Looks Like Work

The Questions We Don't Dare to Ask (Solo Episode)

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In this solo episode, Chedva Ludmir introduces the new season of Looks Like Work, focusing on three pivotal questions: What do you do when your dream no longer feels right? How do you reclaim a system built to suppress you? And how are you questioning traditional priorities? She explores the concept of "gateway questions" - those gentle inquiries that help us approach what we're afraid to confront - and shares why staying with questions might be more valuable than rushing to answers.

Key Topics:

  • Introduction to the three guiding questions for Season 3
  • The power of staying with questions even when we crave certainty
  • Using "gateway questions" to approach difficult life decisions
  • How world events have led to deeper questioning of our choices

    • Notable Quotes:

    • "When the world feels like it's on fire, there's this powerful urge to flock behind anyone speaking in exclamation points."
    • "We need gateway questions, those gentle indirect inquiries that help us approach what we're really afraid to confront."
    • "What I could ask myself at that point was: when will I be ready to ask myself that question?"

      • Resources Mentioned:

      • Chedva's newsletter at chedva.substack.com
      • Previous seasons of Looks Like Work podcast
        • ...more
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        Looks Like WorkBy Chedva Ludmir