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    Business

    21st Century Entrepreneurship

    An entrepreneurship podcast that transforms in-depth interviews with founders, CEOs, investors, executives, creators, and business leaders into tightly edited, first-person narratives that distill what matters most from their real-world experience.

    A four-time Gold Award-winning show with more than 540 published interviews, 21st Century Entrepreneurship explores how businesses are built, funded, scaled, transformed, and sometimes rebuilt from failure.

    Host Martin Piskoric guides each conversation toward the moments, decisions, lessons, and experiences most useful to listeners, then steps out of the final edit. What remains is the guest’s voice—without small talk, unnecessary promotion, or interview clutter—shaped with music and space for reflection.

    Episodes cover entrepreneurship, leadership, business strategy, growth, marketing, finance and investment, AI and technology, personal development, and the realities of building and leading businesses.

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    Latest Episodes:
    Ian Stanley: How Can You Write Emails That Don’t Suck? Sep 02, 2024
    Show notes

    Ian Stanley is an entrepreneur and comedian that has sold over $200,000,000 worth of products online over the past few years. He is considered to be one of the best copywriters in the world. He started his first business at the age of 12 stringing tennis rackets. Since then, he's started multiple businesses and sold his Ecommerce company to the fast growing start up in Canada. He now runs Almost Passive Income, a company that helps people make more money in less time while having more fun.
    In this episode, Ian breaks down the art of writing emails that connect with people on a personal level, rather than coming across as “corporate mayonnaise.” He emphasizes the importance of making your emails feel like they’re coming from a friend, and why this approach is crucial in building a deep, profitable relationship with your audience. “Your emails should feel like they're written almost to a friend or from a friend,” he shares, underscoring the need for a conversational tone that resonates with readers.

    We also explore the role of AI in email marketing, with Ian sharing his initial skepticism and eventual surprise at how AI, when trained correctly, can produce emails that sound more human than those written by most people. He candidly describes his experience with AI tools, noting, “I was amazed at what it wrote because it sounded more human than most humans.”

    Some of the key takeaways from our conversation include:

    • Email Frequency: The more you email, the more you make. Ian debunks the myth that frequent emails annoy your subscribers, asserting, “You're only annoying people if you suck.”
    • Storytelling: Storytelling is a powerful tool in email marketing. Ian explains how sharing personal stories can help build trust and connect with your audience, making them more likely to buy from you.
    • AI in Email: While general AI like ChatGPT might struggle with email copy, Ian talks about the effectiveness of specialized AI tools that can save time and enhance your email writing, especially for those who struggle to generate content ideas.

    Whether you’re a seasoned marketer or just getting started, this episode is packed with actionable advice that can help you write better emails, build stronger relationships with your audience, and ultimately, make more money from your email list. Tune in to learn how to make your emails stand out in an inbox full of corporate jargon and lifeless copy.


    Kareen Walsh: How Do You Become the Leader You Need? Aug 31, 2024
    Show notes

    Kareen Walsh is a transformative figure in the world of business strategy and personal development, and our discussion revolved around the fundamental shifts required for achieving significant business growth. In a compelling narrative, Kareen shared insights on overcoming personal limitations to facilitate not just business success but also profound personal fulfillment. A central theme was the importance of aligning one's true self with their professional endeavors to lead effectively and achieve ambitious goals.

    A key takeaway from Kareen's experiences is the concept of the 'CEO Conundrum,' which she describes as a pivotal realization in her career: "your company is 100% a reflection of how you lead it." This underscores the necessity for leaders to evolve alongside their businesses, a challenge that many face but few overcome. She emphasizes that transformation within is crucial for business scalability, stating, "if you're not growing, your company won't grow either."

    Kareen also delved into the practicalities of scaling businesses while reducing personal time investment, achieving remarkable growth by restricting her direct involvement to only 10% of her time. Her strategy involved a significant mindset shift and leveraging technology to clone her expertise through AI, leading to an innovative coaching tool, which she excitedly talks about: "finally, with AI, I actually found a way to clone myself."

