Duration: 6 months (possibility of extension) Location: Primarily remote - Toronto or Waterloo (Candidates should be able to attend the office approximately once per month.

Occasional travel may be required to the North York or Waterloo office based on business needs) *Must be eligible for ERC (Must have lived in Canada for 5 consecutive years) Join a Contact Centre Infrastructure Operations team focused on modernizing enterprise communication platforms within a regulated insurance setting.

This role combines operational support, solution engineering, and cloud-based telephony modernization across Microsoft Teams Telephony, Amazon Connect, and AWS services.

The position supports large-scale migration initiatives, cloud-enabled communication infrastructure, and AI-forward operational improvements.

Candidates will work closely with business stakeholders, architects, and operational teams on enterprise telephony transformation initiatives.

Must Haves 2+ years of hands-on experience supporting Microsoft Teams Telephony, Enterprise telephony platforms, and AWS services, preferably Amazon Connect Experience working with Toll-free numbers, Local/DID numbers, and Enterprise telephony concepts and call routing Practical knowledge of Microsoft Teams Phone, including:



Call queues Auto attendants User telephony provisioning Telephony troubleshooting Supporting telephony migrations Working knowledge of Amazon Connect administration and support. 3-5 years of experience designing, developing, or supporting cloud-based technology solutions.

Nice to Have Advanced Amazon Connect Development Experience architecting Amazon Connect solutions.

Development experience using: AWS Lambda Python Amazon Connect integrations and automation Cloud, Dev

Ops & Automation: Terraform, Jenkins, Bitbucket, Ansible, CI/CD pipelines, Infrastructure as Code (IaC), and Cloud automation practices AWS AI & Machine Learning: Exposure to AWS AI and Machine Learning services.

Responsibilities Partner with business teams to plan and execute Microsoft Teams Telephony migration initiatives Collaborate with stakeholders and technology teams to gather requirements and refine telephony solutions Develop high-level and detailed technical designs for telephony and cloud infrastructure solutions Support and enhance Amazon Connect and associated AWS services from an operational perspective Participate in Agile delivery teams and contribute to Dev

Ops and infrastructure automation activities Create and maintain operational procedures, standards, knowledge articles, and support documentation Participate in incident response, change management, and operational support activities

📌 Senior Operational Engineer to support and modernize enterprise telephony solutions using Microsoft Teams Telephony and Amazon Connect - 1715 / 1733 (Toronto)
🏢 S.i. Systems
📍 Toronto