Lost ArcMap Add-in Toolbar Built with ArcObjects SDK in .NET and Problem with AssemblyCache folder and ArcGIS Cache Manager

Our organization manages an ArcMap 10.6.1 add-in written using the ArcObjects SDK for .NET Framework 4.7.2. We publish the add-in file to a server folder. We edited the registry to make ArcMap look for the add-in in the server folder.

REG ADD HKLMSoftwareWOW6432NodeESRIDesktop10.6SettingsAddInFolders /v "server_path_to_add_in_file" /t REG_SZ

The problem is that a handful, but not most, user machines lose the toolbar in ArcMap every time we publish an updated add-in to the server folder, and the user has to either reboot their machine or ctrl-alt-delete and find the ArcGIS Cache Manager and end that task to regain their toolbar.

I have read extensively about this problem:

1. https://community.esri.com/thread/121214#comment-625142
2. https://support.esri.com/en/technical-article/000012616
3. ArcMap Add-In Not Updating To Latest Version
4. https://community.esri.com/thread/117694

Interestingly, I see mixed results among users with their AssemblyCache folders (C:UsersUserNameAppDataLocalESRIDesktop10.xAssemblyCache). The add-in is associated with a GUID, and the folder name for the add-in in the AssemblyCache folder is that GUID. One user’s AssemblyCache{GUID} folder updates to contain the latest dlls, and another user’s folder is completely empty, always, before or after an update to the add-in.

I would like more information about this problem. Even better, I would like to know if there is an ESRI or Windows setting that can be changed to address this problem, or if that is not an option, is there a way to automate ending the ArcGIS Cache Manager task using ArcObjects inside the source code for our add-in?