Thor Lancelot Simon wrote:
It's fashionable in some circles (including, it seems, this one) to bash
IPsec (particularly IKE) and tout SSL VPNs (particularly OpenVPN) on what
are basically user interface grounds.

I cannot help repeatedly noting that -- I believe more so than with actual
IPsec deployments, whether with or without IKE -- OpenVPN deployments are
often configured in hideously insecure ways.  This is no more the fault of
OpenVPN's designers, of course, than the ghastly configuration interfaces
imposed by many IKE impledmentations are the fault of IPsec's designers.

We are dropping on end users, sysadmins and nno crypto programmers decisions that seasoned cryptographers tend to screw up, and that end users and sysadmins are never going to comprehend.

The way programmers approach modularity and code locality tends to leave the end user outside the cryptographic boundary. The cryptography module is very carefully made entirely independent of the user interface, merely sending up arcane errors from time to time.

Consider, for example, the recent cookie stealing security failure in Wordpress, fixed just a few days ago. It seems that for a very long time, there was very straightforward, indeed in retrospect glaringly obvious, security hole that allowed anyone on the internet to take control of any host running Wordpress - which most hosts do run. You can take control from Nigeria, you don't need to tap any lines. Anyone anywhere in the world could have exercised any power over one's server that one's Wordpress application can exercise, which is usually near total power.

The defenders of SSL will quite correctly point out that the security hole had absolutely nothing to do with SSL. The hole exists whether one uses SSL or not, and almost no one uses SSL with Wordpress. And that was exactly the problem. The writers of Wordpress, like the writers of every other application, had to handroll their own authentication, and of course fucked up. SSL sessions are not user sessions, thus SSL authentication does not authenticate that user "admin" is the same entity (or even has the same IP address) as the entity that correctly logged in as user admin, does not, cannot, attempt to provide such authentication, that being a higher layer issue - indeed, SSL authentication is pretty much irrelevant to authenticating anything that the attackers or defenders are likely to care about, which is why user admin on a Wordpress application does not use SSL. SSL is so wonderfully localized that attackers just stroll around it.

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