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21st Century Entrepreneurship

Author: Martin Piskoric

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The 21st Century Entrepreneurship Podcast is a 4 x Gold-Award weekly show that features interviews with cutting-edge leaders and successful entrepreneurs. We talk about the fundamentals of starting and growing a business, achieving and maintaining success, as well as the difficulties of entrepreneurship and its future. Subscribe to the 21st Century Entrepreneurship Podcast and never miss an episode, so you can stay on top of the curve and gain the knowledge you need to succeed in today's competitive landscape.

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Christopher Hossfeld is a 27-year U.S. Army veteran and leadership educator who translates battlefield decision-making into modern business strategy. We spoke about how lessons from military history can sharpen leaders’ thinking, reduce bias, and strengthen organizations. “Investing in your people is the best way of spending your limited resources,” he explains—because leadership, at its core, is about leaving something that transcends business. Through his Barrel Strength Leadership framewor...
Michael Jacobson is the CEO who transformed a struggling flower shop into a thriving, multi-location enterprise generating over $9 million in revenue. We spoke about how he acquired a near-bankrupt business and rebuilt it by blending technology, artistry, and a mission grounded in love rather than profit. “Profit’s a great thing,” he said, “but it’s a means to our greater why.” Instead of chasing corporate slogans about being “number one,” Jacobson focused on culture, human connection, and el...
Iñigo Rivero is the co-founder of House of Marketers and a former early TikTok Europe team member who helped transform the app from a lip-syncing platform into a global content powerhouse. We spoke about how he built a 50-person remote agency by turning short-form creativity into measurable results for brands. After leaving TikTok, Iñigo noticed that “brands didn’t know how to actually succeed on TikTok,” and decided to fill that gap. His journey began as a sales-driven professional who saw t...
Brennan Haelig is a digital marketer turned agency owner, and we spoke about going from sleeping in a 10×10 studio to leading a multi–seven-figure team of 18. “Back in 2018, I was homeless, sleeping in my recording studio,” he recalls, adding, “I remember having 50 cents in my bank account.” The early aim wasn’t millions—it was simply to support himself without “a full time corporate job.” His turning point came when he was let go from a part-time day job and had to go all-in. Growth followed...
Kyle Whitehill is a former Vodafone executive who spent three decades inside global giants like L’Oréal, Diageo, and PepsiCo before asking himself, “Am I not entrepreneurial?” Seven years ago, he found out—leaving the corporate world to lead a smaller, founder-built company and test whether discipline and responsiveness could thrive in an entrepreneurial environment. He explained that his leadership philosophy rests on four pillars: responsiveness, authentic purpose, governance, and accountab...
Alex Mehr is a scientist-turned-entrepreneur who built and sold companies generating over a billion dollars in revenue. We spoke about how the speed and accessibility of AI have fundamentally changed what it means to be an entrepreneur today. “The best thing you can do is to become an idea machine,” he says — because execution cycles are now so fast that markets reward creativity and adaptability over long-term focus on a single idea. He calls this new model the “one-two punch”: first, turn a...
Zylo Marshall is a disability advocate and former real estate professional who built a life beyond government support. We spoke about how people with disabilities can pursue commission-based careers—like real estate or public speaking—without losing crucial benefits such as SSI. Zylo explains that “just because someone says no does not mean you stop trying,” emphasizing persistence and structured planning over dependence. After years of navigating complex disability and employment rules, Zylo...
Mark Lee Fox is a former Space Shuttle chief engineer who spent over 16 years at NASA before an unexpected event set him on a new trajectory. “My dog couldn’t come up the stairs one day,” he recalls, describing the moment that led him to explore energy-based healing technologies. Initially skeptical—“I’m a rocket scientist, so I thought that can’t be true”—Fox discovered that NASA had used pulsed electromagnetic fields (PEMF) since the 1970s to counter bone loss in space. Driven by both scien...
Maria Gallucci is a top 1% realtor in Colorado and the author of Raised in Silence, a book inspired by her life as a child of deaf parents. We spoke about how growing up in both the hearing and deaf worlds taught her that “listening isn’t about hearing, it’s about paying attention,” and how that understanding shaped her career and advocacy for inclusivity. Her journey began when she was just twelve, interpreting for her parents as they bought their first home—without an interpreter present. T...
Stewart Heath is a certified public accountant with 40 years in business, and we spoke about the lessons he learned from building—and losing—a multimillion-dollar real estate portfolio. He explained how chasing aggressive growth left him vulnerable in 2008: “As of June 30th of 2008, I had a net worth upwards of $20 million…90 days later, I was probably underwater $5 million.” The turning point came when he realized reserves and risk controls mattered more than fast expansion. He now focuses o...
