Keep your server safe with a few extra steps.

SSH is essential to server management. This post will walk you though some of the options available to harden OpenSSH. The instructions may work for other flavors of Linux but is intended fro Ubuntu 16.04 LTS.

Warning: Messing with how SSH works can be dangerous. You can very easily lock yourself out of the server. Be careful.

OpenSSH Server Configuration

The settings file for OpenSSH on Ubuntu 16.04 is located at /etc/ssh/sshd_config. You will need to be root or use sudo to edit and control the SSH server.

Backup Configuration File

It is always a good idea to make a backup of any configuration files before editing them.

cp /etc/ssh/sshd_config /etc/ssh/backup.sshd_config

Editing the Configuration File

I am not fancy so, I use nano for configuration file edits.

nano /etc/ssh/sshd_config

SSH Configuration Test

After editing the configuration file you should test that it is valid before reloading the service.

sshd -t

Reload the Configuration File

Once you think your edits are good, reload the SSH daemon.

sudo systemctl reload sshd

Check the Protocol

Our very first edit will be very simple. It is really more of a double check than an edit. Open /etc/ssh/sshd_config and check the line that starts with Protocol. Make sure it is set to 2 and not 1. The current default is 2.

Protocol 2

Disable Root

Instead of using root, we should be using connecting as user with sudo permission. Make sure you have sudo setup properly before continuing. So let’s disable the ability of root to login using SSH. Inside the configuration file find the line:

PermitRootLogin yes

Change that to no:

PermitRootLogin no

Disconnect Idle Sessions

Idle sessions can be dangerous. It is a good idea to log people out after a set amount of inactivity. The ClientAliveInterval is the amount of time in seconds before the server will send an alive message to the client after no data has been received. ClientAliveCountMax is the number of times it will check before disconnecting. In the example below, the server will check on the client after 5 minutes of inactivity. It will do this twice then disconnect.

ClientAliveInterval 300 ClientAliveCountMax 2

Whitelist Users

We can limit the users that are allowed to log in SSH. This is a whitelist. Only users in this list will be allowed. Everyone else will be denied. Let’s say that I want to allow user norton to log in remotely through SSH. We will add the line:

AllowUsers norton

Don’t forget to add your username to the AllowUser list.

Change Ports

My second least favorite way of hardening SSH is changing the default port. Normally SSH runs on port 22. The idea is that most script kiddies are only going to target that port. If you change you default port, maybe your attacks will decrease. I don’t do this or recommend it. But, maybe you disagree. In the configuration file find the line:

Port 22

Then change it to another available like maybe 2222.

Port 2222

SSH Keys

By default you log into the system through SSH with a username and a password. These can be brute forced. People will try an enormous amount of username and password combinations until they find one works. So, instead of using passwords we should use SSH keys.

Generating a Key Pair

If you already have a key pair, skip ahead.

We are going to make some public key encryption keys. They come in pairs. Private and public. If you are not familiar with this system of encryption, than check out my video, A Very Brief Introduction to Public-key Cryptography.

Run the following command to generate your keys on the client machine. Do not run this command sudo. It will ask you for a passphrase to protect the key. You can keep this blank but I do not recommend that. A private SSH key with no passphrase protection can be used by anyone with possession of that key to access the server.

ssh-keygen

Use ssh-copy-id to send you public key to the server.

ssh-copy-id [email protected]

Now try logging in. You may be asked for your passphrase.

ssh [email protected]

You should get a message back that looks similar too:

The authenticity of host ‘192.168.1.1 (192.168.1.1)’ can’t be established. ECDSA key fingerprint is ff:fd:d5:f9:66:fe:73:84:e1:56:cf:d6:ff:ff. Are you sure you want to continue connecting (yes/no)?

Say yes and you should be logged in without a password.

Disable Password Authentication

If we have SSH keys working we can just disable all password authentication. Find the line:

PasswordAuthentication yes

And change that to no.

