🔑 Windows Administration Learning Path

Windows 10/11 Administration

Master enterprise Windows management from installation through troubleshooting and remote administration.

Learning Objectives

Module 1: Windows Installation & Deployment

~3 hours

Lesson 1.1: Media Creation & ISO Management

Creating bootable media, managing WIM files, and preparing deployment packages for mass rollout.

  • Media Creation Tool workflow
  • ISO mounting and modification
  • Custom answer files (autounattend.xml)

Lesson 1.2: Imaging with MDT/Litetouch

Deploying standardized images across fleets using Microsoft Deployment Toolkit.

  • Deployment share setup and configuration
  • Task sequences for different roles
  • Driver injection and application packaging

Hands-On Lab: Build Your First Task Sequence

  1. Install MDT on a Windows Server VM
  2. Create a Deployment Share with default structure
  3. Import the latest Windows 11 ISO as source
  4. Create a task sequence targeting Workstation role
  5. Bootstrap a test client and verify imaging works

Real-World Scenario

Your company is upgrading 500 PCs from Windows 10 to 11. The legacy image doesn't include the new TPM 2.0 driver signature. Design an automated upgrade path that handles driver gaps without user interaction.

Module 2: User Management (Local & AD)

~3 hours

Lesson 2.1: Local Account Management

User profiles, groups, permissions, and account policies at the workstation level.

  • Computer Management console deep-dive
  • net user / net localgroup commands
  • Profile paths and roaming profiles basics

Lesson 2.2: Active Directory Users & Computers

AD domain concepts, OUs, organizational hierarchy, and bulk operations with PowerShell.

  • AD schema, domains, forests, trusts
  • SUBNETS and site topology
  • PowerShell Get-/New-/Set-ADUser workflows
  • Password policies and lockout thresholds

Hands-On Lab: AD User Lifecycle

  1. Set up a Windows Server 2022 VM and promote it to domain controller
  2. Create organizational units for each department
  3. Use PowerShell to create 50 sample users in bulk
  4. Lock and unlock accounts using multiple methods
  5. Audit failed login attempts across the domain

Real-World Scenario

An employee leaves today. You need to disable their account, redirect their Outlook cache, move their file share to an administrator, and revoke all session tokens within 5 minutes. Document your runbook.

Module 3: Group Policy Administration

~4 hours

Lesson 3.1: GPO Anatomy & Processing Order

Understanding policy precedence, inheritance blocking, and the order of operations.

  • LSDOU: Local, Site, Domain, OU processing
  • Block Inheritance and Enforced options
  • gpresult and RSOP analysis tools

Lesson 3.2: Authoring & Enforcing Policies

Crafting real-world GPOs for security hardening, software restrictions, and drive mapping.

  • Security templates and baseline hardening
  • AppLocker for application control
  • Drive mappings, printers, and logon scripts
  • Preference items vs. classic settings

Hands-On Lab: Security Baseline Rollout

  1. Create a GPO enforcing password complexity matching NIST guidelines
  2. Configure screen timeout and blanking policies
  3. Deploy mapped drives based on AD group membership
  4. Use gpupdate /force and troubleshoot a misconfigured policy

Real-World Scenario

The CISO wants all USB storage blocked except encrypted devices for the finance team. How do you scope this policy using security filtering and WMI filters?

Module 4: System Configuration & Performance

~2.5 hours

Lesson 4.1: Services & Startup Management

Controlling Windows services, startup programs, and understanding service dependencies.

  • Services.msc and sc.exe command-line control
  • Startup folder and registry run keys
  • msconfig and Task Manager alternatives

Lesson 4.2: System Monitoring & Optimization

Performance Monitor, Resource Monitor, and common bottlenecks in enterprise environments.

  • PerfMon counters: CPU, Memory, Disk, Network
  • Reliability Monitor for stability tracking
  • Memory leak detection and disk fragmentation analysis

Hands-On Lab: Root Cause Analysis

  1. Introduce a memory-hogging process (simulate with loop script)
  2. Use PerfMon to identify and document the bottleneck
  3. Troubleshoot a deliberately misconfigured DNS client
  4. Check event logs for the specific error pattern

Module 5: Registry Editing

~2 hours

Lesson 5.1: Registry Structure & Hives

Navigating HKLM, HKCU, hive structure, and safe modification techniques.

  • Key relationships and data types
  • Registry export/import best practices
  • Built-in backdoors and undocumented features

Lesson 5.2: Common Enterprise Registry Tweaks

Policies deployed via registry vs. GPO, known-good values for common issues.