    Listeners can gain invaluable insights on navigating the complexities of leadership roles, the interplay between self-perception and professional output, and the strategic use of technology to enhance business operations. Kareen’s journey from tech company executive to a multifaceted business coach offers a blueprint for anyone looking to scale their influence and operational capacity.

    Moreover, the discussion included practical advice on identifying and embracing one's optimal role within a company, highlighted by her personal approach to defining leadership through the roles of creator, entrepreneur, or operator. Her narrative is punctuated with a focus on the necessity of self-awareness and alignment, crucial for anyone at the helm of a business. As Kareen poignantly notes, understanding and stepping into your role is pivotal: "It's meant to fuel your life, not run your life."

    This episode not only provides a roadmap for business scaling and personal evolution but also introduces listeners to tools that can support their journey, making it a must-listen for aspiring and current leaders alike.


    Felienne Hermans: How Can We Turn Kids from Consumers to Creators? Aug 30, 2024
    Show notes

    Felienne Hermans is a professor of computer science education at VU Amsterdam, and founder of 500k users textual programming platform Hedy. We spoke about her mission to transform children from passive digital consumers into active creators. Felienne shares her journey from being an unsatisfied professor to founding Hedy, an innovative platform designed to make programming accessible to kids. She highlights the gap in existing educational tools for children aged 12 and up, explaining how they are either too childish or too complex.

    In our conversation, Felienne reveals how Hedy bridges this gap by combining lessons from natural language learning with programming, creating an environment where practice and context are key. "We need to have more practice, more deliberate practice," she explains, drawing parallels between learning programming and learning a new language.

    We also discussed the impact of AI on education, where Felienne argues that understanding the digital world as something "created by people" is now more crucial than ever. Despite the rise of AI, she emphasizes the importance of maintaining creativity and the value of deep thinking, warning against the "laziness" that automation can encourage.

    Some key takeaways from our discussion include:

    • The need for age-appropriate programming tools: Felienne identified a gap in educational resources that either infantilized or overwhelmed young learners, prompting her to develop Hedy.
    • Importance of practice in learning: Drawing from language acquisition techniques, Felienne implemented repetitive practice in Hedy to help all children—not just the self-driven ones—grasp programming concepts.
    • The role of AI in education: Felienne stresses that AI should not replace the foundational understanding and creativity that come from learning to code.

    If you're a parent or educator looking to inspire the next generation of digital creators, this episode offers invaluable insights and practical advice on how to get started.


    Dan Kachtik: Can You Achieve Lifelong Fitness at Any Age? Aug 28, 2024
    Show notes

    Dan Kachtik is a veteran in the health and fitness field with over 20 years of experience, including 12 years of gym ownership. We spoke about his journey from working in large gyms to founding King William District CrossFit, and the profound insights he has on living a fit and healthy life at any age.

    Dan emphasizes that achieving lifelong fitness involves more than just hitting the gym—it's about building a body with broad work capacity and fueling it with the right nutrients. He explains, "You need to train your body so that it is athletic, coordinated, strong, and has a large metabolic capacity." According to Dan, the foundation of these skills is strength and power, which are critical no matter your age.

    A key point he makes is the interplay between exercise and nutrition. “Our body is a machine, and if you feed it garbage... no amount of working out can overcome a bad diet.” Dan argues that while many diets are one-size-fits-all, the best approach involves whole foods with a focus on protein, healthy fats, and carbs from vegetables and fruits.

    Dan also shares his entrepreneurial journey—how he and his wife took a risk to start their own gym, faced challenges, and ultimately built a thriving community-centered business. He says, “I had to believe in myself more than even the people that were rooting for me believed in me.” His story of overcoming setbacks and continuing to push forward is both inspiring and practical.

    The episode is filled with valuable lessons on maintaining fitness through functional training and sustainable eating habits. Dan advocates for a pragmatic approach to diet: “We use a very simple system... take pictures of all the food you eat.” This method allows for personalized adjustments and helps integrate healthy eating into everyday life.

