How Healey Brothers Grew to 11 Dealerships | Leadership, Customer Experience & Community | Ep. 133

Jason Healey, Chief Marketing Officer of Healey Brothers Automotive Group, joins David Kain on Kain & Friends to discuss the evolution of the automotive industry, customer experience, leadership, community involvement, and the future of AI in retail automotive.

From its beginnings as a single Chevrolet dealership in 1977 to an 11-franchise automotive group with more than 750 employees, Jason shares how Healey Brothers has remained focused on relationships, trust, and serving the Hudson Valley community.

In this episode:

• The history and growth of Healey Brothers

• Why customer experience remains the foundation of success

• Balancing technology, AI, and human interaction

• The importance of community involvement and giving back

• Leadership lessons for the next generation

• How Healey Brothers approaches branding across multiple dealerships

• Why “pressure is a privilege” in business

Whether you’re in automotive retail, business leadership, marketing, or simply interested in building a strong company culture, this conversation offers valuable insights on creating long-term success through people, accountability, and community.

Thank you to David Kain and Kain & Friends for the opportunity to join the conversation.