In this episode of Evolution Stories, Middle States President Christian Talbot sits down with Elinor Scully, Head of School at National Cathedral School, for a candid and deeply reflective conversation about leadership, change, and the realities of decision-making in schools.

Drawing from her journey as a classroom teacher, division head, and head of school, Elinor explores what happens when leaders pursue the right outcomes but underestimate the human dynamics of change. She reflects on an early failed attempt to redesign a school schedule, unpacking how fear, identity, and unspoken resistance can quietly derail even the most student-centered initiatives.

The conversation then shifts to a pivotal leadership moment during the COVID era, when Elinor was forced to make a high-stakes facilities decision without the certainty leaders often crave. Through that experience, she surfaces a core truth about leadership, that courage to act amid imperfect information is not optional, but essential.

The episode closes with a forward-looking reflection on the next frontier of educational leadership, stewarding faculty culture in a post-pandemic world where trust, morale, and meaning have become as critical as pedagogy and strategy.

This episode offers school leaders an honest look at why change is hard, what leadership actually requires, and how culture ultimately determines whether transformation succeeds or stalls.

In this episode of Evolution Stories, MSA President Christian Talbot speaks with Maria Vogelei, Head of School and founding team member at the Village School in Arlington, Virginia, a learner-driven microschool built around agency, purpose, and self-directed learning.

Maria shares her unconventional path into school leadership, moving from brand building and tech entrepreneurship into education after searching for a school that aligned with her daughter’s needs. She reflects on the difference between marketing and market education, why introducing new school models requires trust and social proof, and what surprised her most when stepping into the head of school role.

The conversation explores leadership during moments of low morale, how prioritizing educators can stabilize entire school communities, and why presence, transparency, and one-on-one relationships matter more than polished strategies. Maria also discusses lessons learned from a previous mental health startup that failed to launch, offering powerful insights into champions, timing, and reframing perceived failure.

As the Village School prepares to launch a learner-driven high school in a credential-focused market, Maria reflects on the tension between traditional measures of success and the skills students need in an AI-shaped future. This episode offers a grounded, honest look at change leadership, agency, and what it means to build schools for the world students are actually inheriting.

In this episode of Evolution Stories, Jeff Selingo joins the conversation to unpack how education systems are being reshaped by shifting student needs, changing labor markets, and growing skepticism about traditional college pathways. Drawing from decades of reporting and his latest book, Dream School, Jeff explores what meaningful learning looks like today, how institutions can better align with real-world outcomes, and why students need clearer signals about value, purpose, and possibility. The discussion challenges long-held assumptions about higher education and invites educators to imagine more responsive, learner-centered futures.

Key Topics Covered

• The evolving purpose of higher education
• What students and families are actually seeking from schools today
• How college admissions and credentialing are changing
• The disconnect between traditional institutions and workforce realities
• Insights from Dream School and what “fit” really means
• Rethinking success, value, and outcomes in education

Notable Quotes (Pull Quotes)

• “We’ve designed systems around institutions instead of learners, and that gap is becoming harder to ignore.”
• “Students are asking smarter questions now, not just about where to go, but why.”
• “The future of education is less about prestige and more about purpose.”

Other

• Official Website: https://www.jeffselingo.com
• Books: Dream School, Who Gets In and Why, There Is Life After College

Social Media

• X (Twitter): @jselingo
• LinkedIn: Jeff Selingo