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https://social.technet.microsoft.com/Forums/en-US/b1978e7d-db42-4347-83f4-ecd6996c9b46/delivery-delay-cant-be-cleared-or-changed-email-stuck-in-outbox-of-outlook-2010
Nov 18, 2015 · we have a Exchange 2010 Server and client use Outlook 2010.One user report that there is message stuck in Outbox. It is message with Delay Delivery setting. Tried several times to clear the check box beofer the Delay delivery setting and close the window. The email still there. The setting was not cleaned. Tried create new messge and send, no proble,
https://answers.microsoft.com/en-us/msoffice/forum/msoffice_outlook-mso_winother-mso_2013_release/emails-stuck-in-outbox-when-delay-delivery-rule-is/2cff1bb6-4478-42ca-8cf5-43600820733e
Jun 29, 2016 · Emails stuck in Outbox when Delay Delivery Rule is on - Outlook 2013 ... I have always had the rule 'delay delivery by 1 minute' and never had an issue in Outlook 2010. Now when I send a message, it just hangs in the Outbox. In order to get the message to send, I have to click the 'Send All' button BUT who wants to do that every time AND ...
https://support.office.com/en-us/article/Delay-or-schedule-sending-email-messages-026af69f-c287-490a-a72f-6c65793744ba
If you decide later that you want to send the message immediately, do the following: Switch to the Outbox folder. Open the delayed message. Select the More options arrow from the Tags group in the Ribbon. Under Delivery options, clear the Do not deliver before check box. Click Close. Click ...
https://kb.globalscape.com/KnowledgebaseArticle10753.aspx
Disable the Mail Express Outlook Add-In via the Outlook Trust Center, and then remove the deferred delivery date for messages stuck in the outbox. Open the Outlook Add-Ins interface: In Outlook 2010, click File -> Options -> Add-Ins .
http://www.sussex.ac.uk/its/help/faq?faqid=2565
It's quite easy to click the Delay Delivery button accidentally when you had intended to use one of the buttons either side. If this happens and you then just click the Close button in the resultant Properties dialogue box (there is no Cancel button, which would have been useful), it's likely that a delivery delay will still have been applied, and when you click Send, the message will go into your Outbox folder …
https://support.microsoft.com/en-us/help/2797572/email-stays-in-the-outbox-folder-until-you-manually-initiate-a-send-re
When you send an e-mail message in Microsoft Outlook, the message may remain in your Outbox folder as shown in the following figure. When this problem occurs, the message remains in your Outbox folder until you manually initiate a Send/Receive operation (for example, press F9 or click Send/Receive).
https://community.spiceworks.com/topic/168384-outlook-2010-messages-not-sending-in-outbox
Dec 06, 2012 · The message remains in the outbox, and continues to send until,you delete it. Our solution has been to open a new message, begin typing the suspected bad address until autocomplete lists it (highlighted), then press delete key to remove it. Start typing the address again, then press Ctrl-K to resolve the address to the user's address book.
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