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Curriculum lobby
0s75 min Loop75 min★ 150 XP
Syllabus

Operating System Security

Operating System Security FundamentalsCommon OS Security Concepts (Trusted Computing Base, Security Kernel)OS Attack Surface Overview (Services, Ports, Processes, Registry/FS)Secure Installation & Baseline Configuration
User Account & Privilege ManagementPrinciple of Least Privilege (PoLP) in PracticeWindows User Accounts (Administrator vs. Standard User, UAC)Linux User Accounts (root vs. Regular User, sudo Mechanics)macOS User Accounts (Admin vs. Standard, Privacy Preferences)Group Policies & Role-Based Access Control (RBAC)
File System Permissions & Access ControlWindows NTFS Permissions (Full Control, Modify, Read & Execute)Linux/macOS POSIX Permissions (chmod, chown, umask, SUID/SGID/Sticky Bit)Access Control Lists (ACLs) – Windows icacls & Linux setfacl/getfaclShared Folder & Network Drive SecurityFile Integrity Monitoring (AIDE, Tripwire, Windows SFC)
Windows HardeningLocal Security Policy & Security Configuration WizardWindows Defender Firewall & Advanced Security RulesBitLocker Drive Encryption & TPM UsageDisabling Unnecessary Services (Print Spooler, SMBv1, RDP lockdown)Windows 10/11 Security Baselines & Microsoft Defender for EndpointWindows Registry Hardening (LSA, UAC, AutoRun)
Linux HardeningSecuring GRUB Bootloader & Single-User ModeSSH Hardening (Disable root login, key-only auth, fail2ban)AppArmor & SELinux (Enforcing/Targeted/Disabled modes)Unnecessary Package Removal & Service Disabling (systemd)iptables/nftables & TCP Wrappers/etc/security/limits.conf & PAM Configuration
macOS HardeningSystem Integrity Protection (SIP) & GatekeeperFileVault Full-Disk Encryption & Firmware PasswordmacOS Built-in Firewall & Application Firewall (pf)Privacy Settings (Camera, Microphone, Location, Accessibility)MDM Configuration Profiles & Security ConfiguratorXProtect, MRT, & Notarization
Patch Management & Update LifecycleVulnerability Lifecycle & Zero-Day RiskWindows Update (WSUS, Windows Update for Business)Linux Patch Management (apt, yum/dnf, zypper, unattended-upgrades)macOS Software Update & Nudge FrameworkThird-Party Patching (Chocolatey, Patch My PC, Munki)Testing Patches & Rollback Strategies
OS Hardening Automation & ComplianceCIS Benchmarks & DISA STIGs OverviewAutomated Hardening Scripts (PowerShell DSC, Ansible, Bash)OpenSCAP, Lynis, & Osquery for Compliance ScanningContinuous Hardening with Infrastructure as Code (IaC)
Real-World OS Attacks & DefensesWindows Privilege Escalation (Potato Attacks, PrintNightmare)Linux Privilege Escalation (Sudo Bypass, SUID Binaries, Dirty Pipe)macOS TCC Database Bypass & Persistence TechniquesDefensive Logging & Monitoring (Sysmon, Auditd, Unified Logging)
Capstone LabHarden a Windows 10 VM Against CIS Level 1Harden an Ubuntu 22.04 Server Using Lynis & SELinuxPatch Management Simulation (Identifying & Deploying Critical Patches)Post-Hardening Vulnerability Scan (Nessus/OpenVAS Comparison)
operating-system-security / file-integrity-monitoring

File Integrity Monitoring (AIDE, Tripwire, Windows SFC)

#If You Don't Know What Changed on Your System, You're Already Breached#link

Attackers modify system binaries, web shells appear in upload directories, and ransomware changes file extensions. Without file integrity monitoring (FIM), these changes go unnoticed for months. This lesson covers deploying and managing FIM across platforms with AIDE, Tripwire, and Windows SFC/File Integrity Monitoring—so you'll catch tampering before it becomes a headline.

How FIM Works: Baseline, Compare, Alert

FIM tools create a cryptographic baseline of file attributes (checksums, permissions, timestamps) for a set of monitored paths. On a schedule or on-demand, they re-scan and compare against the baseline, reporting any additions, deletions, or modifications. To avoid false positives, FIM databases must be updated after planned changes. The key is to store the baseline database and configuration on read-only media or offline to prevent tampering.

bash
# Install and initialize AIDE on Linux
sudo apt install aide
sudo aideinit
# The database is created at /var/lib/aide/aide.db.new
sudo mv /var/lib/aide/aide.db.new /var/lib/aide/aide.db
# Run a check
sudo aide -c /etc/aide/aide.conf --check

The initial aideinit builds the baseline. Moving the new database into place is crucial; otherwise, the next check will report everything as changed. Run periodically via cron and pipe output to a SIEM.

Windows System File Checker and File Integrity Auditing

Windows includes SFC (System File Checker) to verify integrity of protected system files. For broader FIM, use the built-in file auditing (SACL) and event logs (Event ID 4663 for object access), or deploy Microsoft Defender for Endpoint's custom file integrity monitoring. SFC /scannow repairs corrupted files from the component store, but it won't detect a custom backdoor named notepad.exe placed in a user's profile. For that, you need a SACL that audits writes.

Run SFC and check integrity of system files
root@vulnarex:~#sfc /scannow
info

💡 SFC only checks files protected by Windows Resource Protection. To monitor user-writable areas, configure SACLs and collect Event 4663 in your SIEM.

ToolPlatformKey Feature
AIDELinux/macOSAdvanced rule sets, database can be offloaded
TripwireLinux/WindowsEnterprise-grade, policy-based, commercial
Windows SACL + Event 4663WindowsNative auditing, integrates with SIEM
Microsoft Defender FIMWindowsCloud-managed, part of MDE suite

Operationalizing FIM: Tuning and Response

Raw FIM logs are noisy. Tuning means excluding directories where legitimate changes happen frequently (log files, temp folders) and focusing on critical binaries, config files, and web roots. Define a response playbook: when a critical file change is detected, isolate the host, capture a forensic snapshot, and investigate the process that made the change. Without a playbook, alerts become ignored noise.

  • ▪Deploy FIM on all sensitive servers: monitor /etc, /usr/sbin, C:\Windows\System32, and web application directories.
  • ▪Store the FIM database on a separate, read-only location or offline media.
  • ▪Integrate FIM alerts with your SIEM; create high-severity rules for unexpected binary modifications.
  • ▪Test and update the baseline after planned changes or patching cycles.
STRICT SECURE AUDIT RULE

⚠️ If an attacker gains root, they can modify the FIM database itself. Use an agent that ships events off-box in real-time and store the database on immutable storage.

quiz BLOCK (★ 50 XP)

After a planned Apache upgrade, your FIM tool reports thousands of changes. What must you do?

Select your proof vectors above
challenge BLOCK (★ 100 XP)

FIM Deployment Challenge

Select your proof vectors above

Verification Proof Checkpoint

Verify exercises to earn ★ 150 XP and unlock next lab level.

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Checkpoints
If You Don't Know What Changed on Your System, You're Already Breached
Laboratory Sanity Code

Isolate active probes on matched virtual networks. Keep execution streams fully sandboxed.