System Administrator

About Nakisa Nakisa is a global leader in AI-powered enterprise software for Human Resources, Financial Management, and Commercial Real Estate (CRE). Our cloud platform powers mission-critical operations for 1,100+ organizations in 135 countries and serves millions of users. We are building the next wave of enterprise applications with Nakisa AI. Our products use retrieval-augmented generation (RAG) with secure API integrations to large language models. Customer data stays private and auditable, and we never use client data to train third-party models. This privacy-first design gives enterprises trustworthy AI they can run in production. What sets us apart is a single platform that connects these functions on shared data models, a focus on high-stakes, compliance-heavy workflows, and a culture anchored in Fairness, Integrity, Service, and Humility. Recognized among Canada’s top employers, we offer hybrid work, supportive leaders, and clear growth paths. Join us to ship reliable, privacy-first AI at global scale. About the role We are looking for a technically solid and automation-minded System Administrator to join our internal IT team at Nakisa's Montréal headquarters. Reporting to the IT Manager, this is a hands-on role at the core of our day-to-day IT operations - keeping systems running, supporting employees across a global organization, and continuously finding smarter ways to do things. You will work across Windows and Linux environments, Microsoft 365, virtualization, and networking, while actively contributing to our automation and AI-driven IT initiatives. This is an ideal role for someone early in their IT career who wants real ownership, broad technical exposure, and the opportunity to grow in an environment that takes technology seriously. You won't be managing a helpdesk queue in isolation - you'll be working alongside experienced IT leadership, contributing to meaningful infrastructure projects, and building the skills that set you up for a long-term career in systems administration, cloud, or security. What you’ll be doing

• Provide Tier 2 support for infrastructure, systems, applications, and end-user issues, with priority on automation and self-service to reduce ticket volume, escalating when required.
• Support core IT operations, including employee onboarding/offboarding, access provisioning, and system configuration.
• Administer and maintain Windows and Linux server environments supporting internal services and applications such as file servers, development and QA systems/servers.
• Manage Microsoft 365 services, including Entra ID, Exchange Online, SharePoint, Teams, and identity/access management with emphasis on automated access governance.
• Administer Active Directory services, including domains, users, group policies (GPOs), and related services (DNS, DHCP, CA and etc.).
• Monitor system performance, availability, and security, and assist in resolving issues proactively.
• Support and troubleshoot network infrastructure, including switches, firewalls, VLANs, VPNs, and internal connectivity.
• Deploy and maintain virtual machines using VMware vSphere/vCenter or Microsoft Hyper-V.
• Develop and maintain basic automation scripts (PowerShell, Bash, Python) to improve operational efficiency, manual IT operations and enable self-service.
• Contribute to system integrations and automation initiatives across internal and external platforms.
• Maintain accurate technical documentation for systems, processes, and changes, including AI agent and automation playbooks.
• Collaborate with engineering and internal teams on infrastructure and operational initiatives.
• Identify repetitive IT tasks and convert them into automated workflows or AI agents.

What you bring

• Degree in Computer Science or a related field, or equivalent practical experience.
• 1–2 years of experience in system administration or a similar IT infrastructure role.
• Solid understanding of server administration, troubleshooting, and monitoring.
• Basic to intermediate knowledge of networking concepts (TCP/IP, DNS, DHCP, VPNs, firewalls).
• Hands-on experience with Microsoft 365, including Entra ID and core collaboration services.
• Experience supporting Linux and Windows environments.
• Familiarity with scripting or automation using PowerShell, Bash, Python, or similar.
• Understanding of backup and disaster recovery concepts.
• Basic knowledge of cybersecurity principles, including patching, endpoint security, and access control.
• Exposure to security tools such as firewalls, EDR, or SIEM is an asset, not a requirement.
• Strong troubleshooting and problem-solving skills, with the ability to work under guidance.
• Experience with customer support and service management platforms (e.g., Atlassian Jira, including workflows, permissions, and integrations).
• Awareness of compliance and security frameworks (e.g., ISO 27001, SOC 2).
• Hands-on experience or strong interest in AI-assisted IT operations (Copilot, automation platforms, workflow automation, AI agents).
• Ability to manage multiple tasks and prioritize effectively.
• Strong documentation habits and attention to detail.
• Good communication skills and ability to work collaboratively with cross-functional teams.
• Willingness to learn new technologies and adapt in a fast-paced environment.
• Fluency in English is required to perform essential IT functions, including supporting global systems and interacting with international vendors.
• The technology infrastructure supports operations and teams distributed internationally.

Nice-to-have

• Experience with cloud platforms such as AWS or Azure (basic administration, IAM, or resource management).
• Experience with customer relationship management (CRM) platforms (e.g., Microsoft Dynamics 365).
• Microsoft certifications such as M365 Administrator, Azure Fundamentals or similar certification
• Network certifications such as Cisco Certified Network Associate (CCNA) or CompTIA Network+
• Experience with Microsoft Copilot or similar AI productivity tools

What's in It for You

• Join a growing global SaaS company and be part of a lean, high-impact IT team where your work is visible and your contributions matter from day one.
• Work directly alongside experienced IT leadership - you'll be mentored, challenged, and given real ownership rather than being handed a ticket queue.
• Get hands-on exposure to a broad and modern tech stack: Microsoft 365, hybrid cloud, VMware, networking, cybersecurity, and AI-driven automation.
• Be part of Nakisa's AI and automation transformation from the ground up - this is a company that is investing in the future of IT, not just maintaining the status quo.
• Clear growth path toward senior system administration, cloud specialization, or IT security as you develop your skills.
• Support for professional development, including certifications and ongoing learning.

Why Nakisa? 💻 Flexibility: Hybrid work (1–2 days in our downtown Montréal office). 🌴 Time off: Starting at 3 weeks’ vacation, a paid week off at year end, an extra paid summer day off, personal and volunteer days, and generous sick leave. 🩺 Health & wellness: Comprehensive health, dental, and life insurance including telemedicine from day one. 💰 Financial security: RRSP matching up to 4% from day one and a home internet allowance. 💪 Active lifestyle: Free gym access in our downtown office building and half-price Bixi membership. 🎉 Social perks: Regular events to unwind with colleagues such as game nights, summer picnic, holiday party, excursions, and more. 🚀 Career growth: Mentorship, education assistance (80% up to $1,500 per year) and reimbursement of role-relevant professional dues. 🤝 Culture: A supportive, values-driven team with leaders who care. 🚀 Make your impact at Nakisa. If building privacy-first AI for global enterprises motivates you, apply today and help shape the future of enterprise software.

• Location: Montréal (hybrid).
• Visa or relocation: not available.
• Hiring process: recruiter conversation, hiring manager interview, and a panel or skills assessment depending on the role.
• Apply even if not a perfect match: potential and drive matter here.

Apply today.