If you have any software which requires mid install reboot, there might be an error after reboot is done and may not continue with the second half of the installation. Whenever server reboots, it will be automatically set to /execute mode. msi file will have all the info to change the installation mode while installing, but, Installing any application with “Install Application on Terminal Server option” is a best practice. And mostly, while we run software installation with Install Application on Terminal Server option, it first changes the mode to installation mode. While installing a software if we open install application on terminal server and run the installation, it monitors HKLM and HKCU hives and applies any changes to HKCU to all users as HKLM is applied to the whole system. The tool which I am referring here is Install Application on Terminal Server option in control panel. Hence, we need some monitoring tool which monitors all the changes to HKLM and HKCU hives and apply HKCU keys to all users who ever logs in. There might be some settings or keys written to HKCU hive when installing a particular software and if that needs to be applied to all the users who use that software, in normal scenario of double clicking the setup.exe doesnt work. When we install any software just by double clicking it, it creates some keys in HKLM and HKCU hives.
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