Storing passwords securely using Pass (GPG)

Today we live in an endless sea of passwords, which are a very inefficient and ineffective means of securing our data & environments. Many companies are trying to solve this problem using a variety of techniques that all revolve around various forms of multi-factor authentication.

However, in the mean time were all screwed 😉

Just kidding. Quick PSA though, use two factor authentication at a minimum everywhere you can ESPECIALLY your email, since it’s used for password recovery on other sites. Ok then moving on…

There are many password managers like LastPass and 1Password, which do a fairly effective job at providing convenience and prevent you from scribbling down your passwords on paper (STOP IT !!!). However, I personally can’t get passed the whole ‘store all my passwords in one super secure vault on the Internet’ thing. To be fair some of these password managers can be downloaded on your machine and ran locally, but there are two other drawbacks to those I found.

  1. Some of them are not free and…
  2. Some of them have ugly and clunky UI’s

So what do I like/use then ? I use something called ‘pass’. Which is a command line utility that wraps GPG. The reason I use it is because…

  1. I love using command line utilities over GUI, I find it far more convenient and…
  2. I was going to write this exact utility (a GPG wrapper) until I found out someone else did and…
  3. Because I like GPG.

At most of the organizations I have worked at, password management was done poorly i.e. everyone used different approaches and there was no governance or oversight. I hope with this article to make folks aware of what I feel is a simple, effective method that every unix savvy administrator should use.

FYI Pass provides migration scripts from the most popular password manager tools on their website.

Introducing Pass

From the Pass site “Password management should be simple and follow Unix philosophy. With pass, each password lives inside of a gpg encrypted file whose filename is the title of the website or resource that requires the password. These encrypted files may be organized into meaningful folder hierarchies, copied from computer to computer, and, in general, manipulated using standard command line file management utilities.”

Where Can You Get or Learn More About Pass ? 

https://www.passwordstore.org/

Installing Pass

Depending on your operating system there are various ways to install

Ubuntu/Debian

sudo apt-get install pass

Fedora / RHEL

sudo yum install pass

Mac

brew install pass
echo "source /usr/local/etc/bash_completion.d/password-store" >> ~/.bashrc

Since I already installed pass on my Mac a while back I will be installing it on a Docker container with Ubuntu 16.04.

root@0b415380eb80:/# apt-get install -y pass

After pass successfully installs, try running it

root@0b415380eb80:/# pass
Error: password store is empty. Try "pass init".
root@0b415380eb80:/#

Well that is pretty straight forward, it appears we need to initiliaze the db.

root@0b415380eb80:/# pass init
Usage: pass init [--path=subfolder,-p subfolder] gpg-id...
root@0b415380eb80:/#

Looks like we need to provide ‘key’…can that be just anything?

root@0b415380eb80:/# pass init "tuxlabs Password Key"
mkdir: created directory '/root/.password-store/'
Password store initialized for tuxlabs Password Key
root@0b415380eb80:/# pass
Password Store
root@0b415380eb80:/#

Now our password store looks initialized ! Let’s try inserting a password into the DB !

root@0b415380eb80:/# pass insert Gmail/myemail
mkdir: created directory '/root/.password-store/Gmail'
Enter password for Gmail/myemail:
Retype password for Gmail/myemail:
gpg: tuxlabs Password Key: skipped: No public key
gpg: [stdin]: encryption failed: No public key
root@0b415380eb80:/#

Uh oh what happened ? Well remember I said it uses GPG, and we not only don’t have a gpg key setup in our Docker container, but we initialized our Pass DB without using a GPG Key (the whole point) !

root@0b415380eb80:/# gpg --list-keys
root@0b415380eb80:/#

To remedy this we need to create a GPG key

Creating your GPG Key

root@0b415380eb80:/# gpg --gen-key
gpg (GnuPG) 1.4.20; Copyright (C) 2015 Free Software Foundation, Inc.
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law.

Please select what kind of key you want:
   (1) RSA and RSA (default)
   (2) DSA and Elgamal
   (3) DSA (sign only)
   (4) RSA (sign only)
Your selection? 1
RSA keys may be between 1024 and 4096 bits long.
What keysize do you want? (2048) 4096
Requested keysize is 4096 bits
Please specify how long the key should be valid.
         0 = key does not expire
      <n>  = key expires in n days
      <n>w = key expires in n weeks
      <n>m = key expires in n months
      <n>y = key expires in n years
Key is valid for? (0)
Key does not expire at all
Is this correct? (y/N) y

You need a user ID to identify your key; the software constructs the user ID
from the Real Name, Comment and Email Address in this form:
    "Heinrich Heine (Der Dichter) <heinrichh@duesseldorf.de>"

Real name: Tuxninja
Email address: tuxninja@tuxlabs.com
Comment: TuxLabs
You selected this USER-ID:
    "Tuxninja (TuxLabs) <tuxninja@tuxlabs.com>"

