New Outlook Data Classification/DLP/missing features
Hello, I am noticing a couple of new issues with New Outlook. All the above works with old Outlook. -Auto Labelling not working(Based on Sensitive info type). -Label requirement not working (i.e. Users can send without a label, in old OLK/OWA, they get a prompt to label the email) -Label Inheritance not working (from attachment) -Smime Signing/Viewing emails. -If you set a dlp policy with an option to add certain label based on a detected sensitive info type on unlabelled emails, The policy tip is displayed but the label is not added. All the above works with old Outlook and most work in OWA but all the above does not work in New Outlook. Any workarounds? are those functions not supported yet? Any help will be appreciated.
New Outlook: Shadow contacts not stored in Outlook.com, no sync/export and missing Birthday calendar
I’m reporting a reproducible data‑integrity issue in the New Outlook for Windows that affects Outlook.com contact storage and synchronization. 🔍 Summary When a contact is created in the New Outlook, the client appears to save it successfully. However, the resulting contact is not stored in the user’s Outlook.com account as a normal cloud contact. Instead, it becomes what I would describe as a local “shadow contact” in the New Outlook cache. ⚠️ Observable Behavior • The contact appears in Outlook.com → People, but does not show “Stored in: Outlook” • The contact does not appear in Outlook.com CSV exports • The contact does not sync to mobile devices connected to the same account • The contact does not populate the Outlook.com Birthday calendar • The contact is lost if the New Outlook app is reinstalled or its local store is cleared 🧪 Steps to Reproduce 1. Open the New Outlook for Windows 2. Create a new contact and add a birthday 3. Save the contact 4. Open Outlook.com → People 5. Locate the contact — it will appear, but the “Stored in: Outlook” field is missing 6. Export contacts from Outlook.com (CSV) — the contact will not be present 7. Check a mobile device configured with the same Microsoft account — the contact will not be present 8. Check the Outlook.com Birthday calendar — the birthday will not appear 9. Reinstall the New Outlook app — the contact will be gone ✅ Expected Behavior • Contacts created in the New Outlook should be stored as first‑class Outlook.com contacts • They should appear with a proper “Stored in: Outlook” location • They should sync across devices, export via Outlook.com, and populate the Birthday calendar ❌ Actual Behavior • Contacts created in the New Outlook are effectively “shadow contacts” stored in a local cache • They look normal in the New Outlook UI, but they are incomplete, non‑synchronizing objects from the service’s perspective 📉 Impact • Silent data loss risk for users who assume contacts are in Outlook.com when they are not • Inconsistent contact and birthday data across devices and services • Split contact store model: • Real Outlook.com contacts • Local shadow contacts created by New Outlook 📎 What I’ve Already Done • Submitted feedback through the New Outlook (Help → Feedback → Report a Problem) • Submitted a detailed report via the Windows Feedback Hub • Contacted Microsoft Support, who advised that escalation must occur via Feedback 📣 Request I’m posting this here to document the issue publicly and to ask: • Can anyone from the Outlook / Exchange / Outlook.com team confirm this behavior? • Can other users reproduce this with the steps above? Given the data‑integrity implications, I’m hoping this can be brought to the attention of the relevant engineering team. Any confirmation, additional data points, or official guidance would be appreciated.
