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by Martin Piskoric
21st Century Entrepreneurship is an entrepreneurship podcast featuring candid conversations with founders, CEOs, investors, executives, creators, and business leaders from around the world. The show has published more than 540 interviews exploring how businesses are built, funded, scaled, transformed, and sometimes rebuilt from failure. Episodes cover entrepreneurship, leadership, business strategy, startup growth, marketing, finance and investment, AI and technology, personal development, and the decisions behind successful companies and careers. Rather than polished success stories, the show focuses on practical experience: what worked, what failed, what changed, and what other entrepreneurs can apply.
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Joe Downs is a self-storage investor, developer, educator, and former residential real-estate investor, and we spoke about why he moved into a market where more than 70% of facilities are still owned by mom-and-pop operators. His turning point came when he discovered that the industry was far less institutional than he had assumed: “80% of the industry is mom and pop” at the time he entered around 2016. For Joe, that fragmentation meant opportunity—especially for investors frustrated by the r...
Alexandre Mongeon is a CEO and co-founder of Vision Marine Technologies. Alex has been building electric boats since 2013, and we spoke about what it takes to turn a technology people doubt into something they can actually trust and use. Electric boats spent generations associated with slow trolling speeds, but Alexandre says his team reached 116 mph in 2023, while cutting maintenance by about 90%. On operating cost, his comparison is even sharper: roughly $5 of electricity for a full day ver...
Latané Conant is a four-time CMO, author, community builder, and Chief Market Officer at Parloa, and we spoke about why companies spend heavily trying to understand customers while often making it harder for those same customers to talk to them. After having “spent millions of dollars… trying to understand customers,” she realized nine months ago that another part of many businesses was effectively doing the opposite. Her approach to AI-driven customer experience starts with a simple principl...
Matt Edelman is the CEO and president of Super League Enterprise and we spoke about how the gamified consumer mindset is reshaping marketing—and how his own path from Marvel and film production unexpectedly prepared him to run a public company. He describes producing a film as surprisingly close to running a business: “a film is like a mini company,” with budgets, contracts, marketing, distribution, and production all moving at once. When the pandemic eliminated the live-event foundation of t...
Dean Drako is a serial entrepreneur who has founded somewhere between five and fifteen companies, raised venture capital around 20 times in Silicon Valley, and experienced both successful exits and failures—and we spoke about the operating lessons that came from building repeatedly. His starting principle is simple: find a pain point you understand deeply, make sure many other people share it, and build what he calls “painkillers, not vitamins.” Dean also breaks company growth into thre...
Sam Demma is an author and keynote speaker who has delivered close to 850 talks across four continents, and we spoke about how losing a Division I soccer scholarship after three major knee injuries redirected his life toward service, storytelling, and speaking. A teacher challenged him to take small, consistent action, which led to five and a half years of community cleanups—and eventually to schools inviting him back as a paid speaker. Sam also explains the practical principles behind his la...
Amy Perez, CEO at myDream & Mindful Software, Inc. - is a former government technology leader, Lean Six Sigma Black Belt, and responsible AI consultant, and we spoke about using dreams as another source of information for decisions, self-awareness, and major life changes. After years managing high-stakes programs - including a digital system that distributed more than $10 billion in pandemic aid - Amy was outwardly successful but exhausted: “I was slowly dying on the inside.” A violent dr...
Saurabh Gupta is CEO of The Modern Data Company, and we spoke about why so many AI initiatives struggle to scale despite massive investment in the technology. His perspective comes from nearly 30 years in data: designing the World Bank’s open data platform, spending 12 years leading statistical data at the IMF, serving as Chief Data Officer for Washington, DC, and later working across more than 20 major enterprise data initiatives at Thoughtworks. Across those environments, he kept seeing the...
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21st Century Entrepreneurship is an entrepreneurship podcast featuring candid conversations with founders, CEOs, investors, executives, creators, and business leaders from around the world. The show has published more than 540 interviews exploring how businesses are built, funded, scaled, transformed, and sometimes rebuilt from failure. Episodes cover entrepreneurship, leadership, business strategy, startup growth, marketing, finance and investment, AI and technology, personal development, and the decisions behind successful companies and careers. Rather than polished success stories, the show focuses on practical experience: what worked, what failed, what changed, and what other entrepreneurs can apply.
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