Recent Discussions
Outlook 365 (classic) freezes syncing subscribed folders via IMAP
Win 11 home, with all current updates. Outlook 365 (365) Version 2510 Build 16.0.19328.20010) 64-bit; with all current updates. ISP: telusplanet.net (which is Google, with limited functionality), Servers: imap.gmail.com, port 993, SSL/TSL and smtp.gmail.com, port 465, SSL/TSL Protocol: IMAP. I was using POP before without any problems for years. The problem: When starting OL it downloads new mail messages OK. But after a while it freezes in ‘Synchronizing Inbox’ or rarely ‘Synchronizing Trush’ and does not download new messages from the server (which are visible in Gmail on Chrome) nor delete messages from the server, which were deleted locally. When this happens, to get it back, I need to shut OL down, wait, say 15 min, or longer, start it again and usually it is enough, occasionally I need to shut down and power the PC again. I have not uninstalled and reinstalled OL yet but am thinking of it. I use IMAP to sync mail, and Sync2 for contacts, calendar, and tasks – that works OK. I have tried just about anything possible, rebuilding profile, repairing OL, clearing cache, unlinking OneDrive, whatever I could think of, or what Copilot suggested, all to no avail. It is obviously very annoying. I believe, if it is happening to me, it must have had happened to others as well. It all started after switching from POP to IMAP. Any suggestion will be greatly appreciated, Jan
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?
Outlook for Mac 2021 reading pane
I use Outlook 2021 for Mac, have for years. Just staring today, when I opened Outlook, my reading pane was located on the bottom of my emails. I have always had the pane on the right hand side of the window. I made no changes to any setting. I changed the reading pane back to the right side, but when I close Outlook and open it back up, the reading pane returns to the bottom of the screen. How can I get the reading pane to default to the right side of the window?
issue with user outlook inbox
hello i have a user that have on her outlook inbox and boite de reception. on old laptop i build a new laptop for her install office after the language to set to french i still see Inbox and boite de réception i try the switch : outlook.exe /resetfoldernames i still have inbox and mail arrive in inbox i have stuff in boites de reception. what can i do ? Thanks
marking a task on outlook calendar without creating an appointment
I run drop in appointments via Teams a couple of times a week which people in my organisation can book onto using Microsoft Bookings. Often, no one turns up to these, so I end up using the time that has been set aside for other things. I also like to use my calendar as a "to do" list (I have ADHD, and I like to not have to look in too many different places for things I've written down). Not infrequently, I end up adding tasks to the times in my calendar that are meant to be set aside as available for people to book surgeries in, thereby making it impossible for them to book appointments at these times. I'd like to be able to put something in the calendar as a visual reminder to me that this time is blocked out, without thereby preventing people from booking at all.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
How to Convert OST to EMLX Without Losing Attachments or Formatting
When migrating emails from Outlook to Apple Mail on macOS, you have to pick an approach that maintains all of the information in your OST files. Gadgets To convert OST to EMLX without losing formatting or attachments, a specialized tool called Baer OST to EMLX Converter has been created. By preserving folder structure, email content, and information attachments, it guarantees data integrity. Since it enables you to work using multiple OST files simultaneously, bulk conversion is ideal for personal as well as business usage. The intuitive interface makes the process simple for laypeople and amateurs, taking just a few clicks for completion. The app gives you full control over your data and permits you to see mail and export individual files. This tool is reliable and trustworthy.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 sadOpen links in the Edge profile associated with the Outlook account
There is a setting in Microsoft Edge on macOS under Settings > Profile > Profile preferences labeled "Open external links in another profile when recommended by external applications". It seems like it ought to be possible for Outlook to "recommend" that a link in an email in my work account be opened in the Outlook profile signed in with my work account, and likewise for my personal account. How would one go about enabling that? I'm using Outlook for Mac version 16.103, and Edge version 140.0.3485.94, on macOS Sequoia 15.7.1. Thanks!
Can incomng emails be blocked before they get to the inbox?
