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Business Details
We are Pittsfield Insurance Agency, a trusted New Hampshire insurer that has served the community since 1986. Our founding principle, Good Old-Fashioned Customer Service, guides every interaction with our clients. In 1996 we were acquired by Janet Tarantino, who continued Cliff Grays commitment to put customers first. A decade later, in 2025 we joined forces with Boufford Insurance Agency, a respected independent carrier with over 20 years of experience. This partnership expands our network while preserving the personal touch our clients have always valued. We offer a comprehensive range of personal and commercial policies, from auto and motorcycle to general liability and workers compensation.

Our agents are licensed across New England, giving us deep knowledge of local regulations and risk factors. We pride ourselves on clear, straightforward explanations that demystify insurance jargon for every client. We maintain strict professional standards, continuously training our team to stay ahead of industry changes. Our dedication to honesty and care has earned us repeat business and community trust for decades. We invite you to experience the difference of a local agency that combines expertise with genuine customer focus.
Highlights and features
  • Weve served New England since 1986.
  • Were partnered with Bouffords 20year expertise.
  • We offer 30+ carriers for diverse coverage.
  • We provide 24/7 online policy management.
  • We maintain a customerfirst, transparent approach.
Services
Personal Auto
Personal Auto coverage protects your vehicle and gives you peace of mind while you drive. It is tailored for individual drivers, providing liability, collision, and comprehensive protection that fits diverse needs. Clients enjoy competitive rates, swift claims handling, and expert guidance on policy options to maximize coverage.
Commercial Package
Our Commercial Package bundles essential business coverages into a single, costeffective plan. It includes property, general liability, workers compensation, and business auto coverage for small and mediumsize enterprises. Business owners benefit from simplified policy management, competitive pricing, and proactive riskmitigation support.
General Liability
General Liability coverage protects your business from thirdparty claims of bodily injury or property damage. It is essential for contractors, retailers, and service providers who interact with clients on site. Clients gain confidence knowing that legal costs, settlements, and regulatory penalties are covered within a single policy.
Workers Comp
Workers Compensation insurance safeguards employees and employers against workplace injuries and illnesses. The policy covers medical expenses, wage replacement, and rehabilitation services for injured workers. Employers benefit from compliance with state mandates, reduced claim disputes, and a safer work environment.
Business Auto Policies
Business Auto Policies cover fleet vehicles, commercial trucks, and company cars used for operations. Coverage options include liability, collision, and uninsured motorist protection tailored to business needs. Clients experience seamless claims handling, flexible payment plans, and expert advice on risk management.