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<p dir="auto">Bill,</p>
<p dir="auto">I haven’t yet had the issue with GPG Keys here. I don’t understand whether you encountered the issue on incoming secured email or outgoing email bearing your sender’s key signed (as a warning within MM).</p>
<p dir="auto">My use of GPG keys is quite limited to a few contacts that use them. One such is Benny to whom I haven’t had occasion to email lately. Another is his feedback account.</p>
<p dir="auto">So even after latest MacOS update, haven’t seen the rotating of (public facing?) keys or recognizing incoming signed email as an issue for me… Yet! Thanks for the heads. Up, though.</p>
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<div class="markdown" style="white-space: normal;"><p dir="auto"><br>
On 13 Dec 2025, at 14:46, Bill Cole wrote:</p>
<blockquote style="margin: 0 0 5px; padding-left: 5px; border-left: 2px solid #5855D5; color: #5855D5;">
<p dir="auto">For the past few hours I've been pounding my head against a MailMate hang which I'm likely not alone with.</p>
<p dir="auto">The latest batch of Apple Product Security emails caused MailMate to hang for me very reproducibly. I don't know the full explanation for why, but it has something to do with the GPG signatures on them. They recently rotated keys, so while I had many keys in my keychain for them, they were all expired. This shouldn't cause a hang in itself. The messages are structured as single plain text MIME objects including the signature, encoded by quoted-printable. This shouldn't cause a hang in itself.</p>
<p dir="auto">I don't fully understand the hang. However, the fix was relatively simple: remove all the old APS keys from my GPG keychain, quit GPG Keychain, kill all of the orphaned gpg and gpg-agent processes you may have from failed attempts to open the problem messageand the process running /usr/local/MacGPG2/libexec/shutdown-gpg-agent (which starts at login.) Go to <a href="https://support.apple.com/en-us/102148">https://support.apple.com/en-us/102148</a> and copy the current key. Launch GPG Keychain, which will notice the key in the clipboard (if you copied it right) and prompt you to import it. Once the right key is in the keychain, MailMate has no problem with the messages.</p>
<p dir="auto">--<br>
Bill Cole<br>
<a href="mailto:bill@scconsult.com">bill@scconsult.com</a> or <a href="mailto:billcole@apache.org">billcole@apache.org</a><br>
(AKA @grumpybozo and many *@billmail.scconsult.com addresses)<br>
Not Currently Available For Hire</p>
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