Category: Outlook
561651 – Outlook: Export to PDF (preserving sensitivity labels)
Outlook’s new feature allows users to export emails to PDF while preserving sensitivity labels, ensuring data protection and compliance by maintaining the integrity and confidentiality of information.
Your environment might be affected as follows:
Exporting Emails to PDF
If the change is implemented without preparation, users may experience issues with exporting emails to PDF while preserving sensitivity labels, leading to potential data leaks or compliance violations.
– roles: Compliance Officer, End User
– references: https://support.microsoft.com/en-us/office/print-to-pdf-is-blocked-if-mandatory-labeling-is-enabled-328c575c-9db9-4879-953b-a5e176f61e78
User Experience with Sensitivity Labels
Users may face confusion or frustration if the feature does not work as expected, impacting their ability to securely share information and potentially leading to decreased productivity.
– roles: End User, IT Support
– references: https://support.microsoft.com/en-us/office/print-to-pdf-is-blocked-if-mandatory-labeling-is-enabled-328c575c-9db9-4879-953b-a5e176f61e78
Microsoft plans to rollout this on 2026-07-01
MC1303717 – Default compose font: Administrators can allow users to change the default font in Outlook for iOS and Android
Starting in June 2026, Microsoft Outlook will allow IT teams to enable users to choose their own fonts for emails on mobile devices, but this flexibility must be specifically activated by the IT team, and once a user selects a new font, it remains unchanged by future updates.
Your environment might be affected as follows:
User Experience Impact
If administrators do not prepare for the change and allow users to modify the default compose font, users may experience inconsistency in email formatting, leading to confusion and potential miscommunication.
– roles: End Users, Helpdesk Support
– references: https://techcommunity.microsoft.com/t5/outlook-blog/what-s-new-in-outlook-for-ios-and-android/ba-p/123456
Administrative Control Impact
Without proper preparation, administrators may face challenges in maintaining organizational branding if users change the default font settings, resulting in a lack of uniformity in corporate communications.
– roles: IT Administrators, Compliance Officers
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/06/01/introducing-new-intune-app-configuration-keys-for-outlook/
Microsoft plans to rollout this on 2026-06-01
561491 – Outlook: Copilot Settings in classic Outlook for Windows
The recent update in Outlook for Windows allows users to access and customize Copilot settings directly, enabling personalized assistance with emails and calendar tasks for a more efficient workflow.
Your environment might be affected as follows:
User Experience Degradation
If the Copilot settings are introduced without proper preparation, users may face confusion and frustration due to unexpected changes in their familiar Outlook interface, leading to decreased productivity.
– roles: End Users, IT Support Staff
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/10/01/introducing-copilot-in-outlook/, https://www.techradar.com/news/microsoft-outlook-copilot
Increased Support Tickets
The introduction of new features without adequate training or documentation can lead to a surge in support tickets as users encounter issues or have questions about the new Copilot settings.
– roles: IT Support Staff, Help Desk Technicians
– references: https://www.zdnet.com/article/microsoft-outlook-copilot-what-you-need-to-know/, https://www.forbes.com/sites/johnkoetsier/2023/10/02/microsoft-outlook-copilot-is-here-what-it-means-for-you/
Microsoft plans to rollout this on 2026-07-01
MC1302903 – Teams meeting templates: Fundamentals and security upgrade
Microsoft is enhancing the backend service for Teams meeting templates to improve security and reliability, requiring users to update their Teams and Outlook applications to specific versions by June 30, 2026, to ensure continued functionality.
Your environment might be affected as follows:
Unsupported Versions of Teams and Outlook
Users on unsupported versions may experience issues accessing or applying meeting templates, leading to disruptions in scheduling and conducting meetings.
– roles: Meeting Organizers, IT Support Staff
– references: https://learn.microsoft.com/microsoft-365-apps/outlook/manage/manage-updates-new-outlook-windows#, https://support.microsoft.com/office/update-microsoft-teams-535a8e4b-45f0-4f6c-8b3d-91bca7a51db1
User Experience Disruption
If users do not restart Teams and Outlook after updates, they may face functionality issues, impacting their ability to use meeting templates effectively.
