Website Strategist

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Date: May 24, 2026

Location: North York - Toronto, ON (Hybr, CA Winnipeg, MB (Hybrid), CA Kitchener, ON (Hybrid), CA Winnipeg, MB, CA, R3C-1P5

Company: Wawanesa Insurance

 

Job ID: 10077 


Employment Type:  New Role 

Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal and external stakeholders across Canada where the primary business language for this role is English.  As such, the successful candidate must be fully proficient in English.
 

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan. 
 

The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. The salary offered is estimated to be within the following range: $120,000 - $140,000. Candidates with salary expectations outside of the range are still encouraged to apply.

 

About Us
At Wawanesa, we offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations: Winnipeg, MB; Wawanesa, MB; Vancouver, BC; Calgary, AB; Edmonton, Toronto (North York), ON; Kitchener, ON; Ottawa, ON.
 

The Wawanesa Mutual Insurance Company (“Wawanesa Mutual”), founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and assets of $10 billion (CAD). Wawanesa Mutual, with its National Headquarters in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance products and services throughout Canada, and Western Financial Group, which distributes personal and business insurance across Canada. Wawanesa proudly serves more than 1.7 million members in Canada, and we are home to more than 3,300 employees distributed across the Canadian regions and communities where we operate. We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations, including over $2 million annually in support of people on the front lines of climate change. We are also proud to be recognized as one of Manitoba’s Top Employers. To learn more visit wawanesa.com. 


We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.
 

Job Overview

The Website Strategist is accountable for delivering a modern and seamless website experience for our members and brokers, ensuring alignment with the Wawanesa brand, integrated marketing strategies, and compliance with technical and accessibility standards, and applicable regulations.  Critical to this role will be a strategic lens paired with technical expertise to provide expert guidance, establish requirements, assess options, and gain stakeholder alignment for the business’ needs. ​ 

 

Job Responsibilities

  • ​​Develop a marketing website strategy that optimizes business results by understanding Wawanesa’s business objectives, prospects, members, brokers, product portfolio, and competition. 
  • ​Lead, prioritize, and project manage digital marketing initiatives including microsites, website sections, and campaign landing pages across various teams (marketing, user experience, web development). 
  • ​Establish a website governance framework and workflows in partnership with key stakeholders to sustain consistent, relevant, and optimal experiences for all audiences. 
  • ​Establish a measurement framework and define KPIs to ensure business goals are met and driving outcomes.  
  • ​Work closely with the experience design team to determine direction for all audiences’ experiences, ensuring continuous optimization, evolution of personalization, and website service design.  
  • ​Manage relationships with external digital agency partners. 
  • ​Lead, research, and develop technical, off-site, on-site search and artificial intelligence optimization strategies to ensure high visibility and relevance across customers’ channels of choice. 
  • ​Collaborate with marketing team members to execute optimization and content strategies that build brand awareness, drive leads, and establish trust. 
  • ​Ensures compliance with technical and accessibility standards, applicable regulations, and Wawanesa brand guidelines across digital platforms.  
  • ​Leads external third-party engagement management strategy for the enterprise (business listings, review sites), ensuring our presence remains current and our brand reputation is protected in the digital sphere.  
  • ​Measures and reports on website ROI, KPIs, and leverage insights to prioritize key initiatives and identify areas of improvement to accelerate performance. 
  • ​Identify website trends and critical conversion and drop off points and optimize the user funnel accordingly. 
  • ​Maintain an analytics framework on web properties to inform conversion optimization efforts. 
  • ​Manage the marketing technology stack for the measurement and optimization of web strategies, including Google Analytics, Looker Studio, Search Console, and Semrush.​ 

Qualifications

  • University degree or college diploma in business, marketing, web/application development, or related field.  
  • 10+ years’ experience in marketing. Corporate experience within insurance or financial services industries preferred. 
  • Experience with leading complex website redesign initiatives, including implementation of updated UI standards, information architecture, and content management technology. 
  • Ability to influence various stakeholders including product leads, marketing teams, experience design and web development teams, and vendors, in ensuring understanding and buy-in to proposed strategies that will drive the business forward.  
  • A dynamic presenter capable of conveying complex ideas and strategies across diverse audiences and groups at all levels within the enterprise. 
  • In-depth experience with website planning and management, web design and content, and digital marketing and analytics platforms. 
  • Proven track record in developing and implementing data-driven digital engagement and search optimization strategies for complex brands. 
  • Experienced with agile project management methodologies and proficient with project management platforms (e.g., Wrike, Jira, Trello) 
  • Deep knowledge of marketing analytics, content management systems, performance metrics, reporting, and web technology 
  • Knowledge of markup languages (HTML), cascading style sheets (CSS) is an asset 
  • Understanding of how to work with user experience designers, digital accessibility and privacy standards, and effective web testing methodology. 


Diversity Equity, Inclusion & Belonging

At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce.

We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas. 
 

We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to jobs@wawanesa.com.
 

All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.

Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.