Outlook For Mac Attachments Warning

Outlook on the Web (what used to be called OWA) has a useful feature that checks an email you’re about to send, and if it contains words that indicate that there should be a file attached to the message, will warn you that nothing has been attached. It’s very nice, and it’s something we’ve all done once or twice or a few hundred times over the years, so I certainly appreciate the warning.

Opening Mail Attachment Warning

When you receive this warning message, you can click Continue to accept the warning.However, the warning may reappear the next time that Autodiscover runs. This issue occurs in Outlook 2016 for Mac version 15.9 and later versions when Outlook performs an Autodiscover operation and tries to connect to a service endpoint whose expected name is not present on the server's Secure Sockets. Outlook 2016 included some more useful features and gathered a bigger fanbase. However, the 2016 version of Outlook for Mac is not free of bugs. One of the most common issues faced by Mac Outlook users is attachment greyed out in Outlook for Mac. In this post, we will discuss how to troubleshoot Outlook 2016 for Mac attachments greyed out issue. Outlook for Mac features and add-ins issues WORKAROUND Search in Outlook for Mac returns limited or no results for macOS Big Sur FIXED Send button is greyed out and prevents sending an email WORKAROUND Message body of an.eml attachment is blank in Preview FIXED Changing 'Arrange By' sort option affects all folders in Outlook for Mac.

Outlook warning message

Included in the warning is that tick box to tell Exchange “Don’t show me this message again.” Obviously that tick box exists to cater to what is surely a small number of people who frequently mention words like “attachment” or “attached” without actually attaching anything to the email message, and therefore don’t want to be nagged about it all the time. But of course, it also means that normal people are going to tick that box by accident, and then complain when “that warning that usually appears didn’t show up and I accidentally sent an email without an attachment!”

Fortunately, the setting is controlled in the message configuration for the mailbox as an attribute named CheckForForgottenAttachments, which can be checked by running Get-MailboxMessageConfiguration.

[PS]C:>Set-MailboxMessageConfiguration-Identity adam.wally@exchangeserverpro.net-CheckForForgottenAttachments$true

Outlook For Mac Attachments Warning Book

The user may need to log out and in to Outlook on the Web, or at least do a refresh in their browser, for the setting to take effect again.