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RichB2u2
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Upgrading Server 2008 R2 SP1 to a higher Server OS

Upgrading Server 2008 R2 is now required to get to WS1 UEM 2008. This is necessary since the WS1 UEM 2005 version we are running on Server 2008 has a known bug with education classes and is fixed in WS1 UEM 2008 on-premise. Do you have any recommendations or guidance for things to watch out for when upgrading Server 2008 to server 2012 R2, server 2016 or server 2019 on an existing server? We have been a long time customer and are now trying to keep up to date. We are looking for some help from support and are not going to pay extra for that so submitted a ticket too (20159721209). We also attempted to install WS1 UEM 2008 on new server VM's running server 2019 for Device Services and Console (Database server doesn't need the OS upgrade) but because of the VM name changes (configured in internal and external DNS) devices were not communicating with the new VM's so it was all rolled back to WS1 UEM 2005. We have heard it is not recommended to upgrade a server but it is the best option now for keeping things runnning correctly. Has anyone here done this successfully?

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RichB2u2
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We tried to do an in place upgrade of the two VM's from 2008R2 to 2012 then 2016 and were able to that on the Console VM, however, not for the Device Services (DS) server. We ended up making a new VM with 2016 and installed the DS app there after changing IP numbers and names so the new server worked fine in DNS. SQL server WS1 database application was updated and then WS1 2008.06 app servers installed and now it is working. It fixed the education classes issue but not all issues yet. We still have a problem with scheduled tasks running on their schedules. Although logs have been sent to support they have not responded with any fixes yet.

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chengtmskcc
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Do you use any load balancer in front of your device services and web console servers? I would not upgrade OS and spin up a separate server with the newer OS instead.

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RichB2u2
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We don't have any load balancers. We tried bringing up another server but with a different name and although configured through DNS the devices were not communicating with the new server names.

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AntonThirifays
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Hi RichB2u2

Have you considered placing a Virtual IP on your external Firewall ?

ie : the Public VIP would be a.b.c.d , you modify the DNS record so that mdm.yourcompany.com is resolved by a.b.c.d externally.

Then you have to play on NAT in order to have the connection to go through FW and into your current server.

If your external firewall has also the possibility to play the LB role, then all you have to do after that is mount a new server for HA with a Wserver 2019, make sure it's working on the new one, cut the connection to the old one, redo server to match the new HA one and reactivate once install has been done.

If external FW does not have the LB possibility, what about just building the new server in parallel, and then make the switch without modifying the DNS, but then just disabling old server and making sure the new one has the same name and IP address.

Anton

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RichB2u2
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We tried to do an in place upgrade of the two VM's from 2008R2 to 2012 then 2016 and were able to that on the Console VM, however, not for the Device Services (DS) server. We ended up making a new VM with 2016 and installed the DS app there after changing IP numbers and names so the new server worked fine in DNS. SQL server WS1 database application was updated and then WS1 2008.06 app servers installed and now it is working. It fixed the education classes issue but not all issues yet. We still have a problem with scheduled tasks running on their schedules. Although logs have been sent to support they have not responded with any fixes yet.