How to Set Up SSH Keys for Secure Linux Server Access

Introduction

SSH (Secure Shell) key-based authentication represents a fundamental shift in how system administrators and developers secure remote server access. Unlike traditional password authentication, which relies on memorized secrets vulnerable to brute-force attacks, SSH keys utilize asymmetric cryptography to provide virtually unbreakable authentication. This comprehensive guide explores SSH key infrastructure from basic setup through enterprise deployment scenarios, covering key generation algorithms, security hardening, certificate authorities, and automated key management at scale.

πŸ“‘ Table of Contents

1. Understanding SSH Key Cryptography

Public-Key Cryptography Fundamentals

SSH keys leverage asymmetric cryptography, where a mathematically related pair of keys serves different purposes:

  • Private Key: Remains confidential on your local machine, used to prove your identity
  • Public Key: Distributed to servers you access, used to verify your identity

The authentication process works through a cryptographic challenge-response mechanism:

  1. Client initiates connection and presents public key identifier
  2. Server generates a random challenge encrypted with your public key
  3. Client decrypts challenge using private key and returns signed response
  4. Server verifies signature, granting access if valid

SSH Key Algorithm Comparison

Algorithm Key Size Security Level Performance Compatibility Recommendation
RSA 2048-4096 bits Good (4096-bit) Slower Universal Legacy systems only
Ed25519 256 bits Excellent Very fast Modern (OpenSSH 6.5+) βœ“ Preferred
ECDSA 256-521 bits Good Fast Good Alternative
DSA 1024 bits Deprecated Fast Legacy βœ— Avoid

Ed25519 is the modern standard, offering superior security with smaller key sizes and faster operations compared to RSA. It’s resistant to timing attacks and doesn’t require secure random number generation for signing operations.

2. Generating SSH Key Pairs

# Generate Ed25519 key with custom comment
ssh-keygen -t ed25519 -C "john@workstation-2024" -f ~/.ssh/id_ed25519_work

# Output:
# Generating public/private ed25519 key pair.
# Enter passphrase (empty for no passphrase):
# Enter same passphrase again:
# Your identification has been saved in /home/john/.ssh/id_ed25519_work
# Your public key has been saved in /home/john/.ssh/id_ed25519_work.pub
# The key fingerprint is:
# SHA256:Xj8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lM john@workstation-2024

RSA Keys (Legacy Compatibility)

# Generate 4096-bit RSA key (minimum for security)
ssh-keygen -t rsa -b 4096 -C "john@legacy-systems" -f ~/.ssh/id_rsa_legacy

# Key derivation function iterations (increase resistance to brute-force)
ssh-keygen -t rsa -b 4096 -a 100 -C "john@secure" -f ~/.ssh/id_rsa_secure

ECDSA Keys

# Generate ECDSA key with 521-bit curve
ssh-keygen -t ecdsa -b 521 -C "john@cloud-servers" -f ~/.ssh/id_ecdsa_cloud

Passphrase Best Practices

A strong passphrase adds a critical security layer, protecting your private key if your workstation is compromised:

  • Minimum 20 characters with mixed case, numbers, and symbols
  • Use a passphrase manager or memorable sentence
  • Never leave private keys unencrypted on shared systems
  • Consider using ssh-agent to avoid repeated passphrase entry

Viewing Key Fingerprints

# SHA256 fingerprint (default)
ssh-keygen -lf ~/.ssh/id_ed25519.pub
# Output: 256 SHA256:Xj8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lM john@workstation-2024 (ED25519)

# MD5 fingerprint (legacy systems)
ssh-keygen -E md5 -lf ~/.ssh/id_ed25519.pub
# Output: 256 MD5:a1:b2:c3:d4:e5:f6:07:08:09:0a:0b:0c:0d:0e:0f:10 john@workstation-2024 (ED25519)

# Visual ASCII art (easy verification)
ssh-keygen -lv -f ~/.ssh/id_ed25519.pub

3. Deploying Public Keys to Servers

Using ssh-copy-id (Simplest Method)

