Location:
Saint-Laurent, near YUL (2-3 Days Onsite Per Week)
Position Type:
15-month Contract (T4 or incoporated)Role Level:
Senior / Subject Matter Expert (SME)We are currently seeking a senior-level
MS Tech Stack SME / Specialist
for a high-priority enterprise infrastructure modernization initiative in Montreal.This role is designed for an experienced Systems Engineer or Infrastructure Architect who possesses deep expertise in core Microsoft on-premises architecture (Active Directory, Windows Server, core network services) and hybrid Azure environments. Crucially, this is a
hands-on execution role -the ideal candidate must be active in writing
Terraform
code, managing code repositories in
GitHub, and directly implementing complex migration tasks.Key Responsibilities
1. Core Microsoft Infrastructure & Legacy Modernization
Lead and execute end-to-end
Active Directory migrations, including Domain Controller (DC) builds/promotions, FSMO role transfers, replication topology setup, and Sites & Services configuration.
Manage service-level migrations including
KMS
(Key Management Service) and
WSUS
/ Windows Update infrastructure.
Drive
Windows Server upgrades
and execute End-of-Support (EOS) remediation programs for legacy enterprise systems.
Administer core networking and directory services including AD DS, Group Policy (GPO), DNS, and DHCP.
2. Hybrid Cloud & Azure Architecture
Deploy and maintain
Azure IaaS
virtual machine environments and associated cloud networking components.
Configure, manage, and troubleshoot hybrid identity synchronization using
Entra Connect




(formerly Azure AD Connect).
Support core Microsoft platform architectures across Microsoft 365, Exchange, or SQL Server environments as needed during migrations.
3. Infrastructure as Code (IaC) & Automation
Author, maintain, and deploy declarative infrastructure code using
Terraform .
Manage version control, branch strategies, and deployment workflows using
GitHub
(and GitHub Actions/CI-CD pipelines).
Utilize
PowerShell
and automated configuration tools to streamline deployment, configuration, and remediation tasks.
Required Technical Skills & Qualifications
Core Infrastructure:
Senior-level mastery of Windows Server OS, Active Directory Domain Services (AD DS), Group Policy, DNS, DHCP, KMS, and WSUS.
Migration Experience:
Proven track record of executing hands-on Active Directory forest/domain migrations and OS upgrades in enterprise environments.
Cloud & Hybrid Identity:
Solid hands-on experience with Azure IaaS and Entra Connect (Azure AD Connect) hybrid identity setups.
Automation & Tools:
Proficiency in
Terraform
for infrastructure provisioning and
GitHub
for version control and automated pipelines.
Work Requirement:
Ability and willingness to work
4 days per week onsite in Montreal, QC .
Highly Advantageous Qualifications
Microsoft Certifications:Microsoft Certified: Azure Solutions Architect Expert
Microsoft Certified: Enterprise Administrator Expert
Bilingualism (French and English) in written and spoken communication within a Montreal enterprise setting.
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📌 Contract Microsoft Hybrid Infrastructure & Migration Specialist (Winnipeg)
🏢 Morgan Mckinley
📍 Winnipeg