Attachments to calendar events
I have outlook version 16.106.1 and for some reason the attach file icon is not active. Can I get some advice on how I can activate this so I can add attachments to events I schedule in my calendar. I don't seem to be able to even copy over emails to scheduled events. Any advice appreciated.
New Outlook: Calendar view cannot open modal dialogs (e.g. new event/settings) – Mail view works
I've been troubleshooting the above new issue (to me) with Copilot to produce the below summary. Hope this is helpful and you can advise and/or resolve ASAP! Thanks. --- We are experiencing a consistent issue in New Outlook for Windows, with similar reports from Outlook for Mac, where Calendar view fails to display modal dialogs. This affects: Creating new calendar events Editing or duplicating events Opening Settings When triggered from Calendar view, no dialog appears and the UI becomes unresponsive for that action. Note: Once calendar view 'breaks' Outlook, even switching back to mail view doesn't always work (incl. inability to close via usual X top right). Key behaviour ✅ Issue occurs only in Calendar view ✅ Same functionality works correctly from Mail view: New → Event opens and works Settings opens normally ✅ Outlook Web (PWA) and Teams Calendar work without issue ✅ Switching from Calendar → Mail immediately restores functionality Impact Users cannot effectively manage calendars using the desktop app (only view) Disrupts scheduling workflows Requires switching views or using other apps to complete basic actions Scope Multiple users affected Reproduced across: Windows (New Outlook) Mac (similar behaviour reported) Not device-specific Not account-specific Troubleshooting already attempted App repair/reset Full reinstall Restarting WebView2 processes Clearing local app data No resolution (only temporary, same as killing task and restarting app). Observed pattern This appears to be isolated to the Calendar view UI layer, specifically: Modal/dialog rendering fails only when invoked from the Calendar canvas The same dialogs work when invoked from Mail context Suspected cause Likely a regression in the Calendar canvas/modal framework in New Outlook (Monarch) affecting dialog rendering. This is consistent with previously observed Calendar-specific rendering issues in New Outlook (UI-layer defects limited to Calendar view rather than Exchange Online service). Request Confirm whether this is a known or emerging issue Provide workaround or mitigation guidance Advise if this is linked to a recent feature rollout / flighting Share ETA for fix if available Workaround (confirmed) Use Mail view → New → Event Use Outlook Web (PWA) or Teams Calendar Additional notes (optional) Issue appears tied to Calendar view state rather than service/backend Switching views consistently resets behaviour (albeit not consistently/long term) Suggest investigating Calendar modal rendering lifecycle
Outlook puts all my new emails in the Conversation History folder.
I fell victim to a phishing attack on my work email (someone hacked my account and sent fraudulent emails to my clients). That issue has been resolved, and I have reactivated my Outlook account, which had been blocked for sending fraudulent emails. Since then, despite trying to find a solution, my new emails aren't appearing in the inbox; instead, they all go straight to the conversation history. The settings are identical for both inboxes, and there are no specific configurations or blocks in place. I’m at a loss as to what to do—could you please help me?Signature displayed wrong in New Outlook on Mac
When creating a new e-mail, my signature is displayed in Times New Roman (?) instead of the default font. In the Signature editor, the display is correct. In Sent, the mail is displayed correctly as well. Signature editor: New email: Outlook version: 16.110 Mac M4 Mac OS 26.5.1
My Outlook for Mac HTML email reply quoted body blank, only headers show
I've been using Legacy Outlook for Mac for years without issues, but since Wednesday afternoon (June 17, CET) something broke after the latest update rolled out. When I reply to any HTML email, the quoted original message is completely blank. Only the From, Date, To and Subject headers show up — the actual email body is gone. It makes it impossible to have a proper email thread because the recipient can't see the conversation history. This started right after Version 16.110 (Build 26061317) was released on June 16, 2026. The release notes only mention "Quality and performance improvements" for Outlook, so whatever changed in this build seems to have broken HTML reply quoting as an unintended side effect. My setup: MacBook Air M5, macOS (Legacy Outlook for Mac Exchange on-premises account (EWS), domain login What I'm experiencing: Replying in HTML mode → quoted body is completely blank, only headers show Switching to plain text → body comes back but with massive blank line gaps throughout (not professional to send) Outlook Web (OWA) → works perfectly fine What I've already tried: Cleared app data (Document Cache + Experimental Features) — no fix Cleared Outlook cache manually — no fix Toggled composing settings — no fix Checked settings in Preferences → Email → Composing — everything looks correct I've also tested Apple Mail as an alternative but it breaks embedded signature images (CID images show as placeholders), and it doesn't support Teams meeting integration — so going back to Legacy Outlook is really the only option for my daily work. Outlook Web App OWA is my current workaround but it's not sustainable long term. I really hope this can be looked at as a regression fix in the next update. Has anyone else experienced this since the June 16 build? Does anyone has this issue as well?Unable to drag cursor to select text in a draft.
