senior technical support specialist macos and windows.

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.

Advantages
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.

Responsibilities
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.

Qualifications
Experience: A minimum of 7 years in IT Support or IT Operations within high-intensity environments.

MacOS Mastery: Deep technical expertise in Apple hardware and Jamf Pro management.

Microsoft Proficiency: Advanced knowledge of the Microsoft 365 ecosystem, including Entra ID (Azure AD) and Intune.

SaaS Administration: Proven experience managing Google Workspace and various RMM/ticketing tools (e.g., NinjaOne, ServiceNow).

Interpersonal Skills: Exceptional ability to communicate technical concepts to non-technical stakeholders at all organizational levels.

Language: Full professional bilingualism (English and French) is mandatory.

Our client operates in Canada. The company takes all reasonable steps to limit the number of positions in Quebec that require knowledge of a language other than French, and only requires it when necessary and its existing bilingual employees are unable to perform these duties. Based on an assessment conducted by our client, it has been determined that this position requires candidates to be fluent in English (both spoken and written). In particular, this position will require the employee to interact with centralized internal departments (e.g., Operations / HR / Finance / Legal / Contracts / Sales) that support the organization in Canada and that do not speak French.

Summary
Location: Montreal, QC (On-site 5 days/week).

Duration: Permanent, Full-Time.

Sector: Financial Technology / Lending Solutions.

Randstad Canada is committed to fostering a workforce reflective of all peoples of Canada. As a result, we are committed to developing and implementing strategies to increase the equity, diversity and inclusion within the workplace by examining our internal policies, practices, and systems throughout the entire lifecycle of our workforce, including its recruitment, retention and advancement for all employees. In addition to our deep commitment to respecting human rights, we are dedicated to positive actions to affect change to ensure everyone has full participation in the workforce free from any barriers, systemic or otherwise, especially equity-seeking groups who are usually underrepresented in Canada's workforce, including those who identify as women or non-binary/gender non-conforming; Indigenous or Aboriginal Peoples; persons with disabilities (visible or invisible) and; members of visible minorities, racialized groups and the LGBTQ2+ community.

Randstad Canada is committed to creating and maintaining an inclusive and accessible workplace for all its candidates and employees by supporting their accessibility and accommodation needs throughout the employment lifecycle. We ask that all job applications please identify any accommodation requirements by sending an email to View email address on randstad.com to ensure their ability to fully participate in the interview process. show more