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davester14
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Hi Gary,

I have this same issue,

I did some digging on this, and it appears there is another update, KB2975061 that when installed, will allow you to manually install KB2919355.

Link for KB2975061: Download Update for Windows Server 2012 R2 (KB2975061) from Official Microsoft Download Center

Link for KB2919355: Download Windows Server 2012 R2 Update (KB2919355) from Official Microsoft Download Center

I did test this on my VMs and I was able to successfully install the vmware tools

I hope this helps you and anyone else that might be experiencing this issue.

Dave

Here is my source for this information:

https://www.lemonbits.com/2016/10/12/kb2919355-update-not-applicable-computer/