👨🏻💼 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
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!
Know someone perfect for this role? Share it with your network — you might just help someone take the next big step in their career.
✨ 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.