  • Disabling telemetry and data collection keys
  • Fixing common Explorer/Shell problems
  • Remote assistance and RDP tunneling registry entries

Hands-On Lab: Safe Registry Surgery

  1. Export a critical registry key before modification
  2. Disable Adobe Flash notifications via registry
  3. Change the default printer via HKCU registry entry
  4. Restore from backup using reg import command

Real-World Scenario

A user cannot connect to a network drive because the registry has been corrupted. Rebuild the relevant MRU list and network connection settings from scratch using HKCU\Network keys.

Module 6: Driver Management & Updates

~2 hours

Lesson 6.1: Device Manager Deep Dive

Installing, updating, rolling back, and troubleshooting hardware drivers.

  • Driver stores and INF files (pnputil)
  • Hardware IDs and matching drivers
  • Plug and Play enumeration problems

Lesson 6.2: Windows Update for Business

Update rings, deferred updates, WSUS integration, and handling patch Tuesday.

  • WSUS server configuration and approval workflows
  • Delivery Optimization caches and bandwidth management
  • Handling update failures and rollback procedures

Hands-On Lab: Driver Recovery

  1. Force-install a generic display driver, then roll it back
  2. Use pnputil to enumerate and add a driver package
  3. Configure WSUS in a lab domain controller scenario
  4. Simulate a bad driver update and perform SFC + DISM recovery

Module 7: Backup & Restore Strategies

~2.5 hours

Lesson 7.1: Built-in Tools: File History & System Image

Using Windows native backup features for personal and enterprise scenarios.

  • File History retention policies and library selection
  • Backup and Restore (Windows 7) for system images
  • Windows Server Backup for server workloads

Lesson 7.2: Shadow Copies & VSS

Volume Shadow Copy Service for instant file recovery without third-party tools.

  • Shadow Copy scheduling and storage allocation
  • Previous Versions tab recovery
  • VSS writer status checks and fixing stuck shadows

Hands-On Lab: Disaster Recovery Simulation

  1. Configure File History on a test machine pointing to a network share
  2. Enable shadow copies on C: with 10% allocation
  3. Delete a critical file and recover it using Previous Versions
  4. Perform a full system image backup and restoration in recovery mode

Real-World Scenario

A ransomware attack hits. Some machines have shadow copies disabled. Draft an incident response plan covering immediate containment, identification of immutable backups, and rebuilding from clean media within 2 hours.

Module 8: Troubleshooting Tools

~3 hours

Lesson 8.1: Event Viewer Mastery

Reading Security, System, and Application logs, custom views, and log aggregation.

  • Event ID patterns: logon failures (4625), access denied (4663)
  • Forwarded Events subscription architecture
  • Filtering and creating custom views for rapid triage

Lesson 8.2: SFC & DISM Repair

Fixing corrupt system files and component store corruption systematically.

  • sfc /scannow and its limitations
  • DISM cleanup-image repair from Windows source
  • Online vs. offline component store repair

Hands-On Lab: Diagnostic Workflow

  1. Search Event Viewer for all Critical and Error events in last 24 hours
  2. Run sfc /scannow on a healthy system and interpret results
  3. Run DISM /Cleanup-Image /RestoreHealth from a mounted ISO
  4. Create a custom view showing only Security audit failures

Real-World Scenario

A workstation boots to a black screen. The monitor shows no output after the BIOS. Using only keyboard navigation, diagnose whether it's a display driver issue or deeper system corruption using WinRE and CMD-only tooling.

Module 9: Remote Management

~3 hours

Lesson 9.1: Remote Desktop Protocol (RDP)

RDP configuration, gateway setups, session management, and security hardening.

  • rdp / remote desktop connections advanced settings
  • RD Gateway for internet-accessible management
  • Multi-session RDS deployments overview

Lesson 9.2: PowerShell Remoting (WinRM)

Secure remote execution, PSSession configurations, and automation patterns.

  • WinRM service prerequisites and firewall rules
  • New-PSSession, Enter-PSSession, Invoke-Command
  • TrustedHosts and certificate-based authentication

Hands-On Lab: Remote Fleet Management

  1. Enable WinRM on a target machine via GPO
  2. Execute multi-machine commands using Invoke-Command -ComputerName
  3. Configure RDS (Remote Desktop Services) connection broker
  4. Build a PowerShell script that pings all computers in an OU and reports uptime

Real-World Scenario

You need to push a script to 200 machines but half are behind a firewall with no WinRM access. Design a fallback strategy using PSExec, SSH bastion, or RMM agent deployment to achieve the same result.

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