

519. Asking the Right Questions
Jul 31, 2025
In this conversation, Vicki Tan, a digital product designer and author of 'Ask This Book a Question,' shares her innovative approach to decision-making through engaging questions. She discusses how the right inquiries can unveil personal insights and facilitate growth. Vicki explains the interactive elements of her book, designed to foster self-discovery in a playful manner. The dialogue also highlights the importance of understanding cognitive biases and offers tools for framing questions that lead to clarity and creativity in everyday decisions.
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Collaborate to Frame Questions Right
- Spend intentional time framing questions before solving problems at work.
- Collaborate cross-functionally to gain diverse perspectives and reduce bias impacts.
Mindfulness Apps' Design Paradox
- Mindfulness apps aim to keep users engaged, which can conflict with their goal to reduce distraction.
- Designing user journeys that allow graduation from app dependence can be more supportive.
Cooking Comfort to Quit Job
- Vicki helped her friend quit her job by telling a comforting personal story about food.
- This approach overcame emotional resistance where rational explanations failed.