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50+ Years
experience
Your Trusted Insurance Partner in Oakville, ON
Affiliated Insurance has been protecting families and businesses for over a century. Established in 1903, we combine deep industry knowledge with a modern approach to deliver personalized insurance solutions. Our team prioritizes trust, reliability, and community-focused service, advocating for clients in claims and ensuring fair coverage. With expertise in home, auto, business, and life insurance, we simplify the insurance process through user-friendly tools and dedicated support. Our legacy of excellence is built on professionalism, honesty, and a commitment to empowering clients with informed decisions that safeguard their assets.
Services
Home Insurance Auto Insurance Business Insurance Life Insurance Condo Insurance Renters Insurance High-Value Home Insurance Boat Insurance Classic Car Insurance Travel Insurance
Details
  • Year established: 1903
Highlights and features
  • We offer over 120 years of insurance experience and industry expertise.
  • Our team provides personalized solutions tailored to individual client needs.
  • We prioritize community-centered service with local knowledge of Ontario risks.
  • Our seamless claims process ensures efficient, stress-free resolutions.
  • We maintain a proven track record of securing fair coverage for clients.
What people say
Helpful, responsive, knowledgeable Best premium for my needs Smooth and hassle-free claims Treated like family Amazing savings on renewal
Services
Home Insurance
Protects homes against damage, theft, and liability claims. Covers structural repairs, personal belongings, and temporary living expenses. Designed for Ontario homeowners, renters, and condo owners facing regional risks like flooding and winter weather. Ensures financial security for your sanctuary.
Auto Insurance
Comprehensive coverage for cars, trucks, and specialty vehicles. Includes liability, collision, and uninsured motorist protection. Tailored for Ontario drivers with options like accident forgiveness and winter tire discounts. Simplifies claims and reduces financial risk from accidents or theft.
Business Insurance
Safeguards businesses against liability, property damage, and operational risks. Includes general liability, cyber insurance, and professional liability policies. Designed for Ontario enterprises to protect assets, employees, and future growth with customizable solutions.
Life Insurance
Provides long-term protection for families and estates. Offers term, whole, and universal life policies to cover mortgages, debts, and final expenses. Helps Ontario residents secure their legacy and ensure financial stability for loved ones.
Condo Insurance
Covers personal property, renovations, and liability within condo units. Complements building master policies by addressing gaps in coverage. Designed for Ontario condo owners to protect against water damage, theft, and loss assessments.
People
Rick Dresher
President
With over 40 years in insurance, Rick leads Affiliated Insurance with expertise in risk management and client advocacy. He specializes in creating tailored insurance solutions for Ontario families and businesses.
Rima Dresher
General Manager
Rima oversees operations with decades of experience in insurance brokerage. She focuses on client relations and policy customization, ensuring seamless service for residential and commercial clients across Ontario.
Michele Sullivan
Senior Insurance Broker
Michele has served Affiliated Insurance clients for years, specializing in home and auto policies. Known for her responsiveness and expertise, she helps clients secure competitive rates and comprehensive coverage.
Matt Carberry
Senior Insurance Broker
Matt provides expert advice on property and casualty insurance. He works closely with Ontario homeowners and businesses to identify risks and implement protective strategies tailored to their needs.
Danielle Danaher
Administrative Manager & Insurance Broker
Danielle combines administrative leadership with insurance expertise, assisting clients with policy management and claims resolution. She ensures efficient service delivery for Affiliated Insurances growing client base.
Questions
What does home insurance cover in Ontario?
Home insurance covers property damage, personal belongings, liability, and temporary living expenses. Protects against risks like fire, theft, and weather-related incidents.
Is auto insurance mandatory in Ontario?
Yes, Ontario law requires third-party liability, accident benefits, and uninsured motorist coverage. Optional add-ons enhance protection.
How much does life insurance cost?
Costs vary based on age, health, and coverage. Term policies start at $20/month, while whole life includes cash value growth.
Does condo insurance cover water damage?
Yes, condo insurance covers water damage from leaks or burst pipes. Overland flooding requires additional coverage.
Can I bundle insurance policies?
Yes, bundling home and auto insurance qualifies for discounts up to 15%, reducing overall premiums.