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Business Details
44 Years
experience
Your Trusted Insurance Partner in Boston, MA
Dowling Insurance has been a trusted name in the insurance industry since 1982, dedicated to providing personalized solutions for personal and business clients across Greater Boston and the South Shore of Massachusetts. Our agency prides itself on assembling a team of licensed professionals who prioritize customer satisfaction through tailored insurance strategies that minimize risk while maximizing coverage. Recognized as a Five Star Agency by the Massachusetts Association of Independent Agents for over a decade, we combine industry expertise with a commitment to community, exemplified by our long-standing partnership with Boston MedFlight. Our approach, known as The Dowling Difference, emphasizes transparency, responsiveness, and a deep understanding of client needs, ensuring generations of customers return for comprehensive insurance solutions. With over 30 years of experience, we partner with leading providers to secure competitive rates while maintaining a focus on exceptional service.

Our teams dedication to continuous improvement and ethical practices has earned us a reputation as a reliable advisor in navigating complex insurance landscapes. We serve diverse industries including auto repair, restaurants, and contractors, offering specialized coverage such as cyber liability and commercial auto policies. Client testimonials highlight our efficiency, knowledge, and ability to deliver customized solutions without over-selling. Our involvement with Boston MedFlight underscores our commitment to supporting critical community services through donations and awareness. For a complimentary policy review or free quote, our Five Star representatives are available to discuss your unique insurance requirements.
Services
Business Insurance Auto Insurance Home Insurance Life Insurance Cyber Liability
Details
  • Year established: 1982
Highlights and features
  • We offer 30+ years of experience in customized insurance solutions.
  • Our team holds a Five Star Agency Designation from MAIA.
  • We provide personalized risk management strategies for unique needs.
  • Clients praise our responsive, knowledgeable, and ethical service.
  • We support critical community services like Boston MedFlight.
Associations and certifications
  • Five Star Agency Designation (MAIA)
What people say
Efficient, trustworthy Professional and pleasure to deal with Excellent service for many years Always available to answer questions Genuinely care about clients
Services
Business Insurance
Dowling Insurance provides tailored business insurance plans protecting companies of all sizes across Massachusetts. Our offerings include general liability, cyber liability, workers' compensation, and specialized coverage for industries like restaurants and contractors. With partnerships among top insurers, we secure competitive rates while ensuring comprehensive protection for assets, employees, and operations.
Auto Insurance
We offer customizable auto insurance policies for personal and commercial vehicles, including fleet coverage. Our solutions balance affordability with protection against liability, accidents, and unexpected damages, supported by expert guidance to match drivers' specific needs and risk profiles.
Home Insurance
Dowling Insurance designs home insurance policies safeguarding against common risks like fire, theft, and natural disasters. We provide tailored coverage options for homeowners and renters, ensuring financial security and peace of mind through competitive rates and responsive claims support.
Life Insurance
Our life insurance solutions offer long-term financial protection for families and dependents. We help clients select term or permanent policies aligned with their estate planning goals, ensuring beneficiaries receive timely payouts while optimizing premium costs.
Cyber Liability
Designed for modern businesses, our cyber liability insurance protects against data breaches, ransomware attacks, and other digital threats. Coverage includes legal fees, notification costs, and recovery expenses, supported by risk assessment services to strengthen cybersecurity defenses.
People
Bob Dowling Jr.
Commercial Lines
With extensive experience in commercial insurance, Bob Dowling Jr. specializes in crafting tailored risk management solutions for businesses across Massachusetts.
Scott Edwards
Commercial Lines
Scott Edwards provides expert guidance on business insurance policies, leveraging industry knowledge to protect companies from financial risks.
Dave Rooney
Commercial Lines
Dave Rooney focuses on delivering comprehensive insurance strategies for commercial clients, ensuring coverage aligns with evolving business needs.
Bob Dowling Sr.
Founder
As founder of Dowling Insurance, Bob Dowling Sr. established a legacy of personalized service and community commitment since 1982.
Paul Dowling
Insurance Professional
Paul Dowling assists clients with insurance planning, combining technical expertise with a client-centered approach to risk management.
Questions
What types of insurance does Dowling Insurance offer?
We provide business insurance, auto insurance, home insurance, life insurance, and cyber liability coverage for personal and commercial clients.
How is Dowling Insurance different from other agencies?
Our Five Star Agency designation, 30+ years of experience, and personalized approach called The Dowling Difference set us apart through tailored solutions and exceptional service.
Do you serve clients outside Greater Boston?
While focused on Greater Boston and the South Shore, we work with clients across Massachusetts to meet their insurance needs.
How can I get a free insurance quote?
Call us at 781-848-7652 to speak with a representative who will review your needs and provide a complimentary, no-obligation quote.
What payment methods do you accept?
Payment options are discussed during policy setup; contact our office directly to confirm available methods for your account.
Does Dowling Insurance support local charities?
Yes, we actively support Boston MedFlight, a nonprofit providing critical medical transport services, through donations and awareness campaigns.