Microsoft Will Retire 365 Companion Apps in December 2026

The Calendar, People, and Files apps will cease to function on Windows 11 by the end of 2026.

Updated on Sept. 21, 2026 in Remote Work

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Microsoft will officially retire its Calendar, People, and Files 365 companion apps on Windows 11 by December 2026, marking a shift in its desktop productivity strategy. AI Illustration. Upload story photo >

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Microsoft will officially retire its Calendar, People, and Files Microsoft 365 companion apps on December 16, 2026. These applications, which previously allowed users to access files and manage schedules from the Windows 11 taskbar, will no longer function after that date.

Why it matters

The removal of these integrated tools marks a shift in how Microsoft manages its productivity ecosystem and desktop environment. Users who relied on these taskbar-based shortcuts will need to transition to alternative ways of accessing their data and scheduling tools.

Microsoft began the automatic installation of these apps on enterprise devices in October 2025. Support will officially conclude on December 16, 2026, following a cessation of automatic updates that began on September 18, 2026.

The players

Microsoft

Microsoft is a global technology corporation that develops the Windows operating system and the Microsoft 365 productivity suite.

The details

The companion apps offered direct integration with Copilot for AI assistance, allowing users to interact with their work data directly from the desktop interface. While IT administrators were previously able to opt out of the automatic installation via Device Configuration settings, the software will reach its total end-of-life status later this year.

Timeline

  1. October 2025: Microsoft began automatic installation of the companion apps.

  2. September 18, 2026: Automatic installation through updates was discontinued.

  3. December 16, 2026: The companion apps will officially reach their end of life.

  4. February 2027: Microsoft plans to retire SMS first-factor sign-in.

Market Landscape

This decision reflects a broader consolidation of Microsoft's desktop productivity tools as the company streamlines its Windows 11 interface. By retiring these specific companion apps, the company is shifting its strategy away from taskbar-integrated tools toward more centralized platform experiences.

Users who rely on the Calendar, People, and Files apps currently pinned to their taskbar should prepare to move these workflows back into the main Microsoft 365 web or desktop applications. IT departments that configured these apps for enterprise use should adjust their internal deployment strategies before the December deadline.

The takeaway

Users should check their current desktop configurations to ensure they have alternative access methods set up for their scheduling and file management needs. Proactively migrating these tasks now will prevent service disruptions when the applications are retired in December.

What happens next

Microsoft will discontinue support for SMS first-factor sign-in in February 2027.

Further reading

For more information on how workplace tools are evolving, visit the Remote Work section.

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Do you trust software companies to make decisions about what is automatically installed on your devices?