# Copy default key (~/.ssh/id_ed25519.pub)
ssh-copy-id user@server.example.com

# Specify custom key file
ssh-copy-id -i ~/.ssh/id_ed25519_work.pub user@server.example.com

# Use custom port
ssh-copy-id -i ~/.ssh/id_ed25519.pub -p 2222 user@server.example.com

# Copy to multiple servers
for server in web{1..5}.example.com; do
    ssh-copy-id -i ~/.ssh/id_ed25519.pub admin@$server
done

Manual Deployment (No ssh-copy-id Available)

# Method 1: Using ssh and shell redirection
cat ~/.ssh/id_ed25519.pub | ssh user@server.example.com 
    "mkdir -p ~/.ssh && chmod 700 ~/.ssh && cat >> ~/.ssh/authorized_keys && chmod 600 ~/.ssh/authorized_keys"

# Method 2: Using sftp
sftp user@server.example.com
sftp> mkdir .ssh
sftp> chmod 700 .ssh
sftp> put /home/john/.ssh/id_ed25519.pub .ssh/authorized_keys
sftp> chmod 600 .ssh/authorized_keys
sftp> quit

Deploying Keys via Cloud-Init (Cloud Environments)

#cloud-config
users:
  - name: admin
    ssh_authorized_keys:
      - ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAIG8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lMn john@workstation
      - ssh-rsa AAAAB3NzaC1yc2EAAAADAQABAAACAQC8... john@backup-key
    sudo: ALL=(ALL) NOPASSWD:ALL
    shell: /bin/bash

Ansible Playbook for Automated Deployment

---
- name: Deploy SSH Keys to Infrastructure
  hosts: all
  tasks:
    - name: Ensure .ssh directory exists
      file:
        path: "/home/{{ ansible_user }}/.ssh"
        state: directory
        mode: '0700'
        owner: "{{ ansible_user }}"
        group: "{{ ansible_user }}"

    - name: Deploy authorized keys
      authorized_key:
        user: "{{ ansible_user }}"
        key: "{{ lookup('file', item) }}"
        state: present
      loop:
        - ~/.ssh/id_ed25519.pub
        - ~/.ssh/id_rsa_backup.pub

    - name: Remove old deprecated keys
      authorized_key:
        user: "{{ ansible_user }}"
        key: "{{ item }}"
        state: absent
      loop: "{{ deprecated_keys }}"

4. SSH Client Configuration

~/.ssh/config Structure

# Production web servers
Host web-prod-*
    HostName %h.example.com
    User admin
    IdentityFile ~/.ssh/id_ed25519_production
    Port 22
    ForwardAgent no
    StrictHostKeyChecking yes
    UserKnownHostsFile ~/.ssh/known_hosts_production

# Development environment
Host dev-*.internal
    HostName %h
    User developer
    IdentityFile ~/.ssh/id_ed25519_dev
    Port 2222
    ProxyJump bastion.example.com
    ForwardAgent yes
    StrictHostKeyChecking accept-new

# Bastion/Jump host
Host bastion
    HostName bastion.example.com
    User jumpuser
    IdentityFile ~/.ssh/id_ed25519_bastion
    Port 22
    ControlMaster auto
    ControlPath ~/.ssh/sockets/%r@%h:%p
    ControlPersist 10m

# GitHub
Host github.com
    User git
    IdentityFile ~/.ssh/id_ed25519_github
    IdentitiesOnly yes

# Wildcard defaults (must be last)
Host *
    AddKeysToAgent yes
    UseKeychain yes  # macOS only
    ServerAliveInterval 60
    ServerAliveCountMax 3
    TCPKeepAlive yes
    Compression yes

Key Configuration Options Explained

Option Purpose Recommended Value
IdentityFile Specify which private key to use ~/.ssh/id_ed25519
IdentitiesOnly Only use specified identity files yes (prevents key guessing)
StrictHostKeyChecking Validate server fingerprints yes (production)
ForwardAgent Allow key forwarding through server no (security risk)
ProxyJump Jump through bastion host bastion.example.com
ControlMaster Reuse SSH connections auto
ServerAliveInterval Keep connection alive (seconds) 60

Multi-Hop SSH Through Bastion

# Traditional method (deprecated)
ssh -J bastion.example.com user@internal-server.local

# Modern ProxyJump configuration
Host internal-*
    ProxyJump bastion.example.com
    User admin
    IdentityFile ~/.ssh/id_ed25519

