![]() ![]() This setting is tied to the following registry data, so this setting can also be configured by an administrator through a modification of the registry. This problem can occur if the Send immediately when connected option is not enabled, as shown in the following figure from Outlook 2016. One caveat: users report that it doesn’t work on Outlook for Macs. When this problem occurs, the message remains in your Outbox folder until you manually initiate a Send/Receive operation (for example, press F9 or select send or receive). (For info on different versions of Outlook go to: and search for Delay or Schedule Sending Messages. When you send an e-mail message in Microsoft Outlook, the message may remain in your Outbox folder as shown in the following figure. Applies to: Outlook 2019, Outlook 2016, Outlook 2013, Microsoft Outlook 2010, Microsoft Office Outlook 2007, Microsoft Office Outlook 2003, Outlook for Office 365.Email stays in the Outbox folder until you manually initiate a send/receive operation in Outlook
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