Senior Windows Migration Support Engineer

ValidaTekArlington, VA
9h$160,000 - $190,000Hybrid

About The Position

At ValidaTek, we modernize and optimize IT services to solve some of the most critical challenges facing federal civilian and defense agencies. From customers to partners to top-talent employees, ValidaTek puts people first, empowering them to exceed expectations and transform government organizations. Our success starts and ends with our people, so we built a company where great people can do great things, with the resources and autonomy to make decisions that transform organizations. We operate as one team of diverse people, united by a passion for continuous growth and optimization. Our commitment to quality and performance optimization is the reason why our IT Service Projects and New Development Projects have been appraised at CMMI Maturity Level 5, positioning us as one of a handful of elite companies to receive the highest form of third-party validation. www.validatek.com Summary 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.
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