# Multi-hop through multiple bastions
Host production-db
    HostName db.prod.internal
    ProxyJump bastion1.example.com,bastion2.prod.internal
    User dbadmin

5. SSH Server Hardening

Comprehensive /etc/ssh/sshd_config Security

# Network and Protocol
Port 22  # Consider non-standard port (security through obscurity)
AddressFamily inet  # IPv4 only (or 'any' for dual-stack)
ListenAddress 0.0.0.0
Protocol 2  # Implicit in modern OpenSSH

# Authentication Methods
PubkeyAuthentication yes
PasswordAuthentication no  # Disable password login
ChallengeResponseAuthentication no
UsePAM yes
PermitRootLogin prohibit-password  # Or 'no' for maximum security

# Key Management
AuthorizedKeysFile .ssh/authorized_keys
AuthorizedKeysCommand /usr/local/bin/fetch-keys.sh  # Dynamic key retrieval
AuthorizedKeysCommandUser nobody
TrustedUserCAKeys /etc/ssh/ca_user_key.pub  # Certificate authority

# Cryptographic Algorithms (Modern Only)
KexAlgorithms curve25519-sha256,curve25519-sha256@libssh.org,diffie-hellman-group-exchange-sha256
Ciphers chacha20-poly1305@openssh.com,aes256-gcm@openssh.com,aes128-gcm@openssh.com
MACs hmac-sha2-512-etm@openssh.com,hmac-sha2-256-etm@openssh.com
HostKeyAlgorithms ssh-ed25519,rsa-sha2-512,rsa-sha2-256

# Connection Security
MaxAuthTries 3
MaxSessions 10
ClientAliveInterval 300  # 5 minutes
ClientAliveCountMax 2
LoginGraceTime 60
TCPKeepAlive yes

# User Restrictions
AllowUsers admin deployer developer
AllowGroups ssh-users
DenyUsers root guest
PermitEmptyPasswords no
PermitUserEnvironment no

# Forwarding and Tunneling
AllowTcpForwarding no
AllowStreamLocalForwarding no
GatewayPorts no
PermitTunnel no
X11Forwarding no

# Logging
SyslogFacility AUTH
LogLevel VERBOSE  # Or INFO for less verbosity

# SFTP Subsystem
Subsystem sftp /usr/lib/openssh/sftp-server -f AUTHPRIV -l INFO

# Match Blocks for Conditional Configuration
Match Group sftp-only
    ForceCommand internal-sftp
    ChrootDirectory /home/%u
    AllowTcpForwarding no
    X11Forwarding no

Match Address 10.0.0.0/8
    PasswordAuthentication yes  # Internal network exception

Applying and Testing Configuration

# Validate configuration syntax
sudo sshd -t

# Restart SSH service (keep existing connection open!)
sudo systemctl restart sshd

# Verify service status
sudo systemctl status sshd

# Test new connection in separate terminal
ssh -v user@localhost

Fail2Ban Integration for Brute-Force Protection

# /etc/fail2ban/jail.local
[sshd]
enabled = true
port = ssh
filter = sshd
logpath = /var/log/auth.log
maxretry = 3
findtime = 600  # 10 minutes
bantime = 3600  # 1 hour ban
ignoreip = 127.0.0.1/8 10.0.0.0/8  # Whitelist

# Activate and monitor
sudo systemctl enable fail2ban
sudo systemctl start fail2ban
sudo fail2ban-client status sshd

6. SSH Agent and Key Management

Starting and Using ssh-agent

# Start agent in current shell
eval "$(ssh-agent -s)"
# Output: Agent pid 12345

# Add key to agent
ssh-add ~/.ssh/id_ed25519
# Enter passphrase:
# Identity added: /home/john/.ssh/id_ed25519 (john@workstation)

# Add key with lifetime (1 hour)
ssh-add -t 3600 ~/.ssh/id_ed25519_temp

# List loaded keys
ssh-add -l
# Output: 256 SHA256:Xj8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lM john@workstation (ED25519)

