Meaningful conversation starters
Tired of small talk? Here are 30 questions to spark a meaningful conversation:
- How much is enough?
- What are you grateful for?
- What setbacks have you endured?
- What accomplishments are you proudest of?
- What’s a long-term goal you are working towards?
- What dreams have you given up on?
- What role have mentors played in your life?
- How and when have you experienced transcendence?
- What do you wish that you’d done differently?
- What have you built?
- What’s a story you’d like to tell?
- In what ways would your college-age self be surprised by who you’ve become?
- If money were taken care of, what would you be doing with your life?
- What books have most influenced you?
- What did you believe then that you disagree with now?
- What help do you need?
- What role has luck played?
- What events have been most influential in your life?
- What’s the contribution you seek to make in the world?
- What are you currently most excited about?
- When have you most felt a sense of belonging?
- What has been your experience of loneliness?
- What makes you come alive?
- What for you would make an ideal day?
- How would you define a rich life?
- What brings you joy?
- What do you worry about the most?
- What habits have you recently changed?
- In what ways do you fear that you fall short as a parent?
- What is holding you back?
