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.
New Outlook not playing new email sound or sending notifications.
I'm using the New Outlook and it's not playing the new email sound and not displaying notifications for new emails. If I switch to the Classic Outlook it plays the sound and sends a notification. I have checked all the sound and notification settings, all updates are installed and I'm running the latest version. How do I fix the issue of the New Outlook not playing the new email sound and not displaying a notification?
New Outlook Saving all Attachments
Some of our users have switched to New Outlook and when saving "All Attachments" of 2 or more files they are saved in a zip file and causing issues for users having to unzip before they can interact with the files. On reading around I can see that this cannot be switched off at the moment. The only work around would be to save files 1 at a time or switch back to classic outlook. Switching back to classic outlook is not really an option because the user went to new outlook because of performance issues. Is there a suggestions area I can submit a request to have the save all attachments to work like it did in classic outlook.
New Outlook Unable to Close Since build 26220.8754 Update
Since build 26220.8754, I (and others) have been unable to close New Outlook using the X. I went into Windows Settings > Apps > Installed Apps > Outlook > click the 3 dots to the far right, select Advanced Options. Then select Reset. It worked for 1 time, but then the issue just showed right back up. I am not the only one with this issue, it has been reported here https://learn.microsoft.com/en-us/answers/questions/5933524/new-outlook-doesnt-close-with-x-any-longer?source=docs
Drag and drop email-to-task (To Do) from favourites bug
It's been driving me crazy but I finally seemed to figure out why I could no longer drag emails into the ToDo pane to create tasks. Firstly, it seems that you can only drag emails to create tasks for business, or non-Microsoft accounts, I'm not sure which, or both. Secondly, you need to select an email from within the actual account in the left pane, NOT favourites. See this image: https://imgur.com/a/ZdyAvYb This bug may have been introduced in the last few months, as I don't recall encountering any issues until somewhat recently. Anyway, I hope this helps prevent someone from ripping out their hair like I was.The New Outlook seems to have lost a feature
Does anyone know how to get a default set (like we used to have) to automatically get a BCC of all email sent and replied to? I am using the client on my laptop and the IOS App on my iPhone. I am interested in knowing how to get this feature back. It used to be a setting - which is no longer available. I've tried creating rules and quick steps - neither has worked.Outlook Offline Phase I: Available Features
Updated November 18, 2025. The following are some of the key features introduced in Outlook Offline Phase I: Offline Email Access: Users can read, reply to, and compose new emails offline. These actions will be synchronized once the user reconnects to the Internet. Calendar Management: Users can create, edit, and delete calendar events while offline.. Contact Access: Access to contacts is available offline, allowing users to look up contact information. Synchronization: Any offline changes, such as sending emails, updating calendar events, or modifying contact information, will automatically synchronize once the internet connection is restored. Unsupported Features While Outlook Offline Phase I brings a host of new functionalities, it is important to note that not all features are supported in the offline mode - yet. I recommend downloading the updated list of supported and unsupported features to ensure you have the most up-to-date information on what is supported and what is not. Video: https://youtu.be/qzHfnlfhuEw Visit Website: Microsoft Outlook's Offline: Features Availability » TRACCreations4E