    Key takeaways from this episode include the importance of balancing strength training with proper nutrition, the idea that fitness can—and should—be maintained at any age, and the power of a supportive community in achieving long-term health goals. Dan’s insights reveal that with dedication and the right mindset, anyone can achieve their desired fitness level and maintain it throughout their life.


    Nimrod Vromen: Can AI help in redefining happiness? Aug 27, 2024
    Show notes

    Nimrod Vromen is a former corporate lawyer turned AI entrepreneur, and our conversation delved into the transformative effects of artificial intelligence on professional services and personal development. As Vromen shared, his journey from legal expert to AI pioneer was driven by a midlife crisis intersecting with the dawn of AI: “For the last three years, I've been grappling with the idea that the age of AI is coming and I need to deal with it.”

    Vromen discussed his book, "Prompting Happiness," which explores the pursuit of happiness in the age of AI. He illustrates the potential of AI not just as a tool for productivity but as a partner in philosophical inquiry, describing his first encounter with AI technology: “When I saw GPT for the first time, I knew that it was almost like the earthquake had already happened in the middle of the ocean and that tsunami was on its way.” This metaphor captures his anticipation of AI's profound impact on both professional fields and personal lives.

    He also reflects on how AI has helped him reformulate theories of happiness from his youth, stating, “It continues to explore our purpose as individuals and as a collective on this planet.” Vromen emphasizes AI’s role in enhancing human creativity and introspection, notably through collaborative writing: “A set of essays reflecting ideas of friends who read the first three parts of the book.”

    Further, Vromen challenges listeners to consider the similarities between human and AI cognition, particularly in how we make decisions: “After having prompted GPT for over 20,000 times, we don't really know how conscious we are.” This statement encourages a deeper reflection on consciousness and the potential for AI to broaden our understanding of self and agency.

    Listeners will find Vromen’s narrative of transformation a compelling discussion on the interplay between technology and foundational human pursuits, suggesting that AI and human ingenuity are converging paths toward redefining personal and professional landscapes.


    DJTMC: Can You Really Transform Debt into Wealth? Aug 26, 2024
    Show notes

    DJ the Money Coach is a financial expert who has navigated the treacherous waters of debt himself, once grappling with $60,000 in consumable and credit card debt. In our discussion, DJ revealed the practical steps and disciplines that led him from a low credit score of 525 to a robust 800, achieving financial freedom and a $1 million net worth within six years.

    DJ the Money Coach's journey began with a transformative chapter from Susie Orman's book, "The Road to Wealth." He emphasized, "I read one chapter in Susie Orman's book... and it taught you about how credit works on personal finance." Implementing these lessons, he not only escaped debt but also built a substantial financial planning practice managing over $60 million in assets.

    Key takeaways from DJ include his "four by four" strategy: discipline, accountability, a proven system of success, and hard work over two to five years. He illustrates simple but effective financial evaluations anyone can perform, such as choosing more affordable alternatives without sacrificing needs, "If you just change from the Fiji to the store bottle, you would actually get the same type of water, but you would save $4 per bottle of water."

    DJ also demystified buying insurance and shared insider tips on how to optimize insurance and retirement investments by understanding the true costs per unit, not just the upfront fees. "When you buy insurance and everything's equal... The qualifier to actually get you the best deal is cost per thousand."

    Beyond personal finance, DJ the Money Coach's commitment to giving back is palpable. He described his international philanthropy efforts, including building healthcare centers and schools in Africa, "And you know what we do? We give back to the community."

    Listeners will find DJ's advice grounded in realism and bolstered by his own experiences, making this episode not just an instructional guide to managing finances, but a motivational call to action for personal responsibility and proactive financial planning. Whether it’s boosting your credit score, buying insurance, or setting up an emergency fund, DJ offers a blueprint for anyone looking to take control of their financial future.

