Fixes or workarounds for recent issues in Outlook for Mac

Last updated: April 2025

Outlook for Mac features, add-ins, and known issues

• [FIXED] Legacy Outlook for Mac emails are not grouped in Conversation threads as expected for Exchange OnPremise/Office 365 and Google accounts

• [INVESTIGATING] Inbox shows incorrect number of unread items in Outlook for Mac

• [FIXED] Outlook for Mac stops syncing when Conditional Access is enabled

• [INVESTIGATING] Some Outlook for Mac and iOS users are seeing a generic shadow.outlook.com email when drafting an email

• [FIXED] Some options are grayed out in the attachment dropdown menu in legacy Outlook for Mac

• [FIXED] Unable to add files as an attachment to emails in Outlook for Mac

• [BY DESIGN] Unable to use the Contact Support option from the Help Menu in Outlook for Mac

• [INVESTIGATING] Unable to assign categories to items in Shared and Delegated Mailboxes in Outlook for Mac

• [FIXED] Unable to add an account in Outlook for Mac

• [FIXED] Microsoft 365 for Mac users in the Beta channel are not offered app updates

• [BY DESIGN] Follow Up flag does not work in outgoing emails in legacy Outlook for Mac

• [WORKAROUND] IMAP Yahoo and AOL accounts might experience issues with re-syncing folder content

• [FIXED] Selecting Reply, Reply All, and Forward buttons is not working as expected

• [FIXED] Outlook fails to send attachments and inline images when sending a signed or encrypted email using Outlook for Mac

• [FIXED] Outlook for Mac stops responding when using the search feature

• [WORKAROUND] Outlook for Mac "Account already exists" error

Changed functionality and blocked or discontinued features

• The Toggle Button to revert to Legacy Outlook Client is missing in Office 2024 Home and Business for Mac

• New location for key functions and direct access to other Microsoft 365 apps in Outlook for Mac

• Missing toggle button in Outlook for Mac

• Legacy Outlook for Mac 2011 does not work with macOS 10.15 Catalina

• Sending meeting updates with REST calendar sharing feature in legacy Outlook for Mac

• Categories no longer appear in the sidebar of individual calendars in legacy Outlook for Mac

• Known issues syncing Google accounts to the Microsoft Cloud

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