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 10/29/2025A 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: Users Say It's Broken—Microsoft response.
I had the opportunity to interview Caitlin Hart, the Principal Product Manager for New Outlook, where I asked the challenging questions of frustrated New Outlook users, IT Consultants, and IT developers. We talked about: Is the New Outlook just a wrapper for the web version? Why didn’t Microsoft recreate Classic Outlook from scratch? Why are users forced to switch to the New Outlook app? Why are some users still resistant to adopting the New Outlook? When will New Outlook meet the needs of power users? How is Microsoft encouraging VBA developers to stay ahead? And more Watch the video for Caitlin's responses. Video: https://youtu.be/5WYjmzrOZI8 #traccreations4e-p25 4/26/2025The 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.
Messages hidden when using Conversation view and Date sorting
I'm using New Outlook and I discovered that I'm not seeing both read and unread messages. I'm using conversation view, sort by is using 'Date', and sort order by is using 'newest on top'. Here is how my inbox appears (with messages blurred out for privacy). If I disable conversation view, then I immediately see a lot of unread messages that came in last week. Re-enabling conversation view then hides the unread messages again. However, if I filter the inbox to only show unread messages, Outlook says there aren't any unread messages. I also found that I can see the unread messages if I change the sort by to 'oldest at top'. What's also concerning about this is that I found there are some read messages that are also not appearing when using conversation view set to date and newest on top.New Outlook: Creating Rules for CC: and Sent Items (Workaround solution)
Many users have expressed that they are missing one of Outlook Classic's features: the ability to create rules for sent items. One popular use is automatically moving a Sent item to a designated folder of choice, which reduces the time it takes to handle email. Currently, rules in New Outlook manage received messages in the Inbox. This blog provides details. New Outlook Limitations: Outgoing Message Rules » TRACCreations4E I am happy to share that I finally came up with a workaround solution to add a copy of the message you sent to a folder of your choice. Yes, the original message will remain in the Sent folder, but you don't have to move it manually. This method should hold you over until Microsoft rolls out the functionality for "Sent rules," which has not been added to the roadmap. Watch the full tutorial to discover how you can: Setup your email Use hashtags in your signature line Set up an automatic rule Video: https://youtu.be/guOjz5lHJEY?si=un6jp2afgO-3PAhg Remember, this is a workaround solution. I am also waiting patiently for the Sent Rules functionality. If you find this information helpful, please mark it as the best response, which will assist others with the same question. /Teresa #traccreations4e 6/11/2024Outlook Offline Phase I: Available Features
The following are some of the key features introduced in Outlook Offline Phase I: Offline Email Access: Users can now read, reply to, and compose new emails offline. These actions will be synchronized once the user reconnects to the Internet. Calendar Management: Users can view only their calendar events without an internet connection. 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
New Outlook, can I access my contacts from more than one email account?
Is there any way I can access my extensive list of contacts from more than one email address/account? Currently they are all listed under my default email address account, but I sometimes need to send to people from those contacts using a different email account. Grateful for any help. Thank you.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.
