Business Details
50+ Years
experience
Your Trusted Insurance and Financial Services Partner in Naugatuck, CT
Founded in 1928, the Chittenden Group has established itself as a trusted provider of insurance and financial solutions. As a fourth-generation, family-owned business, we prioritize personalized service and long-term client relationships. Our expertise spans business insurance, personal insurance, employee benefits, and financial planning, tailored to meet diverse client needs. With offices in Connecticut and Florida, we partner with top-rated carriers to deliver customized coverage options. Our team approach ensures clients receive specialized support for complex needs, including OSHA compliance and risk management.We emphasize transparency, ethical practices, and community engagement in all our operations. The Chittenden Difference reflects our commitment to treating clients like family while maintaining industry-leading standards. Our specialists work collaboratively to simplify insurance and financial planning processes for individuals and businesses. Decades of experience inform our ability to navigate evolving regulatory landscapes and market conditions. This foundation of trust and expertise continues to drive our success across multiple generations.
Services
Business Insurance
Personal Insurance
Employee Benefits
Financial Services
Life Insurance
Retirement Planning
Portfolio Management
Auto Insurance
Homeowners Insurance
Cyber Liability
Details
- Year established: 1928
Highlights and features
- We offer 95+ years of experience in insurance and financial services
- Our fourth-generation family-owned business prioritizes personalized service
- Team approach ensures access to specialized insurance and financial experts
- Customized solutions for complex needs including OSHA compliance and risk management
- Partnerships with multiple top-rated insurance carriers for competitive options
What people say
Extremely satisfied
Best value
Professionalism
Saved money
Responsive team
Services
Business Insurance
Comprehensive protection for commercial properties, equipment, and operations. Our specialists design customized policies covering general liability, workers' compensation, cyber liability, and employment practices. With 120+ years of combined experience, we create risk management strategies that protect businesses while optimizing costs through multiple carrier options.
Employee Benefits
Customized benefits packages that attract and retain talent. We develop solutions including health insurance, retirement plans, HSAs, and voluntary benefits programs. Our HR Compliance experts ensure regulatory adherence while balancing employer costs and employee needs through full-funded and self-funded options.
Financial Services
Holistic financial planning addressing retirement, investment management, and life insurance needs. Our team creates personalized strategies for asset protection and growth, incorporating tax-efficient portfolio management and long-term care solutions backed by decades of market experience.
Personal Insurance
Tailored protection for personal assets including homes, vehicles, and valuable possessions. We offer competitive policies for auto, homeowners, umbrella insurance, and specialty lines through premier carriers, with specialists ensuring optimal coverage at cost-effective rates.
Risk Management
Proactive strategies to minimize business exposures through OSHA compliance support and experience modification reviews. Our specialists provide practical solutions for workplace safety improvements and cost containment in workers' compensation programs.
People
Dave Pires
Insurance Specialist
Experienced insurance professional with over a decade of expertise in property and auto insurance, consistently delivering cost-effective solutions for residential and commercial clients.
Maria
Customer Service Representative
Dedicated insurance professional with four+ years of experience providing efficient, personalized service for auto and home insurance needs while maintaining high client satisfaction.
Charlie
Agency Principal
Longtime insurance leader with decades of experience guiding clients to optimal coverage solutions, specializing in personal and commercial insurance programs with exceptional client advocacy.
Joann Knapp
Insurance Broker
Certified insurance professional with 15+ years of experience delivering personalized auto and renter's insurance solutions, recognized for exceptional customer service and competitive pricing expertise.
Beth
Insurance Specialist
Experienced insurance advisor known for helping clients achieve significant savings while enhancing coverage through personalized service and comprehensive market comparisons.
Questions
What types of insurance does Chittenden Group offer?
We provide business insurance (property, liability, workers' comp), personal insurance (auto, home, umbrella), employee benefits, and specialty insurance products.
How is Chittenden Group different from other agencies?
As a fourth-generation family-owned business since 1928, we combine deep expertise with personalized service through our team-based approach.
Do you offer financial planning services?
Yes, our Financial Services team offers retirement planning, portfolio management, life insurance, and long-term care solutions tailored to individual needs.
Are there special programs for business owners?
We offer exclusive programs including Access Choice employee discounts, Captive Approach cost management, and HR Compliance support.
Videos
Reviews (7)
Mr. Bell
Feb 27, 2022
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I have never been so impressed with an agent or agency period. Alan Kain was outstanding! He not only gave us better coverage, but he also saved us over $1000 dollars! Alan and his team are amazing, and I highly recommend going to him for all your insurance needs. Thanks Alan!
Janis Dera
Feb 25, 2022
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Chittenden Group Insurance really goes the extra mile. I was unable to sign for my new policies because I don't have a computer so my agent, Alan Kain, drove all the way to East Hampton to see me! He was so kind and respectful of my home. If I ever need help, he and his team are on top of it. I feel safe knowing I have such great backup and isn't that really the point? Thank you Alan!
Farrukh Ahmad
Feb 24, 2022
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Alan Kain was amazing in quoting my new home. I received great price and great service. I will definitely be having him quote my investments and auto policy when they renew and reffering my friends. This is a company that goes the extra mile. Don't waste your time going anywhere else.
Anthony Luccaro Jr
Feb 22, 2022
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Having been with many other agency's you are able to compare and contrast brokers and agencies. Top to bottom not only is the Chittenden team well versed in their products, but they offer a breath of services. They work hard for you on renewals and fight to get you the best result. Even with other policy's not directly in Chittenden's lane, they take the time to review and offer input for the best outcome of your business. Be in Sherri, Dawn, Terry, Ted, Sam or Pedro Squared it is a fantastic team! AJL//
Phil Spillane
Feb 18, 2022
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Charlie Harrison has been my guy for over 30 years. His commitment to customer service is outstanding and I would recommend him and the agency to anyone who wants haassle-free insurance representation. When things happen and you need an insurance agency that is there for you, nobody does it better than Charlie and his staff a Warwick-Chittendon!
Sam Tasker
Feb 09, 2022
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This was my first experience having to purchase homeowner insurance. I just bought a new house and I thought the process was going to be a nightmare. Far from it. I was referred to Alan Kain and process of getting me a policy was so streamlined, I couldn't have asked for anything more. I imagined tons of paperwork, so much back and forth but Alan had a process that was so effortless. I had a quote that was much less than anticipated and he even got compliments from my lender! He was so fast, efficient and responds to me in seconds. I won't be going anywhere!
Angie
Feb 05, 2022
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I am very grateful to my neighbor who recommended me the Chittenden agency. Charlie and Beth are just so very helpful to find the best rates for my insurance needs. I saved over $100 and received higher coverage than before. Now other members of my family are also using their expertise. Thank you for all you do.
