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

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