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1. "If someone handed you $10,000 right now and you couldn't spend it on anything fun, what would you do with it?" Gets them thinking about goals, priorities, and what "smart" looks like to them.
2. "What's something you wish someone had taught you sooner?" Opens the door to real conversation about school, skills, money, life. Adults love answering this one too.
3. "If you could apprentice with anyone in the world for a year, no degree required, who would it be?" Reveals what they're actually drawn to, often more honestly than "what do you want to be when you grow up."
4. "What does your dream Tuesday look like?" Not the vacation, not the big moment, the ordinary day. It's a surprisingly revealing question about what kind of life they're really building toward.
5. "Is there something you'd love to learn how to do that you just haven't made time for yet?" Warm, low-stakes, and often leads somewhere unexpected. And quietly, it reminds everyone that learning doesn't stop at graduation.
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