Drew Cunningham

This Summer, 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 (FAQs)

Q: How do I get car insurance quotes?

A: You can get car insurance quotes online, by phone, or with a local agent by sharing details about your vehicle, driving history, and coverage needs. In Owensboro, you can count on Drew for personalized service.

Q: How fast can I get car insurance?

A: Car insurance coverage can often start the same day, depending on your situation. Drew is here to help your Owensboro household feel covered.

Q: What are the insurance requirements on a leased car?

A: Leased vehicles typically require more coverage than the state minimums. In addition to liability insurance, leasing companies usually require comprehensive and collision coverage, and you may need to list the leasing company on your policy as an additional insured or loss payee. Looking for coverage? Talk with Drew about your options in Owensboro.

Q: What does home insurance cover?

A: Homeowners insurance can help protect your home, your belongings, and your financial well-being. It may cover the structure of your home, your personal property, and provide liability protection, along with help for additional living expenses in certain situations. Drew is proud to serve the Owensboro community.

Q: What is renters insurance?

A: Renters insurance is a policy designed to help protect your personal belongings and provide liability coverage while you're renting a home or apartment. It focuses on your possessions and potential risks, rather than the building itself, which is typically covered by your landlord's policy. Serving Owensboro and the surrounding area, Drew can help answer your questions.

Q: How does a life insurance policy actually function?

A: Life insurance provides a payout to your chosen beneficiaries if you pass away while the policy is active. It can help give your loved ones financial support when they may need it most. Drew serves Owensboro, KY and is happy to help with your insurance needs.