Conversation Deepening Questions
Level 1 - Preferences and Opinions - What's been the best part of your week? - What are you looking forward to right now? - What's been taking up your mental space lately? - What's something you've changed your mind about recently?
Level 2 - Values and Motivations - What made you choose [career/location/hobby]? - What does a good day look like for you now? - What's become more important to you in the last few years? - What do you wish people understood about your work/life?
Level 3 - Challenges and Growth - What's been harder than you expected lately? - What are you trying to figure out right now? - How have you surprised yourself this year? - What patterns do you notice in your life?
Level 4 - Fears and Dreams - What would you do if resources weren't a constraint? - What scares you about the next five years? - What do you hope is different about your life a year from now? - What would your ideal friendship look like?
Level 5 - Core Self and History - What experience most shaped who you are? - What belief do you hold that others might find surprising? - What story does your family tell about you? - What would you tell your younger self?
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