Brett Swarts is a best-selling author of Building the Capital Gains Tax Exit Plan and host of two finance podcasts. We spoke about how entrepreneurs, investors, and even Bitcoin holders can legally defer millions in taxes when selling highly appreciated assets. As founder of Capital Gains Tax Solutions, Brett has helped close over half a billion dollars in transactions. He explained why traditional tools like the Delaware Statutory Trust often fail business and crypto owners, noting, “It ties...
Alan Porter is a retired Blackhawk instructor pilot who turned to financial advising after tragic events in his family. We spoke about how his military discipline—“I knew every nut, every bolt” of the helicopters he flew—shaped his approach to protecting families from financial risk. The turning point came when his daughter-in-law used a little-known life insurance rider during her cancer treatment. “If it had not been for that, my son would be bankrupt.” Since then, Porter has focused on str...
Adam Hager is a former corporate sales professional who traded his stable 9-5 for a system of building cash-flowing Airbnbs. We spoke about how he scaled from pitching his very first landlord to managing over 40 properties while spending just “one to two hours a week max on managing.” His turning point came when he discovered Airbnb arbitrage—leasing properties and relisting them—combined with business credit to cover startup costs. “The very first person I ever pitched their property to actu...
Ted Ryce is a fitness coach who has spent 25 years helping entrepreneurs and executives lose fat, build lean muscle, and sustain results without extreme diets. Known for training figures like Robert Downey Jr. for Iron Man, he traces his health journey back to rebuilding himself after the tragic murder of his brother. “Physical health was the way that I was able to get back to a good place,” he says, explaining why body and mind recovery became inseparable for him. We spoke about the five mis...
Van Tucker is VP of Technology Partnerships at Harbor Lockers and has been building digital platforms since middle school. We spoke about how entrepreneurs can turn everyday challenges into scalable business models by launching lean pilots, validating with customers, and adapting quickly. As he put it, “How do you take your idea and get in the field fast?” For Van, that meant starting small—five lockers in his hometown—to test use cases. From bread distribution to bag storage at nightclubs, “...
Larry Kriesmer is a veteran advisor who grew up in Saudi Arabia, later watching his father lose nearly everything to a Ponzi scheme. We spoke about how those early experiences shaped his mission: to build investment strategies that protect families from devastating losses while still capturing long-term equity growth. His turning point came during the tech crash, when panicked clients asked, “How much worse can it get?” and he realized he couldn’t answer honestly. That frustration led to deve...
Dr. Nicholas E. Michels is a financial planner and author, and we spoke about how childhood adversity shaped his lifelong mission to help families master money and life. He recalled the moment his parents’ divorce “wrecked my childhood” and how his mother working three jobs drove him to study money so “you never have to worry again.” Michels explained how his early success as one of the youngest partners in his firm taught him that wealth without alignment leads to conflict. “On the outside w...
Dominic Forth is the CEO of Thought Leaders America, and we spoke about turning personal stories into trust and impact that extend far beyond likes and clicks. With decades in media, he consulted over 40 TV stations in New York, Los Angeles, and Chicago, researching not just what audiences chose but “the why behind it.” That background now informs how he helps entrepreneurs and thought leaders amplify their message. His method centers on aligning purpose with energy and guiding people to shar...
Blackburn & Johnson is the duo behind Rich From Anywhere, and we spoke about turning ad spend into revenue by fixing strategy, creative, and follow-up—not just products. They started as music artists, learned online marketing to fund the dream, built a multi–six-figure agency, and now coach entrepreneurs on paid acquisition. Their turning point came after wasting $5,000 on ads with zero sales, hiring a mentor, and getting a sale in seven hours—proof that “it’s not about time, it’s about s...
Robert Howard is a former auto-sales pro who spent 20 years grinding “from what they call can to can’t,” and we spoke about how he bought back his time by learning real-estate wholesaling, turning a $25k first deal into steady monthly volume—and more time with his family. He explains wholesaling in plain English (find a motivated seller, match a buyer, and assign the contract—“some people… call it paper profits”), but he’s transparent about the real costs: “you’re going to have to invest… you...
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Jonathan Roseland

21st Century Entrepreneurship is your one-stop shop ⭐️⭐️⭐️⭐️⭐️ for navigating the ever-evolving landscape of the business world. Whether you're just starting out or looking to fine-tune your existing empire, this podcast offers a treasure trove of insights.

Aug 19th
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