21st Century Entrepreneurship

Elliot Kallen is a seasoned entrepreneur with over 30 years of experience, having founded five businesses and a nonprofit foundation that tackles one of society’s most pressing challenges—youth suicide prevention. We spoke about the winding path of entrepreneurship, the personal and professional obstacles that come with it, and how to navigate both success and tragedy.In this episode, Elliot opens up about the importance of resilience, fortitude, and perseverance in business and life. He shares how the loss of his son to suicide became a driving force behind his nonprofit, which now saves lives in five countries. "We took that tragedy as an entrepreneur would do, and we decided that we wanted to change people's lives with it," Elliot reflects, showcasing the entrepreneurial mindset that turns even the most heartbreaking challenges into purposeful missions.We discussed the different phases of a business owner’s journey—startup, growth, and exit—and how each stage presents its unique hurdles. Elliot emphasizes, "When you've got good ideas… you've got to sell these ideas to your people," underscoring the critical role of leadership and communication in building a thriving organization.Elliot also touches on the mental health struggles entrepreneurs often face, comparing them to the struggles teens face with depression. He warns about the dangers of hopelessness and withdrawal, stating, "Hopelessness is one of the major traits of suicide… find a coach, find somebody that can help you."Key Takeaways:Entrepreneurship Requires Grit: Elliot’s journey demonstrates the need for "intestinal fortitude" and determination to face daily obstacles, from cash flow issues to team management.Leadership is Key: Successful entrepreneurs don’t just have good ideas—they communicate them effectively and rally their teams behind a common vision.Mental Health Matters: As Elliot poignantly discusses, even entrepreneurs can feel hopeless, and it's crucial to seek support before the pressure takes over.Purpose Beyond Profit: Elliot’s foundation proves that businesses can create profound social impact, turning personal tragedy into a force for good.Listen to this episode for a deeply moving, honest look at the ups and downs of entrepreneurship, filled with insights on resilience, leadership, and finding purpose even in the darkest of times.

Sylvia Rohde-Liebenau is a seasoned leadership coach and former corporate executive who has dedicated her career to helping senior leaders redefine their approach to power, energy, and legacy. In this episode, we dive deep into her transformative insights, captured in her latest book Who’s in Charge?, and explore how today’s leaders can thrive in a rapidly changing world.One of the central themes we discussed is how power in leadership has evolved. According to Sylvia, “the old way of managing, based on force and control, doesn’t really work anymore.” She highlights that modern leadership is about shifting from control to collaboration. “If I want to collaborate with someone else, I can't have it all my way. I have to make some compromises…so that we together actually have more control, more power.” Her experience shows that when leaders adopt this mindset, they not only achieve better results but also foster healthier organizational cultures.A notable aspect of our conversation is energy management. Sylvia brings a fresh perspective, moving beyond the traditional focus on physical stamina. “Many corporates have a gym, but only the best corporates have a meditation room or mindfulness courses,” she shares, advocating for a holistic approach to energy that includes mental and emotional well-being. She believes that managing your energy—and the energy of your team—is critical to sustaining performance. “It’s about understanding what your human energy is really made of… and how to reinforce, maintain, and extend it.”Sylvia also touches on the idea of stillness as a powerful leadership tool. She explains that stillness isn’t about inactivity, but about being centered, especially in challenging moments. Reflecting on her own experiences, she recalls a time when she faced an angry Russian delegation: “I went really calm and said, ‘I’m so happy to meet you,’…because I was quiet and still inside, I could communicate with them with kindness.” Her ability to maintain stillness in the storm enabled her to connect and resolve the situation effectively—a lesson in how calm presence can amplify leadership impact.We also explore the concept of legacy and how leaders can ensure their success is meaningful. Sylvia explains that many high-achieving leaders, as they near the later stages of their careers, start asking deeper questions. “I’ve seen leaders thinking, ‘I’m hugely successful, but is that really what I wanted to create in my life?’” She warns that “success without fulfillment is the ultimate failure,” urging leaders to align their work with their values and purpose.Takeaways:Power is shifting: “It’s no longer about control; it’s about creating impact and collaborating for a common goal.”Energy matters: “Understanding your energy and how to manage it is key to staying effective and thriving as a leader.”Stillness is strength: “In moments of crisis or challenge, the leader who is calm, connected, and centered is the one who wields real power.”Legacy is personal: “Legacy is not about fame—it’s about living and leading in alignment with your values and creating something meaningful.”Sylvia’s blend of practical advice and reflective wisdom offers a roadmap for leaders who want to move beyond outdated models of leadership. If you're curious about how to lead with true power and create lasting impact, this episode offers deep insights that will inspire and challenge you.

