Senior Web & CMS Operations Specialist
Date: Jun 16, 2026
Location: Winnipeg, MB (Hybrid), CA
Company: Wawanesa Insurance
Job ID: 10126
Employment Type: New Role
Work Environment: 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; Vancouver, BC; Calgary, AB; Edmonton, AB; Toronto (North York), ON; Kitchener, ON.
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: $80,000 - $100,000. Candidates with salary expectations outside of the range are still encouraged to apply.
About The Wawanesa Mutual Insurance Company
Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada’s largest mutual insurers, 100% owned by its members, with more than $4.1 billion in annual revenue and $12.5 billion in assets. Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of personal and business insurance. In March of 2026, Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy.
Wawanesa proudly serves more than 1.8 million members and we are home to more than 3,000 employees across Canada. The company actively gives back to organizations that strengthen communities, donating more than $4 million annually to charitable organizations, including more than $2 million each year in support of people on the front lines of climate change. Learn more at 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
This role is responsible for the execution and day‑to‑day delivery of website content and content management system (CMS) operations in alignment with established website strategy, governance, and priorities. The Senior Specialist ensures content is accurate, accessible, and on‑brand by managing publishing workflows, applying standards, and executing optimization initiatives. The specialist partners closely with the Web Strategist, Marketing, UX, Analytics, and Technology teams to keep the website current, reliable, and effective.
Job Responsibilities
- Execute day‑to‑day website publishing and CMS work aligned to the established roadmap and priorities, managing workload based on defined urgency, impact, risk, and available capacity. This includes publishing, updating, and maintaining web pages, landing pages, PDFs, campaign materials, and embedded multimedia.
- Serve as the operational owner of CMS standards, templates, metadata conventions, and publishing practices, ensuring all web content adheres to brand standards, accessibility guidelines, SEO best practices, and legal requirements.
- Own the ongoing health of all website content by ensuring its accuracy, freshness, accessibility compliance, SEO hygiene, and structural integrity.
- Execute approved, repeatable website optimizations, including metadata improvements, content structure enhancements, accessibility fixes, and on‑page SEO best practices.
- Maintain and execute a structured web content lifecycle, providing content owners with clear guidelines and reporting to ensure content remains accurate, current, and aligned with governance expectations.
- Optimize imagery, page structure, and content layouts for performance and user experience.
- Administer publishing workflows, versioning, and content approvals.
- Conduct QA reviews to ensure content accuracy, formatting consistency, and functionality.
- Coordinate with UX, development, and analytics partners to support site updates and enhancements.
- Act as the day‑to‑day CMS and web content subject matter expert for Marketing and cross‑functional partners.
- Monitor website health and escalate to technical teams as needed.
- Develop and maintain enablement materials (submission standards, FAQs, how‑to guides) to improve request quality and reduce friction.
- Support cross-functional stakeholders across Marketing, Brand, Communications, HR, and Product teams.
- Build trust as a reliable, empowered partner for website execution decisions.
Qualifications
- University degree or college diploma in digital marketing, web development, or a related field.
- 5 – 7 years’ experience in digital marketing, web production, digital content production.
- Hands on experience working directly inside Content Management Systems (CMS). Experience with dotCMS is a plus.
- Experience supporting AI-ready content systems and structured content environments.
- Demonstrated working knowledge of content governance principles, with the ability to apply standards consistently across web content, workflows, and CMS publishing practices.
- Strong understanding of web standards, accessibility requirements (WCAG), and SEO best practices, and proven ability to apply them in day‑to‑day content execution and quality assurance.
- Proficient in basic markup languages (HTML) and cascading style sheets (CSS), with the ability to review, edit, and troubleshoot content presentation, formatting, and structural issues within the CMS.
- Strong attention to detail and quality control.
- Comfortable working cross-functionally with technical and non‑technical stakeholders.
- Strong organizational skills with the ability to reprioritize quickly.
- Ability to work independently with minimal supervision.
- Comfortable working cross-functionally with Marketing, IS and UX teams.
- Effective communication skills.
#LI-Wawa
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.