Hi Charly,

thank you for your answer.

> 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.

That's the point. There seems to be software issues but I'm not sure right know 
what the exact problem is.

> 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.

Not sure about that. Nowhere in RFCs 2015, 3156 or 5581 the term "_____/MIME" 
is introduced. Only RFC 4880 mentions "OpenPGP/MIME" once. On the contrary it 
defines that OpenPGP must use the content types "application/pgp-encrypted", 
"application/pgp-signature" and "application/pgp-keys".

Best regards, Alex


On 26.01.2011, at 10:31, Charly Avital wrote:

> 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
> 
> 
> 
> 
> 
> 
> 
> 
> 
> 

Attachment: smime.p7s
Description: S/MIME cryptographic signature

Attachment: PGP.sig
Description: This is a digitally signed message part

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