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🛡️ Windows Server Maintenance Checklist

For System Administrators

black flat screen computer monitor
black flat screen computer monitor

🔐Windows: Security & Updates

⬜ Check and install latest Windows Updates

(security, quality, and cumulative)

⬜ Update Windows Defender or third-party antivirus definitions

⬜ Review Security Center / AV Quarantine for threats

⬜ Apply updates to third-party software (.NET, Java, backup agents)

📊Windows: Performance & Resource Monitoring

⬜ Monitor CPU, memory, and disk usage

(via Task Manager or PerfMon)

⬜ Review Event Viewer logs: System, Application, Security, RDS

⬜ Check disk space on all volumes (esp. C:\ and logs directory)

⬜ Reboot the server if pending updates or performance degradation is detected

green padlock on pink surface
green padlock on pink surface
A bunch of different colored objects sitting on a table
A bunch of different colored objects sitting on a table
four MacBook diskettes
four MacBook diskettes

💾Windows: Backup & Recovery

⬜ Verify successful backups (check logs and backup console)

⬜ Perform a test restore (monthly or biweekly)

⬜ Check backup storage availability (local/cloud/tape)

⬜ Confirm backup job alerts or failures are addressed

💻 Windows: Remote Desktop Services (RDS)

⬜ Validate RDS license status and availability

⬜ Monitor active/disconnected user sessions

⬜ Ensure printer redirection, drive mapping, and clipboard work

⬜ Check session load balancing if using RDS Farm

🛡️Windows: Security Auditing & Access Control

⬜ Review failed logon attempts and locked accounts

⬜ Audit new or modified user/admin accounts

⬜ Verify Group Policy (GPO) changes or misconfigurations

⬜ Check local administrator accounts regularly

a computer with a keyboard and mouse
a computer with a keyboard and mouse
blue locked door
blue locked door
A group of different colored objects on a brown background
A group of different colored objects on a brown background

⚙️Windows: Services & Application Health

⬜ Confirm critical services (DNS, DHCP, AD, IIS, SQL) are running

⬜ Review IIS logs, app logs, or hosted service logs

⬜ Restart or troubleshoot failing services or apps

🌐Windows: Network & Firewall

⬜ Test internet and LAN connectivity (ping, nslookup, tracert)

⬜ Review firewall rules, RDP port status, and open ports

⬜ Monitor for unusual inbound/outbound traffic

📝Windows: Documentation & Reporting

⬜ Update the maintenance log with tasks completed and findings

⬜ Create a weekly summary report (issues, resolutions, warnings)

⬜ Keep asset inventory and system status updated

a close up of a blue vase with a sky background
a close up of a blue vase with a sky background
two person using Microsoft Surface
two person using Microsoft Surface

🔁 Windows: Optional Monthly Tasks

Clean up old updates, logs, and temp files

⬜ Review and validate scheduled tasks

⬜ Run internal vulnerability scans

⬜ Test Disaster Recovery (DR) procedures and backups

Windows Server Maintenance Tasks

Here is a Windows Server Maintenance Checklist designed for system administrators. This includes weekly, monthly, and quarterly maintenance tasks to ensure optimal performance, security, and stability of Windows Server environments.

Blue, wavy abstract shapes in close up.
Blue, wavy abstract shapes in close up.

📆 Quarterly Tasks

🧪 Test Restore from Backup

  • Simulate disaster recovery (full system or selected services).

🔄 Review Server Roles and Features

  • Decommission unused roles/services.

🔎 Audit Server Hardening Policies

  • Re-check GPOs, password policies, RDP access, etc.

🔁 Update Firmware / BIOS / Drivers

  • Check vendor website for supported updates.

🔒 Review SSL/TLS Certificates

  • Renew expiring certs and ensure secure cipher suites.

📌 Bonus Tips

🛡️ Use Windows Admin Center or System Center for centralized management.

📧 Configure Email Alerts for critical logs or failures.

🗂️ Maintain a Server Maintenance Log Sheet with all actions & timestamps.

Weekly Tasks

🔄 Reboot Server (if required)

  • Apply pending updates or resolve memory/resource issues.

📊 Check Event Viewer Logs

  • Review System, Application, and Security logs for warnings/errors.

💾 Verify Backups

  • Confirm scheduled backups completed successfully.

  • Test recovery on sample files.

🚦 Monitor Disk Space Usage

  • Ensure system/critical drives have sufficient free space (ideally >20%).

🖥️ Check CPU, RAM & Network Usage

  • Use Task Manager or Resource Monitor to detect abnormal spikes or bottlenecks.

🔐 Check for Windows Updates

  • Ensure latest patches are installed (especially security updates).

📁 Review Shared Folders & Permissions

  • Look for unauthorized changes or additions.

📅 Monthly Tasks

🛠️ Apply Windows Server Updates (Cumulative)

  • Schedule updates during maintenance windows to minimize downtime.

🔍 Review Local and Domain User Accounts

  • Disable or remove unused accounts.

  • Check for privilege escalation.

🔐 Review Firewall Rules & Security Policies

  • Ensure only necessary ports/services are open.

🧹 Clean Up Temp Files & Event Logs

  • Free up disk space and improve performance.

📈 Run Windows Defender/Antivirus Full Scan

  • Check definitions are updated.

📤 Export Event Logs

  • Archive critical logs for audit and compliance.