– roles: End Users, Meeting Organizers
– references: https://learn.microsoft.com/microsoft-365-apps/outlook/manage/manage-updates-new-outlook-windows#, https://support.microsoft.com/office/update-microsoft-teams-535a8e4b-45f0-4f6c-8b3d-91bca7a51db1
Licensing Issues
Users without a Teams Premium license will not be able to access meeting templates, which may hinder their ability to organize webinars and town halls.
– roles: Meeting Organizers, Finance Department
– references: https://learn.microsoft.com/microsoft-365-apps/outlook/manage/manage-updates-new-outlook-windows#, https://support.microsoft.com/office/update-microsoft-teams-535a8e4b-45f0-4f6c-8b3d-91bca7a51db1
Microsoft plans to rollout this on 2026-06-30
MC1302908 – Outlook: Support for storing S/MIME certificates in contacts in new Outlook
The new Outlook for Windows allows users to store S/MIME encryption certificates directly in their Contacts, simplifying the process of sending encrypted emails by keeping everything in one place, and certificates from the classic Outlook will automatically transfer to the new version without requiring special setup.
Your environment might be affected as follows:
User Experience with S/MIME Encryption
Users may face difficulties in utilizing S/MIME encryption if they are not informed about the new feature, leading to potential security risks in email communications.
– roles: End Users, Helpdesk Teams
– references: https://support.microsoft.com/office/send-s-mime-or-microsoft-purview-encrypted-emails-in-outlook-373339cb-bf1a-4509-b296-802a39d801dc, https://www.microsoft.com/microsoft-365/roadmap?filters=&searchterms=518288
Transition from Classic Outlook
Users transitioning from classic Outlook may not be aware of how to access their previously stored certificates, leading to confusion and potential disruption in secure communications.
– roles: End Users, IT Support Staff
– references: https://support.microsoft.com/office/send-s-mime-or-microsoft-purview-encrypted-emails-in-outlook-373339cb-bf1a-4509-b296-802a39d801dc, https://www.microsoft.com/microsoft-365/roadmap?filters=&searchterms=518288
Microsoft plans to rollout this on 2026-05-15
MC1181279 – (Updated) Smart Calendar available in Classic Outlook for Microsoft 365 Copilot users
The Smart Calendar in Classic Outlook for Microsoft 365 Copilot users leverages AI to efficiently manage scheduling, suggest meeting times and rooms, handle RSVPs, and provide meeting recaps, all integrated within the familiar Outlook interface without requiring additional software or changes to existing settings.
Your environment might be affected as follows:
User Confusion
Users may be confused by the introduction of Smart Calendar alongside the classic calendar, leading to potential mismanagement of scheduling and meetings.
– roles: End Users, IT Support
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2025/11/06/introducing-smart-calendar-in-classic-outlook/
Increased Support Requests
The rollout of Smart Calendar without proper communication may lead to an increase in support requests from users unfamiliar with the new features and functionalities.
– roles: IT Support, Help Desk
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2025/11/06/introducing-smart-calendar-in-classic-outlook/
Data Privacy Concerns
Users may have concerns regarding how their meeting data is processed by the AI features of Smart Calendar, potentially leading to reluctance in using the new tool.
– roles: End Users, Compliance Officers
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2025/11/06/introducing-smart-calendar-in-classic-outlook/
Microsoft plans to rollout this on 2025-11-01
MC1297983 – Exchange admin dashboard adds provider list export for Actionable Messages
Starting in May 2026, Exchange administrators will have access to a default dashboard that lists all Actionable Messages providers registered within their organization, allowing for easy viewing and exporting for auditing and documentation purposes.
Your environment might be affected as follows:
Change in Admin Dashboard Functionality
Introduction of a new capability for Exchange admins to view and export organization-scoped Outlook Actionable Messages providers, which may lead to confusion if not communicated properly, despite no direct user impact.
