• Senior M365 Entra Engineer
    • Mississauga, Remote/Hybrid
    • Permanent
    • Location: Mississauga, ON (very flexible remote work option, open to occasional travel)
      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.
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