desperately trying to reclaim. Building Apex Forge Capital from the Ground Up How Ana turned uncertainty into opportunity by launching a private equity real estate fund focused on collaborative investing and long term wealth creation. Why Growth Always Feels Uncomfortable Ana shares why even after building a successful company, fear and doubt still show up and how she works through them in real time.

    26 min

  3. May 27

    Why Hiring Needs More Than Resumes in the AI Era with Michael Campbell

    What if the resume is the least reliable part of hiring today? In this episode, Josh Cary sits down with Michael Campbell, founder of Signal Verified, who is challenging the entire hiring system as we know it. This is not a tweak. It is a complete rethinking of how talent is discovered, evaluated, and trusted. If you are a leader making hiring decisions, or a high performer tired of being overlooked, this conversation flips the script. Michael breaks down why resumes fail, how companies are making costly hiring mistakes, and what a proof based system looks like in practice. This is a conversation about opportunity, fairness, and building a future where skill wins. And underneath it all, it is a story about stepping forward when life forces your hand. What You’ll Learn in This EpisodeWhy Resumes Are Quietly Failing Everyone The hidden flaws in traditional hiring systems and why relying on credentials and gut instinct leads to missed talent and expensive mistakes. The Rise of Proof Based Hiring How Signal Verified is creating a new category where candidates demonstrate real ability before they are hired and why this levels the playing field instantly. The True Cost of a Bad Hire Beyond salary percentages, Michael reveals the deeper impact on team morale, performance, and long term business outcomes. What “Hire Slow, Fire Fast” Actually Means Why speed in hiring is often the wrong goal and how shifting to thoughtful, evidence based decisions changes everything. From Layoff to Founder Michael’s transition from being behind the scenes to building something of his own and the mindset shift required to embrace uncertainty and ownership. The Human Side of Business in an AI World Why authenticity, connection, and real presence are becoming more valuable than ever in both hiring and leadership. Creating Access to Opportunity at Scale The bigger mission behind Signal Verified and how connecting human potential to economic opportunity could reshape entire industries.

    27 min

  4. May 26

    Why You’re Burned Out… And What to Do About It with Cynthia Conigliaro

    What does “being healthy” actually mean? Most people default to diet or exercise. But real health runs deeper… into your mindset, your environment, and how you live every day. In this episode, Josh Cary sits down with wellness expert Cynthia Conigliaro, founder of Work Well Webinars, who’s spent 25+ years helping individuals and organizations perform at their best. They break down burnout, stress, and the hidden factors quietly draining your energy… and more importantly, how to take control of it. What You’ll LearnWhy burnout is exploding across every level of businessThe real symptoms of burnout (most people miss these)How workplace culture directly impacts your healthThe hidden role of technology and constant connectionSimple daily habits that can completely shift your energyWhy mindset is the foundation of everythingWhat “Blue Zones” teach us about living longer and better Key TakeawaysBurnout isn’t just mental… it shows up physically tooProductivity drops, absenteeism rises, and turnover spikes when wellness is ignoredCommunication and flexibility inside organizations can dramatically reduce burnoutYour environment matters more than you think… it shapes your habitsSmall daily decisions compound into long-term health outcomesYou are more in control of your mindset than you realize

    27 min

  5. May 8

    The Weight of Regret and the Power of the Golden Rule with Ed Cologna

    What happens when one painful moment changes the way you live forever? In this deeply human and emotional conversation, Josh Cary sits down with filmmaker and storyteller Ed Cologna to explore regret, fatherhood, forgiveness, personal growth, and the values that shape a meaningful life. What begins as a discussion about success and storytelling quickly turns into something far more personal. Ed opens up about the painful final conversation he had with his father before his passing and how that moment became the foundation for the way he treats people today. It’s raw. Honest. Reflective. And surprisingly hopeful. If you’ve ever replayed a moment in your head wishing you could take it back, this episode will hit home. This is not just a conversation about regret. It’s about becoming the kind of person who learns from it instead of being destroyed by it. Based in part on Ed’s experiences running Cologna Productions and working with presidents, celebrities, nonprofits, and global organizations, this episode also explores why human connection matters more than status, fame, or achievement. What You’ll Learn in This EpisodeHow Regret Can Become a Turning PointEd shares the heartbreaking story of the final conversation he had with his father and how that moment permanently changed the way he approaches life, relationships, and parenting. Why the Golden Rule Still MattersIn a world filled with division and negativity, Ed explains why “do unto others” remains the guiding philosophy behind both his personal life and professional success. The Hidden Responsibility of ParenthoodOne of the most memorable moments of the interview comes when Ed says: “Kids are born knowing how to be kids. We have to learn every day how to be parents.” A powerful reminder that growth never stops. Why Authenticity Attracts the Right PeopleEd discusses growing up feeling “different,” being made fun of for it, and eventually realizing that authenticity is exactly what draws meaningful people into your life. The Most Powerful Story Ed Ever FilmedAfter recording presidents, politicians, and celebrities, Ed reveals the one moment behind the camera that affected him more than any famous person ever could. It’s emotional, unforgettable, and a reminder of what truly matters. Lessons from Growing Up Around the WorldFrom Argentina to Italy, Ed explains how living abroad shaped his worldview and taught him the importance of family, connection, and community over individualism.