# Remove specific key
ssh-add -d ~/.ssh/id_ed25519_temp

# Remove all keys
ssh-add -D

Persistent Agent with systemd (Linux)

# ~/.config/systemd/user/ssh-agent.service
[Unit]
Description=SSH Agent
Documentation=man:ssh-agent(1)

[Service]
Type=simple
Environment=SSH_AUTH_SOCK=%t/ssh-agent.socket
ExecStart=/usr/bin/ssh-agent -D -a $SSH_AUTH_SOCK
ExecStartPost=/usr/bin/systemctl --user set-environment SSH_AUTH_SOCK=${SSH_AUTH_SOCK}

[Install]
WantedBy=default.target

# Activate service
systemctl --user enable ssh-agent
systemctl --user start ssh-agent

# Add to ~/.bashrc or ~/.zshrc
export SSH_AUTH_SOCK="$XDG_RUNTIME_DIR/ssh-agent.socket"

macOS Keychain Integration

# Add to ~/.ssh/config
Host *
    AddKeysToAgent yes
    UseKeychain yes
    IdentityFile ~/.ssh/id_ed25519

# Add key to keychain (one-time passphrase entry)
ssh-add --apple-use-keychain ~/.ssh/id_ed25519

GNOME Keyring (Linux Desktop)

# Add to ~/.bashrc
if [ -n "$DESKTOP_SESSION" ]; then
    eval $(gnome-keyring-daemon --start --components=ssh)
    export SSH_AUTH_SOCK
fi

7. SSH Certificates (Enterprise Scale)

Certificate Authority Setup

SSH certificates solve key management at scale by allowing centralized trust instead of distributing individual public keys.

# Generate CA key pair (secure this key!)
ssh-keygen -t ed25519 -f /etc/ssh/ca_user_key -C "User Certificate Authority"

# Restrict CA key permissions
chmod 600 /etc/ssh/ca_user_key
chmod 644 /etc/ssh/ca_user_key.pub

# Configure server to trust CA (/etc/ssh/sshd_config)
TrustedUserCAKeys /etc/ssh/ca_user_key.pub

Issuing User Certificates

# Sign user's public key with CA
ssh-keygen -s /etc/ssh/ca_user_key 
    -I john.doe 
    -n admin,developer 
    -V +52w 
    -z 1001 
    ~/.ssh/id_ed25519.pub

# Output: Signed user key /home/john/.ssh/id_ed25519-cert.pub

# Certificate details
ssh-keygen -L -f ~/.ssh/id_ed25519-cert.pub
# Output:
# Type: ssh-ed25519-cert-v01@openssh.com user certificate
# Public key: ED25519-CERT SHA256:Xj8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lM
# Signing CA: ED25519 SHA256:aB1cD2eF3gH4iJ5kL6mN7oP8qR9sT0uV1wX2yZ3
# Key ID: "john.doe"
# Serial: 1001
# Valid: from 2024-01-15T10:00:00 to 2025-01-14T10:00:00
# Principals:
#         admin
#         developer
# Critical Options: (none)
# Extensions:
#         permit-X11-forwarding
#         permit-agent-forwarding
#         permit-port-forwarding
#         permit-pty
#         permit-user-rc

Certificate-Based Authentication

# Client automatically uses certificate if present
ssh admin@server.example.com

# Server logs show certificate authentication
# Jan 15 10:05:23 server sshd[12345]: Accepted publickey for admin from 192.0.2.10 port 54321 ssh2: ED25519-CERT ID john.doe (serial 1001) CA ED25519 SHA256:aB1cD2eF3gH4iJ5kL6mN7oP8qR9sT0uV1wX2yZ3

Certificate Automation Script

#!/bin/bash
# /usr/local/bin/issue-ssh-cert.sh

set -euo pipefail

USER_ID="$1"
PRINCIPALS="$2"
VALIDITY="${3:-+4w}"  # Default 4 weeks
CA_KEY="/secure/ca_user_key"
SERIAL_FILE="/var/lib/ssh-ca/serial"

