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"An Interim Fix for GPGMail on Snow Leopard"
by Colin Cogle

Written October 12, 2009.
Online at: https://colincogle.name/gpg106

ABSTRACT
GPGMail has been an invaluable tool for users of both GPG and Apple’s
Mail application. Unfortunately, the marriage of GPG to Mail has been
a bittersweet relationship.

WARNING
It's currently 2021. Anyone reading this article with a Mac made in the
past dozen years or so should be using GPG Tools [https://gpgtools.org]
instead. This article is provided for historical reference for hobbyists
only.

GPGMail has been an invaluable tool for users of both GnuPG and Apple’s
Mail application.  For those unfamiliar with GnuPG (and its commercial
equivalent, PGP), it uses a set of keys — one public, one secret — to
encrypt and/or attach digital signatures to email.

Unfortunately, the marriage of GPG to Mail has been a bittersweet rela-
tionship. Apple doesn’t publish the internal API’s of Mail, and has not
provided much of a plug-in architecture for it.  Therefore, GPGMail had
to be developed by using undocumented functions, which Apple had no ob-
ligation to maintain between major releases of macOS.  Like all other
major upgrades, Mac users upgrading to Snow Leopard were left to pick
up the pieces. To add to the pain, the sole programmer behind this no
longer has time to maintain the software.

While the software is getting a long-overdue rewrite from new hands,
two enterprising users found a solution, which I’m reposting to spread
the word.
[Source: http://sourceforge.net/projects/gpgmail/forums/forum/801904/topic/3404718]

1. Download and install GPGMail and MacGPG.
2. Find Mail in the /Applications folder.
3. From the File menu, choose Get Info.
4. Check "Run in 32-bit mode". (64-bit support will have to wait until
   a new version of GPGMail is formally released.)
5. Now, go to ~/Library/Mail/Bundles; right-click on GPGMail.mailbundle
   and choose Show Package Contents.
6. Add the following lines to Info.plist, depending on which version of
   macOS that you’re running:

    Mac OS X 10.6:

        <key>SupportedPluginCompatibilityUUIDs</key>
        <array>
        	<string>B3F3FC72-315D-4323-BE85-7AB76090224D</string>
        	<string>225E0A48-2CDB-44A6-8D99-A9BB8AF6BA04</string>
        </array>

    Mac OS X 10.6.1:

        <key>SupportedPluginCompatibilityUUIDs</key>
        <array>
        	<string>2610F061-32C6-4C6B-B90A-7A3102F9B9C8</string>
        	<string>99BB3782-6C16-4C6F-B910-25ED1C1CB38B</string>
        </array>

    Mac OS X 10.6.2 (beta):

        <key>SupportedPluginCompatibilityUUIDs</key>
        <array>
        	<string>0CB5F2A0-A173-4809-86E3-9317261F1745</string>
        	<string>2F0CF6F9-35BA-4812-9CB2-155C0FDB9B0F</string>
        </array>

7. Save the file, and then open Mail.

Everything should be working fine now!  Many thanks to "detlefschmitt"
and "pretemsteinmetz" from the SourceForge.net forums [https://web.archive.org/web/20100421025758/http://sourceforge.net/projects/gpgmail/forums/forum/801904/topic/3404718]
for this solution. If you found this helpful, please thank the original
posters, and then urge Apple to do any of the following:

 - Provide native support for GnuPG in Mail, as they do S/MIME.
 - Publish a Mail plugin API, to make development of GPGMail easier.
 - Assign one or more members of the Mail development team to the
   GPGMail project.
 



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