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About the Role
CORA Group is seeking a passionate, forward-thinking Lead Systems Engineer who thrives on solving complex technical challenges, embracing emerging technologies, and building innovative enterprise solutions. The Lead Systems Engineer serves as a senior technical subject matter expert responsible for designing, implementing, optimizing, and supporting CORA Group's enterprise infrastructure across cloud, on-premises, and hybrid environments. This role combines solution architecture, hands-on engineering, technical leadership, project delivery, and Level III support, with a primary focus on infrastructure modernization, automation, operational resilience, and continuous improvement.
Responsibilities
- Design, implement, and maintain secure, scalable, and resilient enterprise infrastructure solutions.
- Lead infrastructure modernization initiatives, technology evaluations, proof-of-concept testing, and technical implementations.
- Translate business requirements into practical, cost-effective technology solutions.
- Establish technical standards, architecture documentation, and operational runbooks.
- Proactively identify emerging technologies and opportunities to improve infrastructure performance and efficiency.
- Engineer and support Microsoft 365, Azure, Entra ID, Intune, Active Directory, and Windows Server environments.
- Manage hybrid cloud infrastructure, identity services, endpoint management, and SaaS integrations.
- Optimize infrastructure availability, performance, security, and operational costs.
- Support enterprise backup, disaster recovery, and business continuity capabilities.
- Incorporate security best practices, compliance requirements, and risk management into infrastructure solutions.
- Drive automation using PowerShell, APIs, and modern infrastructure management tools.
- Identify and remediate infrastructure vulnerabilities, performance issues, and technical debt.
- Improve operational efficiency through standardization, proactive monitoring, and continuous improvement.
- Evaluate emerging technologies, including AI-enabled IT operations and intelligent automation, where appropriate.
- Serve as a Level III escalation point for complex infrastructure and enterprise technology issues.
- Lead technical troubleshooting, root cause analysis, and resolution of critical incidents.
- Provide technical guidance and mentorship to fellow engineers and IT team members.
- Collaborate with cybersecurity teams, business stakeholders, and technology vendors.
- Lead infrastructure projects from design through implementation and operational handoff.
- Participation in an on-call rotation and occasional after-hours maintenance may be required.
- Travel approximately 5–10%.
Requirements
- Bachelor's degree in Computer Science, Information Technology, or equivalent professional experience.
- 5–7+ years of progressive experience in enterprise systems engineering and infrastructure administration.
- Strong hands-on experience with Microsoft 365: Exchange Online, Teams, SharePoint Online.
- Strong hands-on experience with Identity & Endpoint Management: Entra ID, Active Directory, Group Policy, Intune.
- Strong hands-on experience with Cloud Infrastructure: Microsoft Azure, hybrid cloud environments, SaaS/IaaS technologies.
- Strong hands-on experience with Server Technologies: Windows Server, DNS, DHCP, virtualization, and enterprise networking fundamentals.
- Strong hands-on experience with Security & Resilience: Patch management, infrastructure hardening, backup/recovery, disaster recovery, and monitoring.
- Strong hands-on experience with Automation: PowerShell scripting, APIs, and infrastructure automation.
- Demonstrated ability to design, implement, and troubleshoot complex infrastructure solutions.
- Experience leading technical projects, evaluating technology solutions, and working with vendors.
- Strong analytical, problem-solving, communication, and documentation skills.
- Ability to work independently, manage competing priorities, and collaborate across teams.
- Experience with AWS, VMware, Hyper-V, SAN/NAS storage, or NetApp.
- Familiarity with SQL Server, MySQL, and Apple/macOS environments.
- Experience with Infrastructure as Code tools such as Terraform or Bicep.
- Knowledge of Microsoft Defender, security monitoring, and ITIL practices.
- Relevant Microsoft Azure or Microsoft 365 certifications.
- Exposure to AI-enabled infrastructure management and automation.
- Individuals who think ahead: Anticipate technology trends and proactively identify opportunities.
- Individuals who take ownership: Drive solutions from concept to completion.
- Individuals who innovate responsibly: Balance new technologies with security, reliability, and business value.
- Individuals who lead by example: Share knowledge, mentor others, and promote technical excellence.
- Individuals who deliver results: Focus on sustainable solutions that simplify operations and improve the business.
Skills
- Microsoft enterprise technologies
- Cloud infrastructure
- Automation
- Security
- Microsoft 365
- Azure
- Entra ID
- Intune
- Active Directory
- Windows Server
- Hybrid cloud infrastructure
- Identity services
- Endpoint management
- SaaS integrations
- Backup
- Disaster recovery
- Business continuity
- PowerShell scripting
- APIs
- Infrastructure management tools
- AI-enabled IT operations
- Intelligent automation
- Technical troubleshooting
- Root cause analysis
- Technical leadership
- Mentorship
- Collaboration
- Project leadership
- Exchange Online
- Teams
- SharePoint Online
- Group Policy
- Virtualization
- Enterprise networking
- Patch management
- Infrastructure hardening
- Monitoring
- AWS
- VMware
- Hyper-V
- SAN/NAS storage
- NetApp
- SQL Server
- MySQL
- Apple/macOS
- Terraform
- Bicep
- Microsoft Defender
- Security monitoring
- ITIL
- Microsoft Azure certifications
- Microsoft 365 certifications
Location
- Markham, ON
Work Type
- Regular
- 40 hours/week
Experience Level
- 5–7+ years of progressive experience in enterprise systems engineering and infrastructure administration.
Education Level
- Bachelor's degree in Computer Science, Information Technology, or equivalent professional experience.
Salary/Compensations
- $110,000-$115,000 CAD
About the Company
- CORA Group is a part of Jonas Software, a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services. Jonas Software is comprised of over 65 distinct brands, each a respected leader in its domain. Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service. Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees. Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.