Erica Bethe Levin is the founder and CEO of Globowl, a baby and toddler food company on a mission to challenge the broken American baby food system. In our conversation, Erica exposes the shocking reality: “60% of American baby food is unhealthy and doesn’t live up to basic standards.” But she’s not stopping there—she’s on a quest to reintroduce children to the vibrant, textured foods enjoyed by the rest of the world.We explored how Globowl stands apart by rejecting “sanitized, mushy purees” and embracing real food. “Baby food doesn’t have to be dumbed down because babies aren’t dumb,” Erica explains. Globowl’s recipes are crafted to help kids develop their palate early, leveraging the “flavor window between 4 and 18 months” to set them up for a lifetime of adventurous eating. With dishes inspired by global cuisines like pad thai and tikka masala, Erica is giving babies a taste of the world—literally. And she's doing it in a way that honors health, with no added sugars, allergens included, and FDA-reviewed labels. “We have every single label reviewed by an FDA attorney. I want to be able to say that we have done everything right.”Erica also discussed the deeper mission behind Globowl—helping families build a connection to food and culture. “We’re teaching kids about the world, tolerance, open-mindedness, and curiosity through what they eat.” But it’s not just about the food. Her business also promotes an active, engaged family life, whether it’s sitting down to dinner or cooking together in the kitchen. As she puts it, "We get to teach our kids about our cultures, like my aunt’s pesto from Italy or matzo balls for Hanukkah.”Some key takeaways:Erica’s mission is to dismantle the misleading marketing of baby food, with companies selling sugar-laden pouches masquerading as healthy options. "Think about how many apples go into an applesauce pouch—it’s more than you could sit down and eat in one sitting."She highlights how stripping foods of natural allergens has made American babies “10 times more likely to have food allergies than anywhere else in the world.”With Globowl now available in over 450 stores, she’s already seeing major traction. The company has been featured in trade publications and earned recognition, including nominations for the Chicago Innovation Award and appearances on Gordon Ramsay’s Food Stars, where she made it to the final round.In addition to her business insights, Erica shares her personal journey as a serial entrepreneur and mother, reflecting on the importance of balancing her health and family life. “As an entrepreneur, we have the tendency to be 100% absorbed in our business, but if you don’t have your own health—whether physical or mental—you don’t have the business.” Erica practices what she preaches, making family dinners a priority and incorporating meditation and gratitude into her daily routine.From rethinking baby food to reimagining work-life balance, Erica Beth Levin offers invaluable insights for entrepreneurs, parents, and anyone interested in building a business that disrupts an entire industry while fostering family connection.

Ryan Wimpey is the visionary founder of Tip Top K9 Dog Training. We spoke about his journey from working an unfulfilling cubicle job to building a nationwide dog training empire. With over 18 years of experience and the training of 5,000+ dogs under his belt, Ryan shares the secrets behind his unique classical conditioning method and how it’s different from reward or punishment-based approaches.One of the most surprising revelations is that dog training isn’t formally accredited. “Dog training is a trade,” Ryan says, “and just like every other trade, you really must apprentice.” His journey began with a personal search to solve his dog Curley’s behavioral issues. This ultimately led to developing a systematized, repeatable approach that simplifies the training process for both dogs and owners.Ryan offers a clear breakdown of his innovative training system based on Pavlovian conditioning, explaining how it effectively teaches dogs to respond to commands without relying on food lures or negative reinforcement: “With classical conditioning, there's no reward, there's no punishment. We condition a response.” His approach involves using a remote training collar, a leash, and verbal commands to create reliable behavior in dogs—even when off-leash.Beyond dog training, Ryan dives deep into the world of franchising. He explains the power of owning a Tip Top K9 franchise, emphasizing how it allows dog trainers to focus on their craft while corporate takes care of the business side: “We answer all of your incoming calls, book your appointments, and do your billing.” This heavy back-end support is what allows his franchisees to succeed where others might struggle.Key Takeaways:Classical conditioning offers a superior alternative to reward or punishment-based training, with results that last.Franchising with support: From call centers to marketing, Tip Top K9’s system allows trainers to focus on their passion without being overwhelmed by business operations.The importance of systems: Both in dog training and business, having a documented and repeatable method is key to long-term success.This episode is packed with insights for anyone passionate about dog training, entrepreneurship, or both. Ryan's dedication to helping dogs live their best lives—and his ability to pass on that knowledge to others—makes this an episode you won’t want to miss.

