Windows Systems Analyst

Sun LifeWaterloo, ON
CA$65,000 - CA$105,000Hybrid

About The Position

Bring us your passion for digital or data analytics, and we’ll put you to work on exciting initiatives that answer the challenge: "How can we do that better?” Working with a dedicated team of energetic, forward-thinking innovators, you’ll stretch your imagination and sharpen your skills on the leading-edge projects that are keeping Sun Life Financial ahead of the curve. You want more than a job; you want a career - a career with a company that encourages learning and personal growth. You want to be “one of the best”. Role Summary: As a Windows systems analyst, your primary responsibility will be using your knowledge of Windows systems to support and contribute to Sun Life Financial global IT infrastructure by: Implementing routine and complex technical fixes on Windows Servers Act as an escalation point and subject matter expert to technical team resources Recommending technical fixes, planning for routine changes including appropriate documentation and performing standard validations Working with infrastructure teams to support, troubleshoot, monitor, repair routine issues and other day-to-day tasks associated with maintaining the stability, availability, and reliability of Wintel server environments Working with colleagues, taking ownership of tasks, server builds, incidents, and client requests Act as lead technical consultant providing knowledge to configure, maintain, and continuously improve server, and system performance.

Requirements

  • Minimum of 3-5 years of relevant IT experience
  • Strong Verbal and written communication, problem solving and troubleshooting skills
  • Experience with MS Windows 2022 and 2025 Operating Systems, MS Cluster Services, HA, DFS, FTP, File and Print Sharing, Security Patching, File Server Migration
  • Computer Science degree, Technical Diploma, or equivalent work experience, along with a minimum of 3-5 years of experience in an infrastructure support role
  • Strong and proven support experience with a customer service focus
  • Strong Change Management background and adherence to incident, problem and change process to Implement and execute approved changes
  • Extensive operating systems experience working within a Windows server environment
  • Ability to successfully work within a results driven team and organization with a strong emphasis on collaboration and building trustworthy relationships
  • Participation in on-call rotation for production support and after hours implementations as required
  • Expectation to assess risk, raise flags and demonstrate caution while leading and maintaining a production environment
  • Ability to work in a fast paced environment, adapt to changing priorities and communicate with various level of staff in ES
  • The ability to exercise judgement and communicate effectively technical requirements in a large forum
  • As a condition of the role, the successful candidate must obtain a Government of Canada Reliability Status security clearance through Sun Life.

Nice To Haves

  • Experience with SCCM, Crowdstrike, , Power Shell, Dell Open Manage Enterprise, MS Security Patching and Vulnerability remediation is preferred
  • Experience with ESX VMWare, VROps, Cloud Computing, MS HyperV, Software Deployment to server environment is considered an asset
  • Experience with server hardware currency, Firmware rollout, hardware governance, and hardware vendor management experience is an asset
  • Familiarity with Lenovo SR650 and Dell R760 and understanding of Data Centre environment, cabling, racking of servers

Responsibilities

  • Implementing routine and complex technical fixes on Windows Servers
  • Act as an escalation point and subject matter expert to technical team resources
  • Recommending technical fixes, planning for routine changes including appropriate documentation and performing standard validations
  • Working with infrastructure teams to support, troubleshoot, monitor, repair routine issues and other day-to-day tasks associated with maintaining the stability, availability, and reliability of Wintel server environments
  • Working with colleagues, taking ownership of tasks, server builds, incidents, and client requests
  • Act as lead technical consultant providing knowledge to configure, maintain, and continuously improve server, and system performance

Benefits

  • In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance.
  • Certain sales focused roles have sales incentive plans based on individual or group sales results.
  • Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.
  • We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you!
  • Several work options are available and can be discussed throughout the selection process depending on the role requirements and individual needs.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service