Technology moves quickly, and if your organisation is still running Windows Server 2016, there’s an important deadline on the horizon that shouldn’t be ignored.
Microsoft has confirmed that Windows Server 2016 will reach its end of support on 12th January 2027. While this may feel like plenty of time, the reality is that upgrading or migrating your server environment takes careful planning. Leaving it too late can expose your business to unnecessary risk, disruption, and cost.
End of support milestones are a good opportunity to review your infrastructure, strengthen your security posture, and make sure your systems are ready to support future growth.
Here’s what you need to know about Windows Server 2016 end of support.
What happens when Windows Server 2016 reaches end of support?
After 12th January 2027, Windows Server 2016 will become completely unsupported. While your servers will continue running, there will be:
- No security patches for new vulnerabilities
- No technical support from Microsoft
- No system updates or performance improvements
Over time, this significantly increases your risk exposure and can create serious operational and compliance challenges.
Why continuing to run an unsupported server is risky
Staying on an unsupported operating system can create long-term issues across security, performance, and compliance.
Increased cyber security risks
Without regular security updates, your server becomes more vulnerable to cyber attacks. New threats emerge constantly, and unsupported systems quickly become easy targets for attackers looking to exploit known weaknesses.
Compliance concerns
Many industries require businesses to maintain supported, secure systems to meet regulatory and data protection standards. Running an unsupported server could put your organisation at risk of failing compliance audits or breaching contractual requirements.
Compatibility and performance challenges
As other software and applications continue to evolve, they may no longer be compatible with Windows Server 2016. This can lead to performance issues, integration problems, and limitations when introducing new tools or services.
Your upgrade and migration options
To stay secure and supported, Microsoft recommends moving to a newer server platform such as Windows Server 2022 or Windows Server 2025.
These modern environments provide:
- Stronger built-in security features
- Improved performance and reliability
- Better compatibility with modern applications
- Enhanced hybrid and cloud capabilities
As well as avoiding risk, upgrading is an opportunity to improve efficiency, strengthen resilience, and future-proof your infrastructure.
Why you should start planning now
Although the deadline is January 2027, waiting until the last minute can create unnecessary pressure and disruption. Migrating to a new server environment takes time to plan, test, and implement properly. Starting early allows you to assess your current infrastructure, identify dependencies and risks, and choose the right upgrade or migration path, with minimised downtime and disruption.
Need guidance on your next steps?
Upgrading your server environment can feel like a significant project, but with the right planning and support, it can be a smooth and controlled transition.
Getting ahead of the 2027 deadline will help you stay secure, compliant, and ready for what’s next.
If you’re unsure what version of Windows Server you’re running or where to start with migration, Techsol can help. Get in touch with our team on 0330 024 5447 or info@techsol.co.uk to arrange an infrastructure review.
