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Are there any reasons to avoid a Windows 10 upgrade?

Application and hardware compatibility issues and undiscovered bugs are important factors to consider when facing a Windows 10 upgrade.

Upgrading to a brand new OS isn't always the smartest move. In the majority of cases, upgrading to Windows 10 probably won't cause significant problems, but there are some situations where it may be ill-advised.

One potential issue for people considering an upgrade to Windows 10 is application compatibility. Most applications that run on Windows 7 or 8 should work with Windows 10, but there are no guarantees. If an organization discovers that a critical line-of-business application does not work with Windows 10, it would need to hold off on upgrading to Windows 10 until the application vendor has a chance to address the compatibility issues.

Another problem that could stand in the way of upgrading to Windows 10 is hardware compatibility. Generally speaking, a computer that can run Windows 7 or 8 should be able to run Windows 10, but it is impossible for Microsoft to test every hardware configuration. It is conceivable that there are machines running Windows 7 or 8 that cannot run Windows 10 efficiently.

Yet another reason organizations might hold off on upgrading to Windows 10 is that the upgrade isn't free for enterprise environments. Organizations that run the Enterprise edition of Windows must pay for the upgrade. This doesn't mean that the organization shouldn't upgrade, but rather that it should plan for the cost involved.

Finally, as with any new operating system there may be undiscovered bugs. Some organizations may opt to wait for a while to upgrade so Microsoft can discover and address some of these bugs.

Next Steps

What to do when Windows 10 upgrade problems arise

How to upgrade to Windows 10

Is Windows 10 really free?

This was last published in August 2015

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Has your enterprise avoided an upgrade to Windows 10? Why or why not?
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Microsoft has not figured out how to handle any VPN software if it is installed in the device. A simple search will confirm this for you. Most businesses allowing customers access to their on- premise systems will have this.

Microsoft's so-called support staff on the web are quick to give advice to customers without adequate research on the issue to deinstall the software and retry. This should have been added to the initial report regarding potential issues but MSFT does not seem to think it is important.

The choice is to revert the upgrade, deinstall all the VPNs and retry the upgrade. I have had 2 devices and one seems to work while the other shows NO NETWORK CONNECTIONS AVAILABLE. However, that really isn't the case as I am on the network. As a result, their Edge and Cortona does not work.

It is time Microsoft fixes this before creating a bigger mess. I will not upgrade my other systems and will definit
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Microsoft has not figured out how to handle any VPN software if it is installed in the device. A simple search will confirm this for you. Most businesses allowing customers access to their on- premise systems will have this.

Microsoft's so-called support staff on the web are quick to give advice to customers without adequate research on the issue to deinstall the software and retry. This should have been added to the initial report regarding potential issues but MSFT does not seem to think it is important.

The choice is to revert the upgrade, deinstall all the VPNs and retry the upgrade. I have had 2 devices and one seems to work while the other shows NO NETWORK CONNECTIONS AVAILABLE. However, that really isn't the case as I am on the network. As a result, their Edge and Cortona does not work.

It is time Microsoft fixes this before creating a bigger mess. I will not upgrade my other systems unless it is acknowledged and fixed. I hope the enterprises pushback on this.

Another aspect to consider is that with the number of desktop or client applications in use today, some applications like VirtualBox are not certified on Win10. Atleast not when I checked. This poses an issue when users request your support. Something for the industry to consider for sure.
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Our experience with rolling out tablets with windows 10 is that the users want to go back to windows 7 because of the TIP (Tablet Input Panel) features in windows 7.  These are engineers and foresters out in the field that have to do a lot of input.  The windows 7 had a realizable, move able keyboard writing functionality that was useful. 

MS took something and made it difficult if not out right useless.  Haveing tried windows 10 and a mapping application i have to agree with the field staff.  Hopefully they will resurrect the inker project and offer it in an upgrade.   
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The program is pretty good we were told, the upgrade process mostly flawless. So we upgraded. We're mostly happy, though most users would have preferred to wait a bit longer. Are we happy with the upgrade? Sure. Yes almost no one is overwhelmed by the changes.

A few drivers didn't install properly (sadly that included laptop trackpads), a few upgrades choked and had to be rerun. Still, all in all, it was all done in a reasonable time and, lo and behold, unlike all previous upgrades, every installed program is still running as before.
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You think no Windows 10 is/does NOT have the UI we require. And as for the way it reports back to Microsoft. It is a FAIL.
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