About Us

An experienced team of insurance specialists ready to get you quality insurance at affordable rates.

About Our Company

Cast Iron Insurance was founded in 2016 with a simple belief: insurance should be built on advice, not transactions. Too often, insurance is treated like a commodity where the goal is simply selling a policy. Our approach is different. We believe in helping clients understand their risks and building the right protection around them, even if that sometimes means recommending solutions beyond our own agency.

Based in Northern Kentucky, our roots run deep in the local community. Glen Bailey has lived within a 20-mile radius his entire life and has spent decades building relationships with local families and business owners. That local perspective matters because good insurance advice comes from understanding how people actually live and work.

At Cast Iron Insurance, we work alongside our clients as long-term advisors, not order takers. Whether reviewing coverage, helping business owners think through risk, or simply answering questions, our goal is to make insurance understandable and meaningful. Clients often tell us they appreciate our ability to explain complex topics in a way that makes sense while always putting their best interests first.

It’s why so many clients describe the relationship as more of a partnership than a typical insurance experience.

Solid Protection. Strong Relationships.

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The Team Behind Cast Iron Insurance

Cast Iron Insurance is built on the belief that strong protection comes from strong relationships. Our team works closely with clients to provide thoughtful guidance, dependable service, and clear communication at every stage of the insurance process. Whether helping a business owner review risk or assisting a family with policy changes, we focus on making insurance understandable and reliable.

Glen Bailey
Glen BaileyOwner | Risk Advisor
Sarah Mathis
Sarah MathisOperations Manager | Licensed Agent

Client Testimonials

The words of our loyal customers…

“Above and beyond customer service! When you work with Glen and his team, you know you are working with people who simply care more. They feel like just as much like business partners as they do insurance representatives. My #1 referral when it comes to business insurance.”

Chad Zizelman, Google Review

“They are attentive and respectful. Glen has a teachers attitude. He answers my questions in a respectful way that help me to understand better rather than making me feel stupid”

Jacob Steffen, Google Review

“Wonderful experience at Cast Iron! They beat our former insurance company’s rates when no one for years had been able to. We even have MORE coverage now.”

Melissa Hall

“Cast Iron Insurance is by far the best insurance company we’ve dealt with since the start of our business in 1999. Glen Bailey, the agent, is not only looking for the best policies for his customers, but he truly cares about the well being of the business and it’s employer.

He would tell you it’s not just about getting good coverage, but about the working relationship between agent and employer.”

Jake Calkins

Advantages of Cast Iron Insurance

1. ACCESS

Because our agents work with multiple insurance carriers, we’re able to provide a broad range of coverage options at competitive rates. If you have any questions, don’t hesitate to reach out to one of our agents for assistance.

2. ADVOCACY

We’re not tied to a single company—we work on your behalf. As your advocate, our priority is supporting you when it matters most. Our team will assist in handling your claim and work to ensure it is processed quickly and smoothly.

3. KNOWLEDGE

Our goal is to deliver personalized insurance solutions and dependable guidance as our clients navigate different stages of life. Our licensed and experienced agents are here to provide support and help with whatever you may need.

Get in touch with our team!

Cast Iron Insurance Logo

For questions or concerns, please contact our independent insurance agents by filling out the form!

1521 Cavalry Drive Suite 101,
Florence, KY 41042.

Call Us! 859-982-0004