Sunday, May 8, 2022

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

Last Updated: October 6, 2021

ISSUE

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.

STATUS: INVESTIGATING

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

WORKAROUND:

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

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