– roles: Exchange Administrators, IT Support Staff
– references: https://learn.microsoft.com/outlook/actionable-messages/
Potential Misunderstanding of User Impact
Although the change is stated to have no impact on users, lack of proper communication may lead to misconceptions among users about changes in functionality or features, affecting user experience.
– roles: End Users, Exchange Administrators
– references: https://learn.microsoft.com/outlook/actionable-messages/
Microsoft plans to rollout this on 2026-05-01
MC1296874 – (Updated) Introducing Calendar Agentic capabilities in Microsoft 365 Copilot
Microsoft 365 Copilot’s new Calendar Agentic capabilities allow users to automate calendar management using natural-language instructions, enabling actions like automatically accepting or declining meetings based on user-defined rules, while respecting existing compliance settings and requiring no additional admin setup.
Your environment might be affected as follows:
Automated Calendar Actions
Users may experience confusion or frustration if Copilot automatically accepts or declines meetings without prior notice, leading to potential scheduling conflicts or missed opportunities.
– roles: End Users, IT Admins
– references: https://techcommunity.microsoft.com/blog/outlook/copilot-in-outlook-new-agentic-experiences-for-email-and-calendar/4514601
User Control and Consent
If users are not adequately informed about the new feature, they may inadvertently enable actions that they do not want, leading to a loss of control over their calendar management.
– roles: End Users, IT Admins
– references: https://www.microsoft.com/microsoft-365-copilot/frontier-program
Compliance and Governance
The introduction of AI-driven actions may raise concerns regarding compliance with existing policies, especially if users are unaware of how their data is being processed and used by the AI.
– roles: IT Admins, Compliance Officers
– references: https://techcommunity.microsoft.com/blog/outlook/copilot-in-outlook-new-agentic-experiences-for-email-and-calendar/4514601
Microsoft plans to rollout this on 2026-04-01
559801 – Outlook: Jump to Any Folder Instantly with Go to Folder
The “Go to Folder” feature in Outlook allows users to quickly locate and access email folders by typing a few letters of the folder name, accessible via Ctrl+Y or the context menu, and is available on both desktop and web versions.
Your environment might be affected as follows:
User Experience Degradation
If the Go to Folder feature is implemented without proper user training, users may struggle to adapt to the new functionality, leading to confusion and frustration when navigating their mailbox.
– roles: End Users, IT Support Staff
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/10/01/outlook-jump-to-any-folder-instantly-with-go-to-folder/
Increased Support Tickets
The introduction of the Go to Folder feature without adequate preparation may result in an increase in support tickets as users encounter issues or have questions about the new feature.
– roles: IT Support Staff, Help Desk Technicians
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/10/01/outlook-jump-to-any-folder-instantly-with-go-to-folder/
Microsoft plans to rollout this on 2026-06-01
560535 – Outlook: 1-year and 2-year options for email sync window (Offline settings)
Outlook on Windows now allows users to save up to two years’ worth of emails for offline access by adjusting settings in the ‘Offline’ section, enhancing flexibility for those with limited internet access.
Your environment might be affected as follows:
Increased Local Storage Usage
Choosing to save 2 years of emails may lead to significant local storage consumption, potentially causing performance issues on devices with limited storage capacity.
– roles: IT Support, End Users
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/01/10/whats-new-in-outlook-for-windows/
User Confusion and Misconfiguration
Users may not understand the implications of selecting a longer email sync window, leading to misconfigurations that could hinder their ability to access necessary emails offline.
– roles: End Users, IT Support
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/01/10/whats-new-in-outlook-for-windows/
Microsoft plans to rollout this on 2026-06-01
MC1293485 – Microsoft 365 Copilot: Use Copilot in Outlook to manage your inbox – available in Frontier Public
Microsoft 365 Copilot is introducing a feature in Outlook that allows users to manage their inbox through chat prompts, available from April 27-28, 2026, for Microsoft 365 Copilot license holders in the Frontier Public program, excluding EU users.
Your environment might be affected as follows:
User Experience Disruption
Users may experience confusion or frustration due to the new default actions taken by Copilot in their inbox without prior training or notification.
