Jason Sherman

Strap on your Boots

Business EN ↓ 364 episodes

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!

Author

Jason Sherman

Category

Business

Podcast website

www.podomatic.com

Latest episode

Jul 6, 2026

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Episodes

Episode 237: 5 Reasons Why Building a Startup Today is Different from 10 Years Ago 12.02.2024

In this insightful episode of Strap on your Boots, Jason dives deep into the transformative shifts that have reshaped the startup landscape over the last decade. From the digital evolution and funding frenzy to the rise of big data, the pivot towards niche markets, and the cultural embrace of entrepreneurship, Jason unpacks how these changes have created new challenges and opportunities for today'...

Episode 236: Future Tech: Where AI is Headed in the Next 5 Years 05.02.2024

Join me in this captivating episode of Future Tech as I embark on a journey to explore where AI is headed in the next five years. Delve into the fascinating world of artificial intelligence, from the looming singularity to its transformative impact on jobs, healthcare, education, and even the arts. I blend expert insights with vivid examples, discussing both the potential and challenges of AI in o...

Episode 235: 5 Simple steps in building your passive income machine with Paul Halme 29.01.2024

In this episode of Strap on your Boots I speak to Paul Halme, a best-selling author, international speaker, financial advisor, and Brazilian Jiu-Jitsu world champion. Paul is known as the secret weapon among entrepreneurs, a title he’s earned through his exceptional skills in creating high 6-figure offline businesses for his clients. As a former stockbroker who transformed his business into one of...

Episode 234: Zero to CEO: Mastering Workers' Comp for Business Success with Kevin Ring 22.01.2024

In this episode of Zero to CEO, I have an enlightening conversation with Lead Workers’ Compensation Analyst Kevin Ring , where we delve into the intricacies of workers’ compensation and explore strategies for employers to run more successful programs. Kevin, with his extensive experience and over 1200 experience mod worksheet analyses, shares insights on how employers, especially in blue/grey-coll...

Episode 233: Double Your Website Revenue with Michael Buzinski 15.01.2024

In this episode of Strap on your Boots I’m we’re joined by digital marketing thought leader Michael Buzinski , who delves into the essential steps to double website revenue for service-based businesses. Michael emphasizes the critical importance of website marketing for entrepreneurs in today’s digital landscape. He introduces listeners to the Rule of 26, explaining its significance and how entrep...

Episode 232: Rewriting the Rules of Being an Author with Michael DeLon 08.01.2024

Join me on the latest episode of Strap on your Boots, where I sit down with Michael DeLon, a marketing coach and book publisher , to delve into the unconventional pathways of authorship and entrepreneurship. Michael shares his captivating journey from feeling entrapped in a metaphorical “prison” to finding liberation through the power of publishing. He challenges the traditional notion that busine...

Episode 231: Zero to CEO: The Path to Franchise Ownership with Greg Mohr 01.01.2024

In the episode of Zero to CEO, I have the pleasure of talking to Greg Mohr, a WSJ Bestselling Author and the brain behind Franchise Maven® , as we delve into the intricacies of franchise ownership. Greg outlines a straightforward, three-step process designed for budding entrepreneurs eager to kickstart their business ventures without the overwhelming burden or the paralyzing uncertainty that often...

Episode 230: Zero to CEO: Elevating CEO and C-Suite Dynamics with Margie Oleson 26.12.2023

In this episode of Zero to CEO I have a conversation with Margie Oleson, Founder and CEO of Oleson Consulting , about various topics including CEO and C-Suite coaching for women entrepreneurs, and companies undergoing mergers, acquisitions, or other major changes. We delve into the art of becoming a high-performing leader, leading an effective leadership team, and building a cohesive, high-perform...

Episode 229: Zero to CEO: How to distill messages that engage VC partners with Davina Stanley 18.12.2023

Join me for an insightful episode of Zero to CEO featuring Business Communication Expert Davina Stanley , as we explore the art of message distillation and its impact on senior leaders, boards, and VC partners. Discover valuable strategies to enhance your communication skills, including the importance of speed in reading, insights into the human brain, and the role of effective editing tools. In t...

Episode 228: Future Tech: Unveiling the Power of AI and Originality with Jonathan Gillham 11.12.2023

In this episode of Future Tech, I speak with Jonathan Gillham, the Founder and CEO of Originality. AI , about the groundbreaking role of artificial intelligence in the realms of content creation and verification. Launched in November 2022, before the advent of ChatGPT, Originality. AI was driven by Jonathan’s foresight into the transformative wave of generative AI, which he leveraged for SEO throu...

Episode 227: Zero to CEO: Insights on AI and the media landscape with Alex Fink 04.12.2023

In this episode of Zero to CEO, I am joined by Alex Fink, an AI pioneer and the founder and CEO of the Otherweb . Delve into the pressing issues of journalism and media in the digital age as Alex passionately discusses the challenges and potential solutions, using technology as a powerful ally. Join us for an engaging conversation that explores mindful internet navigation, the role of AI in inform...

Episode 226: Zero to CEO: Inspiring entrepreneurship and overcoming failures with John St.Pierre 27.11.2023

 In this episode of Zero to CEO, I have a compelling conversation with accomplished entrepreneur and author John St. Pierre . With a remarkable 25-year journey filled with both successes and valuable lessons from failures, John shares his insights on moving from CEO to Chairperson, the importance of protecting equity and building capital for self-financing growth, and the seven principles for entr...

