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Applied Information Sciences

Senior Microsoft 365 Engineer

RemoteUnited States only
Published
Role
Backend
Experience
Senior
Employment
Full-time
Company size
Mid-size
$102k–$154k/yr
Check eligibility

Open to US only. Set where you work from to check your eligibility.

No BS summary

Senior Microsoft 365 engineer for enterprise messaging and hybrid identity. Must have deep Exchange Online/Exchange Hybrid and Entra ID/Azure AD Connect experience, 6–10+ years. Remote (VA) with location-influenced pay.

Core skills

Exchange OnlineExchange HybridEntra ID / Azure AD Connect

Required skills

Microsoft Entra IDAzure AD ConnectPowerShellSMTPDNSMXSPFDKIMDMARCautodiscover

Optional skills

tenant-to-tenant migration toolsMicrosoft PurviewTeamsSharePoint OnlineMicrosoft 365 certificationsthird-party migration platforms

What you'll do

  • Lead implementation, administration, and advanced support for Exchange Online in enterprise Microsoft 365 environments.
  • Engineer and maintain Exchange Hybrid configurations, including coexistence, mail flow, organization relationships, free/busy, autodiscover, and mailbox move capabilities.
  • Design, configure, and troubleshoot complex mail flow scenarios involving connectors, accepted domains, transport rules, relay configurations, journaling dependencies, and secure message routing.
  • Lead identity-dependent messaging integrations across hybrid environments, including Entra ID synchronization, authentication dependencies, directory object consistency, and access control alignment.
  • Execute and oversee complex migration activities including Exchange Online onboarding, hybrid mailbox migrations, tenant-to-tenant migrations, archive migrations, and messaging coexistence transitions.
  • Troubleshoot escalated issues related to Exchange Hybrid, hybrid authentication, mail routing, mailbox provisioning, directory synchronization, client connectivity, and service interoperability.
  • Develop engineering standards, migration runbooks, validation procedures, rollback plans, and operational documentation to support repeatable delivery.
  • Provide technical leadership during discovery workshops, design sessions, cutover events, and post-migration stabilization efforts.
  • Support implementation of security-related controls affecting Exchange and identity, including modern authentication, MFA dependencies, conditional access impacts, and legacy protocol remediation.
  • Participate in change planning, risk identification, issue management, and root cause analysis for messaging and identity services.

What they require

  • 6–10+ years of experience engineering and administering Microsoft messaging and identity environments.
  • Deep hands-on experience with Exchange Online and Exchange Hybrid in enterprise environments.
  • Strong understanding of Exchange Server as it relates to hybrid coexistence, recipient management, mail routing, and legacy integration dependencies.
  • Strong experience with Microsoft Entra ID, Entra Connect / Azure AD Connect, hybrid identity, directory synchronization, and authentication troubleshooting.
  • Proven experience leading or executing large-scale Exchange migration efforts, including hybrid mailbox moves, tenant transitions, or staged enterprise migrations.
  • Advanced knowledge of SMTP, DNS, MX, SPF, DKIM, DMARC, autodiscover, and enterprise mail flow design and troubleshooting.
  • Strong PowerShell skills for Exchange Online, Microsoft 365, and automation of administrative or migration tasks.
  • Experience developing technical documentation, migration plans, cutover checklists, and post-deployment support artifacts.

Benefits

  • Employee Ownership
  • Access to resources, training, and mentorship
  • Inclusive Culture
  • Mission-Driven Work

When you join AIS, you’re joining a mission-driven team that’s passionate about making a difference. You’ll work on projects that matter, alongside industry-leading experts, in an environment that fosters innovation, driving client success, and empowering our team to make a lasting impact. As an employee-owned company, we value collaboration, inclusivity, continuous growth, and shared success.

Government / DefenseMid-size
$102k–$154k/yr