[Hiring] Windows Administrator @Weekday AI

Role Description

We are looking for an experienced Senior Windows & VMware Infrastructure Administrator to manage, maintain, and optimise enterprise IT infrastructure across Windows Server environments and VMware virtualisation platforms. The ideal candidate will have strong hands-on expertise in Windows administration, Active Directory, VMware vSphere, ESXi, PowerShell scripting, server upgrades, migrations, and patch management.

This role requires a proactive infrastructure professional who can ensure system availability, security, performance, and reliability while supporting day-to-day IT operations and infrastructure improvement initiatives.

Key Responsibilities

• Administer, configure, and maintain Windows Server environments to ensure system availability, performance, and security.
• Manage Windows Active Directory, including user and group administration, authentication, access permissions, and Group Policy Objects (GPOs).
• Install, configure, monitor, and maintain VMware vSphere and ESXi environments.
• Manage virtual machines, resource allocation, virtual infrastructure health, and capacity utilisation.
• Develop and maintain Windows PowerShell scripts to automate repetitive administrative tasks and improve operational efficiency.
• Plan and execute Windows Server upgrades, migrations, and infrastructure modernisation activities.
• Manage server patching, security updates, software updates, and maintenance schedules.
• Monitor infrastructure performance, identify potential issues, and implement preventive measures.
• Troubleshoot Windows Server, Active Directory, VMware, and virtualisation-related incidents.
• Perform root-cause analysis and implement corrective actions to prevent recurring issues.
• Support infrastructure backup, recovery, business continuity, and disaster recovery activities as required.
• Follow established change-management, security, compliance, and infrastructure maintenance procedures.
• Maintain accurate technical documentation, configuration records, operational procedures, and incident reports.
• Collaborate with IT operations, security, application, and support teams to resolve infrastructure issues.
• Identify opportunities to improve infrastructure reliability, automation, system performance, and operational processes.

Qualifications

• 6+ years of professional experience in Windows administration, infrastructure operations, or systems engineering.
• Strong hands-on expertise in Windows Server administration and enterprise infrastructure management.
• Proven experience administering Windows Active Directory, Group Policy, user accounts, groups, and access controls.
• Practical experience with VMware vSphere and ESXi administration, including virtual machine management and troubleshooting.
• Strong scripting skills in Windows PowerShell for automation and administrative operations.
• Experience planning and executing Windows Server upgrades, migrations, patching, and updates.
• Strong troubleshooting and root-cause analysis skills across Windows and virtualised environments.
• Good understanding of infrastructure security, access management, system availability, and performance monitoring.
• Familiarity with backup and recovery procedures, change management, and IT service-management practices.
• Strong organisational skills and attention to detail when managing maintenance activities and technical documentation.
• Excellent communication and collaboration skills, with the ability to work effectively in a remote environment.
• A proactive approach to problem-solving, automation, continuous improvement, and infrastructure reliability.
• Ability to manage multiple priorities, work independently, and take ownership of infrastructure issues from identification through resolution.