Location:
Mississauga, ON (Hybrid flexible, occasional in office)
Reports To:
Chief Information Security Officer
About the RoleOur client is seeking a
senior, hands-on Microsoft 365 and Entra ID engineer
to help run and evolve collaboration and identity services at
10k+ user scale. The organization is growing fast and regularly acquires new businesses, so they need someone who can make
tenant migrations, cross-tenant access, and identity integration
seamless across a multi-tenant, M&A-heavy; environment.
If you enjoy complex identity challenges, large-scale engineering, and delivering secure, pragmatic solutions-this role will be a great fit.
Key Responsibilities
Design & Lead
tenant-to-tenant migrations
across Exchange Online, SharePoint/OneDrive, and Teams.
Build and operate
hybrid identity
using Entra Connect / Cloud Sync.
Manage
cross-tenant access
(B2B, shared channels, cross-tenant sync).
Support and operate core
Microsoft 365 services : Exchange Online, SharePoint/OneDrive, Teams, Intune, Purview DLP.
Strengthen identity & access controls:
Conditional Access, PIM, access reviews .
Work within an
Okta-Microsoft federated environment
(federation, coexistence, defederation planning).
Federate and provision SaaS apps using
Entra or Okta
(SAML, OIDC, OAuth2, SCIM).




Migrate app SSO/provisioning integrations between identity platforms with minimal disruption.
Automate operational tasks using
PowerShell and Microsoft Graph .
Operate with an SRE mindset-monitoring, documentation, and high-quality change management.
Candidate Profile
5-8+ years
hands-on experience with Microsoft 365 and Entra ID (AD)
Strong background in hybrid identity and large-scale M365 operations.
Experience in
Okta + Microsoft federation
and multi-IdP environments.
Deep understanding of SSO/provisioning protocols:
SAML, OIDC, OAuth2, SCIM .
Proven track record leading
cross-tenant migrations .
Strong PowerShell/Graph automation capability.Clear, calm communicator who can explain complex identity topics to non-technical stakeholders.
Bonus Skills
Experience with
Defender for O365, Purview, Teams Voice, Power Platform governance .
Understanding of
Azure networking and RBAC fundamentals .
Consulting background or comfort with
cutover weekends .
Interested or know someone who might be?
Feel free to reach out for more details, or share this with your network.
Why JoinThis is an exciting opportunity to make a meaningful impact on a growing organization's IT transformation. You'll play a pivotal role in shaping a up-to-date, scalable, and secure technology foundation while driving operational excellence.
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📌 SeniorEntra Engineer (Winnipeg)
🏢 Poly Tech Talent
📍 Winnipeg