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Added 3 mins ago
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Lead AI Engineer
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Jonas Software

Lead Systems Engineer

Markham, ON, Canada
Toronto, ON, Canada
Canada - Markham - Ontario, Canada

Salary: $110,000-$115,000 CAD · Full-time

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Job details

Pay: Salary: $110,000-$115,000 CAD
Job type: Full-time
Experience: 5–7+ years of progressive experience in enterprise systems engineering and infrastructure administration.
Posting language: English
Posted: Oct 26, 2026

Original job description

Job Description:

Lead Systems Engineer

Location: Markham, ON

Salary: $110,000-$115,000 CAD

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, 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.

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%.

Business Unit:

CORA Corporate

Scheduled Weekly Hours:

Number of Openings Available:

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.

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More about this job

Responsibilities

The Lead Systems Engineer is responsible for designing, implementing, and maintaining secure, scalable enterprise infrastructure across cloud and hybrid environments. This role also involves leading infrastructure modernization initiatives, providing Level III technical support, and mentoring team members.

Requirements

Candidates must have a bachelor's degree in Computer Science or Information Technology and 5–7+ years of progressive experience in enterprise systems engineering. Strong hands-on expertise in Microsoft technologies, cloud infrastructure, and automation scripting is required.

Skills

Systems Engineering
Microsoft 365
Azure
Infrastructure Architecture
Automation
PowerShell
Active Directory
Entra ID
Intune
Windows Server
Cloud Infrastructure
Security
Disaster Recovery
Technical Leadership
Project Management
Infrastructure Modernization

Visa sponsorship

Not detected in the job text

Keywords

Systems Engineering
Microsoft 365
Azure
Entra ID
Intune
Active Directory
Windows Server
PowerShell
Infrastructure as Code
Terraform
Bicep
VMware
Hyper-V
SAN
NAS
NetApp
SQL Server
MySQL
Microsoft Defender
ITIL
Cloud Infrastructure
SaaS
IaaS
Cybersecurity
Automation
Disaster Recovery
Enterprise Architecture
Hybrid Cloud
API
Patch Management

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