Password Management For a More Civilized Age

It is a universally acknowledged truth that remembering your passwords is a bad idea. The modern Internet user will inevitably be required to register for many services, and websites, and inventing a new password for each one will quickly overwhelm him or her. The burden of memorizing one’s passwords is too great to bear. Unless, of course, we grant that passwords may be reused—that we shall never do. Once we are satisfied that keeping all of one’s passwords in one’s head is a bad idea, we shall proceed to delegating this task to computers. If your computer is managing your passwords, you are free to use a different one for every entity, and you are enabled and encouraged to create very long and random passwords.

Many solutions exist to address this need. LastPass and 1Password come to mind. However, most of these services store your data in the cloud, aren’t open source, and cost money.

Can we do better?

Here are our requirements:

  • Encrypted storage of passwords (which enables easy backups)
  • A browser extension to fill in login credentials
  • A way for mobile devices to access passwords
  • Tracking of password changes
  • Each password generation
  • Free and open-source software
  • Managing the password store via Unix tools

Step 1: GPG

We are going to use GPG to encrypt our passwords at rest. This has the advantage of not having to remember encryption passphrases. If you encrypt your passwords to your own key, only you can ever decrypt it.

For a modern GPG workflow, I recommend using a YubiKey to store your private keys. YubiKeys can be used as a SmartCard, meaning that your private GPG key can be stored on the key. Moving your private key to the YubiKey is a destructive process which means that the key cannot be extracted from it. It also means that all operations which require your private key are performed on the SmartCard.

There is an excellent guide on how to set it up. It walks you through generating your GPG keys on an air-gapped computer running a live version of Tails Linux. You create a master private key which is stored offline in a secure place, and multiple subkeys which are used for day-to-day operations.

Paul Stamatiou has a great article on getting started with security keys in general.

All of this means that your computer can only use your private key if your YubiKey is plugged in.

Step 2: pass

The next piece of the puzzle is the password store itself. For this, we will use pass. This is a Unix command-line program which stores your passwords in a directory on your filesystem as GPG-encrypted plain text files. By default, everything lives in $HOME/.password-store, and you can organize your passwords into directories. The pass program then handles encrypting and decrypting on the fly.

It also has a nice feature which makes it easy to move your passwords to your phone. Most of the time, you only need the password to set up an app, and after that the app maintains a session. Pass can show you a QR code representation of your password which you can scan with your smartphone’s camera to place it in the phone’s clipboard.

Optionally, pass can initialize a git repository inside its password store directory, and create a git commit for each password modification or manipulation operation.

Pass is also free and open source (GPL).

Step 3: passff

Copying passwords from the terminal and pasting them into login forms in the browser isn’t very smooth. There is a project called passff which integrates pass into Firefox. This consists of a browser extension, and a simple Firefox web service which handles communication with your password store. When you need to log in, Firefox can look up the correct password for that entity, and fill in the form for you.

Step 4: backups

It’s trivial to back up your passwords. Currently, I use tar to create a bundle of my password store, and encrypt it and sign it with my private GPG key. This encrypted file can then be safely placed in your favorite regular pipeline.

This article was first published on December 04, 2019. As you can see, there are no comments. I invite you to email me with your comments, criticisms, and other suggestions. Even better, write your own article as a response. Blogging is awesome.