About the role
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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