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Securing SSH: Key Management, Configuration, and Tunneling

Lesson 8/31 | Study Time: 20 Min

Secure Shell (SSH) is the most widely used protocol for remote access and management of Linux servers. Because SSH provides encrypted communication over unsecured networks, it is vital to configure it securely to prevent unauthorized access, eavesdropping, and attacks such as brute force logins. 

SSH Key Management

Key-based authentication replaces traditional password-based SSH access by using a pair of cryptographic keys: a public key and a private key. The private key is securely stored on the client machine and never shared, while the corresponding public key is placed on the server to verify the client’s identity.

This approach significantly enhances security by eliminating the risks associated with weak, reused, or stolen passwords, making unauthorized access much harder.


Generating and Using SSH Keys


1. Generate key pair using ssh-keygen:

text
ssh-keygen -t ed25519 -C "user@hostname"


2. Public key is copied to the server’s ~/.ssh/authorized_keys file using ssh-copy-id or manual copy.

3. Use strong passphrases for private keys to add an extra layer of protection.


SSH Configuration for Security

Proper SSH configuration is a foundational task for system administrators. The settings listed here strengthen authentication, limit exposure, and improve monitoring and accountability.


Essential SSH Server Configuration Settings


1. Disable password authentication to enforce key-based logins only:

text
PasswordAuthentication no


2. Change the default SSH port (22) to a less common port to reduce automated attacks:

text
Port 2222


3. Restrict root login by setting:

text
PermitRootLogin no


4. Limit user logins by specifying allowed users or groups:

text
AllowUsers adminuser


5. Enable and configure fail2ban or similar tools to block repeated failed login attempts.


Other Security Settings


1. Use strong cryptographic algorithms and disable weak ones:

text
Ciphers aes256-gcm@openssh.com,chacha20-poly1305@openssh.com


2. Use AllowTcpForwarding and X11Forwarding judiciously or disable if not needed.

3. Employ enhanced logging and monitoring using SSH logs for audit trails.

SSH Tunneling

SSH tunneling (port forwarding) creates encrypted connections to securely route other types of traffic through an SSH session. Useful for encrypting insecure protocols, bypassing firewalls, or accessing internal network services.


Types of SSH Tunneling


1. Local Port Forwarding: Forward a local port to a remote server.

text
ssh -L local_port:destination:remote_port user@ssh_server


2. Remote Port Forwarding: Forward a port from the remote server to the local machine.

text
ssh -R remote_port:destination:local_port user@ssh_server


3. Dynamic Port Forwarding: Acts as a SOCKS proxy for flexible tunneling.

text
ssh -D local_port user@ssh_server


Security Considerations for Tunneling

Security considerations for tunneling focus on minimizing misuse while preserving legitimate access. Tunneling capabilities should be restricted in the sshd_config file when they are not required, reducing the attack surface of the system.

Traffic passing through SSH tunnels must be monitored to detect unauthorized or suspicious activity. For stronger protection, tunneling should be combined with firewall rules and SSH key–based restrictions, ensuring that only approved users and use cases are permitted.

Andrew Foster

Andrew Foster

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Class Sessions

1- Linux Security Model Overview 2- Kernel-Level Security Features (Namespaces, Capabilities, SELinux, AppArmor) 3- Linux File System Permissions and Extended Attributes (Xattr) 4- Secure User and Group Management Fundamentals 5- Best Practices for Sudo Configuration and Privilege Escalation Control 6- Disabling Unneeded Services and Configuring Secure Boot 7- Firewall Setup: Iptables/Nftables Basics and Advanced Rule Creation 8- Securing SSH: Key Management, Configuration, and Tunneling 9- Mandatory Access Control (SELinux/AppArmor Detailed Configuration) 10- Deployment of PAM for Enhanced Authentication 11- Linux Network Namespaces and Container Isolation Basics 12- TLS/SSL Configuration for Linux Services 13- VPN Setup for Secure Remote Access (OpenVPN, WireGuard) 14- Cryptographic Tools: GPG Encryption, Hashing Utilities, and Key Management 15- Intrusion Detection Systems and Log Monitoring Tools Overview 16- Linux Audit Framework (Auditd) Configuration and Log Analysis 17- Using Syslog, Journald, and Centralized Logging Solutions 18- File Integrity Monitoring with AIDE And Tripwire 19- Compliance Frameworks Introduction (PCI DSS, GDPR, HIPAA) 20- Incident Response Preparation and Forensic Readiness Basics 21- Bash Scripting Best Practices for Security and Automation 22- Conditional Logic, Loops, and Functions for Modular Scripts 23- Handling Errors, Signals, and Debugging Scripts Effectively 24- Automating User and Permission Audits with Scripts 25- Integrating Shell Scripts with System Tools (Cron Jobs, Systemd Timers) 26- Automating Log Analysis and Alerting Via Scripting 27- Writing Scripts for Automated Patch and Vulnerability Management 28- Automating Firewall and SSH Key Rotation Policies 29- Integrating Shell Scripts with Security Scanning Tools (Lynis, OpenVAS) 30- Case Studies on Automated Incident Detection and Response 31- Using Open-Source Tools for Orchestration with Scripting