Talking is funny, isnt it?
YOU ARE TALKING NONSENSE <--- trigger line I am smarter than you <--- bot's response then the first SHORT trigger "NONSENSE" will block ALL following trigger lines, if the user is chatting our example sentence "You are talking nonsense, pinhead!" because the non case sensitive search will trigger NONSENSE always first! Therefore make it the other way round: The long trigger first, the short trigger last (that is really important!!). But this could be a problem of your operating system only or the computer language the chatterbot is programed with. Make a short test, and make trigger lines with following numbers 1 <--- trigger line bla bla bla <--- bot's response 100 <--- trigger line blabla bla <--- bot's response If the "1" blockes the "100" in your brain file, then you have it to re-order the other way round as mentioned above.