Windows 10 End of Life and Server 2016 End of Support | CBIZ
CBIZ

Explore the specifics of the One Big Beautiful Bill Act.

  • Article
October 15, 2025

Windows 10 End of Life and Server 2016 End of Support

Table of Contents

The saying goes, “If it ain’t broke, don’t fix it.” But that does not apply to modern technology, which requires regular updates and dedicated support to prevent catastrophic errors and patch cybersecurity vulnerabilities. The sun will set on support for two prominent Microsoft products. Are you prepared?

Windows 10

Support for Windows 10 will end on October 14, 2025—perhaps most significantly, that means the end of security updates and technical assistance. To prepare, make sure to arrange for the ESU, available at a fee for up to one-year, or upgrade your operating system. Make sure the computers you’ll be updating meet your new operating system’s hardware requirements and initiate the updates as soon as possible to avoid gaps in security coverage. If you’re interested in continuing with Windows, you can explore the new features and benefits of Windows 11.

Server 2016

On January 12, 2027, Server 2016 infrastructure will no longer enjoy extended support from Microsoft (outside of Extended Security Updates (ESU), a paid service intended only to support last-minute migration efforts). That means users will no longer have access to patches and updates, technical support, or compliance certifications. If you’re still a Server 2016 user, it’s essential that you identify and pursue an alternative system or you will risk deteriorating performance and instability, increased exposure to cyberattacks, and falling behind with compliance requirements relating to industry regulations such as HIPAA, PCI DSS, or SOC 2.

To make the change, develop a migration strategy that includes a risk assessment, project plan, testing procedures, and rollback failsafe measures. 

Conclusion

If you’re still using Windows 10 or Windows Server 2016, now is the time to take action. Waiting until the last minute can lead to rushed decisions, unnecessary expenses, and increased cybersecurity risks. If you have any questions about your upcoming migration, contact a member of the CBIZ technology team today.

 

© Copyright CBIZ, Inc. All rights reserved. Use of the material contained herein without the express written consent of the firms is prohibited by law. This publication is distributed with the understanding that CBIZ is not rendering legal, accounting or other professional advice. The reader is advised to contact a tax professional prior to taking any action based upon this information. CBIZ assumes no liability whatsoever in connection with the use of this information and assumes no obligation to inform the reader of any changes in tax laws or other factors that could affect the information contained herein. Material contained in this publication is informational and promotional in nature and not intended to be specific financial, tax or consulting advice. Readers are advised to seek professional consultation regarding circumstances affecting their organization.

“CBIZ” is the brand name under which CBIZ CPAs P.C. and CBIZ, Inc. and its subsidiaries, including CBIZ Advisors, LLC, provide professional services. CBIZ CPAs P.C. and CBIZ, Inc. (and its subsidiaries) practice as an alternative practice structure in accordance with the AICPA Code of Professional Conduct and applicable law, regulations, and professional standards. CBIZ CPAs P.C. is a licensed independent CPA firm that provides attest services to its clients. CBIZ, Inc. and its subsidiary entities provide tax, advisory, and consulting services to their clients. CBIZ, Inc. and its subsidiary entities are not licensed CPA firms and, therefore, cannot provide attest services.