PasswordAuthentication no

Disable X11Forwarding

This guide is intended for use with remote servers. Generally speaking, there is no reason to use a GUI for a remote server. So disable X11 forwarding. Find the line:

X11Forwarding yes

and change that to no.

X11Forwarding no

Fail2Ban

This is a great program that can scan logs and ban temporarily ban IPs based on possible malicious activity. You will need to install Fail2ban.

apt-get install fail2ban

Once installed, we copy the fail2ban configuration file.

cp /etc/fail2ban/jail.conf /etc/fail2ban/jail.local

Open the /etc/fail2ban/jail.local files and find the spot that starts [sshd]. Edit it like so, adding enabled = true:

[sshd]enabled = true port = ssh logpath = %(sshd_log)s

Then restart fail2ban

service fail2ban restart

Fail2ban will monitor your SSH logs for possible malicious activity and then temporarily ban the source IP.

Multi-Factor Authentication

We can also user TOTP (Time-Based One-Time Passwords) to harden our SSH security. In this example we will be using Google Authenticator. When we attempt to log into the system we will be challenged to provide a verification code. We will use the Google Authenticator app to generate that code. First we need to install some software.

sudo apt-get install libpam-google-authenticator

Then run the initialization

google-authenticator

It will ask: Do you want authentication tokens to be time-based (y/n) and we need to say yes. Then it will print out the QR code and ask if want to update our .google_authenticator file. We do.

https://miro.medium.com/v2/resize:fit:700/1*-PyeTze9CFhqRKz6KSgWyg.png

Don’t worry this code was never used and the server no longer exists.

Scan that code into the Google Authenticator app and save those emergency codes! You will next be asked a few more question. We will answer them all with yes.

Do you want to disallow multiple uses of the same authentication token? This restricts you to one login about every 30s, but it increases your chances to notice or even prevent man-in-the-middle attacks (y/n) yBy default, tokens are good for 30 seconds and in order to compensate for possible time-skew between the client and the server, we allow an extra token before and after the current time. If you experience problems with poor time synchronization, you can increase the window from its default size of 1:30min to about 4min. Do you want to do so (y/n) yIf the computer that you are logging into isn’t hardened against brute-force login attempts, you can enable rate-limiting for the authentication module. By default, this limits attackers to no more than 3 login attempts every 30s. Do you want to enable rate-limiting (y/n) y)

Edit the PAM rule file /etc/pam.d/sshdadding the follow at the end:

auth required pam_google_authenticator.so

Edit the ssh configuration file.

UsePAM yes

ChallengeResponseAuthentication yes

And restart the SSH server. The system will now require a verification code when you log into the server.

My least favorite way of hardening SSH is adding legal mumbo jumbo to the ssh banner and MOTD. Usually some redundant statement saying “unauthorized access is prohibited”. This is security theater. The advice is usually given by the same armchair lawyers who add “confidentiality notices” at the end of emails. If an actual US lawyer says that you need this to be protected by the CFAA, you need a new lawyer. I think this myth originated from a poor understanding of the UK’s Computer Misuse Act 1990 and basic legal jurisdiction. Also if you ask an undercover cop if they are a cop, they don’t have to say yes.

Often people will talk about the banner leaking system info. They will leave out the fact that the Banner is disabled by default in Ubuntu 16.04. Let us enable it to see what happens. This banner is sent out before authentication. Everyone attempting to connect through SSH will see this banner. You may need to enable PasswordAuthentication to see the banner.

Edit the SSH configuration file then find and uncomment:

#Banner /etc/issue.net

Now try to connect to the server with a fake user:

ssh [email protected]

We receive back.

Ubuntu 16.04.3 LTS [email protected]’s password:

As you can see the system has announced some system info.

