If the Outlook 365 delay delivery feature is not working, then scroll down this page to know the causes for the issue and the steps to resolve it. Usually, the delay delivery feature of Outlook 365 doesn’t work if the Cached Exchange Mode option is enabled. This issue also occurs when Outlook 365’s scheduled time is configured correctly. To resolve this Outlook 365 delay delivery not working issue, disable the Cached Exchange Mode option on your Outlook 365 account. Follow the below instructions to do it.