top | item 11276097

Ask HN: How do you manage your SSH keys?

93 points| gszr | 10 years ago | reply

Do you prefer tryping your passphrase every time you use them or you use an agent; if you use an agent, is it 'ssh-agent' or a frontend utility (e.g, Keychain)? If it is ssh-agent, how do you configure it? If it is a backend, what is it and why did you choose it? Please, tell us (me?) about your practices.

52 comments

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[+] steventhedev|10 years ago|reply
I've configured ssh to use a different key for each server [0]. I don't bother with passphrases on each key, instead relying on a encrypted home folder. Also, I have a script [1] for rotating keys, so rotating all my credentials is a single command.

[0]: https://github.com/stevenkaras/bashfiles/blob/master/.ssh/co...

[1]: https://github.com/stevenkaras/bashfiles/blob/master/.ssh/

[+] yberreby|10 years ago|reply
What good will an encrypted home folder do if your computer gets compromised? It protects against offline, physical attacks, sure, but I fail to see how it is safe against the myriad of remote attacks there exists.
[+] jupp0r|10 years ago|reply
My ssh keypair is derived from my GPG keys. They have been generated on my yubikey neo-3. The private key has never been in any computers memory (generated on the smart card). Public keys for ssh and gpg can be downloaded at my blog.
[+] fweespee_ch|10 years ago|reply
I use ssh-agent and 1 key per computer.

If a computer and/or key is compromised, well, I just nuke all the related keys.

I don't understand the desire to manage a large number of keys since the attack surface is pretty clear:

A) The machine is not compromised and the key is safe.

B) The machine is compromised and the key should be replaced ASAP.

C) As a byproduct this forces obsolescence of keys in the ~3-4 year timeframe and you really should be swapping out keys every so often anyway. This keeps you from ignoring this fact for a decade :p

[+] edoceo|10 years ago|reply
Similar, with forced key rotation. Remote key files are managed with a home brew script for assembling and distribution of authorized_keys
[+] Sevrene|10 years ago|reply
I use ssh-ident. It creates a separate ssh agent for each identity you use and you can setup a different identity for each host or ssh argument. And if worse comes to worse, it will prevent someone running off with all the keys you are currently using because instead they only have access to that one agent, not all your agents.

The downsides (besides possible security implications of trusting someone else's code to manage your keys) is that tools like rsync and scp won't work straight out of the box. You have to either alias ssh to ssh-ident, or provide the path to ssh-ident yourself.

https://github.com/ccontavalli/ssh-ident

[+] terinjokes|10 years ago|reply
Why doesn't ssh-ident modify ~/.SSH/config? Then scp (and a lot of other tools) would just work. No?
[+] styles|10 years ago|reply
Keep it simple. I use ssh-agent .. just ~/.ssh/ - keep keys here. Backup the actual private keys and stick those on a drive you keep in a safe. Make sure your machine's HD is encrypted and you should be fine.
[+] jacquesm|10 years ago|reply
Is it even safe to discuss where you store your keys and how you protect them? That's halfway into a social engineering step, and sure, that's a bit of 'security by obscurity' but if I asked you where do you keep the spare keys to your house would you be comfortable answering that if you were identifiable?
[+] danellis|10 years ago|reply
If you're not comfortable answering that, perhaps it's a sign that you should be keeping them somewhere more secure.
[+] INTPenis|10 years ago|reply
I see by the top comments that in the end the responsibility still falls on human discipline. At least two people have already confessed to having no passphrase on their SSH keys and promising that they lock their laptop screen when leaving it unsupervised. This is very insecure regardless of disk encryption.
[+] bcook|10 years ago|reply
I agree that it may decrease the security of the individual by sharing their particular security practices, but sharing good information may benefit the group.

Thanks for asking the question.

[+] Blahah|10 years ago|reply
Related question: how do you manage service auth credentials for your code? E.g. client secrets for OAuth. I've never found a good solution.
[+] Corrado|10 years ago|reply
The best solution I've found is git-crypt [0]. It uses a .gitattributes file and git-hooks to dynamically encrypt files whenever you push to any other user (i.e. Github). The result is that the files are plain text on your (or any other user with the password) computer but are encrypted when they leave your system.

I even leave the files encrypted during the build and deployment process and only decrypt them when they reach their final resting place. Using a combination of BASH and AWS's KMS (Kem Management Service) it wasn't too difficult and I feel much better about putting secret information in my source code. :)

[0] https://github.com/AGWA/git-crypt

[+] skrebbel|10 years ago|reply
We have a secrets.json in the codebase which is gitignored and we ony commit a fake secrets_sample.json.

(The actual secrets are then ridiculously insecurely transferred between colleagues via whatever communication medium the people involved think of first. Open to suggestions there :-) )

[+] ecesena|10 years ago|reply
I think the most important thing is key rotation, and generally I do it every year or so.

I prefer a single ssh key for almost everything. It's on only 1 laptop that I use daily. There is no protection on the key itself, but I always lock the laptop screen (password protected) when I leave the laptop alone.

