
21st Century Entrepreneurship
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.
Latest episodes

Dec 14, 2024 • 33min
Lior Weinstein: How to Harness AI and Tech for Business Success
Lior Weinstein is a lifelong entrepreneur, founder of CTOx, and a pioneer in fractional leadership. Starting his first company at 14, Lior has since built and sold multiple tech companies. Now, as a fractional CTO and CRO, he helps businesses unlock their potential by bridging the gap between vision and execution. We spoke about the challenges CEOs face in navigating technology, the transformative power of AI, and how fractional roles redefine leadership.One of the most striking points Lior makes is the importance of communication in tech leadership:"If you meet another professional and you don’t understand them, you should actually think about that. If they knew what they were talking about, they’d be able to explain what they do and how you can work together.”Here’s what you’ll learn in this episode:Choosing the Right Tech Partner: Lior shares why not understanding your CTO or tech team is a red flag, emphasizing the need for clear communication to ensure collaboration and results.Unlocking AI's Potential: With over 20 years in AI and five patents, Lior breaks down how tools like ChatGPT work and why it’s crucial to adopt AI in business. “If you’re not actively using AI, I consider it professional negligence.”Rethinking Software and Development: Learn about the shift from software-as-a-service to service-as-software and how AI makes building custom solutions accessible and affordable.Fractional Leadership’s Value: Discover how fractional roles, like CTOs and CROs, provide expertise at a fraction of the cost while delivering full-scale impact. As Lior puts it, “My clients need my leadership, not my labor.”Future-Proofing Your Team: Why resistant staff might not be part of your company's future and how to foster a mindset that embraces rapid innovation.Lior also reveals how AI tools are transforming workflows by collapsing timelines from weeks to minutes. “We’ve eliminated 80% of first-month decisions by using tools that provide instantaneous feedback loops.”This episode is packed with actionable insights for CEOs, tech leaders, and anyone looking to thrive in a tech-driven world. Don't miss Lior’s perspective on how combining leadership, vision, and AI can drive unparalleled growth.

Dec 12, 2024 • 9min
Darius Ross: Are You Prepared for the Global Economic Shift?
Darius Ross is a seasoned entrepreneur with over 40 years of experience, and we spoke about navigating the global economy's seismic transitions. From the challenges posed by AI and escalating unemployment to opportunities in selling businesses strategically, this episode explores how to survive and thrive in uncertain times.Darius shared his journey of rising from the inner city of Chicago to becoming a leader in private equity, offering invaluable lessons for entrepreneurs at any stage. "Entrepreneurship is going to be very key because corporate jobs are going to be either diminished and or eliminated," he emphasizes, pointing to a future where adaptability is a necessity, not an option.Key takeaways from our conversation include:Navigating a transitional economy: Learn how global shifts in leadership and AI are reshaping opportunities.Positioning your business for sale: Darius breaks down the essentials of seller financing, tax planning, and creating a buyer-friendly offering to ensure a successful exit.Leadership in adversity: Insights from Darius’ book on how leaders can shoulder responsibilities and overcome mental breakdowns to keep their teams on track.Empowering future entrepreneurs: His 716 Foundation aims to inspire urban youth to enter real estate and entrepreneurship, creating pathways for long-term success.One standout insight: only 1 in 100 businesses successfully sells, leaving many entrepreneurs without retirement plans. Darius offers solutions, including packaging businesses for private equity deals to secure a "cash-rich position" and a stable future.If you’re an entrepreneur pondering what’s next or grappling with how to adapt to today’s economic realities, this episode is your roadmap.

