outlook contacts continuously restore themselves
I decided to clean out my contacts in outlook, so I exported them all out to a .csv file and then I deleted all 1,200 of them (100 at a time, because apparently microsoft feels that any higher amount would be bad...). Then I spent a few hours in excel combining, consolidating and deleting them down into about 600 contacts. When I went back into outlook and clicked on people, to my surprise all 1,200 of my original contacts were right there again as if I'd done nothing. I figured that some other device must be restoring (through some normal synching process), so I turned off **REMOVED** computers and phones that I've ever used to access outlook). Then I deleted all of the contacts once more, this time using the OWA webpage with my local outlook completely closed. Unfortunately, the exact same thing happens. After repeating that process several more times last night, I shut down my laptop and went to bed. I got up this morning, opened my local outlook app, clicked on people and there were no contacts there at all. For about 5 seconds I was happy, until all 1,200 of them instantly popped right back up like a really bad joke or a dream. Something either on my computer or (I suspect) on microsoft outlook servers is automatically forcing a complete restore of all my contacts. Two side notes: 1) I can create/add and delete single contacts and those changes seem to stick, and 2) I can delete all contacts except a single one and that seems to stick, and 3) I can import my cleaned up .csv file containing 600 contacts back into outlook (with only the one single remaining contact in there), it says that all 600 contacts have been successfully imported, and then within minutes - all 1,200 contacts are back right where they were in the beginning. The truly frustrating part about this issue (and most companies these days), is that IF the customers could possibly **REMOVED** about it so that we can simply continue to make and sell more stuff. It's very sad
Support for auto-filing sent emails
I am looking for a solution to this scenario in the New Outlook: I send tens of emails per day The sent emails are stored in the Sent Items folder I need to manually move each of them into the sub-folders in my Archive folder - e.g. one for support cases Is there any way to automate the step (3) - i.e. to automatically file the sent emails into the folders they belong to? The Classic Outlook had "When replying to a message that is not in the Inbox, save the reply in the same folder" which is not present in the New Outlook. Maybe the New Outlook should have something even more powerful? In addition to this feature, a button suggesting into which folder each message should be filed? Finally, the Outlook Rules are very powerful but they do not apply to the sent emails. Maybe time to generalize these?Significant changes to the New Outlook Calendar Event User Interface
In October 2025, the New Outlook Calendar Event was redesigned to incorporate Copilot, leading to a complete user interface makeover. Many icons were rearranged. This blog post includes a screenshot, icon placement, and descriptions. New Outlook Scheduling Gets a Makeover - Copilot Chat Joins #traccreations4e-p25 10/29/2025
Emails Showing with Black backgrounds while NOT in dark mode?
New to the discussion forum but couldn't find anything about this online that wasn't years old already. We're using new outlook and there are emails that we've been getting (both tests of our own email campaigns and outside emails) that have been forced to use a black background regardless if it's on light/dark mode. It's odd and our emails aren't showing up correctly. If there is a way to fix it - would love to know. They only seem to appear correctly in the web browser version of outlook. I'm looking into ways to force our emails to show up the same in both light and dark mode but thought I'd ask if there was a fix just in case.My Outlook.com doesn't receive NDR (non delivery report)
Hi, I have a personal email on outlook.com (with Microsoft 365 Familly). I always use the web client from https://outlook.live.com. If I send an Email to a non existant address, I never receive any NDR. I have check my spam folder, there is nothing. I have no rules, no Email transfert, no IMAP configuration, no POP configuration, ... That seems useless, but some time I wait some answer from people, and I discover after weeks that I have made a small error in their Email. I already miss important business because off that. And I can't call my client each time I send an Email to be sure they get it. How can I receive the NDR ? Thanks for your help.Outlook for Mac - Upload and Share is not working as access "Recipients of this message" is missing
New Outlook for Mac has since some versions back gotten the feature where the user can upload a file and share it to the recipients of the e-mail. The file will be per default be uploaded to DOWNLOAD folder in OneDrive. Now this is not working on Outlook for Mac as the whole access permission Recipients of this message" is missing. On Windows and Outlook on Web, this is available, but not for New Outlook for Mac. It seems that this feature is not yet fully developed on Outlook for Mac. Any others that see the same and can confirm?Replying to emails from M365 Outlook group
A problem I am stumped with, so I am reaching out for some help/guidance. One group wants to not have the emails going into their own inbox but manage and reply only from the group inbox itself (so they know the email has been processed by deleting it once replied). It worked OK to begin with and then some users couldn't reply, then more. Some still can. I have tried reindexing local copy, using browser instead of app & changing the send on behalf of permissions. Owner or member of group doesn't seem to make a difference. Error messages include "This message can't be sent because it no longer exists. It can only be discarded. Make sure you copy the contents of the message before you discard if you want to use them later." and "Couldn't send this message". Please see screenshots attached. My questions: 1: Is Outlook on M365 designed to allow users to reply from the group either as the "group" or as themselves? Information I found isn't clear. 2: If it is / can be - what can I do to make it work for all users? Thanks!
Run rule now is grayed out
My rules in Outlook are grayed out again. The part of manual execution. And this status has been remained for at least 3 days. I encountered this circumstance before like few months ago and here we go again. My account is personal account (Outlook.com). When I use Microsoft Outlook for Mac, Version 16.101 (25091314), to see my rules and wanna execute one of the rules, it's greyed out, a.k.a, cannot be executed. When I open a browser, say Edge, (Version 140.0.3485.66 (Official build) (arm64)), the same status as well. My findings so far: All of rules that will categorize email cannot be executed manually now. Rules that will delete emails can be executed manually. It's manual execution that won't work. Coming emails will still be categorized by the rules automatically. Any clue how to solve this? Or somewhere is wrong internally in the system so far?
Outlook group contact reappearing after removal
One of my users has an Outlook group with 15-20 contacts in it. A terminated user's email address refuses to be removed causing email bounce backs. When removed from the group and refreshed the contact reappears after changes were saved. Keep in mind that other contacts have been added and removed without issue. I have attempted to remove the user via desktop app and OWA. Cleared web cache, cookies, etc. Account has also been fully deleted from 365 at this point yet the contact remains. How do I banish this contact?
