Compatibility with GPG4Win

Pete's Avatar


06 Jan, 2015 07:24 AM

It seems that when mails sent from Yosemite with GPGTools to Windows users with GPG4win - the Windows users receive an encrypted.asc file as attachment which requires multiple manual steps for decryption - especially when attachments are involved.

Under Mavericks, it was possible to send inline encrypted messages which made life for windows users a little easier by setting the default: defaults write org.gpgtools.gpgmail UseOpenPGPInlineToSend -bool YES

Is such a feature still available? it currently does not seem to work.

  1. 1 Posted by wingman on 06 Jan, 2015 11:46 AM

    wingman's Avatar

    Hi Pete

    There is incompatibility between GPG4win unfortunately and this is something that I know the team is looking to resolve (even verifying signed emails is hard sometimes- Luke can provide more insight to this :) )

  2. Support Staff 2 Posted by Steve on 22 Jan, 2015 07:03 PM

    Steve's Avatar

    Hi Pete,

    what you are mentioning here is the fact, that some outlook users might have issues with PGP/MIME.

    GPGMail defaults to the only standard there is for sending OpenPGP Mails, which is PGP/MIME. The format you are referring to, is called PGP/Inline and is an undocumented non-standard format, which leads to several problems, which is why we default to PGP/MIME.

    Nevertheless you can switch GPGMail to use OpenPGP/Inline. While this is not encouraged, we've added that option.
    Find out how to do that here.

    There's no difference in security level, yet you have to be aware, that while PGP/MIME also encrypts all attachments, OpenPGP/Inline does not!

    Also, you're limited to text only. Any formatting will be ignored.

    If you want to read more about the deficites of Inline/PGP you may want to read this note of Daniel Kahn Gillmore called Inline PGP signatures considered harmful.

    Changing to OpenPGP/Inline should still be possible on OS X 10.10.

    All the best,

  3. Support Staff 3 Posted by Steve on 28 May, 2015 05:08 PM

    Steve's Avatar

    Closing, since no further user feedback was received. Should your problem persist, feel free to re-open this discussion any time.

    All the best, steve

  4. Steve closed this discussion on 28 May, 2015 05:08 PM.

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