Dec 11, 2024 • 17min
Michael Stone: How Leadership Drives Business Growth
Michael Stone is the leader behind one of the largest players in the North American painting industry, holding a remarkable 1% of a $60 billion market. We spoke about how CertaPro Painters has grown fivefold in its space, yet still sees massive growth potential. This conversation dives into the essence of what fuels that success—not painting, but leadership, people development, and community impact.From humble beginnings in sunny San Diego to leading a $300 million brand with a vision of reaching $2.5 billion, Michael’s journey showcases the power of entrepreneurial mindset, leadership development, and the value of creating extraordinary experiences. “Businesses don’t grow. People grow,” he emphasizes, revealing the core philosophy behind CertaPro Painters’ scalable franchise model.Here’s what we covered:Leadership and Growth: Why leadership, not technical expertise, is the cornerstone of growing a thriving business.Franchise Support System: How a “business for yourself, not by yourself” model empowers franchise owners with state-of-the-art tools, marketing, and coaching.Core Values in Action: Michael shares how delivering on promises, respecting individuals, and embracing possibilities fuel extraordinary experiences for customers and stakeholders alike.Community Impact: Learn how initiatives like "Paint it Pink" for breast cancer awareness unite franchisees and communities, making a tangible difference beyond profit.Earned Growth: Michael illustrates the power of customer referrals, calling it “earned growth” that builds trust and community loyalty, exemplified by touching customer stories and personal thank-you gestures.Takeaways:Focus on people, not products: “The key to growing a successful, professionally managed large-scale painting operation is really about leadership development.”Deliver extraordinary experiences by living core values.Community engagement, like "Paint it Pink," drives brand loyalty while making a positive impact.True growth is earned, not bought: “You can buy a lot of growth...but earning growth is when you know you’ve enriched the lives of the people that you work with.”Whether you're considering a franchise opportunity, looking for ways to scale your business, or seeking inspiration to lead with purpose, this episode offers actionable insights and a roadmap for creating impact through leadership.

Dec 9, 2024 • 24min
Nick Foy: Why Do 75% of ERP Projects Fail?
Nick Foy is the CEO, founder, and chief evangelist of Silverdale, a consulting company revolutionizing ERP implementations. We spoke about why most ERP projects fail, the critical mistakes businesses make, and Silverdale's innovative approach to creating successful outcomes.Nick shared that 75% of ERP projects fail to meet their objectives, a statistic that often deters companies from starting. However, he passionately explained how his team combats this through their proprietary Silverdale Implementation Method (SIM), emphasizing discovery, design, and delivery. "The trick is to understand which business processes make you unique and focus on those," Nick stated, urging companies to avoid unnecessary customizations that derail projects.Key topics included:Silverdale’s Fixed Pricing Model: Unlike traditional hourly billing, Silverdale aligns its goals with clients to ensure timely delivery without hidden costs.Transforming ERP Processes: “Don’t mold your ERP around your process—adjust your process to fit the ERP,” Nick advised, highlighting a major pitfall of failed implementations.AI’s Role in Consulting: Meet Dale, Silverdale’s 51st “employee,” an AI assistant improving efficiency by analyzing past projects and assisting the team in real time.A few takeaways:Customization isn’t always the answer. Focus on what makes your business unique rather than tailoring standard features.Phased success is key. Silverdale’s methodology involves hands-on discovery, iterative design, and robust post-implementation support.AI augments, not replaces. Leveraging AI enhances service quality while keeping the human touch central.Whether you're considering your first ERP implementation or recovering from a failed one, Nick offers a roadmap to success that’s as practical as it is innovative.

Dec 7, 2024 • 17min
Brad Sugars: What's the Formula for Business Success?
Brad Sugars is the #1 business coach in the world, an entrepreneur with a $2.5 billion track record, and the founder of ActionCoach, the largest business coaching franchise operating in over 80 countries. We spoke about his six-step framework for building a thriving business, the common pitfalls entrepreneurs face, and the formulaic principles behind achieving both business and personal success.At the heart of Brad’s approach lies a simple yet powerful formula: Dreams × Goals × Learning × Plans × Action = Success. According to Brad, “If there are no dreams, there’s no necessity to do your best.” From setting clear visions to working backward into actionable plans, Brad unpacks how these components multiply to create exponential growth.We also discussed his proven six-stage business-building process:Mastery – "Get very good at four key areas."Marketing – “There’s a formula for that: leads, conversion, transactions, and margins.”Systemization – Nine steps to ensure the business runs efficiently.Team Building – Six keys to a winning team.Scaling – Five disciplines to expand.Freedom – "A business that works without you."Brad’s insights go beyond just strategies. He shares personal anecdotes, like how his early grind masked broken systems in his business. “I wore it as a badge of honor,” he admits, “but me working that hard just covered up the fact that my sales system didn’t work.” His journey from hustler to a systems-driven leader highlights why entrepreneurs must grow themselves to grow their businesses: “Your business cannot outgrow you.”Other key takeaways include:The Marketing Mindset: "Your job is to get people to say, ‘I’m interested.’”Building a Mission: “Great people don’t want to work for a company that doesn’t have massive goals and a big vision.”The Power of Giving Back: With initiatives like pro bono coaching and programs for young entrepreneurs, Brad emphasizes, “You can’t just be taking. You’ve got to be giving back.”We also touched on the loneliness of entrepreneurship and how coaching bridges that gap by providing guidance, structure, and accountability. Whether you're an aspiring entrepreneur or a seasoned business owner, this episode offers actionable advice and a formula you can immediately implement to drive your success.

