We empower charities and non-profits across Canada by delivering world-class lottery management services and cutting-edge technology solutions. We’re passionate about helping our partners achieve their fundraising goals while providing seamless and innovative experiences for their supporters.

Stride is part of the Jumbo Interactive Group (ASX-300 JIN). Over the past 30 years, we’ve grown from humble beginnings with a single computer to a global technology company. We partnered with over 15,000 good causes worldwide and helped raise more than $260 million last financial year.

About The Role
As a hands-on IT Manager, you will lead and manage our company’s IT operations, ensuring the seamless performance of our on-premises systems and the growing cloud environment. This is a role for a self-motivated leader who can independently oversee the full spectrum of IT needs, while also rolling up their sleeves to handle critical technical work directly. You’ll lead a small IT team, including managing and developing an IT staff member, and take full ownership of our IT strategy, operations, and vendor relationships.

The ideal candidate will have solid technical proficiency across Microsoft 365, Azure, general networking, security best practices, and end-user support. You will ensure our IT infrastructure is reliable, secure, and evolving with business needs — combining leadership, practical execution, and continuous improvement.

Your Day-to-Day:

• Lead the management of IT infrastructure across on-premises systems and Azure cloud, ensuring scalability, performance, and cost-efficiency.
  
  
• Oversee network performance, physical servers, LAN/WAN, Voip, and VPN systems, coordinating with vendors as needed.
  
  
• Manage Microsoft 365 environment, including administration, user access, security, and troubleshooting.
  
  
• Manage and mentor an IT staff member, providing technical development and task delegation.
  
  
• Own relationships with IT vendors, handling contracts for hardware, software, cloud services, and outsourced support.
  
  
• Ensure security, data protection, disaster recovery, and compliance across all systems.
  
  
• Maintain and update IT policies, asset registers, software licensing, backups, and lifecycle documentation.
  
  
• Coordinate software deployment and patching, and manage onboarding/offboarding processes.
  
  
• Troubleshoot complex hardware, software, and network issues, supporting smooth day-to-day operations.
  
  
• Maintain thorough documentation of IT infrastructure and procedures.

What You’ll Bring to the Role:

• 6+ years of broad IT experience across systems, networking, and cloud platforms.
  
  
• Proficient in Microsoft 365 administration, Azure infrastructure, and Windows Server environments.
  
  
• Skilled in endpoint management, MDM tools (e.g., Intune), and VoIP/unified communications systems.
  
  
• Solid understanding of networking fundamentals (LAN/WAN, firewalls, VPNs, switches).
• Familiar with IT security best practices, endpoint protection, backup solutions, and disaster recovery planning.
  
  
• Experienced in managing IT policies and supporting compliance and audit activities.
• Strong troubleshooting abilities across hardware, software, and network issues.
  
  
• Exposure to scripting/automation (e.g., PowerShell) and familiarity with project management tools and frameworks (e.g., Agile, ITIL).
• Experienced in managing third-party vendors and negotiating service contracts.
  

Find Your Freedom at Stride:

At Stride, we're all about ensuring our team thrives as a valued member, look forward to:

• Commitment to Diversity, Equity and Inclusion across the employee career journey,
• An Employee Assistance Program where you can access counselling and coaching sessions,
• Focus on talent management, including career and skills development,
• Health & Wellbeing activities,

We are a 2024 Circle Back Initiative Gold Employer – we commit to respond to every applicant.