SSH

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SSH (Secure SHell) is the ubiquitous tool for loging into and working on remote machines securely. All sensitive information is strongly encrypted, and in addition to the remote shell, SSH supports file transfer, and port forwarding for arbitrary protocols, allowing secure access to remote services. It replaces the classic telnet and similar non-secure tools on Unix-like, and other, operating systems.

In addition to the main ssh command, the SSH suite of programs includes tools such as scp (Secure Copy Program), sftp (Secure File Transfer Protocol), or ssh-agent to help with key management. The standard SSH port is port 22.

Several versions of SSH have existed. Today the most popular, and de-facto standard, implementation of SSH is OpenBSD's OpenSSH. This comes pre-installed on Gentoo, and is published under a BSD ("and freer") license.

Installation

Check install

Deployments of Gentoo Linux should already have OpenSSH installed, as the net-misc/openssh package is part of the system set. The presence and proper functioning of OpenSSH can be checked by running the ssh command, which should output a usage statement:

user $ssh
usage: ssh [-46AaCfGgKkMNnqsTtVvXxYy] [-B bind_interface]
           [-b bind_address] [-c cipher_spec] [-D [bind_address:]port]
           [-E log_file] [-e escape_char] [-F configfile] [-I pkcs11]
           [-i identity_file] [-J [user@]host[:port]] [-L address]
           [-l login_name] [-m mac_spec] [-O ctl_cmd] [-o option] [-p port]
           [-Q query_option] [-R address] [-S ctl_path] [-W host:port]
           [-w local_tun[:remote_tun]] destination [command]

If no usage statement is printed, OpenSSH may be corrupt, or not installed. Try re-installation by following the emerge section, just as if rebuilding after a USE flag change. If OpenSSH were uninstalled, this should reinstall it. It should then remain installed, as part of the system set.

If this does not try to install OpenSSH, the package may have been masked, or even listed in package.provided, though this would be unusual.

USE flags

USE flags for net-misc/openssh Port of OpenBSD's free SSH release

X Add support for X11
X509 Adds support for X.509 certificate authentication
audit Enable support for Linux audit subsystem using sys-process/audit
bindist Disable EC/RC5 algorithms in OpenSSL for patent reasons.
debug Enable extra debug codepaths, like asserts and extra output. If you want to get meaningful backtraces see https://wiki.gentoo.org/wiki/Project:Quality_Assurance/Backtraces
hpn Enable high performance ssh
kerberos Add kerberos support
ldns Use LDNS for DNSSEC/SSHFP validation.
libedit Use the libedit library (replacement for readline)
livecd Enable root password logins for live-cd environment.
pam Add support for PAM (Pluggable Authentication Modules)DANGEROUS to arbitrarily flip
pie Build programs as Position Independent Executables (a security hardening technique)
scp Enable scp command with known security problems. See bug 733802
sctp Support for Stream Control Transmission Protocol
security-key Include builtin U2F/FIDO support
selinux !!internal use only!! Security Enhanced Linux support, this must be set by the selinux profile or breakage will occur
ssl Enable additional crypto algorithms via OpenSSL
static !!do not set this during bootstrap!! Causes binaries to be statically linked instead of dynamically
test Enable dependencies and/or preparations necessary to run tests (usually controlled by FEATURES=test but can be toggled independently)
xmss Enable XMSS post-quantum authentication algorithm

Emerge

After changing USE flags just for the OpenSSH package, rebuild OpenSSH for the new flags to be applied. As OpenSSH is in the system set, --oneshot should be used to avoid adding it to the world file:

root #emerge --ask --changed-use --oneshot net-misc/openssh

After changing any global USE flags in make.conf that affect the OpenSSH package, emerge world to update to the new USE flags:

root #emerge --ask --verbose --update --deep --newuse @world

Configuration

Create keys

In order to provide a secure shell, cryptographic keys are used to manage the encryption, decryption, and hashing functionalities offered by SSH.

On the first start of the SSH service, system keys will be generated. Keys can be (re)generated using the ssh-keygen command.

To generate the keys for SSH protocol version 2 (DSA and RSA algorithms):

root #/usr/bin/ssh-keygen -t dsa -f /etc/ssh/ssh_host_dsa_key -N ""
root #/usr/bin/ssh-keygen -t rsa -f /etc/ssh/ssh_host_rsa_key -N ""

The article Secure Secure Shell suggests using Ed25519 and RSA public key algorithms with:

root #/usr/bin/ssh-keygen -t ed25519 -a 100 -f /etc/ssh/ssh_host_ed25519_key -N ""
root #/usr/bin/ssh-keygen -t rsa -b 4096 -o -a 100 -f /etc/ssh/ssh_host_rsa_key -N ""

Server configuration

The SSH server is usually configured in the /etc/ssh/sshd_config file, though it is also possible to perform further configuration in OpenRC's /etc/conf.d/sshd, including changing the location of the configuration file. For detailed information on how to configure the server see the sshd_config man page.

The server provides means to validate its configuration using test mode:

root #/usr/sbin/sshd -t
Important
Always validate the configuration changes prior restarting the service in order to keep the remote login available.

