Stephen Farrell wrote:
> 
> Peter Gutmann wrote:
>>
>> Stephen Farrell <[email protected]> writes:
>> 
>>> Is there a particular reason to try focus on enterprises here?
>> 
>> That's about the only environment where it's feasible to deploy S/MIME.
> 
> Sure. And yet smime is only deployed in a tiny fraction
> of enterprises and probably only used in a smallish
> fraction of the mail sent in those.

I don't think that there exists an implementation of S/MIME that
can be reasonably deployed _anywhere_.

S/MIME defines PDUs and PDU semantics.  Those specs are OK for basic
interop.  The problem isn't with S/MIME itself, but with how S/MIME
typically involves PKIX for certificates and certificate chains and
the private key associated with your own cert.

What I'm seeing in S/MIME implementations is that S/MIME signatures
in archived EMails typically start failing within a year after archival.
I have a number of archived EMails from failed attempts to use S/MIME
in the enterprise, and they all fail signature validation today, although
there was no data corruption, and none of the signer certs have been revoked.

In addition, there are a small number of messages that I can no longer open,
because renewal/replacement of my user's private key & cert was
"managed" in the enterprise setting, and the old/expired PKI credentials
weren't kept around by that foolish "enterprise solution".


Personally, I'm not aware of an S/MIME solution that works reasonably
with archived S/MIME-protected EMails.


-Martin

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