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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://kb.globalscape.com/Knowledgebase/10753/Email-gets-stuck-in-the-Outbox-after-Microsoft-update
(Outlook 2010 screen shots are shown below; however, the basic steps are the same in Outlook 2007.) 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.
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://answers.microsoft.com/en-us/msoffice/forum/msoffice_outlook-mso_other/messages-wont-leave-outbox-sit-in-datenone-and/4cc69bea-d6b8-43f8-9a3b-dffa97eb4806
May 18, 2017 · Messages won't leave Outbox - sit in Date:None and cannot be sent (delay send becomes checked as well) I have spent weeks researching and trying everything I could find. I have talked with Outlook experts who could not resolve this.
https://community.spiceworks.com/topic/168384-outlook-2010-messages-not-sending-in-outbox
Dec 06, 2012 · Outlook 2010 messages not sending in outbox. by WkndDrumr. on ... relaunch outlook and the offline cache will be recreated. ... The problem in our case is the message is stuck in the Outbox with multiple recipients. The message is sent out every minute to all but one recipient.
https://support.microsoft.com/en-us/help/2797572/email-stays-in-the-outbox-folder-until-you-manually-initiate-a-send-re
Outlook 2010 and later verisons. On the File tab, click Options. In the Outlo ok Options dialog box, click Advanced. In the Send and receive section, click to enable Send immediately when connected. Click OK. Outlook 2007 and Outlook 2003. On the Tools menu, click Options. In the Options dialog box, select the Mail Setup tab.
https://support.microsoft.com/en-ca/help/2894412/email-messages-remain-in-the-outbox-due-to-deferred-delivery-rule
May 20, 2019 · Email messages remain in the Outbox due to Deferred Delivery rule. Content provided by Microsoft. ... Outlook 2010 or later versions. ... Rules that delay e-mail delivery on 'Send' will have "defer delivery by # minutes" in the rule description.
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