

329 - Listening is the Gateway to Asking Better Questions with Chedva Ludmir
Jul 8, 2025
Chedva Ludmir, a public speaker and serial entrepreneur, sheds light on the power of curiosity and deep listening. She emphasizes the importance of asking gentle, gateway questions that foster honest conversations. Chedva discusses navigating uncertainty and how fiction can help tackle sensitive topics. She also shares her unique perspective on personal identity within Orthodox Judaism and the balance between community norms and individual choices. Discover how being present in discussions can lead to richer insights and transformative moments.
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Listening Powers Questions
- Listening deeply and seeing someone fully is a profound gift on its own.
- Questions then create opportunities for even deeper insight and self-awareness.
Gateway Question in Startup Crisis
- Chedva faced the dilemma of whether to close her startup but couldn't ask the big question directly.
- Instead, she asked herself, "When it's time, will I know it?" which helped her navigate the uncertainty.
Naming Uncertainty Frees Mind
- By naming and sharing uncertainties, we reduce their overwhelming weight on the brain.
- Expressing the unknown helps us live more peacefully with it, like freeing a computer CPU.