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https://answers.microsoft.com/en-us/msoffice/forum/msoffice_outlook-mso_win10-mso_2016/why-doesnt-outlook-email-delay-delivery-happen/6ac0d3ba-28b8-4cbc-bffd-567d1c83fc50
Mar 16, 2017 · Just to confirm, are you using an Outlook account when using the delay or schedule sending email messages? If you are using POP3 or IMAP account, it is advisable to keep Outlook app to be open until the message is sent. This could also be the reason why this feature is not working for you.
https://support.microsoft.com/en-us/help/918824/an-e-mail-message-may-not-be-delivered-at-the-scheduled-time-when-you
Oct 27, 2010 · This file is periodically synchronized with the server. When you enable the Do not deliver before option to defer the delivery of a message, the message is deferred to the local Outbox, not to the server. Therefore, the message will not be delivered from the local .ost file unless Outlook is running when the message is scheduled to be delivered.
https://support.office.com/en-us/article/Delay-or-schedule-sending-email-messages-026af69f-c287-490a-a72f-6c65793744ba
Delay or schedule sending email messages. Outlook for Office 365, Outlook 2019, Outlook 2016, Outlook 2013, Outlook 2010 ... You can delay the delivery of an individual message or you can use rules to delay the delivery of all messages by having them held in the Outbox for a specified time after you click Send.
https://www.saleshandy.com/blog/outlook-delay-delivery/
Nov 11, 2017 · This isn’t possible with the native outlook delay delivery feature. However, to be at the top of your recipient’s inbox you have to no more keep your outlook open or remain online 24×7. The outlook delay delivery problem can be overcome using the SalesHandy Outlook plug-in.
https://www.experts-exchange.com/questions/24580302/Outlook-Delayed-Sent-not-Working-Properly.html
I am attempting to use the delayed send feature of Outlook 2007, but it is not functioning properly. After composing the message I specify the time I would like to send the message, click the close button on the Message Options box, and then click the send button.
https://docs.microsoft.com/en-us/exchange/troubleshoot/mail-delivery/email-delivery-issues
Mar 26, 2020 · If a user is receiving email in their Outlook on the web mailbox but not on the email app that's installed on their machine, that could indicate that there's an issue with the users machine or email app. Ask the user with the issue to sign in to Outlook on the web to verify that their Office 365 email account is working correctly.
https://office-watch.com/2012/delayed-sending-in-outlook-and-the-bug/
Delayed Sending in Outlook and the bug. by Office Watch 20 March 2012. Timing ; ... Delay Delivery Do not deliver before. ... another time zone when you’ll be away from your computer but you want the message to appear during the receiver’s working day.Author: Office Watch
https://community.spiceworks.com/topic/2088930-o365-outlook-2016-delayed-send-not-working-in-cache-mode
Nov 15, 2017 · If I am in ONLINE Mode - not in cache mode with the outlook client, I can setup a delayed email delivery but then, an this make no sence, any inbound email notifcation seems to stop working. One would think that in the ONLINE mode all the tools for the OL client should work, given the client is sync directly to the Exchange CAS server. Thoughts?
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