Insurance Outfitters

Insurance Outfitters Founded March 3, 1989, Insurance Outfitters® is award-winning and family-owned, independent insuran Our goal is to write insurance in all 50 states.
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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®.

Turning 65 is an important Medicare milestone, but enrolling is not always as automatic or as simple as people expect. T...
06/15/2026

Turning 65 is an important Medicare milestone, but enrolling is not always as automatic or as simple as people expect. The right next step depends on various factors, and missing the timing or misunderstanding how your current coverage works with Medicare can lead to penalties, gaps in coverage, or both.

Swipe to see the key Medicare considerations to keep in mind if you are about to turn 65.

If you are approaching 65 and want help understanding what to do next, don’t hesitate to reach out to our team. We are here to help guide you.

Every June 14th, we celebrate the Stars and Stripes on Flag Day. While we’re all familiar with the United States’ flag, ...
06/14/2026

Every June 14th, we celebrate the Stars and Stripes on Flag Day. While we’re all familiar with the United States’ flag, we might not know all of the history behind this symbol.

To celebrate, we wanted to share a few fun facts about the history of the flag that might surprise you:

🔹 The current 50-star design was created by a 17-year-old. Robert G. Heft of Lancaster, Ohio, submitted the design as a high school project in 1958. It was chosen by President Eisenhower out of more than 3,000 submissions in 1960.

🔹 There have been 27 official versions of the flag. Twenty-five of those changes were solely to update the number of stars every time a new state joined the Union. The star additions were admitted on July 4th, and, together, they give us a rich visual history of the country's growth over time.

🔹 The colors for the flag have taken on their own meanings over the years. Charles Thomson, secretary of the Continental Congress in 1774, suggested that red represents hardiness and valor, white symbolizes purity and innocence, and blue stands for vigilance, perseverance, and justice.

🔹 Six American flags have been planted on the moon. Neil Armstrong and Edwin E. “Buzz” Aldrin were the first, but five additional Apollo missions have also left a flag on the lunar surface.

🔹 The current design is the longest-running version in history. No new states have been added since Hawaii joined the union in 1959, making this the most enduring flag design the country has ever had.

Wishing you a wonderful Flag Day filled with pride and appreciation for the history behind the flag we share.

As the cost of doing business continues to increase, we wanted to share a quick overview of equipment breakdown coverage...
06/09/2026

As the cost of doing business continues to increase, we wanted to share a quick overview of equipment breakdown coverage. This crucial piece of business coverage can help offset the costs related to key systems breaking down.

Swipe for an overview of what equipment breakdown coverage is, how it works, and why it can be so important for businesses that rely on critical pieces of equipment every day.

If your business depends heavily on critical systems to operate, it may be worth reviewing your current coverage portfolio to see what is and isn’t covered. Give us a call today, and we can get started.

June is National Fireworks Safety Month — a perfect time to plan summer celebrations that are fun and safe. Fireworks ar...
06/04/2026

June is National Fireworks Safety Month — a perfect time to plan summer celebrations that are fun and safe. Fireworks are exciting, but they also contribute to thousands of emergency room visits and fires each year.

While small displays put on near the home often seem safe, small fireworks can still pose a serious safety risk. However, there are plenty of ways to celebrate safely this summer. This can include laser light shows, drone displays, festive block parties, glow sticks, and confetti poppers.

It’s important to remember that even with precautions, accidents can still happen. Now is a good time to check in on your coverage and make sure you understand your liability basics heading into the season.

Have questions about your policy? Don’t hesitate to reach out to our team. We are here to help you.

With summer home-improvement projects top of mind for most, I wanted to reach out with a couple of upgrades you can cons...
06/01/2026

With summer home-improvement projects top of mind for most, I wanted to reach out with a couple of upgrades you can consider adding to your to-do list this season. Proactive maintenance and targeted upgrades can improve comfort and property value while reducing energy costs and even insurance claims.

Swipe for a few key home prep tips to consider this summer.

Preparing now can help protect your home, reduce insurance exposure, and improve long-term value. If you need recommendations for trusted local service providers, want tailored advice on prioritizing improvements that provide a strong return on investment (ROI), or just have a question, feel free to reach out. We’re here to help!

In honor of Memorial Day, we invite you to join us in taking time to remember and honor the brave men and women who made...
05/25/2026

In honor of Memorial Day, we invite you to join us in taking time to remember and honor the brave men and women who made the ultimate sacrifice to protect our country and preserve our freedom.

Please note that our office will be closed on Monday, May 25th, in observance of Memorial Day. We will resume normal business hours on Tuesday, May 26th, and will respond to any messages received during the closure as promptly as possible.

Wishing you a respectful and meaningful Memorial Day.

Summer calendar filling up? Before the weekends start flying by, it’s worth doing a quick summer “toys” insurance check ...
05/19/2026

Summer calendar filling up? Before the weekends start flying by, it’s worth doing a quick summer “toys” insurance check to ensure your summer adventures don’t come with an expensive surprise. Swipe to see which coverages are best for some common summer rides.

Not sure you’re fully covered ahead of this summer? Call our office today. We’re here to help you enjoy a stress-free, adventure-filled summer!

With National Senior Fraud Awareness Day on May 15th, we wanted to reach out to go over several common scams making the ...
05/13/2026

With National Senior Fraud Awareness Day on May 15th, we wanted to reach out to go over several common scams making the rounds so you can quickly identify potential scam messages.

✅ Tech Support Scams - Fraudsters impersonate reputable tech support representatives and claim there is a problem with your device. They seek remote access or payment to "fix" issues that don't exist.

✅ Government or Medicare Impersonation - Scammers pose as representatives from Medicare, the Social Security Administration, or other agencies to collect personal information or payments. Real agencies do not solicit such data by unsolicited calls, texts, or emails.

✅ Family Imposter Scams - Criminals pretend to be a loved one in distress and pressure you to send money immediately.

✅ Sweepstakes, Lottery, and Prize Scams - You are told that you have won money but must pay fees to collect your "winnings."

✅ Romance or Investment Scams - Scammers build emotional trust online, then exploit it for financial gain.

We hope these tips are helpful as we all navigate an increasingly online world. As always, if you have questions or need guidance within our area of expertise, do not hesitate to reach out. We are here to help.

If you own a vintage, antique, or collector vehicle, then you might be wondering what sort of auto policy you’ll need to...
05/12/2026

If you own a vintage, antique, or collector vehicle, then you might be wondering what sort of auto policy you’ll need to protect your investment. A regular auto policy will not adequately protect your investment, meaning that dedicated classic car coverage is needed to protect your vehicle. Swipe for more details.

If you’re looking to purchase classic car coverage for a vehicle or if you’d like to layer on helpful extras to an existing policy, don’t hesitate to reach out. We are here to help make sure your investment is fully protected.

In celebration of Mother’s Day, we want to take a moment to honor the mothers, grandmothers, and maternal figures who en...
05/10/2026

In celebration of Mother’s Day, we want to take a moment to honor the mothers, grandmothers, and maternal figures who enrich our lives with love, wisdom, and unwavering support.

We hope your day is filled with the appreciation, warmth, and joy you so richly deserve.

Happy Mother's Day!

Address

7866 Martinsburg Pike
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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