Yesterday, we had a meeting at CAcert Berlin where I had a little talk about how to almost-perfectly configure your HTTPS server. Motivation for that was the very nice Qualys SSL Server test, which can remote-check your SSL configuration and tell you a bunch of things about it.

While playing with that, I created a test setup which passes with 100 points in the Qualys test. However, you will hardly be able to access that page, which is mainly due to it's exclusive support for TLS 1.2. All major browsers fail. Someone from the audience told me that the iPhone browser was successfully able to access the page. To safe the reputation of free software, someone else found out that the Midori browser is also capable of accessing it. I've described what I did there on the page itself and you may also read it here via http.

Here are my slides "SSL, X.509, HTTPS - How to configure your HTTPS server" as ODP, as PDF and on Slideshare.

And some links mentioned in the slides:
Check SSL and SSH weak keys due to broken random numbers
EFF SSL Observatory
Sovereign Keys proect

Some great talks on the mentioned topics by others:
Facthacks Talk 29c3
MD5 considered harmful today - Creating a rogue CA Certificate
Is the SSLiverse a safe place?

Update: As people seem to find these browser issue interesting: It's been pointed out that the iPad Browser also works. Opera with TLS 1.2 enabled seems to work for some people, but not for me (maybe Windows-only). luakit and epiphany also work, but they don't check certificates at all, so that kind of doesn't count.

I've written in the past about the EFF SSL Observatory. It's a great project that has scanned the whole IP space for SSL-certificates used in HTTPS. They provide a database with meta information and their project found a couple of issues where CAs have issued certificates with weak security settings and violation of their own policies. CAcert is a project which tries to be the "better SSL authority" - it issues certificates for free, based on a web-of-trust community. The CAcert root certificate is not part of any major web browser. The EFF has mainly analyzed the browser-accepted CAs - but they provide the data, so I could do it myself.

I did some checks on the all_certs table selecting the certificates from cacert. I found out that there were 143 valid certificates with 512 bit. That is completely insecure and breakable by a home computer today. I also found that the majority of certificates still has 1024 bit, which by today's standards should be considered harmful - there have been no public breaks yet, but it's expected that it's possible to build an RSA-1024 cracker for an attacker with enough money.

I did the following query on the database:
SELECT RSA_Modulus_Bits, count(*) FROM all_certs WHERE `Validity:Not After datetime` > '2010-03-08' AND ( `Issuer` like '%CAcert.org%' OR `Issuer` like '%cacert.org') GROUP BY `RSA_Modulus_Bits` ORDER BY count(*);

+------------------+----------+
| RSA_Modulus_Bits | count(*) |
+------------------+----------+
[...]
| 512              |      143 |
| 4096             |      632 |
| 2048             |     3716 |
| 1024             |     5790 |
+------------------+----------+

Now, what further checks can we do? I checked for the RSA exponent. I found two certificates in the database with exponent 3. RSA with low exponent is also considered insecure, although one has to state that this is not a serious issue. RSA with low exponents is not insecure by itself, but it can create vulnerabilities in combination with other issues (if you're interested in details, read my diploma thesis).

I have not checked the CAcert database for the Debian SSL vulnerability, as that would've been non-trivial. There were scripts shipped with the SSL Observatory data, but I found them not easy to use, so I skipped that part.

My suggestions to cacert were to revoke all certificates with serious issues (like the 512 bit certificates). Also, I suggested that new certificates with insecure settings like RSA below 2048 bits or a low exponent should not be allowed. CAcert did most of this. By now, all 512 bit certificates should be revoked and it is impossible to create new ones below 1024 bit or with low exponents. It is however still possible to create 1024 bit certificates, which is due to a limitation in the client certificate creation script for the Internet Explorer. They say they're working on this and plan to prevent 1024 bit certificates in the future. They also told me that they've checked for the Debian SSL bug.

I've reported the issue on the 11th March and got a reply on the same day - that's pretty okay, one slight thing still: There was no security contact with a PGP key listed on the webpage (but I got a PGP-encrypted contact once I asked for it). That's not good, I expect especially from a security project that I can contact them for security issues with encrypted mail. One can also argue if four months is a bit long to fix such an issue, but as it was far away from being trivial, this can be apologized.

I'd say that I'm quite satisfied with the reactions of CAcert. I always got fast replies to questions I had and the issues were resolved in a proper way. I have other points of criticism on the security of CAcert, the issue that bothers me most is that they still use SHA-1 and refuse to switch to a more secure hashing algorithm like SHA-512, although all major browsers have support for this since a long time.

I want to encourage others to do further tests on CAcert. I'd like to see CAcert being an authority that does better than the commercial ones. The database from the observatory is a treasure and should be used by projects like CAcert to improve their security.

https is likely the most widely used cryptographic protocol. It's based on X.509 certificates. There's a living debate how useful this concept is at all, mainly through the interesting findings of the EFF SSL Observatory. But that won't be my point today.

Pretty much all webpage certificates use RSA and sadly, the vast majority still use insecure hash algorithms. But it is rarely known that the X.509 standards support a whole bunch of other public key algorithms.

I've set up a page with a couple of test-cases for less-often used algorithm combinations. At the moment, it's mainly focused on RSASSA-PSS, but I plan to add elliptic curve algorithms soon. As I won't get any certificate authority to sign me certificates with anything else than classic RSA, I created my own testing root CA.

I'd be very interested to get some feedback. If you happen to have some interesting OS/Browser combination, please import the root certificate and send me a screenshot where I can see how many green ticks there are (post a link to the screenshot in the commends or send it via email).

At the moment, I'm especially looking for people to test:

• Internet Explorer 9 on Windows 7
• Safari on latest MacOS X
• Internal browser on iPhone (I don't know if it's possible to install a new certificate authority there)