Drew Cunningham

This July, enjoy your home and outdoor plans—and take a moment to protect the people behind everything. I’m Drew Cunningham, your local State Farm Agent serving Owensboro, KY. We can review your homeowners insurance and help you review life insurance options to support your family through life’s changes. Want a simple policy checkup? Contact me today. 🌷🏡

Welcome to the Drew Cunningham State Farm Insurance Agency! I believe in the power of preparing for what’s ahead, ensuring your dreams and plans are protected. Whether you're focused on protecting your family or building a brighter future, I’m here in Owensboro to guide and support you every step of the way. Every day brings new chances to secure what matters most, and I am committed to helping you embrace growth and achieve your goals with confidence.

As a lifetime resident of Owensboro, KY, I am deeply proud to serve and protect our community from the unexpected. After attending Daviess County High School and graduating from Murray State University, I became a State Farm Agent in 2018. Since then, it has been my purpose to help individuals, families, and local businesses in Owensboro, Western Kentucky, and Daviess County feel confident as they prepare for life’s unexpected events.

I assist customers in securing coverage, whether it's Auto Insurance to protect their daily commute, Home Insurance for their most significant asset, Renters Insurance for their belongings, or Life Insurance to safeguard their family's future. We also offer Business Insurance, Motorcycle Insurance, and Property Insurance to cover various needs.

Our dedication to quality service has earned my team and me recognition through company and industry awards, including Top 100 New Agent awards, Ambassador Club Travel two times, and Honors Club three times.

My commitment to Owensboro has been deeply honored, as I was voted Owensboro, KY’s Greatest Gold Agent in both 2024 and 2025. This accolade truly reflects the confidence our community places in my team and me.

Staying involved locally is essential to me; I actively support the growth of our area by collaborating with other small business owners. I am a proud member of the Owensboro, KY Chamber of Commerce and the Chamber of Young Professionals. Additionally, I serve on several local boards, including Fellowship of Christian Athletes and the River City Pickleball Club.

Beyond the office, my greatest joy is spending time with my wife, Kaitlyn, our two daughters, Claire and Libby, along with our extended family and friends. We cherish traveling, exploring new destinations, and staying actively connected to all the wonderful experiences our Owensboro, KY community provides.

My dedicated team of insurance professionals and I are always ready to help customers prepare for life’s inevitable twists and turns. Whether you need Auto Insurance for your daily commute, robust Home Insurance for your property, comprehensive Life Insurance for your loved ones, or specific coverage like Renters Insurance and Business Insurance, we are here to simplify the process.

Living and working right here in Owensboro, KY and Daviess County, we are proud to extend our services to communities across Kentucky and Indiana, including Evansville and Newburgh, and throughout Tennessee.

We are eager to connect with you and assist in finding the exact coverage that meets your needs, so please reach out by calling, texting, or visiting our office today for a personalized quote.

Frequently Asked Questions

Do you offer auto insurance in Kentucky? Yes! We provide personalized auto insurance coverage for Kentucky, Tennessee and Indiana and help take the confusion out of the process.

Do you provide home and condo insurance? Absolutely. We make home and condo insurance easy to understand.

Can you help with renter's insurance? Yes, we simplify renter's insurance so you can protect your belongings with confidence.

Do you offer life insurance? We provide term, whole, and final expense life insurance, explained clearly for every customer.