    15 min

  6. Apr 21

    The Truth About Resilience (Most People Won’t Tell You This) with Jennifer Johnson

    What if your greatest pain became the foundation for your greatest success? In this powerful episode, Josh Cary sits down with Jennifer “JJ” Johnson, founder of Project Velocity, to explore how resilience, competition, and personal tragedy can fuel extraordinary business growth. From a uniquely intense childhood to becoming a leader in pharma and biotech consulting, JJ shares how she built an unstoppable mindset. But her story goes deeper, through unimaginable loss, including the passing of her son, she found a way to move forward, rebuild, and create impact at the highest level. This is more than a business story. It’s a masterclass in resilience, mindset, and leadership. In this episode, you’ll learn: How to build mental toughness through adversityThe mindset shift that creates massive business growthWhy competition can be your greatest advantageHow to turn grief into purposeThe power of strategic partnerships and abundance thinkingWhat it really takes to succeed in high-pressure industries Key Takeaway: There’s no way around hardship, only through it. And on the other side is growth you never imagined possible. Connect & Learn More: Subscribe for more powerful conversations on entrepreneurship, mindset, and success. Recorded live inside iHeart Radio and broadcast on 710 WOR, The Voice of New York.

    27 min

  7. Apr 1

    What It Really Takes to Build a Sellable Brand | Hudson Davis-Ross, co-founder of Wonder Gummies

    What actually makes a product take off in a crowded market? Spoiler: it’s not just a good idea. In this episode, Josh Cary sits down with Hudson Davis-Ross, serial entrepreneur and co-founder of Plant People, the company behind Wonder Gummies. What unfolds is a sharp, real-world breakdown of what separates brands that fade out from those that scale, sell, and stick. This is not theory. This is someone who has built multiple consumer brands, understands the game at a deep level, and tells you exactly what matters. From storytelling to product quality to packaging that actually converts on shelves, this conversation hits every lever that drives success. If you’re building a business, thinking about launching a product, or trying to stand out in a saturated market, this episode will recalibrate how you think about growth, branding, and what really moves the needle. What You’ll Learn in This EpisodeWhy Your Story Is Your Competitive Advantage Hudson breaks down why customers remember stories, not specs, and how your personal experience can become your most powerful sales tool. The 80/20 Rule of Product Success Why 80 percent of your success comes from a product that sells itself and the remaining 20 percent is how you communicate it to the world. The Biggest Mistake Founders Make Early On Overthinking, overplanning, and overinvesting before getting to market. Why speed and iteration beat perfection every time. What Actually Gets You Into Retail and Scales a Brand A behind-the-scenes look at what buyers, distributors, and major companies are really looking for before they take a brand seriously. Packaging That Converts vs Packaging That Looks Cool The difference between branding for online versus retail and why most brands hit a ceiling because they don’t understand this shift. The Power of Identity in Consumer Behavior Why people don’t just buy products. They buy who they believe they become by using them. The Real Endgame of Building a Brand How smart founders build with acquisition in mind and why creating an omni-channel brand platform is the key to long-term value. Hudson’s Core Belief About Life and Business A surprisingly raw and philosophical take on why he builds businesses in the first place and how that belief fuels everything he does. The Moment That Changes EverythingHudson shares how his own physical pain led to the creation of Wonder Gummies, reinforcing a powerful truth. The best businesses are often born from real problems, not abstract ideas. Final TakeawayMost people think success comes from having a great idea. This episode makes it clear that execution, clarity, and connection are what actually win. Build something people love. Tell a story people remember. And make sure your product can stand on its own before you try to scale it. That’s the game.

    28 min

  8. Apr 1

    Turn Your Insecurity Into Your Greatest Advantage: The Business Power of Feeling “Left Out”

    What if the thing you’ve spent your entire life trying to hide… is actually the reason you’re meant to win? In this episode, Josh Cary sits down with Kim Fitzpatrick, founder of Launched Host, to unpack a powerful and unexpected truth. The very thing that made you feel different as a kid might be the foundation of your success today. Kim’s journey from being the “tall, awkward kid” to building a high-performance business that transforms empty properties into income-generating Airbnb assets in just seven days is more than inspiring. It’s a masterclass in identity, resilience, and turning insecurity into a competitive edge. If you’ve ever felt like the odd one out, struggled with confidence, or questioned your place in business, this conversation will hit home and shift your perspective immediately. What You’ll Learn in This EpisodeHow Your Insecurities Shape Your Success Why the traits you once tried to hide may actually be your most valuable business assets and how to reframe them to your advantage. The “Oddball Advantage” in Business How embracing what makes you different can position you as unique, memorable, and in demand instead of overlooked. From Shrinking to Standing Out The shift from playing small to owning your presence and how that transformation directly impacts confidence, communication, and opportunity. The Athlete Mindset for Entrepreneurs How Kim applies discipline, speed, and decision making from competitive sports into building and scaling her business. Why Speed Creates Profit (The 7-Day Model) How compressing timelines forces focus, eliminates excuses, and creates massive value for clients in the short-term rental market. Decision Making Like a Pro Why making fast, imperfect decisions often beats overthinking and how this skill separates high performers from everyone else. The Hidden Emotional Value of Business Why Kim’s work goes far beyond Airbnb setups and how creating experiences for others can be the most meaningful ROI. Pricing, Value, and Confidence How to transition from charging less while learning to confidently owning premium pricing when your process is dialed in. The Deeper MessageThis episode isn’t really about Airbnb properties or business systems. It’s about identity. It’s about recognizing that the thing you thought was holding you back may actually be the very thing that sets you apart. And once you stop shrinking at the “lunch table” and start owning your difference, everything changes. Visit https://www.launchedhost.com for more.

    28 min
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4.9
out of 5
40 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.

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