Hybrid-Online Property & Casualty Pre-Licensing Course - June 15th - 19th, 2026

Chris Kendall spent the majority of his working career with the Cincinnati Financial Corporation, where he was Vice President and Director of their Commercial Lines operations, which included close to 1,000 employees.  His duties included both teaching and managing underwriter training classes in property & casualty insurance.  Chris also has experience performing management duties on the agency side with Assured Partners.  He is now Executive Director of the Greater Cincinnati Insurance Board, the longest running insurance agent's association in America, founded in 1838.  Chris has been teaching property & casualty pre-license classes, as well as continuing education, in both a live and virtual environment for 7 years.

Known in some circles as The Beyoncé of Insurance (and not just because she runs the world of risk), Ashley Fitzsimmons brings both street cred and sparkle to the classroom. A proud millennial and fourth-generation insurance professional, she spent nearly a decade at her family’s independent agency near Scranton, PA, where she lived the day-to-day hustle of servicing clients, explaining coverage, and yes—sometimes writing policies for online dating horror stories turned learning moments.

In 2018, Ashley was named National CSR of the Year, thanks to her fierce dedication to her clients and her ability to make even the driest of policy language feel personal and relevant. Now, as Director of Professional Development at OIA, she’s traded client calls for coaching agents across the country—helping them grow, thrive, and avoid common pitfalls she knows all too well.

Whether she's leading a workshop, keynoting a conference, or chatting over a martini, Ashley brings authenticity, humor, and serious know-how to every conversation. She’s been where you are—and now she’s here to help you level up.

As the Property & Casualty Training Specialist, Rachel employs her industry knowledge and a strong foundation in instructional design and adult learning to assist independent agents. She possesses her P&C license and her Certified Insurance Counselor (CIC) designation. Rachel brings current, practical knowledge of risk management into the courses she develops. Drawing on 15 years of experience in education and training, she specializes in designing engaging e-learning experiences that translate complex insurance concepts into clear, interactive, and real-world applicable content. Her focus is on creating learner-centered training that builds confidence, improves retention, and equips agents with the skills they need to succeed in today’s dynamic insurance environment.