Set up Windows Task Scheduler to pop up a prepared template a week to a few days in advance and send it to the Outbox then. I certainly would not use this feature to schedule messages far in advance, not only because of the annoying alert every time you close Outlook, but because the message will be dated the day you sent it to the Outbox, not the day Outlook actually hands it off to the SMTP server. :) We recommend leaving Outlook open when the computer is turned on and hibernating the computer instead of shutting it down. While it may be clear to you that there is a message waiting to be sent days later, the close process has no way of knowing how far out the message is scheduled for, so it pops up the warning every time you close Outlook. When you create a message and set the option to not send it until a future date, you'll always get a message when you close OutlookĪre you sure you want to exit without sending messages?
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