I don't mean send to trash or bulk. I'd like to send unwanted emails based on some item like FROM or a word in the body of the email or something else. I don't want to see it in any folder. I don't care what it says. I would never see the email in any form. It would just disappear.New Outlook Calendar events notification not working.
Using the New Outlook (understand it is like the web version) I no longer receive event notifications in Windows and have missed some meetings. Now other parts of the New Outlook do hook into Windows like day\night so it can and does interact with the desktop. Why are no notifications raised for meetings? - this is a huge issue. I checked and double-checked, all of the notification settings are enabled. Help!Missing DragnDrop of attachments from new Outlook to browsers (SharePoint) – Please bring it back!
The new Outlook no longer supports direct drag & drop of email attachments into browser-based apps like SharePoint or OneDrive. In the classic Outlook, this worked seamlessly, but now we have to go through the desktop as a workaround – an unnecessary extra step that significantly slows down our workflow. Please restore this essential feature! Many businesses and power users rely on drag & drop for efficient work, and this limitation is a major downgrade.
Outlook Desktop / Send emails via Non-Default Account
Hi, How to make non-default account to appear automatically in From field then external application is composing new email. Have 2 account in Outlook Desktop 365: test1 [@] contoso [.] com - default test2shared [@] contoso [.] com - shared non-default mailbox Option "Always use the default account when composing new messages" is unchecked already. How to make test2shared account to appear automatically in From field without selecting it in drop down list every time we compose a new email or external application is composing new email.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.
Outlook for Mac (Paid Version) – Dozens of Challenges, Any Suggestions?
I don’t think I need to repeat what most of us already know: Microsoft’s in-app Outlook support is incompetent at best, misleading at worst. And so are all other Microsoft channels one can tap in to for support. The so-called “experts” loop the same scripted answers, suggest fixes that cause new problems, or simply stop replying. Tickets are closed prematurely (likely KPI-driven) without solutions, or left hanging with “we’re still working on it” updates every few weeks. My oldest ticket like this is now in month 4. Outlook for Mac feels like a paid beta test, and we are the paying beta testers. My Mistake (Following Bad Advice) On the advice of an in-app “expert,” I moved from Classic Outlook to the New Outlook after my IMAP accounts started duplicating files (Title-of-File 28 and so on). When the New Outlook began breaking down too, I tried switching back. That’s when I lost: My entire address book All reminders Other important data Now I’m stuck in New Outlook, with Classic no longer an option without risking more loss. Where I Am Now I’ve raised a dozen+ tickets and used the in-app support multiple times (currently broken in my Outllook since months). Each time, I asked for a real Mac Outlook expert or higher-level support. Instead, I’ve ended up with a list of about two dozen bugs and broken features (which I’ll share separately). I even sent this list with a letter requesting a real expert and a level-two support person. The result? A kind but non-expert agent. I ticked the box for email contact (which always results in a phone call), then they want screen sharing, then they offer useless answers, show they did not read thoroughly… and the loop begins again. My Main Question Right now, my top priority is: How can I safely revert back to Classic Outlook without losing data? I need a reliable way to back up everything in New Outlook first, so I can restore if things go wrong. The backup option in New Outlook is greyed out. When I asked support, their advice was literally: “Switch back to Classic and make the backup there.” I know… After months of tickets, I still don’t have a safe, confirmed backup/restore method. Why I’m Posting Here I no longer trust Microsoft’s “experts.” And I won’t experiment blindly with their suggestions until I know I can restore my data safely. So I’m asking this community: Has anyone successfully reverted from New Outlook to Classic without losing data? And how did you do this? How did you back up first? Are there tested workarounds for these problems, or is the only realistic option to abandon Outlook for Mac entirely? Any tested, real-world advice would be much appreciated. Thanks. PS and yes, I am on the latest Mac OS and Outlook version. Here is the doc submitted to MS: Subject: Escalation Request – Outlook for Mac Issues Dear Microsoft Support, First, I kindly request that