Business Details
50+ Years
experience
Your Trusted Insurance Partner in Norwood, MA
Dempsey Insurance Agency has been a family-owned and operated insurance provider for over 70 years, serving Norwood, MA and surrounding communities. Our agency prioritizes personalized service, representing multiple carriers to offer tailored personal and commercial insurance solutions. With three generations of experience, we combine deep industry expertise with a commitment to community relationships. Our team includes dedicated professionals like President Robert Dempsey, Vice President Patrick Dempsey, and Claims Manager Kate Dempsey, ensuring continuity and accountability.We emphasize transparency in operations, providing clear explanations of coverage options and compensation structures. Our customer-first approach focuses on finding cost-effective solutions through multi-policy discounts and comprehensive policy reviews. As active members of the Massachusetts Association of Insurance Agents, we maintain industry leadership while delivering responsive claims support and policy management services.
Services
Auto Insurance
Home Insurance
Life Insurance
Business Insurance
Commercial Auto
Workers Compensation
Condo Insurance
Renters Insurance
General Liability
Professional Liability
Details
- Year established: 1955
Highlights and features
- We offer 70+ years of combined insurance expertise with three generations of family leadership.
- Our agency provides personalized policy reviews to ensure optimal coverage and cost efficiency.
- We represent multiple insurance carriers to offer competitive rate comparisons.
- Our team includes Massachusetts Association of Insurance Agents board members.
- We maintain transparent compensation disclosures and dedicated claims representatives.
What people say
Welcoming and friendly
High quality insurance
Prompt service
Best of the best
Knowledgeable professionals
Services
Auto Insurance
We provide comprehensive auto insurance solutions tailored to individual and family needs. Our policies protect against liability, collision, and uninsured motorists while offering discounts for bundling and safe driving. With access to multiple carriers, we help clients find competitive rates that match their specific coverage requirements and budget constraints.
Home Insurance
Our home insurance policies safeguard residential properties against common risks including fire, theft, and natural disasters. We offer customizable coverage options for homeowners, condo owners, and renters through five different insurance carriers. Our agents help clients evaluate appropriate coverage levels and identify potential discounts to optimize protection and affordability.
Business Insurance
We specialize in comprehensive business insurance packages for Massachusetts companies. Our offerings include general liability, commercial auto, and workers compensation policies tailored to specific industries. The agency provides specialized coverage for restaurants, contractors, and professional service providers while maintaining focus on risk management and claims support for business clients.
Life Insurance
Our life insurance solutions provide financial protection for families and dependents. We offer term and permanent life policies that can be integrated with broader financial planning strategies. The agency emphasizes transparent policy explanations and helps clients evaluate appropriate coverage amounts based on individual circumstances and long-term financial goals.
Claims Assistance
We provide dedicated claims handling services with in-office representatives available to assist clients throughout the process. Our team advocates for policyholders during claims disputes and offers guidance on documentation requirements. The agency emphasizes prompt communication and follow-up to ensure efficient resolution of insurance claims for both personal and commercial policies.
People
Robert Dempsey
President / CEO
43-year insurance veteran and third-generation leader with Babson College MBA. Maintains family commitment to customer-first service while overseeing agency operations and strategic direction.
Patrick Dempsey
Vice President
15-year industry professional with experience across all business segments. Serves on Massachusetts Association of Insurance Agents board and manages commercial lines operations.
Kate Dempsey
Claims Manager
Licensed agent with 10 years insurance experience following decade in nonprofit marketing. Oversees claims processing and manages client communications during claim resolution.
Questions
How can I save on insurance premiums?
Combine home and auto policies for multi-policy discounts or schedule a comprehensive policy review to eliminate unnecessary coverage.
What if my current bundled policy isn't optimal?
Our agents can analyze existing coverage and identify gaps or redundancies to create a more efficient insurance package.
Why choose an independent agent over direct insurers?
We represent multiple carriers to find customized solutions rather than offering standardized policies from a single provider.
Can I modify my coverage after purchase?
Yes, policies can be adjusted at any time though we recommend careful initial selection to meet ongoing needs.
How does your claims process work?
Contact our office directly to speak with dedicated claims representatives who will guide you through documentation and resolution.
Reviews (7)
William Robert
May 01, 2021
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They do have good customer service, and they are generally cheaper than the big box insurance company's, however you can get better prices with better customer service elsewhere..... I'm not perfect and made a $5.00 mistake with one of their providers, Dempsey tried raking me over the coals, I'm glad that they did, I've saved approximately $100.00 a year since I left them.
Greg Babbitt
Jan 07, 2021
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Positive:Professionalism,Responsiveness
I would like to publicly acknowledge the fantastic customer support that Christine Bodle provides. She is very attentive, detailed and knowledgable in responding to any questions that I have. Thank you, Christine!
I would like to publicly acknowledge the fantastic customer support that Christine Bodle provides. She is very attentive, detailed and knowledgable in responding to any questions that I have. Thank you, Christine!
Matt Shea
Nov 17, 2020
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Positive:Professionalism,Responsiveness
These folks will go above and beyond to get you taken care of. Truly a good feeling to know they care and they're fighting for you, not against you. God bless you guys and gals at Dempsey, and keep up the good work!
-Matt S.
These folks will go above and beyond to get you taken care of. Truly a good feeling to know they care and they're fighting for you, not against you. God bless you guys and gals at Dempsey, and keep up the good work!
-Matt S.
Christopher Penza
Jun 11, 2020
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I have been a loyal customer of Dempsey Insurance for over 20 years. Recently I was contacted by Wendy Jackman. She wanted to make sure that I had the best coverage needed at the best price. I had a million questions for Wendy to answer and she more than up to the task. She was very thorough, articulate, and knowledgeable. I couldn't have been happier with my experience and look forward to continue working with Dempsey Insurance for another 20 years and more.
Kim Reed
Aug 21, 2019
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If you want amazing service go see Wendy at Dempsey Insurance. I am one of those needy customers and she never makes me feel bad about calling. She incredibly helpful, patient and friendly. She understands that families need to prioritize bills and she always tries to get me the best rates. I wouldnt go anywhere else! Thanks Wendy!
Kim Z.
Oct 09, 2018
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You'll be hard pressed to find better than the care & quality of service that Dempsey Insurance provides. Long standing family business who responds quickly and kindly to all inquiries. Easily accessible locally and also by commuter rail. My family has been with them for decades and I cannot provide enough positive accolades.
Emily S.
May 12, 2016
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My family has used Dempsey Insurance for years. I recently had to go through a complicated transaction with registrations and the RMV and new insurance. I would have been lost without Derek's help! He was amazingly helpful and helped me understand the process at the RMV and how it linked up with car insurance. He was so prompt in his email responses and helpful over the phone. All around a good experience.
