Lead Systems Engineer

Job Description:

Lead Systems Engineer

Location: Markham, ON

CORA Group | Information Technology

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.

At CORA, we foster a culture of innovation, collaboration, and continuous learning. We encourage creative thinking, technical excellence, and individuals who challenge the status quo to drive meaningful improvements.

The ideal candidate is a hands-on technologist with strong expertise in Microsoft enterprise technologies, cloud infrastructure, automation, and security. This individual will play a key role in modernizing our technology environment while ensuring our infrastructure remains secure, scalable, reliable, and efficient.

Position Overview

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, be on an on-call rotation supporting help desk operations from time to time, with a primary focus on infrastructure modernization, automation, operational resilience, and continuous improvement.

Key Responsibilities

Infrastructure Engineering & Architecture

• 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.

Cloud & Enterprise Technologies

• Engineer and support Microsoft 365, Azure, Entra ID, Intune, Active Directory, and Windows Server environments.
• Cloud Infrastructure, Security & Operations (AWS & Azure): Manage, secure, and optimize cloud environments across AWS and Microsoft Azure, including compute, storage, databases, networking, and connectivity. Implement identity and access management, least-privilege security, governance, and compliance best practices. Ensure performance, availability, and resilience through proactive monitoring, troubleshooting, automated backups, and disaster recovery planning. Drive cost optimization, resource efficiency, and infrastructure automation using Infrastructure as Code (IaC) tools such as Terraform and native cloud deployment solutions.
• 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.

Security, Automation & Operational Excellence

• 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.

Technical Leadership & Support

• 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.

Required Qualifications

• 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.

• Identity & Endpoint Management: Entra ID, Active Directory, Group Policy, Intune.

• Cloud Infrastructure: Microsoft Azure, hybrid cloud environments, SaaS/IaaS technologies.

• Server Technologies: Windows Server, DNS, DHCP, virtualization, and enterprise networking fundamentals.

• Security & Resilience: Patch management, infrastructure hardening, backup/recovery, disaster recovery, and monitoring.

• 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.

Preferred Qualifications

• 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.

What We're Looking For

Beyond technical expertise, we value individuals who:

• Think ahead: Anticipate technology trends and proactively identify opportunities.

• Take ownership: Drive solutions from concept to completion.

• Innovate responsibly: Balance new technologies with security, reliability, and business value.

• Lead by example: Share knowledge, mentor others, and promote technical excellence.

• Deliver results: Focus on sustainable solutions that simplify operations and improve the business.

Additional Information

• Participation in an on-call rotation and occasional after-hours maintenance may be required.

• Travel requirements: Approximately 5–10%.

Salary: $110,000 CAD

Business Unit:

CORA Corporate

Scheduled Weekly Hours:

40

Number of Openings Available:

1

Worker Type:

Regular

More About Jonas Software:

Jonas Software is 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, to name a few. Within these markets, Jonas 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.