Application install, uninstall and re-install using Windows Custom Settings

I've been able to install an MSI based application using a Windows "Custom Setting" and then uninstall it by deleting the setting. (using these steps https://support.google.com/a/answer/10065085?hl=en)

If I install the application using Google, but then manually uninstall the application on the Windows PC, re-syncing with Google doesn't push it out again, but just generates an error:

Sam2000_0-1707715024303.png

To get it to re-install, I had to delete the custom settings, sync, re-create the custom setting and sync again.

Is there an easier way to get the Google Workspace Windows Custom Setting to re-install a messing app?

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I tested a number of scenarios to redeploy the application, without just deleting and re-adding the custom setting (as that would uninstall and re-install the software for all users in the current OU).

This seems to work, but is a few hoops to jump through, if anyone has any better options?

01. Account in OU that installs software
02. User manually uninstalls software
03. Move user to new OU with a custom setting to install software
04. Sync (re-installs software)
05. Delete the custom setting to set it an uninstall state
06. Sync (uninstalls software)
07. Move user to original OU
08. Sync (re-installs software)

Hey Sam, can you please help me to configure some specific applications with Windows MDM

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