Being watched feels kinda creepy. But being able to find the stuff you want is fun. To a certain extent, this is somewhere where GUIs out-perform command line

Being watched feels kinda creepy. But being able to find the stuff you want is fun. To a certain extent, this is somewhere where GUIs out-perform command lines - the hierarchical menu system that shows you the functionality available in a way that's fairly easily searchable. Maybe you could implement some sort of tree-structured help on the CLI?