I assume your brother is familiar with the requirement that drivers have to be installed while logged on as Administrator. Then USB devices can only be added to a running system if the user has sufficient rights to do so: Power User should be okay. Then Windows 2000 insists on having the same device on the same connector, otherwise it is recognised as a new device for which 'new' drivers have to be installed. Finally, perhaps the drivers are outdated?
Hope this helps.