About Us

A Legacy of Trust Since 1903

For over a century, Affiliated Insurance has been protecting families, businesses, and their most valuable assets. What started as a small local brokerage has grown into one of Ontario’s most trusted names in insurance. As a family-owned business, we prioritize personalized service, expert guidance, and a commitment to ensuring every client feels secure in their coverage.

Guided by the mission to protect clients from serious and potentially catastrophic financial loss, we remain committed to providing expert advice, personalized service, and unwavering advocacy in times of need.

Our Story: A Tradition of Excellence

Rick and Rima Dresher have been life and business partners for over 40 years, building a career dedicated to providing trusted insurance solutions. Their journey in the industry began working for Rick’s father, Walter Dresher, who transitioned from law enforcement to insurance in 1966. Over the years, they gained hands-on experience, eventually growing one of Mississauga’s largest insurance firms. In 2008, they acquired Affiliated Insurance, bringing their decades of expertise and commitment to exceptional service.

Affiliated Insurance’s roots, however, date back even further. Originally founded in 1903 by William S. Davis, the company has been serving Ontario for over a century. Through generations of dedicated professionals, it has remained committed to trust, reliability, and community-focused service. Under Rick and Rima’s leadership, Affiliated continues this legacy, blending deep industry knowledge with a modern approach to meet the evolving needs of individuals, families, and businesses.

Why Choose Affiliated Insurance?

We Work for You

As an independent brokerage, we aren’t tied to any single insurer. Our priority is securing the best protection for your home, business, vehicle, or specialty assets. We advocate for you in claims, ensuring you receive fair coverage and service without compromise.

Coverage Built for You

Insurance should fit your needs, not the other way around. We take the time to assess your lifestyle, risks, and goals to provide coverage that works. Whether protecting a growing family, a business, or valuable assets, we ensure your insurance is the right fit.

Service Comes First

When you need us, we’re here. We answer calls, reply to emails and texts promptly, and offer multiple ways to connect—by phone, online, or in person. We simplify insurance, making it easy to manage your policies without unnecessary stress.

A Century of Trust

With over a century of experience, we’ve seen it all. Our team understands the risks Ontario residents and businesses face, providing expert guidance and proactive protection. We keep you informed on new coverage options, discounts, and industry changes.