Senior Remote Linux System Administrator Jobs in Toronto, ON

At Sienna, we empower our team members across Ontario, British Columbia, Saskatchewan and Alberta to help our residents live the life they desire and deserve.  Our purpose is simple: to cultivate happiness in daily life! 

What Sienna Offers: We aspire to cultivate an environment and culture where team members feel valued, heard and empowered to do meaningful work.  We offer a number of programs and benefits that support team members’ financial, personal and professional needs:  

• A competitive compensation and vacation package
• Employer Paid Health & Dental Benefits
• RRSP with Company Match
• Share Ownership and Reward Program (SOAR)
• Employee Share Purchase Plan with Company Match
• Continuous learning and growth so you have the skillset needed to succeed and take on new challenges
• A welcoming culture that values diversity and differing perspectives, experiences and beliefs

What You’ll Be Doing:   Reporting to the Director, the Senior Azure Cloud Administrator is responsible for the design, administration, optimization, and operational support of Sienna's Microsoft Azure cloud environment and related cloud platforms. This role provides senior technical leadership for Azure infrastructure, networking, identity, security, backup and disaster recovery, governance, automation, and monitoring, ensuring the availability, performance, security, and cost-effectiveness of enterprise cloud services.

Working closely with infrastructure, cybersecurity, and application teams, the incumbent leads cloud operations, supports enterprise technology initiatives, and drives the adoption of cloud best practices through automation, standardization, and governance.

Cloud Infrastructure & Platform Operations

• Serve as the senior technical owner for the enterprise Microsoft Azure platform, providing architectural oversight, operational leadership, and technical direction for cloud infrastructure and platform services.
• Design, implement, and optimize Azure infrastructure services, including compute, storage, networking, identity, and platform services, ensuring scalability, resilience, security, and operational excellence.
• Lead the administration and continuous improvement of Azure networking, including Virtual Networks, hybrid connectivity, VPN Gateways, DNS, Network Security Groups (NSGs), Application Gateways, and Web Application Firewall (WAF) policies. Develop networking standards and lead complex troubleshooting and performance optimization initiatives.
• Own the enterprise Microsoft Entra ID platform, including identity governance, Conditional Access, RBAC, Enterprise Applications, App Registrations, Privileged Identity Management (PIM), and identity lifecycle automation.
• Design and maintain SCIM-based provisioning to support a cloud-first identity strategy and Zero Trust security model.
• Lead operational monitoring, observability, and service reliability initiatives using Azure Monitor, Log Analytics, and native Azure management tools.
• Drive root cause analysis, problem management, and continual service improvement while serving as the senior escalation point for critical cloud incidents.
• Provide technical leadership for regarding Sienna’s transition from standalone Power BI to Microsoft Fabric.

Security & Governance

• Lead enterprise backup, disaster recovery, and business continuity capabilities using Azure Backup and Azure Site Recovery. Define recovery strategies, validate RTO/RPO objectives, lead recovery testing, and contribute to organizational disaster recovery planning.
• Develop and enforce Azure governance standards, including Azure Policy, management groups, resource organization, tagging strategies, landing zone standards, and cost governance. Continuously optimize cloud consumption through right-sizing, Reserved Instances, Savings Plans, and Azure Hybrid Benefit while providing executive-level reporting and recommendations.
• Design and implement Infrastructure as Code (IaC) and automation solutions using PowerShell and Azure-native tooling to improve consistency, scalability, operational efficiency, and platform reliability. Establish engineering standards, reusable templates, and automation frameworks.
• Partner with Cybersecurity, Enterprise Architecture, and Infrastructure teams to implement secure-by-design cloud solutions, lead vulnerability remediation efforts, support regulatory compliance, and strengthen the organization's cloud security posture within a regulated healthcare environment.
• Evaluate emerging Azure technologies and platform capabilities, providing technical recommendations that align with enterprise architecture, business strategy, and cloud modernization objectives.

Platform Enablement

• Serve as the organization's senior Azure subject matter expert, providing technical leadership, architectural guidance, and mentorship to infrastructure and systems administration teams while fostering cloud engineering best practices.
• Lead the development and maintenance of enterprise cloud standards, architecture documentation, operational runbooks, and standard operating procedures to support operational maturity and knowledge transfer.
• Provide technical leadership on enterprise cloud initiatives and strategic transformation projects, collaborating with cross-functional teams to design, implement, and support secure, scalable, and resilient cloud solutions.
• Partner with IT leadership to develop and execute the organization's Azure cloud roadmap, contributing to strategic planning, platform modernization, technology evaluation, and continuous improvement initiatives.

Who you are:

• Bachelor’s degree in Computer Science, Information Technology, Computer engineering or a related field.
• 8+ years’ progressive infrastructure experience.
• 5+ years’ direct experience of Microsoft Azure Administration in a production environment.
• Demonstrated depth across Azure compute, storage, backup/DR, and networking, including Application Gateway and WAF administration
• Strong Microsoft Entra ID administration experience (conditional access, RBAC, enterprise applications)
• Experience with SCIM-based automated user provisioning/deprovisioning for enterprise applications
• Experience in healthcare or another regulated industry, with awareness of privacy obligations (e.g., PHIPA/PIPEDA)
• Experience working with Microsoft Suite (Word, Outlook, Excel, PowerPoint, etc.)

What you need to know:

• Any offer of employment will be conditional upon a criminal background and references check.
• We will review applications as they are received. Only those candidates selected for an interview will be contacted.
• Sienna Senior Living may utilize Artificial Intelligence to screen or assess applicants for this position.
• Salary Range: $96,655 - $120,819 **Please note that individual salary is determined by factors such as job-related knowledge, skills and experience, as well as internal equity**
• At our corporate head office, we thrive on teamwork and collaboration. This position is required to be on site 5 days a week (Markham ON)
• This posting is for a new position.

Sienna Senior Living is committed to employment equity, diversity, and inclusion in the workplace.  In accordance with provincial regulations, upon request, support will be provided for accommodations throughout the recruitment, selection, and assessment process.