Azure Migration Lead – VMware to Azure

  • Location: No Location Set
  • Type: Contract
  • Job #35057

Azure Migration Lead – VMware to Azure

Location: Remote – Ontario / Eastern Time Zone preferred
Contract: 6 Months, with strong potential for extension
Hours: 37.5 hours per week
Rate: Up to $85/hour
Start: ASAP

The Opportunity

We are seeking an experienced Azure Migration Lead to support a large-scale enterprise VMware-to-Azure cloud migration program. This is a hands-on technical leadership role responsible for leading migration execution across a portfolio of VMware workloads while working closely with migration engineers, application owners, infrastructure teams, network teams, and other technical stakeholders.

The successful candidate will bring strong hands-on experience with Azure infrastructure, VMware-to-Azure migrations, Azure Migrate, Azure Site Recovery (ASR), networking, Infrastructure-as-Code, scripting, and wave-based migration execution.

This is an initial 6-month contract supporting a phased cloud transformation program with strong potential for continued work through subsequent phases.

Key Responsibilities

  • Lead end-to-end VMware-to-Azure migration execution, including discovery, assessment, replication, test failover, cutover, validation, and post-migration activities.

  • Own migration delivery across assigned application and infrastructure workloads and ensure migration-wave commitments are achieved.

  • Assess workload complexity and determine appropriate migration patterns and technical approaches.

  • Provide day-to-day technical leadership to migration engineers, reviewing work, resolving blockers, and taking ownership of complex migration scenarios.

  • Configure and operate Azure Migrate and Azure Site Recovery (ASR) or comparable replication/migration technologies.

  • Plan and execute migration cutovers, including pre-cutover validation, communications, rollback planning, and post-migration verification.

  • Troubleshoot migration, infrastructure, networking, and connectivity issues.

  • Work directly with application owners, infrastructure teams, network teams, and technical stakeholders on dependency mapping, access requirements, migration readiness, and change-window planning.

  • Develop and maintain Infrastructure-as-Code using Bicep and/or Terraform.

  • Develop migration and automation scripts using PowerShell, Bash, and Azure CLI.

  • Contribute to migration runbooks, technical patterns, automation, and lessons learned across migration waves.

  • Lead technical stand-ups, migration planning, and lessons-learned sessions.

  • Clearly communicate migration status, technical risks, dependencies, and blockers to stakeholders.

  • Mentor migration engineers and help establish reusable migration practices across the broader program.

Required Experience

  • 5+ years of hands-on Azure infrastructure engineering experience.

  • Experience delivering at least two production-scale cloud migration programs.

  • Demonstrated hands-on experience with enterprise VMware-to-Azure migrations, including rehost and/or replatform migration patterns.

  • Strong experience with Azure Migrate and one or more migration/replication technologies such as Azure Site Recovery (ASR), Zerto, RiverMeadow, Carbonite/Double-Take, or equivalent.

  • Strong knowledge of Azure compute, storage, networking, identity, and Recovery Services.

  • Working knowledge of the Microsoft Cloud Adoption Framework and Azure Landing Zones.

  • Experience executing wave-based migrations, including testing, validation, cutover, rollback, and post-migration support.

Azure Networking

Strong working knowledge of:

  • VNets and subnets

  • Network Security Groups (NSGs)

  • Route tables

  • Hub-and-spoke architectures

  • ExpressRoute and VPN concepts

  • Private Endpoints / Private Link

  • Private DNS Zones

  • TCP/IP, subnetting, DNS, DHCP, NAT, and firewall policies

  • Azure networking troubleshooting tools including Network Watcher, NSG flow logs, and Connection Monitor

Engineering & Automation

  • Production experience with Terraform and/or Bicep.

  • Strong PowerShell and Bash scripting capabilities.

  • Experience with Azure CLI.

  • Experience working within structured ITIL/change-management environments, including formal change windows, rollback planning, and controlled production deployments.

Leadership & Communication

  • Experience leading small technical teams, migration pods, or paired-engineer delivery models.

  • Comfortable remaining hands-on technically while leading migration execution.

  • Strong client/stakeholder-facing skills with experience working directly with application owners, architects, infrastructure teams, and network engineers.

  • Ability to lead technical discovery, dependency discussions, migration planning, and cutover sessions.

  • Strong written and verbal communication skills and the ability to clearly explain technical risks, issues, and migration decisions.

Education

Post-secondary degree in Computer Science, Information Systems, Engineering, or a related technical discipline.

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