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Randstad Logo Randstad · IT - Administration

Senior Technical Support Specialist Macos And Windows

Canada, Montreal · Job Posted May 17, 2026
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Job Description

Join a multi-award-winning leader in the Canadian FinTech sector that is fundamentally redefining the mortgage industry through cutting-edge cloud technology. As a key member of our high-growth IT infrastructure team, you will serve as the technical anchor for our Montreal headquarters. This role is designed for a seasoned expert who thrives in a fast-paced, "hypergrowth" environment and enjoys a mix of high-level problem solving and hands-on hardware management. You will contribute to a modern tech stack and play a pivotal role in maintaining the digital tools that power Canada's most advanced lending platform.

Job Responsibility

  • On-Site Technical Leadership: Act as the primary IT point of contact for the Montreal office, providing dedicated face-to-face support
  • Tier 2 Escalation: Serve as a senior technical resource and mentor for junior team members, handling complex troubleshooting for remote and local users
  • Endpoint Management: Oversee the full lifecycle of macOS and Windows devices, including provisioning, security patching, and compliance via Jamf and Intune
  • Operational Excellence: Manage the end-to-end identity lifecycle (onboarding/off-boarding) and maintain precise asset tracking and hardware inventory
  • System Optimization: Support and refine SaaS application workflows and internal collaboration tools to enhance the overall user experience
  • Process Documentation: Contribute to the evolution of standard operating procedures (SOPs) and ITIL-based support frameworks

Requirements

  • A minimum of 7 years in IT Support or IT Operations within high-intensity environments
  • Deep technical expertise in Apple hardware and Jamf Pro management
  • Advanced knowledge of the Microsoft 365 ecosystem, including Entra ID (Azure AD) and Intune
  • Proven experience managing Google Workspace and various RMM/ticketing tools (e.g., NinjaOne, ServiceNow)
  • Exceptional ability to communicate technical concepts to non-technical stakeholders at all organizational levels
  • Full professional bilingualism (English and French) is mandatory

What we offer

  • Career Velocity: Work within a "Rocketship" culture recognized by Deloitte and major tech industry boards for rapid growth and innovation
  • Entrepreneurial Culture: Benefit from a workspace built on trust, high ambition, and a "stronger together" mentality
  • Modern Ecosystem: Access to a fully cloud-based environment with top-tier tools (Jamf, Intune, Google Workspace)
  • Stability & Impact: Be part of an organization managing billions in assets while maintaining the agility of a tech startup
  • Professional Growth: Collaborate with top-tier AI engineers and developers in a framework designed to accelerate your technical mastery
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