In this episode of Jaywalking: Life Unfiltered, I sit down with comedian and high school ELA teacher Dave Shay to talk about his inspiring journey from working as a paraprofessional to leading his own classroom. We dive into what it means to grow as an educator, how comedy and teaching overlap, and the lessons learned along the way.We also reflect on this past week’s events surrounding Charlie Kirk—not through politics or division, but by looking at how people processed and reacted, and what that reveals about community, empathy, and dialogue. This conversation is thoughtful, light, and full of insights from someone who balances the worlds of education and stand-up.

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