Jason Sherman on Turning Website Visitors Into Customers

Success in entrepreneurship rarely happens overnight—it’s often the result of decades of learning, experimenting, and refining what works. In this episode of Founders Forum, Marc Bernstein sits down with Jason Sherman to explore the experiences that shaped his entrepreneurial journey.

In this conversation, recorded in July 2025, Jason Sherman—CEO and co-founder of Vengo AI—shares how a childhood filled with music, technology, and curiosity set the foundation for a career building and leading innovative businesses. Over the past two decades, Jason has experimented with different ventures, continuously learning from both successes and setbacks along the way.

Jason also discusses the evolution of Vengo AI, a platform designed to turn traditional websites into interactive AI-powered sales engines. By enabling businesses to engage visitors instantly and capture valuable leads, the technology aims to solve a major challenge many companies face: converting website traffic into real conversations and opportunities.

Throughout the episode, Marc and Jason dive into the realities of scaling businesses, managing complexity, and finding ways to focus on the work that drives the most impact.

Key Takeaways:

• The importance of continuous learning throughout an entrepreneurial journey
• How AI-powered tools can transform website engagement and lead generation
• Why delegating and documenting processes helps businesses scale
• The role of curiosity and creativity in long-term success

About Jason Sherman:

Jason Sherman is the CEO and Co-Founder of Vengo AI, a B2B SaaS platform that transforms websites into 24/7 AI sales engines. A seasoned startup founder and Wharton lecturer, Jason has helped companies scale through data-driven growth, product innovation, and storytelling.

Connect:

Website vengoai.com
LinkedIn linkedin.com/company/vengoai; linkedin.com/in/jasonsherman76/
Instagram instagram.com/vengoaiapp
X x.com/vengoaiapp
Facebook facebook.com/vengoai
YouTube youtube.com/@VengoAIapp
Blog blog.vengoai.com
Discord discord.gg/WKvn2xGdhV

This episode is brought to you by Crossover Capital; make informed decisions about your financial future. Go to crosscapadvisors.com to learn more.

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