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Questions tagged [smime]

S/MIME (Secure/Multipurpose Internet Mail Extensions) is a standard for public key encryption and signing of MIME data. Its role is similar to PGP.

55 questions
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Outlook 2016: Multiple accounts, certificates only for one

This question has ben asked before but yet never answered. I have set up my Outlook 2016 with three different Mail accounts: name@domain1.com (commertial, office365) name@hotmail.com (personal, outlook.com account) name@domain2.com (another company,…
colosso
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How to decrypt a broken S/MIME message sent by Outlook?

Recently, I received an encrypted message sent by Outlook which I cannot decrypt. Thunderbird is printing following error message instead: Thunderbird cannot decrypt this message The sender encrypted this message to you using one of your digital …
Jens Erat
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1 answer

How to decrypt an S/MIME encrypted email using openssl smime?

For some reason, I seem unable to find an answer to this basic question. I have received an encrypted S/MIME email, and I want to decrypt it using openssl smime. However, I assume I am unable to provide the key in the correct format. This is what I…
not2savvy
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4
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2 answers

Outlook 2013, multiple email accounts and encrypted email: Only last S/MIME settings used

I have multiple email accounts properly setup in Outlook 2013 (can send/receive fine otherwise). Lets say they are: user1@domain1.com user2@domain2.com user3@domain3.com All belong to me and I have 3 separate SMIME certificates for these, installed…
DeepSpace101
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4
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1 answer

gpgsm: Cannot import private key

For signing emails, I requested an S/MIME certificate using the German academic DFN service. AT the end of this process, I get a .p12 file (PKCS12). I can convert this file to PEM using openssl pkcs12 -in TorstenBronger.p12 -nodes -out…
Torsten Bronger
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3 answers

Why Outlook client's S/MIME settings use SHA1 as the default Hash Algorithm for digital signing a message?

can someone tell why Outlook client S/MIME settings use SHA1 as the default Hash Algorithm? Doesn't that put the certificate private key to a risk when weak algorithm is used? Or am I misunderstanding the signing process? Thanks, -Harri
Tuuska
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Can I sign my emails with both S/MIME and PGP/GPG?

And if it possible, is there any benefit from doing so in one order or the other? signWithSMIME(signWithPGP(message)) versus signWithPGP(signWithSMIME(message)) Also, are there any reason not to sign with both?
Einar
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3
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1 answer

S/MIME email Public Certificate?

Is there a way to create a public certificate for a S/MIME email certificate? I would like to share the public key on my website so people can send me encrypted emails. However I can only find "tutorials" where I need to send someone a signed mail…
Guest154845123
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2 answers

How do i combine both "PGP signature" and "S/MIME signature" in one email?

Two is always better than one! Is that possible? If yes, any idea what application and configuration should i use?
NIRVANA101
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Why does S/MIME encryption requires the sender to have a certificate of his own while only the recipient's public key is used?

S/MIME encryption uses the recipients public key to encrypt an email. Upon receiving the encrypted message the recipient can decrypt it using the private key associated with the public key that was used for encryption. Why then does the sender need…
Yuri Borges
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1 answer

Signing-milter / SMIME - how are this email signed incorrectly?

I have a problem with signing-milter (http://www.signing-milter.org). The problem is that the -b flag is required, and the -b flag is not recommended because it outputs non-RFC compliant email. However, removing the -b flag result in mails that do…
sebastian nielsen
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3 answers

How to get GPG working with Outlook 2013?

My OS is Windows 8.1 Update 1 x64. I have Outlook 2013 and just installed GPG4Win (latest, 2.2.2, full version). When I now launch Outlook 2013, I still don't see any UI/options to setup certificates and send encrypt an encrypted email (perhaps to…
DeepSpace101
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1 answer

OS X 10.10 Apple Mail not recognizing S/MIME certificate

After upgrading to Yosemite, Apple Mail no longer recognizes my S/MIME certificate. This was working in Mavericks. I've checked Keychain and the certificate is valid, even evaluated it as S/MIME for my email address and it passed. However, emails I…
Jon
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1 answer

Does SMIME encrypt the subject matter?

I've recently acquired an SMIME certificate and installed it in Outlook 2013. I set my brother up to do the same. So I used his certificate to send him an encrypted mail. He had an out of office Message, so I got a reply: "Re:[My Subject Matter] I'm…
yippy_yay
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How to decrypt a S/MIME email message while keeping the headers?

I regularly send and receive email messages that are S/MIME-encrypted. For certain reasons, I would like to store copies of those messages in unencrypted form at my end. There are dozens of questions on this site and others with explanations of how…
Binarus
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