Change (N)ame, (C)omment, (E)mail or (O)kay/(Q)uit? O
You need a Passphrase to protect your secret key.

gpg: gpg-agent is not available in this session
We need to generate a lot of random bytes. It is a good idea to perform
some other action (type on the keyboard, move the mouse, utilize the
disks) during the prime generation; this gives the random number
generator a better chance to gain enough entropy.
............+++++
...................+++++
We need to generate a lot of random bytes. It is a good idea to perform
some other action (type on the keyboard, move the mouse, utilize the
disks) during the prime generation; this gives the random number
generator a better chance to gain enough entropy.
...+++++
+++++
gpg: key 5B2F89A5 marked as ultimately trusted
public and secret key created and signed.

gpg: checking the trustdb
gpg: 3 marginal(s) needed, 1 complete(s) needed, PGP trust model
gpg: depth: 0  valid:   1  signed:   0  trust: 0-, 0q, 0n, 0m, 0f, 1u
pub   4096R/5B2F89A5 2016-12-14
      Key fingerprint = 5FF6 1717 4415 03FF D455  7516 CF8E 1BDC 5B2F 89A5
uid                  Tuxninja (TuxLabs) <tuxninja@tuxlabs.com>
sub   4096R/EF0F232F 2016-12-14

root@0b415380eb80:/#

To view your GPG key run

root@0b415380eb80:/# gpg --list-keys
/root/.gnupg/pubring.gpg
------------------------
pub   4096R/5B2F89A5 2016-12-14
uid                  Tuxninja (TuxLabs) <tuxninja@tuxlabs.com>
sub   4096R/EF0F232F 2016-12-14

root@0b415380eb80:/#

Now we can see we have one GPG key, with the ID 5B2F89A5

Let’s try re-initializing Pass. 

root@0b415380eb80:/# pass init "5B2F89A5"
Password store initialized for 5B2F89A5
root@0b415380eb80:/#

But we have a problem, re-initializing Pass doesn’t get rid of our previous insert into the db. As you can see here our Pass DB is effectively corrupt.

root@0b415380eb80:~# pass
Password Store
`-- Gmail
root@0b415380eb80:~# pass rm Gmail
Are you sure you would like to delete Gmail? [y/N] y
rm: cannot remove '/root/.password-store/Gmail': Is a directory
root@0b415380eb80:~# pass rm Gmail/myemail
Error: Gmail/myemail is not in the password store.
root@0b415380eb80:~#

Hmmm, what’s a guy to do….

root@0b415380eb80:~# rm -rf .password-store/Gmail/
root@0b415380eb80:~# pass
Password Store
root@0b415380eb80:~#

Yes it really was that simple, and that is one more reason why I love pass.

You can also initialize your password store using git for version control, see the passwordstore.org website for more info !

Now let’s insert some good stuff.

Inserting A Password into Pass

root@0b415380eb80:~# pass insert Gmail/myemail
Enter password for Gmail/myemail:
Retype password for Gmail/myemail:
root@0b415380eb80:~# pass
Password Store
`-- Gmail
    `-- myemail
root@0b415380eb80:~#

That seems to have worked. Let’s try to retrieve the pass.

Retrieving A Password In Pass

root@0b415380eb80:~# pass Gmail/myemail
gpg: starting migration from earlier GnuPG versions
gpg: porting secret keys from '/root/.gnupg/secring.gpg' to gpg-agent
gpg: migration succeeded
testpass
root@0b415380eb80:~# pass Gmail/myemail
testpass
root@0b415380eb80:~#

Note, I retrieve the password twice using my GPG Passsword (You will be prompted through a curses interface to enter your passphrase). Then I run it again, because of the initial GPG migration messages just to show how it would normally work after you’ve used GPG once with Pass.

Now let’s say someone is standing over your shoulder, you want to access your passsword, but you don’t want them to see it. You can get it straight to your clipboard by using -c.

Copying Passwords To Your Clipboard

pass -c Gmail/myemail
Copied Gmail/myemail to clipboard. Will clear in 45 seconds.

Docker Issue ?

Notice the prompt is not included in the above example ? That is cause it didn’t actually work. Apparently, it doesn’t work in Docker due to not having display dependencies installed/configured. So what I show above is the output from my mac…but my actual Docker related error was.

root@0b415380eb80:~# pass -c Gmail/myemail
Error: Can't open display: (null)
Error: Could not copy data to the clipboard
root@0b415380eb80:~#

There might be an easy way to fix this (like install X), but I don’t usually use Docker for storing my passwords I just happen to be using it for this tutorial, so moving on !

Folders

It’s also important to note that Pass supports folder structures, as shown in my example I am creating a ‘Gmail’ folder and placing a password file called ‘myemail’ with my password in it. In reality I recommend not naming the file after your account/email and using the multiline version to encrypt those details as well. That way you can just stick to the site name for the name of the encrypted file in whatever folder or in the top level of Pass.

