Cyber Security Advisor

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Date: Oct 8, 2026

Location: Winnipeg, MB (Hybrid), CA Hybrid - Canada, CA Kitchener, ON (Hybrid), CA Edmonton, AB (Hybrid), CA Calgary, AB (Hybrid), CA Vancouver, BC (Hybrid), CA Moncton, NB (Hybrid), CA Ottawa, ON (Hybrid), CA Dartmouth, NS (Hybrid), CA Montreal, QC (Hybrid), CA North York - Toronto, ON (Hybr, CA

Company: Wawanesa Insurance

Job ID: 10389 


Employment Type: Existing 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; Wawanesa, MB; Vancouver, BC; Calgary, AB; Edmonton, AB; Lethbridge, AB; Toronto (North York), ON; Kitchener, ON; Ottawa, ON; Montreal, QC; Quebec City, QC, Moncton, NB; Dartmouth; NS. 

 

Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary business language utilized is 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: $85,000 - $105,000.  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, fully owned by its more than 1.8 million members. Headquartered in Winnipeg, Wawanesa is the parent company of WSI™, a specialty insurer delivering tailored solutions built around unique needs; Wawanesa Life, a provider of life insurance products; and Western Financial Group, a leading national distributor of personal and commercial insurance.

Wawanesa is committed to helping communities thrive in a changing world. The company invests more than $4 million annually in charitable initiatives, including $2.5 million each year to support people and communities on the front lines of climate change. Learn more at wawanesa.com.

 

We are currently seeking dedicated, driven, and enthusiastic individuals who thrive in a dynamic environment, embrace change, and are eager to gain diverse experience while advancing their careers as part of a growing team.

Job Overview

The Cyber Security Advisor role contributes to Wawanesa’s success by assessing technical risk, identifying security requirements and advising internal stakeholders on the implementation of controls to protect Wawanesa’s data while maintaining & strengthening the organizational risk posture.

 

Job Responsibilities

  • Provides advisory support to Technology and Business Teams by ensuring alignment with Security standards and policies with a focus on implementation of controls in applications, data, cloud platforms, systems, networks and end-point solutions.
  • Consults broadly with both Technology and Business Teams to guide and influence implementation of security in technology decisions and initiatives.
  • Contributes to the development of security guidelines, design patterns, standards, and best practices for use by Technology and Business Teams.
  • Provides a security advisory service with respect to policies, standards, procedures, and major industry regulations for Wawanesa’s applications.
  • Act as an enabling function providing security consultations Technology and Business projects.
  • Foster and promote security culture amongst all Technology and Business stakeholders.
  • Research and understand emerging technologies and concepts in the industry.
  • Perform technology risk assessments
  • Perform other duties as assigned.

Qualifications

  • 3+ years of systems and technology related experience  including Cyber Security.
  • Experience providing internal or external consulting or advisory services is considered significant asset.
  • Consistently applies a performance and service-oriented mindset and approach to daily work practices; integrates a consultative and enabling work style to all aspects of the role.
  • Demonstrable knowledge and understanding of securing AI systems and applications, as well as leveraging AI technologies for research, process improvement, and identifying opportunities for automation.
  • Experience with M365, MS Azure, Amazon Web Servicesand other cloud technologies and platforms.
  • Experience advising stakeholders on secure by design principles for legacy in-house, COTS, andSaaS based applications.
  • Working knowledge of industry standard technical security controls.
  • Working knowledge of Cyber Security and Risk Management frameworks.
  • Working knowledge of security tools and technologies.
  • Ability to build relationships and use facilitation skills with both technical and non-technical personnel.
  • Ability to communicate, both verbally and in writing, in a persuasive and eloquent manner.
  • Advanced analytical and problem-solving skills with the ability to manage and prioritize workloads.
  • Possession of industry related certifications is considered an asset.
  • Experience in the insurance/finance industry is considered an asset.
  • Experience leading projects or initiatives is an asset.

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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.