Dec 3, 2024 • 41min
Charlotte Watts: Is Perseverance the Key to Business Success?
Charlotte Watts is a resilient entrepreneur who turned her burnout and frustration into a thriving business. We spoke about the challenges of starting and growing a company, the personal sacrifices involved, and the mindset shifts that helped her navigate adversity and build success.Charlotte’s story is a testament to perseverance. From balancing a grueling work schedule with raising four children to battling cash flow crises and non-paying clients, her journey is filled with lessons for aspiring entrepreneurs. As she puts it, “The reality of what your first business plan is to the reality of that hits hard. And this is the point why businesses give up within the first year.”A few of the topics we explored include:The Breaking Point: How Charlotte realized she needed to leave her corporate job. “I thought, I can’t live my life like this. I’ve got these beautiful children. I’m making this company loads of money, but I don’t have a life.”Taking the Leap: Starting a business with no prior experience and learning on the go. “I had no clue about P&L sheets, registering with the tax man, or even setting up a company name.”Overcoming Early Challenges: The struggles of hiring her first employee and dealing with months of no bookings. “I took on my first nurse, and she didn’t get booked for three months. By this time, my money was really running out.”Battling Injustice: Navigating court battles and dealing with unethical business practices. “I had to go through a winding-up petition to finally get paid, and it took nine months.”The Power of Perseverance: Why resilience matters in entrepreneurship. “You have to keep going, even when it feels like the world is out to get you.”Key Takeaways:Be Prepared for the Unexpected: Success in business often requires handling unforeseen challenges, from cash flow issues to legal battles.Learn as You Go: You don’t need to know everything when you start, but you do need the willingness to learn and adapt.Find Your Support Network: Charlotte emphasizes the importance of having a "clan" to lean on. “You need people you can sound off to and share the load with.”Celebrate Small Wins: As Charlotte puts it, “The first booking was like, hallelujah.” These milestones keep you motivated.Charlotte’s journey proves that perseverance, self-belief, and a sense of humor can turn even the toughest challenges into stepping stones to success. If you’ve ever wondered whether you have what it takes to run a business, Charlotte’s story will inspire and empower you.

Nov 26, 2024 • 33min
Matt Tait: How Can Entrepreneurs Adapt to Thrive?
Matt Tait is on a mission to make entrepreneurship more manageable. We spoke about how adaptability, intentional leadership, and leveraging technology are key to running and growing a successful business in today’s ever-changing landscape.Drawing from his journey—from being a "recovering attorney" to leading Decimal, a tech-driven accounting company—Matt shared lessons learned from his winding entrepreneurial path. His upbringing in a family of entrepreneurs shaped his vision, but it was his failures and pivots, like running a restaurant tech company that “was a good idea but a terrible business,” that taught him resilience.We discussed the importance of adaptability, which Matt describes as "the number one characteristic of successful entrepreneurs." From recognizing personal weaknesses to building a complementary team, Matt emphasized that "you can't grow if you can't see what you need to improve." He also stressed the power of investing in a coach, saying, "A paid coach will give you that hard advice and reflection you need to understand where to grow."Key Takeaways:Adaptability is Essential: Entrepreneurs must embrace change, whether in scaling operations, managing a growing team, or integrating new technologies. "You have to admit you can't do it all," Matt explains.Self-Care Fuels Success: Matt’s daily routine of meditation and exercise supports his mental and physical health, enabling him to lead effectively. "Figure out what works for you," he advises, "and allow it to adapt as life changes."Build a Support Network: Loneliness in leadership is real. Matt encourages finding a peer group and investing in a coach to navigate challenges and maintain perspective.Lead with Intention: In a remote-first culture, leadership requires extra effort to build connections and foster growth. "Every employee is an island; it's our job to build bridges," Matt says.Through humor, honesty, and hard-earned wisdom, Matt reveals what it takes to navigate the complexities of entrepreneurship while staying true to your mission. Whether you're scaling your business or reflecting on how to improve as a leader, this episode is packed with actionable insights to help you thrive.Explore Matt's journey and connect with his content on LinkedIn or through After the First Million podcast.

