I have two concerns about this proposal.

First, there's a good chance that the vulnerability that caused SimpleHTTP to be
deprecated[1] would work. In short, if a multi-tenant hosting environment does
not set a default virtual host explicitly, commonly-used web server software
would pick the first virtual host it encounters when parsing the config as the
default vhost. An attacker on the same hosting infrastructure as the victim
could attempt to forcefully get into that spot (they're typically sorted by
alphabet, so that's fairly easy) and would then be able to solve the challenge
if the validation server uses the example.com.acme.invalid Host header, which is
unknown to the web server and would cause it to fall back to the default vhost.

Second, I don't think this validation mechanism would be compatible with the
Baseline Requirements, section 3.2.2.4.6 Agreed-Upon Change to Website[2]. This
would limit the usefulness of such a mechanism in ACME, as any publicly-trusted
CA would not be able to use it (at least once that section goes into effect).

Patrick

[1]: https://mailarchive.ietf.org/arch/msg/acme/B9vhPSMm9tcNoPrTE_LNhnt0d8U
[2]: 
https://github.com/cabforum/documents/pull/25/files?short_path=7f6d14a#diff-7f6d14a20e7f3beb696b45e1bf8196f2

On Sat, Nov 26, 2016 at 7:13 PM, Akos Vandra <[email protected]> wrote:
> Hello,
>
> This has been copied over from a github letsencrypt/acme-spec#242,
> ietf-wg-acme/acme#215:
>
> As you seem to be strongly concerned over adding the option to adding the
> possibility to do the challange over alternate ports (some of which I are
> valid, but all of which can be handled in a secure way, if we are careful -
> such as using a DNS record and other solutions to address have been already
> stated in here [among the GH issue list] ), I propose to add at least an
> alternate hostname for the http challange.
>
> This would enable us to add a specific virtual host, answering to
> *.acme.invalid and redirect that to a specific wwhost, which can be used by
> the certbot to place the necessary files to complete the challange.
>
> It is currently not possible to add global aliases in nginx for example, so
> this way it would be possible to issue certificates without having to either
> have certbot modify the nginx config (yes, it's possible to do that in a
> zero-downtime way, but it makes my sysadmin inner self scream - my software
> reconfiguring files generated by other software...), or have to add the
> location redirect to all vhosts, which is not as easy as it sounds when they
> get generated by different software components.
>
> If we'd say that the challange has to respond for the Host header of
> example.com.acme.invalid OR example.com (the current as fallback) that would
> make all our lives easier, while maintaining a) backward compatibility b)
> ease of use for the average joe.
>
> Not as easy as with a custom port, but still a lot more easy to automate.
>
> Additional info:
>
> kelunik commented 4 hours ago
> @axos88 You can redirect /.well-known/acme-challenge/* to another (virtual)
> host at any time. The validation authority will follow any redirects. You
> could also use includes to define a common web root just for
> /.well-known/acme-challenge, that's what I usually do.
>
> axos88 commented 2 hours ago • edited
> As stated, this is not that easy to do when the server configuration is
> generated by different software components (chef cookbooks) that one does
> not have control over. Unfortunately there are no global aliases / redirects
> in nginx, only per server.
>
> This would also mean that in order to use letsencrypt, one has to MODIFY the
> current configuration,
>
> rather than ADD a new virtualhost declaration. Modifying something generated
> by some other actor is always a bad idea (this is one of the reasons conf.d
> directories exist btw).
>
> axos88 commented 2 hours ago
> For example: I have an automated installer for an web application, running
> over let's say ruby on rails. The application is obviously unaware, and
> should NEVER be aware how it's exposed to the internet. Thus it is unaware
> of how its SSL certificate is obtained and installed (normally it wouldn't
> even run on https, but would rely on a forward proxy to terminate the ssl
> connection, and forward it using http, but that's another matter).
>
> Now my automated installer installs this software, and also installs and
> configures nginx for forward proxying. It will configure the nginx vhost,
> and other things that are needed. I don't know that LE exists, my installer
> just asks for the path to a certificate and a key.
>
> Now I sell my software to a third party, who uses my installer (chef
> cookbook) to install my software on THEIR infrastructure. THEY are smarter
> then me, and know that LE exists, and want to use it to create the certs.
>
> Current options:
>
> They start hacking around the nginx configuration generated by my installer
> and add the alias - not good, the next update will overwrite their changes,
> and they won't be able to renew
> They stop nginx every time they need to upgrade the certs for the duration
> of the verification - unacceptable
> They use dns challenge if they can - usually it cannot be automated, or is a
> great effort to add dns records automatically.
> They use the tls challenge (although it doesn't supprot nginx yet), and they
> modify its configuration during every verification, reloading its
> configuration, etc. Can easily create problems if someone is maintaining the
> server at the same time, etc.
> OR: They also create a virtualhost accepting connections for *.acme.invalid
> once during installation, redirect it to a webroot, and have the
> verification client drop files into that webroot. Configure it once, and it
> works. Unnecessary to modify configuration files generated by other
> installers, unnecessary to keep reloading the nginx configuration all the
> time, less possibility for failure.
>
> axos88 commented an hour ago
> And let's face it, validation requests to a vhost have NOTHING to do with
> the software who serves the content on that server. They are intended for a
> totally different actor (certbot), thus they should be routed to a different
> vhost, not be mingled into all the other ones as locations and aliases, and
> such.
>
> kelunik commented an hour ago
> unnecessary to keep reloading the nginx configuration all the time
> You have to do that anyway for Nginx to use the new certificate instead of
> the old one.
>
> Anyway, this is something that should be in the official repository instead
> and on the ACME mailing list.
>
> axos88 commented 3 minutes ago
> unnecessary to keep reloading the nginx configuration all the time
> You have to do that anyway for Nginx to use the new certificate instead of
> the old one.
> True true, but at least you are not modifying configuration.
>
> Let me know what you think.
>
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