Client configuration

The ssh client and related programs (scp, sftp, etc.) can be configured using the following files:

  • ~/.ssh/config
  • /etc/ssh/ssh_config

For more information read the ssh_config manual:

user $man ssh_config

Intrusion prevention

SSH is a commonly attacked service. Tools such as sshguard and fail2ban monitor logs and black list remote users who have repeatedly attempted, yet failed to login. Utilize them as needed to secure a frequently attacked system.

Usage

Services

Commands to run the SSH server will depend on active init system.

OpenRC

Add the OpenSSH daemon to the default runlevel:

root #rc-update add sshd default

Start the sshd daemon with:

root #rc-service sshd start

The OpenSSH server can be controlled like any other OpenRC-managed service:

root #rc-service sshd start
root #rc-service sshd stop
root #rc-service sshd restart
Note
Active SSH connections to the server remain unaffected when issuing rc-service sshd restart.

systemd

To have the OpenSSH daemon start when the system starts:

root #systemctl enable sshd.service
Created symlink from /etc/systemd/system/multi-user.target.wants/sshd.service to /usr/lib64/systemd/system/sshd.service.

To start the OpenSSH daemon now:

root #systemctl start sshd.service

To check if the service has started:

root #systemctl status sshd.service

Commands

OpenSSH provides several commands, see each command's man page for usage information:

  • scp - secure file copy
  • sftp - secure file transfer
  • ssh-add - add private key identities to the authentication agent
  • ssh-agent - authentication agent
  • ssh-copy-id - use locally available keys to authorize logins on a remote machine
  • ssh-keygen - authentication key utility
  • ssh-keyscan - gather SSH public keys from servers
  • sshd - OpenSSH daemon

Escape sequences

During an active SSH session, pressing the tilde (~) key starts an escape sequence. Enter the following for a list of options:

ssh>~?

Note that escapes are only recognized immediately after a newline. They may not always work with some shells, such as fish.

Connecting to a distant SSH server

Passwordless authentication

Handy for git server management. See also the Security Handbook.

Client

On the client, if not already done, create a key pair. This can be done by running the following command (of course, not entering a passphrase):

user $ssh-keygen -t rsa
Generating public/private rsa key pair.
Enter file in which to save the key (/home/larry/.ssh/id_rsa):
Enter passphrase (empty for no passphrase):
Enter same passphrase again:
Your identification has been saved in /home/larry/.ssh/id_rsa.
Your public key has been saved in /home/larry/.ssh/id_rsa.pub.
The key fingerprint is:
de:ad:be:ef:15:g0:0d:13:37:15:ad:cc:dd:ee:ff:61 larry@client
The key's randomart image is:
+--[ RSA 2048]----+
|                 |
|     .           |
| . .. n   .      |
|   . (: . .      |
|  o   . . : .    |
| . ..: >.> .     |
|  * ?. .         |
| o.. .. ..       |
| :. .  ! .       |
+-----------------+
Server

Make sure an account for the user exists on the server, and then place the clients' id_rsa.pub file into the server's ~/.ssh/authorized_keys file in the user's home directory. This can be done by running the following command on the client computer (here, the user's passphrase on the server needs to be entered):

user $ssh-copy-id <server>
/usr/bin/ssh-copy-id: INFO: Source of key(s) to be installed: "/home/larry/.ssh/id_rsa.pub"
/usr/bin/ssh-copy-id: INFO: attempting to log in with the new key(s), to filter out any that are already installed
/usr/bin/ssh-copy-id: INFO: 1 key(s) remain to be installed -- if you are prompted now it is to install the new keys
larry@<server>'s password: 

Number of key(s) added: 1

Now try logging into the machine, with:   "ssh '<server>'"
and check to make sure that only the key(s) you wanted were added.

Afterwards a passwordless login should be possible doing

user $ssh <server>
larry@<server>

Then on the server, the file /etc/ssh/sshd_config should be set to PasswordAuthentication no.

Single machine testing

The above procedure can be tested out locally:

user $ssh-keygen -t rsa
Generating public/private rsa key pair.
Enter file in which to save the key (/home/larry/.ssh/id_rsa):
Enter passphrase (empty for no passphrase):
Enter same passphrase again:
...
user $mv ~/.ssh/id_rsa.pub ~/.ssh/authorized_keys
user $ssh localhost

Terminal multiplexers to preserve sessions

It is possible to use a terminal multiplexer to resume a session after a dropped connection. Tmux and screen are two popular multiplexers that can be used to be able to reconnect to a session, even if a command was running when the connection dropped out.

Mosh may be an alternative for some of SSH's functionality, for spotty connections.

Remote services over ssh

SSH may be used to access remote services through an encrypted "tunnel". Remote service access is detailed in the SSH tunneling and SSH jump host articles.

Troubleshooting

There are 3 different levels of debug modes that can help troubleshooting issues. With the -v option SSH prints debugging messages about its progress. This is helpful in debugging connection, authentication, and configuration problems. Multiple -v options increase the verbosity. Maximum verbosity is three levels deep.

user $ssh example.org -v
user $ssh example.org -vv
user $ssh example.org -vvv

Permissions are too open

An ssh connection will only work if the file permissions of the ~/.ssh directory and contents are correct.

