Reminders Auto-Dismissing Problem
Dear Microsoft, This message is from our Business Administrator. I am strongly considering moving our growing organization to Google's G-Suite because of this issue. Please resolve and report back once done.
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Outlook Web in the browser does not keep non-dismissed reminders listed in the "Reminders" box. For some non-logical reason, they fall off after a certain amount of time. There is no way to change this "auto-dismiss" setting, nor is it possible to find reminders that have been auto-dismissed, but not actually dismissed by the user.
I live by these reminders. Sometimes I'm very busy and cannot get to them for a week or more, but they need to stay on my reminder list until I can get to them. That how reminders are suppose to work. They should not dismiss until I click “dismiss”.
Today, I opened the Outlook desktop client application for the first time in several weeks. And to my surprise, I had over 30 old reminders that were auto-dismissed from Outlook Web. This included reminders to pay certain bills, to send payment for employee items, etc. You can see how important this is. These reminders NOT YET BEEN DISMISSED by me in Outlook Web, but Microsoft elected to Auto-Dismiss them. This is a serious flaw, and if I can't trust Outlook Web to work correctly, then it's better to not use it in the first place.

6 comments
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Earl Hoeg commented
I am having the exact same issue. My office just switch our desktop email to be linked to O365 and my reminders dismiss when I log out. Is this not a forum for Microsoft to reply with answers?
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Steve Dziama commented
Same issue here. Outlook 2019 and migrated mailboxes from on-premise Exchange to Exchange online and now reminders are auto-dismissing (setting to "None") pretty randomly...
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Richard commented
I'm having the same issue. I have a work account and personal account both in O365. The work account just migrated to Exchange on-line which seems to have messed-up reminders on both accounts. Reminders auto-dismiss once the event time has passed. Any new ideas on this?
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Ryan commented
I'm having the same experience as the last comment below. Outlook on the web is not involved, only the desktop version. Any reminder that comes up will stay for a little while (around 15 minutes for the last one I noticed) and then disappear. After seeing the comment below I opened the appointment on the calendar and sure enough, the reminder setting had been changed to none. It's good to know this is definitely a bug caused by a recent update and not just an isolated incident on my computer.
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Anonymous commented
I've got the same problem. It's been happening for a couple of months now, and it seems the reminder is automatically changed from 15 minutes to none. Sometimes this happens during the day, but all disappear overnight as they are not there the following day. The odd old reminder (which was auto-dismissed) comes back but there is no pattern. It would be good to know if you found a fix.
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dv commented
Has this issue been resolved as I am experiencing the same issue?