Windows Server Project Manager

Windows Server Upgrade Technology Project ManagerLocation: London 3 days on siteContract type: FTC Role PurposeLead the delivery of a Windows Server upgrade programme for a global professional services organisation, ensuring the enterprise server estate remains secure, supported, and compliant with internal security standards and external regulatory requirements. This role is responsible for planning and delivering upgrades across Windows Server platforms within both data centre and hybrid environments, while minimising risk to business critical applications and services. Key Responsibilities* Develop and maintain the delivery plan for a large scale Windows Server upgrade programme, aligned with technology strategy, security standards, and agreed timelines.

• Lead end to end project management of Windows Server upgrade activity including estate discovery, upgrade planning, dependency management, testing, cutover, and decommissioning of legacy operating systems.
• Work closely with Infrastructure, Operations, Application Owners, Architecture, and Information Security teams to confirm scope, upgrade approach, and non functional requirements such as availability, performance, resilience, and security.
• Coordinate server upgrade and migration activity ensuring clear runbooks, tested rollback plans, and approved maintenance windows are in place.
• Identify and manage risks associated with unsupported operating systems, application compatibility, service availability, and security exposure.
• Oversee third party vendors and partners supporting upgrade or remediation workstreams, ensuring delivery aligns with scope and quality expectations.
• Maintain governance artefacts including project plans, RAID logs, dependency tracking, and status reporting, escalating issues and risks through appropriate technology governance forums.
• Coordinate testing and validation activities including functional testing, security validation, and operational acceptance prior to service handover.
• Support operational handover to Infrastructure and Operations teams, ensuring documentation, monitoring, and support arrangements are established.
• Ensure legacy servers are formally decommissioned in line with enterprise asset management, security, and data disposal policies.

Required Experience* Proven IT Project Manager with experience delivering infrastructure or platform upgrade programmes within complex enterprise environments.

• Demonstrable experience leading Windows Server upgrade initiatives including large scale estate remediation or operating system refresh programmes.
• Strong understanding of Windows Server environments, upgrade approaches, and dependencies across applications and infrastructure services.
• Experience coordinating upgrades in environments with business critical and regulated systems.
• Strong stakeholder management with experience working across Infrastructure, Operations, Application teams, Information Security, and third party vendors.
• Experience operating within formal IT governance, change control, and service transition frameworks.
• Awareness of security, compliance, and vendor support lifecycle requirements relating to operating system platforms.
• Strong delivery discipline with experience producing and maintaining project plans, RAID logs, and senior level reporting.
• Experience within professional services, financial services, or other regulated industries is beneficial.