Suspicious Calendar Invite
Hi, On 19 Dec, I received an Outlook calendar reminder pop-up that showed a 16-week overdue event. But the email/calendar was sent on 19 Dec itself. The calendar invite is from an unknown sender and has a suspicious subject line. I attempted to open the calendar invite to check the content; however, the email hung. I proceed to End-Task to close the Outlook. Would like to seek your thoughts on whether there is any risk of infection from malware/spyware when opening the suspicious calendar invite? Thanks.Suspicious calendar invite
Hi, Today, when I open my Outlook, I got a 16-week overdue calendar invite reminder pop-up (screenshot attached). The calendar event is dated 23 Aug 2025. From admin email trace, I found out that the email was sent 19-Dec (today). Suspected of phishing or scam activity, I attempted to open the calendar event to view the content and the sender's email address. After I double click on the calendar invite, the email kind of hang/loading. I immediately go to Windows Task Manager > End Task, afraid that there is some malware running/executed. Since I did not manage to open the email, without clicking on any URL links or Attachments, will there be any possibility of any infection (malware/spyware...) by just opening the calendar invite? Thanks.Outlook freezing after 20-30 minutes
Hello, I have a user whose outlook freezes after 20-30 minutes of use. This is a new HP 450 G10 laptop running windows 11 business. All windows updates are completed along with HP driver updates. Outlook has been re-installed however it still freezes. Has anyone come across a similar issue and found a fix for it? Many Thanks, NikIt’s now easier to access iCloud Mail, Calendar, and Contacts in Outlook
We’re excited to announce that the new Outlook for Windows, Outlook for Mac, and Outlook for iOS and Android now support easier iCloud Mail, Calendar, and Contacts access. You no longer need to create and enter app-specific passwords to access your iCloud data in Outlook apps. Now using the OAuth 2.0 authentication protocol, simply sign in with your Apple Account to access your iCloud Mail, Calendar, and Contacts in Outlook. If you already have iCloud set up in Outlook, in the coming months you will be asked to sign in, which will reauthenticate using the new OAuth 2.0 flow. Availability The ability to access iCloud Mail, Calendar, and Contacts using the new authentication flow is rolling out across the new Outlook for Windows, Outlook for Mac, and Outlook for iOS and Android. If you attempt to access iCloud data and are presented with the previous Basic Authentication flow (prompting for an app-specific password), ensure you’ve updated to the latest Outlook app version and restart Outlook. For classic Outlook for Windows users, we recommend trying the new Outlook for Windows, which provides both the new authentication flow and built-in support for iCloud Mail, Calendar, and Contacts without the need for an Outlook add-in. Feedback We would love to hear from you. To submit your feedback, select: Help > Feedback in the new Outlook for Windows and Outlook for Mac Settings > Help & Feedback > Send Feedback in Outlook for iOS and AndroidBest New Outlook Features Released in 2025 — A Practical Wrap-Up
Over the course of 2025, Microsoft delivered a significant number of updates to New Outlook for Windows. For many users who tried New Outlook early and stepped back, the experience today is materially different. I’ve published a recap video that walks through the most impactful New Outlook features released in 2025, focusing on what actually changed, what gaps were closed, and how the product is evolving as Microsoft continues the transition away from Classic Outlook. This video is not a deep dive or step-by-step tutorial. It’s a practical end-of-year review covering: Why Microsoft moved to New Outlook and the current opt-out timelines Account management improvements (account display names, shared mailboxes, drag-and-drop workflows) PST export becoming usable directly in New Outlook Mail experience enhancements (favorites, folder colors, categories, bulk actions, templates, mail merge, newsletter) Calendar layout changes redesigned to accommodate Copilot People / Contacts usability fixes and cleanup Copilot in Outlook: standard vs premium capabilities and real workflow differences This isn’t positioned as “New Outlook is finished” or “Classic is gone tomorrow.” It’s an honest look at where New Outlook landed by the end of 2025 and what it now supports compared to earlier releases. For those managing transitions or advising users: Which Classic Outlook features are still blockers for you? Have the 2025 updates changed your adoption stance? Are there specific workflows you still cannot move yet? Interested in hearing real-world perspectives from admins, trainers, and power users as we move closer to broader default adoption. #traccreations4e-p25 12/11/2025Custom Search Folders in New Outlook
Does anyone know how to create Custom Search Folders in the new Outlook? At this point I only see a couple of standard searches. In the previous version of Outlook used Custom Search Folders: 1. To create a folder of messages with a specific Label 2. To create a folder to find all messages sent on a specific date. Does anyone know if this is possible? Or how I would go about to use the two described filters? At this point I also can't seem to be able to filter the inbox on Label.
