On Jan 30, 2024, at 10:31?AM, Steve <srickaby@...> wrote:

?Be aware that under the 'right' circumstances this release of Apple Mail can irretrievably lose outgoing mail.

I cannot be absolutely sure of the sequence of operations that lead to this loss, but it was of a very long email that's I'd worked on for about an hour. The bug is associated with the 'undo send' feature. I'd set this to a thirty second delay, and after executing 'send', realised that Mail's autofill for the addressee field had put in the wrong person.

So I cancelled 'send'. I'm not entirely sure what happened after that, but it involved Mail asserting that it would send the email later, and then losing all trace of it. By 'all trace', I mean that the draft was not recoverable by searching all mailboxes, rebuilding all mailboxes, and as a last resort searching Mail's entire database using BBEdit.

In the end I had to draft the entire thing again.

My advice to anyone intending to send a long and carefully worded email in Mail is to draft it in TextEdit. At least then you have a copy if Mail barfs.

--
Steve