    Tune in for a session packed with actionable advice and the encouragement to start making smarter financial decisions today.


    Amanda Baron Frank: Can Lawyers Boost Startup Success? Aug 24, 2024
    Show notes

    Amanda Baron Frank, Managing Partner of The Frank Law Firm P.C., which she operates with her husband, brought her extensive experience in both law and entrepreneurship to our discussion. We spoke about the critical role of legal counsel in establishing and nurturing a business, the pitfalls of rapid expansion, and the importance of adopting a gradual development approach in entrepreneurship. Amanda shared valuable insights and personal stories from her journey, detailing how their firm evolved from its modest beginnings.

    A focal point of our conversation was the indispensable role of legal protection for startups: "Litigation problems in business are unavoidable... They are far less if you are advised of the law and you have that legal protection from the outset." Amanda emphasized that beginning a business with robust legal backing not only mitigates potential disputes but also fortifies the business’s foundation, making it an essential investment for enduring success.

    She also advocated for a sustainable growth model, reflecting on her business strategy that favors slow and consistent growth: "We did it incrementally until we saw that it works." According to Amanda, this approach helps avert the common pitfalls associated with too rapid an expansion, which can lead to business failures.

    Moreover, Amanda discussed the personal aspects of entrepreneurship, particularly the dynamics and challenges of collaborating closely with a spouse in a professional setting. She revealed that working with her husband "has strengthened our marriage, our love, our friendship, everything," highlighting the deep interconnection between personal and professional life in entrepreneurial endeavors.

    Alongside business and legal guidance, Amanda touched upon the significance of maintaining a work-life balance, sharing her routines like acupuncture and dedicated family time to stay balanced and grounded.

    This episode is packed with actionable advice for aspiring entrepreneurs, emphasizing that having a lawyer is not just about navigating legal challenges but also about strategic business planning and securing one’s venture from the start. It’s an essential listen for anyone looking to understand the legal and personal foundations crucial for successful entrepreneurship.


    Henry Woodman: How Does a Creative Turn Entrepreneur? Aug 22, 2024
    Show notes

    Henry Woodman is a seasoned entrepreneur whose career spans from a fascination with video games to becoming an influential tech business owner, and now, circling back to his passion for storytelling and filmmaking. In our conversation, we discussed his eclectic journey, marked by both strategic decisions and serendipitous opportunities.

    Henry starts with an engaging anecdote about his early experiences that shaped his entrepreneurial spirit. "When I was in college, I was doing video game machines and laundromats because I was addicted to Pac-Man," he recounts, illustrating his knack for recognizing and seizing opportunities. This early venture led to significant advancements in virtual tour technologies and a dominant presence in the travel industry's online landscape, showcasing his ability to leverage personal interests into viable business solutions.

    Highlighting the theme of personal challenges morphing into professional opportunities, Henry advises, "Don't just sit there and say, wow, somebody really needs to do something. Maybe that somebody is you." This advice encapsulates his journey and serves as a guiding principle for aspiring entrepreneurs.

    Throughout our discussion, Henry addresses the learning curves and adaptations required in his career, including tackling imposter syndrome and embracing lifelong learning. "I went back to school in my fifties to get my MBA in entrepreneurship," he shares, underscoring the importance of adaptability and continuous education in today’s fast-paced business environment.

    The conversation also explores Henry’s return to his first love—filmmaking. After years of technological entrepreneurship, he is now focusing on producing a series based on a novel, a project he describes as the closing chapter of his professional life. "I'm going full circle," he reveals, as he plans to adapt the book into a series that delves into themes of reincarnation and soulmates, blending historical and contemporary narratives.

    Key takeaways from our talk include:

    • The importance of aligning personal passions with business endeavors.
    • The need to recognize and capitalize on emerging trends and technological shifts.
    • Building resilience and learning from failures as critical components of long-term success.

    Henry's journey is a compelling narrative of transformation, resilience, and the full-circle return to creative roots, offering profound insights for anyone navigating their own path in entrepreneurship or creative endeavors. As he aptly puts it, "Mindset is hugely important. Your thoughts create your life," a mantra that resonates through all stages of his career and life ambitions.


