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Senior M365 Entra Engineer
4 weeks ago
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.
