Insurance Outfitters® is an insurance planning practice in Shepherdstown, West Virginia.

We design insurance plans that help you achieve your life goals in the pursuit of happiness.

Insurance Outfitters® has been around since 1989, serving the individuals and businesses in Shepherdstown, West Virginia, and West Virginia’s Shenandoah Valley – Jefferson and Berkeley Counties. We are an independent insurance practice, specializing in Home Insurance, Auto Insurance and Business Insurance products.

Our founder, Tom Maiden, is a Commander in the Navy Reserve, an Iraq war veteran and a trusted and proven Certified Finanical Planner™ practitioner and Chartered Life Underwriter,®specializing in risk management & insurance planning. He has a Master of Business Administration degree from West Virginia University and over 29 years of industry experience.

Co-owner and CEO, Michele Ours Maiden, joined the family business after serving 23 years in management with Pfizer, one of the world’s premier innovative biopharmaceutical companies. She has a Master of Business Administration degree from Loyola University Maryland.

At Insurance Outfitters® we have built a reputation for being honest, ethical, genuine, energetic and reliable – making us the perfect fit for Shepherdstown, West Virginia, and the surrounding areas. All of the guides at Insurance Outfitters® are committed to delivering an exceptional customer experience, individualized service and a deeper appreciation of what “locally inspired” means from an award-winning and family-owned independent risk management & insurance planning practice.

What Sets us Apart


The way in which two or more people are connected, or the state of being connected. Insurance Outfitters values the connection with our clients!


Our insurance guides work with you to create a unified body of individuals with common interests.

Pursuit of Happiness

The pursuit of happiness is defined as a fundamental right mentioned in the Declaration of Independence to freely pursue joy and live life in a way that makes you happy.

Locally Inspired Insurance®

**Legal Notice: Insurance Outfitters®,®, and Locally Inspired Insurance ®® are the property of Insurance Outfitters®, Inc. (a West Virginia corporation) and are registered with the United States Patent and Trademark Office. Insurance Outfitters® and® were first used in commerce on May 17, 2006. Our tagline, Locally Inspired Insurance ®® was first used in commerce on July 6, 2009. Insurance Outfitters®, Inc. does business as: Insurance Outfitters® Due to extensive online advertising, the unique & distinctive name, Insurance Outfitters®, is becoming widely recognized by the general public in the United States.

At Insurance Outfitters®, our mission is very simple. We strive to provide a true, concierge client experience which is unique in the insurance industry. We give clients the power of choice from top-rated national and regional insurance carriers. We deliver innovative and tailored insurance solutions in Shepherdstown, West Virginia, and West Virginia’s Shenandoah Valley – Jefferson and Berkeley Counties. Licensed in West Virginia, Virginia, Maryland, Pennsylvania and Tennessee.