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4
votes
1answer
2k views

Which extensions to use for a S/MIME certificate?

Analogously to the SSL server certificate question, which extensions should I use for S/MIME, and should the CA be restricted somehow as well? (I'm using openssl, which at the moment creates CA and ...
1
vote
3answers
63 views

PGP and S-MIME What is web of trust?

I'm studying network and system security and i came across the phrase Web of Trust! In cryptography, a web of trust is a concept used in PGP, GnuPG, and other OpenPGP-compatible systems to ...
1
vote
2answers
2k views

OpenSSL PKCS#7 vs. S/MIME

OpenSSL 1.0.1c onwards seems to offer CMS support. I have difficulty understanding the difference between smime and pkcs7. S/MIME specs are layered on PKCS#7 (so says Wikipedia). Now in openssl I ...
4
votes
1answer
271 views

Apart from the lack of native Oultook support, why should one prefer S/MIME over PGP/MIME for email?

From my (still quite subjective) point of view, GnuPG/PGP is superior to SSL (or more specifically, PGP/MIME over S/MIME; maybe in other areas SSL is the better choice), e.g. due to the support of ...
8
votes
2answers
1k views

Obtaining an S/MIME certificate without disclosing my private key to the TTP

I would like to obtain a trusted S/MIME certificate, but all the certificate authorities I have asked so far generate the keypair on their server, sign the certificate and send me both the private key ...
14
votes
3answers
755 views

Can a nation-state adversary perform a MITM attack by compelling a CA to issue them with fake certs?

As I understand it, with any encryption system based on a trust chain / CAs (eg SSL, TLS, S/MIME), it would be possible for a nation-state adversary (such as the NSA) to compel the CA to issue them ...
6
votes
1answer
107 views

Reading older mails signed with a certificate that has meanwhile expired

A few years ago I have used S/MIME certs to sign (and encrypt) my mails. The reason for which I stopped signing was the following: My (class 2) cert was issued on Jan. 1st 2008 (just a sample). It ...
2
votes
1answer
1k views

How do I share my S/MIME public key?

I have setup S/MIME encryption for my email address, and I'd like to allow people to download the public key from my website, rather than having to first receive an email from me. I want the public ...