Integrity. Passion. Respect.

Do you share the same values? Find your perfect career fit with us.

Great results come from great teamwork.

Collaboration is the key element in producing great results. We foster an environment of teamwork where everyone can feel that they are an integral part of the process. Through passion and hard work and integrity, we strive to create a sense of pride in everything we do.

A refreshing environment.

At Wynward Insurance we offer a refreshing, progressive and innovative environment. We provide an engaging atmosphere that inspires our employees. With a focus on team dynamics, there are ongoing opportunities for new ideas and a spirit of excitement about projects and initiatives. We also encourage you to keep growing by offering many training and education opportunities.

Award-Winning Workplace

Wynward is honoured to rank second among Canada’s 175 licensed property and casualty insurers on Insurance Business Magazine’s annual list of Five-Star Carriers! We have also been recognized as one of Canada’s Top 100 Small and Medium Employers for 3 consecutive years, as well as Best 25 Employers of Manitoba.