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24 Years
experience
Your Trusted Insurance Partner in Chester, NS
South Shore Insurance Agency has been serving Chester, Nova Scotia since 2002, providing comprehensive insurance solutions tailored to individual and business needs. Our team of four experienced brokers, led by Aileen Heisler with 24 years of industry expertise, specializes in securing optimal coverage at competitive rates. Aileen's credentials include life and general insurance licenses, along with certification as a health insurance specialistthe highest designation in this field. We pride ourselves on local market knowledge, having served the South Shore region for over two decades while maintaining a client-focused approach. Our services span home, auto, business, travel, and health insurance, complemented by specialized coverage options like disability income and critical illness protection.

Through partnerships with multiple providers, we shop rates on behalf of clients to ensure cost-effective solutions without compromising coverage quality. Our office maintains regular business hours for in-person consultations while offering flexible communication channels including phone and email support. As an independently owned agency, we prioritize personalized service over standardized products, adapting to evolving client needs across personal and commercial insurance sectors. Our commitment to transparency ensures clients receive clear policy explanations and honest guidance throughout the insurance process. With deep community roots and a track record of reliable service, we remain dedicated to protecting what matters most for families and businesses in Chester and surrounding areas.
Services
Home Insurance Auto Insurance Business Insurance Travel Insurance Health Insurance Life Insurance Disability Coverage Critical Illness Coverage Long-Term Care Insurance Group Policies
Details
  • Year established: 2002
Highlights and features
  • We offer 24 years of local insurance expertise in Chester, Nova Scotia
  • Our team includes certified health insurance specialists with industry-leading credentials
  • We actively shop rates across multiple providers to secure competitive pricing
  • We provide comprehensive coverage options for both personal and business insurance needs
  • Our brokers maintain deep knowledge of regional insurance requirements and risks
Services
Home Insurance
Our home insurance policies protect Chester residents' most valuable assets with customizable coverage options. We offer protection against property damage, liability claims, and additional living expenses during covered losses. Our brokers help clients navigate policy details to ensure adequate protection for both primary residences and seasonal properties.
Business Insurance
We provide comprehensive risk management solutions for Chester-area businesses through tailored commercial insurance packages. Coverage includes property protection, liability insurance, business interruption coverage, and specialized policies for industry-specific risks. Our brokers work closely with clients to develop insurance strategies that safeguard business assets and operations.
Health Insurance
Our health insurance specialists help individuals and families secure comprehensive coverage through private health plans and disability income protection. We offer critical illness coverage and long-term care insurance options to complement government health programs. Certified brokers provide guidance on policy selection and claims processes.
Auto Insurance
We provide auto and marine insurance solutions for personal and commercial vehicles with competitive rate shopping. Our policies cover liability protection, collision coverage, and uninsured motorist provisions. Brokers assist clients with policy customization for standard vehicles, recreational boats, and specialty equipment.
Travel Insurance
Our travel insurance products offer emergency medical coverage, trip cancellation protection, and baggage loss compensation for domestic and international travelers. We provide single-trip and annual policies with 24/7 emergency assistance services. Brokers help clients select appropriate coverage levels based on destination and travel plans.
People
Aileen Heisler
Broker
Aileen Heisler has 24 years of insurance industry experience, holding life and general insurance licenses. She founded South Shore Insurance Agency in 2002 and maintains certification as a health insurance specialist. Her expertise focuses on personalized risk management solutions for Chester residents.
Questions
What types of insurance do you offer in Chester?
We provide home, auto, business, travel, health, life, and disability insurance, along with specialized coverage options like critical illness protection and group policies for businesses.
How do you help clients find competitive insurance rates?
Our brokers compare policies from multiple providers to secure optimal coverage at competitive prices, leveraging our industry relationships and market knowledge to benefit clients.
Do you offer business insurance solutions?
Yes, we create customized commercial insurance packages that protect businesses against property damage, liability claims, and operational disruptions through comprehensive risk management strategies.
Are your brokers certified professionals?
Our team includes certified health insurance specialists with industry-recognized credentials, maintaining ongoing education to stay current with insurance regulations and product developments.
Reviews (1)
Tyler Fisher
May 18, 2021 Report
I had the pleasure of dealing with Aileen Heisler, and had an amazing experience with her when I was setting up my new insurance policy. She had everything done in a matter of minutes when setting up my policy and was so quick answering all my questions. Thank you so much for making this as smooth as possible! Highly recommend getting in contact with her for all your insurance needs!