this case be assigned to an agent with full Outlook for Mac expertise. So far, most of the agents I have spoken/dealt with seem more Windows-focused or not fully trained in Outlook for Mac. Important Notes Before Troubleshooting Pleasedo not suggest reinstalling Outlook or switching back to Legacy without addressing the risks outlined below. I havenine IMAP accounts (no POP accounts). When I previously followed support advice to create a new identity and reinstall Outlook, I lost all reminders and address book entries. I only managed to recover them by restoring from Time-Machine. This was unacceptable and must not happen again. If reverting to Legacy is necessary, I need aclear guarantee that no emails, reminders, or contacts will be lost. The reason I initially left Legacy was because of persistent folder duplication (e.g., folders named xx17 and higher) and your agent said this would be a good solution. Unless there is a permanent fix for this, reverting is not a viable option. Enclosure: Detailed Issue List – Outlook for Mac (Office 365, Commercial) A. Data Loss Risks & Backup # Issue Description Requested Fix Severity 1 Returning to Legacy Reverting risks data loss (reminders, contacts, calendar). Legacy also created random duplicate folders (xx17, xx18, etc.). Guarantee safe revert without data loss or folder duplication. High 2 Backups Export/backup option is permanently greyed out. Legacy allowed full backup. Enable backup/export for accounts, reminders, contacts, etc. High B. Search & Synchronization # Issue Description Requested Fix Severity 3 Search Failures (Visible Emails) Search fails to locate emails that are clearly present. Fix search reliability. High 4 Search Failures (Disappearing Emails) Emails vanish from search though retrievable via a deep search in UBF8T346G9.Office folder. Ensure Outlook search indexes all mail consistently. High 5 Reply/Sending Failures - Some messages stuck as “downloading” - Some messages hang in Outbox and can’t be deleted. Fix sending/reply bugs and allow removal of stuck messages. High 6 Duplicate IMAP Folders Some IMAP accounts show extra Inbox or Archive folders. Clarify origin and safe removal. Medium C. Email Functionality & UI # Issue Description Requested Fix Severity 7 Viewing Replies Legacy showed sent replies via a button; grouping in new Outlook is inconsistent. Restore a reliable way to view replies. Medium 8 Incorrect Sent Mail Count Unified Sent box shows “4,294,967,295” messages. Correct message count. Low 9 Replies Disappearing Some email replies disappear entirely unless found via deep file search (see 4). Prevent loss of replies. High 10 Attachment Indicator Emails with attachments no longer visually marked. Reintroduce indicator. Low 11 Outbox Editing Emails in Outbox cannot be opened/edited offline. Restore editing functionality. Medium 12 Categories Greyed Out Categories unavailable for IMAP inbox emails. Enable categories for IMAP. Medium 13 Trash Behavior Some emails vanish immediately after moving to Trash. Keep items until manually deleted. Medium 14 Restoring Deleted Emails Cannot drag emails from Trash back to Inbox. Allow restoring deleted items via drag/drop. Medium D. Calendar, Contacts & Reminders # Issue Description Requested Fix Severity 15 Teams Meeting Reminders Meeting reminders lack join links; accepted invites sometimes show as unconfirmed. Restore full functionality of Teams invites/reminders. Medium 16 AppleScript Support Commands like IMAP and Account appear in dictionary but don’t work. Restore full AppleScript functionality. Medium 17 Contact Autofill Stored names don’t appear in search/autofill. Fix contact lookup. Medium 18 Duplicate Contacts Contacts duplicate sometimes automatically; removal must be manual. Provide bulk de-duplication or stop auto-duplication. Medium 19 Duplicate Reminders Reminders duplicate sometimes automatically, removal must be manual. Provide bulk de-duplication or stop auto-duplication. Medium 20 Contacts Toolbar Cannot customize toolbar in Contacts. Enable customization. Low 21 Adding Contacts Cannot add email address to contacts by clicking it (was possible in Legacy). Restore this feature. Medium 22 Calendar Conversion Legacy allowed emails to be converted to calendar entries. Restore feature. Low 23 Calendar Invites Invites not available unless sent to primary account. Support invites across all accounts. Medium E. Notifications, Updates & Misc. # Issue Description Requested Fix Severity 24 In-app Support Not Working In-app Outlook support is non-functional and has not provided useful responses. Confirm why it fails and provide a working alternative. Medium 25 Support Notifications Daily pop-up about “Customer Support activity,” even when none exists. Feature now broken. Stop or fix notification. Low 26 Frequent Update Pop-ups Update window appears too often. Allow disabling