Shepherdstown Insurance

Shepherdstown Insurance Established March 3, 1989, Michele & Tom Maiden's Insurance Outfitters® is a family-owned independe Our goal is to write insurance in all 50 states.

Due to extensive online advertising, the unique & distinctive name, Insurance Outfitters®, is widely recognized by the general public in the United States. Today, we write insurance in the District of Columbia, Maryland, North Carolina, Pennsylvania, Tennessee, Virginia, and West Virginia. Since its founding on March 3, 1989, this award-winning, family-owned, independent insurance agency has grown

from a one-person operation to a team of motivated, high achievers committed to delivering innovative and tailored risk management solutions from Shepherdstown, West Virginia, to protect individuals, organizations and businesses. Our founder & CFO, Tom Maiden, is a Captain (select) in the Navy Reserve, an Iraq war veteran, a CERTIFIED FINANCIAL 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 32 years of experience. Co-owner, 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. When local consumers have a risk management or insurance planning related question, their friends and neighbors will answer, “Ask Insurance Outfitters®!”

Insurance Outfitters® is committed to building safer, greener, better educated, diversified, and inclusive communities where we serve. Our intent is to be a good corporate citizen. The annual Insurance Outfitters® Guide Awards are scheduled around our anniversary, March 3rd, every year. The Insurance Outfitters® Guide Awards was developed to thank those people and organizations who may not make the front page news, but who change the world around us for the better in the following categories:
1. Conservation and Outdoor Recreation
2. Health and Human Services
3. Education
4. Culture and the Arts

Insurance Outfitters® has built a reputation for being honest, ethical, genuine, energetic, and reliable. All of the guides at Insurance Outfitters® are committed to delivering exceptional customer experiences, individualized service, and a deeper appreciation of what “locally inspired” means. As a matter of fact, our tagline is, Locally Inspired Insurance®.

A fresh new look for Shepherdstown Insurance® and Mission: Advice® in Shepherdstown, West Virginia! 🌿We’re excited about...
05/06/2026

A fresh new look for Shepherdstown Insurance® and Mission: Advice® in Shepherdstown, West Virginia! 🌿

We’re excited about the beautiful new landscaping around our office and proud to keep investing in our community. Stop by and check it out!

Michele Ours Maiden loved representing Insurance Outfitters in the Shepherd University Spring Career/Internship Fair on ...
03/25/2026

Michele Ours Maiden loved representing Insurance Outfitters in the Shepherd University Spring Career/Internship Fair on March 25, 2026! ❤️

03/25/2026

Insurance Outfitters and Mission: Advice loves our new Pro Fence LLC 4-board fence that was completed on March 24, 2026! ❤️ We have lots more exciting improvements on the way!

02/04/2026
03/23/2025
10/26/2024
With the help of The Rotary Club of Shepherdstown, Insurance Outfitters® completed our fall 2024 Adopt-a-Highway for Mar...
10/26/2024

With the help of The Rotary Club of Shepherdstown, Insurance Outfitters® completed our fall 2024 Adopt-a-Highway for Martinsburg Pike (WV Rt. 45) between the Shepherdstown Fire Department and the Berkeley County line. We collected 33 bags of litter!

Wishing everyone a fun and safe Labor Day from your friends at Insurance Outfitters in Shepherdstown, West Virginia.
09/02/2024

Wishing everyone a fun and safe Labor Day from your friends at Insurance Outfitters in Shepherdstown, West Virginia.

A Shepherdstown original founded on March 3, 1989, Michele & Tom Maiden's Insurance Outfitters® is celebrating 35 years ...
03/03/2024

A Shepherdstown original founded on March 3, 1989, Michele & Tom Maiden's Insurance Outfitters® is celebrating 35 years years today!

Make sure to clear snow and ice 5 feet around fire hydrants. In case of a fire, firefighters need to be able to get to t...
01/19/2024

Make sure to clear snow and ice 5 feet around fire hydrants. In case of a fire, firefighters need to be able to get to the hydrants quickly to protect people and property. Every second counts!

01/17/2024

Frozen water pipes can quickly become a big problem. Know the signs to tell if your pipes are frozen and how to fix them.

Address

Shepherdstown, WV
25443

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

Telephone

+13048760822

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