I fear that I have lost email I was trying to send, and that it is a repeatable issue in Mail.app
To recreate my issue
Take all accounts offline
Compose two (2) or more emails and send them
Go to Outbox and select all emails
Right-click and select "Send"
When prompted, select "Send"
Bring your accounts back online
The emails will not be sent, but will not be in the Outbox either
Is there any way to retrieve them?
Thanks!
Taking the accounts offline was just the easiest way to reproduce the issue. I discovered the issue when a serverside configuration was preventing me from making a connection to the SMTP server, but the effect was the same -
I attempted to send multiple emails
The connection error prevented them from being sent so they were placed in the Outbox mailbox
I changed a configuration setting thinking it would fix the issue
Selected all messages in Outbox
Right-clicked and selected "Send"
Confirmed "Send"
Messages were removed from Outbox but not delivered and I cannot find where or if they were moved
I have been able to reproduce this by both taking the accont offline and misconfiguring my smtp settings. I did not anticipate the possibility that sending emails would be a destructive act.
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