Insurance Outfitters

Insurance Outfitters® in Shepherdstown, West Virginia, is truly a gem and a cornerstone of the community. Founded on March 3, 1989, by Tom “Skywalker” Maiden shortly after he graduated from West Virginia University, this independent insurance agency has built a remarkable legacy of service and trust over the decades. Tom’s path into insurance is as unique as it is fitting—his interest began in college while serving in Sigma Chi Fraternity, where he was responsible for administering the fraternity house’s insurance. That early hands-on experience laid the foundation for what would become a lifelong vocation. Tom, a retired U.S. Navy Captain, and his wife Michele Ours Maiden operate an award-winning agency that exemplifies professionalism, integrity, and genuine care for clients. Insurance

Working with Michele Ours Maiden at Insurance Outfitters was an absolute pleasure. She made the entire process of preparing a liability insurance quote for Heavenly Organized Spaces incredibly easy and stress‑free. Michele was thorough, helpful, friendly, and truly a joy to speak with. Her professionalism and genuine care made all the difference. I highly recommend her to anyone in need of insurance support!

Michelle was excellent to work with—very patient, professional, and responsive. I had ongoing issues with my previous insurance provider (State Farm), who kept raising my rates even though I had no claims. Michelle took the time to help me find the best insurance quote and made the entire process smooth and stress-free. Five stars all the way! 🌟

Michele and her team came to our rescue when our previous carrier began gouging us at the beginning of the year. She was very quick to respond, answer questions, walk us through to make sure we weren't missing anything, and ended up saving us over 6000 dollars annually. The switch was seamless and fast! Thank you to an incredible team who were there to work with us every step of the way - and for going the extra mile to save us some money!

Insurance Outfitters® in Shepherdstown, West Virginia, has been a trusted part of the community since March 3, 1989, and that legacy is clearly reflected in how they build long-term relationships with their clients. Owners Tom and Michele Maiden have created an agency that is knowledgeable, responsive, and genuinely invested in making sure coverage fits each client’s needs—not just today, but for years to come. The facalities/amenities are a 10/10. The team takes the time to explain options clearly and treats you like family, not a policy number. It’s reassuring to work with a local independent insurance agency led by owners who truly care and have earned their reputation over decades. I highly recommend Insurance Outfitters® for experience, integrity, and lasting service.