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Windows Server 2016: end of support on 12 January 2027

Server connected to many workstations – illustration

Two dates to put in your diary

After Windows 10 reached end of support in October 2025, the next wave is on its way: Microsoft is ending support for three products released in 2016. According to Microsoft’s lifecycle pages:

Product End of support
Windows 10 Enterprise LTSB 2016 13 October 2026
Windows 10 IoT Enterprise 2016 LTSB 13 October 2026
Windows Server 2016 (all editions) 12 January 2027

Sources: Windows Server 2016 lifecycle, Windows 10 2016 LTSB lifecycle and Microsoft’s post “Plan for Windows Server 2016 and Windows 10 2016 LTSB end of support” of 20 February 2026.

On those dates the last regular security update is released. After that there are no more security or bug fixes and no technical support. The systems will keep running – but every newly discovered vulnerability will stay open.

Who is affected?

Windows Server 2016 is still in use at many small and medium-sized businesses, law firms and medical practices: as a domain controller, file and print server, terminal server or as the platform for line-of-business software such as practice or case management. It often runs as a virtual machine on a newer host – which makes it easy to overlook.

Windows 10 LTSB 2016 is rarely found on ordinary desktops. The long-term servicing editions are designed for special-purpose devices whose function should stay the same for years:

These devices tend to sit quietly in the background and work reliably – yet they are often on the same network as your servers and workstations.

The special case of LTSB devices

On special-purpose devices you usually cannot upgrade the operating system yourself. With medical devices, the manufacturer is responsible for the software, and changes to the system are generally made only in agreement with them. The same applies to machinery and POS systems running certified software.

Important: according to Microsoft, Extended Security Updates for Windows 10 IoT Enterprise 2016 LTSB are only available through the device manufacturer (IoT OEM). You cannot buy them directly from Microsoft. So ask your manufacturers now:

As successors, Microsoft names Windows 11 (IoT) Enterprise LTSC 2024 where the hardware meets the requirements, otherwise Windows 10 (IoT) Enterprise LTSC 2021.

ESU as a bridge – what it does and doesn’t cover

Microsoft offers a paid Extended Security Updates (ESU) programme for all three products – according to the post above, for up to three years.

ESU includes:

ESU does not include:

ESU is cumulative: if you join in year two, Microsoft says you pay for year one as well. At the time of writing, Microsoft had not yet published full details on pricing and purchasing, particularly for Windows Server 2016. So treat ESU as a time-limited bridge, not a permanent solution.

Migration options for Windows Server 2016

Windows Server 2025

Microsoft recommends moving to Windows Server 2025. According to its lifecycle page, extended support runs until November 2034 – which gives you peace of mind for many years. Remember to budget for licences (server and client access licences) and, where needed, new hardware.

Virtualisation and cloud

The switch is a good opportunity to rethink your setup. Some roles can be retired altogether: file storage to SharePoint or OneDrive, user management to Microsoft Entra ID, email to Exchange Online. Other servers are best kept on premises but virtualised, so future upgrades are easier. Find out more under Cloud & Microsoft 365.

Application compatibility

The most common stumbling block is line-of-business software. Check early with the vendor whether the application is supported on Windows Server 2025, which database version it requires and whether the software itself needs an update. This is especially true for practice software in Austria that connects to the e-card system and ELGA.

Timeline: plan backwards realistically

Several months can easily pass between the inventory and the switchover – quotes, delivery times, scheduling with software vendors and a test run all take time. For LTSB devices, support already ends in October 2026; for servers there is a little more room until January 2027. If you start in the spring, you can migrate without pressure.

Checklist: what to do now

How IT United can help

We take stock of your servers and special-purpose devices, liaise with software and device manufacturers and plan the migration so that your day-to-day work continues. Systems that cannot be replaced yet are protected as part of our IT security services through network segmentation and monitoring. For medical practices, we know the particularities of e-card and medical devices – more under Medical practices.

Want to know which systems in your organisation are affected? Book a free initial consultation and we will discuss the next steps together.

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Already a client? Support: +43 1 2266 2266 or support@it-united.at