Alexander Willner wrote the following on 1/26/11 2:28 AM:
> I'm usually using OpenPGP/MIME together with S/MIME. Can you elaborate 
> exactly in which cases they don't play well together?

In order to learn more about github and S/MIME I have found the following:
<https://github.com/GPGMail/GPGMail/wiki/Old-Todo-List>

You might be interested in:
<http://luxsci.com/blog/installing-smime-and-pgp-encryption-certificates-into-major-email-clients.html>.

If this long URL causes problems, try using its TinyURL equivalent:
<http://tinyurl.com/nknrpj>

The following post on the Enigmail forum covers quite extensively
OpenPGP/MIME and S/MIME, although it does not focus on your question
"...they don't play well together?"
<http://mozilla-enigmail.org/forum/viewtopic.php?t=67?>

I don't know of any software conflict when signing an e-mail using both
OpenPGP/MIME and S/MIME, although that possibility had been raised in
GPGMail's forum around 2003.

I have found multiple references that preclude using both PGP/MIME
(that's not OpenPGP/MIME) and S/MIME.
PGP/MIME refers to PGP Corporation, now a part of Symantec.

In a very simplistic way, S/MIME seems "easier" to implement, because it
does not require the installation (and updating) of a cryptographic
system like GnuPG. It requires the user to obtain a certificate (a "key"
in OpenPGP parlance) from a CA, and to import that certificate in the
user's S/MIME capable e-mail client or browser (easier said than done,
but doable all the same).

Free certificates are valid for one year, then the user has to apply for
a new certificate. Paid-for certificates may have extended validity.

I have Alex's S/MIME certificate in my Keychain Access utility, part of
the MacOSX installation.

The use of either or both protocols is up to the user's decision.

I use OpenPGP/MIME, when required.

Charly










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