Systems Analyst

About Us

At CAA Club Group, we are passionate about keeping our Members safe - whether they are on the road, at home, or travelling abroad. As a trusted Member-based organization, we provide products and services that are essential to Members’ safety and peace of mind. With over 2.6 million Members across Ontario and Manitoba, we advocate on issues such road safety and infrastructure, the environment, seniors’ mobility, and consumer protection. Associates share in each other’s successes, drive change and support each other while cultivating a great working environment to deliver on what is best for our Members. CAA SCO Systems & Services Inc. is a member of the CAA Club Group of Companies. 

Who we are

As Canada's largest automobile association, we are passionate about keeping our Members safe-- whether they are on the road, at home, or travelling abroad. Meeting the diverse needs of our two-million Members requires high performing, forward thinking, and innovative people who work collaboratively to keep propelling our business forward. Life at CAA Club Group is fast paced, performance-driven and rewarding. We value our Associates' career growth and ongoing professional development-- and we regularly recognize their achievements and outstanding results. CAA Club Group (CCG) is known for providing stellar emergency roadside assistance to our motoring Members and non-Members. We work hard and play hard. We're about doing what's right and feeling good about it.

Position Details

We are seeking a highly skilled Systems Analyst to support and enhance our production insurance systems across Property & Casualty (P&C) and Travel Medical Insurance lines of business. This role is responsible for analyzing and resolving production incidents, deploying releases and configuration changes, and ensuring the stability, performance and reliability of applications running across Windows, Linux and AWS environments.

What You Will Do

• Provide day-to-day support for production insurance systems (P&C and Travel Medical)
• Analyze, troubleshoot and resolve production incidents within SLA timelines
• Perform root cause analysis and implement corrective and preventative actions
• Collaborate with business, BA, development, DevOps and vendor teams to ensure timely resolution of issues
• Deploy application releases, configuration updates and hotfixes across Windows, Linux and AWS environments
• Validate deployments, perform smoke testing and coordinate with stakeholders\
• Support applications hosted on Windows Server, Linux (RHEL preferred) and AWS
• Manage and troubleshoot components such as IIS, Tomcat and cloud-native services
• Review logs, monitor system health and proactively identify performance issues
• Write and maintain high-quality support documentation, runbooks and deployment guides
• Utilize monitoring tools (e.g., SCOM, Pingdom, Datadog, CloudWatch, CloudTrail) for performance analysis and alerting
• Support implementation and tuning of monitoring dashboards and automated alerts
• Work closely with internal IT teams, business stakeholders and external vendors
• Communicate technical findings clearly to both technical and non-technical audiences
• Participate in on-call rotation and provide after-hours support as required

Please note, salary range is not inclusive of total compensation. The expected salary range for this position will be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. Candidates with salary expectations outside of the range are encouraged to apply.

Who You Are

• 5+ years of experience supporting production applications
• Experience supporting insurance systems (P&C and/or Travel Medical)
• Strong troubleshooting skills across Windows, Linux and AWS environments
• Hands-on experience with Windows Server IIS, Linux (RHEL preferred), application servers (Tomcat or similar)
• Experience deploying applications, web service and configuration changes
• Ability to read and interpret logs, XML, JSON and integration payloads
• Understanding of SDLC, DevOps practices, CI/CD tools (Azure DevOps, TeamCity or similar)
• AWS Certified SysOps Administrator - Associate
• Strong communication, analytical and customer service skills
• Ability to work independently and collaboratively in a fast-paced environment
• Knowledge of insurance business processes (P&C and/or Travel Medical) preferred
• ITIL certification preferred

Please note that internal applicants are asked to formally express their interest by applying online no later than 10 business days of the position being posted.

Please note that we may use AI tools to help us through the recruitment process.

Our Commitment

We are an equal opportunity employer and are committed to providing employment accommodation in accordance with all applicable Provincial Human Rights and Accessibility Legislation. CCG will provide accommodations to job applicants with disabilities throughout the recruitment process. If you require an accommodation, please notify us and we will work with you to meet your needs.

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