For as long as I can remember, I have been unable to drag my cursor to select any text in a draft message. I can however drag the cursor to select text in a received message, as long as I'm not in the midst of drafting a response. I can use a combination of SHIFT+ arrow keys to select text. I also have no issue dragging the cursor to select text in Outlook on the Web. I have to assume this is intentional being that this bug has existed for so long. Is there any explanation as to why Microsoft feels Outlook for Mac users should not be permitted to drag their cursor to select text? I've just updated Outlook for Mac via the App Store to version 16.83 (24031120).
New Outlook for Macintosh Calendar Crashing
I've received word from no less than a dozen of my clients that they are getting crashes similar to the following whenever they start to view calendars (either their own or other shared calendars): Error Signature: Exception: EXC_CRASH (SIGTRAP) ExceptionEnumString: 50331648 Exception Code: 0x00000001 (0x0000000000000000) Date/Time: 2026-06-02 17:52:42 +0000 Application Name: Microsoft Outlook Application Bundle ID: com.microsoft.Outlook Application Signature: OPIM Application Bitness: x64 Application Version: 16.109.3.26053122 Crashed Module Name: merp Crashed Module Version: 16.109.26053122 Crashed Module Offset: 0x0000000000004928 Blame Module Name: OlkCalendarUIKit Blame Module Version: 16.109.26053122 UnsymbolicatedChecksum: 90784EBBB8F0F0756139A717DBDA8150 Blame Module Offset: 0x000000000003aff0 StackHash: df444cd1c97e732e_50331648_main_phx Application LCID: 1033 Extra app info: Reg=en Loc=0x0409 Build Type: Release Crashed thread Stack Pointer: 0x_000000016dc5cb70 Crashed thread: 0 MacOS is up to date, and this all appears to have started after Office for Mac was updated on or after May 26's update. We've tried resetting their profiles to no avail. Does anyone have any recommendations?
Outlook for Mac missing ToDo
Since a recent update, our Mac clients don't have any way to view ToDo or Tasks in the New Outlook. The tasks don't show in the My Day/Task pane, nor do we have a ToDo Icon ion the left sidebar like users of New Outlook on Windows do. Accessing OWA is now the only way for users to see tasks/flagged emails, but very much not the preferred solution since there IS a desktop client which should do that. Microsoft® Outlook for Mac Version 16.105 (26011018) This is a serious usability issue, is this really a design decision or some sort of an issue?
Synchronization issue in New Outlook for Mac – ״Failed to refresh subscriptions.״
Hello, I am using Microsoft 365 (Exchange Online) on Mac, running macOS 26.1 (Tahoe). My Outlook client is: Outlook for Mac Version 16.103.3 (25113013), with a Microsoft 365 Subscription license. Since yesterday morning, in the New Outlook interface, my inbox has suddenly appeared empty, and I constantly receive the following error message: “Failed to refresh subscriptions.” It’s important to note: In Legacy Outlook, everything works perfectly. The web version and the Outlook app on my mobile phone also work well. The issue persists regardless of the network I am on (home, office, cellular, etc.). Troubleshooting steps I already tried: • Updating Outlook to the latest version • Removing and re‑adding the account • Clearing cache and preferences • Formatting my Mac and reinstalling everything from scratch Unfortunately, none of these steps has resolved the issue. Is this a known bug, and is there a recommended workaround or an upcoming fix? Appreciate assistance on that issue.