or limiting update prompts. Low F. Support Experience & Compensation # Issue Description Requested Fix Severity 27 Support Experience Agents missed appointments, gave copy-paste answers, and closed unresolved cases. Improve continuity, assign competent Mac agent, ensure accountability. High 28 Compensation Request More than 20 hours lost on missed calls, repeated troubleshooting, and unproductive sessions. Confirm process for requesting compensation for lost time and effort. See below. High Request for Resolution and Compensation Given the number and persistence of these issues, Outlook for Mac (Commercial) feels under-tested and unstable despite being a paid product. I have already spent more than 20 hours waiting for promised calls, writing follow-up emails, dealing with answers that regress, non-Mac trained agents, bad copy-paste answers, attempts by agents to close unresolved issue, and troubleshooting without resolution to name a few. I feel like an unpaid and poorly treated beta tester! I request: Escalation to an Outlook for Mac expert. Clear guidance on safe backup/recovery for contacts, reminders, and accounts. A statement on how I can requestcompensation for this buggy application, the time spend and the ongoing headaches it gives, to name a few. Maybe the easiest is to cancel the need to pay the licencing fees. Please confirm the appropriate channel for submitting this claim unless you are authorised to so immediately, which I hope for simplicity’s sake you are. Thank you for your attention. I look forward to your prompt and constructive response.Mobile app Sub folder notifications
We have pushed all our users to use Outlook mobile apps on iOS and Android, however many are complaining that they have created rules on the Outlook desktop client to put emails in certain sub folders (i.e. all emails from my manager go into a sub folder) and not getting notifications. As the email is moved to the folder before it gets to the client, the mobile apps do not display a notification. As a work around I've had to set up some Flows so that if email received from a certain email address, it displays a notification. The user can then open Outlook and go to the relevant folder. Its not pretty. This seems like a basic feature, its available in the iOS and Android stock mail apps which most used before we pushed them to Outlook. Any plans on the mobile apps to have notifications for sub folders?A major step backwards: Classic Outlook vs. New Outlook on changing the "From" sending account
The Issue: In New Outlook, changing the "From" address after you have already started composing an email message opens a new, blank message window, forcing you to copy and paste your original message subject, contents, and attachments. This is an irritating change from Classic Outlook, where you could simply switch the sending account from a dropdown menu while keeping your drafted message fully intact. Expected behavior: When changing the "From" address while composing a mail message, it should simply be updated to the newly selected account, and the body, subject line, and any attachments of the message you are writing at that time should be preserved within the same composition window. The Classic Outlook Way (The Right Way) to Switch the "From" address: For years, my workflow in Classic Outlook has been simple. I click "New Email." The new message window opens, and the "From" field shows the currently selected account. I start writing my message. Then I realize I wanted to send it from another mail account. I click the "From" button, and a dropdown menu appears with all my accounts. I pick the one I want, and I'm good to go. The message content is untouched, it's all still there. Changing the From-address is a two-second action that is intuitive and efficient. The "New Outlook" Way (The Baffling Way) to Switch the "From" address: Now, I try to do the exact same thing in the "New Outlook." I click "New Email." The new message window opens, and the "From" field shows the currently selected account. I start writing my message. Then I realize I wanted to send it from another mail account. I click the "From" button, and a dropdown menu appears with all my accounts. I pick the one I want. But then, after choosing a different From-address, a completely blank new message is opened. And I have to copy/paste everything from the message window I was writing in before to the newly opened message window. So annoying! This feels like a classic case of simplifying the UI to the point where it loses critical functionality. What used to be a simple dropdown selection in Classic Outlook is now an irritating multi-step process in New Outlook. It seems to be an intentional design choice, but it's one that ignores the reality of how users with multiple mail accounts actually work.
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