Performing VMWare Tools upgrades at the same time as MS patching


I am beginning a VSphere 5.5 to 6.5 to 6.7 upgrade. Wondering about the VMWare Tools upgrade part.
Has anyone had success bundling the VMT upgrade with MS patching?

Bill CourtneyThe stupid vmware guyAsked:
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Roshan MohammedCloud Engineering OfficerCommented:
In our environment, we have selected the VMtools to be upgraded as part of OS reboots.

So the planned way it works is as below;

before windows is patched [via the patching tools]
the OS guest.vm is rebooted.
In this reboot, the vmtools is updated.
Post this, MS patching is done.

It's also good to upgrade the vmhardware as well.

I have scripted this to be done, after organising outages,as the guest OS/vm needs to be powered off, before doing so.

Our experience has shown, that updating vmtools before the vm hardware works fine.

Andrew Hancock (VMware vExpert / EE Fellow)VMware and Virtualization ConsultantCommented:
Leave the VMware Tools upgrade to the very last thing you change on the VM.

Also it's not absolutely required to be on the latest tools....

We also Update VMware Tools as a separate function and change request, otherwise you'll have no idea what broke the VM, VMware Tools upgrade or Microsoft Patching!

VMware Tools MUST be upgraded before you Upgrade Virtual Machine hardware. (and again - that's optional, unless you need the new features!).

Always BACKUP VMs before you make any changes! (and that does not mean a snapshot!)

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Agree with Mr H. rolling it up into a single update process makes it really hard to diagnose when things go wrong.
Concentrate on the upgrade to new ESX version and roll out the tool afterwards.
Bill CourtneyThe stupid vmware guyAuthor Commented:
Mahalo. You guys confirmed my intuition.
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