# Generate unique serial
SERIAL=$(cat "$SERIAL_FILE")
echo $((SERIAL + 1)) > "$SERIAL_FILE"

# Sign certificate
ssh-keygen -s "$CA_KEY" 
    -I "$USER_ID" 
    -n "$PRINCIPALS" 
    -V "$VALIDITY" 
    -z "$SERIAL" 
    -O clear 
    -O permit-pty 
    -O permit-port-forwarding 
    "keys/${USER_ID}_ed25519.pub"

echo "Certificate issued: ${USER_ID}_ed25519-cert.pub (Serial: $SERIAL)"

8. Advanced Security Practices

Hardware Security Keys (YubiKey)

# Generate resident key on YubiKey
ssh-keygen -t ed25519-sk -O resident -O verify-required -C "john@yubikey"

# List resident keys
ssh-keygen -K

# Authentication requires physical touch
ssh user@server.example.com
# [Touch YubiKey to authenticate]

Two-Factor Authentication with SSH

# Install Google Authenticator PAM module
sudo apt install libpam-google-authenticator

# Configure PAM (/etc/pam.d/sshd)
auth required pam_google_authenticator.so nullok

# Update sshd_config
ChallengeResponseAuthentication yes
AuthenticationMethods publickey,keyboard-interactive

# User setup
google-authenticator
# Scan QR code with authenticator app

Key Rotation Procedures

#!/bin/bash
# Automated key rotation

OLD_KEY="$HOME/.ssh/id_ed25519_old"
NEW_KEY="$HOME/.ssh/id_ed25519"
SERVERS=(web1 web2 db1 db2)

# Generate new key
ssh-keygen -t ed25519 -f "$NEW_KEY" -C "$(whoami)@$(hostname)-$(date +%Y%m%d)"

# Deploy new key alongside old
for server in "${SERVERS[@]}"; do
    ssh-copy-id -i "${NEW_KEY}.pub" "$server"
done

# Test new key on all servers
for server in "${SERVERS[@]}"; do
    ssh -i "$NEW_KEY" -o PasswordAuthentication=no "$server" "echo 'Connection successful'"
done

# Remove old key from servers
for server in "${SERVERS[@]}"; do
    ssh "$server" "sed -i '/$(ssh-keygen -lf "$OLD_KEY.pub" | awk '{print $2}')/d' ~/.ssh/authorized_keys"
done

Auditing SSH Key Usage

# Server-side: Log key fingerprints (/etc/ssh/sshd_config)
LogLevel VERBOSE

# Monitor authentication logs
sudo tail -f /var/log/auth.log | grep 'Accepted publickey'
# Output: Jan 15 10:05:23 server sshd[12345]: Accepted publickey for admin from 192.0.2.10 port 54321 ssh2: ED25519 SHA256:Xj8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lM

# Identify users by key fingerprint
awk '/^ssh-/ {print $NF, $1, $2}' ~/.ssh/authorized_keys | while read comment type key; do
    fingerprint=$(echo "$type $key" | ssh-keygen -lf -)
    echo "$comment: $fingerprint"
done

9. Troubleshooting Common Issues

Permission Problems

# Correct permissions for SSH directories and files
chmod 700 ~/.ssh
chmod 600 ~/.ssh/id_ed25519
chmod 644 ~/.ssh/id_ed25519.pub
chmod 600 ~/.ssh/authorized_keys
chmod 644 ~/.ssh/known_hosts
chmod 600 ~/.ssh/config

# Server-side home directory must not be writable by others
chmod 755 ~

Verbose Debugging

# Client-side debugging (increasing verbosity)
ssh -v user@server.example.com   # Basic
ssh -vv user@server.example.com  # More detail
ssh -vvv user@server.example.com # Maximum detail

# Example output analysis
# debug1: Offering public key: /home/john/.ssh/id_ed25519 ED25519 SHA256:Xj8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lM
# debug1: Server accepts key: /home/john/.ssh/id_ed25519 ED25519 SHA256:Xj8h3kL9mN2pQ4rT6vU8wY0zA1bC3dE5fG7hI9jK0lM
# debug1: Authentication succeeded (publickey)

