Windows Server 2025 Known Issues: What You Need to Know

Windows Server 2025 promises to bring a host of new features and improvements to the enterprise world, but like any major software release, it comes with its share of issues that administrators need to be aware of. With its upcoming release, there have been reports of various challenges affecting the deployment and performance of Windows Server 2025, particularly in environments where older versions of Windows Server are being upgraded.

1. Upgrade Issues from Previous Versions

One of the most significant issues reported with Windows Server 2025 is the upgrade process from older versions such as Windows Server 2022 and 2019. Several administrators have experienced problems during the upgrade, particularly when migrating servers running legacy hardware configurations. Common issues include:

• Upgrade Failures: Some installations have failed entirely during the upgrade process, causing delays and downtime for organizations relying on these systems. Errors have been reported when trying to migrate from Windows Server 2022 to the 2025 version, especially when using certain hardware configurations that are not fully compatible with the new operating system.

• Incompatible Applications: There are reports of some legacy applications not functioning correctly after upgrading to Windows Server 2025. This is often due to changes in the underlying architecture and compatibility issues with older software.

• Data Migration Issues: Administrators have also faced difficulties when migrating data between different versions of Windows Server. Issues related to file transfer protocols, directory services, and Active Directory replication are some of the recurring problems.

  
  

2. Installation Failures and Compatibility Concerns

Another significant challenge for those deploying Windows Server 2025 is installation failures, particularly in iSCSI environments. Administrators have reported the following:

• iSCSI Configuration Issues: Installation of Windows Server 2025 fails or results in inconsistent performance when working with iSCSI configurations. This is critical for organizations that rely on iSCSI for network storage solutions.

• Hardware Compatibility: Some specific hardware setups have shown poor compatibility with Windows Server 2025, particularly when older drivers and firmware are used. This can cause servers to become unstable or lead to unexpected performance issues during the installation process.

• Slow Boot Times: A few administrators have noticed that boot times are significantly slower compared to previous versions, especially on systems that use legacy hardware.

  
  

3. Ongoing Resolution Efforts by Microsoft

Microsoft has acknowledged these issues and is actively working on providing solutions to address them. The company is rolling out updates and patches to address specific compatibility problems, including iSCSI-related bugs and hardware driver issues. In addition, Microsoft is expected to release detailed troubleshooting guides to assist administrators with the migration process.

• Known Issue Rollout: As Microsoft continues to fine-tune Windows Server 2025, expect a series of monthly updates that will target specific issues related to upgrade failures, hardware compatibility, and installation problems.

• Support for Legacy Systems: Microsoft has also hinted at providing extended support for organizations with legacy hardware and applications, offering customized solutions to facilitate smoother transitions to Windows Server 2025.

  
  

What This Means for IT Administrators

For IT administrators planning to migrate to Windows Server 2025, it’s crucial to carefully evaluate the hardware and application compatibility beforehand. Performing test installations in non-production environments is recommended to ensure a smooth transition. Additionally, staying up-to-date with Microsoft’s patch releases and troubleshooting documents will help mitigate some of the early issues that have been identified.

Looking Ahead

Windows Server 2025 has the potential to revolutionize enterprise IT environments with its new features and performance enhancements. However, like any new release, it comes with growing pains. By staying informed and proactive in addressing the known issues, administrators can ensure that their organizations take full advantage of the latest offerings while avoiding unnecessary disruptions.

Official article here https://learn.microsoft.com/en-us/windows/release-health/status-windows-server-2025