Remote Systems Engineer Jobs in Toronto, ON (NOW HIRING)

Love complex infrastructure challenges and client-facing problem solving? 
This is your chance to lead major tech transformations - from server migrations to cloud upgrades - all while being the go-to expert clients rely on. 

As a Solutions Engineer, you'll drive high-impact projects across infrastructure, cloud, and security within a fast-paced MSP environment. You'll ensure seamless transitions, minimal downtime, and strong technical leadership every step of the way. 

Who You Are: 

• A hands-on infrastructure expert with experience in server migrations, cloud deployments, and network optimization 
• Skilled at solving complex technical issues while keeping client needs and business impact front of mind 
• Clear and confident in your communication - with both technical teams and non-technical stakeholders 
• Proactive, organized, and driven to deliver exceptional results in fast-moving environments 

Work Type: 

• Mostly remote - will be expected onsite as and when needed (~1-2 x per month)
• Location: Toronto, ON
• Full-Time Permanent, Mon-Fri - some weekend/off hours work may be required  
• Vacancy Type: This role reflects an existing vacancy

Requirements

What You'll Do (Your Superpowers): 

• Act as the primary Technical contact on client accounts to initiate and lead internal projects 
• Deliver server migrations, including VMware ESXi, Windows Server, and SQL, ensuring smooth transitions and minimal downtime 
• Implement infrastructure upgrades such as firewalls, switches, and access point deployments to enhance network performance and security 
• Execute cloud infrastructure projects, specifically for Office 365, to optimize client operations and scalability 
• Implement and deliver security products, including EDR, DRP, and auditing tools, to safeguard client data and systems 
• Maintain and update client documentation during project delivery to ensure accuracy and accessibility 
• Oversee project implementation and delivery, ensuring projects are completed on time and meet client expectations 
• Manage lifecycle technical implementation and delivery, providing ongoing support and updates as needed 
• Perform routine maintenance tasks to ensure systems remain up-to-date and functional 
• Serve as the L3 escalation point for the helpdesk team, providing advanced support and troubleshooting for complex issues 
• Ability to communicate with clients at all levels from IT personnel to C-Suite Executives  

What We're Looking For (Our Wishlist): 

3+ years of experience in the following: 

• Experience in a client-facing IT role providing ticket/project support with strong knowledge of IT Standard/Process (ITIL/PCI/ISO); Experience in an MSP environment would be considered an asset
• Microsoft Office365, Active Directory, Microsoft Exchange, Windows Server Support  
• Experience with Veeam, Remote Desktop Services (RDS/Terminal Servers), MS SQL Server, FTP/SFTP/FTPS 
• Strong experience with LAN/WAN 
• Virtualization Environments: VMware or Hyper-V (preferred) 
• Strong knowledge of cloud computing and IT Ops Automation 
• Experience with TCP/IP protocol, firewalls, switches, routers and security  
• Server Hardware Technologies (CPU/RAID/SCSI) Support 
• Data Backup and Recovery Support, Corporate Antivirus Support, VPN Connectivity Support 
• Able to manage Disaster recovery for clients (AD, Fileserver, etc.) 

Education and Certifications 

• Education in Computer Science, Software Engineering, ITor related field 
• The following certifications would be considered an asset: ITIL, MCSA/MSCE, CCNA/CCDA, Project +, Network+, etc.  

What Makes This Role Exciting? 

• High-impact projects: Lead complex migrations, infrastructure upgrades, and cloud deployments that directly improve client operations and security. 
• Growth into leadership: This isn't a static role - there's a clear path toward leadership as you take ownership of major client accounts and strategic technical delivery. 
• Client-facing innovation: You'll work directly with clients, from IT teams to executives, solving advanced issues and driving meaningful, tech-forward solutions. 
• Supportive culture, mostly remote: Enjoy the flexibility of remote work (with occasional on-site visits), all within a collaborative MSP environment that values learning, autonomy, and excellence. 

Benefits

• Base Salary: $80,000 - $90,000 
• Benefits Package: Supporting your health and well-being 
• RRSP Matching: Invest in your future with confidence 
• Paid Time Off: Recharge and unwind - you earned it! 

Ready to Elevate Your Career? 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 this with your network and help someone take the next step in their career. 

We're committed to diversity and inclusion. Need accommodation during the hiring process? 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.