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Your Trusted Insurance Partner Since 1877
Since 1877, T.M. Ryder Insurance Agency has provided personalized insurance solutions to residents of Southeastern Massachusetts. As a fourth-generation family-owned business, we combine over 140 years of experience with modern expertise to deliver tailored property and casualty insurance services. Our team of licensed professionals specializes in both personal and commercial lines, maintaining strong partnerships with reputable insurers to ensure optimal coverage at competitive rates.

We prioritize customer relationships through transparent communication, proactive policy reviews, and dedicated claims support. Our commitment to community involvement and ethical practices has established us as a trusted local resource for comprehensive insurance protection.
Services
Auto Insurance Homeowners Insurance Commercial Property Boat Insurance Flood Insurance Motorcycle Insurance Renters Insurance Umbrella Policies Antique Auto Coverage Inland Marine Insurance
Highlights and features
  • 4th generation family-owned agency with 140+ years of local expertise
  • Personalized insurance solutions from multiple carrier options
  • Proactive policy reviews to ensure optimal coverage and savings
  • Dedicated claims support and policy management services
  • Active community involvement and local market specialization
What people say
Prompt and efficient Saved hundreds annually Personalized service Knowledgeable staff Seamless claims process
Services
Auto Insurance
We provide comprehensive auto insurance solutions with access to multiple carriers. Our specialists help clients secure optimal coverage for personal vehicles, antique cars, and commercial fleets. Services include policy reviews, discount optimization, and claims assistance for accidents, theft, and natural disasters.
Homeowners Insurance
Our homeowners policies protect against property damage, liability claims, and additional living expenses. We offer standard coverage and specialized options for coastal properties, high-value homes, and unique possessions like jewelry and firearms through various insurance providers.
Commercial Insurance
We design comprehensive commercial packages for businesses of all sizes. Our offerings include property insurance, liability protection, workers' compensation, and specialized coverage for professional liability, directors' officers, and event risks with support from multiple carrier partners.
Flood Insurance
We provide flood insurance through the National Flood Insurance Program (NFIP) and private carriers. Our experts help residential and commercial clients understand flood zone requirements and secure coverage for structural damage and personal property losses from flooding events.
Boat Insurance
Our marine insurance specialists offer protection for boats, yachts, and personal watercraft. Policies cover physical damage, liability claims, and emergency assistance with options for inland waterways and coastal navigation. We also provide specialized coverage for boat storage and trailer transportation.
People
Judi Maddigan
President
Third-generation leader with 30+ years of agency experience. Oversees operations and maintains client relationships while managing community outreach initiatives. Holds insurance industry licenses and actively participates in local business development.
Kira Maddigan
Commercial Lines Specialist
Fourth-generation insurance professional with commercial lines expertise. Manages business insurance solutions and community networking. Holds Babson College business degree and maintains multiple industry certifications for commercial risk management.
Kristi Maddigan
Personal Lines Manager
Fourth-generation insurance specialist focusing on personal lines. Handles policy management and client education. Graduated from Saint Leo University with marketing specialization and maintains active insurance producer licenses for Massachusetts residents.
Jenny Mason
Personal Lines Specialist
Experienced agent with RMV expertise and customer service focus. Manages personal insurance policies and client consultations. Brings automotive industry knowledge to policy recommendations while maintaining active insurance producer licenses.
Danielle
Licensed Producer
Licensed insurance professional supporting both personal and commercial lines. Handles policy administration and client communications. Brings fresh perspective with family background in insurance while maintaining current industry certifications.
Questions
What types of insurance do you offer?
We provide personal insurance (auto, home, boat, flood), commercial insurance (property, liability, workers' comp), and specialty coverage for unique assets like jewelry and antique vehicles through multiple carrier options.
Are you a local Massachusetts agency?
Yes, we're based in Middleboro, MA and have served Southeastern Massachusetts since 1877. Our team maintains deep local knowledge of regional insurance requirements and risks.
Can you help lower my insurance costs?
Our specialists regularly review policies to identify discounts and better coverage options. Clients report saving hundreds annually through our proactive policy evaluations and carrier comparisons.
Do you offer 24/7 claims support?
While our office hours are Monday-Friday 8:30am-4:30pm, we assist with claims reporting during business hours and provide carrier contact information for after-hours emergencies.
How do you handle policy changes?
We process policy changes via completed forms, direct communication with mortgage companies, or dealership paperwork. Clients can submit requests by phone, email, or in-person during business hours.
What payment options are available?
We offer online payments through carrier portals, electronic funds transfer (EFT), and phone payments during business hours. Most carriers provide payment plans and automatic payment options.
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