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Senior Systems Engineer
STACK IT Recruitment
Source: Headcount Labs · original listing ↗
Job data: Headcount Labs, ODbL 1.0. Job descriptions belong to their employers.
Source date: 10/30/2026
About this role
👨🏻💼 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.