Senior Windows Migration Support Engineer

ValidaTek, Inc.•Arlington, VA

1d•Hybrid

About The Position

This role requires an active Secret Clearance for consideration ValidaTek is seeking an experienced Senior Windows Migration Support Engineer to support a large-scale enterprise endpoint migration from an on-premises Windows 11 environment to a Microsoft Intune–managed Azure AD environment. This role provides advanced technical support and escalation for device onboarding, imaging, enrollment, and application delivery throughout the migration lifecycle. The Senior Windows Migration Support Engineer will serve as the highest level of technical support during migration waves, resolving complex issues related to MECM/MCM imaging, Intune enrollment, Azure AD join, application deployment, and policy enforcement. This role works closely with the Image Management SME, Intune engineering teams, and service desk leadership to ensure rapid issue resolution and minimal end-user disruption.

Requirements

Active DoD Secret Clearance, with Top Secret eligibility
BS degree and 8+ years of Windows systems administration/engineering experience. Experience can be substituted in lieu of degree
CompTIA Security + CE or equivalent IAT Level II DoD 8570 certification
Minimum of 7 years of enterprise Windows endpoint support experience
Proven experience supporting large-scale Windows 10/11 to Intune migrations
Strong hands-on experience with: o Microsoft Intune o Azure AD / Entra ID o Windows 11
Working knowledge of MECM / MCM task sequences and OS deployment
experience troubleshooting:
Intune enrollment failures
Azure AD join and device identity issues
Application deployment and detection logic failures
Configuration and compliance policy application issues
Strong PowerShell skills for troubleshooting and remediation
Ability to analyze logs and diagnostics across multiple Microsoft platforms
Understanding of DoD and DISA cybersecurity requirements
Must be able to commute onsite at least 3 days per week.

Nice To Haves

DevSecOps software delivery model - Understanding of Agile methodology: CMMI, ITIL.
Microsoft certifications such as MD-102 (Endpoint Administrator Associate), AZ-104 (Azure Administrator Associate), or equivalent
Strong analytical and problem-solving skills
Ability to operate effectively in high-pressure, time-sensitive migration environments
Excellent communication skills, particularly during user-impacting incidents
Ability to mentor Tier 1 and Tier 2 support personnel
Detail-oriented with strong documentation habits
Self-directed, adaptable, and comfortable handling complex escalation scenarios

Responsibilities

Provide Tier 3 escalation support for large-scale Intune migration activities.
Troubleshoot complex failures related to MECM/MCM task sequences, imaging, and wipe-and-reload processes.
Resolve advanced Intune enrollment, Azure AD join, and compliance policy issues.
Diagnose and remediate application deployment failures during and after migration.
Support manual Intune enrollment and Autopilot workflows when automated processes fail.
Analyze logs from MECM/MCM, Intune, Windows, and Azure AD to identify root causes.
Partners with Tier 1 and Tier 2 support teams to drive rapid resolution and knowledge transfer.
Support migration waves, cutovers, and post-migration stabilization periods.
Document known issues, root cause analysis, and remediation procedures.
Identify recurring failure patterns and recommend process or automation improvements.
Coordinate with engineering, security, networking, and service desk teams to resolve cross-domain issues.
Ensure migration-related incidents are resolved in accordance with SLAs and operational priorities.