On Feb 01, Will Yardley [[EMAIL PROTECTED]] wrote:
> yeah i think the issue is not so much of technical sophistication
> (although that's an issue too) as of the fact that most people Don't
> Care.
> 
> 99% of the people i correspond with simply don't care, so i generally
> don't bother to encrypt or sign my communications with them.

This is the issue of why-to-sign-mails-anyway, and it comes up often enough
to ignore it here... for the purposes of the issue at hand (S/MIME compared
to OpenPGP, especially their respective sig sizes), let's just assume that
the mails in question *are* going to be signed.
/me fears yet another thread that never ends.

> also, there are pgp front ends and plugins for most browsers/ email
> clients; obviously this isn't as good as built in support, but from what
> i've seen it's not rocket science.

The web of trust is close enough to rocket science for most people that we
are never going to see encryption become a social norm through relying only
on public acceptance of what that market offers now.

S/MIME apparently makes it easy enough for average people that they can get
benefits on basic, CA based encryption.  That's not the ideal situation but
it gets us closer to it than not.

> however the fact is - using any sort of encryption requires some amount
> of technical sophistication, as you have to understand some of the more
> subtle issues at work (both technical issues, and issues of trust).
> encryption used by someone without at least a basic understanding is
> worse (IMHO) than none at all.

Neither of these are necessarily true.  HTTPS is a good example.  Most ebay
and amazon users have no idea of any of the technical issues involved with
using SSL, but because they use it anyway, their communication is more
secure than it would be without it.  And because they use it, it is
easily available to those of us that do understand it.  And because it is a
social norm and Big Companies even rely on it, when the US Congress
recently suggested that they were going to break it all to stamp out
terrorism, it was the big corporate guns that told them the idea was
ridiculous.  If they'd only attacked PGP and email encryption in it's
current state, we wouldn't have gotten anything like that kind of support.

There is certainly a point where misunderstanding or failing to understand
what's going on will put you at more risk than not using any encryption at
all, but that point is not reached by casual use of things like HTTPS or
S/MIME.

> i don't think the difficulty of PGP is totally a bad thing - PGP is
> designed in such a way that you HAVE to come to a basic understanding of
> some of these issues in order to use it.

The difficulty of PGP is what's kept it from being publically accepted as a
normal thing to do, and that in turn has made it so those that DO use it
are limited to a few tech-savvy subsets and real revolutionaries, both of
which are easily identifiable with simple traffic analysis.

People need to consider encryption completely normal, so that everyone uses
it as a matter of course.  This will drive the industry forward and take
basic threats of government intervention completely off the table as
options.  Those who don't understand it could still get some benefit from it,
and those of us that do understand it would get quite a lot of peripheral
benefit from having all traffic encrypted, even if a lot of it were
encrypted poorly.

People need to accept encryption the way they accept envelopes on snail
mail.  They never would have globally accepted these if you couldn't use
one unless you knew how to make your own adhesive, ink, and stamps.

I saw Phil Zimmerman speak a few months ago at ALS in Oakland, and he
understands this more than anyone.  He expressed a good bit of dismay at
how clique-ish PGP usage is, and how much it has missed the mark of being a
way to give encryption to the masses and make it normal.  He endured all
manner of government harassment to defend people's right to use this stuff,
and yet years later, hardly anyone is taking advantage of it.

It was really interesting hearing him speak.  It's too bad he had to stop
due to people in the audience arguing that there was no value at all in
people using PGP unless they all used it completely securely (the main
antagonist noted that he keeps his private keys on a CD and never has that
near his computer unless it's completely disconnected from the network),
which prompted a bunch more people to complain that there was too much
talking and not enough key signing going on.

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