Senior System Administrator

nSide, Inc.

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Remote - Ontario - 37.5 Ottawa, Ontario remote Until 10/4/2026 5+ years exp First posted August 5, 2026 Last posted August 5, 2026
Job description

Key Responsibilities:

Cloud Infrastructure & Architecture

  • Architect, deploy, configure, and support cloud infrastructure on Azure, AWS, and other public clouds for high availability, performance, and security.
  • Lead migration of on-premise customer environments to hosted cloud platforms, targeting completion milestones aligned with signed customer commitments and pipeline forecasts.
  • Implement and maintain security measures including identity management, network segmentation, and compliance controls across cloud environments.
  • Configure secure integrations with external services (OAuth, Microsoft 365, GSuite, third-party applications).
  • Optimize cloud resource utilization and cost efficiency, with measurable cost-per-environment targets.

Automation & Scalability

  • Develop and maintain Infrastructure-as-Code using Terraform, Ansible, and/or Puppet to enable scalable, repeatable environment provisioning.
  • Build toward a fully automated CI/CD pipeline for deployment and monitoring, reducing manual provisioning time by a measurable target (to be established within first 90 days).
  • Create automation scripts (Python, Bash, PowerShell) to eliminate repetitive infrastructure tasks.

Technical Support & Customer Engagement

  • Serve as primary technical support liaison for hosted and on-premise client environments, delivering resolution within defined SLAs.
  • Diagnose and resolve complex customer infrastructure issues across server operating systems (Linux, Windows) and database platforms (SQL Server, MySQL, PostgreSQL, Oracle).
  • Document all customer requests, diagnostic steps, and resolutions thoroughly and consistently.
  • Communicate progress and status to internal and external stakeholders with frequency and clarity.

AI Strategy & Adoption

  • Leverage AI-assisted coding tools (e.g., GitHub Copilot, Claude Code) to accelerate IaC development, scripting, and troubleshooting workflows.
  • Build and maintain AI-enabled knowledge bases from existing company knowledge resources, supporting the BU's AI-DLC Level 2/3 roadmap toward customer-facing agents and adjacent software modules.
  • Ensure responsible use of AI tools in all internal and customer-facing contexts, specifically regarding data privacy, PII protection, and intellectual property.
  • Identify and document at least 2 AI-driven workflow improvements within the first 90 days, with estimated hours saved.

Incident Response & Systems Administration

  • Provide priority assistance in containment and remediation during cybersecurity incidents.
  • Perform general systems administration including installation, configuration, maintenance, system audits, backups, and patch management.

Qualifications:

  • 5+ years of experience in a System/Cloud Administrator role.
  • Demonstrated proficiency with Azure and AWS cloud platforms, including environment architecture and deployment.
  • Experience with database platforms: Microsoft SQL Server, MySQL, PostgreSQL, and/or Oracle.
  • Strong knowledge of networking concepts and technologies.
  • Working proficiency across Linux and Windows server operating systems.
  • Experience with Infrastructure-as-Code tools (Terraform, Ansible, or Puppet).
  • Demonstrated proficiency with AI prompting and working knowledge of LLMs, including when to use them and when not to, with specific attention to privacy and IP considerations.
  • Ability to manage competing priorities, triage by urgency, and drive issues to resolution independently.

Preferred Qualifications:

  • Proven hands-on experience architecting multi-tenant or multi-customer cloud environments.
  • Strong scripting skills in Python, Bash, and/or PowerShell.
  • Experience with containerization (Docker) and orchestration (Kubernetes).
  • Familiarity with CI/CD pipeline design and DevOps practices.
  • Cloud certifications (Azure, AWS) from tier-one providers.
  • Experience in a customer-facing technical support role with SLA accountability.
  • Prior experience applying AI tools to infrastructure automation or knowledge management workflows.

Salary range: $75,000 - $85,000 CAD per year.

About this role

Summary

Manage cloud infrastructure, automation, security, support, and AI integrations.

Job title

Senior System Administrator

Experience level

5+ years

Minimum experience

5+ years exp

Industry

software

Location requirements

Remote work in Ontario, Canada is permitted.

Salary

C$75k–C$85k

Management role

No

Skills & keywords

Required skills

AzureAWSTerraformAnsiblePythonBashPowerShellLinuxWindowsSQL ServerMySQLPostgreSQLOracle

Preferred skills

multi-tenant cloud architectureKubernetesDockerCI/CDcloud certificationscustomer supportAI tools

Specializations

cloud infrastructureautomationsecurityAIsystems administration
Locations

Structured locations inferred from the posting.

Ontario, Canada

Remote State

Ottawa, ON, Canada

On-site City