Server-Side Diagnostics

# Check sshd configuration
sudo sshd -T | grep -E 'pubkey|authorized'

# Real-time sshd logging
sudo tail -f /var/log/auth.log

# Test sshd configuration parsing
sudo /usr/sbin/sshd -t -f /etc/ssh/sshd_config

# Check SELinux context (Red Hat/CentOS)
restorecon -R -v ~/.ssh

Common Error Messages

Error Cause Solution
Permission denied (publickey) Wrong key or server config issue Check authorized_keys, verify key fingerprint
Too many authentication failures ssh-agent offering wrong keys Use IdentitiesOnly yes in config
Host key verification failed Server key changed or MITM attack Verify fingerprint, remove old key from known_hosts
Connection refused sshd not running or firewall blocking Check service status, firewall rules
Connection timed out Network issue or wrong IP/port Verify network connectivity, check port

10. Enterprise Deployment Patterns

Centralized Key Management with Vault

# HashiCorp Vault SSH secrets engine configuration
vault secrets enable ssh

vault write ssh/roles/admin 
    key_type=ca 
    ttl=8h 
    max_ttl=24h 
    allowed_users="admin,deployer" 
    default_user=admin 
    allowed_extensions="permit-pty,permit-port-forwarding"

# Client requests signed certificate
vault write -field=signed_key ssh/sign/admin 
    public_key=@~/.ssh/id_ed25519.pub > ~/.ssh/id_ed25519-cert.pub

# Server configuration (/etc/ssh/sshd_config)
TrustedUserCAKeys /etc/ssh/vault-ca.pub

AWS Systems Manager Session Manager Alternative

# IAM policy for SSM access
{
  "Version": "2012-10-17",
  "Statement": [
    {
      "Effect": "Allow",
      "Action": [
        "ssm:StartSession"
      ],
      "Resource": [
        "arn:aws:ec2:*:*:instance/*"
      ],
      "Condition": {
        "StringEquals": {
          "aws:RequestedRegion": "us-east-1"
        }
      }
    }
  ]
}

# Start session (no SSH keys needed)
aws ssm start-session --target i-0123456789abcdef0

# SSH proxy through SSM
# ~/.ssh/config
Host i-*
    ProxyCommand sh -c "aws ssm start-session --target %h --document-name AWS-StartSSHSession --parameters 'portNumber=%p'"
    User ec2-user

Terraform Provisioner with SSH

resource "aws_instance" "web" {
  ami           = "ami-0c55b159cbfafe1f0"
  instance_type = "t3.micro"
  key_name      = aws_key_pair.deployer.key_name

  provisioner "remote-exec" {
    inline = [
      "sudo apt update",
      "sudo apt install -y nginx",
    ]

    connection {
      type        = "ssh"
      user        = "ubuntu"
      private_key = file("~/.ssh/id_ed25519")
      host        = self.public_ip
    }
  }
}

resource "aws_key_pair" "deployer" {
  key_name   = "deployer-key"
  public_key = file("~/.ssh/id_ed25519.pub")
}

11. Monitoring and Compliance

SSH Key Inventory Script

#!/bin/bash
# Audit SSH keys across infrastructure

SERVERS=(web1 web2 db1 db2)
OUTPUT="ssh_key_inventory_$(date +%Y%m%d).csv"

echo "Server,User,Key Type,Fingerprint,Comment" > "$OUTPUT"

for server in "${SERVERS[@]}"; do
    ssh "$server" 'getent passwd | cut -d: -f1,6' | while IFS=: read user home; do
        if [ -f "$home/.ssh/authorized_keys" ]; then
            while read keyline; do
                if [[ "$keyline" =~ ^ssh- ]]; then
                    type=$(echo "$keyline" | awk '{print $1}')
                    fingerprint=$(echo "$keyline" | ssh-keygen -lf - | awk '{print $2}')
                    comment=$(echo "$keyline" | awk '{print $NF}')
                    echo "$server,$user,$type,$fingerprint,$comment" >> "$OUTPUT"
                fi
            done < "$home/.ssh/authorized_keys"
        fi
    done
done

echo "Inventory saved to $OUTPUT"

Compliance Scanning with Lynis

# Install Lynis
sudo apt install lynis

# Run SSH security audit
sudo lynis audit system --tests-from-group SSH

# Key findings
# - Weak SSH algorithm support
# - PermitRootLogin enabled
# - PasswordAuthentication enabled
# - Missing MaxAuthTries configuration

