Systems Engineer

What we’re looking for:

As Leo Berwick continues to scale, we are investing in a modern, cloud-first technology environment built on reliability, security, and strong operational discipline.

Reporting to the IT Manager, we are looking for a Systems Engineer to support and execute across this environment. This is an execution-focused role for someone who is detail-oriented, process-driven, and motivated to build a strong foundation in enterprise IT systems.

You will play a key role in day-to-day operations assuring systems run smoothly, supporting users effectively, and contributing to projects that strengthen our technology platform as we grow.

• Take pride in executing reliably and following structured processes with strong attention to detail
• Are comfortable supporting Microsoft 365 environments and troubleshooting across Windows and macOS
• Proactively resolve issues within scope and escalates appropriately when needed
• Work well in a ticket-driven environment with clear ownership from intake to resolution
• Are motivated to learn, grow, and build toward broader system ownership
• Unlimited paid time off
• Generous performance-based bonuses
• Flexible working arrangements – remote and location flexibility
• Pension & retirement contributions
• Monthly fringe benefit stipend (up to $400)
• Additional benefits to support your physical and mental wellness

This role operates on a hybrid model, with 1–2 days per week in our Toronto office, plus additional in-person collaboration as required based on projects and business needs.

• Support Microsoft 365, Entra , Exchange, Teams, and SharePoint at an operational level
• Manage users, groups, licenses, shared mailboxes, and access requests
• Troubleshoot authentication, access, and collaboration issues

• Execute onboarding and offboarding for employees and external consultants using defined SOPs
• Provision accounts, devices, SaaS access, and shared resources
• Ensure timely and accurate access removal and device actions

• Troubleshoot Windows and macOS issues, including login, MFA, device compliance, and peripherals
• Support secure application packaging and deployment standards in Intune, including dependency handling, detection rules, and compliance alignment.
• Support Intune enrollment, device compliance, and standard security tooling
• Assist with office IT needs including conferencing, AV, and printing

• Own support tickets from intake through resolution (L1–L2)
• Follow established runbooks and operational standards
• Maintain clear, accurate documentation and ticket updates

• Execute IT projects under guidance from senior engineers and management
• Support SaaS rollouts, access reviews, and cleanup initiatives
• Build toward ownership of defined operational areas over time

• 4–6 years of experience in IT support or systems administration
• Hands‑on experience with Microsoft 365 administration
• Strong troubleshooting skills across Windows and macOS environments
• Familiarity with Intune or modern device management tools
• Experience working in a ticket-based support environment
• Strong attention to detail and comfort working within structured processes

This permanent, full-time role offers a base salary of $80,000–$100,000 CAD, depending on your skills and experience. Final compensation will reflect the scope of the role and the relevance of your background.

Leo Berwick provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type with regard to race, age, ancestry, color, creed, disability status (physical or mental), gender, marital status, legally-protected medical condition (including pregnancy), national origin, religion, gender identity or expression, genetic information, sexual orientation, military, protected veteran status, or any other characteristic protected by applicable federal, state, or local laws.