Windows Server ESU & Upgrade for Legacy Windows OS

The Senior Technical Analyst will support a Windows Server modernization initiative focused on legacy operating systems, server upgrades, application compatibility assessments, and infrastructure lifecycle management. The role involves acting as a liaison between business stakeholders, technical teams, vendors, and support groups to facilitate server and application migration activities.

Responsibilities include creating and maintaining a comprehensive inventory of servers, applications, and databases; coordinating with application owners and vendors to determine supportability and compatibility with supported operating systems; facilitating stakeholder meetings to validate technical and business requirements; developing migration schedules and deployment groups; supporting migration planning and runbook creation; monitoring project risks and impacts; coordinating end-to-end testing activities; and ensuring successful completion of migration and decommissioning efforts.

The successful candidate will possess strong business analysis and stakeholder management skills, experience working with Windows Server and SQL Server environments, and the ability to manage multiple priorities in a complex technical environment. Strong communication, documentation, organizational, and problem-solving skills are essential. Experience with infrastructure migration projects, change management practices, and enterprise technology environments is highly desirable. The role requires collaboration across technical and business teams to ensure successful planning, execution, and reporting throughout the project lifecycle.

Requirements