We Cover The Important Parts of Your Life
Gilbert provides a broad range of personal, business, and specialty insurance products that help reduce your unique risks and fit your specific protection needs.

Providing coverage you can trust since 1951.

Welcome to our family-owned and operated insurance agency.

Throughout the North Shore and Greater Boston area, people trust Gilbert Insurance to protect what’s important in their lives.

For over 70 years, the Gilbert family has provided exceptional service, solutions, and advice to individuals, families, and business owners in Reading, Medford, and throughout the region. Our local team of friendly and experienced staff specialize in designing policies to fit your personal and business insurance needs and budget.

Car

Our professional team guides drivers of all experience levels through the auto insurance process, providing multiple insurance quotes from over 15 of the top insurance carriers.

Learn More

Whether you are a first-time buyer or an existing homeowner, our local team will design a home insurance program that is tailored to you, your budget, and your property.

Learn More

With access to a wide range of insurance products from the top insurance carriers, our experienced team can meet the needs of startups and well-established companies.

Learn More

With thoughtful and responsive service, our team will assist you in finding life and disability insurance coverage tailored to fit your individual situation.

Learn More

Why Choose Gilbert Insurance

As a Trusted Choice® agent, Gilbert Insurance has pledged to our clients that we will make them feel valued and supported at all times when working with us. How do we do this? We start by matching you with one of our experienced insurance representatives who offer personalized guidance and recommendations. At Gilbert, we strongly believe that collaboration is the key to helping our clients reach their personal or business goals. We’re not just going to tell you what to do. Instead, we will listen, get to know you, gladly share our knowledge, and take time to explain why we are designing specific policies for your car, home, business, and more. Gilbert Insurance has been part of the community for nearly seven decades and we have welcomed thousands of individuals, families, and business owners into our “family”. We hope you will choose Gilbert Insurance for all your personal and business insurance needs.

Consistently voted one of the region’s best insurance agents.

Photo of Best of Reading Award 2016Photo of Best of Reading Award 2017Photo of Best of Reading Award 2018Photo of Best of Reading Award 2019Photo of Best of Reading Award 2020Photo of Best of Reading Award 2021Photo of Best of Reading Award 2022Photo of Best of Reading 2023 AwardPhoto of Best of Reading 2024 Award

Customer Service Resources

Need customer service? Here are some quick links to our most popular customer service areas that may be helpful.

Recent News

Image of two women looking at a cellphone during a meal

Tips for Recognizing and Avoiding RMV Phishing Scams

Stay protected from Massachusetts RMV phishing texts and other cyberattacks with essential tips from Gilbert Insurance.

Image of a construction worker using an electric drill

9 Lithium-Ion Battery Safety Precautions to Apply in the Workplace

The Li-ion batteries used in tools, equipment, and machinery can pose a fire risk. Learn ways to reduce this threat to your valuable business property.

Photo of torando damage on a home, a tree has fallen on a roof

Tornadoes: Interesting Facts and Important Storm Safety Tips

Massachusetts is experiencing more tornado watches, warnings, and touchdowns than ever. Learn more about these intense storms and how to prepare for them.

Gilbert Asks the Expert: Cybersecurity Insights for Small Business Owners from FlightPath IT President Jonathan Sheldon

Jonathan Sheldon, president of Boston-area IT services company FlightPath IT, provides cybersecurity insights on how to protect your small business against cyberattack.