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When should you say goodbye to Windows Server 2016?


It is advisable to plan the switch to a newer version of Windows Server early in order to minimize security risks and benefit from new features. A migration should be completed by 2027 at the latest.



There are several factors that help in deciding when to say goodbye to Windows Server 2016:

1. End of support
2. Security risks
3. Outdated technology
4. Compatibility with new software and hardware
5. Licensing advantages
6. Which Windows Server should you use afterward?




1.) End of support



- Mainstream Support : Mainstream support for Windows Server 2016 ended on January 11, 2022.

- Extended Support : Extended Support, which includes security updates, ends on January 12, 2027. After that, there will be no more official updates or patches, not even for critical security vulnerabilities.

Recommendation :
An upgrade or migration should be planned before the end of Extended Support at the latest to avoid security risks.




2.) Security risks



- Systems without security updates are vulnerable to malware, ransomware and other cyberattacks.

- For servers operating in security-critical environments (e.g. in finance or healthcare), it is essential to upgrade to a supported version.




3.) Outdated technology



- Newer Windows Server versions such as Windows Server 2019 , 2022 , or the upcoming Windows Server vNext offer more modern functionality, better performance, and stronger security features.

- New applications and hardware may no longer be fully supported by Windows Server 2016.




4.) Compatibility with new software and hardware



- Some new software or hardware may be incompatible with older server versions.

- Migrations to cloud platforms (e.g. Azure) often benefit from newer Windows Server versions.




5.) Licensing benefits



- Microsoft offers optimized licensing models and additional benefits such as container support and improved virtualization in newer versions.




6.) Which Windows Server should you use after that?



Choosing a successor to Windows Server 2016 depends on the specific needs of your business. Here are the options in detail:




1. Windows Server 2019



Benefits :

- Long-term support : Mainstream support until January 2024, extended support until January 2029.

- Stability : A mature version, ideal for companies that need stability and compatibility with legacy applications.

- Hybrid cloud : Offers improved integration with Microsoft Azure, including Azure Backup and Azure Site Recovery.

Who is it for?
Companies looking for proven technology and a stable server with longer-term support.




2. Windows Server 2022



Benefits :
- Latest security features : Support for Secure Core Server, TLS 1.3, and improved virtualization security.

- Extended support period : Mainstream support until October 2026, extended support until October 2031.

- Improved performance : Optimizations for Hyper-V, Storage Spaces Direct (S2D), and improved container performance.

- Cloud-ready : Even tighter integration with Microsoft Azure for hybrid workloads.

Who is it for?
Organizations that want to benefit from cutting-edge security and performance improvements, especially in hybrid cloud environments.




3. Windows Server vNext (planned release from 2024/2025)



Advantages :

- Future-proofing : Latest technology and features, long support cycles.

- Innovations : Further improvements are expected in the areas of containerization, AI support and cloud integration.

Who is it suitable for?
Organizations that want to prepare for the latest server technology early and plan for the long term.




4. Azure Stack HCI (Hyper-Converged Infrastructure)



Benefits :

- On-premises cloud infrastructure : For companies that want to combine cloud flexibility and local control.

- Regular updates : Semi-annual feature updates.

- Subscription model : Cost-effective and flexible.

Who is it for?
Companies with a hybrid approach that want to manage workloads both locally and in the cloud.




Conclusion:




- For stability and compatibility: go with Windows Server 2019 .

- For cutting-edge security and cloud features: Windows Server 2022 is the best choice.

- For long-term investments and innovation: keep an eye on Windows Server vNext

. - For cloud-first strategies: consider Azure Stack HCI .

The decision should also depend on the specific needs of your company, existing infrastructure and planned future developments.



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