fyi, i've added about 500 new answers to help's vocabulary, all of which were questions he was asked but didn't know the answer to.
it'll take a long time before help is really good. in the meantime i'm impressed with how often it answers correctly. the success rate is about 70%. this is because most newbies ask the same questions, and those are the ones help learned first. as it grows it'll learn more about the city, the people it contains, and the lore which right now only players can share.