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!

Strap on your Boots is a business podcast hosted by Jason Sherman, with 375 episodes on record and a Required Pod Score of 80.

Jason Sherman hosts Strap on your Boots, a business show with 375 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #374

  Episode 374: How to Access $1 Million or More in Business Funding with Michael Praver

  Sep 28, 202618 min

  In this episode of Zero to CEO, I speak with Michael Praver of FundingFundingFunding.com about the process of raising capital for a startup or business expansion. Michael walks through the funding process from beginning to end, including business credit, bridge funding, shelf corporations, corporate funding, and how entrepreneurs can position themselves to access larger amounts of capital. We also discuss what founders should understand before taking on funding, how different financing strategies work, and what businesses should consider before putting that capital to work.

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  Episode #373

  Episode 373: Why Bootstrapping a Startup Is Becoming Cool Again

  Sep 21, 202618 min

  In this episode of Strap On Your Boots , I explore why I’ve become increasingly interested in building companies with customers before turning to investors. Drawing from my experience with Instamour, Vengo AI, Campus Pixel, Spinnr, Axopods, Ortempo, and even my documentary Before the Moon, I look at how much cheaper and faster it has become to launch something today. Bootstrapping isn’t about avoiding investors at all costs. It’s about building the product, finding customers, generating revenue, and removing as much risk as possible before deciding whether outside capital can actually accelerate the business.

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  Episode #372

  Episode 372: Investing in the AI-Driven ROAS Economy with James King

  Sep 14, 202618 min

  In this episode of Zero to CEO, I speak with James King, founder and fund manager at ROAS Fund , about an emerging investment opportunity created by the way businesses acquire customers through platforms like Meta and Google. James explains what he calls the “ROAS economy,” how AI-driven advertising has created new inefficiencies in the market, and why measurable business revenue could become an alternative investable asset. We also discuss private credit, diversification, risk, and the lessons James has learned from more than a decade of building and investing in digital businesses.

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  Episode #371

  Episode 371: Why Independent Filmmaking Is Easier Than Ever

  Sep 7, 202618 min

  In this episode of Strap On Your Boots, I reflect on nearly twenty years of independent filmmaking and why I believe there has never been a better time to make a movie. Using my latest documentary, Before the Moon , as an example, I explore how affordable cinema cameras, drones, editing tools, social media, direct screenings, physical media, and digital distribution have transformed what independent filmmakers can accomplish. The technology is more accessible than ever, but the real advantage comes from finding a great story, building an audience around it, and creating something people genuinely want to see.

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  Episode #370

  Episode 370: Why Investors Want Revenue, Not Just a Great Idea

  Aug 31, 202619 min

  In this episode of Strap On Your Boots, I reflect on how startup fundraising has changed since I first entered the tech world and why I’ve become far more focused on revenue than raising capital. From growing Instamour to roughly half a million users without solving monetization early enough, to building companies today around paying customers and enterprise contracts, I explore why proving people will actually pay may be the most important validation a founder can get. Fundraising can accelerate a business, but raising money shouldn’t be confused with actually making money.

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