You use SSH every day. You check out Git repositories, connect to servers and you Rsync a backup of your priceless home directory to remote machines for archiving and syncing. Because you know the importance of security you never use password authentication but an at least 4096 bit long RSA public-private keypair, encrypted by a passphrase only you know.

You are great. But you also waste time and patience, because you always enter the same single passphrase every time your computer wants to use SSH. Is it more secure, if you need to enter it every time? Probably not. The chance of someone figuring out (or keylogging) your passphrase is high enough, but I also heard of people who keep their passphrase in the clipboard for fast entry. Wow.

There is a simple, secure and elegant way to save your passphrase in-memory for your whole working session. Authentication agents like Pageant (Windows) or ssh-agent (OSX / Linux) can safely store your password and provide it to the SSH application when it requests a passphrase for your key.

„No Talk. Just Solution.“

Here is how I use it on my Linux and OSX machines. It requires you to install something called an SSH Agent Frontend – so basically a software that in turn talks to the ssh-agent – but in turn it provides a very elegant solution that manages the ssh agent, gpg agents and works even outside of environment scope (for cron jobs, etc.).

Using the frontend is optional and you can use the plain ssh-agent if you make sure to check for, inherit and run ssh-agent processes when needed. I strongly recommend using Keychain, though.

Installation & Configuration for Linux, OSX with Bash

I assume you already have installed SSH together with an SSH Agent, which is the case on most systems. I also assume that you use the bash or can transfer this article to other shells of your choice.

  • Install keychain by Funtoobrew install keychain yum install keychain apt-get install keychain pacman -Syu keychain (Or download and install manually from
  • Edit your ~/.bashrc and append the following line:eval `keychain --agents ssh --eval id_rsa` (Where ssh is the agent you want to use and id_rsa is a list of paths to your private key(s))
  • Re-open your shell or terminal emulator.

Keychain will ask you to enter your passphrase once and save it to the ssh-agent. You no longer need to enter your passphrase

Use keychain --stop all to stop all agents. The next time you start bash or your terminal emulator (and effectively keychain) you will be asked to unlock your private key with your passphrase again.

Installation & Configuration for Windows

Because Windows has no stable built-in SSH client we use an open-source tool called PuTTY. It comes bundled with an authentication agent called Pageantwhich works the same way as the OpenSSH SSH agent for Linux and OSX.

  • Install PuTTY by Simon Tathamchoco install putty (Or download and install manually from
  • Open it and select Add... to load and unlock your private keys with your passphrases.
  • Use PuTTY like you would normally. It automatically detects the running Pageant authentication agent.

See Also

Categories: Linux

Leroy Förster

Leroy Förster

Leroy is a heavy Linux user and smart home enthusiast born in 1991 and living in Hamburg, Germany. Other hobbies include tinkering with open source hardware and composing mostly electronic music.



alexign · 14. August 2019 at 01:28

“Because Windows has no stable built-in SSH client ” that’s not true at all

    Leroy Förster

    Leroy Förster · 28. August 2019 at 23:59

    At least I am not aware of one. I have to admit that I did not make the step to Windows 10, yet. All those tracking data being sent to Microsoft give me privacy stomachaches. Would you mind to share your recommended built-in SSH client and which Windows versions and editions this applies to?


Popp · 13. November 2019 at 15:23

Super helpful article!
I’ve used it to setup funtoo on my mac. I have noticed that the .bashrc file on Mac is useless the file a mac user wants to use is the .bash_profile file. So if you want to follow the instruction like i do type in eval `keychain –agents ssh –eval id_rsa` into your .bash_profile and it will work.

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