If you change your mind and want to edit the message some more, click Cancel to stop the spell check, and then click No. If there are no spelling mistakes, it sends the message right away. Now when you click Send, Outlook checks spelling automatically. Step 3: Click the Spelling and Autocorrect button in Email remains in the Outbox when you use the DelegateSentItemsStyle registry valueUnder Compose messages, check the Always check spelling before sending box.Your Outlook profile is configured in online mode (not cached Exchange mode). CauseThis problem occurs when all the following conditions are true: Updated to Outlook for Microsoft 365 for Mac.When you send an email message from a shared mailbox, the sent email message remains in your Outbox until you manually perform a Send/Receive operation.
On the E-mail tab, select the Exchange Server account, and then select Change. On the Tools menu, select Account Settings. On the E-mail tab, select your Exchange Server account, select Change, and then enable the Use Cached Exchange Mode option. On the File tab, select Account Settings, and then select Account Settings. Method 1 - Change the value of DelegateSentItemsStyle to 0 in the registryIf you set DelegateSentItemsStyle=0 in the registry, email messages that you send from a shared mailbox will be copied to your Sent Items folder and not the Sent Items folder of the shared mailbox.In this key path, the placeholder represents 16.0 for Outlook 2016, Outlook for Office 365 and Outlook 2019, 15.0 for Outlook 2013, 14.0 for Outlook 2010, 12.0 for Outlook 2007, and 11.0 for Outlook 2003.Method 2 - Change your profile to cached modeIf you must have the functionality that is offered by the DelegateSentItemsStyle registry value (=1), your other option is to change your profile from online mode to cached mode. If these methods are not acceptable, see the Workaround section for additional options. Note that if you enable this feature and enable the DelegateSentItemsStyle registry value with a cached Outlook profile at the same time, two copies of the sent item will be saved in the shared mailboxes Sent Items folder.For more information about this feature, see Want more control over Sent Items when using shared mailboxes?. Because this new feature is handled by the Exchange server, Outlook can be configured for online or cached Exchange mode. Microsoft Exchange Server 2013 Cumulative Update 9 or later or Microsoft Office 365 Exchange OnlineCumulative Update 9 for Exchange Server 2013 introduced a new feature that allows administrators to configure the Sent Item folder to which a message is copied. However, the Exchange server feature works only if the Outlook DelegateSentItemsStyle registry value is disabled.For more information about the Set-MailboxSentItemsConfiguration cmdlet, see Messages sent by using the "Send As" and "Send on behalf" permissions are only copied to the Sent Items folder of the sender in an Exchange Server 2010 environment.
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