75 Years Strong: John Cavaness on Legacy, Community, and Change at Jackson & Gray Insurance

n this episode of Small Town Big Business, hosts Jennifer Olson and Russell Williams sit down with John Cavaness, owner of Jackson Gray Insurance. Celebrating over 75 years in business, Jackson Gray has become a pillar of the Marion, Illinois, community. John shares his journey of returning home from St. Louis to lead the family business, the importance of community ties, and how adapting to modern technology has transformed the way they serve clients. From rebuilding after a devastating fire to navigating the challenges of a multi-generational family business, John’s insights offer a heartfelt look at resilience, legacy, and the unique advantages of doing business in a small town. Perfect for entrepreneurs, small-town advocates, and anyone interested in the stories behind enduring family businesses. Tune in for practical advice, inspiring stories, and a look into the legacy of Jackson Gray Insurance! Recorded at EThOs Small Business Incubator and Co-working Spaces in Marion, Illinois. https://members.ethosmarion.org/ SUBSCRIBE TO THE PODCAST Our guest: https://jacksonandgray.com/