Questions starting with “why, how, and what if?” are classic examples of open-ended questions that are frequently used to spark a longer conversation. Conversational How do you feel today? This is a classic open-ended question, which prompts the person being questioned to provide a full, meaningful answer based on their knowledge and current emotional state. Tell me about your relationship with ____. Again, this asks for a complete response, not just a single-word answer. What was your high school experience like? This is a question that requires the person being asked to reflect on a large span of time and will likely include many detailed anecdotes. How did you and your best friend meet? The answer will likely include a few anecdotes and detailed information that give the asker a small history of the other person’s life. Icebreaker What do you like to do for fun? This shows that the asker is interested in learning more about the hobbies and interests of the other person. What’s it like to live in ____? This will surely start a conversation that will encompass the food, nightlife, culture, and all-around experience of a given place. What’s your fondest memory? This question is great for getting to know people’s backstory and how they relate to their former selves. Conflict resolution What can I do to make it up to you? The person asking is asking for a longer, more detailed reply. What needs to change to make this situation better? This is a great question to ask when seeking someone’s opinion on how to fix inefficiencies or right a wrong. Advice-seeking How should I present myself at this meeting? The asker is searching for not one but many things he or she can do in the ways of attire, posture, and communication style. How do you think I should go about tackling this project? The answer will most likely involve different ordered steps with lots of detail and explanation.