About the role

Senior IT Engineer handling escalations, incidents, migrations, and Microsoft cloud infrastructure. Maintaining standardized customer environments for Canadian managed IT provider Third Octet.

Responsibilities

Act as the terminal operational escalation point for the Services team
Take technical command during major incidents: direct diagnosis, decide actions, and keep leadership informed
Execute complex changes beyond established standards safely, with rollback planned
Remediate environments back to standard and keep them there
Run post-incident reviews that improve standards, runbooks, or automation
Develop Tier 2 analysts deliberately
Lead migrations, server and cloud transitions, and new customer onboardings
Implement Workplace OS layers to defined standards
Validate that delivered environments can be operated by the team and hand them over properly
Exercise authority to stop deliverables that would create long-term support problems

Five or more years supporting and engineering Microsoft environments, with real time in a managed services or multi-customer setting
Track record of owning complex problems end to end
Track record of executing change in production without incident
In-depth Microsoft 365 knowledge: Exchange Online, Teams, SharePoint, Intune, Defender, Purview fundamentals
In-depth Entra ID and Active Directory knowledge, including hybrid identity, authentication flows, and Conditional Access
Windows Server knowledge: AD, Group Policy, DNS, DHCP, file services, and certificates
Azure infrastructure knowledge: virtual machines, networking, storage, backup, Site Recovery, governance, and cost
Practical security knowledge: MFA, Conditional Access, endpoint protection, patch and vulnerability management, Zero Trust, and CIS familiarity
Networking troubleshooting ability; Cisco Meraki and Barracuda are directly relevant
PowerShell for administration and automation
Backup, continuity, and disaster recovery experience, including designing and proving it works
Valued certifications: Microsoft endpoint and administrator paths, SC series, AZ-104, AZ-305, and AZ-500

Personally tailored benefits - health, vision, dental, and paramedical
Flexibility in how, when, and where you work across a 4.5-day workweek
Vacation policy well above standard
Focus windows that protect deep, uninterrupted work
Broad exposure to technology through client engagements and lab environments
Funded lifelong learning: an immersive education platform, vendor training, and soft-skills development
Wellness support, including access to the employee wellness platform and a wellness allowance
Defined career framework with development plans, capability bands, and protected development time
Open voice in shaping the direction of the company, with leadership that serves your best interest
Work. Life. Balance.