Questions tagged [smime]
S/MIME is a protocol for encrypting and signing messages, e.g. emails.
101 questions
1 vote
0 answers
323 views
How to add MIME headers in encrypt and sign SMIME data using openssl smime command
I was trying to encrypt and sign MIME data using openssl smime command. I have below MIME data - From:"=?ISO-8859-1?B?3M0SEg=?=" <[email protected]> Subject:=?ISO-8859-1?B?yNA==?= =?ISO-...
- 11
0 votes
0 answers
484 views
Guidance: S/MIME Signed Certificate invalid for many clients even though it worked previously and still works
I have a very strange problem and i would like to get some guidance on this. Problem description: My application is sending S/MIME signed Email messages to clients. It worked perfectly no problems ...
- 111
2 votes
1 answer
266 views
Any client still supporting the S/MIME Capabilities Extension in 2023?
RFC 4262, "X.509 Certificate Extension for Secure/Multipurpose Internet Mail Extensions (S/MIME) Capabilities", defines the S/MIME Capabilities Extension which allows to communicate through ...
- 2,938
0 votes
1 answer
669 views
What is the most secure way to send email now? PGP or S/MIME, Given both parties willing to learn the technical parts
What is the most secure way and privacy-focused to send email now (current tech)? PGP or S/MIME, Given both parties willing to learn the technical parts? Use case, both of parties use third party ...
- 17
1 vote
1 answer
454 views
Incomplete decryption of S/MIME mails using openssl cms
We're receiving signed and encrypted mails from many senders. For most senders, the decryption with openssl works fine using the following command: openssl cms -decrypt -recip <path-to-key> -in &...
- 111
1 vote
1 answer
910 views
Does S/MIME encryption encrypt with each recipient's key?
If I send an email through S/MIME protocol to a group of recipients, does the email client require to encrypt the same email content with each recipient's public key before sending to each recipient? ...
- 17
0 votes
1 answer
241 views
GnuPG: gpa.exe hangs when I click on "smartcards" AND scdaemon cannot recognise SC-HSM 4K
https://dev.gnupg.org/T6097 I am trying to get GnuPG to work with my SmartCard-HSM 4K on Windows, using the GP4Win bundle. Kleopatra doesn't recognise the SC-HSM 4K at all, even though, it does ...
- 583
0 votes
0 answers
1k views
openssl smime sign and encrypt loads
I am trying to investigate openssl S/MIME in order to both sign and encrypt loads to be transfered over an untrusted network. Loads need to be protected in authenticity and confidentiality. I have ...
- 213
1 vote
0 answers
524 views
iOS (iPhone) S/MIME certificate with multiple addresses
On an iPhone I have a mail account in the native Mail app with two distinct e-mail addresses, and a certificate that lists both of those e-mail addresses in the SAN field. When I try to send mail with ...
- 11
0 votes
1 answer
280 views
How many keys do you use for signing and encrypting emails? [closed]
Situation I have a university Gmail email address. I'm trying to migrate away from sending emails with the Gmail web client to one I have more control over like Thunderbird. It's also because Gmail ...
user242984
1 vote
2 answers
3k views
Create CSR for S/MIME certificate from existing OpenPGP key pair
While increasing my communication security as much as possible, I came across OpenPGP & S/MIME and already use an OpenPGP key pair in both of my mail clients (PC & smartphone). I believe the ...
- 113
2 votes
1 answer
1k views
Is there any point in using PGP or S/MIME when your receipients mostly don't use it?
For an company with sensitive customer relations and above average secrecy how much does it make sense to implement S/MIME or PGP for providing their E-mails the verification functionality (please ...
- 264
1 vote
1 answer
511 views
What usually happens to the symmetric (session) key after decrypting an email? Can the key be recovered if changing private keys?
I've been preparing for a CISSP exam and was reading about applied cryptography in regard to email. It's my understanding that the popular schemes (PGP,S/Mime) use a combination of asymmetric and ...
- 11
2 votes
2 answers
2k views
SMIME email decryption using a private key - what am I doing wrong?
I have an encrypted .eml file and a private key. I've looked it up a lot on the internet but couldn't find a way to decrypt the email using OpenSSL. I've tried this command: smime -decrypt -in ...
- 21
5 votes
0 answers
3k views
Manually verifying signature in S/MIME mail with openssl
I'm trying to manually verify the signature in an S/MIME signed email with openssl as part of a homework. While I have the mail and can extract the chain of certificates, I'm failing to extract the ...
- 151