Multiline Encrypted Files with Pass

A common use case with Pass is adding an entire encrypted file so you can store more than just a password…

root@0b415380eb80:~# pass insert -m tuxlabs/databases
mkdir: created directory '/root/.password-store/tuxlabs'
Enter contents of tuxlabs/databases and press Ctrl+D when finished:

this is an example of a multiline
encrypted file
this way you can store more than just a password you can store user/pass/url etc
root@0b415380eb80:~# pass
Password Store
|-- Gmail
|   `-- myemail
`-- tuxlabs
    `-- databases
root@0b415380eb80:~#

Again retrieving it is as easy as..

root@0b415380eb80:~# pass tuxlabs/databases
this is an example of a multiline
encrypted file
this way you can store more than just a password you can store user/pass/url etc
root@0b415380eb80:~#

Finally if you no longer want the info to be stored in Pass…

If you want to copy you password to the clipboard from a multiline file, you must store your password on the first line of the file !

Deleting An Entry In Pass

root@0b415380eb80:~# pass rm Gmail/myemail
Are you sure you would like to delete Gmail/myemail? [y/N] y
removed '/root/.password-store/Gmail/myemail.gpg'
root@0b415380eb80:~# pass rm tuxlabs/databases
Are you sure you would like to delete tuxlabs/databases? [y/N] y
removed '/root/.password-store/tuxlabs/databases.gpg'
root@0b415380eb80:~# pass
Password Store
root@0b415380eb80:~#

Another thing, the output on my mac is much prettier than this `– thing I am getting in the Ubuntu Docker container… Not sure if that’s an Ubuntu issue or Docker, but on the Mac the output is much prettier, which can be seen on the passwordstore.org home page.

So that’s it, Pass is pretty straight forward, easy to work with, depends on GPG security and that is why I like it.

Stay secure, until next time !

 

Introducing Vault

Vault

Vault is a command line utility for encrypting & decrypting things. Those things are stored on disk in hidden files, meaning in *nix they simply have a ‘.’ in front and don’t show up unless you type ls -la 😉 But anyway, who cares if someone can locate the files ! They are AES encrypted !

I wrote Vault for a couple of reasons.

  1. To learn how to use encryption in Python
  2. To store passwords for stuff
  3. To turn Vault into methods in my Utilities class that I use for my daily programming activities. First write a command line utility, then write a class 🙂

Vault Usage

I literally wrote vault earlier today and even though it is super simple, I still find it cool & useful so I had to share. Here’s a demo on it’s simple usage !

Keys

AES / Vault supports 16, 24, or 32 byte encryption keys. A byte is one character. Your key should be something ambiguous that you can remember and you should not use the ‘0123…’ example below. What would really be paranoid is to encrypt your keys in a separate vault somewhere 🙂 Note, you will need to use the same key to encrypt as decrypt for a given stored piece of encrypted data.

Encrypting

➜  vault git:(master) python store.py --name tuxlabs -t 'Well I could store a password or b00bs, cause everyone likes b00bs even the newbs' --key 01234567890987654321abcd
p/hvz1hf9RIyBeyMmgL2CILvlM20vU72E075K+32tysNU8dIJOcX/gVmRISYQTp0tHZ/W+qL2mCvMFrMP3rGAV2kCNNjGQNnbUSgPibPGiqfwMrQm3/EhH/f18dZofDGTwcMmHZ3LiERuIZt1toU0w== was stored as tuxlabs
➜  vault git:(master) ✗

Can You Read The File Contents ?

➜  vault git:(master) ✗ cat .tuxlabs 
p/hvz1hf9RIyBeyMmgL2CILvlM20vU72E075K+32tysNU8dIJOcX/gVmRISYQTp0tHZ/W+qL2mCvMFrMP3rGAV2kCNNjGQNnbUSgPibPGiqfwMrQm3/EhH/f18dZofDGTwcMmHZ3LiERuIZt1toU0w==%                                                                                                                     ➜  vault git:(master) ✗

Decrypting

➜  vault git:(master) ✗ python retrieve.py --name tuxlabs --key 01234567890987654321abcd
Well I could store a password or b00bs, cause everyone likes b00bs even the newbs
➜  vault git:(master) ✗

Alternatively, you can hide the key from the command line, by not specifying it. 

➜  vault  python store.py --name JimmyJohns --text 'Really Fast'
Key:
1HHF5TPl0cklDU/TXjMQ8nFeqK4zULQ50dVpJ+apgzQ= was stored as JimmyJohns
➜  vault  python retrieve.py --name JimmyJohns
Key:
Really Fast
➜  vault  cat .JimmyJohns 
1HHF5TPl0cklDU/TXjMQ8nFeqK4zULQ50dVpJ+apgzQ=%                                                                                                                                                                                                                                 ➜  vault

Clone Vault on github

Enjoy !
Jason Riedel