Windows 7 and Server 2008 Retirement Party

Windows 7:


As you may already know, Microsoft is ending support for Windows 7 in 2020. While Microsoft will be offering extended security updates for Windows 7, these updates will no longer be free. If you've got a number of machines running Windows 7, the cost of maintaining them may be more than you'd like to spend on an outdated OS.

Just like your retirement in real life, this is going to take some planning and preparation.

Some of our customers have asked "What's the big deal?  Windows 7 is great and it still works for me."

All good things must come to an end, even Windows 7. After January 14, 2020, Microsoft will no longer provide security updates or support for PCs running Windows 7. But you can keep the good times rolling by moving to Windows 10.

Let's start with some general questions:

  • Are all of your applications and programs ready for Windows 10?

  • Have they been tested and certified by the software vendor to run with Windows 10?

  • Will the hardware (computer) you have now support Windows 10 device drivers?

  • Will all your other devices (printers, scanners, cameras, etc.) support Windows 10?

Additional common questions and answers about Windows 7 support end-of-life:

Q:  Can I upgrade my existing PC to Windows 10?

A:  Yes, you can upgrade compatible Windows 7 PCs based on these requirements with a full license. To take advantage of the latest hardware capabilities, we recommend moving to a new PC with Windows 10. 

Q:  What happens if I continue to use Windows 7?

A:  You may choose to continue to use Windows 7, but once support ends, your PC will become vulnerable to security risks because Microsoft will no longer be providing patches through Windows Update to correct security issues as they are identified. In many regulated industries like healthcare, Windows 7 will cease to meet HIPAA guidelines for digital safety and security.

Q:  Can Windows 7 still be activated after January 14, 2020?

A:  Windows 7 can still be installed and activated after support has ended. However, to avoid security risks and viruses, Microsoft strongly recommends that you consider upgrading to Windows 10. 

Q:  Will Internet Explorer still be supported on Windows 7?

A:  Support for Internet Explorer on Windows 7 devices will be discontinued on January 14, 2020. As a component of Windows operating system, Internet Explorer follows the same support life-cycle. 

Q:  Can I get a free upgrade to Windows 10?

A: Microsoft 365 Business comes with a free upgrade for users with a Windows 7, 8, or 8.1 Pro license on their device. By purchasing Microsoft 365 Business your users can upgrade all of their old Windows Pro licensed devices at no additional cost. 

Q:  Does this also apply to other versions of Windows 7 on devices like thin clients?

A:  There are a number of members of the Windows 7 product family with different support life cycles. The earliest end of support date is January 14, 2020 and the others follow thereafter












Server 2008:

Microsoft is making a big push for customers to move from Server '08 directly to the cloud.  Microsoft Azure is their version of hosted cloud services and it may be the right move for you in the future, but what about now?


Moving to the cloud is a huge undertaking and many security and access features will need to be considered.

Replacement planning is even more complicated for server OS versions because it is the backbone of your network and infrastructure.  For help and assistance with Server '08 transitions, call us and we will schedule some time to review your network environment and make sensible suggestions for the next steps.


Work safe - make the move to Windows 10

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