  • The ~/.ssh directory permissions should be 700 (drwx------), i.e. the owner has full access and no one else has any access.
  • Under ~/.ssh:
    • public key files' permissions should be 644 (-rw-r--r--), i.e. anyone may read the file, only the owner can write.
    • all other files' permissions should be 600 (-rw-------), i.e. only the owner may read or write the file.


These permissions need to be correct on the client and server.

Death of long-lived connections

Many internet access devices perform Network Address Translation (NAT), a process that enables devices on a private network such as that typically found in a home or business place to access foreign networks, such as the internet, despite only having a single IP address on that network. Unfortunately, not all NAT devices are created equal, and some of them incorrectly close long-lived, occasional-use TCP connections such as those used by SSH. This is generally observable as a sudden inability to interact with the remote server, even though the ssh client program has not exited.

In order to resolve the issue, OpenSSH clients and servers can be configured to send a 'keep alive', or invisible message aimed at maintaining and confirming the live status of the link:

  • To enable keep alive for all clients connecting to the local server, set ClientAliveInterval 30 (or some other value, in seconds) within the /etc/ssh/sshd_config file.
  • To enable keep alive for all servers connected to by the local client, set ServerAliveInterval 30 (or some other value, in seconds) within the /etc/ssh/ssh_config or ~/.ssh/config file.
  • Set TCPKeepAlive no to help eliminate disconnections.


For example, to modify the server's configuration:

FILE /etc/ssh/sshd_configHelp disconnects occur less often (server)
# The following ClientAlive values will keep an inactive session open for 30 minutes
ClientAliveCountMax 60
ClientAliveInterval 30

# Deactivate TCPKeepAlive
TCPKeepAlive no

To modify the client's configuration:

FILE /etc/ssh/ssh_configHelp disconnects occur less often (client)
# The following ServerAlive values will keep an inactive session open for 2 hours
ServerAliveInterval 60
ServerAliveCountMax 120

X11 forwarding, not forwarding, or tunneling

Problem: After having made the necessary changes to the configuration files for permitting X11 forwarding, it is discovered X applications are executing on the server and are not being forwarded to the client.

Solution: What is likely occurring during SSH login into the remote server or host, the DISPLAY variable is either being unset or is being set after the SSH session sets it.

Test for this scenario perform the following after logging in remotely:

user $echo $DISPLAY
localhost:10.0

The output should be something similar to localhost:10.0 or localhost2.local:10.0 using server side X11UseLocalhost no setting. If the usual :0.0 is not displayed, check to make sure the DISPLAY variable within ~/.bash_profile is not being unset or re-initializing. If it is, remove or comment out any custom initialization of the DISPLAY variable to prevent the code in ~/.bash_profile from executing during a SSH login:

user $ssh -t larry@localhost2 bash --noprofile

Be sure to substitute larry in the command above with the proper username.

A trick that works to complete this task would be to define an alias within the users' ~/.bashrc file.

ssh-agent

OpenSSH comes with ssh-agent, a daemon to cache and prevent from frequent ssh password entries. When run, the environment variable SSH_AUTH_SOCK is used to point to ssh-agent's communication socket. The normal way to setup ssh-agent is to run it as the top most process of the user's session. Otherwise the environment variables will not be visible inside the session.

Depending on the way the graphical user session is configured to launch, it can be tricky to find a suitable way to launch ssh-agent. As an example for the lightdm display manager, you may edit and change /etc/lightdm/Xsession from

user $exec $command

into

user $exec ssh-agent $command

To tell ssh-agent the password once per session, either run ssh-add manually or make use of the AddKeysToAgent option.

Recent Xfce[1] will start ssh-agent (and gpg-agent) automatically. If both are installed both will be started which makes identity management especially with SmartCards more complicated. Either stop XFCE from autostarting at least SSH's agent or disable both and use your shell, X-session or similar.

user $xfconf-query -c xfce4-session -p /startup/ssh-agent/enabled -n -t bool -s false
user $xfconf-query -c xfce4-session -p /startup/gpg-agent/enabled -n -t bool -s false

See also

Copying files to a remote host

The SFTP command, a part of SSH, uses the SSH File Transfer Protocol to copy files to a remote host. rsync is also an alternative for this.

Note
The OpenSSH 8.0 release notes, from 2019, state "The scp protocol is outdated, inflexible and not readily fixed. We recommend the use of more modern protocols like sftp and rsync for file transfer instead.". The OpenSSH 8.8 release notes, from 2021, state "A near-future release of OpenSSH will switch scp(1) from using the legacy scp/rcp protocol to using SFTP by default.".
  • SCP — an interactive file transfer program, similar to the copy command, that copies files over an encrypted SSH transport.
  • SFTP — an interactive file transfer program, similar to ftp, which performs all operations over an encrypted SSH transport.
  • rsync — a powerful file sync program capable of efficient file transfers and directory synchronization.

External resources