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Ssh configuration

Skill BagelHole/DevOps-Security-Agent-Skills/infrastructure/servers/ssh-configuration

Agent-ready DevOps, security, infrastructure, and compliance knowledge base with 80+ skills across Kubernetes, Terraform, AWS/Azure/GCP, AI platform operations, container hardening, SOC2/ISO27001, and incident response—plus ready-to-run scripts, templates, and playbooks for SRE, platform, and security teams.

Install
npx -y skills add BagelHole/DevOps-Security-Agent-Skills --skill ssh-configuration

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What its author says it does

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Configure SSH servers and clients securely. Manage keys, tunnels, and config files. Use when setting up secure remote access.

The file declares its own license as MIT. That is the author’s claim about this one file, and it is not the same thing as the license GitHub reports for the repository, which is listed with the other numbers below.

SKILL.md

9.1 KB, ~2.5k tokens by cl100k_base, as published. Nobody here has run it

SSH Configuration

Secure SSH server and client configuration for production environments, including key management, hardened sshd settings, bastion host architecture, tunneling, and multiplexing.

When to Use

  • Setting up secure remote access to Linux or Unix servers
  • Hardening SSH daemon configuration to meet compliance requirements
  • Configuring bastion / jump hosts for private network access
  • Creating SSH tunnels for secure port forwarding
  • Managing SSH keys for teams or automated deployments
  • Troubleshooting connection, authentication, or performance issues

Prerequisites

  • OpenSSH client installed locally (ssh -V to verify)
  • OpenSSH server installed on target (sshd)
  • Root or sudo access on the server for sshd_config changes
  • Firewall rules allowing TCP port 22 (or custom SSH port)

Key Generation and Management

# Generate an Ed25519 key (recommended -- fast, secure, short)
ssh-keygen -t ed25519 -C "[email protected]" -f ~/.ssh/id_ed25519

# Generate an RSA 4096-bit key (for legacy compatibility)
ssh-keygen -t rsa -b 4096 -C "[email protected]" -f ~/.ssh/id_rsa_legacy

# Generate a key with a custom comment and no passphrase (CI/CD use only)
ssh-keygen -t ed25519 -C "ci-deploy-key" -f ~/.ssh/ci_deploy -N ""

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

# Manually append a public key (when ssh-copy-id is unavailable)
cat ~/.ssh/id_ed25519.pub | ssh user@server "mkdir -p ~/.ssh && chmod 700 ~/.ssh && cat >> ~/.ssh/authorized_keys && chmod 600 ~/.ssh/authorized_keys"

# List fingerprints of keys on the agent
ssh-add -l

# Start the SSH agent and add a key
eval "$(ssh-agent -s)"
ssh-add ~/.ssh/id_ed25519

# Add a key with a lifetime (auto-removed after 8 hours)
ssh-add -t 28800 ~/.ssh/id_ed25519

# Remove all keys from the agent
ssh-add -D

# Convert an OpenSSH key to PEM format (for tools that need it)
ssh-keygen -p -m PEM -f ~/.ssh/id_rsa_legacy

# Show the public key fingerprint (SHA256)
ssh-keygen -lf ~/.ssh/id_ed25519.pub

# Rotate a key: generate new, deploy, then revoke old
ssh-keygen -t ed25519 -f ~/.ssh/id_ed25519_new -C "[email protected] rotated $(date +%Y-%m)"
ssh-copy-id -i ~/.ssh/id_ed25519_new.pub user@server
# After verifying the new key works, remove the old public key from authorized_keys on the server

SSH Client Configuration (~/.ssh/config)

# Global defaults applied to all hosts
Host *
  AddKeysToAgent yes
  IdentitiesOnly yes
  ServerAliveInterval 60
  ServerAliveCountMax 3
  TCPKeepAlive yes
  Compression yes

# Production servers via bastion
Host bastion
  HostName bastion.example.com
  User ops
  IdentityFile ~/.ssh/id_ed25519
  Port 22

Host prod-web-*
  User deploy
  IdentityFile ~/.ssh/id_ed25519
  ProxyJump bastion
  Port 22

Host prod-web-1
  HostName 10.0.1.10

Host prod-web-2
  HostName 10.0.1.11

# Staging accessed directly
Host staging
  HostName staging.example.com
  User deploy
  IdentityFile ~/.ssh/id_ed25519_staging

# Database tunnel through bastion
Host db-tunnel
  HostName 10.0.2.50
  User dba
  ProxyJump bastion
  LocalForward 5432 localhost:5432

# GitHub deploy key
Host github-deploy
  HostName github.com
  User git
  IdentityFile ~/.ssh/github_deploy_key
  IdentitiesOnly yes

# Connection multiplexing for faster repeated connections
Host fast-*
  ControlMaster auto
  ControlPath ~/.ssh/sockets/%r@%h-%p
  ControlPersist 600
# Create the sockets directory for multiplexing
mkdir -p ~/.ssh/sockets
chmod 700 ~/.ssh/sockets

Hardened Server Configuration (/etc/ssh/sshd_config)

# /etc/ssh/sshd_config -- hardened configuration
# -----------------------------------------------

# Listen on a non-default port (obscurity, not security -- combine with firewall)
Port 22

# Protocol and key exchange
Protocol 2
KexAlgorithms curve25519-sha256,[email protected],diffie-hellman-group16-sha512
Ciphers [email protected],[email protected],[email protected]
MACs [email protected],[email protected]

