This behavior is by design. When Outlook 2011 for Mac downloads data from the server, Outlook first downloads the email headers and message bodies, and then Outlook downloads the attachments for each folder in batches of 20. During this time, the status displays Inbox: Downloading Attachments x/20. You use Microsoft Outlook 2016 for Mac or Outlook for Mac 2011 to connect to a mailbox on a Microsoft Exchange server. When you send an email message that contains a large attachment, you receive the following error messages in Outlook for Mac. Take the following steps to fix the issue: Mark all messages with attachments in Inbox as read and clear Folder Cache (Right-click the folder Properties Empty Folder Cache), then start downloading items again. Inbox should contain as few items as possible, 3000-4000 is the recommended maximum for Outlook for Mac. Step 4: Click the OK button to exit this dialog box. Then Microsoft Outlook 2013 or 2016 will warn you automatically if you may forget attachments. For example, you enter the text of “please check attachments”, “view attachments”, etc. In your message body, but do not insert attachments in the Attachment field.When clicking the Send button, a warning dialog box will pop out to say. Open attachments directly without asking by saving all attachments firstly in Outlook. Normally we can save attachments from one email with activating the Attachment Tools and applying the Save All Attachments feature in Outlook. But, what if saving attachments from multiple emails, or from the whole mail folder in Outlook? Try Kutools for.
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.
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.