We can edit this message by editing /etc/issue.net. I am going to add a little ascii art bunny to welcome my “guests”.

| | | Welcome Leet Haxor | |____________________| || (_/) || ( ,) || (")_(")

Now try to connect to the server with a fake user:

ssh [email protected]

And get the banner message greeting:

| | | Welcome Leet Haxor | |____________________| || (_/) || ( ,) || (")_(")fake_[email protected]’s password:

Those hacker now will think twice before messing with us.

MOTD

After logging in users are show the message of the day (MOTD). It will look something like this:

Welcome to Ubuntu 16.04.3 LTS (GNU/Linux 4.13.17-x86_64-linode69 x86_64)* Documentation: https://help.ubuntu.com

Ubuntu 16.04 uses a dynamic MOTD. We will just be editing the header of the message. Before we change the anything, let’s make a backup of that original header.

cp /etc/update-motd.d/00-header /etc/update-motd.d/backup.00-header

Open/etc/update-motd.d/00-header add the following to the end of the file:

figlet “No Trespassing”

Now when we connect we get:

Welcome to Ubuntu 16.04.3 LTS (GNU/Linux 4.14.17-x86_64-linode99 x86_64)_ _ _____ _ | \ | | ___ |_ | __ ___ ___ _ __ __ _ ___ () __ __ _ | | |/ _ \ | || ‘_/ _ / _| ‘ \ / / __/ __| | '_ \ / _ | | |\ | () | | || | | _/_ \ |) | (| _ __ \ | | | | (| | || _|_/ |||| _||/ ./ _,|//|| ||_, | || |___/* Documentation: https://help.ubuntu.com

Now we are in compliance with the laws of make believe.

SSH Audit

So far we have been covering the basics. Now we move into some more advanced SSH hardening. SSH Audit is a Python script that will scan your SSH server for some security issues. Download it and run it like any other python script, just point it at your target SSH server.

python ssh-audit.py labs.seattlebot.net

Then we get a rather large report.

https://miro.medium.com/v2/resize:fit:700/1*0cmb9ZkMFMXD4X2Io67w9A.png

This report gives us a peek behind the SSH curtain. This is a report on the ciphers and algorithms used by your SSH server to secure communications with the client. If you have done work with OpenSSL some things might look familiar. As you may have learned using OpenSSL, not all ciphers and algorithms are equal. Some are strong and some are weak. Eliminating the weak ones can help harden your system.

Change Hostkey Preference

We will be following the advice of stribika, mozilla, and the SSH audit report. We will change our HostKey preferences. Remove the current HosyKey entries in the ssh configuration file. Replace them with the following.

HostKey /etc/ssh/ssh_host_ed25519_key HostKey /etc/ssh/ssh_host_rsa_key

Change Default Ciphers and Algorithms

Continuing to follow the advice of stribika, mozilla, and the SSH audit report. We change our Key exchange algorithms, symmetric ciphers and, message authentication codes. Add or replace the following to the ssh configuration file.

KexAlgorithms [email protected] [email protected],[email protected],[email protected],aes256-ctr,aes192-ctr,aes128-ctrMACs [email protected],[email protected],[email protected]

Rerun the Audit

Let us see if our changes made the SSH audit happy.

python ssh-audit.py 173.255.250.98

https://miro.medium.com/v2/resize:fit:700/1*y_5kwrxOBM6auD4TDnEUOA.png

Green is good.

That is looking better.

Regenerate Moduli

The /etc/ssh/moduli file contains prime numbers and generators used by the SSH server for the Diffie-Hellman key exchange. Your current /etc/ssh/moduli is probably not unique. Generating a new file may harden your server. Generating these file might take awhile.

ssh-keygen -G moduli-2048.candidates -b 2048 ssh-keygen -T moduli-2048 -f moduli-2048.candidates cp moduli-2048 /etc/ssh/moduli rm moduli-2048

Conclusion

Hopefully you have found this useful and your server will now be just a bit more hard to break into now. There is much more to learn about OpenSSH. Good Luck.