• S2 E2: We’re All Impostors Here

    Everybody in education has felt the nagging sense that you don’t quite belong there, that someone smarter or more prepared is about to walk in and take your seat. Jen would like you to know it’s called imposter phenomena, not syndrome, and that distinction actually matters. In this episode, we’re… Listen ⇢

    S2 E2: We’re All Impostors Here
  • S2 M2: The Shield is Cracking

    On March 2, 2026, the Supreme Court handed down its decision in Mirabelli v. Bonta, a case that started with two veteran teachers in Escondido, California who were told by their school to hide students’ gender transitions from their parents. In this solo mini-episode, Kyle walks through what actually happened… Listen ⇢

    S2 M2: The Shield is Cracking
  • S2 Mini-Episode (M) 1: The World is On Fire

    The world is on fire, and the kids in your classroom know it. In our first mini-episode, Kyle sits solo with a question that a lot of educators are carrying right now: when something as large and frightening as a widening war is all over your students’ feeds, what is… Listen ⇢

    S2 Mini-Episode (M) 1: The World is On Fire
  • S2 E1: Mental Health, Community Schools, and the Mess We’re All Living In

    Season 2 opens with Jen, Kyle, and Stuart dusting off the microphones, forgetting how to introduce themselves, and immediately diving into the deep end: mental health in schools, the crisis facing students and teachers, and why everything seems to be on fire. Our heroes talk social-emotional learning, trauma, the impossible pressure… Listen ⇢

    S2 E1: Mental Health, Community Schools, and the Mess We’re All Living In
  • S1 E7: The FAPE Paradox: When “Appropriate” Isn’t Appropriate 

    In this episode, we dive headfirst into the mess that is FAPE: Free and Appropriate Public Education. We unpack how “appropriate” too often means “sit in a class you can’t access,” why canned curriculum is a billion-dollar confidence trick, and how grade levels still haunt us like a bad group… Listen ⇢

    S1 E7: The FAPE Paradox: When “Appropriate” Isn’t Appropriate 
  • S1 E6: Holding Space: Navigating Relationship-Centered Teaching in Middle School 

    In this warm and candid conversation, Kyle, Jen, and Stuart welcome Dawn (one of Vermont’s Teachers of the Year in 2024!) to reflect on two decades in middle school classrooms. Together, they explore how the modern emphasis on teacher-student relationships differs from traditional models, the emotional weight of holding space… Listen ⇢

    S1 E6: Holding Space: Navigating Relationship-Centered Teaching in Middle School 
  • S1 E5: Qualified to Care? Rethinking What Makes a Teacher Effective 

    In this episode, Stuart, Jen, and Kyle explore the barriers that traditional teacher certification processes create, preventing passionate, talented individuals from entering the classroom. The hosts are joined by Maya, the very first guest of the Four Winds Learning Collective! Maya is an experienced educator who transitioned from progressive private… Listen ⇢

    S1 E5: Qualified to Care? Rethinking What Makes a Teacher Effective 
  • S1 E4: Attachment Styles: How Early Relationships Shape Us

    In this episode. Kyle, Jen, and Stuart dive into the fascinating world of attachment style: how our early relationships with caregivers shape the way we connect with others throughout life. They discuss the four main attachment styles (secure, anxious, avoidant, and disorganized) and how they manifest in students and adults… Listen ⇢

    S1 E4: Attachment Styles: How Early Relationships Shape Us
  • S1 E3: The Politics of Education: Wrestling with Project 2025

    In this episode, Jen, Kyle, and Stuart dive into one of the most polarizing education policy proposals of our time: Project 2025. The team examines the potential dismantling of the U.S. Department of Education, the shift to state-controlled funding, and the far-reaching consequences for students, teachers, and families across the… Listen ⇢

    S1 E3: The Politics of Education: Wrestling with Project 2025

Meet the podcast hosts, Jen, Kyle, & Stuart.

Three longtime educators who came together to rethink how learning can nurture belonging, purpose, and possibility for every young person.