tag:gpgtools.tenderapp.com,2011-11-04:/discussions/problems/99475-gpg-mail-im-prompted-for-password-but-mail-never-seems-to-signGPGTools: Discussion 2019-05-29T14:17:29Ztag:gpgtools.tenderapp.com,2011-11-04:Comment/472986282019-05-27T15:01:17Z2019-05-27T15:01:17ZGPG Mail: I'm prompted for password, but mail never seems to sign<div><p>Hi Steve,</p>
<p>welcome to the GPGTools support platform. Sorry you are having problems using GPG Suite.</p>
<p>Could you send us a screenshot of the draft you are sending (just create a signed test message to yourself) and then the same message once it has been received by you.</p>
<p>If you indeed send a signed message, you should see, that that message is signed in the Security Information for that message in Mail.app. Is that not the case?</p>
<p>GPG Mail is defaulting to PGP/MIME so the text block for the signature, which you seem to be expecting will never show.</p>
<p>The format you are referring to, is called PGP/Inline and is an undocumented non-standard format. That leads to several problems, thus we default to PGP/MIME.</p>
<p>While PGP/MIME allows to encrypt attachments, OpenPGP/Inline currently does not. Also, you are limited to text only. Any formatting will be ignored.</p>
<p>To learn more about the deficits of Inline/PGP we recommend this note of Daniel Kahn Gillmore: <a href="https://dkg.fifthhorseman.net/notes/inline-pgp-harmful/">Inline PGP signatures considered harmful</a>. This is the <a href="https://www.gnupg.org/faq/gnupg-faq.html#use_pgpmime">GnuPG FAQ entry</a> covering the issue.</p>
<p>Let me know if this answers your question.</p>
<p>All the best,<br>
Steve</p></div>Stevetag:gpgtools.tenderapp.com,2011-11-04:Comment/472986282019-05-28T01:52:30Z2019-05-28T01:52:31ZGPG Mail: I'm prompted for password, but mail never seems to sign<div><p>Steve, thanks so much for the reply. This makes perfect sense and upon further checking, I can see in the security section that my messages are in fact getting signed. Thanks also for sending over the FAQ links, I definitely appreciate the extra context.</p>
<p>Thanks again,</p>
<p>Steve</p></div>Steve Sawczyntag:gpgtools.tenderapp.com,2011-11-04:Comment/472986282019-05-29T14:16:37Z2019-05-29T14:16:37ZGPG Mail: I'm prompted for password, but mail never seems to sign<div><p>Just in case you want to learn more about OpenPGP: This <a href="https://gpgtools.tenderapp.com/kb/how-to/introduction-to-cryptography">KB-article</a> explains the basics of public key cryptography. It's a long text but worth the time.</p>
<p>Glad this is solved for you. I'm closing this discussion. Should you need further assistance or have questions you can re-open this discussion here or open a new one any time.</p>
<p>Best,<br>
Steve</p></div>Steve