    Jason Greenwood: Can Building a Brand Precede Success? Aug 21, 2024
    Show notes

    Jason Greenwood, founder of Greenwood Consulting, is an established voice in the ecommerce and digital nomad sectors, and we spoke about the profound impacts of starting early with personal branding and the unforeseen benefits it can bring to professional and personal life. He passionately shares, "your vibe attracts your tribe," highlighting the importance of authenticity in attracting like-minded individuals and opportunities.

    Jason credits much of his philosophy to early influences, including Gary Vee, who famously challenged, "if you think you're a thought leader, put your thoughts out into the world and let the market decide." This advice propelled him from being an employee to an entrepreneur, fostering a belief that sharing knowledge helps elevate an entire industry. He reflects on his career trajectory, saying, "if you do good work and you meet a genuine need and you treat people right, money is the byproduct of doing all those things, you will be successful."

    The podcast wasn't just a tool for brand building but a gateway to meaningful dialogues with industry experts, emphasizing the value of genuine conversations over transactional interactions. Jason illustrates this by sharing his approach to inviting guests: "I say, hey, look, you're obviously interested in similar things. To me, it seems like you've got some really deep expertise on this topic. I would love to host you on my podcast."

    Jason also discusses the broadening of his consulting business to serve not just merchants but also agencies and investors, revealing the importance of adaptability in entrepreneurship. "You may not need to pivot to be successful, but what you may need to do is you may need to expand your services to immediate adjacencies," he advises, highlighting his strategic adjustments to remain relevant and thriving.

    His insights extend beyond business, delving into the philosophy of personal wellbeing and social responsibility. He shares a powerful personal mantra: "You have to put your own mask on first," advocating for self-care as essential to offering help and empathy to others.

    From leveraging a podcast for networking to expanding business services, and emphasizing personal growth and empathy, this episode with Jason Greenwood offers a wealth of strategies for entrepreneurs and digital nomads looking to make a meaningful impact in their fields and lives.


    Dan Thomson: Can Digital Clones Extend Our Lives? Aug 19, 2024
    Show notes

    Dan Thomson, founder and CEO of Sensay, is the imaginative mind behind technologies that challenge our perceptions of identity and immortality, and we spoke about the profound implications of creating digital replicas of ourselves. Dan opens up about his journey from philosophy student to tech innovator, discussing how ancient questions about the meaning of life and identity have merged with modern technology to offer new possibilities for human legacy.

    "Our identity is very subjective... We also present ourselves in a different way on social media, which may be very different to how we present ourselves over email," Dan explains, delving into the complexities of personal identity in the digital age. This conversation explores the philosophical underpinnings and the technical execution of digital replicas that can act, think, and interact as we do, potentially continuing our legacy long after we're gone.

    Dan shares insights into the development of a technology that not only promises to immortalize personal histories but also serves practical contemporary needs. "We all have data, we all have photos... everything about us is captured in a way that's never been possible before," he notes, illustrating the unprecedented scale of personal data collection today. This data, combined with artificial intelligence, could lead to forms of digital immortality, where "your great, great, great grandkids... can get to know me, they can talk to me."

    The discussion also covers the multifaceted applications of this technology, from aiding dementia patients to creating more interactive and personalized digital experiences in gaming and marketing. Dan's passion for his work is evident as he describes how digital replicas could transform various industries by preserving and utilizing personal knowledge.

    Moreover, Dan reflects on remote work and the management of global teams, highlighting how the right culture and management approaches can significantly enhance productivity and employee satisfaction. "We find people work just as hard, if not harder... because it's exciting what we're doing," he asserts, championing the merits of a motivated, remote workforce.

    Listeners will leave this episode with a deeper understanding of how our digital footprints might shape the future of human interaction, legacy, and identity, making it a compelling exploration of technology's role in extending the human experience.


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