Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi òniacamprubí,
According to your description, I run a test on my side, and as you said, if I go to the Outbox and edit an email that was configured to be sent out with a Delay Delivery, it changes to Edit Mode and this is not sent. After some attempts, I found the workaround is to reset the delay after edited the original email, by resetting delay and clicking send again, the email will be sent at the specified time.
I'm not sure what the reason is, because there doesn't seem to be any official document pointing this out. I think maybe after we set the delay delivery, any changes/ interrupt will cause the delay delivery to fail.
Best Regards,
Linda