133 Defense Highway Suite 214 Annapolis, MD 21401

(410) 777-5390
neal@oldbayinsurance.com
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Local Agents Who Work For You

Actual agents who live in your neighborhood, mutual trust is our number one focus

An Agency that supports their clients current and future needs

Saving money, reviewing policies, help protect their assets and future demands

Your Journey Starts Here

We can help you bridge the gap between where you are and where you want to be.

Auto 

Auto 

In most states, you’re required by law to carry car insurance. 

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Home

Home

What would happen if a disaster struck your home tomorrow?

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Business

Business

As a business owner, every transaction you complete is fraught with peril.

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Personal

Personal

Our insurance is a collection of protective insurance policies for any family. 

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Meet Our Agents

Neal Tatterson

Neal Tatterson

Agent/Owner

Rick Bowers

Rick Bowers

Agent

Sharon Richards

Sharon Richards

Agent

Our Education Center

<p>Charitable Giving: Smart from the Heart</p>

Charitable Giving: Smart from the Heart

Do you have causes that you want to support with donations?
Learn More
<p>Your Emergency Fund: How Much Is Enough?</p>

Your Emergency Fund: How Much Is Enough?

Having an emergency fund may help alleviate the stress and worry associated with a financial crisis.
Learn More
<p>Disability and Your Finances</p>

Disability and Your Finances

In the event of an unforeseen accident or illness, disability insurance may be a good way to protect your income and savings.
Learn More

"Old Bay Insurance company has been great for us. We can always count on Neal to give us whatever information we need right away. I give this company a 5 Star review rating."

- Carolyn Riggins

"Neal is super easy to work with. Great communication. Replies to requests efficiently and professionally. Always tries to find the best policy and value combined for my specific needs. I recommend Old Bay and their personalized service."

- Jo Burkholder

"Working with Neal was great. We had a difficult situation that he managed us thru. He was able to find the right insurance for us and our specific situation. He was diligent, thoughtful, knowledgeable and a nice guy. Highly recommend Neal and Old Bay Insurance."

- David Vogel

"Neal just saved me BIG bucks on my auto policy renwal. I have used Neal Tatterson as my Agent for all my insurance needs for about 20 years now. He is very attentive to service and is concerned with both my expenses and my liability exposure."

- Roger Gerst

"What a great team at Old Bay Insurance. They are responsive, professional and work to get you what you need."

- Christian Dimenna

"I joined Old Bay on the recommendation of my lender when I bought a new house. Im incredibly happy with Neal and everyone else at Old Bay. Wouldn't go anywhere else."

- Jason Guest

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