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Moxie Marlinspike: GPG Has Run Its Course
An anonymous reader writes: Security researcher Moxie Marlinspike has an interesting post about the state of GPG-encrypted communications. After using GPG for much of its lifetime, he says he now dreads getting a GPG-encrypted email in his inbox. "Instead of developing opinionated software with a simple interface, GPG was written to be as powerful and flexible as possible. It's up to the user whether the underlying cipher is SERPENT or IDEA or TwoFish. The GnuPG man page is over sixteen thousand words long; for comparison, the novel Fahrenheit 451 is only 40k words. Worse, it turns out that nobody else found all this stuff to be fascinating. Even though GPG has been around for almost 20 years, there are only ~50,000 keys in the "strong set," and less than 4 million keys have ever been published to the SKS keyserver pool ever. By today's standards, that's a shockingly small user base for a month of activity, much less 20 years." Marlinspike concludes, "I think of GPG as a glorious experiment that has run its course. ... GPG isn't the thing that's going to take us to ubiquitous end to end encryption, and if it were, it'd be kind of a shame to finally get there with 1990's cryptography."
I suspect some of the cruft is due to its PGP heritage, but really, all the options aren't the problem. The length of the manpage, neither. Here you have a decently documented piece of software and you complain about the volume? Psah. No, that really isn't the issue. Nor is the ability to have multiple algorithms, as the state of the art keeps on advancing and so you need to replace algorithms now and then.*
The issue is that the interface, the way it packs up crypto for ease of use, is something only a crypto-nerd could love. The basic principles aren't hard to explain to an intelligent lay(wo)man, but understanding how the web of trust works, nevermind make intelligent decisions that make sense, that even crypto-using nerds usually don't manage. And that's just the model; the implementation is clunky to the point that even programs employ intermediate libraries that then barely work for this or that ill-conceived reason.** And then there's the interface as ment for humans. Again, it's nerd-only.
That nerd-only-ness is an obstacle to uptake, and that again is a problem. We desperately need crypto in email, but what bank even publishes GPG and S/MIME keys for securing email? I know of one, and it's a central bank so mere mortals cannot open accounts.
So for a long time GPG has only been supported by a single person, props to him, who evidently doesn't know much about usable user interfaces, not even CLI ones. Yet I'm not blaming just him for it, either. Look at openssl: Again a bit of crypto software that turns out to be pretty damn important, and there's only a few boobs holding down the fort. That is actually poorer documented and even clunkier to use. The code, starting from the APIs, isn't so hot either. No wonder it came crashing down spectacularly. But that too is a problem.
So we have a couple real problems, yet this security expert managed to pin only non-problems. And that itself is again a problem.
* One thing that is a problem is the headers inserted on top of the message that really ought to've been encoded in the signature, since they belong there and moreover there's no real need to put them anywhere else. In fact, the current practice causes transport problems making the format more brittle than it needs to be.
** Work out why gpgme doesn't work so well on 64-bit windows, especially where the individual programs may or may not actually be fully 64bit. It literally doesn't work because some maintainer disabled the workaround that made it work because that somehow "does not make sense" to him.