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.

08/31/2026

Explore two powerful business angles: building a long-term brand with merchandise like apparel and pet supplies, projecting $200k-$1M annually. Or, capitalize on trends: one entrepreneur generated $600k in 2 months during the Black Lives Matter movement with a meaningful, non-hateful design.

08/29/2026

You've got interested leads, but they ghost your meetings. It's not a lead problem, it's a broken conversion process. The issue often lies in how you position your offer and follow up. With short attention spans and the constant distractions of social media, people genuinely forget. Your follow-up needs to cut through the noise.

08/28/2026

We underestimate coders. Unseen and unknown, they build the digital experiences we interact with daily. The direction of our world is influenced by their code, yet they lack transparency and recognition. AI, built on past data, reflects human flaws. True human growth requires transcending data limitations, a challenge AI regulators must address.

08/27/2026

Many startups struggle to hire experienced marketing talent due to budget constraints. Our fractional CMO service acts as part of your exec team, augmenting your existing resources and filling crucial strategy and ex*****on gaps. We tailor our approach to your needs, whether it's ABM, copywriting, or website development, ensuring you drive leads and conversions.

08/26/2026

You can know everything about your issues, therapy, attachment styles, and trauma maps. But if you still struggle to function, it's because the root is in your body and nervous system. Somatic healing addresses this directly, transforming not just the mind, but the physical wiring of survival.

08/25/2026

Amazon has the buyers, but they own the customer. Building your own e-commerce site means building *your* brand and *your* customer relationships, ensuring long-term assets and avoiding Amazon's control. Think NIL athletes monetizing their brand directly—it's all about owning your customer.

08/24/2026

AI isn't taking everyone's job. It's taking jobs from those who don't learn to use it. Embrace AI as a tool to enhance your work and stay ahead. Building your own lead pipeline versus buying leads is a strategic choice.

In this episode of Strap On Your Boots, I explore why I've stopped treating five-year business plans as predictions of w...
08/24/2026

In this episode of Strap On Your Boots, I explore why I've stopped treating five-year business plans as predictions of where a company will actually end up. After years of building startups, I've learned that customers, technology, competition, and entire markets can change faster than any spreadsheet can anticipate. I share how Vengo AI evolved from consumer to B2B SaaS to enterprise, why I now plan more specifically for the near term, and how founders can balance having a long-term direction with staying flexible enough to respond when the market tells them something new.

Podcast: https://bit.ly/3SbSDtD

08/22/2026

Are you a successful entrepreneur who's become a bit of a tyrant? Understanding yourself and growing as a leader isn't just about personal growth; it's key to attracting talent, sustaining your company long-term, and building a lasting legacy.

08/18/2026

Companies can now achieve more with fewer employees thanks to AI. This technology allows for higher staff pay, increased productivity, and trimming inefficiencies. Use AI to boost your team's performance and deliver superior client services.

Address

Philadelphia, PA

Alerts

Be the first to know and let us send you an email when Jason Sherman posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share