Drew Cunningham

As we welcome March, a month of growth and renewal, I’m reminded of the exciting possibilities ahead. Just like the season blossoms, this is a perfect time to nurture your dreams and plans. Whether it’s safeguarding your family or building a brighter future, I’m here to guide and support you every step of the way. Wishing you a month filled with fresh beginnings, hope, and success. Let’s embrace this season of change together!

As a lifetime resident of Owensboro, KY I am proud to serve and protect our community from the unexpected as your local insurance agent providing Auto Insurance, Car Insurance, Home Insurance, Renters Insurance, Life Insurance, Motorcycle Insurance, Business Insurance, Property Insurance and much more. I attended Daviess County High School and Graduated from Murray State University. I became a State Farm Agent in 2018 to serve Western Kentucky and Daviess County in Owensboro Kentucky. My team has earned awards both company and industry wide by providing quality customer service and insurance - including Top 100 new agents awards, Ambassador Club Travel x2 and Honors Club x3.

Voted Owensboro greatest gold agent for two years in a row 2024 and 2025! I love being involved in the Owensboro Kentucky community and assisting with our areas growth by supporting other local small business owners. I am a member of the Owensboro Kentucky Chamber of Commerce and the Chamber of young professionals also serving on several local boards in our area. Such as with Fellowship of Christian Athletes, River City Pickleball Club & much more! Having the opportunity to serve our local community with Auto Insurance, Car Insurance, Home Insurance, Renters Insurance, Life Insurance, Business Insurance, and much more allows me to protect our community from the unexpected. In my free time, you can find me spending time with my wife Kaitlyn, my two beautiful daughters Claire & Libby and our family and friends. We enjoy traveling to new places and exploring our community.

My team of Insurance professionals an I are excited for the opportunity to help customers with their insurance and financial services to prepare them for life's unexpected events. Having a team that also lives and serves our community of Owensboro Kentucky and Daviess County we are able to help serve anywhere in Kentucky and Indiana including Evansville Indiana and Newburgh Indiana and all of Tennessee. We are ready to help customer's find the right policy for their Auto Insurance, Car Insurance, Homeowner's Insurance, Life Insurance, Renter's Insurance, Business Insurance and much more. Click, Text, Call or Stop by our office today for a FREE insurance quote at our location just off the bypass right in the heart of Owensboro Kentucky next to Don Moore Dealership in the Old Waffle House building. Thank you Owensboro Kentucky and Daviess County for allowing us to serve this great community.

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.

Do you cover pets? Yes! Our office can help you find the right pet insurance coverage without any hassle.