Martí Climent

No

I will investigate this

Are you installing the packages with right-click -> run as administrator?

> If so, it's a bit unintuitive since the setting section mentions "elevate installations by default". But you do have this option enabled or not?

You can automatically elevate operations for a specific manager using the following setting: 

If you want such behaviour, you need to enable the "cache administrator rights" option, under administrator rights preferences

The option you have enabled will ask for administrator only once until the install queue is empty, at which point it will lose the _cache_ and will ask again on...

Upgrading will not delete anything, it would be very dangerous. You will need to remove it manually, and the installer shouldn't add the files manually anymore if chocolatey is not...

New installers will allow to not install chocolatey. If Chocolatey is already installed it will NOT be removed

I will need you to share your Package Manager logs (not WingetUI logs)