Sunday, May 8, 2022

Outlook error “Cannot send this item” when replying to an email [MS]

Last Updated: October 6, 2021


When you reply to an email that has long links in the body, Outlook may display the following error:

Microsoft Outlook error message, Cannot send this time.

This can happen if the 2085th character in a link is an escaped character. This issue can also occur with long URLs and when processed with SafeLinks.


The Outlook team is investigating the issue and will update this article when more information becomes available.


To work around the issue, you can do one of the following:

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