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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 · This could also be the possible reason why it doesn't work for if you're using Outlook account as well. Just to confirm, were you able to send email thru delay delivery option after you log off before? How about sending emails thru delay delivery option while keeping Outlook 2016 open? We look forward to your reply.
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://docs.microsoft.com/en-us/exchange/troubleshoot/mail-delivery/email-delivery-issues
Mar 26, 2020 · Fortunately, Support and Recovery Assistant finds and helps you fix most issues with Outlook or Office 365. As a first step in troubleshooting email delivery problems for Office 365 for business, we recommend that you download and run Microsoft Support and Recovery Assistant on the affected machine.
https://support.microsoft.com/en-us/help/2695805/how-to-troubleshoot-performance-issues-in-outlook
Nov 14, 2019 · This article describes how to troubleshoot performance issues in Microsoft Outlook. You may experience one or more of the following performance issues in Outlook: Outlook seems to be unresponsive. Outlook seems to stop responding for a long time.
https://superuser.com/questions/722275/our-outgoing-emails-are-all-being-delayed
We are on Outlook 2010, and all of a sudden all our outgoing emails are being delayed. They are leaving the system, but not being delivered. Our internet is working fine. This is the message I am getting: Delivery is delayed to these recipients or groups: "the name of the person I'm emailing" This message hasn't been delivered yet.
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.extendoffice.com/documents/outlook/1119-outlook-delay-delivery.html
Have you ever sent a message in Microsoft Outlook and immediately regret for the delivery? Or maybe you don’t want to send your message immediately when you finish composing your email. Outlook has a built-in feature that allows you delay single message delivery at a time or some messages every time.
https://social.technet.microsoft.com/forums/office/en-US/e2b852e3-00a9-40b0-bee2-58b3a58430f6/delay-delivery-outlook-2007-ost-when-outlook-closed-it-will-not-sent-at-the-set-time
Oct 10, 2011 · Environment: Exchange 2007 SP3 - Outlook 2007 SP2, Exchange Cache Mode ON Issue: Delay delivery; email will sent only when Outlook is open. Outlook will not sent "delay delivery" email when is closed. Tested: the Delay delivery feature only works when .ost is disabled I am looking for possible ... · Hi Thank you for using Microsoft Office for IT ...
https://superuser.com/questions/631464/outlook-defaults-to-sending-emails-at-500
(At least, that was my problem, and I assume you're in the same boat.) The setting that I believe you are referring to is on the "Options" ribbon, in the "More Options" section: the button labeled Delay Delivery. Pressing this button opens a dialog that allows you to set the delay-delivery settings.
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