Senior Systems Engineer

‍ 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.

• 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

Requirements

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

Benefits

• 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

Ready to Lead Projects and Own a Key Client Relationship? Apply Now!

At STACK IT Recruitment, we connect top talent with standout opportunities. If you meet at least 70% of the qualifications, we encourage you to apply — we’d love to chat!

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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.