When I have to re-install wpilib after an update it frustrates me that all of my customization is left on the old version, and that it uses extra space to my current vscode installation. I think that a good solution would be for in the installer to ask if you want to add all of the extensions to a pre-existing vscode installation. I have been just installing the *.vsix files into vscode, but it would be more convenient to just have it automagically install them if the option is selected in the installer.