Rob Murray, CEO and co-founder of Intrigue Media, shares over two decades of marketing wisdom. He highlights five common pitfalls entrepreneurs face in marketing. First, he emphasizes the importance of emotional over logical communication, as decisions are driven by feelings. Secondly, he discusses the need to optimize all facets of revenue models, not just focus on new business. He also stresses the significance of customer-centric messaging, setting clear marketing goals, and the power of niching for greater expertise and problem-solving.

Weston Zimmerman is a seasoned contractor turned tech entrepreneur, and we spoke about one of the most common dilemmas in the contracting world: How do you know if you're charging the right price for your work? From his humble beginnings as a landscaper to becoming the CEO of SynkedUp, Weston has lived through the struggles of pricing projects and ensuring profitability, and he's here to share how he and his team solved these problems.In this episode, we discussed how many contractors fall into the trap of pricing based on gut instinct rather than solid data. As Weston puts it, “You look to your left and your right, see what others are charging, and base your price on your own self-worth, which is almost always too low.” He emphasizes the importance of moving away from emotional pricing and adopting a repeatable system based on real numbers and overhead recovery.A key takeaway is the transformative power of using systems and processes in your business. Weston shares his journey from using pen and paper and spreadsheets to building a tech solution that revolutionized how his company operated. “What was a three-hour task turned into a ten-minute task,” Weston recalls, demonstrating how much time and money can be saved when a proper system is in place. This episode will help you rethink how you approach pricing and business efficiency.Zimmerman also explains how SynkedUp evolved from an internal tool for a small landscaping company to a widely adopted solution across North America. The episode covers the lessons learned in building systems that eliminate human error, streamline workflows, and ultimately ensure profitability. “Systems and processes are the keys out of the entrepreneurial prison,” Zimmerman says, offering a path for contractors to focus on their craft without getting bogged down in the administrative grind.If you're in the trades or contracting industry, or if you're simply trying to build a scalable business, you’ll learn how to charge what you're worth, avoid common pricing pitfalls, and build a sustainable, thriving operation. This conversation is packed with actionable insights, real-world stories, and the hard-earned wisdom that Weston brings from his journey.Key Takeaways:Emotional vs. Mathematical Pricing: Avoid making pricing decisions based on emotion or comparison—use data and proper cost analysis instead.The Importance of Systems: Implementing repeatable systems and processes can dramatically reduce time spent on administrative tasks and increase profitability.Overhead Recovery: A business isn't just about covering direct costs—indirect overhead needs to be factored into pricing, or you'll end up wondering, "Where did the money go?"Find out how you can start pricing profitably and gain the freedom to focus on what you love.

Nick Shaw is the co-founder and CEO of RP Strength, a fitness company that has seen explosive growth, particularly on YouTube. We spoke about the pivotal role authenticity has played in scaling their business, reaching millions of people, and transforming their approach to content creation.In this episode, Nick shares how their shift towards embracing real, unfiltered communication helped them connect with their audience. “We really started leaning into that authenticity component...Lo and behold, people loved it.” He explains how stepping away from trying to please everyone allowed them to double down on their core demographic, contributing to RP Strength’s massive success—gaining over 2 million YouTube subscribers in just six months.Key takeaways:Authenticity over neutrality: "You can't be for everybody...you have to figure out who you're for and go after those folks with reckless abandon."Value-based marketing: By giving away previously gated content for free, RP Strength grew their loyal community, with Nick citing, "We started putting out more and more content...and it helped us grow exponentially."Dealing with criticism: As visibility increases, so does criticism. Nick advises to focus on the positive impact, noting, "You gotta stay focused on all the people that you are helping out.”Nick’s insights provide a valuable lesson for entrepreneurs on how embracing your true voice and offering value upfront can lead to substantial, sustainable growth in the competitive world of social media.

