What is the best practice for keeping office 365 up-to-date on a remote desktop/terminal server?

Log Name: Application

Source: Microsoft-Windows-RestartManager

Date: 19/09/2020 10:57:50

Event ID: 10010

Task Category: None

Level: Warning

Keywords:

User: SYSTEM

Computer: termserv.domain.local

Description:

Application 'C:\Program Files\Microsoft Office\root\Office16\OUTLOOK.EXE' (pid 71184) cannot be restarted - Application SID does not match Conductor SID..

Event Xml:

10010

0

3

0

0

0x8000000000000000

2289683

Application

termserv.domain.local

0

71184

C:\Program Files\Microsoft Office\root\Office16\OUTLOOK.EXE

Microsoft Outlook

0

0

72

67108865

1

The issue is that Excel or Outlook or whatever is trying to update under an administrator privilege but is already running under user privilege which is not allowed.

The simple answer is that you have to either have an idle log-out policy in place, or if your users need to return to complex work repeatedly, then you have to endure this error and programme in restarts where they have to log out once a month or similar.

The other option is that you follow the preferred Microsoft model of Windows 10 VMs for each user which is actually easier than it sounds as you do not need Office 365 E4 and you can reboot people when and as you choose.

In these situations it is only a small fraction of users who need to come back to extremely complex work over and over (the old 80/20 rule where 20% of people cause 80% of the hassle) so you could always find a fit with the few users refusing reboots can have their own Microsoft Windows 10 VM and the rest on the RDS server can have an idle time logout of 1 hour.

Food for thought...