There are some issues I've run across with when using the "Delay Delivery" and "Cached Mode". When Cached mode is enabled on the client, the "Delay Delivery" email sits in the Outbox in the Outlook client and it's not in the Outbox on the server. This apparently is by design, but means that the Outlook client needs to be running for the "Delivery Delay" to work correctly. If you uncheck Cached Exchange Mode, then the emails are saved to the Outbox on the server.
I usually instruct users that have to use the "Delivery Delay" option to not run their Outlook in Cached Mode. Even after removing the "Delivery Delay" option, you still need to click "send" to have the email sent or it will just sit in the Outbox.
- Edited by JoeFri Friday, June 19, 2015 4:41 PM
what Outlook version are you using and does it have the latest patches applied to it? I've seen this type of behavior before but it was in earlier versions of Outlook 2010 and 2013.
If you were running in cached exchange mode then I would say it's a corrupted OST but you said you weren't running in cached.
If your Outlook is up to date, I would try to create a second outlook profile for testing and see if the behavior is the same.
what Outlook version are you using and does it have the latest patches applied to it? I've seen this type of behavior before but it was in earlier versions of Outlook 2010 and 2013.
If you were running in cached exchange mode then I would say it's a corrupted OST but you said you weren't running in cached.
If your Outlook is up to date, I would try to create a second outlook profile for testing and see if the behavior is the same.
- Proposed as answer by Niko.ChengMicrosoft contingent staff, Moderator 23 hours 0 minutes ago