About Portage Mutual: Where Your Talent Makes a Difference

Imagine a workplace where your contributions are not only valued but also directly impact the lives of Canadians. At Portage Mutual Insurance, we’re more than just a trusted national property and casualty insurer—we’re a community of passionate individuals dedicated to serving our policyholders since 1884. Owned by our policyholders, we proudly offer competitive home, auto, commercial, and farm insurance products 100% through our broker network across Canada. Join a company rooted in tradition, driven by innovation, and powered by a people-first culture.

Why Portage Mutual?

At Portage Mutual, we believe that our people are our greatest asset. Here, you’ll find:

• Total Rewards: We care about your well-being and financial security. That’s why we offer a competitive salary, incentive plan, comprehensive health benefits, a pension plan and generous paid time off, including personal days.
• Career Growth & Development: Propel your career forward with access to diverse learning resources, tuition reimbursement for relevant programs, and bonuses recognizing your achievements in pursuing insurance designations.
• Flexibility: We support work-life integration by offering a flexible environment where you can choose to live wherever you prefer in Canada. Enjoy the freedom to select remote, in-office, and hybrid work arrangements that best suit your lifestyle.
• Inclusivity and Belonging: Be a part of a supportive and diverse team that embraces your unique perspective and empowers you to succeed. We’re dedicated to creating a workplace where every employee feels welcomed, valued and respected.
• Making a Difference: Find purpose in your career by aligning with an organization that shares your values and is committed to making a difference in the communities we serve.

Cyber Systems Administrator

Reports To: Manager, Infrastructure, Cloud & Security

Location: Winnipeg, Manitoba, Hybrid or Remote

Summary:
The Cyber Systems Administrator is responsible for the administration, operation, and continuous improvement of the organization’s cybersecurity technologies, controls, and monitoring capabilities.

This role plays a critical part in protecting enterprise systems, data, and users from cyber threats while ensuring compliance with regulatory, audit, and security requirements.

The role is hands on and operational, with accountability for day to day security platform management, threat detection and response, identity and access controls, and security tooling across cloud and SaaS environments. The Cyber Systems Administrator works closely with Infrastructure, Cloud, Application, Service Operations, Risk, and Audit teams to maintain a strong security posture and operational resilience.

Major Responsibilities:
Cybersecurity Operations & Threat Management

Administer, monitor, and maintain enterprise cybersecurity platforms, including managed detection and response (MDR), endpoint protection, firewalls, and related security technologies.

Monitor security alerts, logs, and threat intelligence feeds; investigate and respond to security incidents and vulnerabilities.

Participate in security incident response activities, including containment, remediation, and post incident review, in coordination with Incident Management and Service Operations.

Conduct regular vulnerability scanning, configuration reviews, and security health checks to identify and mitigate risk.

Continuously improve detection, response, and monitoring capabilities.

Cloud, Identity & Platform Security

Administer and secure Microsoft Azure, Microsoft 365, and related cloud and SaaS environments.

Manage identity and access management (IAM), including authentication, authorization, privileged access, and role based access controls.

Support secure configuration of cloud workloads, endpoints, and collaboration platforms.

Partner with Infrastructure and Cloud teams to ensure security is embedded into platform design and operations.

Security Engineering & Tooling

Configure, integrate, and optimize security tools across the enterprise technology stack.

Support onboarding, tuning, and lifecycle management of security technologies.

Evaluate emerging threats and technologies, recommending improvements to security tooling and controls.

Ensure security platforms are reliable, well documented, and operationally supported.

Compliance, Audit & Risk Support

Ensure security controls and processes align with regulatory expectations, including OSFI and other applicable frameworks.

Prepare documentation, evidence, and artifacts for internal and external audits.

Support risk assessments, control testing, and remediation activities.

Maintain accurate security documentation, standards, and procedures.

Security Awareness & Enablement

Support the delivery and administration of cybersecurity awareness and training programs.

Contribute to phishing simulations, policy education, and user focused security initiatives.

Promote a strong security culture across the organization.

Key Skills, Attributes, and Experience Required:
Cultural Fit

As a company that values mutuality, Portage Mutual has a collaborative, inclusive culture, relevant to its marketplace, policyholders, key stakeholders and employees. The company is caring, supportive and operates with humility. This individual must excel within this culture and demonstrate a collaborative approach to leadership and communication.

Communication

and Emotional Intelligence

This individual must be a strong communicator, able to communicate succinctly and effectively and to secure alignment through periods of organizational change and challenging circumstances. The individual must demonstrate the capacity to be aware of, control, and express one’s emotions, and to handle interpersonal relationships objectively and empathetically.

Problem Solving / Analytical Ability

This individual must have a demonstrated ability to identify problems, their root causes and to address them meaningfully before the problem has a visible negative impact. The individual must see and approach problems as opportunities for growth and development for the organization and its employees.

Strategic / Future Planning This individual must have a strong sense of current and future industry direction.

Experience

and Skills

7+ years of progressive experience in cybersecurity administration, security engineering, or related technical roles.

Hands on experience administering enterprise security platforms, including endpoint protection, MDR/SIEM, firewalls, and identity solutions.

Strong experience securing cloud and SaaS environments, particularly Microsoft Azure, Office 365, Purview, and security technologies such as Arctic Wolf MDR, ESET, and Fortinet.

Experience working in regulated or control oriented environments, with exposure to audit, compliance, and risk management processes.

Demonstrated ability to respond to and manage security incidents in a structured, disciplined manner.

Strong analytical, troubleshooting, and problem solving skills.

Clear and effective communication skills with both technical and non technical stakeholders.

Cybersecurity operations and incident response

In-depth understanding of OSFI regulations, compliance frameworks, and audit processes.

Identity and access management (IAM)

Endpoint protection and MDR/SIEM platforms

Network security and firewall technologies

Vulnerability management and remediation

Security logging, monitoring, and alerting

Audit and compliance support

Strong security and risk mindset with a focus on prevention and resilience

High attention to detail and operational discipline

Ability to work effectively under pressure during security incidents

Collaborative approach, working closely with infrastructure, application, and business teams

Education

Bachelor’s degree in Information Technology, Cybersecurity, or a related field, or an equivalent combination of education and professional experience.

Professional security certifications such as CISSP, CISM, Security+, Azure Security Engineer, or Fortinet NSE.

Demonstrated commitment to continuous learning and professional development in DevOps and modern engineering practices.

The targeted pay range for this position in the following location is / locations are:

Canada – Manitoba: $64,000-$85,000 CAD / Annual

Our pay ranges reflect the minimum and maximum target for new hire pay for the full-time position determined by role and level. The pay range shown is based on our compensation structure in place at the time of posting and may be updated periodically based on business needs. Individual pay is based on additional factors including job-related skills, experience, and relevant education and/or training.

Portage Mutual uses artificial intelligence and automations in its recruitment practices for activities that may include searching for qualified candidates, screening applications, preparing interview questions, recording interviews, drafting transcripts and other administrative tasks. AI is never used for decision making purposes.

Ready to Make an Impact?

If you’re seeking a rewarding career with a company that values its employees and is committed to making a difference, we invite you to apply! If you have the qualifications we are seeking and would thrive in a work environment where you are valued and respected, please apply!

Portage Mutual Insurance is committed to providing accommodations for people with disabilities during all phases of the recruiting process, including the application process. If you require accommodation because of a disability, we will work with you to meet your needs. If you are selected for an interview and require accommodation, please advise the HR representative who will consult with you to determine an appropriate accommodation.

Please submit your resume and cover letter!

We thank you for your interest in Portage Mutual Insurance, however, only those selected for an interview will be contacted. (No agencies please).