Technology underpins almost every aspect of modern business, from customer service and operations to security and compliance. Yet many organisations continue to rely on Windows Server 2016 to support critical applications, data, and day-to-day workloads.
With Windows Server 2016 reaching End of Support in January 2027, businesses are approaching an important decision point.
Once support ends, organisations that remain on the platform will no longer receive regular security updates, bug fixes, or technical support. This can increase cyber security risks, create compliance challenges, and make it more difficult to maintain reliable business operations.
The good news is that there are several options available, whether you are considering an upgrade to Windows Server 2025, migrating workloads to Microsoft Azure, or exploring a broader infrastructure modernisation strategy.
To help organisations navigate these decisions, CSG is hosting an informative webinar that will break down what End of Support means, the risks of delaying action, and the practical steps businesses can take to plan a successful transition.
Why this matters
Many organisations have delayed infrastructure upgrades due to budget pressures, resource constraints, or concerns about disruption. However, continuing to operate unsupported systems can have significant implications, including:
- Increased exposure to cyber threats and vulnerabilities
- Potential compliance and regulatory concerns
- Reduced vendor support and compatibility with modern applications
- Higher maintenance costs and operational risk
- Greater likelihood of unexpected downtime
Planning ahead allows organisations to reduce risk, budget effectively, and take advantage of new technologies that improve security, performance, and scalability.
What you’ll learn
During this webinar, our experts will explore:
Understanding Windows Server 2016 End of Support
What Microsoft’s support deadline means for your organisation and the risks associated with unsupported infrastructure.
Why organisations are reassessing their estate
The key drivers behind infrastructure modernisation, including security, resilience, compliance, and business growth.
Modernisation options compared
An overview of the available routes, including upgrading existing environments, moving to newer server platforms, and adopting cloud-based services.
The real business benefits of Azure
How Azure can support improved security, flexibility, disaster recovery, and long-term cost management.
How to approach migration successfully
Practical considerations for developing a migration strategy that minimises disruption and supports business objectives.
Next steps and Q&A
An opportunity to ask questions and gain clarity on the best options for your organisation.
Who should attend?
This webinar is ideal for:
- Business leaders and decision-makers
- IT managers and technical teams
- Compliance and governance professionals
- Organisations currently running Windows Server 2016
- Anyone responsible for managing business-critical infrastructure and systems
Join the webinar
Whether you’re already planning a migration or simply beginning to explore your options, this webinar will provide practical guidance to help you make informed decisions before support for Windows Server 2016 comes to an end.
Don’t wait until the deadline is approaching. Join CSG’s experts to understand your options, reduce risk, and begin planning a modern, secure infrastructure for the future.
Register your place today and start preparing for the next stage of your IT journey.
