
Strap on your Boots
Successful technologist and filmmaker Jason Sherman gives you real world examples on how to realistically succeed in the world of entrepreneurship while helping you avoid common mistakes. His methods and strategies apply to any industry, income or education level. You will also learn from industry experts, entrepreneurs, CEOs, and business owners as they talk about their successes in his segment Zero to CEO. Lastly, you can hear about future technologies and space phenomena in Jason's favorite segment: Future Tech. So get ready to Strap on your Boots!
Latest episodes

Feb 17, 2025 • 16min
Episode 290: Transforming Financial Services and Leadership with Matt Logan
In this episode of Zero to CEO, I speak with Matt Logan, Founder of Rise North Capital, about his mission to transform the financial services industry. With over 16 years of experience, Matt shares how he empowers financial professionals to thrive, expands access to financial advice, and creates lasting impact for clients. We explore his innovative leadership strategies, the art of building successful teams, and his personal journey of balancing a fulfilling career with his passions for drumming, fitness, and family. This conversation is packed with actionable insights and inspiration for leaders, financial professionals, and anyone striving to make a meaningful difference.

Feb 10, 2025 • 16min
Episode 289: Zero to CEO: Building Startup Success and Customer Value with Robert McMillan
In this episode of Zero to CEO, I speak with Robert McMillan, founder of Camping.Tools, about crafting value for both B2C and B2B customers in the digital age. We explore the challenges startups face when creating the perfect customer pitch and the importance of identifying market pain points to deliver meaningful solutions. Robert shares insights on where to begin, learning through trial and error, adopting a process-driven approach, building a strong network, and the power of taking decisive action. Join us for a conversation packed with practical advice for entrepreneurs and innovators.

Feb 3, 2025 • 17min
Episode 288: Zero to CEO: Achieving Financial Freedom and Entrepreneurial Success with Jason Schappert
In this episode of Zero to CEO, I speak with entrepreneur, investor, and innovator Jason Schappert about his journey from bootstrapping a business to an 8-figure exit and how he’s now empowering others to achieve financial freedom through Moola. Jason shares his passion for financial literacy, the mission behind his AI-driven investment platform, and practical insights for building successful ventures. We discuss the mindset needed for entrepreneurial success, navigating niche markets, and achieving personal and financial goals. Whether you’re starting your first business or looking to level up your financial strategies, this episode provides actionable advice from a seasoned entrepreneur dedicated to making a meaningful impact.

Jan 27, 2025 • 18min
Episode 287: Zero to CEO: Transforming Leadership Through Influence with Vernessa Hopkins
In this episode of Zero to CEO, I speak with CEO and Life Coach Vernessa Hopkins about the transformative power of the Influence Equation in leadership and career development. Vernessa shares her insights on how to elevate your leadership by maximizing your influence and impact, covering the 8 key points of the equation. From decoding the room to constructing your unique "YOUprint," this conversation is packed with actionable strategies to deepen self-awareness, empower your potential, and take your career to new heights. Tune in to learn how to lead with confidence and influence.Get 45% off the Magic Mind bundle with my link: https://magicmind.com/SOYBJAN

Jan 20, 2025 • 19min
Episode 286: Zero to CEO: Building Profitable E-commerce Brands on Amazon with Neil Twa
In this episode of Zero to CEO, I speak with Neil Twa, CEO and co-author of "Almost Automated Income with FBA," about building profitable e-commerce brands on Amazon. Neil shares insights from over 15 years of experience, revealing the strategies behind creating, scaling, and exiting successful Amazon FBA businesses. We discuss how to identify profitable products, the four steps to building a sustainable e-commerce brand, and why automation and innovation are key to long-term success. Whether you're an aspiring entrepreneur or a seasoned business owner, this episode offers actionable advice to thrive in the competitive world of e-commerce.Get 45% off the Magic Mind bundle with my link: https://magicmind.com/SOYBJAN

Jan 13, 2025 • 16min
Episode 285: Zero to CEO: Navigating Financial Success and Challenges of the Future with Louis Scatigna
In this episode of Zero to CEO, I speak with Louis Scatigna, CFP, author, and host of The Financial Physician, about the profound changes in personal finance over his 40-year career. We explore the looming retirement crisis, the enduring impact of inflation, and how the global financial landscape is being reshaped by challenges to the U.S. dollar. Louis also shares his insights on why families often fail financially and how individuals can make smarter decisions when buying homes, cars, or diversifying assets with gold. This episode provides practical advice and a forward-looking perspective for navigating financial success in the next decade.

Jan 6, 2025 • 18min
Episode 284: Zero to CEO: Transforming Loyalty Programs into Payment Powerhouses with Len Covello
Get 45% off the Magic Mind bundle with my link: https://magicmind.com/SOYBJANIn this episode of Zero to CEO, I speak with Len Covello, Chief Technology Officer at Engage People, about revolutionizing the way loyalty points are used as an alternative payment method. Len shares insights into how their innovative loyalty network connects programs with global payment systems, enabling consumers to pay with points directly at checkout. We discuss how expanding redemption choices can increase customer loyalty, the role of technology and AI in loyalty program innovation, and why more companies are adopting loyalty points as a payment option. With over $300 million in transactions processed annually and 51 million active members, Len provides a behind-the-scenes look at the future of loyalty programs and their impact on businesses worldwide.

Dec 30, 2024 • 16min
Episode 283: Future Tech: Building Innovative Software Solutions for Global Success with Derek Ferguson
In this episode of Future Tech, I speak with expert software engineer and Chief Software Officer at Fitch, Derek Ferguson, about building and scaling globally successful software platforms. Derek explains how DevOps Transformation can redefine a company’s competitive edge and shares insights into using AI to enhance, not replace, the work of engineers. He also discusses how ESG principles are driving innovation at Fitch and the evolving role of technology in shaping the future of risk assessment and software development. This episode offers valuable perspectives for anyone navigating the intersection of AI, software engineering, and business strategy.

Dec 23, 2024 • 16min
Episode 282: Zero to CEO: AI & Automation Secrets for Smarter Workflows with Candice DeVille
In this episode of Zero to CEO, I speak with Digital Polymath and 3x Founder Candice DeVille about the transformative impact of AI and automation on productivity and business operations. Candice shares practical insights and proven strategies to help entrepreneurs and leaders work smarter by integrating AI into their workflows, reducing repetitive tasks, and scaling their businesses effectively. Whether you’re a startup founder or a seasoned executive, this episode provides actionable advice on leveraging AI-driven tools to boost efficiency, optimize operations, and seize new opportunities in a rapidly evolving business landscape.

Dec 16, 2024 • 16min
Episode 281: Zero to CEO: Building a Mission-Driven Media Company from Scratch with Isaac Saul
In this episode of Zero to CEO, I speak to Isaac Saul, the founder of Tangle, a nonpartisan newsletter offering news analysis from both sides of the political spectrum. Isaac shares the inspiring journey that led him from a struggling political reporter facing countless job rejections to bootstrapping Tangle in 2019. Despite starting with minimal resources, Tangle has since grown to over 125,000 subscribers globally and achieved a million dollars in annual revenue through reader subscriptions alone. Isaac discusses his mission-driven approach to media, emphasizing unbiased, open-minded discourse, and the business strategies he used to make Tangle one of the most reliable news sources today. From managing the challenges of scaling a reader-supported platform to standing out in an overcrowded political market, Isaac provides valuable insights for entrepreneurs looking to build impactful, sustainable media companies.