Post Syndicated from Matthew Garrett original https://mjg59.dreamwidth.org/68721.html

Earlier this year, after Github accidentally committed their private RSA SSH host key to a public repository, I wrote about how better support for SSH host certificates would allow this sort of situation to be handled in a user-transparent way without any negative impact on security. I was hoping that someone would read this and be inspired to fix the problem but sadly that didn’t happen so I’ve actually written some code myself.

The core part of this is straightforward – if a server presents you with a certificate associated with a host key, then make the trust in that host be whoever signed the certificate rather than just trusting the host key. This means that if someone needs to replace the host key for any reason (such as, for example, them having published the private half), you can replace the host key with a new key and a new certificate, and as long as the new certificate is signed by the same key that the previous certificate was, you’ll trust the new key and key rotation can be carried out without any user errors. Hurrah!

So obviously I wrote that bit and then thought about the failure modes and it turns out there’s an obvious one – if an attacker obtained both the private key and the certificate, what stops them from continuing to use it? The certificate isn’t a secret, so we basically have to assume that anyone who possesses the private key has access to it. We may have silently transitioned to a new host key on the legitimate servers, but a hostile actor able to MITM a user can keep on presenting the old key and the old certificate until it expires.

There’s two ways to deal with this – either have short-lived certificates (ie, issue a new certificate every 24 hours or so even if you haven’t changed the key, and specify that the certificate is invalid after those 24 hours), or have a mechanism to revoke the certificates. The former is viable if you have a very well-engineered certificate issuing operation, but still leaves a window for an attacker to make use of the certificate before it expires. The latter is something SSH has support for, but the spec doesn’t define any mechanism for distributing revocation data.

So, I’ve implemented a new SSH protocol extension that allows a host to send a key revocation list to a client. The idea is that the client authenticates to the server, receives a key revocation list, and will no longer trust any certificates that are contained within that list. This seems simple enough, but a naive implementation opens the client to various DoS attacks. For instance, if you simply revoke any key contained within the received KRL, a hostile server could revoke any certificates that were otherwise trusted by the client. The easy way around this is for the client to ensure that any revoked keys are associated with the same CA that signed the host certificate – that way a compromised host can only revoke certificates associated with that CA, and can’t interfere with anyone else.

Unfortunately that still means that a single compromised host can still trigger revocation of certificates inside that trust domain (ie, a compromised host a.test.com could push a KRL that invalidated the certificate for b.test.com), because there’s no way in the KRL format to indicate that a given revocation is associated with a specific hostname. This means we need a mechanism to verify that the KRL update is legitimate, and the easiest way to handle that is to sign it. The KRL format specifies an in-band signature but this was deprecated earlier this year – instead KRLs are supposed to be signed with the sshsig format. But we control both the server and the client, which means it’s easy enough to send a detached signature as part of the extension data.

Putting this all together: you ssh to a server you’ve never contacted before, and it presents you with a host certificate. Instead of the host key being added to known_hosts, the CA key associated with the certificate is added. From now on, if you ssh to that host and it presents a certificate signed by that CA, it’ll be trusted. Optionally, the host can also send you a KRL and a signature. If the signature is generated by the CA key that you already trust, any certificates in that KRL associated with that CA key will be incorporated into local storage. The expected flow if a key is compromised is that the owner of the host generates a new keypair, obtains a new certificate for the new key, and adds the old certificate to a KRL that is signed with the CA key. The next time the user connects to that host, they receive the new key and new certificate, trust it because it’s signed by the same CA key, and also receive a KRL signed with the same CA that revokes trust in the old certificate.

Obviously this breaks down if a user is MITMed with a compromised key and certificate immediately after the host is compromised – they’ll see a legitimate certificate and won’t receive any revocation list, so will trust the host. But this is the same failure mode that would occur in the absence of keys, where the attacker simply presents the compromised key to the client before trust in the new key has been created. This seems no worse than the status quo, but means that most users will seamlessly transition to a new key and revoke trust in the old key with no effort on their part.

The work in progress tree for this is here – at the point of writing I’ve merely implemented this and made sure it builds, not verified that it actually works or anything. Cleanup should happen over the next few days, and I’ll propose this to upstream if it doesn’t look like there’s any showstopper design issues.

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