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1. Open Outlook 2016 for Mac.

2. Select View > Sidebar.

Select View > Sidebar to see your list of folders

1. In the sidebar, choose the Sent folder.

2. Select Organize > Arrange By > To.

Sort your mail in different ways by clicking Organize > Arrange By > and selecting from the list of options

Error code 3253 means that your connection to the email server failed or was dropped. You might need to update your version of Outlook.

1. In Outlook, click Help > Check For Updates.

2. If an update is found, download and install it.

3. Restart Outlook.

4. If the problem continues, click Help > Contact Support.

You might be offline. On the Tools tab, make sure the Online/Offline toggle switch is set to ON.

If the problem continues, your message might have an attachment that's too large to send. See Email doesn't send.

Offline/Online slider on the Tools tab

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See Also

Use a screen reader to explore and navigate Outlook Mail

What version of Outlook do I have?

Learn about Office 365 Groups

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