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

Last Updated: March 25, 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 2084th character in a link is an escaped character. This issue can also occur with long URLs and when processed with SafeLinks.

STATUS: FIXED

This issue is fixed in build 13913.10000 which is anticipated to be in production Current Channel in late April 2021.

WORKAROUND:

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

More Resources

Icon Experts (brain, gears)

Ask the experts

Connect with experts, discuss the latest Outlook news and best practices, and read our blog.

Outlook Tech Community

Icon Community

Get help in the community

Ask a question and find solutions from Support Agents, MVPs, Engineers, and Outlook users.

Outlook Forum on Answers

Icon feature request (light bulb, idea)

Suggest a new feature

We love reading your suggestions and feedback! Share your thoughts. We're listening.

Outlook UserVoice

See Also

Fixes or workarounds for recent issues in Outlook for PC

Need more help?

Expand your skills
Explore Training
Get new features first
Join Microsoft Insiders

Was this information helpful?

Thank you for your feedback!

Thank you for your feedback! It sounds like it might be helpful to connect you to one of our Office support agents.

×