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Curriculum lobby
0s75 min Loop75 min★ 140 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 / securing-grub-bootloader-single-user

Securing GRUB Bootloader & Single-User Mode

#Physical Access + Single-User Mode = Instant Root. Fix That.#link

Anyone with physical access can reboot a Linux server, interrupt GRUB, and append 'init=/bin/bash' to get a root shell without a password—unless you've secured the bootloader. This lesson covers password-protecting GRUB, hardening single-user mode to require authentication, and protecting the boot process from kernel parameter manipulation, which is often the first step in a physical pentest.

GRUB Password Protection

GRUB2 can be configured to require a username/password for editing boot entries or accessing the console. The password hash is stored in /boot/grub/grub.cfg or a separate user.cfg. Use grub-mkpasswd-pbkdf2 to generate a PBKDF2 hash. Place a superuser and the password in /etc/grub.d/40_custom, then update grub.cfg. Without a password, anyone can modify kernel parameters at boot.

Generate GRUB password hash and add superuser
root@vulnarex:~#grub-mkpasswd-pbkdf2 # Enter password, then add to /etc/grub.d/40_custom: cat << EOF >> /etc/grub.d/40_custom set superusers="admin" password_pbkdf2 admin grub.pbkdf2.sha512.10000.<hash> EOF sudo update-grub

Now, at boot, pressing 'e' to edit will prompt for the superuser password. This also restricts booting from alternate entries without authentication.

Hardening Single-User Mode with sulogin

Even with GRUB locked, single-user mode (rescue.target) may not require a password. Modern distributions use sulogin, but it's not always enforced. Ensure that /etc/systemd/system/rescue.service.d/override.conf contains ExecStart=-/sbin/sulogin, or modify the rescue service to use sulogin. For SysV init, edit /etc/inittab to add ~~:S:wait:/sbin/sulogin. This forces the root password prompt before dropping to a shell.

bash
# Ensure sulogin runs in rescue mode
sudo mkdir -p /etc/systemd/system/rescue.service.d
echo -e "[Service]\nExecStart=\nExecStart=-/sbin/sulogin" | sudo tee /etc/systemd/system/rescue.service.d/override.conf
sudo systemctl daemon-reload
info

💡 Some cloud environments don't have a traditional GRUB (e.g., AWS EC2 uses PV-GRUB). In those cases, focus on console access protection and IAM roles.

BootloaderHardening MethodVerification
GRUB2PBKDF2 password + superuserReboot, try to edit entry
systemd-bootSet 'secure-boot' and kernel lockingCheck that cmdline cannot be modified
U-Boot (ARM)Environment variable protectionPassword-protect the console

Protecting Kernel Command Line Parameters

Kernel parameters like 'init=/bin/bash' are the classic bypass. With GRUB password, they can't be changed. Additionally, some distributions support signing kernel command line via EFI (if using systemd-boot). This prevents even an attacker with disk access from modifying boot entries on the EFI partition. Use 'efibootmgr' to verify boot order and password-protect the UEFI firmware.

  • ▪Set a GRUB superuser password using grub-mkpasswd-pbkdf2 and regenerate config.
  • ▪Enforce sulogin in rescue.target to require root password in single-user mode.
  • ▪Password-protect UEFI firmware settings and boot order.
  • ▪If using signed kernels, verify the signature chain; lock down initramfs updates.
STRICT SECURE AUDIT RULE

⚠️ If you forget the GRUB password, you'll need physical access to clear the CMOS or use a live USB to chroot and reset the password—ensure it's documented in a secure break-glass procedure.

quiz BLOCK (★ 50 XP)

After hardening GRUB with a password, an attacker powers off the server, inserts a USB drive, and boots from it. What defense remains?

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

GRUB Lockdown Drill

Select your proof vectors above

Verification Proof Checkpoint

Verify exercises to earn ★ 140 XP and unlock next lab level.

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Checkpoints
Physical Access + Single-User Mode = Instant Root. Fix That.
Laboratory Sanity Code

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