MSP Senior System Engineer

We are a growing Managed Service Provider (MSP) based in Brampton, Ontario, supporting small and mid‑sized businesses across the GTA. Our focus is delivering secure, well‑architected hybrid IT environments, not just fixing tickets.

We are looking for a Senior MSP Engineer who can take ownership of complex environments, lead implementations, and act as a trusted technical advisor to our clients.

The Role

As a Senior MSP Engineer, you will work across multiple client environments, owning the design, deployment, and ongoing improvement of on‑prem, Microsoft 365, Intune, and Azure solutions. This role is ideal for someone who enjoys variety, autonomy, and solving real‑world business problems—not just closing tickets.

You will be a senior escalation point, contribute to standards and best practices, and help mentor junior team members.

You are a powerful communicator and a person who can manage well when the client is in a pickle and needs strong guidance.

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Key Responsibilities

Core Engineering & Projects

You’ll have the ability to take on and manage new projects, such as new server upgrades and implementations, and run them from beginning to end. Your organizational skills and project management experience mean you need little oversight or direction, and you always execute flawlessly.

You’re a high-level communicator, able to build relationships with co-workers, small business owners, and executives alike. You can speak techno-babble with your coworkers, but make the most complicated issue easy to understand for any customer. You’re also forward-thinking, able to anticipate your client’s needs as well as the needs of the business.

• Design, deploy, and support Windows Server environments (on‑prem and hybrid)
• Implement and manage Microsoft 365 tenants, including:
  • Entra ID (Azure AD)
  • Conditional Access
  • Microsoft Defender (Identity, M365)
• Design and deploy Microsoft Intune:
  • Device compliance & configuration policies
  • Application deployment
• Implement and manage Azure infrastructure, including:
  • Virtual machines
  • Networking (VNets, VPNs)
  • Backups and disaster recovery
• Lead client projects such as:
  • Server replacements
  • M365 migrations
  • Security posture improvements
  • Hybrid cloud implementations

Client & Team Leadership

• Act as a senior escalation point for complex issues
• Work directly with clients to understand business requirements and recommend solutions
• Assist with documentation, standards, and continuous improvement
• Mentor and support junior and intermediate engineers
• Participate in structured on‑call rotation (no constant after‑hours firefighting)

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Required Experience & Skills

Technical

• 7+ years in IT, with significant MSP or multi‑client experience
• Strong hands‑on experience with:
  • Windows Server
  • Microsoft 365 administration
  • Microsoft Intune
  • Azure
• Solid understanding of:
  • Networking fundamentals (DNS, DHCP, VPNs, firewalls)
  • Identity and access management
  • Security best practices in SMB environments
• Comfortable working independently and making technical decisions

Professional

• Strong communication skills (you can explain technical topics to non‑technical clients)
• Organized, detail‑oriented, and documentation‑minded
• Calm under pressure and able to prioritize effectively
• Professional, client‑focused mindset

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Nice to Have (Not Required)

• Microsoft 365, Security or Intune certifications
• PowerShell scripting experience
• Experience with backup, DR, and ransomware recovery scenarios
• Experience contributing to MSP standards and tooling

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What We Offer

• Competitive salary based on experience
• Family Benefits
• Hybrid work environment
• Paid training and certification support
• Lead Engineer / Architect responsibilities
• Stable, professional MSP environment (no chaos culture)
• Opportunity to work on meaningful projects, not just ticket queues