Senior Systems Engineer

STACK IT Recruitment; Toronto; Hybrid; CAD 110,000 - 130,000; Full time

Benefits offered by this job

Health benefits

Paid time off

Job summary

STACK IT Recruitment Inc. in Toronto, ON is seeking a Senior Systems Engineer to join a managed services and cloud hosting provider. You will handle hands-on implementations across Microsoft 365, Azure, and virtualization, and serve as the lead technical contact for a major enterprise account.

You will guide project planning, assess risks, and collaborate with architects to design solutions. The role is hybrid (3 days/week) in Toronto, with opportunities to influence major client initiatives.

Qualifications

• 5+ years in MSP delivering implementations.
• Strong Microsoft 365 and Azure experience.
• VMware/Hyper-V virtualization experience.
• SQL databases and Linux server support.
• Experience migrating and refreshing infrastructure.
• Act as technical point of contact for clients.
• Independent with strong communication and judgement.

Responsibilities

• Deliver hands-on implementation and migration projects for clients.
• Lead technical contact for a key enterprise account and participate in planning meetings.
• Evaluate proposed projects for risks, dependencies, and considerations.
• Contribute to project scoping and solution design with architects.
• Implement infrastructure refreshes and modernization across sites.
• Work with Microsoft 365, Azure, and cloud hosting environments.
• Coordinate technical response during incidents for the key account.

Skills

MSP engineering

Azure

Microsoft 365

Virtualization

SQL databases

Linux servers

Migration planning

Client advisory

Communication skills

Independent decisions

Tools

Hyper-V

VMware

HPE VM

SAP Business One

Job description

Are you a senior MSP engineer who can deliver large infrastructure projects hands-on and act as the technical advisor a client relies on?

We’re hiring a Senior Systems Engineer to join a managed services and cloud hosting provider working across Microsoft 365, Azure, and virtualized infrastructure. The role leads hands-on implementations and migrations for the company’s clients and serves as the lead technical contact for one key enterprise account, guiding its project planning and technical decisions.

Who You Are

• A senior engineer accustomed to the demands of a managed services environment, able to reprioritize effectively as client needs change
• A professional who takes ownership of outcomes and exercises sound technical judgement within acceptable risk, with minimal oversight
• Solution-oriented under pressure, consistently presenting viable alternatives when an approach is not feasible
• A trusted advisor who communicates risks, gaps, and constraints to clients clearly and candidly
• Composed and credible in client settings, whether in virtual meetings, in person, or during a critical incident
• Someone who demonstrates accountability, respect and integrity in every interaction and holds their work to a high standard

Work Type

• Location: Toronto, ON (Hybrid, 3 days per week)
• Vacancy Type: This role reflects an existing vacancy

What You’ll Do

• Deliver hands-on implementation and migration projects for the company’s clients, which make up roughly 90% of the role
• Serve as the lead technical contact for one key enterprise account, taking part in its regular planning meetings on upcoming initiatives
• Help the client evaluate proposed projects, identifying risks, dependencies, and considerations before plans are finalized
• Contribute to project scoping and solution design with the company’s architects, bringing a detailed understanding of the client’s environment
• Implement infrastructure refreshes and modernization projects, including new server hardware and virtualized environments across multiple sites
• Work across Microsoft 365, Azure, and cloud hosting environments supporting database-driven applications on SQL and Linux
• Coordinate the technical response for the key account during serious incidents, drawing on knowledge of its environment and priorities

What We’re Looking For

• 5+ years of hands-on experience in an MSP environment, delivering implementations and infrastructure projects
• Strong experience with Microsoft 365 and Azure in a managed services setting
• Experience with server infrastructure and virtualization platforms such as Hyper-V or VMware
• Experience supporting database-driven environments, including SQL databases and Linux servers
• A track record of planning and executing migrations and infrastructure refreshes for business clients
• Experience acting as a technical point of contact for clients, advising on project plans and risks
• The ability to work independently and make sound technical decisions within agreed boundaries
• Strong communication skills with client IT teams, internal architects and leadership, in person and virtually

Nice to have:

• Experience as a Technical Account Manager or in a client-facing technical lead role
• Experience with HPE VM
• Exposure to SAP Business One environments

What Makes This Role Exciting

• Strategic Client Ownership: Serve as the trusted technical advisor to one of the company’s most significant clients, with direct influence on how its largest initiatives are planned and delivered
• Large-Scale Infrastructure Work: Lead projects of greater scale and complexity than a typical MSP engagement, with major initiatives already planned over the next two years
• Decision-Making Autonomy: Exercise genuine technical judgement within defined risk boundaries, without approval required at every step
• Team-Backed Accountability: Own the client relationship with the full Professional Services team supporting the account’s delivery

• Base Salary: $110,000 – $130,000
• Paid Time Off: Competitive vacation and personal days to maintain a healthy work-life balance
• Health Benefits: Medical benefits to support your overall well-being

We’re proud to support diversity and inclusion. Need accommodation during the hiring process? Just let us know — we’re here to support you!

AI Use Disclosure: STACK IT uses AI-enhanced tools to support initial candidate screening and interview note analysis. All assessments and hiring decisions remain human-led.