Jason Sherman

Jason Sherman Jason Sherman is a successful entrepreneur, award winning filmmaker, published author, tech startup expert, and journalist.

Most books on how to succeed have been written by millionaires who were in the right place at the right time. Those books simply don’t work for the masses. Everything in this guide is easily replicable and anyone can do it. All you need is determination, patience, and the acceptance of the mistakes you will make.

05/30/2026

Is your company growth stalled? As CEO, watch for these signals: learning stagnates, motivation dips (personal or professional), or your team genuinely doesn't know the next step. Addressing these is key to unlocking true potential.

05/29/2026

Navigating different cultures, languages, and expectations is key to managing a diverse team. From Evanston to Egypt, Turkey to Mexico, our remote workforce brings unique perspectives. It's a daily process of understanding and collaboration to achieve our shared goals.

05/28/2026

It's crucial to consider your legacy and how to keep it alive, even if your direct heirs don't take over. Exploring joint ventures can be a powerful way to ensure your vision continues. Learn how to identify and partner with the right people to make it happen.

05/27/2026

Brands 2-3 years ahead have made the mistakes, so learn from them. Where are they seeing traction? Don't reinvent the wheel; innovate. Channel dynamics matter – work backward from your revenue goal. Experiment, but rely on data from successful brands. Amazon offers an excellent energy-to-revenue ratio and high shopping volume with low setup effort.

05/26/2026

As a first-time founder, attracting talent is tough. Building a full-time team early on can be costly and inflexible. Outsourcing seems like a solution, but beware of misaligned incentives. They get paid regardless of your success, leaving you to bear all the risk.

05/25/2026

Assembling a stellar team isn't just about filling roles. It starts with understanding precisely what you need and identifying individuals with potential for future growth, not just current expertise. Think beyond the immediate and invest in long-term capability.

In this episode of Strap on Your Boots, I talk about something that feels less theoretical by the day: the growing impac...
05/25/2026

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 from interesting experiments into practical systems that entrepreneurs and companies are quietly integrating into their daily operations. From marketing and customer support to coding, research, and content creation, AI is already reshaping how businesses function behind the scenes.

I also explore the larger questions this shift creates. What happens when companies reduce entry-level hiring because software can handle repetitive tasks? How does this affect younger generations entering the workforce? And as more online content becomes algorithmically optimized and AI-assisted, why are audiences increasingly craving authenticity, personality, and real human perspective?

This episode isn’t about fearmongering or blind optimism. It’s an honest conversation about the opportunities, tradeoffs, uncertainty, and cultural shifts surrounding AI right now, especially for entrepreneurs, creators, and people trying to adapt to a rapidly changing digital world.

Listen to the Episode here: https://bit.ly/4dKaZbN

05/23/2026

Understanding someone's language is key to understanding their culture and letting your voice be heard. Whether it's marketing or media, bridging language gaps opens up a world of connection. If you lack the skills, find an expert to help navigate these crucial waters.

05/22/2026

Discover how high account receivables and business subscriptions can signal growth opportunities. Learn to leverage collection agencies for profit sharing and uncover hidden value.

05/21/2026

Discovering a gap in the crowded protein bar aisle. While many bars focus on the body, this innovation targets brain and body nutrition, starting with e-commerce rather than direct retail competition.

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Philadelphia, PA

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+12153968577

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