Episode 225: 6 superpowers you need for entrepreneurial success with Iva Paleckova 20.11.2023

In this insightful episode, we dive into the dynamic world of entrepreneurship with Iva Paleckova, a mindset and strategy coach who defies all odds. Iva takes us through her remarkable transformation from a single mother to a seven-figure entrepreneur in just 18 months. She shares the six essential superpowers that she believes are crucial for entrepreneurial success. Throughout the conversation,...

Episode 224: Zero to CEO: Ditching VC Safety Nets and Finding Your Startup's North Star with Paul Bianco 13.11.2023

In this episode of Zero to CEO I engage in an insightful conversation with accomplished entrepreneur and visionary Paul Bianco , exploring the intricacies of financial navigation in the world of entrepreneurship. Gain valuable insights into ditching the traditional VC safety net and thriving without a Harvard MBA. Discover the crucial pre-launch question that can steer your startup toward success,...

Episode 223: How to build a business strategy in 3 simple steps with Alex Brueckmann 06.11.2023

In this episode, I’m joined by Alex Brueckmann , a strategy entrepreneur and author, who shares valuable insights on how to construct a robust business strategy in three simple steps. We delve into the mindset shift that entrepreneurs must master, the limitations of seeking answers solely in marketing courses, and the importance of aligning business strategies with purpose for a better world. Join...

Episode 222: Zero to CEO: Hidden strategies to exponentially grow your business with Brooke Lively 30.10.2023

In this episode of Zero to CEO, we delve deep into the world of entrepreneurship alongside Chartered Financial Analyst (CFA) and seasoned entrepreneur, Brooke Lively. Together, we unveil the hidden strategies utilized by successful business leaders to propel their ventures to new heights, including Brooke’s pivotal role in catapulting a startup from ground zero to achieving seven-figure revenues i...

Episode 221: How to effectively revolutionize an industry with Bryan Clayton 23.10.2023

Join me for an insightful episode with Bryan Clayton, the CEO and co-founder of GreenPal , the groundbreaking mobile app often dubbed the ‘Uber for lawn care.’ With a staggering 300,000+ active users and over $20 million in annual sales, GreenPal has revolutionized the lawn care industry. Bryan’s journey from founding Peachtree Inc., a landscaping giant with $10 million in annual revenue before it...

Episode 220: Unlock Sales with the Power of Speech with Steve Lowell 16.10.2023

In this eye-opening episode, join us as we chat with Steve Lowell , an award-winning global speaker who challenges conventional wisdom on sales and public speaking. Steve delves into why the traditional methods of differentiation might actually be costing you sales and how small changes in your speaking style can make a big difference. He argues against the standard approach of selling books and r...

Episode 219: Turning Life's Pressures into Passionate Purpose with James Heppner 09.10.2023

In this episode I delve into the transformative journey of mastering life's pressures and turning them into passionate purpose with James Heppner . James and I explore the profound wisdom behind the acronym PAIN (Please, Accept, Inner, Nudgings) and how it can guide us to a place of profound growth. Discover the art of embracing all emotions and creating a safe space for each one, as we learn to n...

Episode 218: Zero to CEO: Leadership, SaaS, and Founder-Product Fit with Phil Alves 02.10.2023

 In this episode of Zero to CEO I speak to Leading SaaS Visionary, Phil Alves about Leadership, SaaS, and Founder-Product Fit. Explore the world of entrepreneurship with Phil as we navigate critical topics such as the value of competition, the game-changing potential of spinoff SaaS products, the significance of leaders forming leaders, and the vital concept of founder-product fit. 

Episode 217: Zero to CEO: Why Your Personal Brand Matters with Belinda Brown 25.09.2023

In this episode of Zero to CEO I speak to Market Research Marketer, Belinda Brown about Why Your Personal Brand Matters. Entrepreneurs are so passionate about what they do. However, when you are so tied to your business, it can be hard to delineate where you stop and the business begins. Selling what you do starts with selling who you are.

Episode 216: Future Tech: Why data, not AI, will determine tomorrow's winners with Rich Edwards 18.09.2023

In this episode of Future Tech I speak to unlikely entrepreneur, Rich Edwards about why data, not AI, will determine tomorrow’s winners. Generative AI gets the headlines. What’s missing from the hype, though, is where the leverage and value are heading. A company’s data is rapidly increasing in value. What you know about your industry, market, and customers will significantly impact your competiti...

Episode 215: Zero to CEO: How to create a censor-free zone to share ideas with Bill Ottman 11.09.2023

 In this episode of Zero to CEO, I have an engaging conversation with technologist and entrepreneur Bill Ottman, who passionately discusses creating a censor-free zone for sharing ideas. We explore his concerns about privacy and censorship on major platforms, and his co-authorship of “The Censorship Effect,” a paper on how censorship can fuel radicalization. Bill introduces ChangeMinds , a groundb...

Episode 214: Zero to CEO: Future-proofing humanity by confronting global risks in the digital era with Trond Arne Undheim 04.09.2023

In this episode of Zero to CEO I speak to Futurist, Trond Arne Undheim   about future-proofing humanity by confronting global risks in the digital era. In this thought-provoking episode, renowned futurist Trond Undheim takes us on a captivating journey into the interconnected world of emerging technologies, geopolitical complexities, and ecological challenges. Delving into the pressing issues of o...

Episode 213: Zero to CEO: Leveraging your natural talents to build a thriving business with Rai Hyde-Cornell 28.08.2023

In this episode of Zero to CEO, join us as we explore the power of leveraging your natural talents to build a thriving business with writer and serial entrepreneur Rai Hyde-Cornell . We often find ourselves forcing our way into building businesses that we believe the market wants or needs, rather than pursuing what we love and what comes naturally to us. But everyone possesses a unique natural gif...

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