Outlook email stuck

symptoms

When you send an email message in Microsoft Outlook, the message may remain in the Outbox as shown in the figure below.

Outbox in Outlook

When this problem occurs, the message remains in your outbox until you manually initiate a send/receive operation (for example, press f9 or select send or receive).

cause

This issue can occur if the send immediately when connected option is not enabled, as shown in the following figure in outlook 2016.

Send/Receive Outlook option

This setting is tied to the following registry data, so an administrator can also configure this setting through a registry tweak.

resolution

Use the following steps to re-enable send immediately when connected.

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