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Hosted by Jason Sherman · 🇺🇸 US · EN-US · 370 episodes
Established thought leaders with verified media credentials.
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!
Jason Sherman hosts Strap on your Boots, a business show with 370 episodes published.
In this episode of Zero to CEO, I speak with Dr. Bruce Dorey , leadership expert, executive coach, and engineering CEO, about one of the biggest challenges organizations face today: preserving decades of institutional kn
In this episode of Strap On Your Boots , I explore one of the biggest advantages startups have over much larger competitors: speed. Drawing from my experience building companies and the evolution of Vengo AI from a consu
In this episode of Strap On Your Boots , I reflect on turning fifty and the biggest lesson I've learned after decades of building startups, making films, writing software, and exploring new ideas. Experience isn't just a
In this episode of Zero to CEO, I speak with Bryan Blakeny, therapist, counselor, and founder of EQ Education , about why so many successful people still struggle to find fulfillment. After more than 26 years working in
In this episode of Strap On Your Boots , I share one of the biggest mindset shifts I’ve had as an entrepreneur: why I stopped searching for the perfect co-founder and started focusing on building the vision first. Lookin
In this episode of Strap On Your Boots , I reflect on one of the biggest lessons I've learned after building multiple software companies: creating a great product is no longer the hardest part of entrepreneurship. As sof
In this episode of Zero to CEO, I speak with leadership coach and somatic practitioner Naomi Scott about why so many high-performing entrepreneurs burn out — even after achieving success. Naomi explains how burnout isn’t
In this episode of Strap On Your Boots , I answer one of the questions I get asked most often How do you decide what to work on next Looking back on a career that spans startups, AI, filmmaking, music, writing, and entre
In this episode of Zero to CEO, I speak with Founder and CEO Allan Khazak about why most high-ticket teams don’t have a lead problem — they have a broken conversion process. Allan breaks down the exact system he uses to
In this episode of Strap On Your Boots, I reflect on how startup culture shaped my view of entrepreneurship and why I recently found myself questioning one of my own assumptions. After learning about entrepreneurs who bu
In this episode of Zero to CEO, I speak with Technology and Operations Expert Issac Hicks about why most AI projects fail — and how entrepreneurs can be part of the small percentage that actually generate real returns. I
In this episode of Strap on Your Boots, I talk about how artificial intelligence is fundamentally changing entrepreneurship, productivity, and the future of work. Over the last few years, I’ve watched the barriers to bui
In this episode of Strap on Your Boots, I talk about something that feels less theoretical by the day: the growing impact of AI on business, creativity, and everyday work. Over the past year, I’ve watched AI tools evolve
In this episode of Zero to CEO, I speak with architect, entrepreneur, and father Peter Sandiford, who shares expert insights on how to bring your dream tropical home to life. We explore how to choose the right architect,
In this episode of Zero to CEO, I chat with Mitch McGinley, an Exit Planning Advisor and Business Broker specializing in boutique fitness, health, and wellness businesses. Mitch shares three simple steps to plan your ide
In this episode of Zero to CEO, I talk to $200K/month sales strategist Austin Medlin about why most coaches don’t actually need more leads — they need to fix how they’re closing. Austin shares the framework that’s helped
In this episode of Strap on Your Boots, I break down the reality behind the AI app-building boom and why so many founders are still struggling to get traction. While tools like Claude, Cursor, and modern cloud platforms
In this episode of Zero to CEO, I speak with award-winning healthcare CEO Dr. Julie Wilson about how entrepreneurs can scale a service-based business without burning out their teams or losing their core values. Julie sha
In this episode of Zero to CEO, I speak with leading CEO advisor Jason Baumgarten about the most common ways CEOs and founders fail — and how entrepreneurs can avoid those traps early. Drawing from years of advising top
In this episode of Zero to CEO, Capital Futurist Reagan Rodriguez pulls back the curtain on the world of private capital networks and reveals how high-trust dealmakers acquire and scale businesses off the radar. As found
Mitch McGinley
Exit Planning Advisor and Business Broker · Boutique Fitness Broker
1 appearance on this show
Austin Medlin
sales coach and digital entrepreneur · CloseSales.com
1 appearance on this show
Dr. Julie Wilson
One of Canada’s Top 100 Most Powerful Women and a 40 Under 40 awardee · Terra Nova Medical Clinics
1 appearance on this show
Christopher Volk
Author of The Value Equation
1 appearance on this show
Jane Muir
Miami Business Law Trailblazer & Champion for Entrepreneurial Success · J. Muir & Associates
1 appearance on this show
Danielle Hutchinson
ghost writer and editor · Authors on a Mission
1 appearance on this show
Ryan Schwartz
1 appearance on this show
Stewart Heath
CEO · Suburban Office & Specialty Storage
1 appearance on this show
Anya Cheng
founder and CEO · Effortless Style
1 appearance on this show
Erik Hatterscheidt
Co-Founder · Freshline Moto Expedition Club
1 appearance on this show
Bryan Blakeny
EQ Education
1 appearance on this show
Anthony DeBenedictis
Avanza Capital Holdings
1 appearance on this show
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Strap on your Boots is hosted by Jason Sherman. The show is categorised under business (entrepreneurship) and has published 370 episodes.
Strap on your Boots has published 370 episodes.
Strap on your Boots regularly covers business, entrepreneurship, education. It sits in the business category, with a entrepreneurship focus.
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Episodes of Strap on your Boots average 17 minutes. a focused format where a clear narrative arc and tight preparation matter most.
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