# Authentication
PermitRootLogin no
PasswordAuthentication no
PubkeyAuthentication yes
AuthenticationMethods publickey
MaxAuthTries 3
MaxSessions 5
LoginGraceTime 30

# Restrict users and groups
AllowGroups ssh-users ops-team
# AllowUsers deploy admin

# Disable unused authentication methods
ChallengeResponseAuthentication no
KerberosAuthentication no
GSSAPIAuthentication no

# Forwarding controls
AllowTcpForwarding yes
AllowAgentForwarding no
X11Forwarding no
PermitTunnel no

# Security hardening
ClientAliveInterval 300
ClientAliveCountMax 2
UsePAM yes
UseDNS no
PermitEmptyPasswords no
PermitUserEnvironment no

# Logging
SyslogFacility AUTH
LogLevel VERBOSE

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

# Match block: restrict deploy user to SFTP only
Match User sftponly
  ForceCommand internal-sftp
  ChrootDirectory /home/%u
  AllowTcpForwarding no
  AllowAgentForwarding no
  X11Forwarding no
# Validate configuration before restarting
sshd -t

# Restart sshd to apply changes
systemctl restart sshd

# Always keep an existing session open while testing
# Open a NEW terminal to verify you can still connect before closing the old one

Bastion Host Setup

# On the bastion server, restrict forwarding to internal subnets only
# /etc/ssh/sshd_config addition on bastion:
AllowTcpForwarding yes
PermitOpen 10.0.0.0/8:22 10.0.0.0/8:5432

# Disable shell access for jump-only users
Match User jump-user
  PermitTTY no
  ForceCommand /usr/sbin/nologin
  AllowTcpForwarding yes

# Connect through the bastion from a client in one command
ssh -J [email protected] [email protected]

# Equivalent using ProxyCommand (older SSH versions)
ssh -o ProxyCommand="ssh -W %h:%p [email protected]" [email protected]

# Multi-hop: client -> bastion -> app-server -> db-server
ssh -J ops@bastion,[email protected] [email protected]

SSH Tunneling

# Local port forward: access remote service on localhost
# Access remote PostgreSQL (10.0.2.50:5432) via bastion at localhost:5432
ssh -L 5432:10.0.2.50:5432 [email protected] -N

# Remote port forward: expose local service to the remote network
# Make local dev server (localhost:3000) available on server port 8080
ssh -R 8080:localhost:3000 user@server -N

# Dynamic SOCKS proxy: route all traffic through the server
ssh -D 1080 user@server -N
# Then configure browser or apps to use SOCKS5 proxy at localhost:1080

# Tunnel with a background process
ssh -fN -L 5432:10.0.2.50:5432 [email protected]
# Find and kill the tunnel later
ps aux | grep "ssh -fN" | grep -v grep
kill <pid>

# Autossh for persistent tunnels (auto-reconnects)
autossh -M 0 -f -N -L 5432:10.0.2.50:5432 [email protected] \
  -o "ServerAliveInterval=30" -o "ServerAliveCountMax=3"

Agent Forwarding (Use with Caution)

# Enable agent forwarding for a single connection
ssh -A user@bastion

# From the bastion, your local keys are available to authenticate further
ssh [email protected]   # Uses your local key via the agent

# SECURITY WARNING: Agent forwarding exposes your keys to anyone with root
# on the intermediate host. Prefer ProxyJump instead.

# Safer alternative: ProxyJump does not expose the agent
ssh -J ops@bastion [email protected]

SSH Key Restrictions in authorized_keys

# Restrict a key to a specific command only (backup key)
command="/usr/local/bin/run-backup.sh",no-port-forwarding,no-X11-forwarding,no-agent-forwarding ssh-ed25519 AAAA... [email protected]

# Restrict a key to specific source IPs
from="10.0.0.0/24,192.168.1.0/24" ssh-ed25519 AAAA... [email protected]

# Read-only SFTP key with chroot
command="internal-sftp",no-port-forwarding,no-pty ssh-ed25519 AAAA... [email protected]

Troubleshooting

SymptomDiagnostic CommandCommon Fix
Connection refusedss -tlnp | grep 22 on serverEnsure sshd is running; check firewall rules
Permission denied (publickey)ssh -vvv user@serverVerify key is in authorized_keys, permissions 600/700
Host key verification failedssh-keygen -R serverRemove stale host key; verify server identity
Connection timeoutssh -o ConnectTimeout=5 user@serverCheck network path, security groups, NACLs
Slow SSH loginCheck UseDNS in sshd_configSet UseDNS no; check reverse DNS
Broken pipe / dropped sessionsAdd ServerAliveInterval 60 to configConfigure keepalive on both client and server
Agent forwarding not workingssh-add -l on bastionEnsure -A flag used and agent has keys loaded
Tunnel port already in usess -tlnp | grep <port>Kill existing tunnel or use a different local port

Related Skills

  • linux-administration -- General Linux system administration
  • user-management -- Managing the users who connect via SSH
  • systemd-services -- Managing sshd as a systemd service
  • performance-tuning -- Network tuning for SSH performance

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