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.

You’re the right fit for this role if you –

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.

What You’ll Do:
Microsoft 365 & Identity (Level 1–2)

Support Microsoft 365, Entra ID, Exchange, Teams, and SharePoint at an operational level

Manage users, groups, licenses, shared mailboxes, and access requests

Troubleshoot authentication, access, and collaboration issues

Onboarding & Offboarding

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

Endpoint & Access Support

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

Ticket Execution & Documentation

Own support tickets from intake through resolution (L1–L2)

Follow established runbooks and operational standards

Maintain clear,



accurate documentation and ticket updates

Projects & Skill Development

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

What You Bring :

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

Compensation:
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.

Equal Prospect Statement
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.

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📌 Systems Engineer (Ontario)
🏢 Leo Berwick
📍 Ontario