Windows 2016 CONSTANT update problems in this case happens to be on Vsphere 6.5

Virtual Windows 2016 server constant update problems.
Once again trying to update VMs running 2016 this time the update is kb449440 it just hangs at zero or 95%.  Been doing this for over 18 years, I have never had issues like this before with updates.
Any ideas/thoughts as to how to prevent this and resolve it. Even after a reboot, it goes back to hanging on the download forever.  I am ready to just go back to the snapshots, which I did but then will hang indefinitely on the downloads.  Is 2016 just a mess or something I need to do that have not with all prior releases of windows?  These VMs are running on Vsphere 6.5
Thanks!!!
LICOMPGUYAsked:
Who is Participating?
I wear a lot of hats...

"The solutions and answers provided on Experts Exchange have been extremely helpful to me over the last few years. I wear a lot of hats - Developer, Database Administrator, Help Desk, etc., so I know a lot of things but not a lot about one thing. Experts Exchange gives me answers from people who do know a lot about one thing, in a easy to use platform." -Todd S.

Andrew Hancock (VMware vExpert / EE Fellow)VMware and Virtualization ConsultantCommented:
2016 does seem to have issues with updates. It can take many days in my experience to get them resolved.

What is your underlying datastore?
LICOMPGUYAuthor Commented:
I am glad I am not alone. I think Microsoft is more sloppy than ever before.  Super low quality very little testing.  From the desktop to the server, very pathetic.  Should be VMFS 6.x, local storage the default for the 6.5 installs.  Is that what you are asking?

Supporting Windows server updates was NEVER this bad before.  Been setting up servers for over 17-18 years.  Was wondering if it could be something that is different with Win2k16 that I could be missing.  Sadly with the quality or lack thereof with quality in Windows 10, with their barely tested updates and this with Windows 2016, not liking their products any longer.  It is all about testing testing testing.  I think MS feels testing costs too much money so they test once it is released to the general public.


Thanks Andrew!!
Andrew Hancock (VMware vExpert / EE Fellow)VMware and Virtualization ConsultantCommented:
I am glad I am not alone. I think Microsoft is more sloppy than ever before.  Super low quality very little testing.  From the desktop to the server, very pathetic.  Should be VMFS 6.x, local storage the default for the 6.5 installs.  Is that what you are asking?

You are not alone, it has been asked a few times here on EE, it's slower than 2012.... and requires lots of fettling restarting, slower datastores hurt more as well...

Not really, what is the technology, SSD, iSCSI SAN LUN, NFS NAS, 7k, 10k, 15k SAS or SATA, RAID 10, RAID 6, RAID 5 ?

It's my only dislike of implementing a Windows 2016 Server compared to 2012!

Supporting Windows server updates was NEVER this bad before.  Been setting up servers for over 17-18 years.  Was wondering if it could be something that is different with Win2k16 that I could be missing.  Sadly with the quality or lack thereof with quality in Windows 10, with their barely tested updates and this with Windows 2016, not liking their products any longer.  It is all about testing testing testing.  I think MS feels testing costs too much money so they test once it is released to the general public.

Something very odd or is now happening in Updates with Windows 10 and Server 2016, they seem to take an age to patch.
Get Blueprints for Increased Customer Retention

The IT Service Excellence Tool Kit has best practices to keep your clients happy and business booming. Inside, you’ll find everything you need to increase client satisfaction and retention, become more competitive, and increase your overall success.

LICOMPGUYAuthor Commented:
Hey there!

Sorry - didn't have coffee yet at the time when I was responding.  15k SAS.
We are an MS partner and I hate to say this but the quality coming out of Microsoft is horrible.
They (should absolutely NEVER), decide when/what updates they are going to push out on any platform - thinking Windows 10 here.
They are not cellphones, they are for desktops/servers that drive corporate America.  Even if they did test more thoroughly there is no way they can account for every combination/ permutation out there to help ensure they wouldn't blow things up.

I have actually over the years put in place patch remediation strategies for large corporations across multiple platforms pretty successfully
Different vers of Windows, different Linux distributions etc. without any fatalities ;-).

Back to Win2k16.  So Microsofts primary server OS is simply that bad then I guess.   How is 2019? Don't have a ton of experience with it yet, have a few installs comping up. Any better?

So what is your strategy - I guess I will just keep researching it.  Someone has to Microsoft doesn't

Thanks!!
Andrew Hancock (VMware vExpert / EE Fellow)VMware and Virtualization ConsultantCommented:
It will patch eventually!

15k SAS good platform if RAID 10 or 6 - so it's not a slow datastore which just comes back to 2016 is slow

2019 is similar something has changed in updates....
LICOMPGUYAuthor Commented:
RAID 10 actually in this case. But the problem wasn't performance it was just hanging FOREVER before it would install correctly or finish downloading. But funny you say that because I also have noticed 2016 to be s-l-o-w-e-r - very much so

2008 actually worked relatively well.  I can only hope 2019 is better.
LICOMPGUYAuthor Commented:
So really no tips/means of getting the updates to download/install without it being a production?
It isn't like the software distro folder contents getting corrupt? I never dreaded doing updates this much before!

I am going to put WSUS in place for the Win10 machines, what are the choices.  They changed the update service classification so you can't disable it. They killed the  GPO I came up with to prompt but not do auto-updates etc.

Thanks so much for all of your help!
Andrew Hancock (VMware vExpert / EE Fellow)VMware and Virtualization ConsultantCommented:
There seems to be a huge debate even on EE amongst experts some state they've no issues.

All we've observed is Windows 10 and Server 2016/2019 take along time to update!

And it's not that we don't have the bandwidth...

It just seems an age to apply and install and takes us many restarts

I've no magic cure other than use more resources faster datastore eg SSD etc
David Johnson, CD, MVPRetiredCommented:
As a partner you should know that you do get free support for windows update.
One fix was to change the properties for Trusted Installer
hklm\system\currentcontrolset\services\trustedinstaller\
set BlockTimeIncrement to hex 2a30
you have to change permissions first before you can edit
https://drive.google.com/file/d/1QCCFrhFDkQIrbXHrJuuX3WCeM39j5qpl/view?usp=sharing
David Johnson, CD, MVPRetiredCommented:

Experts Exchange Solution brought to you by

Your issues matter to us.

Facing a tech roadblock? Get the help and guidance you need from experienced professionals who care. Ask your question anytime, anywhere, with no hassle.

Start your 7-day free trial
LICOMPGUYAuthor Commented:
Thanks Gents

David thanks so much for the chat and the info, I will read up/research it later today tomorrow.  Never used the chat function on this forum, how d you contact someone?  Thank you so much for taking the time to reach out.
It's more than this solution.Get answers and train to solve all your tech problems - anytime, anywhere.Try it for free Edge Out The Competitionfor your dream job with proven skills and certifications.Get started today Stand Outas the employee with proven skills.Start learning today for free Move Your Career Forwardwith certification training in the latest technologies.Start your trial today
windows 2016 server

From novice to tech pro — start learning today.