Chris Rubin is a seasoned marketing strategist with over 30 years of experience, blending AI with human creativity to amplify brand storytelling. We spoke about how small to medium-sized businesses (SMBs) can harness the power of AI to fuel growth, boost operational efficiency, and drive customer engagement.Chris emphasized that AI is no longer just for large enterprises, highlighting how SMBs can now leverage the same powerful tools: “92% of large companies are seeing returns on AI investments—now it’s time for SMBs to reap the benefits.” He offered practical insights into how AI can streamline marketing processes, reduce operational costs, and help businesses generate value-driven content at scale.One of the key takeaways from our conversation is the concept of augmented intelligence—AI working alongside human creativity, not replacing it: “The AI helps with automation, but the humans are in charge. It’s about using AI as a set of superpowers, not the final output.”Chris also shared his unique methodology, developed over decades working with top brands, to create a comprehensive marketing strategy for businesses of any size. His process involves creating a strategic narrative that resonates emotionally with the target audience, turning brand strategy into a measurable growth engine.Here are some important insights from the episode:AI isn’t out of reach for SMBs: Chris offers a roadmap to start integrating AI, focusing first on business needs and existing resources.Avoid over-reliance on AI: Human expertise is essential for making AI tools effective, especially in creative decision-making and customer engagement.Data-driven content creation: With AI, SMBs can create value-rich content that resonates with their audience, without excessive costs or time investments.Whether you're new to AI or looking for ways to expand its use in your business, this episode is packed with actionable advice on how to maximize AI’s potential to boost your brand’s growth.

Jeff Seder is a true innovator in the world of horse racing, blending cutting-edge technology with centuries-old tradition to revolutionize the industry. We spoke about his journey from a Harvard-educated lawyer to becoming the mastermind behind a system that produced the first Triple Crown winner in 37 years. Jeff shares how he combined his passion for horses with modern science, creating an approach that measures factors traditional experts overlook.In this episode, we explored his pioneering work with EQB, where he used advanced technologies like DNA analysis, high-speed photography, and ultrasound to improve horse selection. Jeff’s persistence in the face of skepticism led him to create a patented system that changed the game. As he puts it, "They buy horses for a million dollars that have things really wrong with them, and they don’t even know it."We discussed the challenges of being a disruptor in an industry rooted in tradition. Jeff emphasized how entrepreneurs must "get the best of what they already have" before introducing innovation. His persistence, dubbed “Dogzilla,” was essential in overcoming early failures. He explains, "Each failure taught me something, and I didn’t just take whatever answer I got."Key takeaways from the conversation:Innovators must ask the hard questions: Jeff’s success came from questioning established practices and doing his own research when the data didn’t exist.Technology meets tradition: Combining traditional horsemanship with modern technology can lead to groundbreaking results in any industry.Physical and mental drive matters: Success is not just about physical advantage, but also about attitude and persistence—whether in horses or humans.This episode offers a unique perspective on entrepreneurship, disruption, and how combining passion with technology can lead to unprecedented success.

Christopher Volk is a seasoned entrepreneur and finance expert with decades of experience in commercial banking and building public companies. We spoke about how to create businesses that are worth more than they cost to build, exploring the essential factors behind wealth creation.Drawing from his latest book The Value Equation, Christopher shared six critical variables that determine business success, from sales and operating profit margins to leveraging other people's money. "No company went out of business ever because they had too many sales," he explained, emphasizing the importance of focusing on these variables from day one.Throughout the conversation, he addressed common misconceptions about wealth creation, like the idea that saving money alone is enough: "It's not enough. The people who become really rich are those who have companies worth more than they cost to create." Christopher stressed the value of developing a well-engineered business model early on, stating, "Re-engineering a company is so much harder than if you get it right the first time."Listeners will learn not only how to build scalable and profitable business models but also how to attract investors by articulating a clear vision. Christopher's experience in leading businesses that garnered investments from giants like Berkshire Hathaway offers valuable lessons on leadership, risk management, and the creative process behind successful entrepreneurship.Key Takeaways:Understand the six key variables of The Value Equation to ensure long-term business profitability.The best time to build a business model is from day one—re-engineering later can be costly and difficult."Entrepreneurs by their nature are optimists"—knowing when to take reasonable risks is essential for business success.Leadership and a clear vision are as important as financials when attracting investors.Christopher's insights will inspire both new entrepreneurs and seasoned business leaders to rethink how they create and scale their companies for maximum wealth and growth.