How to Break a Chatbot - Eight Ways 1 - Tell the Chatbot to Reset or Start Over. ... 2 - Use Filler Language. ... 3 - Ask Whatever Is on the Display Button. ... 4 - Answering Outside the Pre-Selected Responses. ... 5 - Ask for Help or Assistance. ... 6 - Answer the Question with Non-Traditional Answers. ... 7 - Say Goodbye. ... 8 - Ask Odd Questions.