I have other laptops/devices, usually with different keys. My "master" key is also on my 2nd laptop. Although I could have a passphrase there, I still prefer no protection except screen locking. This said, this 2nd laptop never leaves my home, where only trusted (and "innocuous") people can touch it.

[+] Freak_NL|10 years ago|reply
A private key without a passphrase can be used by anyone who gets hold of it. Why disable the extra protection a passphrase affords? With an ssh agent you can store the passphrase in the keychain you unlock when you log on, so you won't have to type it whenever you use it, unless you ssh into your own machine and try to use the key from the remote shell (which makes sense).

Of course, in every security scenario the risks determine the level of security, but having a passphrase has no practical downsides.

[+] vinceguidry|10 years ago|reply
I used to use an agent, the problem with an agent is that it will only try like 5 keys before failing. This makes it impractical to use a different key for each server.

Now I just put an identity in ~/.ssh/id_rsa and use ssh-copy-id to copy it over. Dead simple and easy. One of these days I'm going to replace the key, a script to remove ~/.ssh/authorized_keys before re-running ssh-copy-id will do the trick.

Though, these days, I'm trying to move towards making servers cattle rather than pets. I don't want to ssh into a server at all, just use configuration management to interact with them.

[+] pritambaral|10 years ago|reply
You can link keys to hostnames (with pattern matching too!) in ~/.ssh/config.
[+] 2bluesc|10 years ago|reply
I use a yubikey neo + gpg smart card feature with SSH enabled gpg agent. I disable password logins and have backup key stored offline.
[+] packetized|10 years ago|reply
gpg-agent with a Yubikey holding my SSH private key.
[+] hackeraccount|10 years ago|reply
Just the same. It's probably not perfectly secure but it beats having them on an encrypted dropbox directory which was my previous setup.
[+] Corrado|10 years ago|reply
I like this solution, except for a couple of things. One, what happens if I lose my Yubikey (or it gets stolen)? Another, more realistic, problem is what do I do if I don't have my Yubikey (at my parents house)?
[+] locusm|10 years ago|reply
Could you expand on that a bit.
[+] keeperofdakeys|10 years ago|reply
If you use an agent, just make sure you enable the option for it to prompt you upon use. This shouldn't require you to reenter your passphrase, so it's still unlocked in memory.

If you don't do this, any root user on any machine you connect to can use your ssh-agent connection to auth to other machines.

[+] jlgaddis|10 years ago|reply
I may be mistaken, but I think that applies only if you're using agent forwarding.
[+] xwintermutex|10 years ago|reply
Any recommendations for backing up (private) keys? Like pgp keys for example? I consider printing them on paper, as text or QR code. Anything better than that?
[+] Freak_NL|10 years ago|reply
Periodically copy them to an encrypted external (thumb) drive and keep that in a safe place. Use two if you want to store one of them off-site. Piece of cake with LUKS and dm-crypt on any modern Linux distro. Just use a long passphrase that you can remember.
[+] giomasce|10 years ago|reply
I use Monkeysphere (http://web.monkeysphere.info/), which aims to use OpenPGP as a PKI for SSH keys. It basically provides scripts to generate the authorized_keys file from a list of a OpenPGP key IDs (on the server side) and feed the GPG private key material to ssh-agent (on the client side). I think the client step can also be used directly by gpg-agent (which can play the part of the ssh-agent as well), but I am not using it. I am overall quite satisfied, but see below.

PROS:

* When you update your trusted GPG certificates (adding new auth keys, revoking others) the authorized_keys files get updated at the first execution of monkeysphere on the server (you usually put that in cron together with gpg --refresh-keys). So you can rekey without having to change manually all the SSH accounts you have.

* You do not need to recompile or patch SSH and it is compatible with other keys not fed by Monkeysphere.

* The GPG PKI, although not perfect, has quite some features; in particular, it lets you somewhat easily manage different keys on different computers, generate and revoke subkeys independently. The web of trust also helps you when trusting keys from other people.

* Monkeysphere can also be used for SSL certificates, although that is more difficult and less supported (and also less useful, now that we have Let's Encrypt).

CONS:

* Monkeysphere's development appears to be a bit stalled; not the ideal situation for a security-related thing.

* Monkeysphere does a good job, but it should not be trusted blindly. There may be a number of situation where external conditions may break the game; e.g, if you do not realize there is a misconfiguration, a revoked key may remain in authorized_keys because Monkeysphere is failing at updating; if you trusted Monkeysphere to do everything correctly, you would be exposed without knowing it.

* The GPG PKI as well is not perfect; for example, key management is complicated with many subkeys (for instance, you cannot give meaningful names to them) and the web of trust mechanism does not support "scoped trust" (i.e., giving different trust levels for different things you want to do).

* Monkeysphere only works when the remote host is a Linux box where you can install Monkeysphere and have it update authorized_keys via cron. No hope to manage GitHub keys or things like that (unless they introduce support, which seems unlikely).

[+] stock_toaster|10 years ago|reply
ssh-agent with IdentitiesOnly. Fairly regular key rotation schedule, with separate keys for groups of servers based on a loose taxonomy.