In this episode of the 30 Minute with an Insurance CEO Podcast, host Raution Jaiswal, CEO and co-founder of InsuredMine, welcomes Carrie Ryan, CEO and part-owner of an insurance agency with a history dating back to 1876. As a fourth-generation insurance professional, Carrie shares her journey from working in the claims department at 19, without a college degree, to leading the agency alongside her siblings. She reflects on the importance of understanding every role within the company, the challenges of modernizing a long-standing business, and the strategies for navigating a rapidly evolving industry. Carrie discusses how being a female CEO has shaped her experience, the significance of mentorship, and the agency’s approach to using technology, data, and community involvement for growth. The conversation also touches on the impacts of COVID-19, the current hard market, and Carrie’s commitment to continuing her family’s legacy in the insurance industry.