Location

Mississauga, ON (Hybrid flexible, occasional in office)

Reports To

Chief Information Security Officer

About the Role Our 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)

Solid 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 .

Solid 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 Join This 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 modern, scalable, and secure technology foundation while driving operational excellence.

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