Senior SCCM / MECM Engineer (Windows OS Deployment & Upgrade Specialist)

Job Title: Senior SCCM / MECM Engineer (Windows OS Deployment & Upgrade Specialist)

Location: Remote (Canada – Preferred)
 

Job Description:

We are looking for a Senior SCCM / Microsoft Endpoint Configuration Manager (MECM) Engineer with deep expertise in large-scale Windows OS upgrade programs and advanced task sequence design.

This role will lead enterprise-level Windows upgrade initiatives (Windows 10 → Windows 11) across large, distributed environments (10K+ endpoints). The ideal candidate is a task sequence expert who can design scalable, resilient, and zero-touch deployment solutions.

Key Responsibilities:

Windows OS Upgrade Leadership

• Lead enterprise-wide Windows upgrade programs using SCCM/MECM

• Design and execute In-Place Upgrade (IPU) strategies

• Manage upgrade lifecycle: readiness, pilot, phased rollout, cutover

• Collaborate with security, identity, and endpoint teams

SCCM Task Sequence Architecture

• Architect complex task sequences for:

  • In-place upgrades (IPU)

  • Bare metal & refresh deployments

• Implement:

  • Pre-flight validation checks

  • Conditional logic & dynamic branching

  • Error handling & rollback mechanisms

• Optimize for scale, performance, and resiliency

Application & Driver Readiness

• Lead application compatibility testing and remediation

• Manage driver strategies (dynamic injection, fallback logic)

• Ensure upgrade stability for apps, security tools, and agents

SCCM Infrastructure & Operations

• Support SCCM components (DPs, MPs, SUPs)

• Manage collections, boundaries, deployment logic

• Troubleshoot using logs, task sequences, and SQL insights

• Optimize content distribution and bandwidth

Monitoring & Reporting

• Build dashboards for upgrade success/failure tracking

• Use telemetry for continuous improvement

• Create runbooks and operational documentation

Collaboration & Leadership

• Act as SME for Windows deployment

• Mentor junior engineers and offshore teams

• Work with program managers and stakeholders

Required Qualifications:

• 7+ years of SCCM / MECM experience

• Proven experience leading large-scale Windows upgrades (10K+ devices)

• Expert in SCCM task sequence design & troubleshooting

• Strong experience with:

  • Windows 10 / Windows 11 deployment

  • Client-side logging & troubleshooting

• Advanced PowerShell scripting

Preferred Skills:

• SCCM + Intune / Co-management experience

• Windows Autopilot exposure

• Experience in global or managed services environments

• Experience with large transformation programs (M&A, etc.)

What Success Looks Like:

• Scalable, low-risk Windows upgrade execution

• Highly resilient and modular task sequences

• Reduced failure rates through continuous improvement

• Repeatable and standardized deployment processes

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