Real-Time SSH Monitoring with Auditd

# /etc/audit/rules.d/ssh.rules
-w /etc/ssh/sshd_config -p wa -k sshd_config_changes
-w /home -p wa -k ssh_key_changes
-a always,exit -F arch=b64 -S execve -F path=/usr/sbin/sshd -k sshd_execution

# Reload rules
sudo augenrules --load

# Search audit logs
sudo ausearch -k ssh_key_changes -ts recent

12. Best Practices Summary

Key Generation

  • Use Ed25519 for new keys (modern, secure, fast)
  • Generate 4096-bit RSA only for legacy compatibility
  • Always encrypt private keys with strong passphrases
  • Use descriptive comments for key identification
  • Store private keys securely (encrypted filesystems, hardware tokens)

Key Distribution

  • Use ssh-copy-id or configuration management tools
  • Never send private keys over email or insecure channels
  • Implement key rotation every 90-180 days
  • Maintain key inventory for compliance
  • Use certificate authorities for enterprise scale

Server Configuration

  • Disable password authentication completely
  • Restrict root login (PermitRootLogin no or prohibit-password)
  • Use fail2ban or similar for brute-force protection
  • Enable verbose logging for security audits
  • Configure modern cryptographic algorithms only
  • Implement user and group access controls

Operational Security

  • Use ssh-agent with timeout for passphrase caching
  • Configure connection multiplexing to reduce authentication overhead
  • Implement bastion hosts for production access
  • Never use agent forwarding to untrusted hosts
  • Monitor SSH logs for unusual activity
  • Regularly audit authorized_keys files

Compliance and Governance

  • Document key management procedures
  • Maintain access logs for 90+ days
  • Implement least-privilege access controls
  • Use hardware security keys for privileged accounts
  • Conduct quarterly key rotation audits
  • Integrate SSH authentication with identity providers (LDAP, SSO)

13. Quick Reference Commands

# Generate Ed25519 key
ssh-keygen -t ed25519 -C "user@host"

# Copy key to server
ssh-copy-id -i ~/.ssh/id_ed25519.pub user@server

# Add key to agent
ssh-add ~/.ssh/id_ed25519

# List agent keys
ssh-add -l

# Test connection with debugging
ssh -vvv user@server

# Check server key fingerprint
ssh-keygen -lf /etc/ssh/ssh_host_ed25519_key.pub

# Verify client configuration
ssh -G user@server

# Generate key fingerprint
ssh-keygen -lf ~/.ssh/id_ed25519.pub

# Remove host from known_hosts
ssh-keygen -R server.example.com

# Forward local port through SSH
ssh -L 8080:localhost:80 user@server

# SOCKS proxy through SSH
ssh -D 1080 user@server

# Copy files securely
scp -i ~/.ssh/id_ed25519 file.txt user@server:/path/

# Sync directories
rsync -avz -e "ssh -i ~/.ssh/id_ed25519" /local/ user@server:/remote/

Conclusion

SSH key-based authentication forms the security foundation for modern infrastructure management. This guide covered everything from basic key generation through enterprise certificate authorities and compliance monitoring. By implementing these practicesβ€”using Ed25519 keys, disabling password authentication, leveraging certificate authorities for scale, and maintaining comprehensive audit trailsβ€”you establish defense-in-depth for your Linux servers. Regular key rotation, hardware security token integration, and centralized key management with tools like HashiCorp Vault further strengthen your security posture against evolving threats.

Remember that SSH security is not a one-time configuration but an ongoing operational practice. Schedule quarterly security audits, maintain key inventories, monitor authentication logs, and stay current with OpenSSH security advisories. The investment in robust SSH key infrastructure pays dividends in reduced breach risk and simplified compliance with security frameworks like SOC 2, PCI DSS, and NIST 800-53.

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About Ramesh Sundararamaiah

Red Hat Certified Architect

Expert in Linux system administration, DevOps automation, and cloud infrastructure. Specializing in Red Hat Enterprise Linux, CentOS, Ubuntu, Docker, Ansible, and enterprise IT solutions.

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