Senior M365 Entra Engineer

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)
• 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 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.