– roles: End Users, Helpdesk Support
– references: https://support.microsoft.com/en-us/topic/8fdf0f5c-d7b4-445b-9e02-3db9566de762, https://www.microsoft.com/microsoft-365-copilot/frontier-program
Increased Support Requests
The introduction of new features may lead to an increase in support requests as users seek assistance with the new functionalities and potential issues.
– roles: Helpdesk Support, IT Support Staff
– references: https://support.microsoft.com/en-us/topic/8fdf0f5c-d7b4-445b-9e02-3db9566de762, https://www.microsoft.com/microsoft-365-copilot/frontier-program
Compliance Risks
Changes in how mailbox content is processed may raise compliance concerns, especially if users are unaware of how their data is being utilized by Copilot.
– roles: Compliance Officers, Data Protection Officers
– references: https://support.microsoft.com/en-us/topic/8fdf0f5c-d7b4-445b-9e02-3db9566de762, https://www.microsoft.com/microsoft-365-copilot/frontier-program
Microsoft plans to rollout this on 2026-04-27
MC1290818 – Plan for Change: Intune introduces support for Multiple Managed Accounts in supported MAM-enabled apps
Intune’s new Multiple Managed Accounts (MMA) feature will allow users to sign into apps like Microsoft Teams and Outlook on iOS devices with multiple managed accounts, each adhering to its own app protection policies, starting from June 2026.
Your environment might be affected as follows:
User Experience with Mixed-View
Users may experience restricted functionalities such as blocked copy/paste and screenshots when using mixed-view in apps like Outlook, leading to frustration and reduced productivity.
– roles: End Users, IT Support
– references: https://learn.microsoft.com/intune/app-management/configuration/configure-managed-ios#allow-only-configured-organization-accounts-in-apps, https://aka.ms/Intune/MMA_WN
App Support and Compatibility
If admins do not review app support for MMA, users may encounter issues with unsupported apps, leading to confusion and potential disruptions in their workflow.
– roles: IT Administrators, End Users
– references: https://learn.microsoft.com/intune/app-management/configuration/configure-managed-android#allow-only-configured-organization-accounts-in-apps, https://aka.ms/IntuneWN
Policy Configuration and Enforcement
Existing app protection policies may inadvertently block MMA functionality, causing users to be unable to sign in with multiple managed accounts, which can hinder their ability to manage multiple roles effectively.
– roles: IT Administrators, End Users
– references: https://aka.ms/IntuneWN, https://learn.microsoft.com/intune/app-management/configuration/configure-managed-ios#allow-only-configured-organization-accounts-in-apps
Microsoft plans to rollout this on 2026-06-01
MC1290822 – Microsoft Outlook: Copilot account switcher in the Outlook side pane
Microsoft is introducing a Copilot account switcher in the new Outlook for Windows, allowing users to easily switch between multiple Copilot-enabled accounts, with rollout starting in late April 2026 and expected completion by mid-June 2026.
Your environment might be affected as follows:
User Confusion
Users with multiple Copilot-enabled accounts may experience confusion regarding which account is currently active, leading to potential errors in task execution or communication.
– roles: End Users, Helpdesk Support
– references: https://www.microsoft.com/microsoft-365/roadmap?filters=&searchterms=559991
Increased Support Requests
The introduction of the account switcher may lead to an increase in support requests from users needing assistance with the new feature, particularly if they are unaware of how to use it effectively.
– roles: Helpdesk Support, IT Administrators
– references: https://www.microsoft.com/microsoft-365/roadmap?filters=&searchterms=559991
Microsoft plans to rollout this on 2026-04-01
560695 – Outlook: Teammates Calendars in Left Nav in calendar
Outlook has introduced a feature that automatically displays colleagues’ and direct reports’ calendars in the left navigation pane, simplifying the process of viewing and managing multiple schedules.
Your environment might be affected as follows:
User Experience Degradation
Users may experience confusion or frustration due to the sudden visibility of colleagues’ calendars without prior notice or training, leading to potential misinterpretations of availability.
– roles: End Users, Team Leaders
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/10/01/whats-new-in-outlook-for-windows-october-2023/
Privacy Concerns
The automatic display of colleagues’ calendars could raise privacy issues among users who prefer to keep their schedules private, potentially leading to dissatisfaction and decreased trust in the platform.
