We're With You
Want to protect what matters most? We’re with you.
Need guidance? We’re with you.
Do you value relationships? We’re with you.
Practices
Property & Casualty and Employee Benefits programs for individuals, families and businesses.

Auto Insurance
Because we work with multiple carriers, you’ll get a competitive auto insurance quote every time — no matter what kind of vehicle you have.

Homeowners
Your home is your most valuable asset. Come fire, accident or natural disaster, we’ll make sure it’s protected with the right homeowners or renters insurance policy.

Business Insurance
Every Day You Face Risk. Risks to your business, profits, people, and reputation. Choosing the right partner who takes a consultative approach to risk management is crucial.

Private Client Group
Private Client Group members have specialized insurance needs. We help you protect your significant assets, maintain your family’s well-being and ensure your legacy.

Employee Benefits
Our team specializes in providing solutions to control insurance costs through alternative markets, self-funding, captives and more. Stabilizing insurance premiums and improved management of healthcare costs is critical for employers and we help guide you.

Life Insurance
You don’t buy life insurance FROM RogersGray, you buy life insurance WITH RogersGray. We’re committed to making sure you always have one of the most intelligent, thoughtful people in the business to turn to.
From Our Blog
MA RMV Closure For Upgrades
This coming weekend, the Massachusetts RMV will be upgrading their technology system to improve customer service. All RMV services will be unavailable from 4:30pm Friday, November 8th through Monday, November 11th. This includes: Registration Services AAA RMV...
MA Paid Family Medical Leave Has Arrived
The October 1st Paid Family Medical Leave contribution date has arrived in Massachusetts! For the last 2 months, we have spent the majority of our time and energy helping clients navigate the Private PFML market by helping obtain proposals, going through...
Home Sweet Home Business
Technology has changed the landscape for budding American entrepreneurs. As the continued evolution takes place to expand and connect us in ways we hadn’t even thought of 5, 10, or 20 years ago, more and more people are starting their own businesses from the comfort...
Answers to Your Questions
How much should my deductible be?
As a general rule, your insurance deductible should be as big as you can afford. If you have a loss and you have a $1,000 deductible, you will be responsible for the first $1,000 out of pocket. The larger the deductible, the less you pay in premium.
What does renter’s insurance cover?
Renter’s insurance protects a renter in the event of a fire, burglary, loss of use or other disaster. Depending on coverage options, a renter’s insurance policy covers personal items and assets including but not limited to clothing, computers, televisions, furniture and more. Renter’s insurance is advisable to safeguard your possessions as your landlord’s policy will NOT cover any damage to your residence.
What insurance is required for a seasonal rental property?
Most carriers provide the owner occupied homeowner the ability to rent their property out on a limited basis. For example, you own a home on Cape Cod and would like to rent it out for the summer in weekly increments. Requirements vary on carriers, specific situations should be discussed with your client manager. Contact Us for more information on personal insurance homeowner policies.
Is there an alternative to the MA Fair Plan?
Yes, RogersGray has an exclusive homeowners insurance program called Monomoy. Its rates are comparable to the MA Fair Plan and the coverage is far superior. Request a quote to find out if you’re eligible.
I’m starting a new business, what insurance coverage will I need?
The basic coverage that will be required when starting your own business is Property, General Liability, Commercial Auto, Professional Liability (Errors & Omissions), Umbrella, and Worker’s Compensation. That being said, insurance needs will vary in different businesses and depending on the industry of your new business there may be other coverage that is legally required. Also note that home-based businesses are not covered under personal insurance policies.
What is cyber liability insurance?
At a high level, Cyber Liability provides data security coverage. This could cover losses due to data that was stolen from your business. This could also cover your business in the case of being sued over the case of clients/customers personal information being breached.
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Contact Us
434 Route 134
South Dennis, MA 02660
Phone: 508-619-4545
Fax: 877-816-2156
24 Hour Emergency Claims Center:
866-709-8001