Technical Project Lead
Workiy
Role Description
We are seeking an experienced Technical Project Lead to support a large-scale enterprise infrastructure and data centre migration initiative. The successful candidate will lead the planning, coordination, and execution of application migration activities while ensuring the successful transition of mission-critical enterprise systems with minimal operational disruption.
The Technical Project Lead will collaborate with business stakeholders, application owners, infrastructure, network, security, and vendor teams to drive:
- Migration readiness
- Application assessments
- Dependency analysis
- Testing coordination
- Cutover planning
- Risk management
- Post-migration stabilization
This role requires strong technical project leadership, stakeholder management, and the ability to coordinate multiple concurrent workstreams in a complex enterprise environment.
The ideal candidate will have extensive experience delivering:
- Infrastructure transformation
- Application migration
- Data centre migration projects within large organizations
A solid understanding of the following is essential:
- Enterprise architecture
- Hosting environments
- Infrastructure dependencies
- Cloud technologies
- Operational support models
Experience producing migration plans, readiness assessments, dependency maps, testing strategies, implementation plans, and risk registers is highly valued.
Key responsibilities include:
- Leading migration planning and execution
- Facilitating discovery workshops
- Coordinating cross-functional technical teams
- Managing project risks and issues
- Overseeing testing and cutover activities
- Supporting transition-to-operations
- Developing technical documentation
- Contributing to knowledge sharing by delivering technical presentations
- Creating reusable documentation to strengthen internal team capabilities
The ideal candidate possesses excellent:
- Communication
- Facilitation
- Analytical
- Organizational
- Problem-solving skills
They should have the ability to manage competing priorities and build consensus across technical and business stakeholders. Experience with:
- Microsoft Azure
- Hybrid cloud environments
- Infrastructure modernization
- Healthcare systems
- Other highly regulated industries
Professional certifications such as PMP, PRINCE2, Agile, CBAP, CCBA, or PMI-PBA are also desirable.
Qualifications
- 7-10+ years of experience leading or supporting complex technical projects within large enterprise environments
- Demonstrated experience planning and coordinating infrastructure, data centre, application migration or technology transformation initiatives
- Proven experience managing application portfolios through major infrastructure changes, including migration planning, dependency management, testing coordination, cutover planning, and operational readiness activities
- Strong understanding of enterprise architectures, integrations, hosting environments, infrastructure dependencies, and operational support models
- Proven ability to identify, assess, and mitigate technical and operational risks associated with infrastructure and application migration initiatives
- Experience working with cross-functional teams spanning business and technical domains
- Strong facilitation, communication, and stakeholder management skills with the ability to translate complex technical concepts into clear, actionable information for both technical and non-technical audiences
- Experience developing project artifacts such as migration plans, dependency maps, readiness assessments, testing strategies, risk registers, and implementation plans
- Experience leading or supporting large-scale data centre migrations, infrastructure modernization programs, or cloud transformation initiatives
- Experience with Microsoft Azure, hybrid hosting environments, or enterprise cloud migration strategies
- Experience conducting application inventory, assessment, and rationalization activities
- Experience within a healthcare or other highly regulated environment supporting mission-critical applications
- Business Analysis certification (CBAP, CCBA, PMI-PBA) and/or project management certification (PMP, PRINCE2, Agile certifications) considered an asset
- Strong planning, coordination, and organizational skills with the ability to manage multiple concurrent migration activities and priorities
- Excellent analytical, problem-solving, and risk management capabilities
- Ability to navigate complex technical and operational environments and build consensus among diverse stakeholder groups
- Proactive, detail-oriented, and delivery-focused with a strong commitment to ensuring successful project outcomes
- Comfortable working in ambiguous and evolving environments while maintaining focus on timelines, dependencies, and critical deliverables
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