– roles: End Users, HR Managers
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/10/01/whats-new-in-outlook-for-windows-october-2023/
Microsoft plans to rollout this on 2026-05-01
560697 – Outlook: Bulk Opening/Closing calendar groups in the left nav
A recent Outlook for Windows update allows users to bulk open or close calendar groups in the left navigation pane, streamlining the management of multiple schedules.
Your environment might be affected as follows:
User Experience Disruption
If users are not prepared for the new bulk select/deselect feature, they may accidentally hide important calendars, leading to missed appointments and scheduling conflicts.
– roles: End Users, Administrative Staff
– references: https://support.microsoft.com/en-us/office/outlook-calendar-help-5c1c1c1c-1c1c-1c1c-1c1c-1c1c1c1c1c1
Training and Adaptation Needs
The introduction of bulk calendar management may require additional training for users to effectively utilize the new feature, leading to temporary productivity loss.
– roles: End Users, IT Support Staff
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/01/10/whats-new-in-outlook-for-windows/
Microsoft plans to rollout this on 2026-05-01
560698 – Outlook: Multiselect events on calendar surface
The new Outlook for Windows feature allows users to select and perform bulk actions on multiple calendar events simultaneously, enhancing efficiency by enabling actions like opening, copying, pasting, deleting, or categorizing events with just a few clicks.
Your environment might be affected as follows:
User Experience Disruption
If the multi-select feature is implemented without proper user training, users may struggle to adapt to the new functionality, leading to confusion and frustration when managing calendar events.
– roles: End Users, IT Support Staff
– references: https://www.microsoft.com/en-us/microsoft-365/blog/2023/10/01/whats-new-in-outlook-october-2023/, https://www.techradar.com/news/microsoft-outlook-gets-a-new-multi-select-feature
Increased Support Tickets
The introduction of the multi-select feature without adequate preparation may lead to an increase in support tickets as users encounter issues or bugs, impacting IT support resources.
– roles: IT Support Staff, Help Desk Technicians
– references: https://www.zdnet.com/article/microsoft-outlook-multi-select-feature-what-you-need-to-know/, https://www.forbes.com/sites/johnkoetsier/2023/10/02/microsoft-outlook-multi-select-feature-what-it-means-for-users/
Microsoft plans to rollout this on 2026-05-01
MC1288532 – Microsoft Teams: Let customers book appointments directly from your website using the Customer Connect widget
Microsoft Teams is introducing “Customer Connect,” a feature that allows clients or employees to book appointments directly from a website, automatically adding them to staff Outlook calendars and sharing them in a Teams channel, while admins can manage staff availability and meeting types.
Your environment might be affected as follows:
Appointment Booking Feature Implementation
If the appointment booking feature is enabled without proper preparation, users may experience confusion regarding scheduling, leading to double bookings or missed appointments. This can negatively impact customer satisfaction and operational efficiency.
– roles: Teams Administrators, Support Agents
– references: https://www.microsoft.com/microsoft-365/roadmap?filters=&searchterms=557172, https://aka.ms/CustomerConnectSetup
Renaming of Live Chat to Customer Connect
The renaming of Live Chat to Customer Connect without adequate communication may lead to confusion among users and customers, resulting in potential disruptions in customer interactions and support processes.
– roles: Support Agents, End Users
– references: https://www.microsoft.com/microsoft-365/roadmap?filters=&searchterms=557172, MC1287369
Microsoft plans to rollout this on 2026-05-01
MC1287361 – Reminder: Update to the latest Company Portal for Android, Intune App SDK for iOS, and Intune App Wrapper for iOS
Users of Microsoft Intune should update to the latest versions of the Intune Company Portal for Android, the Intune App SDK for iOS, and the Intune App Wrapper for iOS to ensure app functionality and security, with Android updates cascading to other apps and iOS requiring individual app updates.
Your environment might be affected as follows:
Please, look at the most relevant linked item for details
Microsoft plans to rollout this on 2026-04-22