Nov 26, 2024 • 19min
Kapil Dhiman: Can Quantum Security Save Blockchain?
Kapil Dhiman is the visionary co-founder and CEO of Quranium, a company dedicated to building the next-generation quantum-secure infrastructure for a decentralized future. In this episode, we explored the urgent need for blockchain evolution as computational threats grow and security risks increase. Kapil shares his journey from consulting at PwC to leading a team that aims to safeguard the future of digital assets against emerging quantum computing risks.Our conversation covered Kapil’s unique path, his break from the corporate world to rediscover purpose, and how he ultimately found a calling in the convergence of quantum computing and blockchain technology. “Our digital infrastructure, the digital world that we rely heavily on today, everything is digital… is going to be shaken,” he notes, emphasizing the precarious state of existing security protocols.Throughout the episode, Kapil introduces three innovative layers that Uranium is developing to enhance blockchain scalability, security, and interconnectivity. His goal? To establish a secure, quantum-resistant network that stands the test of time—an infrastructure where even “machine-to-machine” interactions can happen seamlessly and securely. He provides real insights into the architectural groundwork and the vision guiding his team of over 120 specialists across three continents.Some key takeaways from the episode include:Security Gaps in Blockchain: Kapil reveals how current blockchain security protocols are insufficient for the future, explaining, “The encryption that secures all these blockchains was invented in 1985, and it’s not enough anymore.”Quantum Computing and the Threats Ahead: With computational power evolving, Kapil warns that blockchains like Bitcoin and Ethereum face a ticking clock, vulnerable to quantum-era hacks.Building for the Next Era: Discover how Uranium’s proof-of-work and block DAG layers are designed to address both scalability and security, creating “a Bitcoin which is now quantum secure and 10x faster.”Finally, we discussed Quranium’s roadmap, culminating in the launch of their test net on November 15—a “historic moment for the decentralized world.” To learn more and witness the future of blockchain security, visit uranium.org, and connect with Kapil Dhiman on LinkedIn for the latest on this groundbreaking project.

Nov 26, 2024 • 47min
Thomas Cowan: Are We Living in a World of Scientific Illusions?
Join Dr. Thomas Cowan, a retired medical doctor and author, as he unpacks the flaws in modern health beliefs. He questions the existence of viruses, asserting no solid evidence backs their causal role in diseases. Cowan contrasts true science with belief systems, emphasizing the dangers of untested claims. He also discusses personal health sovereignty, advising against fear-based narratives that undermine self-trust. Additionally, he differentiates genuine entrepreneurship from coercive, government-supported ventures, advocating for innovation that truly meets societal needs.

Nov 23, 2024 • 35min
Ken Lundin: Are You Making These CEO Sales Mistakes?
Ken Lundin, Founder & CEO of RevHeat, is a seasoned sales strategist who has lived through the highs and lows of building, losing, and rebuilding companies. We spoke about the most critical mistakes CEOs and business leaders make when trying to scale their sales teams and what it takes to fix them. Ken shared insights from decades of experience, including growing a company from $2M to $78M in just four years and recovering from the personal devastation of bankruptcy to help over 60 companies worldwide transform their sales processes.One of the standout points from our discussion was Ken's observation that "50% of salespeople don’t even have the skill sets to succeed in your industry or in sales at all." This stark reality underscores the need for CEOs to move beyond gut feelings and implement science-driven approaches to sales.We explored the seismic shifts in sales dynamics since 2020, the importance of mindset in leadership and sales success, and the dangers of relying on 'product-led growth' without robust systems in place. Ken emphasized that "sales is 75% science and 25% art," explaining how the right processes can create consistent results while leaving room for individual excellence.Key takeaways from the episode include:Why the average head of sales only lasts 18 months and how to avoid the costly revolving door.The necessity of understanding “the 21 core selling competencies” to objectively evaluate your sales team's potential.How to build the perfect salesperson by balancing mindset, willpower, and tactical skills.Practical steps to implement a sales system that turns chaos into predictable, scalable growth.Ken also offered a compelling case study: a struggling company on the brink of bankruptcy grew by 122% in just 18 months and eventually sold for over $50M, all by combining “process with the artist's touch.”If you’re a CEO or leader grappling with the challenges of scaling sales and fostering a high-performing team, this episode is packed with actionable insights and real-world wisdom you don’t want to miss.
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