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Business Details
26 Years
experience
Your Trusted Insurance Partner in Boston
At Cleary Insurance, we believe lifes greatest achievements require taking risksbut managing those risks is essential. Founded in 2000 by William J. Cleary III and his father, weve built a reputation as a mid-sized agency prioritizing personalized service and innovative insurance solutions. Our team of experts takes the time to understand each clients unique needs, offering tailored policies for businesses and individuals across commercial, personal, life, and group benefits insurance.

With decades of combined experience, we partner with top-tier carriers while maintaining a relentless focus on customer service. Whether youre a Fortune 500 company or a local entrepreneur, our goal is to provide comprehensive coverage that empowers you to pursue your goals with confidence. Headquartered in Boston, we serve clients throughout Massachusetts and beyond, combining local expertise with national resources to deliver peace of mind.
Services
Commercial Insurance Personal Insurance Life Insurance Group Benefits Cyber Insurance Workers Compensation Umbrella Policy Business Interruption
Details
  • Year established: 2000
Highlights and features
  • We offer 25+ years of specialized insurance expertise.
  • Our team customizes policies to match individual client needs.
  • We partner exclusively with top-tier insurance carriers.
  • Our customer service prioritizes long-term client relationships.
  • We serve businesses of all sizes, from startups to Fortune 500s.
What people say
Personalized service Knowledgeable team Tailored solutions Quick claims processing
Services
Commercial Insurance
We provide tailored commercial insurance solutions for businesses of all sizes. Our team evaluates your companys unique risks to create comprehensive policies covering liability, workers compensation, cyber threats, and more. With expertise in industries ranging from nonprofits to Fortune 500s, we ensure your business stays protected against disruptions while maintaining compliance and financial security.
Life Insurance
Our life insurance policies offer financial security for your loved ones. We help individuals select term or permanent coverage that aligns with their familys needs, estate planning goals, and budget. By working with top-rated carriers, we ensure competitive rates and straightforward policy terms that provide peace of mind for both policyholders and beneficiaries.
Group Benefits
We design group benefits packages that attract and retain talent while meeting employer needs. Services include health, dental, vision, disability, and retirement plans tailored to company size and industry. Our consultants guide employers through plan selection, employee enrollment, and compliance requirements, ensuring cost-effective solutions that support workforce well-being.
Cyber Insurance
Cyber insurance protects businesses against digital threats like data breaches and ransomware. We assess your cybersecurity risks to create policies covering incident response, legal liabilities, and business interruption losses. Our team stays updated on evolving cyber risks, offering proactive guidance to minimize vulnerabilities and ensure rapid recovery from cyber incidents.
Workers Compensation
We offer workers compensation insurance to cover job-related injuries and illnesses. Our policies ensure employees receive medical care and wage replacement while protecting employers from liability claims. We work with businesses to implement safety protocols that reduce workplace risks and lower insurance costs over time.
People
William J. Cleary III
Founder
Co-founded Cleary Insurance in 2000 with his father. Brings 25+ years of industry experience, focusing on client relationships and strategic growth. Prioritizes personalized service and risk management expertise.
Questions
What types of insurance does Cleary Insurance offer?
We provide commercial, personal, life, and group benefits insurance, including specialized coverage like cyber insurance and workers compensation.
How do you customize insurance policies for clients?
We conduct detailed risk assessments and consult with clients to understand their specific needs, then design policies using our network of top-tier carriers.
Do you serve businesses outside Massachusetts?
While headquartered in Boston, we serve clients across Massachusetts and can assist businesses in other states through our carrier partnerships.
Can I manage my policy online?
Yes, our InsurLink portal allows clients to review policies, request changes, and access certificates of insurance from any device.
What sets Cleary Insurance apart from competitors?
Our 25+ years of experience, personalized approach, and focus on long-term client relationships ensure coverage that evolves with your needs.