1. We need context. It could mean take a chance on something unknown, it could mean draw a conclusion based on little knowledge, or it could even be part of a rude dismissal (go away).
2. Do you know the word "cheeky"? If you are getting scolded or talking about something serious, and you make a remark that is silly, or questions that person's authority, or is intended to be funny but is the wrong time, you may be told not to "get flip."
Student or Learner