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Business Details
44 Years
experience
Your Trusted Insurance Partner in Rutland, VT
Cavalieri Insurance Agency has been serving Vermont communities since 1982, providing personalized insurance solutions tailored to individual client needs. Founded as a family-run business, our agency is led by a father-and-son team with decades of combined experience in property, casualty, health, and life insurance. We specialize in auto, homeowners, renters, and Medicare Supplement policies, prioritizing client education and cost-effective coverage. Our independent status allows us to partner with multiple carriers, ensuring competitive rates and comprehensive protection. With over 40 years of industry expertise, we've helped thousands of clients save money while securing optimal insurance plans. Our commitment to transparency and customer-centric service has earned us numerous awards and a 90% client satisfaction rate.

We approach insurance with the philosophy that clients should receive only necessary coverage, eliminating redundant policies to maximize value. Our team of licensed professionals provides 24/7 support, handling all administrative tasks to simplify the insurance process for our clients. We maintain strong relationships with major insurance providers and offer complimentary guidance for navigating Medicare.gov. Our Rutland-based agency continues to grow through referrals from satisfied clients who appreciate our personalized approach and dedication to protecting Vermont families.
Services
Auto Insurance Homeowners Insurance Renters Insurance Medicare Supplement Tax Services
Details
  • Year established: 1982
Highlights and features
  • We've helped Vermont residents save on insurance since 1982 with personalized plans
  • Our independent agency model provides access to 68+ insurance products
  • We guarantee 24/7 support for policyholders in Rutland and surrounding areas
  • Our team holds 56 industry awards for exceptional client service
  • We prioritize necessary coverage only, eliminating redundant insurance policies
What people say
Great to work with Best plan available Saved money Personalized service Knowledgeable staff
Services
Auto Insurance
Our auto insurance policies protect Vermont drivers with customizable coverage options. We compare rates across multiple carriers to find affordable premiums while ensuring adequate protection. Our team handles policy comparisons, paperwork, and claims assistance, helping clients navigate liability limits and coverage requirements specific to Vermont state regulations.
Homeowners Insurance
We provide comprehensive homeowners insurance covering property damage from fire, theft, and natural disasters. Our policies protect both the dwelling and personal belongings while including liability coverage for accidents on your property. As an independent agency, we secure competitive rates from multiple providers to match your home's specific needs.
Renters Insurance
Our renters insurance policies protect personal property against damage or theft for less than a dollar daily. Coverage includes liability protection and additional living expenses if displacement occurs. We help Vermont renters understand policy details and ensure adequate protection for their belongings regardless of landlord requirements.
Medicare Supplement
We specialize in Medicare Supplement plans that cover out-of-pocket costs not included in Original Medicare. Our advisors help Vermont seniors compare plan options, navigate enrollment periods, and understand coverage details. We provide complimentary assistance with Medicare.gov to help clients find prescription drug plans that complement their supplement policies.
Tax Services
Cavalieri Tax Services offers professional tax preparation for individuals and small businesses. Our certified professionals maximize refunds while minimizing tax liabilities through accurate return preparation. We stay current with federal and Vermont state tax code changes to ensure compliance while optimizing clients' financial outcomes.
People
Thomas Cavalieri
Owner
With over 40 years in insurance, Thomas Cavalieri co-founded the agency in 1982. His expertise in property and casualty insurance ensures clients receive comprehensive protection. He maintains strong carrier relationships to secure competitive rates for Vermont residents.
Eric Cavalieri
Agent
Eric Cavalieri provides personalized insurance solutions with a focus on auto and homeowners policies. As second-generation staff, he combines family tradition with modern insurance practices to serve Rutland area clients effectively.
Rebecca DeKalb
Insurance Agent
Rebecca DeKalb specializes in Medicare Supplement plans and senior insurance solutions. She helps Vermont seniors navigate Medicare options while ensuring proper coverage for changing healthcare needs through personalized policy comparisons.
Anthony Cavalieri
Agent
Anthony Cavalieri focuses on commercial insurance solutions for Vermont businesses. His expertise includes liability coverage and workers' compensation policies that protect companies from professional negligence claims and operational risks.
Joleen Durfee
Tax Specialist
Joleen Durfee leads our tax services division, preparing accurate federal and state returns for individuals and small businesses. Her attention to detail ensures clients maximize refunds while maintaining full compliance with Vermont tax regulations.
Questions
What insurance services do you offer?
We provide auto, homeowners, renters, Medicare Supplement, and tax services. Our independent agency model allows us to offer policies from multiple carriers tailored to Vermont residents' needs.
How can you help me save on insurance?
By comparing rates across 68+ insurance products, we find competitive premiums without compromising coverage. Our 40+ years of experience identify cost-saving opportunities specific to your insurance requirements.
Do you offer 24/7 support?
Yes, our team provides 24/7 assistance for policyholders in Rutland and surrounding Vermont areas. We handle urgent insurance needs and policy adjustments outside regular business hours.
Are you affiliated with specific insurance companies?
As an independent agency, we partner with multiple carriers to find optimal coverage. This allows us to offer unbiased recommendations rather than promoting specific companies' products.
How often should I review my policy?
We recommend reviewing insurance policies every 2-5 years or when facing significant life changes. Regular reviews ensure your coverage remains adequate and competitive in Vermont's insurance market.