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Delay Delivery is a great option when you prepare an email in advance of when you want it sent. If you haven’t used the feature before, here are the steps.
For Outlook — Windows desktop version:
For Outlook — web version:
A common challenge when using Delay Delivery in the desktop version is that the email will only send when the Outlook application is open. This can defeat the purpose of delaying the send if the point was to send a message while you are out of the office, for example.
This is because the desktop version of Outlook is running in Cached Exchange Mode. When you enable the Do not deliver before option, the message is stored in the local Outbox, not on the server.
However, there are two workarounds for this problem.
You can opt to use the web version of Outlook whenever you want to delay a send. Those emails will be saved to the server and send at the time you selected.
Atlernately, you can change the settings of your Windows desktop version of Outlook so that it doesn’t use the default cached mode. Here’s how:
Note: Any messages already scheduled for delayed delivery in your desktop app and stored in Outlook’s local Outbox will be lost when you make this change. Save them as drafts, first, then schedule them for delay delivery after you’ve made the change and restarted Outlook.