If you're still running Microsoft 365 Apps on Windows Server 2016 or 2019 using Remote Desktop Services (RDS), now’s a good time to start thinking about your next steps. Microsoft has confirmed that support for these setups will end in October 2025, and that’s going to affect quite a few IT teams, especially those using RDS to deliver Office apps to remote and hybrid workers.
#Isn’t Server 2016/2019 Still Supported?
Yes, it is. Windows Server 2016 is supported until January 2027, and Server 2019 until January 2029. So it’s understandable that many assumed Microsoft 365 Apps would continue to be fully supported on those platforms. But Microsoft has made it clear that after October 2025, Microsoft 365 Apps will only be supported on a best-effort basis on those servers.
#What Does That Actually Mean?
Here’s what Microsoft has said:
“Using Microsoft 365 Apps on older, unsupported operating systems may cause performance and reliability issues over time. These issues could include new features added to Microsoft 365 Apps, or updates to existing features, not working as expected.”
So while the apps might still run, you could start seeing odd behaviour, missing features or compatibility issues. That’s not ideal, especially if you're supporting a large user base.
#Security Updates Will Continue (For a While)
There is some good news. Microsoft will continue to release security updates for Microsoft 365 Apps on Server 2016 and 2019 until October 2028. However, feature updates will stop at Version 2602, with rollout dates as follows:
- Current Channel: February 2026
- Monthly Enterprise Channel: 14 April 2026
- Semi-Annual Enterprise Channel: 14 July 2026
After those dates, devices will stay on Version 2602 and receive security patches only.
#What Are Your Options?
Microsoft has outlined a few paths forward, depending on your setup and strategy:
Upgrade to Windows Server 2022 or Future Releases
Microsoft 365 Apps are supported on Server 2022 until October 2026. Future versions, such as Server 2025, are expected to extend support until October 2029. This is a good option if you want to stay on-premises for now, although it may mean another migration in a few years.
Move to Windows 365 or Azure Virtual Desktop (AVD)
Windows 365 gives you a Cloud PC experience with simplified management and predictable costs. AVD is a more flexible, cloud-native alternative to traditional RDS, offering full control over your virtual desktop infrastructure and scalability.
#What Should You Do Now?
Here’s a quick checklist to help you get started:
- Audit your environment: Find out where you're still running Server 2016 or 2019 with Microsoft 365 Apps.
- Review your licensing: Make sure you're using Shared Computer Activation (SCA) correctly.
- Explore your options: Decide whether to upgrade your servers or move to the cloud.
- Test your apps: Check compatibility with your chosen platform, especially for any custom or line-of-business apps.
- Talk to your stakeholders: Get buy-in early and align your migration plans with business needs.
#Final Thoughts
This isn’t just a technical deadline. It’s a chance to rethink how you deliver productivity tools across your organisation. Whether you stick with on-premises infrastructure or embrace the cloud, planning ahead will help you avoid disruption and keep your users productive.